$4,950
Available: Right Now
Listed: 24/04/2024
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...
$11,940
Available: Right Now
Listed: 24/04/2024
Orleans, MA
Newly renovated 1820’s historic Cape home in prime location on Tonset Road in East Orleans. Minutes to Nauset & Skaket Beach, Town Cove and Main Street. Four bedrooms, bonus room, two livingrooms, two bathrooms, plus an outdoor shower. Sleeps 8 Comfo...
$27,750
Available: Right Now
Listed: 22/04/2024
Orleans, MA
Smell the sea air and listen to the soothing rhythm of the ocean at Sea Mist! A short 2/10ths of a mile from one of the most beautiful beaches on Cape Cod, this property brings together easy access to Nauset Beach with the luxury of a salt-water hea...
$18,750
Available: Right Now
Listed: 23/04/2024
Orleans, MA
*Cancellation policy at end of property description.*Set on nearly an acre of wooded land, your vacation at Pond View offers both serenity and easy access to all that Orleans has to offer. This 4 bedroom home overlooks a seasonal Kettle Pond, com...
$33,900
Available: Right Now
Listed: 22/04/2024
Orleans, MA
With multiple separate entry points this property is perfect for larger or multi-generational groups. Each home has private entries and are connected by a covered walkway. Enter the front home into the living/dining area with kitchenette. Queen bedro...
$12,210
Available: Right Now
Listed: 18/04/2024
Orleans, MA
4 Bedroom - 3 Baths - Sleeps 8A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details.<...
$18,660
Available: Right Now
Listed: 18/04/2024
Orleans, MA
This property is professionally managed by Pretty Picky Properties.“Compass Rose” in Orleans with Plunge PoolSleeps EightFour Bedrooms, Three BathsRents Friday to Friday in Peak SummerLinens Included, Beds Made New listing<...
$28,710
Available: Right Now
Listed: 19/04/2024
Orleans, MA
*Heated Pool & Hot tub open NOW* Only a five minute drive to famed Nauset Beach, this fully renovated five bedroom house sleeps 12 and is perfect for families who love the Cape! Enjoy the large 16 x 32 inground heated pool and brand new above ground ...
$12,000
Available: Right Now
Listed: 23/04/2024
Orleans, MA
Summary:15555 -Heron House: Pond-Front Home w/ Water Views!The Space:Overlooking Shoal Pond in a private Orleans neighborhood sits Heron House—a beautiful home with an expansive floor plan just waiting to host your next vacation. From the...
$18,330
Available: Right Now
Listed: 22/04/2024
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...
$17,610
Available: Right Now
Listed: 23/04/2024
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 ...
$18,000
Available: Right Now
Listed: 22/04/2024
Orleans, MA
This home is represented by Nauset Rental, a local vacation rental management company.Beautiful open layout with updated furnishings on Nauset Heights! 10 minute walk to Nauset Beach via semi private path/ road. Unique extras like large outdoor s...
$11,610
Available: Right Now
Listed: 23/04/2024
Orleans, MA
Summary:15550 -Mainsail: Central AC Close to Nauset Beach!The Space:Wake up, take a quick stroll down Main Street, grab some coffee at Whisk, sandwiches at Nauset Farms, then head just 1 mile to Nauset Beach by bike or car, or even walkin...
$12,450
Available: Right Now
Listed: 19/04/2024
Orleans, MA
Sprawling 5 Bedroom Vacation Home Sleeps 12, Pet Friendly. Squeaky clean listing close to beaches, town, and bike path. Centrally air conditioned and freshly decorated in colorful light-hearted tones, it's sure to appeal to your gang. The tavern tabl...
$12,480
Available: Right Now
Listed: 18/04/2024
Orleans, MA
Walking distance to one of the most beautiful ocean beaches on Cape Cod , this beautiful, freshly remodeled Cape home sits hidden in an estate like setting on well over an acre of land and has 4 bedrooms, 2 full baths and half bath with a separate la...
$19,530
Available: Right Now
Listed: 24/04/2024
Orleans, MA
This home is represented by Nauset Rental, a local vacation rental management company.Welcome to High Tide Haven, an impressive home found in a peaceful neighborhood in East Orleans. This 3-bedroom, 3-bathroom home is open and spacious, awash wit...
$13,650
Available: Right Now
Listed: 23/04/2024
Orleans, MA
Summary:15546 -Sea Bloom: Amazing Outdoor Space Access to Town Cove!The Space:Rarely do you find a home this close to the beach, with modern furnishings and recent renovations, plus a massive yard and amazing outdoor space. Smelling the f...
$42,000
Available: Right Now
Listed: 22/04/2024
Orleans, MA
Perfectly located on a hilltop with 3.5 acres overlooking Pleasant Bay in South Orleans, this sprawling family home, sleeping 16, offers the comfort of a private neighborhood, and is just steps to your own private beach and dock! Altogether, this...
$39,840
Available: Right Now
Listed: 23/04/2024
Orleans, MA
This property is professionally managed by Pretty Picky Properties.Orleans Oasis on Pleasant Bay, 2 Homes and Heated Pool; "Beam Reach"Sleep up to 14Rents Friday to Friday in Peak SeasonLinens Included, Beds MadePets Under 25 Poun...
$11,580
Available: Right Now
Listed: 23/04/2024
Orleans, MA
Summary:15518 -Time Out: Beach Getaway with Private Backyard!The Space:At this serene Orleans retreat, where salt air and sunshine beckon just minutes from the pristine shores of Skaket Beach, it's time to take a well-deserved Time Out an...
$23,610
Available: Right Now
Listed: 23/04/2024
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...
$21,150
Available: Right Now
Listed: 23/04/2024
Orleans, MA
Custom-built home in one of Orleans's most exclusive and peaceful neighborhoodsPrivate heated pool with infinity edge and waterfall featureWalk to Nauset Beach - one of the Cape's great open ocean beaches Ideal for ...