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Holiday Rentals near Chatham Lighthouse

37 Main St, Chatham, Massachusetts 02633-2419
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    Travellers to Chatham are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 131 Rentals in Chatham
    1.2 miles from Chatham Lighthouse
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    2.0 miles from Chatham Lighthouse
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Captain's Haven1 / 16
    (1)Excellent
    1.8 miles from Chatham Lighthouse
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Private Contemporary Cape Set on a Hilltop1 / 19
    (3)Very good
    2.0 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2020
    Had a great stay as the location is almost perfect.. Close to downtown and all the shops and restaurants, but set back enough from roads to be peaceful at night. Close to...
    Reviewed 23 July 2018
    Had a great stay with my family. It was quiet, relaxing, very well stocked with everything we needed and conveniently located. Would highly recommend.
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    About this property
    You will enjoy easy times in this 3 bedroom 2 bath Cape set on a hilltop. This very well-equipped house is at the end of a cul-de-sac and offers complete privacy, a large deck with grill, outdoor shower, and ample parking. It has a contemporary open and airy floor plan with cathedral ceilings and...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    1.2 miles from Chatham Lighthouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This recently renovated 4 bedroom 2.5 bathroom cottage received the Chatham Preservation Award in 2010. The home boasts gleaming hardwood floors, an updated kitchen and two separate living areas. There is a sunken master king bedroom as well as three additional bedrooms on the main level, one...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Chatham Cape Cod Vacation Rental (8233)1 / 20
    (1)Excellent
    0.8 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Reviewed 12 August 2020
    Lovely home situated right downtown with easy access to restaurants, shops and Oyster Beach. Great find for 2 couples or a small family. Nice entertaining space too! Well...
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    About this property
    Enjoy staying in the heart of Chatham Village in this newer, tastefully appointed 2 bedroom, 2.5 bath 1,300 sq. ft. home. Downtown Chatham is just steps away where you can enjoy shopping, fine restaurants, band concerts, ball games and much, much more. This home is only .2 mile to Oyster Pond, a...
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    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    1.7 miles from Chatham Lighthouse
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming renovated home with central a/c in North Chatham! Charming renovated home in North Chatham, approx. .5 mile to Chatham Fish Pier, less than 2 miles to Chatham Lighthouse Beach and convenient to Scatteree Beach and the Cow Yard Landing! Approx. 1 mile to Main St., Chatham for shopping,...
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    North Chatham, Chatham
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Chatham Cape Cod Vacation Rental (7102)1 / 19
    (4)Very good
    1.4 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 15 September 2020
    This is a charming house that is in desperate need of updating - think of staying at your elderly grandparents house from the 70's-80's. Current owners seemed to have inherited...
    Reviewed 12 July 2019
    We enjoyed our stay so much. This is a great, well-loved home. We found it clean, comfortable, tastefully decorated and located in a quiet neighborhood. All these positives and...
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    About this property
    Terrific location. This 3 bedroom, 2 bathroom rental home is close to the downtown area, fish pier, Veteran's Field, town playground and Chatham Bars Inn. The home is receiving a makeover this winter and new photos will be up soon. Amenities include a wall mounted AC unit in the living room and...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    1.9 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular rental property. This open and airy, 4 bedroom, 4.5 bathroom home offers plenty of living space, inside and out, with its soaring ceilings, open floor plan, large deck and private backyard. Centrally located in a wonderful neighborhood of high-end homes, this rental includes use of...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Chatham Cape Cod Vacation Rental (4385)1 / 21
    (1)Very good
    1.2 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    Reviewed 18 September 2020
    The house had three roomy bedrooms with queen beds, perfect for our adult family. The fittings were plain and simple which is all we want between biking, the beach, golf and...
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    About this property
    Enjoy the convenient location of this 3 bedroom, 2 full bathroom classic Cape style Chatham rental home close to downtown Chatham, Oyster Pond, and Claflin Landing. There is a spacious, landscaped yard great for lawn games and barbeques. The kitchen has been updated with granite counter tops and...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.4 miles from Chatham Lighthouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 4 bedroom, 2.5 bathroom house is within walking distance to downtown Chatham with some of the best restaurants and shopping that Cape Cod has to offer. The living room offers plenty of new, comfortable seating and the kitchen, with granite countertops and stainless appliances, is fully...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Chatham Cape Cod Vacation Rental (4489)1 / 18
    (1)Excellent
    1.8 miles from Chatham Lighthouse
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 15 September 2020
    For our family of adventurers the location was perfect! One mile to downtown shops and restaurants, bike trail right around the corner, school behind the house for tennis and...
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    About this property
    Just a mile from downtown Chatham, this 4 bedroom, 3 bathroom rental has all the comforts of home. The master bedroom with queen bed and full bathroom and a second bedroom with two twins are located on the first floor as well as an additional full bathroom. The other two bedrooms and a full...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Chatham  Cape Cod Vacation Rental (11231)1 / 27
    (1)Excellent
    0.9 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2016
    Very recently renovated this is a spacious property with everything we (family of four) could want. Big kitchen, diner, comfortable living room and bedrooms and lots of space...
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    About this property
    Located on the Stage Harbor ?loop', this very private, quintessential Chatham 4-acre retreat is surrounded by mature plantings and conservation land. The home has undergone a full renovation maintaining its historic feel without compromising the modern comforts. The spacious kitchen has a large...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Chatham Cape Cod Waterfront Vacation Rental (2172)1 / 64
    (1)Excellent
    0.1 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2019
    This is a quality home, updated and kept in great shape. This accommodates family and guests who stop by very well. We love the deck which over looks the Chatham Bay and...
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    About this property
    This truly unique, custom built 5 bedroom, 4.5 bathroom home is just steps from Lighthouse Beach. Spectacular views of Chatham Harbor, North Beach and the Atlantic Ocean from every room in the house and direct access to a semi-private beach nestled between Andrew Hardings Beach and Lighthouse...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Chatham Cape Cod Waterfront Vacation Rental (10325)1 / 50
    (9)Excellent
    1.2 miles from Chatham Lighthouse
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Air Conditioning
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2020
    My family loved 111 Barcliff! There was plenty of room for our extended family and having the guest cottage was so helpful for extra sleeping space as well as kitchen space...
    Reviewed 5 August 2019
    Property was great for the whole family. With the house and cottage, our extended family stayed the week with comfort and privacy for all. Great lawn area for the kids. Great...
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    About this property
    A traditional Cape Cod pond-front compound set on a beautifully landscaped 2-acre lot with lovely views of Black Pond. Enjoy summer breezes while relaxing on one of the many patios around the spacious yard perfect for lawn games, barbeques or simply stargazing. The main home has 4 bedrooms and 4.5...
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    Chatham, Cape Cod
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    1.2 miles from Chatham Lighthouse
    6 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    209 Champlain Rd Chatham MA DOG FRIENDLY Great, rambling home with an old-Cape Cod feel located on the 'loop' just around the bend from Stage Harbor. Wonderful area to enjoy while here on the Cape! A tennis court is available to tenants during daytime hours from 10 am to 5 pm. The huge, grassy...
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    Chatham, Cape Cod
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 11
    0.4 miles from Chatham Lighthouse
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Home on Main Street in Downtown Chatham! This gracious and comfortable home has all you could ask for and more in a summer vacation home! Located on Main Street in downtown Chatham, this house is ideally situated for enjoying town and beaches and all the rest this area has to offer....
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    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Chatham Cape Cod Vacation Rental (11507)1 / 15
    (4)Excellent
    0.0 miles from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Reviewed 1 week ago
    After a long taxing covid year, this is just the spot to replenish, rejuvenate, revive in spirit and function! The deck is a delightful spot to watch changing tides, the pull of...
    Reviewed 12 August 2020
    Fabulous retreat, ocean view, beach within steps. A spot you won't want to leave. Unless you'd like a quick walk into the center of town and lovely shops to browse, morning...
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    About this property
    Charming, waterview condo in Old Chatham Village directly across from Lighthouse Beach and just a short distance to downtown Chatham. This two bedroom, one bathroom, 2nd floor condo has expansive views of Chatham Harbor, South Beach and the Atlantic Ocean. Recently renovated, this condo has new...
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    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    West Chatham Cape Cod Vacation Rental (9457)1 / 12
    (1)Excellent
    1.8 miles from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    Reviewed 7 August 2020
    Adorable little rental on Oyster River. Small, 2-bedroom home worked well for our family of 4. Beach nearby, kayaking, and nice neighborhoods for walking.
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    About this property
    Enjoy this updated 2 bedroom, 1 bath Chatham vacation home with views of Oyster River. The open kitchen, dining and living room has a slider leading out to a large deck furnished with chaise lounges and a dining table with umbrella, a gas grill and enclosed outside shower. Amenities include...
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    West Chatham, Chatham
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Spectacular Waterfront Townhome - Oyster Pond #321 / 14
    (6)Excellent
    1.6 miles from Chatham Lighthouse
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • Balcony
    • Porch
    • Air Conditioning
    • Patio
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    You got six -stars on my rating, the house was just perfect, location wise couldn't be any better,close to downtown and great views, we couldn't ask for anything more, we...
    Reviewed 21 February 2017
    Great property & perfectly located. Close to beaches, shopping & restaurants. The house is very beautiful and spacious. Quick check in and check out & quiet &amp...
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible two bedroom, three full bathroom end-unit with gorgeous direct water views of Oyster Pond. Beautifully decorated with charming interior decor....
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.4 miles from Chatham Lighthouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This recently updated 4 bedroom, 2 bathroom home is located in the desirable Stage Harbor area of Chatham. On the ?loop,' this home is just a short distance to Battlefield Landing on Stage Harbor and only 1 mile to the shops and restaurants in downtown Chatham or to the warm waters of Oyster Pond....
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    1.9 miles from Chatham Lighthouse
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Cable/satellite TV
    • Patio
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    11 JEANETTE DRIVE Just over a mile to downtown Chatham and also close to Hardings Beach and Oyster Pond! This great house is convenient to the bike trail, tennis courts and has deeded rights to a fresh water pond! With four bedrooms and two full baths, this updated home comfortably sleeps up to...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Chatham Cape Cod Vacation Rental (12117)1 / 21
    (1)Excellent
    0.6 miles from Chatham Lighthouse
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 October 2019
    This home had everything we needed to enjoy a 10 day stay on Cape Cod. Walking distance to Chatham restaurants and shops, access to trails and main Cape roads allowed us to...
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    About this property
    Friday - Friday Rentals This 4 bedroom, 2 bathroom home is nestled in a charming, natural setting in the heart of Chatham's downtown village yet private location at the end of a cul-de-sac. This home is only 1/2 mile to the sparkling blue ocean waters of Andrew Hardings Beach. There is an open...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    1.9 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    64 Waveland Chatham Lovely home in excellent condition located just a short drive to Hardings Beach. This home has been well cared for and features two separate living areas with DVD players, large flat-screen TV s and expanded cable for Red Sox games. The town landing on Oyster River is just...
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    West Chatham, Chatham
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.2 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
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    • Washer
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    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming cape-style pet friendly home close to all that the village has to offer. PET FRIENDLY charming cape-style home close to all that the village has to offer. Close to town, Oyster Pond, Chatham Anglers games, golf, and tennis courts. Enclosed outdoor shower and patio with outdoor dining- 4...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.3 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Ocean Views
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breathe in that salty Atlantic air when you stay at this breezy Chatham vacation rental. With ocean views from almost every room, this 2-bedroom, 1.5-bath house is ideal for families and groups looking for a relaxing Bay State retreat. You'll find a fully equipped kitchen, a flat-screen cable TV,...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Spectacular Waterfront Townhome - Oyster Pond #251 / 12
    (8)Excellent
    1.6 miles from Chatham Lighthouse
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    Oyster Pond is an amazing spot. Our family had the opportunity to enjoy the 4th of July in Chatham and we selected unit 25 at Oyster Pond! It was the perfect spot for a family...
    Reviewed 16 August 2017
    At the top of our list for vacation rentals in Cape Cod. Our extended family of 8 rents every year in Chatham and this rental is at top of our list. Luxury accommodations - 4...
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. This is a stunning four bedroom, four and a half bath spacious end-unit townhouse with spectacular views of Oyster Pond. Unit 25 is the largest...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Spectacular Waterfront Home - Oyster Pond 31&321 / 28
    (2)Excellent
    1.7 miles from Chatham Lighthouse
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2014
    The house was incredible. I have rented homes across the world with our family, and we are extremely picky in terms of 1. Cleanliness 2. renovation/newness 3. Location 4...
    Reviewed 17 July 2014
    The units we rented at Oyster Pond exceeded our expectations. These two units (31 & 32) were very well appointed with TVs in every room, modern appliances, comfortable...
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible four bedroom, five and a half bathroom double end townhouse with gorgeous direct water views of Oyster Pond. Townhomes 31 and 32 are rented...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
    Chatham Cape Cod Vacation Rental (1050)1 / 25
    (2)Excellent
    1.4 miles from Chatham Lighthouse
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2020
    We loved this house! It is spacious, clean and sunny. This house has every amenity, including a great back deck and an outdoor shower. We loved the open floor plan layout on the...
    Reviewed 3 August 2017
    We have rented the house for several years. It is a comfortable house within walking distance to "downtown" Chatham.Chatham Vacation Rental staff has always been...
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    About this property
    This tastefully furnished 3 bedroom, 3 bathroom home is situated in a lovely neighborhood in Chatham Village. It is less than a mile from the shops and restaurants on Main Street and even closer to the Chatham Fish Pier and Chatham Bars Inn. The kitchen was recently updated with maple cabinets...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1.2 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Grill
    • Waterfront
    • Parking
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Home on Morris Island! This exquisite property is set facing Monomoy on Morris Island in Chatham. Beautiful water views from every room set the tone for a relaxing and peaceful retreat. The interior is bathed in natural light and with 4 bedrooms and 3 1/2 bathrooms has plenty of space...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    #631: Spacious, New Construction, Supreme Location, Central A/C!1 / 58
    (1)Excellent
    1.5 miles from Chatham Lighthouse
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    1.0 miles from Chatham Lighthouse
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
    1.8 miles from Chatham Lighthouse
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    ** Our housekeeping crew provides hospital grade disinfecting and cleaning, along with freshly laundered linens and bath towels. ** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    1.9 miles from Chatham Lighthouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    1.0 miles from Chatham Lighthouse
    5 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 9
    2.0 miles from Chatham Lighthouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    0.6 miles from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    Chatham, Cape Cod
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.1 miles from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.1 miles from Chatham Lighthouse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Chatham  Cape Cod Waterfront Vacation Rental (9718)1 / 37
    (4)Excellent
    1.1 miles from Chatham Lighthouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Reviewed 3 October 2020
    Well located walking distance to downtown Chatham, this wonderful rental has a beautiful deck overlooking Black Pond. The house is great for families as it has an open living...
    Reviewed 6 August 2019
    I have rented this home several times over the past few years and it never disappoints. Lovely view of a pond; walking distance to town; open, spacious living; clean and...
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    About this property
    Enjoy your vacation in this private setting with a water view and only a short distance to downtown Chatham. This well appointed, light and bright, 4 bedroom, 3 full bath home boasts an open floor plan with views of Black Pond from every room. Enjoy beautiful sunrises on the expansive deck...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    0.2 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Lovely 2 bedroom home located in a prime location between Lighthouse Beach and Chatham Village. Charming, well maintained home in a fabulous location in Chatham s Old Village. The home is less than 1/2 mile to both Lighthouse Beach and the quaint village of Chatham with shops and restaurants....
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    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.8 miles from Chatham Lighthouse
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    Cute and Convenient! Adorable Vacation Home, Convenient to Town, Bike Trail and Beaches! This adorable house is waiting for you to make it your vacation home and fill it with happy summer memories! Cozily nestled on its lot, this home has almost direct access to the bike path and is just up the...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    0.7 miles from Chatham Lighthouse
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    About this property
    This extraordinary, 4,000-square foot home in the center of Chatham is ready to welcome summer visitors. This custom-built home is ideal for extended families or multiple families traveling together with its 5 bedrooms, 4 bathrooms and multiple living and dining areas. Located in the very...
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    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 15
    0.6 miles from Chatham Lighthouse
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    About this property
    Nestled in the heart of downtown Chatham on over an acre of beautifully landscaped property, this five bedroom home is highlighted by a wrap around mahogany porch creating an extraordinary setting. The first floor has a flowing open floor plan with hardwood floors throughout. French doors,...
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    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    1.8 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    This pet friendly two-bedroom, two bathroom condo is centrally located in Chatham. This bright and airy second floor unit boasts an open floor plan living, kitchen and dining area with gleaming hardwood floors. The master bedroom has a queen bed, large walk in closet, full bathroom and a balcony....
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    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    1.3 miles from Chatham Lighthouse
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    About this property
    Desirable in-town location. This recently renovated and updated four bedroom Cape style home has it all - close proximity to the boutiques and restaurants on Main Street, the warm salt waters of Oyster Pond and Veteran's Field, home of the Chatham Anglers and town playground. The updated kitchen...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Spectacular Waterfront Townhome - Oyster Pond #311 / 13
    (8)Excellent
    1.6 miles from Chatham Lighthouse
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2017
    Our week at Oyster Pond was absolutely magical. the townhome was so beautiful and comfortable and we couldn't have imagined a more perfect home for our week in Chatham. The...
    Reviewed 31 July 2017
    We've stayed in many places over the years in Chatham and this townhouse was the nicest by far! Waterfront, pool, tennis, immaculately clean, sheets/towels provided, modern...
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Beautiful two bedroom plus a den and a loft, two and a half bathroom townhome with gorgeous direct water views of Oyster Pond. Beautifully decorated with...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    1.6 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Recently built and only 1 mile from Oyster Pond Beach, this Chatham vacation rental has everything you need for your next Cape Cod getaway! The 2-bed, 2-bath townhome is less than 1 mile from downtown and boasts an upscale interior and furnished deck overlooking Perch Pond. Tour the Chatham...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.8 miles from Chatham Lighthouse
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently renovated, this two-story 5BR/3.5BA home features a private heated pool that overlooks a spacious lot. Enjoy a location right on the Old Colony Rail Trail that puts you close to local beaches, Chatham Center, and local eateries. Cape attractions like the National Seashore and Provincetown...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    5 Bdrm Spectacular Walk To Hardings Beach Ocean View Home1 / 46
    (62)Excellent
    2.3 miles from Chatham Lighthouse
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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