
Townhome holiday 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.

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…

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..

Prime location off Killington Rd
You will be close to everything at this centrally-located townhome. THE HEIGHTS AT KILLINGTON. PRIME SPOT LOCATED OFF THE KILLINGTON ACCESS ROAD. Gorgeous luxury 3 bedroom, 3 bath townhouse with spectacular mountain views, 3 levels, & oversized garage. Open concept floorplan on the main level. High speed Internet w/Mesh Wi-Fi system. 2 King size bedrooms. TV's in every bedroom & large 75" TV in Family Room. Bonus Bunk Room has 2 twin-over-full bunks & 65" TV. Gas fireplace & Central A/C.

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.

Cozy Condo for Skiing-Hiking-Biking Lovers
Located right on Mt. Ascutney, close to Killington & Okemo. Vt100, Vt50, Overland Races all kick off just outside our front door. You'll love our place because it's in a very quiet and relaxing area, parking at the front door, cozy fireplace and fantastic family area. Close to a lot of great hiking, biking, skiing and local shopping. Our place is excellent for couples, solo adventurers and families. We have games and puzzles as well as a dvd player, movies & chrome cast (sorry no cable).

Luxury Okemo Condo at Castle Hill Resort
This beautiful 1850 square foot 3 bedroom condo at the historical Castle Hill Resort is located close to everything Okemo and Ludlow have to offer. This home is well equipped and is in pristine condition. This rental showcases a central spacious kitchen with granite countertops and stainless-steel appliances. Guests are sure to enjoy the large living area on the main floor that offers plenty of seating for everyone to gather around the gas fireplace after a long day of outdoor adventure.

Lovely Trailside 2 Bedroom Townhouse
Enjoy a fun outdoor adventure at this centrally-located condo on Mt. Ascutney. Trails are just outside the door, with miles of back-country skiing and snow shoeing, including Ascutney Outdoors lodge, lift-assisted tubing/sledding, and beginner skiing (t-bar). Maple Kitchen restaurant and Brownsville Butcher & Pantry are within a mile. Great sporting, shopping, eating and family activities nearby at Okemo, Killington, Woodstock, Hanover, Harpoon Brewery, King Arthur Flour and more.

Spacious Quiet Family Condo in Killington, VT
My place is close to Killington Ski and Pico Ski Slope. You’ll love my place because this Northside condo is in close proximity to restaurants and bars along the Killington access road, but just far enough and quiet enough to unwind by the fire after a long day on the slopes. Northside is a private 12 unit complex set back in the beautiful woods of Killington, close to route 4. My place is good for couples, business travelers, families (with kids), and groups (1418 sq. ft).

SKI ON/OFF Spruce Glen B | 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.

Welcome to the Vermont Sugar Maple
We welcome you to the wonderfully located Vermont getaway The Vermont Sugar Maple; comfortably nestled in the trees, surrounded by New England’s natural beauty, yet close to great adventures. This end-unit condo tucked away in the backdrop of this quaint town of Quechee provides privacy and relaxation with a deep connection to the outdoors. It welcomes you to become one with the forest and leave the commotion behind.
Popular amenities for townhouse rentals in Windsor County
Family-friendly townhouse rentals

Hemlock Ridge 6A is a cute townhouse located very

Converted Carriage Barn - The Carriage House Unit2

TRESTLE HOUSE 35

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

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

Quechee Vermont - Deere Run All Season Condo

Okemo village/ Indoor private hot tub.

4-Bedroom Townhouse with Sauna Snow Flurry
Townhouse accommodation with a washing machine and dryer

Cozy condo near Ludlow, Okemo & Killington

Killington Retreat - ❤️ of the Green Mountains ⛷

4-Bedroom Townhouse with Sauna Snow Flake

Ski-in / Ski-out 3BDR+ Killington Condo at Sunrise

Charming 4-Bed Downtown Townhome 3-Min to Okemo

Renovated ski-on/off townhouse with private sauna

Bear Woods Lodge

Okemo village townhouse. Private indoor hot tub.
Townhouse rentals with a patio

Less than a mile to Killington base

Williams on Main - Love Ludow. Live VT.

Ski In-Ski Out Killington Home-Hot Tub-Fireplace

Quaint Quechee Lakes Condo

The Chillington at Sunrise (ski on/off)

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

Pico Penthouse - right at the base, steps to lifts

Renovated condo, 3min walk to Okemo lodge & lift
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- Townhouse rentals Vermont
- Townhouse rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Stratton Mountain Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Ragged Mountain Resort
- Dartmouth Skiway
- Hildene, The Lincoln Family Home
- Crotched Mountain Ski and Ride
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery
- Dorset Field Club
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Whaleback Mountain
- Northeast Slopes Ski Tow
- Montshire Museum of Science
- Fox Run Golf Club
- Ekwanok Country Club
- Things to do Windsor County
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