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Orleans Holiday Rentals

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    Travellers to Orleans are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 28
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Large wrap around deck provides spectacular views of Cape Cod Bay near Boat Meadow Landing. The Beach IS your front yard! Ideal for children. Relax swimming in the warmer Bay. Two kayaks provided for exploring the Bay and marsh. Take long walks along the water to Rock Harbor. Only a short 5 min.... View all property information
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    Orleans, Cape Cod 02642
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    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    Our home is located in a quiet upscale neighbourhood close to all amenities. Walk to grocery store, downtown shopping, library, tennis courts and town field. Less than a 5 minute drive to ocean and bay. Quick access to highway and all the surrounding Cape towns. Relax and unwind at With the... View all property information
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    Orleans, Cape Cod 02653
    1 / 22
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    #502 The Lobstah Pot: East Orleans at its finest. This quaint and FULLY RENOVATED cottage is a short walk to preservation land and a salt water bay worthy of kayaking. Bring your bikes for a fast 10-minute ride to Nauset Beach or your kayaks for unending exploration in Town Cove, Mill Pond and... View all property information
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    Orleans, Cape Cod 02653
    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    2 bedroom 1 bath dwelling with separate private entrance, driveway and deck. Living room, kitchen, and laundry. Bunk bed with double bed on the bottom and single on the top in one room and a double bed in the other room. Optional air mattress can be set up in living room to sleep 2 more if needed.... View all property information
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    Orleans, Cape Cod 02653
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    #501 Viking Cottage: New renovation, sunny secluded home with view & access to saltwater. Enjoy the pleasures of a waterfront property -- Wake up to views of a peaceful Pleasant Bay inlet from this sun-filled, modern 3-bedroom cottage in the woods. Launch your kayak or canoe to explore beautiful... View all property information
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    Orleans, Cape Cod 02653
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Situated on five acres of woods, this home is quiet and secluded yet only minutes from beaches, bike path, restaurants and shops. Originally built in the 1700’s, the house has been completely restored and modernized and offers all the conveniences you need – completely supplied updated kitchen,... View all property information
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    Orleans, Cape Cod 02653
    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    High Season Price Only: $2000 Recently purchased by new owners, this beach cottage has undergone a face lift to maximize the exterior and interior space and to completely redefine the meaning of rustic from its 20th century images of musty rugs and knotty pine. The new owners have created an oasis... View all property information
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    Orleans, Cape Cod 02653
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    1 / 27
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Price $2,900.00 SKAKET BEACH is just 3/10th's of a mile away via path at Willie Atwood Rd and Cape Cod Rail Bike trail access is very close to this splendid Orleans home! This 4 bedroom home with Central A/C is set on almost an acre of land down a sand lane, steps from Cape Cod Bay and the Cape Cod... View all property information
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    Orleans, Cape Cod 02653
    1 / 22
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Price Range $1500-$2300 This beautifully decorated three bedroom, two bathroom East Orleans home with bright, open contemporary style and is located just a mile to Nauset Beach! Upon entry to this home you will find soaring ceilings with wood beams, charming wood floors, along with a tall brick... View all property information
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    Orleans, Cape Cod 02653
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Come to your very own private resort on Cape Cod. Located directly on Nauset Harbor on the Eastham\Orleans town line, The Jeremiah House is the place to be for your quintessential Cape Cod getaway. This luxury home is the perfect convergence of classic old Cape Cod architecture and charm with... View all property information
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    Orleans, Cape Cod 02642
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Savor soothing views of Pleasant Bay, Nauset Bar and Ocean beyond! Gorgeous sun and moon rises too! Swim, fish, shell or relax from private beach and dock - 3 minutes; door to dock. A large, sunny & beautifully maintained home in lovely East Egg affords the space and amenities to insure a fabulous... View all property information
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    Orleans, Cape Cod 02662
    1 / 26
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Hot Tub
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    • Ocean Views
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    • Pet-friendly
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    • x
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    About this property
    Beautiful waterfront vacation home with 180 degree unobstructed views of the Frostfish Cove, The River, Jack Knife Point and the mouth Pleasant Bay. This vacation home is about light-filled rooms virtually all with a view of the water, kayaking, canoeing, sailing, fishing and more: a most unique,... View all property information
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    Orleans, Cape Cod 02653
    1 / 22
    1 of 5 bubbles (1) Terrible
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Enjoy dining al fresco on the patio with a gorgeous ocean view at this cozy Cape Cod home. Grab one of the two beach chairs and head to Nauset beach, just a few blocks away - you'll be relaxing in no time! Additional area beaches are nearby and you're also not far from the fishing mecca of Mill... View all property information
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    Orleans, Cape Cod 02643
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    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    About this property
    First floor master suite and fully equipped separate guest suite make this newer custom Cape an ideal property for two families. The spacious design and top quality appointments in this builders own home assure you a comfortable, relaxing, and memorable vacation you'll truly enjoy. Granite... View all property information
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    Orleans, Cape Cod 02653
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Absolutely wonderful young 4 bedroom, 3 full bath cape house with open floor plan on private and quiet cul de sac street off Beach Road. This year just got totally renovated kitchen and bath with modern amenities. Only 0.8 mile from the magnificent Nauset Beach!- One of the best beaches in Cape... View all property information
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    Orleans, Cape Cod 02653
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    This recently remodeled 3 bedroom just 1.5 miles or a 5 minute drive from Nauset Beach offers lots of open living space inside and out. 3 living rooms and a lower level entertainment area give this home room for the whole family to gather together or spread out for different activities. The outside... View all property information
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    Orleans, Cape Cod 02653
    1 / 29
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
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    About this property
    This brand new luxury 3 bedroom home with central AC sleeps 8. It is a state of the art home built in 2014 with views of Crystal Lake in Orleans. Direct deeded access to Crystal lake comes with the home through short path down from the property to the water. You won't find another rental like this... View all property information
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    Orleans, Cape Cod 02653
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    1 / 29
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Bright, sunny and updated new home in Nauset Heights with AC! This property is the perfect home base for family and friends to enjoy all that Orleans has to offer. Enjoy a beautiful light-filled living room with views of the ocean, which opens to an updated kitchen and dining room. Beautifully... View all property information
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    Orleans, Cape Cod 02653
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    This is a unique ranch in beautiful East Orleans. It has a private small dock in Meetinghouse Pond, a saltwater estuary of Little Pleasant Bay. Fully renovated in winter of 2016 this property sits on an oversized private lot and the owner is a high end landscaper who will finish exterior hardscape,... View all property information
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    Orleans, Cape Cod 02653
    1 / 37
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Washer
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    • Waterfront
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    • Pet-friendly
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    • x
    About this property
    Spacious 4 Acre private waterfront estate located in the prestigious and secluded Snow Point Association with private steps down to the water. Snow Point is a small peninsula of land in Orleans bordered by Rachel Cove, Town Cove and Woods Cove. You'll experience 180-degree views of the water from... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This beautiful Cape Cod home sits on Barley Neck, which is small peninsula just a few minutes drive to Nauset Beach. It is surrounded by Meeting House Pond and Little Pleasant Bay. This area is harbored from the Atlantic Ocean by Pochet Island. From this location, you are walking distance to the... View all property information
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    Orleans, Cape Cod 02653
    1 / 42
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Price Range $2500-$5000 Located in the Rock Harbor area of Orleans, is this fresh and colorfully furnished comfortable vacation home. Just only 0.2 miles to Rock Harbor Beach for swimming, fishing, and boating fun. There is a wonderful heated in-ground pool to spend hot summer days lounging. This... View all property information
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    Orleans, Cape Cod 2653
    5 of 5 bubbles Reviewed 18 July 2013
    The photos do not do this property justice! We were overwhelmed with the comfort and size of this home and property! We rented this home with 2 other families - 6 adults and 6...
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    1 / 33
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    About this property
    This adorable cottage is situated on the bluff overlooking Nauset Beach, on the water on Nauset Heights. Short walk to both inland waters and Nauset Outer Beach. This property has panoramic ocean, beach and water views. Property type: House Room type: Entire home/apt Accommodates: 8 Bathrooms:... View all property information
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    Orleans, Cape Cod 02653
    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Price Range $1100-$1525 Enjoy this Lakefront condo on Crystal Lake and near the heart of Orleans close to dining and shopping and more! A quick ride to Nauset Beach which is 3 miles from this home. This condo home has everything to offer including kayaks, canoes, and a private association dock for... View all property information
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    Orleans, Cape Cod 2653
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This 3 bedroom, 2 bath cottage is uniquely positioned on a very private road next to a kettle pond in East Orleans. The views of the pond are beautiful and the area attracts many coastal and inland birds for a delightful respite! Enjoy the expansive back yard, outdoor dining and extra seating and... View all property information
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    Orleans, Cape Cod 02653
    1 / 23
    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    *If you can't find the dates available that you are looking for, we also have a second studio you may be interested in. Send us an inquiry and we will try to help you find the dates you want.* Sea Wind is a studio in “Holly Tree Cottages” available by world-renowned Nauset Beach. It offers high... View all property information
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    Orleans, Cape Cod 02653
    4 of 5 bubbles Reviewed 11 July 2016
    Short walk to Nauset beach. Short bike ride to shops, ponds. Unit could use some care but is comfortable and well appointed for relaxed studio stay and a great value for the...
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    1 / 19
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    *If you can't find the dates available that you are looking for, we also have a second studio you may be interested in. Send us an inquiry and we will try to help you find the dates you want.* Beach Rose is a studio in “Holly Tree Cottages” available by world-renowned Nauset Beach. It offers high... View all property information
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    Orleans, Cape Cod 02653
    5 of 5 bubbles Reviewed 21 September 2016
    We wanted an affordable quiet place near a beach. The studio was neat, clean, right near wonderful Nauset Beach and it had everything except the kitchen sink. It was just what we...
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    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Waterfront 4 Bedroom on Crystal Lake in Orleans. This well appointed 4 bedroom has recently been fully updated. It has central AC throughout the home and it is quite spacious! Upper and lower floors all have lake front views. The main level has an eat in kitchen with mini bar with seating for 4.... View all property information
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    Orleans, Cape Cod 02653
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • x
    About this property
    Walk to the water from this private 4 bedroom, three bath home. Just one house away from a waterview and 200 yards to deeded access to a cove off The River. Nestled within two acres on a gorgeous country dead end road. The sandy beach of Crystal Lake is only .4 mile walk away, Pilgrim Lake less... View all property information
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    Orleans, Cape Cod 02653
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • x
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    • x
    About this property
    A 1 minute walk to Nauset Beach, just North of the Public Beach off Callanan's Pass. This vintage Nauset Heights home has a perfect location, nice big yard and outdoor shower. Everything you need to enjoy the outdoors this summer. It has a newly added sunroom/ bedroom that lets in a lot of light... View all property information
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    Orleans, Cape Cod 02653
    1 / 18
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    100 Yards from Water! Its hard to beat the location and value of this charming, well-appointed, 3 bedroom cottage on picturesque Nauset Heights with a short walk to both inland waterways and famous Nauset Beach. Set in a beautiful and relaxing setting - a perfect refuge. 3 Bedrooms. One Queen.... View all property information
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    Orleans, Cape Cod 02653
    4 of 5 bubbles Reviewed 8 September 2016
    This is the 3rd time we've rented this place. Comfortable, clean and close to the beach. A 10 minute walk to the outer end of Nauset, and minutes to the inlet. Nice little...
    5 of 5 bubbles Reviewed 20 May 2016
    My family of four (inc. two young children) loved the four nights we spent at this cottage. Nice, well-maintained property in a beautiful, quiet area and only 10 minutes walk to...
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    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    • Pet-friendly
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    • x
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    • x
    About this property
    Classic Nauset Heights 3 Bedroom home sitting directly on the bluff with magnificent views of Nauset Beach, the Atlantic Ocean, Nauset Marsh, Coast Guard Light, and Fort Hill. Short walk to bay and ocean beaches. Vintage cottage character in unbelievable location. Great value for view. Full... View all property information
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    Orleans, Cape Cod 02653
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    This 3 Bedroom 2.5 bath retreat with Central AC is hidden away down a semi private drive in East Orleans. It has large sliding glass doors down one side of the home off the living room offering lots of light. Mid century modern decor fills this clean lined living space. Passive solar compliments... View all property information
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    Orleans, Cape Cod 02653
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Completely renovated 2 bedroom, 1 bath home on secluded acre at the end of a private road. Large private deck overlooks Duck Pond. Bird lovers Oasis! Stainless steel appliances, hardwood floors, washer/dryer, and spa shower. Large front and back yard great for play. Spotlessly clean. Walk to East... View all property information
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    Orleans, Cape Cod 02653
    1 / 30
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Cosy, welcoming home in South Eastham. Our traditional Cape Cod house features 4 bedrooms, 2 baths, and a fully finished basement with easy access to beaches, the Cape Cod Bike Trail, shopping and restaurants. Three bedrooms and the living room have window A/C units. We are on a quiet wooded lane,... View all property information
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    Orleans, Cape Cod
    1 / 26
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Patio
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    • Pet-friendly
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    • x
    • x
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    About this property
    ** Please note: $500 Minimum for off-season stays!** Classic Nauset Heights! Walk to Nauset Beach & Views of Atlantic Ocean! Unique extras like rain shower, summer reading library, mid-cen artwork, mature gardens and 900 sq ft deck. New Outdoor Shower, A/C in Beds, Beach chairs /wagon provided!... View all property information
    Location Information
    Orleans, Cape Cod 02653
    5 of 5 bubbles Reviewed 25 May 2016
    Great rental property with fantastic views of Nauset Beach. Very close to main beach and a quick trip into town for anything you may need. The house itself has plenty of space and...
    5 of 5 bubbles Reviewed 17 May 2016
    Organizing a place to stay for a large group can often be difficult however this was not the case here. Kent and Nicole were always available and responsive through email to...
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    1 / 32
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sweeping Bay Views, Privacy, Two Full Kitchens (Pets Considered) Peak Summer Weekly Rates: $4,300 - $4,500 (Rents Saturday - Saturday during peak season) This unique vacation home is nestled between Rock Harbor to the east and Skaket beach to the west. The home has its own private boardwalk across... View all property information
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    Orleans, Cape Cod 02653
    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
    About this property
    NEW LISTING!!! This is a well appointed 3000 square foot home in South Orleans, minutes from Rt. 28. Easy access towards Nauset and Skaket beach or Pleasant Bay. The downstairs includes a master suite with King bed and ensuite, full open kitchen and dining room, kids play room, laundry / mud room.... View all property information
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    Orleans, Cape Cod 02653
    1 / 26
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    • ?
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    • x
    About this property
    Built in 2013, this beautiful home abuts conservation land and sits at the end of a cul de sac offering great peace and quiet for your vacation. The interior is clean and nicely decorated and offers amenities like Wifi, cable tv and Central A/C, (central a/c also in lower level). The first floor... View all property information
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    Orleans, Cape Cod 02653
    1 / 31
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
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    Pristine Spacious Orleans Home on Crystal Lake Peak Summer Weekly Rate: $4,845/week (Rents Sunday to Sunday during peak season) Pristine Spacious Orleans Home on Crystal Lake Peak Summer Weekly Rate: $5,500/week (Rents Sunday to Sunday during peak season) Get to know the magic of "The Landing".... View all property information
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    Orleans, Cape Cod 02653
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    About this property
    Located right on the shore of beautiful Town Cove in Orleans. This family home has 3 bedrooms 2 baths and a view of the water which is special. This classic Cape Cod home is one floor living with all 3 bedrooms on the main floor. The master has a Queen with private bath with a walk-in shower, BR2... View all property information
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    Orleans, Cape Cod 02653
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    This Pet friendly home is located just 0.8 miles from Nauset Beach. Enter into a charming, warm home that offers two spacious living areas. One is a bright great room with cathedral ceilings, sectional seating, big screen t.v and game table. Head into the living room where you will find a cozy... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 21
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Terrace
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    • Pet-friendly
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    • x
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    • x
    About this property
    Classic Nauset Heights home sitting directly on the bluff with magnificent views of Nauset Beach, the Atlantic Ocean and Nauset Marsh. Short walk to bay and ocean beaches. Vintage, rustic cottage character in unbelievable location. Great value for view. Wooden farmhouse style floors throughout... View all property information
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    Orleans, Cape Cod 02653
    1 / 30
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Located on the bank of Rock Harbor Creek, this 5 BR, 4 Bath classic Cape has all you and your family are looking for this summer. The large second floor master suite overlooks the marsh with an attached private bedroom with 2 twins where the little ones can dream away, close to the folks. There is... View all property information
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    Orleans, Cape Cod 02653
    1 / 23
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    Beautiful Open Layout with updated furnishings on Nauset Heights! Walk to Nauset Beach. Unique extras like large outdoor shower, original artwork, and private setting. See reviews and latest availability and pricing on our site: nausetrental For 2015: A/C in all Bedrooms, All new bedding,... View all property information
    Location Information
    Orleans, Cape Cod 02643
    1 / 29
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Wonderful marsh front home on Bay. Sunsets from the open deck or screened porch. This home offers a large eat-in kitchen with sliding doors to the deck, a large living room, family room and three bedrooms with room for eight. There is newly sanded floors, new granite counter tops in the kitchen,... View all property information
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    Orleans, Cape Cod
    1 / 36
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • x
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    • x
    About this property
    Elevated ocean views, walk to Nauset Beach. Linens included. Peak Summer Weekly Rates: $4,500 - $5,200 (Rents Saturday to Saturday during peak season) This spacious East Orleans home is located just off Nauset Beach in the desirable Grand View neighborhood. This neighborhood is characterized by... View all property information
    Location Information
    Orleans, Cape Cod 02653