Vacation Rentals & Cabins in Vermont

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Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Ceiling Fans Clothes dryer Games room Private outdoor pool (heated)

All filters match

Price per night from

$1,088

Match: Ceiling Fans Clothes dryer Games room Private outdoor pool (heated)

All filters match

Price per night from

$2,519

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The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$974

Christmas in The Berkshires

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$258

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$286

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$344

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

Saratoga Springs house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 23

3 of 4 match: Ceiling Fans, Clothes dryer, Games room, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,661

Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

3 of 4 match: Ceiling Fans, Clothes dryer, Games room, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$5,153

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$2,290

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: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$2,290

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 17 minutes

3 of 4 match: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$424

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 17 minutes

3 of 4 match: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$470

Stowe Area #1 Luxury Inn - Private Rental

Stowe house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$1,718

Beautiful Okemo chalet with Hot Tub

Ludlow chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 16

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$373

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$401

Mansion & Private 3.5 Acre Estate

Bloomfield manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$916

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 30 minutes

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$1,219

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 20

Responds fast! avg. 37 minutes

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$457

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), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$1,444

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

Stratton Mountain house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$2,233

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$1,432

Breathtaking New Lake Champlain Beach,Ski Escape!

Burlington house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$229

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$916

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$1,374

4/5 Bedroom Historic, yet modern, home close to Beaches, Town, USCGA & Mystic!

New London house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$458

Work, Hike, Ski, Relax - Big Restored 1860s Farmhouse

Chester house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$1,031

“The Perfect Vermont Getaway” When I visit Vermont in winter, I tend to go with a mixed crowd. Part of our group are avid skiers/snowboarders, the other part (well, me) are not. This house allows you to experience the best of both worlds, with something for everyone. Situated on top of the mountain (within walking distance to the lodge and with a shuttle that can pick you up right outside the front door), it's in the absolute perfect location for those who like to lace up their boots and hit the slopes. For anyone not playing snow bunny for the day, you are smack dab in the middle of Okemo with plenty of cafes, shopping, and scenic walks just down the hillside (or a very short drive away if you wish to explore). The house itself is also a fantastic, light, open space that is comfortable no matter which straw you draw for beds (we got the twins in the upstairs loft and had one of the soundest sleeps I'd had all winter). Plus, who doesn't love a hot tub. You never feel cramped even with a full house. The living room is an amazing space to just sip coffee and read your book in the morning sunshine or in front of the fire. The owners are extremely knowledgeable, responsive, and helpful, and made sure our stay was top-notch. They have everything outlined for you in a book when you arrive and are there for you should you have any questions. I can't wait to go back next winter!

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$1,832

The Grafton Lodge

Grafton lodge

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

3 of 4 match: Private outdoor pool (heated), Ceiling Fans, Clothes dryer, Games room

3 of 4 filters match

Price per night from

$2,176

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,374

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: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$982

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

3 of 4 match: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,390

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

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

3 of 4 match: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,500

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$3,272

East Hampton Village Classic , South of Highway

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

3 of 4 match: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$12,268

Montauk Oceanfront Estate

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

3 of 4 match: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$17,175

3 of 4 match: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$985

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$659

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

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

3 of 4 match: Games room, Ceiling Fans, Clothes dryer, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$2,000

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