Vacation Rentals & Cabins in Vermont

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Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Ceiling Fans Clothes dryer Private outdoor pool (heated) Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$689

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Fox Run -- Sleeps 10 - 12, Only 1 mile from Okemo Jackson Gore Base

Ludlow townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 5 match: Ceiling Fans, Private outdoor pool (heated), Golf course on site or within 15 min walk, Clothes dryer, Towels provided

3 of 5 filters match

Price per night from

$459

3 of 5 match: Ceiling Fans, Private outdoor pool (heated), Golf course on site or within 15 min walk, Clothes dryer, Towels provided

3 of 5 filters match

Price per night from

$173

Christmas in The Berkshires

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$259

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$286

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$976

Beautiful modern construction, 4 bedroom home with expansive yards

Stowe house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$797

Topnotch Resort Home with Garage, Grill, Patio and backyard

Stowe house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$698

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$1,722

New England Charmer, close to everything, small town feel.

Wallingford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$264

Lake House

Lee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 9

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$820

3 Bedroom Townhouse on Mountain Rd

Stowe townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$459

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$1,263

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$618

Beautifully Remodeled Ski-in/Ski-out Lodge Condo at Toll House Lift

Stowe house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$329

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$358

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$283

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Ceiling Fans, Towels provided, Golf course on site or within 15 min walk, Clothes dryer, Private outdoor pool (heated)

3 of 5 filters match

Price per night from

$2,525

The White Lion Manor~Luxury mansion, elegant, secluded. 10 min from Wesleyan

Middletown manor house

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 12

Responds fast! avg. 16 minutes

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$1,005

Condo on Haystack/Hermitage Ski Mountain

Wilmington condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$345

BEAUTIFUL STRATTON! 5 BEDS-5 BATHS HOME w/VIEWS, ON SHUTTLE

Stratton Mountain house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$2,238

Memory Lane Farm

Greenwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Clothes dryer, Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Towels provided

3 of 5 filters match

Price per night from

$402

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

Saratoga Springs house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 22

4 of 5 match: Ceiling Fans, Golf course on site or within 15 min walk, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$1,664

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$459

Killington - FALL IN THE MOUNTAINS...YOU CAN'T BEAT THE VIEWS!

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$259

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

4 of 5 match: Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$2,296

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$1,091

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

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$2,296

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$426

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$470

peaceful 2 bedroom retreat

Hardwick apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

4 of 5 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$230

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.

4 of 5 match: Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$984

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

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

4 of 5 match: Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$2,005

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

4 of 5 match: Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$1,394

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

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

4 of 5 match: Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$1,504

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

4 of 5 match: Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$3,279

East Hampton Village Classic , South of Highway

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

4 of 5 match: Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$12,296

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Golf course on site or within 15 min walk, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$1,378

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