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.

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Guest favorite

An aerial view showcases the townhome nestled among trees displaying vibrant autumn foliage. The backdrop features a mountainous landscape transitioning from green to a mosaic of fall colors, providing a scenic atmosphere. Nearby structures are visible, enhancing the community setting.

Townhouse in Killington

4.92 out of 5 average rating, 90 reviews

3BR w Mountain View, Hot Tub, Pool Table & Sauna!

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!

Guest favorite

An inviting living area features comfortable sofas and an orange armchair. A wooden coffee table is positioned centrally, with a fireplace adorned by a brick wall as a focal point. Natural light streams in through large windows, illuminating the warm interior.

Townhouse in Hartford

4.89 out of 5 average rating, 63 reviews

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…

Guest favorite

A vibrant garden is showcased, filled with an array of colorful flowers in various hues, surrounded by lush greenery. A charming wooden structure with a metal roof is partially visible in the background, illuminated by gentle sunlight filtering through the trees.

Townhouse in Fairlee

4.99 out of 5 average rating, 261 reviews

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..

Top guest favorite

A modern kitchen features an island with a granite countertop and ample space for meal preparation. Wooden cabinets line the walls, complemented by stainless steel appliances, including a refrigerator and oven. Soft lighting is provided by pendant fixtures, enhancing the warm tones of the cabinetry.

Townhouse in Killington

5 out of 5 average rating, 14 reviews

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.

Top guest favorite

The townhouse entrance is framed by well-maintained greenery, featuring two bright red doors labeled with numbers. A concrete pathway leads to the steps, which are flanked by light gravel and a grassy area, providing a welcoming approach.

Townhouse in West Windsor

4.98 out of 5 average rating, 48 reviews

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.

Guest favorite

A living area features a cozy red couch and chair arrangement, centered around a white coffee table. A fireplace is positioned beneath a large wall clock, with a TV on a stand nearby. Warm curtains frame the window, and a carpet covers the floor.

Townhouse in West Windsor

4.88 out of 5 average rating, 50 reviews

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).

Guest favorite

A stone fireplace serves as a central feature in the living room, flanked by two wooden snowshoes and a mountain landscape artwork. A plush green sofa with patterned cushions is arranged around a wooden coffee table, creating a cozy seating area.

Townhouse in Plymouth

4.97 out of 5 average rating, 39 reviews

Cozy condo near Ludlow, Okemo & Killington

This charming condo nestled at the top of a mountain at the Hawk property contains 3 bedrooms and 2 baths for a family stay. Our cabin style townhouse features a stone fireplace and greenhouse windows with unforgettable views of the surrounding nature and sunsets. An ideal place for anyone seeking outdoor activities or some time to just relax! It is secluded and yet a short drive from the ski resorts of Killington and Okemo, along with the village of Ludlow, and the picturesque Woodstock.

Guest favorite

The spacious main bedroom features a king bed adorned with a patterned quilt and decorative pillows. A soft lamp sits beside the bed, and large windows open to a private deck, allowing natural light to fill the room.

Townhouse in Hartford

4.97 out of 5 average rating, 35 reviews

Windfall at Quechee Lakes VT~ Ski -Golf -Explore

Welcome to Windfall - A freshly updated townhome, Ideally located in the heart of Quechee Lakes resort . Windfall features an open floor plan, modern kitchen and 2 comfortable bedrooms. ∙ Ideal for 4 guests, Windfall can comfortably accommodate 5 ∙ Walk to Quechee village ∙ Guest access to all Quechee Lakes amenities (Fee required) ∙ Spotlessly clean, tastefully furnished, stocked with thoughtful amenities. ∙ Fireplace, TV & WiFi, private deck ∙ Hosted by Local VT owner & Super-host

Guest favorite

The exterior of a multi-unit condo is displayed, featuring a two-story design with multiple gabled roofs. Each unit has a private balcony. Lush green landscaping surrounds the building, with neatly trimmed bushes and a stone pathway leading to the entrance.

Townhouse in West Windsor

5 out of 5 average rating, 55 reviews

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.

Superhost

The exterior of a contemporary timber home is visible, featuring a sloped green metal roof and warm wood siding. Surrounding snow-covered ground reflects nearby evergreen trees. The property is situated on a spacious lot, offering a serene winter landscape.

Townhouse in Killington

4.86 out of 5 average rating, 100 reviews

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

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!

Superhost

The cozy living area features a pair of gray sofas positioned around a circular wooden coffee table. A fireplace is set against a green accent wall, accompanied by a flat-screen TV mounted above. Natural light filters through the large window adorned with blinds.

Townhouse in Killington

4.88 out of 5 average rating, 266 reviews

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.

Top guest favorite

The open concept living and dining area is surrounded by large windows, providing a view of the lush forest outside. A cozy seating arrangement includes a gray sectional sofa and a round wooden table with upholstered chairs. A wood stove is positioned in the corner for warmth.

Townhouse in Hartford

5 out of 5 average rating, 51 reviews

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.