Vacation Rentals & Cabins in Vermont

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5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Ceiling Fans Clothes dryer Private outdoor pool (heated) Towels provided Cycling trips

All filters match

Price per night from

$1,374

Match: Ceiling Fans Clothes dryer Private outdoor pool (heated) Towels provided Cycling trips

All filters match

Price per night from

$985

Match: Ceiling Fans Clothes dryer Private outdoor pool (heated) Towels provided Cycling trips

All filters match

Price per night from

$573

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Ceiling Fans Clothes dryer Private outdoor pool (heated) Towels provided Cycling trips

All filters match

Price per night from

$1,088

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Ceiling Fans Clothes dryer Private outdoor pool (heated) Towels provided Cycling trips

All filters match

Price per night from

$3,272

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 Cycling trips

All filters match

Price per night from

$687

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Ceiling Fans Clothes dryer Private outdoor pool (heated) Towels provided Cycling trips

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Price per night from

$659

These homes match some but not all of your filters. Clear all filters

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), Cycling trips, 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), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$697

Jamaica Court Cottage

New Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Home Sweet Home-away-from-home” Have had the pleasure of staying in this property several times over the last few years. If you are looking for a comfortable, cozy cottage, in a quiet neighborhood close to Long Island Sound, this is it. Perfect for a couple! Family friendly! Nicely appointed. Lanna is a terrific host, attentive but never intrusive. First rate!!!

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$205

Modern Ski In / Ski Out 4BR / 3BA Smart Home w/ shared pool and hot tub

Bondville condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$171

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$916

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

Chester house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$1,031

The Grafton Lodge

Grafton lodge

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$2,176

Luxury Lakefront Getaway

Grand Isle house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$573

Chalet near 4 ski resorts with hot tub

East Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$1,030

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$344

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$488

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

4 of 5 match: Ceiling Fans, Cycling trips, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$1,145

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

4 of 5 match: Ceiling Fans, Cycling trips, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$4,122

Middlebury VT - gorgeous home

Middlebury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$630

Betty's Boat House

Middlefield house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$144

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$616

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), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$340

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$358

The Lodge at Fox Hollow

Petersburg house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$338

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$1,260

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$283

The Cottage at Skycroft Farm - 4 season respite and restoration

Hinsdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$287

Mountainside Getaway @ Jiminy Peak In the Berkshires

Hancock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$567

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$1,374

Spectacular Log Cabin w/ Mountain Views near Lake

Ferrisburgh log cabin

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Private outdoor pool (heated), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$457

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), Cycling trips, Ceiling Fans, Clothes dryer, Towels provided

4 of 5 filters match

Price per night from

$1,002

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

Saratoga Springs house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 23

4 of 5 match: Ceiling Fans, Cycling trips, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$1,661

Fantasy Bay Front Country French Villa

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

4 of 5 match: Cycling trips, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 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

4 of 5 match: Cycling trips, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 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

4 of 5 match: Cycling trips, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 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

4 of 5 match: Cycling trips, Ceiling Fans, Clothes dryer, Private outdoor pool (heated), Towels provided

4 of 5 filters match

Price per night from

$470

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