We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals near Chatham Lighthouse

37 Main St, Chatham, Massachusetts 02633-2419
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    £376 Average
    |||
    |||
    £0£1,000+
    Suitability
    More filters
    Travellers to Chatham are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Chatham
    1.2 miles from Chatham Lighthouse
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Chatham Cape Cod Vacation Rental (7102)1 / 15
    (2)Excellent
    1.4 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    1.0 miles from Chatham Lighthouse
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    1.2 miles from Chatham Lighthouse
    3 Bedrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $2775 per week No Off-Season Click for More Photos, Map, and Availability Calendar Take advantage of the quick walk to the Chatham A's Ball Field, the playground and Main Street from this pristine three bedroom ranch! There are two living...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 6
    Make Enquiry
    1.3 miles from Chatham Lighthouse
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Parking
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This perfectly situated Chatham rental is welcoming to you and your four legged friends. Located close to Shore Road, you and your guests will enjoy the best of being near the ocean and close to Main Street. Stroll to town on sidewalks and enjoy the amazing shops and restaurants. Head to the...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    1.4 miles from Chatham Lighthouse
    4 Bedrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $6300 per week Off-Season: $3300 per week Click for More Photos, Map, and Availability Calendar Gorgeous home, recently updated and lovingly decorated. Filled with upscale furnishings and stylish decor, this home offers peeks of Oyster Pond from...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 10
    Make Enquiry
    0.0 miles from Chatham Lighthouse
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chatham Village Charm Next to Chatham Light Peak summer weekly rate: $4,675 - $5,900  Rents Saturday to Saturday during peak season NEW Kitchen coming for 2019!  This 5 bedroom home offers impressive views of the Atlantic Ocean and a short walk across the street to Lighthouse Beach.This updated...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Enquiry
    0.8 miles from Chatham Lighthouse
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Parking
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to Main Street in Chatham and enjoy Oyster Pond, which is 2/10 of a mile from this great in town vacation rental home. Enjoy three bedrooms and two full baths on the second level and an open floor plan with living, dining and half bath on the first floor. Walk to the baseball games, concerts,...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    1.4 miles from Chatham Lighthouse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable doll like house very light airy cape vintage. Three bedroom one full bath . Close to beaches shopping baseball fields in beautiful historic town of chatham. All linens and towels professionally done like an inn. Vintage house so cute. Full kitchen dinning room living room with fireplace...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    1.2 miles from Chatham Lighthouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to the beach from this in-town location. 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...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Save time - get the best Chatham rentals sent straight to your email!
    Get the List
    0.3 miles from Chatham Lighthouse
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates: In-Season: $5250 per week No Off-Season Click for More Photos, Map, and Availability Calendar Gorgeous three bedroom home, located just steps to Lighthouse Beach...plus, your very own stretch of private sand on Little Beach! Enjoy views of Chatham Harbor from almost every room in...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    1.0 miles from Chatham Lighthouse
    3 Bedrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $1925 per week Off-Season: $1425 per week Click for More Photos, Map, and Availability Calendar Comfortable home in a wonderful location near Chatham Village! Let the children play in the huge yard or walk the short distance to Chatham's...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 6
    Make Enquiry
    0.8 miles from Chatham Lighthouse
    5 Bedrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $5,800 per week Off-Season: $4,100 per week Click for More Photos, Map, and Availability Calendar Location Location Location! This wonderful, family rental is a short walk or easy bike ride into downtown Chatham and offers swimming/sunbathing...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, Sleeps 10
    Make Enquiry
    Chatham Cape Cod Waterfront Vacation Rental (10325)1 / 42
    (6)Excellent
    1.2 miles from Chatham Lighthouse
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2017
    Great property for a large extended family. This is our third year renting this house and every year it gets better. The newly remodeled master bedroom and bath on the first...
    Reviewed 14 September 2017
    We rented this beautiful home for a second time this year and had a wonderful time! The view of Black Pond is still gorgeous! The downstairs master bathroom was renovated and is...
    See all reviews
    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 3.5...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    0.5 miles from Chatham Lighthouse
    4 Bedrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Internet Access
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $3,675 per week Off-Season: $2,675 per week Click for More Photos, Map, and Availability Calendar Classic Chatham home, recently remodeled, located in the heart of the village and just steps to Mill Pond! Freshly painted, it features new beds,...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 6
    Make Enquiry
    1.4 miles from Chatham Lighthouse
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW LISTING. This iconic 4 bedroom, 3 bathroom Shore Road home has just undergone a major renovation and is ready to welcome summer visitors. Breathtaking views of Chatham Harbor, North Beach Island and the Atlantic Ocean abound from the expansive deck and lushly landscaped yard. First floor...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    1.2 miles from Chatham Lighthouse
    4 Bedrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $4,025 per week No Off-Season per week Click for More Photos, Map, and Availability Calendar Fabulous four-bedroom home with 2 full baths and 2 half baths. Everyone will love this sparkling in-town Chatham home, featuring all brand new...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 10
    Make Enquiry
    0.6 miles from Chatham Lighthouse
    4 Bedrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): $6975 per week, including the cleaning fee Off-Season: $3775 per week...Please Check Regarding Off-Season Availability Click for More Photos, Map, and Availability Calendar This recently renovated antique farmhouse is filled with upscale furnishings and is...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 10
    Make Enquiry
    0.3 miles from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have a duplex with two side-by-side units with two bedrooms each. Little to no sound passes between the units. Do you like to walk on the beach? We have the best location for it in North America (maybe the world)! A 3 minute walk from the door and you can walk for miles, across a gorgeous salt...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    1.0 miles from Chatham Lighthouse
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    195 Cedar Street Chatham - ID# 106000 Location, location, location! Only a half mile to the beach at Oyster Pond and 3/4 mile to the Village of Chatham. Located on the Chatham Loop, this is a wonderful newly renovated home including a fabulous new kitchen with sunny breakfast nook. Living room,...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1.2 miles from Chatham Lighthouse
    4 Bedrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $3,275 per week Off-Season: $1,525 per week Click for More Photos, Map, and Availability Calendar You will be sure to enjoy your time in the idyllic town of Chatham. This home is 1/2 mile from the quaint town center and Oyster Pond, and 1/4 mile...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 8
    Make Enquiry
    1.2 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    04/27/19 - 06/08/19 $1,400 06/08/19 - 06/22/19 $2,000 06/22/19 - 06/29/19 $2,500 06/29/19 - 08/24/19 $2,900 08/24/19 - 08/31/19 $2,000 08/31/19 - 07/07/19 N/A 09/07/19 - 11/02/19 $1,400 Enjoy the convenient location of this 3 bedroom, 2 full bathroom classic Cape style Chatham...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    0.2 miles from Chatham Lighthouse
    3 Bedrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Internet Access
    • DVD Player
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $6250 per week No Off-Season Click for More Photos, Map, and Availability Calendar Stunning home in Chatham's Old Village! This award-winning property features a combination of contemporary upgrades and old fashioned charm. It offers three...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 7
    Make Enquiry
    1.5 miles from Chatham Lighthouse
    3 Bedrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $3425 per week Off-Season: $1725 per week Click for More Photos, Map, and Availability Calendar Beautifully decorated home on quiet dead-end street. Open floor plan makes it light and bright! Large living room with additional den give you lots...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 8
    Make Enquiry
    0.3 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $2650 per week Off-Season: $1800 per week Click for More Photos, Map, and Availability Calendar Ideally located less than a half mile from popular Chatham Lighthouse Beach, this meticulously maintained home is just a quick walk to the beach, and...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    0.5 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Terrace
    • DVD Player
    • Grill
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bedroom, very bright, beachy home with SEPARATE guest house! This home comes equipped with AC, fully stocked kitchen and deck to enjoy your wine/coffee. Not to mention a private enclosed lawn to relax or play on. Located in the HEART OF TOWN. Walk out the driveway and you will find yourself...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    1.3 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in the heart of Chatham Village in this well-maintained 3 bedroom 1.5 bathroom home. Situated in a quiet neighborhood only 4/10ths of a mile from the shops and restaurants on Main Street, baseball field, playground and the Fish Pier. This traditional Cape home features a queen bedroom on the...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1.0 miles from Chatham Lighthouse
    2 Bedrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $2,925 per week Off-Season: $2,175 per week Click for More Photos, Map, and Availability Calendar Enjoy all Downtown Chatham has to offer but also enjoy the peace and quiet of staying off the beaten path! This darling rental sits about 1 block...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, Sleeps 4
    Make Enquiry
    1.0 miles from Chatham Lighthouse
    3 Bedrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $5425 per week Off-Season: $2825 per week Click for More Photos, Map, and Availability Calendar Lovely home within walking distance to downtown Chatham and the Chatham A's games!! Experience all Chatham has to offer without ever having to drive...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 8
    Make Enquiry
    Chatham 1 Bedroom Beachfront Old Village1 / 9
    (3)Very good
    0.2 miles from Chatham Lighthouse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Outdoor Dining Area
    • Waterfront
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2014
    We enjoyed our stay at the condo in Chatham. It was comfortable for 3 people. It was clean and the kitchen was well stocked. Kris gave us excellent directions and suggestions.
    Reviewed 14 August 2014
    Having coffee each morning on the deck of this adorable cottage was one the highlights of my stay in Chatham. The view is terrific - of a lovely harbor that is called Mill Pond...
    See all reviews
    About this property
    Beachfront property, close to town and lighthouse. Cottage is in Chatham's Old Village.
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    0.9 miles from Chatham Lighthouse
    4 Bedrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Waterfront
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): Last Minute Special for LATE AUGUST ONLY! $7250 per week! Off-Season: $5950 per week Click for More Photos, Map, and Availability Calendar Stunning home located in Chatham's prestigious Stage Island neighborhood. Gaze out at Stage Harbor from almost every...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 10
    Make Enquiry
    0.4 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Grill
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to: Sandy Paws! Pet Friendly. Newly renovated with Central air (Slim line units). Come have some fun in the sun at this Cape Cod Vacation home in Chatham! You will enjoy deeded access to the 'Little Beach flats'. Just moments away from the top attractions near our Chatham vacation rentals,...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1.0 miles from Chatham Lighthouse
    5 Bedrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Washer
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $7840 per week (Linens Included) Off-Season: $5840 per week (Linens Included) Weekly rentals from mid-JUNE to mid-SEPT Security Deposit - $1500 Click for More Photos, Map, and Availability Calendar This Lovely antique home overlooking the Oyster...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, Sleeps 9
    Make Enquiry
    0.7 miles from Chatham Lighthouse
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Classic Chatham Charm -- Walk to Beach & Town! (Linens included) Peak Summer Weekly Rates: $5,310 - $6,750 (Pets Considered)  Rents Saturday to Saturday during peak season Located in a premier Chatham Village location, this classic antique home has everything to experience an idyllic Chatham...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    FABULOUS CHATHAM LOCATION! JUST A SHORT DISTANCE TO CHATHAM VILLAGE.1 / 16
    (5)Average
    1.4 miles from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2017
    Last summer I spent a week at 16 Blueberry Lane in Chatham. It was such a wonderful week, I thought I would write a note. The house is very clean, comfortable with WIFI and...
    See all reviews
    About this property
    Fabulous Chatham location! Just a short distance to Chatham's Main Street Village, Aunt Lydia's Cove, Chatham Fish Pier, Chatham Bars Inn, and more! This charming 2.5 bedroom and 1.5 bath home is in a tranquil neighborhood, only 5/10ths of a mile to Aunt Lydia's Cove for seal watching and the...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    1.2 miles from Chatham Lighthouse
    6 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    • Parking
    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...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 11
    Make Enquiry
    0.5 miles from Chatham Lighthouse
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Chatham Village, this award-winning home has been completely renovated and designed to capture the true spirit of the Cape. It has maintained its historic feel without compromising the modern comforts. The first floor offers a living room, dining room, sunroom,...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Chatham Cape Cod Vacation Rental (11507)1 / 11
    (1)Very good
    0.0 miles from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2017
    Sitting above main street on a sweet deck across from lighthouse beach. The perfect place to enjoy breakfast or watch the full moon on the ocean.The condo space is a bit tight...
    See all reviews
    About this property
    Charming, waterview condo in Old Chatham Village directly across from Lighthouse Beach and just a short walk 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...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    0.3 miles from Chatham Lighthouse
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at: The Cozy Beach Cottage! Chatham Vacation Rental Cottage at the beach! Get away to this 1 bedroom cozy cottage located right at the beach in Chatham, the best of Cape Cod-Sleeps 4. Perfect for a relaxing, romantic getaway, this cottage is steps from the sand, and is ready for your...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    0.6 miles from Chatham Lighthouse
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Extraordinary Chatham Waterfront Home.  Private Beach, Sleeps 10 Peak Summer Weekly Rates: $8,650 Rents Saturday to Saturday during peak season Linens included Come enjoy all that Chatham has to offer in this newer, upscale home on Morris Island with beautiful views of Stage Harbor and your own...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    14 Capri Lane Chatham Cape Cod - The Cape House1 / 31
    (2)Very good
    1.0 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2018
    This cape house was just a perfect size for my family and we loved being able to bring our dog! We have 7 adults and one 4 year old. There were just a few things - the grill...
    Reviewed 3 June 2016
    We had a wonderful stay in this home.We were pleasantly surprised with all new appliances in the kitchen, which was very well stocked, making it easy to make meals at home...
    See all reviews
    About this property
    Welcome to The Cape House! Pet Friendly! (Dogs Only) Coastal, seaside home offering Central air has plenty of room for 3 couples or 2 families. Walk to beach and town! This Cape Cod Vacation Rental in Chatham has an open floor plan with 3 bedrooms on the main floor and a fully finished lower level...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    1.3 miles from Chatham Lighthouse
    2 Bedrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $1650 per week No Off-Season Click for More Photos, Map, and Availability Calendar Updated and light two bedroom home, on Hitching Post Rd near the ball field and the playground! Great yard for kids to play while you enjoy spending time in the...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, Sleeps 4
    Make Enquiry
    0.1 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    $12,700/week Peak Season (June 29 - August 30) $8,600/week for the weeks of (6/22 and 8/31) $7,800/week Shoulder Season (6/15 and 9/7) $6,200/week Shoulder Season (6/8 and 9/14) $5,600/week (before 6/8 and after 9/21) This truly unique, custom built 5 bedroom, 4.5 bathroom home is just...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    0.5 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Chatham Village with its many delightful shops, galleries, and restaurants this 2 bedroom home is close to everything Chatham has to offer. Enjoy a short stroll to Lighthouse Beach, the Chatham Fish Pier, tranquil Mill Pond or the Orpheum Theatre. The first floor offers a...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    0.0 miles from Chatham Lighthouse
    1 Bedroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $1300 per week Off-Season: $1000 per week Click for More Photos, Map, and Availability Calendar Adorable one bedroom unit just steps to Lighthouse Beach! A quick walk to downtown Chatham for dinner, shopping and more, this charming condo is...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 1 Bedroom, Sleeps 4
    Make Enquiry
    0.0 miles from Chatham Lighthouse
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chatham Village Classic, Behind Lighthouse (Pets Considered)  Peak Summer Rates: $5,300 - $5,500 Rents Saturday to Saturday during peak season This grand Chatham Village family home is located in Chatham, right near the Lighthouse.This vintage antique house has 5 bedrooms, and a premier village...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    1.3 miles from Chatham Lighthouse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This renovated antique 3 bedroom, 1 full bathroom Chatham home is located in a lovely neighborhood in Chatham Village. It is only 7/10ths of a mile to the shops and restaurants on Main Street in downtown Chatham and even closer (.25 mi) to the Chatham Fish Pier, Chatham Bars Inn and Claflin...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Chatham  Cape Cod Vacation Rental (11231)1 / 23
    (1)Excellent
    0.9 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    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...
    See all reviews
    About this property
    Located on the Stage Harbor ?loop', this very private, quintessential Chatham 4-acre retreat has been recently renovated and has all new furnishings and amenities. The home is surrounded by mature plantings and conservation land and has views of Stage Harbor from the second floor master bedroom....
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    0.7 miles from Chatham Lighthouse
    4 Bedrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Internet Access
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2019 Rental Rates (Cleaning Fee Included): In-Season: $6,675 per week Off-Season: $4,675 per week Click for More Photos, Map, and Availability Calendar This gorgeous four bedroom home, with upscale furniture and appliances throughout, is located in the heart of Chatham! Walk to Chatham's downtown,...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 10
    Make Enquiry
    0.5 miles from Chatham Lighthouse
    5 Bedrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Patio
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $8600 per week Off-Season: $6650 per week Click for More Photos, Map, and Availability Calendar This gorgeous home offers over 5000 square feet of living space spanning three levels, and manages to be both elegant and comfortable. It features...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, Sleeps 11
    Make Enquiry
    1
    List your property
    Owner log in