Weston Rentals

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180 Houses

58

Apple Knoll Inn at Weston - Vermont at its Best! Ski, Theatre, Eat & Drink!

Vermont / Weston

Weston house

7 14 min stay varies

  • 7 bedrooms
  • sleeps 14
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$458

Responds fast!
avg. 1 hour 0 minutes

Price per night from

$458

28

The Apple Knoll Cottages at Weston - Skiing, Theatre, Craft Brews, & Farm Foods!

Vermont / Weston

Weston house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$171

Responds fast!
avg. 1 hour 0 minutes

Price per night from

$171

12

Ski Country, close to VAST, Snowshoeing, XC, etc.

Vermont / Weston

Weston house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$173

Price per night from

$173

Great rentals within 20 miles that match your search

Distance approx 8.61 km from Weston

(3) Excellent 

20

VERMONT cabin-- a country get-away, for fun & romance

Vermont / Belmont

Belmont house

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$113

Responds fast!
avg. 1 hour 39 minutes

Price per night from

$113

Distance approx 4.85 km from Weston Show on Map

(2) Very Good 

24

Log Cabin Mins from Southern Vermont Ski Resorts!

Vermont / Londonderry

Londonderry log cabin

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$190

Responds fast!
avg. 26 minutes

Price per night from

$190

Distance approx 5.19 km from Weston Show on Map

8

Blue Door Farm Cottage - SKI! Bromley 4mi., Magic 5mI., Stratton 12mi, Okemo..

Green Mountains / Peru

Peru house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$192

Responds fast!
avg. 56 minutes

Price per night from

$192

Distance approx 14.18 km from Weston

(14) Excellent 

11

The Barn at Four Tooth Farm

Green Mountains / Manchester

Manchester house

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Air conditioning
  • Private garden
“Felt like home” First class in every way. Beautiful view from the "wall of windows". We found ourselves drinking coffee by the fireplace admiring the view late into the morning rather than getting up and at it.Top notch kitchen if your are inclined t
…see more

Price per night from

$301

Responds fast!
avg. 1 hour 49 minutes

Price per night from

$301

Distance approx 12.43 km from Weston

10

Clean, Affordable, 2 BR Apt 5 min drive to Okemo & 25 min drive to Killington Mt

Vermont / Ludlow

Ludlow apartment

2 5 31 nights min

  • 2 bedrooms
  • sleeps 5
  • 31 nights min
  • Child Friendly
  • Private garden

Price per night from

$115

Price per night from

$115

Distance approx 13.68 km from Weston

(3) Excellent 

23

Newly Renovated Luxury Colonial close to everythin

Green Mountains / Manchester

Manchester house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$574

Price per night from

$574

Distance approx 11.85 km from Weston

(2) Excellent 

21

3 Season Cabin - sleeping porch lake trails playground

Vermont / Mount Holly

Mount Holly log cabin

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$104

Price per night from

$104

Distance approx 8.43 km from Weston Show on Map

16

Okemo Slopeside Rental located at the Main Base!

Vermont / Ludlow

Ludlow condo

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Ski
  • Child Friendly

Price per night from

$432

Price per night from

$432

Distance approx 7.44 km from Weston Show on Map

16

South Face Village

Vermont / Ludlow

Ludlow condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$516

Price per night from

$516

Distance approx 9.91 km from Weston

(1) Very Good 

10

Hugging Bear Inn - Tower Room

Vermont / Chester

Chester b and b

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Nearest beach 19 mi
  • Child Friendly
  • Air conditioning

Price per night from

$137

Price per night from

$137

Distance approx 13.57 km from Weston

32

Manchester Center Home -Patio & Mtn Views

Green Mountains / Manchester

Manchester house

5 22 min stay varies

  • 5 bedrooms
  • sleeps 22
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$574

Responds fast!
avg. 23 minutes

Price per night from

$574

Distance approx 8.88 km from Weston

(5) Excellent 

Certificate of Excellence

17

Oma"s Kottage

Vermont / Ludlow

Ludlow house

6 11 min stay varies

  • 6 bedrooms
  • sleeps 11
  • min stay varies
  • Nearest beach 6 mi
  • Ski
  • Child Friendly

Certificate of Excellence

Price per night from

$172

Responds fast!
avg. 1 hour 52 minutes

Price per night from

$172

Distance approx 17.31 km from Weston

(1) Very Good 

19

Kassmel's Mountain Haus

Vermont / West Wardsboro

West Wardsboro house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Private garden

Price per night from

$344

Price per night from

$344

Distance approx 10.15 km from Weston

8

Okemo Ski Get Away on Free Okemo Shuttle Route

Vermont / Proctorsville

Proctorsville house

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Ski
  • Child Friendly
  • Private garden

Price per night from

$233

Price per night from

$233

Distance approx 4.92 km from Weston Show on Map

16

2016-17 Booking now for entire Ski Season $8000.00

Vermont / Londonderry

Londonderry chalet

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$402

Price per night from

$402

Distance approx 12.39 km from Weston

25

Luxury Lakefront Home near Okemo

Vermont / Ludlow

Ludlow house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Ski
  • Child Friendly

Price per night from

$743

Price per night from

$743

Distance approx 12.83 km from Weston

8

Lakefront vacation home - 4 BR - sleeps 10

Vermont / Ludlow

Ludlow house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$287

Price per night from

$287

Distance approx 8.59 km from Weston

14

Clean, Cozy and Centrally located 3 BR Townhouse

Vermont / Ludlow

Ludlow house

3 10 3 nights min

  • 3 bedrooms
  • sleeps 10
  • 3 nights min
  • Child Friendly

Price per night from

$144

Responds fast!
avg. 3 hours 18 minutes

Price per night from

$144

Distance approx 13.36 km from Weston

(2) Excellent 

12

2 Bedroom/2 Bath Condo

Vermont / Stratton Mountain

Stratton Mountain apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly

Price per night from

$346

Price per night from

$346

Distance approx 9.84 km from Weston

16

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

Vermont / Ludlow

Ludlow townhouse

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly

Price per night from

$459

Price per night from

$459

Distance approx 12.03 km from Weston

(1) Very Good 

13

Close to Okemo, 25 Acre Mtn Playground, 2 Bd, Great Ski Access, VAST trails

Vermont / Ludlow

Ludlow condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$230

Responds fast!
avg. 3 hours 36 minutes

Price per night from

$230

Distance approx 15.46 km from Weston

4

The I.B. Munson House Inn - Bedroom 3

Vermont / Wallingford

Wallingford b and b

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Price per night from

$224

Price per night from

$224

Distance approx 9.25 km from Weston

10

Spectacular 50 miles Year Round Mountain View - 3+ BR Townhouse

Green Mountains / Peru

Peru townhouse

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$339

Price per night from

$339

Distance approx 15.46 km from Weston

4

The I.B. Munson House Inn - All Bedrooms

Vermont / Wallingford

Wallingford b and b

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Air conditioning
  • Private garden

Price per night from

$720

Price per night from

$720

Distance approx 15.08 km from Weston

(2) Excellent 

13

Boorn Brook Farm - Historic Renovated 1820's Barn - Skiing, Shopping, Relaxing

Green Mountains / Manchester

Manchester barn

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$459

Price per night from

$459

Distance approx 14.42 km from Weston

24

Vermont Cottage Lake Amherst

Vermont / Plymouth

Plymouth cottage

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$806

Price per night from

$806

Distance approx 11.14 km from Weston

(3) Very Good 

20

Large, Lovely, Affordable Mountain Home

Vermont / Windham

Windham house

5 10 30 nights min

  • 5 bedrooms
  • sleeps 10
  • 30 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly
“I rented a house for a weekend and received much more than a pla” I rented the Windham County House for a weekend to hold a retreat for first year students at Middlebury College who are still adjusting to college life. This house provided us with an
…see more

Price per night from

$96

Price per night from

$96

Distance approx 13.39 km from Weston

16

Classic Village Farmhouse with large yard & stream

Vermont / Jamaica

Jamaica house

4 9 7 nights min

  • 4 bedrooms
  • sleeps 9
  • 7 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$214

Price per night from

$214

Distance approx 13.53 km from Weston

7

Near Okemo and Manchester, VT Contemporary Rental Home at base of national forest with In-law Apartment

Vermont / Wallingford

Wallingford house

4 8 30 nights min

  • 4 bedrooms
  • sleeps 8
  • 30 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$432

Price per night from

$432

Distance approx 11.33 km from Weston

16

5 STAR HOME W/HOT TUB! SKI BROMLEY STRATTON MAGIC!

Green Mountains / East Dorset

East Dorset house

3 9 7 nights min

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

Price per night from

$802

Price per night from

$802

Distance approx 10.96 km from Weston

16

A Family Place

Vermont / Bondville

Bondville house

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly

Price per night from

$430

Price per night from

$430

Distance approx 9.23 km from Weston

(3) Excellent 

20

Vermont 1828 Reunion House, sleeps 20, 5 miles to Okemo

Vermont / Proctorsville

Proctorsville house

8 20 2 nights min

  • 8 bedrooms
  • sleeps 20
  • 2 nights min
  • Ski
  • Child Friendly
  • Private garden

Price per night from

$459

Price per night from

$459

Distance approx 15.46 km from Weston

4

The I.B. Munson House Inn - Bedroom 2

Vermont / Wallingford

Wallingford b and b

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Price per night from

$225

Price per night from

$225

Distance approx 12.12 km from Weston

7

Beautiful 5 BR/5 BA Home 10 mins from Stratton

Vermont / Jamaica

Jamaica house

5 11 2 nights min

  • 5 bedrooms
  • sleeps 11
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$1,032

Price per night from

$1,032

Distance approx 10.55 km from Weston

18

Emerald Lake Club (Lake/Horse Show)

Green Mountains / Dorset

Dorset house

8 23 2 nights min

  • 8 bedrooms
  • sleeps 23
  • 2 nights min
  • Nearest beach 0.5 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$161

Responds fast!
avg. 38 minutes

Price per night from

$161