
House holiday rentals in Wardsboro
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Top-rated house rentals in Wardsboro
Guests agree: these houses are highly rated for location, cleanliness and more.

Lawrence Cottage
Deep in the West River Valley region of Windham County, Lawrence Cottage is in a gorgeous and uncluttered setting upon Windham Hill. If you long for solitude, serenity and beauty, we have the perfect escape for you. We are convenient to all local amenities and activities and an easy drive from Boston or New York. We are near Townshend, Jamaica and Lowell Lake State Parks, Magic Mountain, Mount Snow and Stratton Mountain Resorts. This is Vermont--of course we welcome people of all backgrounds.

Spacious Loft with View
Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

Hot Tub & Game Room - Ski Mt. Snow/Stratton
Nestled in the heart of Southern Vermont, our cozy and inviting home sits 10 min from Mt Snow and 15 min from Stratton, making it the ideal base for your adventure. Whether you're hitting the slopes, exploring hiking trails, or simply unwinding, you'll find everything you need for a memorable stay. Soak under the stars in our 7-person hot tub or cozy up inside for a night of relaxation. Discover the charm of Vermont and visit local breweries, farm-to-table restaurants, farms, and quaint towns.

Summit View Ski and Golf Retreat w/hot tub & Sauna
Summit View Chalet @ Stratton is the ideal VT retreat, Minutes from Manchester, directly across the entrance from Stratton's 27 Hole Championship Golf Course. Beautifully remodeled! Relax in the hot tub on the deck with direct summit views in any season. Enjoy shuttle access to lifts, minutes from snowmobiling, hiking, fine dining and shopping. Comfortable accommodations for 6 adults and 5 children. Perfect for 2 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

Vermont Botanical Studio Apartment
This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Stay mins from Mt. Snow & Stratton w/ EV charger
Enjoy the ultimate ski getaway in this private home that sits on 1 acre of beautiful wooded land. Park your car in the detached garage (w/Tesla charger). The spacious house comfortably sleeps 8 guests and sits between Stratton Mountain and Mount Snow with hiking trails and lakes just minutes away. Sit outside on the deck to enjoy serene views, warm sunshine and sounds of nature. Leave your worries and just relax, BBQ and enjoy the fire pit for cozy evenings with friends & family.

The Architect's Cabin, on 10 Secluded Acres
Nestled on a rise in a woodland clearing is this intriguing cubist design reminiscent of Post and Beam ambiance. Stone and wood materials from the property have been assimilated into intriguing modern design features throughout. Walls of windows share the tranquil and private outdoor setting with the indoor livings areas. We only accept Instant Bookings, which require a verified account and positive host reviews. There is no Air Conditioning.

Stunning mid-century house on 2.5 private acres
Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.

Steps to MoCA private house + SAUNA!
Yes, the house is entirely private! 4 bed/1 bath home tucked away at a historical estate in central North Adams. Outdoor sauna, fire pits, gardens. Just a 5-minute walk to MASS MoCA, 10 mins by car to Williams & Clark. Your stay sponsors pro bono residencies for refugee & immigrant musicians. Nearest ⛷️ SKI resorts: Jiminy Peak, Berkshire East Mountain and many others.

The Post Haus: one-of-a-kind modern VT experience
Welcome to The Post Haus! A one-of-a kind, modern Vermont mini cabin in the Green Mountain National Forest. This high-end, mid-century mod getaway offers an indoor wood-burning fireplace, sauna, high-end kitchen, and two acres alongside the beautiful Ball Mountain Brook. Come enjoy our truly special piece of Vermont! Pets welcome with a $100 pet fee.

Cheerful 1 bedroom cottage
Located one mile from the historic village of North Bennington, this newly renovated one bedroom, one bath (with full kitchen) affords all the comforts of home while providing easy access to both Bennington College (within two miles) and the many attractions of the surrounding area.

Adorable home in Newfane
3 bedroom, 1 bath home. Fully equipped kitchen, cable and internet access. Pastoral meadow view. Quiet road. Private back yard with patio. Bordering on town forest. Close to popular swimming holes. 25 minutes to Mt. Snow, 15-18 to Brattleboro and Putney
Popular amenities for house rentals in Wardsboro
House rentals with a pool

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

MtSnow/Stratton Ski Lodge-Hot Tub-Game Room-Pool

The Manor - Modern Farmhouse with Hot Tub

Private chalet | hot tub, shuttle & ski home trail

Adams Farm-"The Little Farmhouse"

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Wander In | Close to Mount Snow & Stratton

Historic 1850’s Renovated Farmhouse w/ Pool!
Weekly house rentals

Bright & Vibrant Mountain Home

Charming Vermont Schoolhouse

The Castle

Mt Snow/Stratton Getaway-TESLA Charger

Riverside Chalet near Mt. Snow & Stratton resorts

Scandinavian Serenity Close to Okemo

Fairview Farmhouse. Rambling, cozy 1800s hideaway

Historic Riverfront 3BR Farmhouse, Pet-Friendly
Private house rentals

2-Bedroom Home, 7 Minutes From Stratton Mountain

Modern, Serene Farmhouse Retreat

Eco Friendly Garden House

Mt Snow/Stratton Cozy Ski Cottage with river views

Relaxing Mountain Retreat with a View

Forest Lake Cottage: A Sweetwater Stay

The MountainTop

1840 cottage
When is the best time to visit Wardsboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $460 SGD | $510 SGD | $421 SGD | $361 SGD | $369 SGD | $327 SGD | $359 SGD | $375 SGD | $346 SGD | $337 SGD | $366 SGD | $456 SGD |
| 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 |
Quick stats about house rentals in Wardsboro

Total holiday rentals
Explore 50 holiday rentals in Wardsboro

Nightly prices starting at
Wardsboro holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 1,530 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Wardsboro holiday rentals include wifi access

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

4.8 Average rating
Wardsboro stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a patio Wardsboro
- Cabin rentals Wardsboro
- Rentals with a washing machine and dryer Wardsboro
- Rentals with a hot tub Wardsboro
- Rentals with a fireplace Wardsboro
- Rentals with a firepit Wardsboro
- Rentals with pools Wardsboro
- Rentals with outdoor seating Wardsboro
- Family-friendly rentals Wardsboro
- Pet-friendly rentals Wardsboro
- House rentals Windham County
- House rentals Vermont
- House rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Pico Mountain Ski Resort
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Crotched Mountain Ski and Ride
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Peebles Island State Park
- Dorset Field Club
- Bromley Mountain Ski Resort
- The Shattuck Golf Club
- National Museum of Racing and Hall of Fame
- Northern Cross Vineyard
- Whaleback Mountain
- Willard Mountain




