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Orleans Vacation Rentals

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    Travelers to Orleans are booking May dates now. Secure your vacation 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
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | 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
    1 / 26
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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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 / 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 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    New To Market E. Orleans Home available for thsi summer at discounted price! Absolutely wonderful young 4 bedroom, 3 full bath cape house located in an upscale East Orleans neighbourhood. Home is offered with open floor plan on private and quiet cul de sac street off Beach Road. Only 3/4 mile... 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 Lobsta 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 / 24
    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 / 15
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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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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    1 / 20
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 / 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
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Newly Listed and Newly Updated, this is the rental you’ve been looking for!! Situated in a secluded wooded neighborhood, not far from shops and restaurants. Perfect home base, just 1.7 miles from popular Skaket Beach on Cape Cod Bay, 1 mile from Rock Harbor sunsets, and the bike path is just .3... View all property information
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    Orleans, Cape Cod 02653
    1 / 17
    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
    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
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This charming one bedroom cottage is impeccably maintained. It has all the amenities including dishwasher, wireless internet, cable, screened in porch, outdoor shower, A/C unit, and a private yard. Close to both the bay beaches, the national seashore and shopping and restaurants in Orleans. The... View all property information
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    Orleans, Cape Cod
    1 / 15
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Charming modern waterfront cottage-- now with A/C!-- located in the exclusive Mayflower Point section of Orleans where the Namequoit River meets Little Pleasant Bay. The secluded area boasts scenic water views, quiet nights and sounds of birds. The living space has a new whole-house fan, ceiling... View all property information
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    Orleans, Cape Cod 02653
    1 / 19
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Terrace
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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 September 21, 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 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 July 11, 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 / 20
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Crisply renovated 4 Bedroom with beautiful kitchen and water views near Skaket Beach, Fully Renovated with beach gear, surfboards, stand-up paddle board and credit at the famous Land-Ho restaurant. Layout of Bedrooms: Top Floor: *King in master bedroom *4 Twin Room (2 separate and 2 bunk) *Twin... View all property information
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    Orleans, Cape Cod 02653
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    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Yard
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    • Pet-friendly
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    • x
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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
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • x
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    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
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 / 12
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Marsh Views Rock Harbor Cozy Orleans bungalow with quintessential Cape Cod charm in historic Rock Harbor. Immaculately restored with granite counters and beautiful hardwood floors, tile bath, and high quality construction. Set within the tranquil beauty of Rock Harbor Creek and just 0.2 miles to... View all property information
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    Orleans, Cape Cod 02653
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    This immaculate home is located in a quiet neighborhood with just a .2 mile walk down a sandy path to Skaket Beach. It is also close to the bike trail and nearby shopping and restaurants. The home features an open floor plan with skylites, a spacious screened porch with seating, and a large back... View all property information
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    Orleans, Cape Cod 02653
    1 / 31
    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 / 17
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Stunning Carriage House with Ocean Views in Nauset Heights. This home has an authentic feel of a post and beam barn. Superbly appointed with sliding barn doors, authentic wide pine floors and an enormous fieldstone fireplace. Home offers an amazing kitchen, one bedroom plus open loft and a view... View all property information
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    Orleans, Cape Cod 02653
    1 / 27
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
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    Orleans, Cape Cod 02643
    1 / 20
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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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
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    Orleans, Cape Cod 02653
    5 of 5 bubbles Reviewed May 25, 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 May 17, 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 / 37
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    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
    1 / 28
    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
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
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    Orleans, Cape Cod 02653
    1 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    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 / 17
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Newly decorated, charming East Orleans escape just a mile and a quarter to fabulous Nauset Beach on The Atlantic. This sweet two bedroom home is located on a cul de sac convenient to East Orleans Village. Enjoy grilling on the patio with family and friends and the outdoor shower to wash all that... View all property information
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    Orleans, Cape Cod 02653
    1 / 16
    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 September 8, 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 May 20, 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 / 27
    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. Beach sticker for parking is included in your rental! It is surrounded by Meeting House Pond and Little Pleasant Bay. This area is harbored from the Atlantic Ocean by Pochet Island.... View all property information
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    Orleans, Cape Cod 02653
    1 / 16
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This lovely Contemporary Cape sits on almost an acre of land only 2/10ths of a mile from the sandy shore of Bakers Pond and 3/10 mile from Nickerson State Park (in Brewster). Light and bright throughout, this custom home features an open floor plan, gleaming hardwood floors and full amenities--... View all property information
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    Orleans, Cape Cod 02653
    1 / 23
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Large Contemporary home with central A/C, overlooking Cranberry bog and less than 500 yard walk through a private neighborhood association path to secluded part of Skaket Beach. Near the Cape Cod Bike Trail. Two king bedrooms, one queen bedroom, and two bedrooms with two twin beds in each. *Full... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    NEW LISTING! BOOK BEFORE MEMORIAL DAY AND SAVE $200 OFF THE WEEKLY RATE!! This idyllic 3 bedroom/1 bath home sits at the end of a quiet cul de sac. A down to the studs renovation was designed to maximize space and sunlight. Its cheerful interior combines whimsy and practicality in every room. You... View all property information
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    Orleans, Cape Cod 02653
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    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
    • Washer
    • Grill
    • DVD Player
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Adorable cottage located in a beautiful, quiet area about 3/10ths of a mile from Nauset Harbor. The cozy living/dining/kitchen area features a brand new kitchen, queen sofa bed and A/C unit. The bedroom has a king bed (easily converted into 2 twins) and an A/C unit. A separate laundry area has a... View all property information
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    Orleans, Cape Cod 02653
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Well appointed, comfortable, vacation home with central air, a deck, nice yard and within walking distance to beautiful Skaket Beach. Master bedroom has one queen size bed and the two other bedrooms have 2 single beds each. Full bathroom upstairs, half bathroom on first floor and an outdoor shower.... View all property information
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    Orleans, Cape Cod 02653
    1 / 24
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful and spacious vacation home perfect for the extended family- set on an acre-plus lot on a quiet cul-de-sac offering association access to Pilgrim Lake (just a short 1/2 mile walk through the neighborhood), along with saltwater access to Arey's Pond less than 1/4 mile away! This rambling... View all property information
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    Orleans, Cape Cod 02653
    1 / 18
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Terrace
    • Grill
    • Secure Parking
    • Balcony
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • Smoking allowed
    • x
    About this property
    This convenienty located 2 bedroom, 2 bath home sleeps up to 6 very comfortably. Located 6/10ths of a mile to Orleans town center with shops and restaurants, 1.6 miles to Rock Harbor Beach and 1.9 miles to Skaket Beach. Bring your bikes as the Cape Cod Rail Trail runs just behind the property for... View all property information
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    Orleans, Cape Cod 02653
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
    • Terrace
    • Satellite TV
    • Air Conditioning
    • Grill
    • DVD Player
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    NEW LISTING! PROPERTY UNDERGOING COSMETIC UPGRADES! NEW PICTURES COMING SOON! The moment you arrive at this 3 bedroom, 3 bath classic cape with central a/c, you will immediately downshift into vacation gear. Sited on a knoll in East Orleans, the secluded front yard is ideal for a game of pick up... 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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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    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
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    ID3BRICK 55 This delightfully redone 2.5 bedroom/1.5 bath home located in a sought-after East Orleans location is bright and open with an unbeatable location! The front door leads directly into a large living room cooled by both a ceiling fan and window a/c. There are two plush couches, one is a... View all property information
    Location Information
    Orleans, Cape Cod 2653
    1 / 17
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Freshwater Lakefront! Wonderful, newly renovated cottage set on 1.5 acres on Pilgrim Lake! Bright and open with cathedral ceilings, large fireplace and walls of glass overlooking the lake. This great spot offers much privacy with access to the fresh water out your back door, along with association... View all property information
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    Orleans, Cape Cod 02653
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Adorable updated two bedroom cottage with a bright screened in porch, outdoor shower and A/C units. Located in the Pine Tree Cottage colony. The first bedroom has a full bed and the second has two twins and there is a full bathroom with a shower. This cottage is perfect for a family of four or a... View all property information
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    Orleans, Cape Cod
    1 / 15
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Grill
    • DVD Player
    • Parking
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Overlooking the salt waters of Mill Pond and located in grand Ocean Harbor Estates! The Atlantic Ocean is just beyond this amazing waterway. Only 2 miles from Nauset Beach and 1.5 miles to East Orleans Village. This property has it all. Views, association dock and tennis court privileges. Open... View all property information
    Location Information
    Orleans, Cape Cod 02653
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