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5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Bicycles available Private pool Cycling trips

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Price per night from

$1,374

Match: Bicycles available Private pool Cycling trips

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Price per night from

$985

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Bicycles available Private pool Cycling trips

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Price per night from

$687

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

Match: Bicycles available Private pool Cycling trips

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Price per night from

$4,122

Responds fast! avg. 37 minutes

Match: Bicycles available Private pool Cycling trips

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Price per night from

$2,863

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Bicycles available Private pool Cycling trips

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Price per night from

$1,145

Lushly Landscaped Contemporary With Pool East Hampton North

East Hampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Bicycles available Private pool Cycling trips

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Price per night from

$573

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The Cozy Cottage by the Sea

Montauk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$516

Waterfront Home on Scenic Cove

Harpswell house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$184

Luxury Kennebunkport Cottage w/ Private Water Access

Cape Porpoise house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 minutes

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$401

Pleasant Street Village Home

Vinalhaven house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$281

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$228

Solera Victorian charm, ocean view, steps to beach

Oak Bluffs cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$1,963

Charming Lambert's Cove Beach House

West Tisbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$430

Sunset Bay Cottage Lg backyard w sunset views,Trails to Grays Bch, kayaks, bikes

Yarmouth Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$271

Peaceful and Sunny in Plymouth

Plymouth private room

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$92

Work, Hike, Ski, Relax - Big Restored 1860s Farmhouse

Chester house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$1,031

The Warehouse

Saugerties studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$172

Charming Old Vermont Farmhouse: Weekly Rental

Richmond house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$287

Spectacular Private Waterfront and Beachfront Home

Wellfleet cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Unforgettable” Heaven on earth at Drew and Heather's ! Very pleasant house, with all facilities, and a hudge sundeck. High tide, and it's like a private pool at 30 ft. Low tide, and a wonderful sandbeach appears 6 hours for fantastic walks. Can you imagine nicer bike rides very early in the morning to PB's restaurant and baker at highway 6 (about 20 mn ), for a wonderful croissant breakfast ! So much to say about the stay at Wellfleet, Just come and see by yourself. It's sure, I'll be back (from France)

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$310

Red Acre Cottage in the Green Mountains of Vermont

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$144

Walk To Joshua Pond & Main St. 2 Bedroom Cottage, Central Cape Location

Osterville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$523

Walk To Lake Wequaquet. Close to Main Street & Beaches. Central Cape

West Barnstable apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$523

Private Catskills Retreat with A/C in Windham, NY

Maplecrest house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$384

Newly Renovated Colonial on the River! Sleeps 5-6

Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$327

Moosehead Lakefront (Mount Kineo) Cottage Rental

Rockwood cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$229

Modern Copake Falls Getaway

Copake Falls apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$102

Picture Perfect Home so close to Cannon Mountain_Franconia Notch!

Franconia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$247

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Bicycles available, Cycling trips, Private pool

2 of 3 filters match

Price per night from

$982

2 of 3 match: Bicycles available, Cycling trips, Private pool

2 of 3 filters match

Price per night from

$687

Charming Condo 2 with Easy Access to Boston

Belmont apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$160

LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN

Rockport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$304

34 Pleasant Street Lubec, ME

Lubec cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$281

“Wonderful autumn week” Our stay at this property was wonderful! The view of the rolling backyard and the location is idyllic. This was our first visit to Nantucket and this rental contributed greatly to a most pleasant experience. This home is spacious, comfortable and stocked with every amenity. Big screen tv with cable, kitchen with more than ample cooking supplies, wi-fi and oversized dining table that accomodated 8 of us are some of the comforts of home. House was very clean and ready for our arrival. Beds are comfortable with nice linens. Towels are plush and ample. Washer and dryer are an added bonus. Given that we visited in the off-season (the week of Thanksgiving), we made use of mild weather by walking (to the beach, around the cranberry bogs, to/from altar Rock and around Nantucket town). The beach is welcoming and observing the seals just 10 yards out was a thrill! We did some Black Friday shopping downtown. On rainy days we enjoyed the extensive collection of reading materials, especially the coffee table books on Nantucket! The owner is extremely helpful and readily available to address any concerns or questions. He recommended restaurants and offered suggestions. We loved the Whaling Museum but didn't allow ourselves enough time for a complete visit. Guess this means that we will have to go back! Overall, a great home and a great place. You must have a car as this property is located several miles out of town. Recommended for: Age 55+, Adventure Seekers, Pet-friendly, Girls Getaway, Sightseeing, Families with Teenagers, Romantic Getaway

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$1,390

Maine. Lovely Cottage on Penobscot Bay

Penobscot cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Amazingly well equipped and idylically located.” Everything you could want in a vacation cottage except a beach. Great for a poet or a painter. Not a lot of action in the immediate neighborhood, but not far away.Quiet, well maintained and comfortable.

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$243

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$1,260

Wells, Maine Cottage w/Pool, hot tub, Gym & more....

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$241

Black Creek Bed and Breakfast (Arbor Room w/Shared Bathroom)

Highland b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$252

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