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

Townhouse in Killington

4.92 out of 5 average rating, 76 reviews

3 BR w/ Incredible View, Hot Tub & 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

Townhouse in Hartford

4.91 out of 5 average rating, 53 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

Townhouse in Fairlee

4.99 out of 5 average rating, 247 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..

Guest favorite

Townhouse in Killington

5 out of 5 average rating, 9 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.

Guest favorite

Townhouse in Cavendish

4.96 out of 5 average rating, 24 reviews

Luxury Okemo Condo and 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.

Guest favorite

Townhouse in Plymouth

4.97 out of 5 average rating, 35 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

Townhouse in Hartford

4.97 out of 5 average rating, 29 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

Townhouse in West Windsor

5 out of 5 average rating, 50 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

Townhouse in Killington

4.67 out of 5 average rating, 70 reviews

SKI ON/OFF Spruce Glen D | 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!

Superhost

Townhouse in Killington

4.87 out of 5 average rating, 238 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.

Guest favorite

Townhouse in Brownsville

5 out of 5 average rating, 36 reviews

A Place on the Mountain, Trails at Your Doorstep

A haven for outdoor enthusiasts in the celebrated community of Brownsville- live the VT life! Arrive with your partner to explore and unwind, or bring along the kids for family friendly hiking, mountain biking, & tubing. Invite another family to vacation with you, or call up your bffs and stop in at the renowned Butcher & Pantry at the base of the mountain. Cheers! Checkout Ascutney Outdoors to learn more about year-round mountain offerings- there is much to see and do!

Superhost

Townhouse in Ludlow

4.92 out of 5 average rating, 50 reviews

Slopeside at Okemo TRAILSIDE- Ski off Sachem trail

Prime location for this cozy 4-bedroom townhome steps from Sachem ski trail! Be on the slopes in 1-2 minutes and ski back right to the door! Space for 10 guests to relax in 2 living rooms, 2 baths, WIFI & TV. After an adventurous day you will appreciate warming up by the fireplace while reminiscing about your day at Okemo. 3 floors of space and multiple sleeping configurations for couples or groups! PLEASE NOTE: NO SATURDAY CHECK-IN OR CHECK-OUT. Any other day is OK.