$15,090
Available: Right Now
Listed: 06/05/2024
Orleans, MA
For Instant Booking, please provide photo ID and we require 27 years or older upto 2 households. Other bookings, please send a booking request. Please enter correct number of occupants, our rate is based on number of occupants. Addotional fee may...
$43,500
Available: Right Now
Listed: 01/05/2024
Orleans, MA
This fabulous new home, nestled in the heart of East Orleans, is conveniently located a 2 minute walk from both the Nauset Farms Market and the Smithy's ice cream shop. Bring the whole family and leave your cars (and your cares) in the driveway. Afte...
$17,460
Available: Right Now
Listed: 06/05/2024
Orleans, MA
Summary:15559 -Harbor View House: Waterfront Access to Dock & Tennis Courts!The Space:It doesn’t get much better than waterfront views in Orleans; that is just what you get with the Harbor View House. A private path down to the waterfront...
$23,130
Available: Right Now
Listed: 04/05/2024
Orleans, MA, 02653
This property is professionally managed by Pretty Picky Properties.Main House plus Guest House with Huge Yard, Walk to Nauset Beach!NEW Listing for 2024!Sleeps up to 10Rents Friday to Friday during Peak SeasonLinens Included, beds...
$15,660
Available: Right Now
Listed: 01/05/2024
Orleans, MA
New Rental for Summer 2023! Overlooking Orleans Town Cove and with direct access to the water, this beautifully remodeled home is your perfect Cape Cod vacation retreat!Light and bright, with beautiful hardwood floors and an open floor plan, the ...
$8,850
Available: Right Now
Listed: 04/05/2024
Orleans, MA
This quintessential Cape Cod home was built in 1775 and has been in the same family for almost 200 years. Charming beyond words this home sits at the end of Tonset Road and looks out over Nauset Inlet to the Atlantic Ocean beyond. Stone walls and mea...
$23,310
Available: Right Now
Listed: 04/05/2024
Orleans, MA
Summary:15526 -Nautical Dream: Luxurious Waterfront Home!The Space:Orleans, Cape Cod is a picturesque town full of history, charm, and stunning natural beauty. Why not enjoy it in a home with more amenities, space, and privacy than you’ve...
$34,770
Available: Right Now
Listed: 01/05/2024
Orleans, MA
This home is represented by Nauset Rental, a local vacation rental management company.Classic Nauset Heights! Walk to Nauset Beach & Views of Atlantic Ocean! Unique extras like rain shower, summer reading library, mid-century artwork, mature gard...
$6,870
Available: Right Now
Listed: 04/05/2024
Orleans, MA
Gray GablesOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'What We LoveClassic Cape Cod charm and a convenient location within walking distance to nea...
$18,510
Available: Right Now
Listed: 04/05/2024
Orleans, MA
Summary:15517 -Endless Summer: Private pool 3 mins to Skaket Beach!The Space:Imagine days and nights at the pool with family and friends, cocktails at a combined bar and game room, and lawn games in a vast private backyard. This spacious ...
$16,050
Available: Right Now
Listed: 01/05/2024
Orleans, MA
Beautiful and private setting with easy access to all that the outer cape has to offer! The living/dining room opens up through double sliding doors onto a multilevel deck and natural landscaped gardens and yard rolling down to wetland. Three spaciou...
$14,220
Available: Right Now
Listed: 04/05/2024
Orleans, MA
Well maintained 4 bedroom cape, completely renovated down to the studs. Open concept kitchen to living room. 4 good size bedrooms. 2 full baths and out door shower. Huge private deck with awning for outdoor entertaining. Fire pit. New living room fur...
$13,290
Available: Right Now
Listed: 04/05/2024
Orleans, MA
Enjoy over-sized fun in this Orleans vacation rental! 5 bedrooms/3.5 baths tucked in close to Nickerson State Park hiking trails and delightful Bakers Pond. Ample bedding provides sleeping for up to 18 in this pet friendly contemporary home. Two priv...
$18,600
Available: Right Now
Listed: 03/05/2024
Orleans, MA
This large Cape Cod home is just off beautiful Pleasant Bay and is perfect for families, or generations of families, to spend time together. With easy access to everything The Cape has to offer and ample room for 12, including large sleeping and dini...
$20,490
Available: Right Now
Listed: 05/05/2024
Orleans, MA
The house is equipped with Medical GradeH13 HEPAAir Purification Filters throughout!Prestigious location within the Quanset Harbor Club Association, 3 houses away from the community’s private beach on beautiful Pleasant Bay. At the beach, you’ll ...
$19,290
Available: Right Now
Listed: 04/05/2024
Orleans, MA
Perched upon the top of a hill across the street from Crystal Lake, this spacious rental embodies a relaxing getaway comfortably accommodating all in your party! Leave your beach bags and sandy shoes in the two car garage for a quick escape to one of...
$38,550
Available: Right Now
Listed: 05/05/2024
Orleans, MA
This warm and inviting 7 bedroom, 4 bath home sprawls over 4 stories of comfortable rooms with spacious, open living areas and a private, fully fenced back yard. Perfectly located in South Orleans, the house is just minutes from the Lower Cape villag...
$41,940
Available: Right Now
Listed: 05/05/2024
Orleans, MA
This home is professionally managed by Pretty Picky Properties Grand Villa Overlooks Nauset Beach & the Atlantic Heated Pool, Hot Tub & Gas Fire-pit!Rents Friday to Friday Off-season partial weeks available.Sleeps 14 Linens Includ...
$27,000
Available: Right Now
Listed: 04/05/2024
Orleans, MA
It's the best of all worlds at this unique Orleans home with heated pool and close to Rock Harbor. The property is ideally suited for larger and multi-generational groups. The property comfortably sleeps 14 with 5 bedrooms, 3.5 full baths plus an out...
$8,580
Available: Right Now
Listed: 04/05/2024
Orleans, MA, 02662
This spacious and comfortable 2-story contemporary home sits on a wooded lot within a short distance to a public boat ramp to launch on Pleasant Bay and minutes away from Nauset, Skaket and Pleasant Bay beaches. With four bedrooms and three baths, it...
$18,630
Available: Right Now
Listed: 01/05/2024
Orleans, MA
Charming house that was originally an 1820 two room schoolhouse that has been added onto and modernized over the years. People playing tennis, pickleball, basketball, board games or simply reading in a quiet corner. Using the paddle board on the spri...
$24,870
Available: Right Now
Listed: 30/04/2024
Orleans, MA
The owners refer to this one-of-a-kind property as Pleasant Plus. This unique beachfront home and certified wildlife habitat is located on Big Pleasant Bay with spectacular panoramic water and big sky views from the Atlantic Nauset barrier beach to t...