Townhome holiday rentals in Windsor County

☆ SKI ON/OFF! ☆ Spruce Glen Townhome B on Great Eastern Trail w/Sauna, Fireplace

Flexible 48 hour cancellation before check in available, inquire for details. I have reserve K tickets available for guaranteed lift access, no parking reservation required. ski in/out is the way to stay in 2021! Nestled among a perfect forest of New England Spruce trees and a gentle mountain stream, just above the Skyeship Gondola base lodge, sits an unrivaled, quintessential ski in ski out vacation getaway. Great Eastern is the longest family friendly trail in the East. Welcome to Spruce Glen

The Chillington at Sunrise (ski in/out)

Welcome to our slice of heaven! No matter the season, The Chillington is a spacious 3-bedroom/2-bath retreat that has just about everything to offer. Located in Sunrise Village, you will have direct access to the trails and lifts (snow conditions permitting), as well as hiking and snowshoeing right outside your door and mountain biking nearby. The clubhouse has an indoor pool and spa, an outdoor spa and pool (heated, summer only), a fitness center, and a seasonal restaurant. You'll love it here!

Specials 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..

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

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.

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.

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.

Entire townhouse,condo near Okemo and Killington.

Ski/Snowboard weekend getaway condo located 15 minutes from Okemo's Jackson Gore Resort and 20 minutes from Killington-skyeship base lodge and gondola. Located 40 minutes to Stratton Mountain. Mount Snow, & Magic. Beautiful mountain sunrise and sunset views from the balcony. Multiple hikes located behind the condo, as well as lake access for Winter, lake skating , snow shoeing,X-country skiing and a family sledding hill at the bottom of the axis road .Come and join in the winter fun.

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.

Townline Triplex

This newly refurbished country home is settled along the spine of the Green Mountains, centrally located right on scenic Route 100. This welcoming 3 unit, 6 bedroom Triplex boasts easy access to the VAST snowmobile trail system & is just a couple miles outside of the quaint town of Pittsfield where you will find local markets, restaurants & gas. Just 12 miles to Killington & 28 miles to Sugarbush, Townline Triplex offers a memorable gathering place for your whole group!