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: Stove Linen provided Private outdoor pool (heated) Skiing – property near ski resort

All filters match

Price per night from

$1,667

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Modern North Fork Haven: Beachfront,Private Pool

Southold house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$846

Coastal Haven: Private Pool, Bay Access, Water Sports

Aquebogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$334

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,097

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$2,308

Westhampton Waterfront 6 Bedroom Secluded 3 Acre E

Westhampton house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 54 minutes

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,154

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, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$675

Silver Beach Bliss: Luxury Waterfront Home w/ Pool

Baiting Hollow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$739

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$431

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$472

Hamptons Lifestyle At Private Refuge On The Ocean With Pool & Near Wine Trail

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$2,299

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, Stove, Linen provided

3 of 4 filters match

Price per night from

$230

The Stephentown Hotel!

Stephentown b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Stove, Linen provided

3 of 4 filters match

Price per night from

$110

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Stove, Linen provided

3 of 4 filters match

Price per night from

$288

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, Stove, Linen provided

3 of 4 filters match

Price per night from

$81

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, Stove, Linen provided

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, Stove, Linen provided

3 of 4 filters match

Price per night from

$81

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, Stove, Linen provided

3 of 4 filters match

Price per night from

$1,455

3 of 4 match: Private outdoor pool (heated), Skiing – property near ski resort, Stove, Linen provided

3 of 4 filters match

Price per night from

$1,379

Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

2 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$3,297

Amagansett House with Pool near Village & Beach

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$1,319

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, Stove, Linen provided

3 of 4 filters match

Price per night from

$755

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, Stove, Linen provided

3 of 4 filters match

Price per night from

$404

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,385

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,385

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$3,297

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, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$12,363

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,731

Hip & Stylish East Hampton Getaway

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Airy & beautiful home!” We had a wonderful stay at this beautiful East Hampton home. The floor plan is open and makes for an easy flow between the airy living space and kitchen and dining area. The bedrooms are large and well appointed with comfortable beds and fresh linens. The setting of the house is on a wooded acre with incredible views out over the trees and the swimming pool below. The huge deck affords an outdoor dining area perfect for summer entertaining. We will definitely be back for another visit to this amazing get away.

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$989

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,674

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, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,401

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, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,512

Amagansett Estate 3 BR 60ft Pool

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,154

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, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$6,924

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,616

3 of 4 match: Skiing – property near ski resort, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$993

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, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$4,154

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, Stove, Linen provided, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$664

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