
Townhome vacation rentals in Windsor County
Find and book unique townhouse rentals on Airbnb
Top-rated townhouse rentals in Windsor County
Guests agree: these townhouse rentals are highly rated for location, cleanliness, and more.

Topridge 3BR w Incredible View & Private Hot Tub!
Oso Dream provides AMAZING panoramic views of Bear Mountain. Step out the front door and ski down Sundog trail to Sunrise Village Triple or step out the back door and hop onto Bear Cub trail to access Bear Mountain! Enjoy the amenities within the complex including indoor & outdoor heated pool (seasonal), sauna and gym. Guests also have access to the outdoor skating rink and xc ski trails (weather permitting). Free use of ice skates, puff hockey equipment, snow shoes, xc skies, poles and sleds!

Ski-in Ski-Out Cozy Mountainside Condo
Come relax at our cozy retreat after a day of skiing or golf. 36 challenging holes or Ski-in/out from your door. Sweeping mountain views, vaulted ceilings, huge sleeping loft & fireplace, this open concept home is a great escape for couples/families. Strong Wi-Fi & dedicated office space make it easy for distance working. 4 smart TVs & plenty of games/toys for relaxing at home too! Plus our guests have access to all Quechee Resort amenities like gym/sauna/pools/beach/racquet/dining & more…

Bear Woods Lodge
Come stay in this chalet style property on a dead end off the access road! Endless rear woods, exposed beams, plenty of parking, and easy access make it perfect for getting together with friends or family. PLUS! Desks, fast internet, and onsite laundry make remote working/long term stays a dream come true. Restaurants, Pizza, Bars, Ski/Board Shop, Ice Cream, and more are all within an easy 5-10 min WALK. Only a 5 min drive to the lifts or catch the shuttle right at the end of the road

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way
Set in a lovely 3 acre garden setting, our Airbnb is 1/4 mile from the lake and 23 minutes from Dartmouth College or the Ski-way. This private, comfortable apartment is built onto our house with its own entrance, hardwood floors, radiant heat, large windows, full kitchen and bath, & gorgeous garden views. The wrap around loft has 3 generous semi-private sleeping areas with 2 queens + 1 twin. A queen futon is downstairs. Rental includes pass to Treasure Island Recreation area & beach: 1.5 mi..

Dog Friendly Mountain Condo w/Spa, Pool, Sauna
Escape from your suburban home and come enjoy our beautiful Killington getaway condo. Boasting a spacious, comfortably furnished interior, this modern 2-bedroom, 2-bathroom abode is perfect for families, multiple couples, or a romantic getaway. Our Killington Air BNB has far more than the average Air BNB with everything you need for a great experience. If you're working during your stay you'll find high speed wifi and a dedicated desk space so you can focus on business when not on the slopes

Windfall~Condo @Quechee Lakes VT~ Golf. Ski. Renew
Welcome to Windfall - A freshly updated Townhome, Ideally located in the heart of Quechee Lakes resort. ∙Open floor plan, modern kitchen & 2 comfortable bedrooms. ∙ Ideal for 4 guests, Windfall can comfortably sleep 5 ∙ Walk to Quechee village, covered bridge & Simon Pearce. ∙ Guest access to all Quechee Lakes amenities (Fee required) ∙ Spotlessly clean, tastefully furnished, stocked with thoughtful amenities. ∙Fireplace, A/C, TV & WiFi, private deck ∙Hosted by Local VT owner & Super-host

Mountain Edge Living
Enjoy life in the mountains with outdoor adventures abound. Bike Hike Ski 3BR Sleeps 6 Trailside Slopeside Townhouse in Brownsville/West Windsor Vermont next to Ascutney Outdoors and Ascutney Trails. Walk into the spacious ground-floor entry and store your gear. Master Bedroom, Kitchen, Dining Area, Family Room, Hall Bath, and Laundry ALL on the entrance/ground level for an easy move-in experience. Step down to the lower level to the game room, another full bath, and 2 spacious bedrooms.

Entire Cozy Condo for Skiing-Hiking-Biking
Located right on Mt. Ascutney where the Vt100, Vt50 & Overland Races all kick off just outside our front door. Ascutney Outdoors center is right outside, with access to ski trails, snow tubing, cross country and biking trails right at your fingertips. Perfect for beginners and those who want to avoid major crowds. It's a very quiet and cozy space with parking at the front door, a fireplace and fantastic family area. Our place is excellent for couples, solo adventurers and families.

Ski-in / Ski-out 3BDR+ Killington Condo at Sunrise
Welcome to your ski-in / ski-out townhouse, where you have direct access to the Sunrise Village Triple lift during winter and year-round access to all the Sunrise amenities. With over 2,300 square feet of living space, this is a great place for family and friends of all ages to gather. Enjoy the coziness of a classic VT cabin/lodge, plus todays' comforts & amenities like the renovated kitchen, three full bathrooms + a steam shower, wood-burning fire place and fiber-optic WiFi.

SKI ON/OFF Spruce Glen C | Sauna| Fireplace | AC
Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!

Renovated 2bd/2.5bath/Den + Pool Access (pets ok)
Recently updated ski condo - modern kitchen appliances and new furniture. Minutes away from Killington Ski base. Drive there or use a paid bus service, steps away from the condo. Part of the luxurious Woods Spa Resort and stay includes use of resort amenities including gym, pool, steam/sauna and hot tub. Spa service available but not included in fee (please check for open hours) Warm, cozy and welcoming-custom built for ski lovers to relax after a long day on the mountains.

Topridge Style 3BR: Hot Tub, Ski On Ski Off, Views
This elegant 3BR/4BA townhouse in Sunrise Village offers breathtaking views & ski-in/ski-out access (weather permitting). Features include a cozy gas fireplace, chef’s kitchen, private 2-level deck w/ hot tub (under the stars!) & BBQ grill. Enjoy the game room w/pool table, high-speed Wi-Fi, & access to Sunrise Sports Club amenities (indoor pool, gym, & sauna). Pet-friendly, close to skiing, dining, & hiking. Book now for your perfect Killington getaway!
Popular amenities for Windsor County townhouse rentals
Family-friendly townhouse rentals

Hemlock Ridge 6A is a cute townhouse located very

TRESTLE HOUSE 35

Topridge 4BR/4BA: Breathtaking Views. Hot tub. Ski

SKI ON/OFF Luxe 2BR+ Trailside! Steam Shower

SKI ON/OFF Spruce Glen A | Sauna| Fireplace | AC

Charming 4-Bed Downtown Townhome 3-Min to Okemo

SKI ON/OFF Spruce Glen B | Sauna | Fireplace | AC

SKI ON/OFF Spruce Glen D | Sauna | Fireplace
Townhouse rentals with a washer and dryer

Cozy condo near Ludlow, Okemo & Killington

Prime location off Killington Rd

Entire townhouse,condo near Okemo and Killington.

Quechee - Pristine Condo in Prime Location

Vermont Retreat–Near Downtown & Killington

3BR Mountainview | Fireplace | Deck | W/D

Glazebrook B01 close to Killington Base Lodge

4-Bedroom Townhouse with Sauna Snow Flurry
Townhouse rentals with a patio

Nice Updated Condo End Unit

Amazing skiing in Vermont!

Less than a mile to Killington base

Williams on Main - Love Ludow. Live VT

Quaint Quechee Lakes Condo

The Chillington at Sunrise (ski in/out)

Base of MTN, 2 Bedroom with loft, 2 1/2 Baths.

Luxury Okemo Condo and Castle Hill Resort
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- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Monadnock State Park
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Crotched Mountain Ski and Ride
- Dartmouth College
- Montshire Museum of Science
- Emerald Lake State Park
- Mount Sunapee Resort
- Middlebury College
- Southern Vermont Arts Center
- Warren Falls
- Mount Monadnock
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