Vacation Rentals & Cabins in Vermont

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9 Bedroom Saratoga Home, Heated Pool/HotTub By Track-Lake-Town-Golf

Saratoga Springs house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 22

Match: Freezer Iron Private outdoor pool (heated) Skiing – property near ski resort

All filters match

Price per night from

$1,658

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Killington Vermont- 2 Bedroom/1Bath. Right in the heart of Ski country!

Killington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$544

Okemo Mountain Lodge A-108 Ski In/Ski Out

Ludlow condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$229

Elegant* Bright *Spacious*Home **EXPRSS TRAIN DIRECT TO NYC**

Manhasset house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$669

Mt Green 3-G01

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$232

Mt Green 2-E06

Killington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$171

Killington Vermont - 4 Bedroom, 2 Bath. Right in the heart of ski country!

Killington house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$858

Crafts Inn in Vermont 1br suite, Saturday check-in

Wilmington condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$80

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$285

Smuggler's Notch Resort in Vermont studio suite, Sunday check-in

Jeffersonville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$75

Smuggler's Notch Resort in Vermont 1br suite, Sunday check-in

Jeffersonville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$80

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$1,442

Slopeside condo with great view on Burke Mountain

East Burke condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$401

Smugglers' Notch * 3 Bedroom, Sleeps 10

Jeffersonville condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$752

Suites at Killington: Luxury 2 BR Resort Ski Condo

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$338

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,373

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,144

Beautiful Estate home in the Hamptons, New York

Water Mill villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 10

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$6,861

East Hampton Village Classic , South of Highway

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$12,252

Luxury Oceanfront 8bd House! Pool & Jacuzzi facing Ocean call for Deals!

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,998

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,658

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. 3 hours 16 minutes

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,389

Luxury Oceanfront House, Pool+Jacuzzi facing the ocean, call for Deals!

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,498

Amagansett Estate 3 BR 60ft Pool

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,144

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$984

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$4,117

Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$658

Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$5,146

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$687

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$572

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$2,516

Beachy Keen - East Hampton NY

East Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Freezer, Iron, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,373

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$451

Killington- 6 Bedroom, 3 Bath. Right in the heart of Ski country!

Killington house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$1,087

5 mins to Mt Snow Free Shuttle Ski Home

Dover townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$229

Mountainside Getaway @ Jiminy Peak In the Berkshires

Hancock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$566

Responds fast! avg. 9 minutes

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$126

Wickham House ~ Historic Manchester Village

Manchester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Freezer, Iron

3 of 4 filters match

Price per night from

$343

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