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Luxurious Captains Mansion - Waterfront, Town, & Beaches - 5 stars

Edgartown house

  • 12 bedrooms
  • 7 bathrooms
  • sleeps 26

“great trip!” Definately would do it again! Loved the house and the area. Marthas Vineyard is a very special place!

Match: Rental types Boat available Games room Iron Staffed property

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Price per night from

$903

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Rust Pond Camp at Grey Shingles Camps

Wolfeboro cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

4 of 5 match: Rental types, Boat available, Games room, Iron, Staffed property

4 of 5 filters match

Price per night from

$292

Getaway To Silence , Artsy Forested Woodland Home

Parsonsfield house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

4 of 5 match: Iron, Rental types, Boat available, Games room, Staffed property

4 of 5 filters match

Price per night from

$505

Very Private Family Compound on Lake Winnisquam

Belmont villa

  • 10 bedrooms
  • 4 bathrooms
  • sleeps 25

3 of 5 match: Rental types, Iron, Boat available, Games room, Staffed property

3 of 5 filters match

Price per night from

$2,049

Private sandy beach - Ocean view 4 BR house

Sandwich house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 44 minutes

4 of 5 match: Boat available, Rental types, Games room, Iron, Staffed property

4 of 5 filters match

Price per night from

$390

Ultimate Vacation Home

South Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 19 minutes

3 of 5 match: Rental types, Boat available, Games room, Iron, Staffed property

3 of 5 filters match

Price per night from

$114

Lakefront Contemporary! Walk to Bethel woods!

Bethel house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Rental types, Boat available, Games room, Iron

4 of 5 filters match

Price per night from

$527

Relax and Enjoy Stunning Quonnie Waterfront-Clam, Fish and Kayaks Provided!

Charlestown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

4 of 5 match: Staffed property, Rental types, Boat available, Games room, Iron

4 of 5 filters match

Price per night from

$551

5 BR lakefront ski chalet near Gore Mountain, sleeps 14, private beach

Schroon Lake house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

4 of 5 match: Staffed property, Rental types, Boat available, Games room, Iron

4 of 5 filters match

Price per night from

$401

Breathtaking New Lake Champlain Beach,Ski Escape!

Burlington house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

4 of 5 match: Staffed property, Rental types, Boat available, Games room, Iron

4 of 5 filters match

Price per night from

$229

Camp Little Notch

Fort Ann tented camp

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 4

2 of 5 match: Rental types, Games room, Iron, Boat available, Staffed property

2 of 5 filters match

Price per night from

$58

Christmas in The Berkshires

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Rental types, Boat available, Games room, Iron, Staffed property

3 of 5 filters match

Price per night from

$259

Spacious waterfront townhouse at Cove at Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Rental types, Boat available, Games room, Iron, Staffed property

3 of 5 filters match

Price per night from

$401

In the clouds your cozy- lake house ( 2 hrs from NYC)

Swan Lake house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Games room, Rental types, Boat available, Iron, Staffed property

4 of 5 filters match

Price per night from

$204

Tiny House Cottage

Boothbay Harbor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Games room, Rental types, Boat available, Iron, Staffed property

4 of 5 filters match

Price per night from

$172

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Old Forge house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 1

2 of 5 match: Games room, Iron, Staffed property, Rental types, Boat available

2 of 5 filters match

Price per night from

$155

Kilburn Manor 1821 Historical house

Malone house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

4 of 5 match: Boat available, Rental types, Games room, Iron, Staffed property

4 of 5 filters match

Price per night from

$745

Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Rental types, Staffed property, Boat available, Games room, Iron

3 of 5 filters match

Price per night from

$126

3 of 5 match: Iron, Staffed property, Rental types, Boat available, Games room

3 of 5 filters match

Price per night from

$689

The Farm at Worthley Pond, Private Beach & Wedding Barn

Peru house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 25

4 of 5 match: Staffed property, Rental types, Boat available, Games room, Iron

4 of 5 filters match

Price per night from

$1,004

sakonnet point ocean front beach cottage with private beach near Tsppens beach

Little Compton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Rental types, Boat available, Games room, Iron

4 of 5 filters match

Price per night from

$517

West Wing of Captain Morse House Waterfront, Town & Beach - Pets OK, - 5 stars

Oak Bluffs house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

4 of 5 match: Staffed property, Rental types, Boat available, Games room, Iron

4 of 5 filters match

Price per night from

$758

East Wing of Captain's Mansion - Luxury, Waterfront, Town, & Beaches - 5 stars

Oak Bluffs house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 14

4 of 5 match: Staffed property, Rental types, Boat available, Games room, Iron

4 of 5 filters match

Price per night from

$734

Lakefront Trifecta with Hot Tub!

Augusta house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

4 of 5 match: Staffed property, Rental types, Boat available, Games room, Iron

4 of 5 filters match

Price per night from

$228

Large Family House On The Lake

Sterling Forest house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

4 of 5 match: Staffed property, Rental types, Boat available, Games room, Iron

4 of 5 filters match

Price per night from

$400

Unique Ski Lodge on 2000 acres

Wilmington lodge

  • 14 bedrooms
  • 16 bathrooms
  • sleeps 28

3 of 5 match: Rental types, Boat available, Games room, Iron, Staffed property

3 of 5 filters match

Price per night from

$1,715

Deluxe townhouse at the charming Sea Mist Resort Resort with swimming pool

Mashpee townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Rental types, Boat available, Games room, Iron, Staffed property

3 of 5 filters match

Price per night from

$343

Lux. Spacious 4 BR Chalet - Min. to Beach & Skiing

Bridgton chalet

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 5 match: Rental types, Staffed property, Boat available, Games room, Iron

3 of 5 filters match

Price per night from

$339

Lake Front Maine Cabin on Cold Stream Pond

Burlington log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Rental types, Staffed property, Boat available, Games room, Iron

3 of 5 filters match

Price per night from

$230

Bella Vista- Four Season Resort/ Delware River/Lake/Pool/Ski/Horseback-riding

Lackawaxen chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 5 match: Rental types, Staffed property, Boat available, Games room, Iron

3 of 5 filters match

Price per night from

$287

The Point, Where the Land Meets the Sea

Harpswell house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Games room, Rental types, Boat available, Iron, Staffed property

4 of 5 filters match

Price per night from

$918

Narragansett Coastal Cottage Charmer with Private Beach & Ocean Views!!!

Narragansett cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 5 match: Rental types, Games room, Boat available, Iron, Staffed property

3 of 5 filters match

Price per night from

$287

Sunny 2nd Fl'r in Civil War Infirmary Home near VCFA & downtown Montpelier, VT

Montpelier apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 5 match: Rental types, Games room, Boat available, Iron, Staffed property

3 of 5 filters match

Price per night from

$217

Oceanfront Cottage On Linekin Bay Boothbay Harbor

Boothbay Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Rental types, Games room, Boat available, Iron, Staffed property

3 of 5 filters match

Price per night from

$287

Judge Brown House

Norwich house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

2 of 5 match: Boat available, Iron, Staffed property, Rental types, Games room

2 of 5 filters match

Price per night from

$687

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 5 match: Rental types, Boat available, Games room, Iron, Staffed property

3 of 5 filters match

Price per night from

$230

5/24-31, 2024 at Long Wharf Resort, Newport, RI

Newport hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 7 minutes

3 of 5 match: Rental types, Boat available, Games room, Iron, Staffed property

3 of 5 filters match

Price per night from

$459

Timeshare rental Cove at Yarmouth, Cape Cod, MA

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Rental types, Boat available, Games room, Iron, Staffed property

3 of 5 filters match

Price per night from

$184

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