Vacation Rentals & Cabins in Vermont

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Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

Match: Private outdoor pool (heated) Cycling trips

All filters match

Price per night from

$4,119

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Tranquil Villa

Monroe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$400

NOT A FULL HOUSE RENTAL ~ SINGLE ROOM AVAILABLE IN BLOOMFIELD, CT

Bloomfield house

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$68

Quintessential Vermont Farmhouse

Waitsfield house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$372

Vermont Mad River Rental by Sugarbush

Waitsfield apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$308

Spruce Cottage at The Woods Lodge

Northfield house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$241

Breakaway House - Unit A & B

Killington house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$666

Fogg Farmhouse

Williamstown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$217

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

Bondville condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$171

The Grafton Lodge

Grafton lodge

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$2,171

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$914

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

Chester house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$1,029

Topnotch Resort Home with Garage, Grill, Patio and backyard

Stowe house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$695

Sweet Retreat Guesthouse on 400 Scenic Acres

Northfield house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$190

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$488

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$168

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!!!

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$205

Willow Cottage at The Woods Lodge

Northfield cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$287

Birch Cottage

Northfield cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$218

Beautiful modern construction, 4 bedroom home with expansive yards

Stowe house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$797

Luxury home on Lake Champlain, with pool, hot tub, mooring, kayaks, and more

Charlotte house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,716

Mt Green 2-D01

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$220

Perfect Hideaway Cabin - lake, trails, forest, meadows

Mount Holly log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 58 minutes

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$103

Spectacular Log Cabin w/ Mountain Views near Lake

Ferrisburgh log cabin

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$457

See you at the corner of Judd Farm and Guernseytown

Bethlehem house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$509

#2 - Your own place on the Beach near Silver Sands Park

Silver Lane apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 52 minutes

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$229

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$3,619

The Cottage at Skycroft Farm - 4 season respite and restoration

Hinsdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$286

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$344

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$344

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

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$1,001

Mountainside Getaway @ Jiminy Peak In the Berkshires

Hancock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$567

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/Sauna, Fireplace

Killington townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$92

☆ SKI ON & OFF! ☆ Spruce Glen A on Great Eastern Trail w/Sauna, Fireplace

Killington townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$87

☆ SKI ON & OFF! ☆ Spruce Glen C on Great Eastern Trail w/Sauna, Fireplace

Killington townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$96

Red Acre Cottage in the Green Mountains of Vermont

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$143

Responds fast! avg. 8 minutes

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$132

☆ SKI ON & OFF! ☆ Spruce Glen B on Great Eastern Trail w/Sauna+Fireplace

Killington townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$88

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