
House vacation rentals in Winhall
Find and book unique houses on Airbnb
Quick stats about house rentals in Winhall

Total vacation rentals
Explore 140 vacation rentals in Winhall

Nightly prices starting at
Winhall vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

Verified guest reviews
Over 3,690 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
140 of Winhall vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winhall rentals

4.9 Average rating
Winhall stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Winhall
Guests agree: these houses are highly rated for location, cleanliness, and more.

Lovers Honey Pond Treehouse with hot tub & sauna
Guest Favorite VERY romantic abode…The Honey Pond Treehouse is made for you and yours! It’s constructed of all natural materials, has breathtaking views, and is outfitted with absolutely everything you need! Lifted high over a stocked trout pond way up in the birch trees…Enjoy private hot tubbing, sauna time, swimming & hammock time. Skylight was designed for stargazing in bed!! Just minutes to the slopes or enjoy our own groomed trails for Xcountry & snowshoes & nature walks!! High speed WiFi 🐣

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Reilly's Rest is a private home located on its own 6 acres in a prime location to SKI, HIKE, FISH, SWIM, KAYAK, WALK, + RELAX in the Green Mtns! 11/19 New floors-windows-appliances! The home is just 7 miles to Magic, 10-Bromley, 15-Stratton , and under 20 to both Okemo & Manchester. Reilly's Rest provides a peaceful + cozy stay on 6 acres with Mtn. views. Our Vermont contemporary-style home is sure to impress with warm wood interiors and an upstairs with open floor plan and beautiful views!

The Mushroom House of Manchester Vermont
Welcome to The Mushroom House. Located at the end of a private road, the house is less than 4 miles from Manchester's outlet shopping, gorgeous hiking and unmatched dining. Our property features an open floor plan main floor with a kitchen, dining and living area that neighbors the master bedroom and bath. The back deck is a accented with string lights, a grill and comfortable outdoor furniture. Down stairs has two guest rooms with queens beds, a full bathroom and a den with full futon and tv.

Modern Cabin with Hot Tub & EV Charging Station
Welcome to the Tea House - a retreat in the woods of Vermont. Set on nearly 5 acres, the location is private and peaceful without feeling remote. Just minutes to skiing at Stratton Mountain, Bromley and Magic. A short drive to Manchester with shops and restaurants. Relax and unwind in a cozy, modern space that lends itself to mindful living. Vinyl records, good books, stargazing from the hot tub. Your Vermont adventure awaits. - Private Hot Tub Open All Year - EV Charging Station - AC/Heat

3BR 2BA Stratton Condo w/ Fireplace & Forest Views
Newley renovated 3 bed 2 full bath condo on Stratton, just minutes to Stratton's base lodge. Kitchen is well equipped for cooking. Private balcony with forest views. All new appliances. Wood burning fireplace & firewood included. All beds & baths are on 2nd floor up spiral staircase which may be difficult for elderly or young children. Stairs are required. Master bed has en suite full bath and smart tv. Free parking. Living room has an 86" smart TV. Poker set, & board games.

Shred Shack: A/C | Hot Tub | Sauna | EV charger
Escape to the Shred Shack by 42 North LP, your ultimate mountain escape in Vermont! The Shred Shack offers stunning mountain & valley views from its expansive great room. Relax & recharge by the grand fireplace, in the private indoor sauna, or the mountain-view hot tub. Entertain effortlessly in the open-concept kitchen, dining, and living area – perfect for memorable meals & gatherings. Kids will love the unique indoor swing! Your perfect blend of adventure and comfort awaits!

Cow Barn Lodge
Our home is located in MT. Tabor, Vermont, just off of Route 7, in a country setting with beautiful Mountain views of the Green Mountain National Forest, Dorset and Danby Mountains. The house is an old barn converted into a beautiful spacious home, on 4 acres. Snowmobiling from our place, plus 4 major ski areas less than 30 miles away. Hiking, fishing, swimming, golfing, and the Equestrian horse show are all nearby. as well as shopping in nearby Manchester and Rutland Vermont.

Charming Vermont Schoolhouse
Kick back and relax in this calm, stylish space. A beautifully restored schoolhouse circa 1860 welcomes you. Situated on a quiet country road this adorable home on one wooded acre has lovely mountain views and a peaceful setting. Nearby you will find skiing, hiking trails and quaint Vermont towns with shops and restaurants. Manchester and Rutland are 30 min. drives, Dorset is just 20 min. Granville NY has a large grocery store and other shops and is only a 15 min. drive.

Stratton; 8 min! Swimming, 2 min. Pet friendly
1st floor of a 2 family home. This lovely renovated 2/1 is perfect for a family or friend's group. Master with a queen bed and 2nd bedroom with 2 sets of twin bunk beds. •8 min from Stratton base lodge! •2 bedroom / 1 bathroom •Sleeps 6 (Queen + 2 sets of bunk beds) •PET FRIENDLY!! •Heated floors!!! •Newly renovated kitchen & bathroom •Walking distance to Stratton snowmaking pond •2 min to Winhall center •6 min to Stratton golf course •10 min to Bromley

Modern 3-bedroom A-frame in Londonderry w/ Pond
This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).

Cozy Modern Sugar House with spectacular views.
This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.
Popular amenities for Winhall house rentals
House rentals with a pool

Stratton/Mt Snow minutes away! Hot tub + Game room

Luxury Stratton Village Condo | Walk to Lifts, Din

Magical Farm Getaway - a must visit!

VT retreat Heated pool-Hot Tub-Sauna-fire pit

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Idyllic Dorset Home: Serene Escape w/amazing views

Woodsy Retreat Near Skiing, Private Pool in Summer

Hollywood Bungalow in the Berkshires #C0191633410
Weekly house rentals

Entire Chalet in Winhall, Vermont

Highland Haus: stunning ski getaway with hot tub

4 Bed /3 Bath Mountain Chalet in Stratton, VT

Brewster's Hollow

Idlewoods

Cozy Getaway! Great Location!

The MountainTop | Stratton & Mt Snow | Fire Pit

Pettengill Schoolhaus scenic 2 min to main village
Private house rentals

Luxury VT Retreat. Breathtaking Views & Sunsets

2-Bedroom Home, 7 Minutes From Stratton Mountain

The Little Matterhorn

The Nest at Bromley Knolls

Bear Den: Hot Tub + Secluded | Sleeps 8 | Modern

The Cabin on Main - Manchester, Vermont

5BR near Stratton- Hot tub, sauna, fire pit, views

Shuttle or Walk to Stratton! Hot Tub + More!
When is the best time to visit Winhall?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 2,530 | ﺩ.ﺇ 2,600 | ﺩ.ﺇ 1,785 | ﺩ.ﺇ 1,212 | ﺩ.ﺇ 1,175 | ﺩ.ﺇ 1,212 | ﺩ.ﺇ 1,223 | ﺩ.ﺇ 1,267 | ﺩ.ﺇ 1,205 | ﺩ.ﺇ 1,396 | ﺩ.ﺇ 1,304 | ﺩ.ﺇ 2,204 |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
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