Holiday rentals near Weston Playhouse
We found 1,686 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals within easy reach of Weston Playhouse that can be your home away from home. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include parking and a pool. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Weston Playhouse
Showing deals for:31 Oct - 7 Nov
Image gallery for Green Mountain Manor - Ski and Summer Chalet
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Green Mountain Manor - Ski and Summer Chalet
Bondville, VT
8% off
Price is AU$21,789
AU$21,789
AU$3,113 per night
includes taxes & fees
Image gallery for Luxury Ski Chalet - Okemo Killington
1010 out of 10 rating
Exceptional
(9 reviews)
Luxury Ski Chalet - Okemo Killington
Ludlow, VT
8% off
Price is AU$6,907
AU$6,907
AU$987 per night
includes taxes & fees
Image gallery for Reading Farms Estate
1010 out of 10 rating
Exceptional
(34 reviews)
Reading Farms Estate
Reading, VT
9% off
Price is AU$36,078
AU$36,078
AU$5,154 per night
includes taxes & fees
Image gallery for Modern Mt. Ascutney Cabin - Views, Fireplace, Chef’s Kitchen, Pets Welcome
1010 out of 10 rating
Exceptional
(20 reviews)
Modern Mt. Ascutney Cabin - Views, Fireplace, Chef’s Kitchen, Pets Welcome
Brownsville, VT
8% off
Price is AU$4,600
AU$4,600
AU$657 per night
includes taxes & fees
Image gallery for Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
1010 out of 10 rating
Exceptional
(49 reviews)
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
West Townshend, VT
8% off
Price is AU$29,646
AU$29,646
AU$4,235 per night
includes taxes & fees
Image gallery for Forest Lodge - Near 6 Ski Resorts
1010 out of 10 rating
Exceptional
(8 reviews)
Forest Lodge - Near 6 Ski Resorts
Jamaica, VT
8% off
Price is AU$14,524
AU$14,524
AU$2,075 per night
includes taxes & fees
Image gallery for Your own Private Lake - Breathtaking Views - Gym - Sauna - Hot Tub
1010 out of 10 rating
Exceptional
(28 reviews)
Your own Private Lake - Breathtaking Views - Gym - Sauna - Hot Tub
Peru, VT
8% off
Price is AU$15,886
AU$15,886
AU$2,269 per night
includes taxes & fees
Image gallery for 8-bedroom vacation home just 16 minutes from Golf Club at Equinox
9.69.6 out of 10 rating
Exceptional
(15 reviews)
8-bedroom vacation home just 16 minutes from Golf Club at Equinox
Dorset, VT
16% off
Price is AU$5,390
AU$5,390
AU$770 per night
includes taxes & fees
Image gallery for Something for everybody! This house is a crowd pleaser! 6 Bedrooms/Sleeps 13!
1010 out of 10 rating
Exceptional
(66 reviews)
Something for everybody! This house is a crowd pleaser! 6 Bedrooms/Sleeps 13!
Bondville, VT
8% off
Price is AU$8,079
AU$8,079
AU$1,154 per night
includes taxes & fees
Image gallery for Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
1010 out of 10 rating
Exceptional
(53 reviews)
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Townshend, VT
11% off
Price is AU$1,847
AU$1,847
AU$264 per night
includes taxes & fees
Image gallery for Spacious Riverfront Home 7 Minutes to Stratton!
1010 out of 10 rating
Exceptional
(30 reviews)
Spacious Riverfront Home 7 Minutes to Stratton!
Jamaica, VT
7% off
Price is AU$5,705
AU$5,705
AU$815 per night
includes taxes & fees
Image gallery for Secluded And Private Mountain Retreat on 70 acres 9Br/8Ba Hot Tub, Ponds, River
1010 out of 10 rating
Exceptional
(61 reviews)
Secluded And Private Mountain Retreat on 70 acres 9Br/8Ba Hot Tub, Ponds, River
Londonderry, VT
8% off
Price is AU$20,263
AU$20,263
AU$2,895 per night
includes taxes & fees
Image gallery for Charming & Private Farm House
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Charming & Private Farm House
South Londonderry, VT
8% off
Price is AU$4,325
AU$4,325
AU$618 per night
includes taxes & fees
Image gallery for Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
1010 out of 10 rating
Exceptional
(54 reviews)
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Townshend, VT
8% off
Price is AU$8,566
AU$8,566
AU$1,224 per night
includes taxes & fees
Image gallery for Cozy Creekside Chalet centrally located near 4 ski resorts
1010 out of 10 rating
Exceptional
(11 reviews)
Cozy Creekside Chalet centrally located near 4 ski resorts
Weston, VT
11% off
Price is AU$2,777
AU$2,777
AU$397 per night
includes taxes & fees
Image gallery for Historic 150-year-old farmhouse, Jacuzzi included
1010 out of 10 rating
Exceptional
(6 reviews)
Historic 150-year-old farmhouse, Jacuzzi included
Chester, VT
11% off
Price is AU$2,819
AU$2,819
AU$403 per night
includes taxes & fees
Image gallery for SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
1010 out of 10 rating
Exceptional
(89 reviews)
SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
Mount Holly, VT
8% off
Price is AU$3,508
AU$3,508
AU$501 per night
includes taxes & fees
Image gallery for 4 Season Secluded Lakefront Home near Ski Mountains
9.49.4 out of 10 rating
Exceptional
(72 reviews)
4 Season Secluded Lakefront Home near Ski Mountains
Mount Holly, VT
8% off
Price is AU$3,467
AU$3,467
AU$495 per night
includes taxes & fees
Image gallery for Family Friendly Stratton Home for All Seasons, 7 min to ski mountain
1010 out of 10 rating
Exceptional
(5 reviews)
Family Friendly Stratton Home for All Seasons, 7 min to ski mountain
Bondville, VT
8% off
Price is AU$10,286
AU$10,286
AU$1,469 per night
includes taxes & fees
Image gallery for Minutes from Manchester Village/Center; near Stratton and Bromley Mtns
1010 out of 10 rating
Exceptional
(71 reviews)
Minutes from Manchester Village/Center; near Stratton and Bromley Mtns
Manchester Center, VT
5% off
Price is AU$6,615
AU$6,615
AU$945 per night
includes taxes & fees
Image gallery for Modern Farm House…minutes to Okemo; 2 King beds!
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Modern Farm House…minutes to Okemo; 2 King beds!
Mount Holly, VT
7% off
Price is AU$3,164
AU$3,164
AU$452 per night
includes taxes & fees
Image gallery for Cozy 2 bedroom minutes from Okemo base lodge - Inquire about seasonal rental
9.29.2 out of 10 rating
Wonderful
(29 reviews)
Cozy 2 bedroom minutes from Okemo base lodge - Inquire about seasonal rental
Ludlow, VT
7% off
Price is AU$1,945
AU$1,945
AU$278 per night
includes taxes & fees
Image gallery for Panoramic Mountain View, Lots To Do, Or Enjoy Doing Nothing
1010 out of 10 rating
Exceptional
(83 reviews)
Panoramic Mountain View, Lots To Do, Or Enjoy Doing Nothing
Springfield, VT
8% off
Price is AU$4,542
AU$4,542
AU$649 per night
includes taxes & fees
Image gallery for Beautiful, private log cabin with huge, relaxing screened porch
1010 out of 10 rating
Exceptional
(38 reviews)
Beautiful, private log cabin with huge, relaxing screened porch
Townshend, VT
8% off
Price is AU$3,726
AU$3,726
AU$532 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Weston Playhouse
Showing deals for: 31 Oct - 3 Nov
New to VRBO! Custom built 2-bedroom cabin on 3 acres, 2 miles to Ludlow.
Sleeps 5 · 2 bedrooms · 1 bathroom
The current price is AU$1,127
AU$1,127
for 3 nights, 1 cabin
AU$376 per night
includes taxes & fees
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
The current price is AU$1,493
AU$1,493
for 3 nights, 1 room
AU$498 per night
includes taxes & fees
Vermont Country Cottage (Near Village)
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
The current price is AU$1,492
AU$1,492
for 3 nights, 1 cottage
AU$497 per night
includes taxes & fees
Cozy Vermont Home Near Mount Snow & Stratton
Sleeps 6 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
The current price is AU$1,778
AU$1,778
for 3 nights, 1 home
AU$593 per night
includes taxes & fees
Award-Winning Log Cabin, Top 5 in New England!
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
The current price is AU$1,447
AU$1,447
for 3 nights, 1 cabin
AU$482 per night
includes taxes & fees
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton
Sleeps 4 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
The current price is AU$1,970
AU$1,970
for 3 nights, 1 cabin
AU$657 per night
includes taxes & fees
Top rated rentals - Weston Playhouse
We loved staying here
1010 out of 10
Exceptionalexceptional
149 reviews(149 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value