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5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Bicycles available Private outdoor pool (heated) Cycling trips

All filters match

Price per night from

$1,374

Match: Bicycles available Private outdoor pool (heated) 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 outdoor pool (heated) Cycling trips

All filters match

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 outdoor pool (heated) Cycling trips

All filters match

Price per night from

$4,122

Responds fast! avg. 37 minutes

Match: Bicycles available Private outdoor pool (heated) Cycling trips

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Price per night from

$3,206

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Bicycles available Private outdoor pool (heated) Cycling trips

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Price per night from

$1,145

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The Cozy Cottage by the Sea

Montauk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), 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 outdoor pool (heated), 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 outdoor pool (heated), 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 outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$281

2 of 3 match: Bicycles available, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$687

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Bicycles available, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,088

Master Suite at Finch Guest House near Saratoga

Broadalbin b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 40 minutes

2 of 3 match: Bicycles available, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$126

2 of 3 match: Private outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$228

Charming Lambert's Cove Beach House

West Tisbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$430

Solera Victorian charm, ocean view, steps to beach

Oak Bluffs cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$1,963

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 outdoor pool (heated), 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 outdoor pool (heated), 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 outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$1,031

Relaxing Oceanfront Retreat

Hunts Point house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 55 minutes

2 of 3 match: Bicycles available, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,046

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Cycling trips, Bicycles available, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$572

The Warehouse

Saugerties studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), 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 outdoor pool (heated), 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 outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$310

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 outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$523

Red Acre Cottage in the Green Mountains of Vermont

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$144

Private Catskills Retreat with A/C in Windham, NY

Maplecrest house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$384

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 outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$523

Newly Renovated Colonial on the River! Sleeps 5-6

Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private outdoor pool (heated), 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 outdoor pool (heated), 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 outdoor pool (heated), 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 outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$247

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 outdoor pool (heated), 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 outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$281

Charming Condo 2 with Easy Access to Boston

Belmont apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$160

“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 outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$1,390

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

Highland b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$252

Beautiful New Hampshire get away vacation home

Alton Bay house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 14

2 of 3 match: Private outdoor pool (heated), Cycling trips, Bicycles available

2 of 3 filters match

Price per night from

$457

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