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92 Houses

(1) Excellent 

30

Midd Home Plate

Vermont / Middlebury

Middlebury house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Private garden

Price per night from

$315

Price per night from

$315

(2) Excellent 

10

Middlebury VT - gorgeous home

Vermont / Middlebury

Middlebury house

4 7 3 nights min

  • 4 bedrooms
  • sleeps 7
  • 3 nights min
  • Child Friendly
  • Ask about pets

Price per night from

$628

Price per night from

$628

20

Downtown Middlebury 3 Bedroom Home - Walk Everywhere!

Vermont / Middlebury

Middlebury apartment

3 9 2 nights min

  • 3 bedrooms
  • sleeps 9
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$224

Price per night from

$224

Great rentals within 20 miles that match your search

Distance approx 15.21 km from Middlebury

(5) Excellent 

27

The Little House Vermont

Vermont / Brandon

Brandon cottage

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 1 mi
  • Air conditioning
  • Private garden

Price per night from

$136

Responds fast!
avg. 34 minutes

Price per night from

$136

Distance approx 19.34 km from Middlebury

(2) Excellent 

59

Red Acre Cottage in the Green Mountains of Vermont

Vermont / Hancock

Hancock house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$143

Responds fast!
avg. 15 minutes

Price per night from

$143

Distance approx 18.07 km from Middlebury

29

NEW! Historic Mt. Philo Suite w/Lake Views & Porch

Vermont / Charlotte

Charlotte apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$394

Responds fast!
avg. 9 minutes

Price per night from

$394

Distance approx 16.42 km from Middlebury

50

Cozy mountain condo near ski slopes w/ 3 shared pools, hot tub, other amenities

Vermont / Warren

Warren house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$187

Price per night from

$187

Distance approx 18.07 km from Middlebury

(1) Excellent 

41

Carriage House at the Mt. Philo Inn. Panoramic lake views, private, state park

Vermont / Charlotte

Charlotte apartment

3 4 2 nights min

  • 3 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 10 mi
  • Air conditioning
  • Pet Friendly

Price per night from

$366

Price per night from

$366

Distance approx 18.07 km from Middlebury

27

Right Wing at the Mt. Philo Inn: spacious, Great Views, Close to Activities

Vermont / Charlotte

Charlotte hotel apartment

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Air conditioning
  • Pet Friendly
  • Private garden

Price per night from

$445

Price per night from

$445

Distance approx 4.45 km from Middlebury

4

1805 Farmhouse

Vermont / Cornwall

Cornwall house

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly

Price per night from

$371

Price per night from

$371

Distance approx 17.36 km from Middlebury

23

Sugarbush Snowside Condo 14

Vermont / Fayston

Fayston condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$280

Responds fast!
avg. 3 hours 56 minutes

Price per night from

$280

Distance approx 18.73 km from Middlebury

24

Kamp Koby

Vermont / Fair Haven

Fair Haven log cabin

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$238

Responds fast!
avg. 3 hours 56 minutes

Price per night from

$238

Distance approx 18.61 km from Middlebury

23

Organic Farm, House, Barn Event Rental

Vermont / Hancock

Hancock farmhouse

10 20 2 nights min

  • 10 bedrooms
  • sleeps 20
  • 2 nights min
  • Ski
  • Child Friendly

Price per night from

$1,085

Price per night from

$1,085

Distance approx 16.3 km from Middlebury

11

57 North Lynx Condo

Vermont / Warren

Warren condo

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$307

Responds fast!
avg. 3 hours 56 minutes

Price per night from

$307

Distance approx 17.63 km from Middlebury

13

Loop Road Mountain House

Vermont / Warren

Warren house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$559

Responds fast!
avg. 3 hours 50 minutes

Price per night from

$559

Distance approx 18.07 km from Middlebury

31

Boutique Suite at Mt. Philo State Park by the Bay!

Vermont / Charlotte

Charlotte apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$396

Responds fast!
avg. 26 minutes

Price per night from

$396

Distance approx 15.83 km from Middlebury

25

Sugarbush Slopeside Snow Creek Condo

Vermont / Warren

Warren apartment

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$373

Responds fast!
avg. 3 hours 50 minutes

Price per night from

$373

Distance approx 16.37 km from Middlebury

33

Cozy ski condo w/ 3 shared pools, hot tub, entertainment & nearby ski access

Vermont / Warren

Warren house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$182

Price per night from

$182

Distance approx 16.3 km from Middlebury

16

Sugarbush Summit Condo

Vermont / Warren

Warren apartment

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$280

Responds fast!
avg. 3 hours 56 minutes

Price per night from

$280

Distance approx 16.18 km from Middlebury

25

Sugarbush Village Run 16

Vermont / Warren

Warren apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$209

Price per night from

$209

Distance approx 17.31 km from Middlebury

(3) Very Good 

29

Dee's Lake House at Long Point booking Fall 2018!

Vermont / North Ferrisburg

North Ferrisburg house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
“Great family reunion” Great property for families, plenty of space fot everyone and plenty to do!
…see more

Price per night from

$285

Price per night from

$285

Distance approx 12.69 km from Middlebury

(16) Excellent 

24

Breathtaking New Lake Champlain Beach,Ski Escape!

Vermont / Burlington

Burlington house

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$229

Responds fast!
avg. 1 hour 41 minutes

Price per night from

$229

Distance approx 16.52 km from Middlebury

25

Cozy townhome w/ shared pools & hot tub plus on-site tennis, game room & gym

Vermont / Warren

Warren house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$88

Price per night from

$88

Distance approx 16.21 km from Middlebury

32

Spacious home w/ hot tub, decks & mountain/ski views - minutes to the slopes!

Vermont / Warren

Warren house

4 14 min stay varies

  • 4 bedrooms
  • sleeps 14
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$206

Price per night from

$206

Distance approx 16.47 km from Middlebury

40

Bridges Resort condo w/shared pools, sauna, hot tub, tennis, & more. Near skiing

Vermont / Warren

Warren house

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$86

Price per night from

$86

Distance approx 16.39 km from Middlebury

36

Lovely condo w/ balcony, ski shuttle & shared hot tub, pools, tennis, gym & more

Vermont / Warren

Warren house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$16

Price per night from

$16

Distance approx 16.37 km from Middlebury

46

Bridges Resort condo w/ shared pools, hot tub, tennis courts, gym - near skiing

Vermont / Warren

Warren house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$79

Price per night from

$79

Distance approx 16.48 km from Middlebury

30

Cozy condo w/ shared pools, hot tub, tennis courts, and more in Bridges Resort!

Vermont / Warren

Warren house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$81

Price per night from

$81

Distance approx 16.38 km from Middlebury

40

Inviting alpine condo w/3 shared pools, tennis courts, game room, gym, & hot tub

Vermont / Warren

Warren house

2 9 min stay varies

  • 2 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$101

Price per night from

$101

Distance approx 16.08 km from Middlebury

26

Cozy condo near the slopes w/ a shared pool, modern comforts, and more!

Vermont / Warren

Warren house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$72

Price per night from

$72

Distance approx 16.38 km from Middlebury

30

Welcoming condo w/ 3 shared pools, hot tub - easy access to golf & slopes!

Vermont / Warren

Warren house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$79

Price per night from

$79

Distance approx 16.52 km from Middlebury

35

Lovely ski condo boasts great location, shared hot tub, pools, & tennis courts!

Vermont / Warren

Warren house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$79

Price per night from

$79

Distance approx 16.37 km from Middlebury

31

Charming condo in resort community w/ pools, hot tub, & tennis near Sugarbush!

Vermont / Warren

Warren house

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$30

Price per night from

$30

Distance approx 16.39 km from Middlebury

48

Cheerful condo w/ balcony & shared pools, hot tub, and tennis - close to skiing!

Vermont / Warren

Warren house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$122

Price per night from

$122

Distance approx 16.46 km from Middlebury

30

Lovely condo near the slopes w/ 3 shared pools, hot tub, tennis, game room!

Vermont / Warren

Warren house

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$125

Price per night from

$125

Distance approx 16.21 km from Middlebury

30

Spacious home w/ multi-level deck, mountain views, and private hot tub

Vermont / Warren

Warren house

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$32

Price per night from

$32

Distance approx 16.44 km from Middlebury

(1) Very Good 

34

Alpine escape with shared hot tub, 3 indoor/outdoor pools, fitness center, etc.!

Vermont / Warren

Warren house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$79

Price per night from

$79

Distance approx 16.37 km from Middlebury

41

Bridges Resort condo w/ shared pools, hot tub, gym, tennis - near ski slopes!

Vermont / Warren

Warren house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$111

Price per night from

$111