Vacation Rentals & Cabins in Vermont

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Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Climbing frame Private outdoor pool (unheated) Safe

All filters match

Price per night from

$1,374

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Island Beauty With A View

North Hero cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Safe

2 of 3 filters match

Price per night from

$264

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Safe

2 of 3 filters match

Price per night from

$260

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Safe

2 of 3 filters match

Price per night from

$1,432

2 of 3 match: Climbing frame, Private outdoor pool (unheated), Safe

2 of 3 filters match

Price per night from

$218

Elegant Newtown Getaway - High-End Amenities, Infinity Pool, Media Room

Newtown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Private outdoor pool (unheated), Safe

2 of 3 filters match

Price per night from

$719

Reading Farms Estate/ Vermont Luxury Rental

Reading villa

  • 15 bedrooms
  • 12 bathrooms
  • sleeps 46

2 of 3 match: Climbing frame, Private outdoor pool (unheated), Safe

2 of 3 filters match

Price per night from

$5,096

Hamptons Lofty Beach Barn - Pet Friendly

Water Mill house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 38 minutes

2 of 3 match: Climbing frame, Private outdoor pool (unheated), Safe

2 of 3 filters match

Price per night from

$1,718

Spacious Villa With Free Parking

Charlton villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Climbing frame, Private outdoor pool (unheated), Safe

2 of 3 filters match

Price per night from

$401

Tree Tops Cottages. Up to 4 cottages available.

South Hero cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 3 match: Safe, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$247

Camp Little Notch

Fort Ann tented camp

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 4

1 of 3 match: Climbing frame, Private outdoor pool (unheated), Safe

1 of 3 filters match

Price per night from

$58

Beech Tree Cottage

Sag Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“The cottage experience was relaxing and peaceful with a short wa” Enchanting cottage, very comfortable, enjoyed a little interaction with the owner's family and dog. Very sweet.

1 of 3 match: Safe, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$687

Fall dates So Vt Mtn Cabn where memories are made and guaranteed to come back.

Mount Tabor log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 20 minutes

1 of 3 match: Safe, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$235

1 of 3 match: Safe, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$315

Relax at our East Hampton home

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$900

Charming cottage in the heart of East Hampton village

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$382

Full Basement unit with gorgeous view.

Salem house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$172

Wine Country Retreat w/ Dock & Pool on Mattituck Inlet

Mattituck house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$430

Idyllic North Fork Waterfront Home with Pool

Mattituck house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$430

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Safe, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$1,374

Majestic Southampton Waterfront Estate

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

“Incredible home” This was the perfect home for my husband, kids and grandkids. I can't begin to describe how incredible this home was. From the amazing outdoor kitchen, magnificent landscaping, the toasty warm huge pool, with seating enough for our supersized family of 20 with 4 grandbabies. This home was able to house us all comfortably. The inside of the house was clean, spacious and beautifully decorated. The high count sheets were a dream to sleep on (cute pun intended). The air conditioning was set to the perfect temperature. Every day all of us lived in the pool and at night enjoyed the gorgeous sunsets over the bay. To say we loved this home is an understatement. We are still all talking about the amazing vacation. The owner was really really nice to deal with and made us feel welcomed.

Responds fast! avg. 1 hour 30 minutes

1 of 3 match: Safe, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$1,392

OWL'S NEST LODGING

Conway apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Climbing frame, Private outdoor pool (unheated), Safe

1 of 3 filters match

Price per night from

$196

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$343

Bayso By The Bay

Freeport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Climbing frame, Private outdoor pool (unheated), Safe

1 of 3 filters match

Price per night from

$367

Stay At Jimmy's

Woodstock b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Private outdoor pool (unheated), Safe

1 of 3 filters match

Price per night from

$228

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$982

Modern North Fork Haven: Beachfront,Private Pool

Southold house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 17 minutes

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$842

Coastal Haven: Private Pool, Bay Access, Water Sports

Aquebogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 17 minutes

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$370

Private Berkshire County Retreat

Sheffield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$686

Very Private and Tranquil House in wooded estate.

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$1,145

Mansion & Private 3.5 Acre Estate

Bloomfield manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$916

Abigail ‘s Nest

Brimfield house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$1,031

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$1,260

Silver Beach Bliss: Luxury Waterfront Home w/ Pool

Baiting Hollow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 17 minutes

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$736

Roanoke Ranch Home: 3BR, Private Pool, Hot Tub, North Fork

Riverhead house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 17 minutes

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$369

Redding Relaxation Haven - Tranquil Home with Pool, Gardens Galore

Redding house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$604

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$312

Cozy Moose Log Cabin - Pool, Trails, Secluded Retreat

Newtown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Safe, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$331

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