Condo vacation rentals in Windham County

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Top-rated condo rentals in Windham County

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Guest favorite

Condo in Dover

4.99 out of 5 average rating, 105 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

The Handle Lodge at Snowtree Condos is a modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with friends and family. Make a meal in the beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge. Check us out on IG for more content: @TheHandleLodge …. 18% OFF WEEKLY STAYS

Guest favorite

Condo in Stratton

5 out of 5 average rating, 29 reviews

Your Vermondo awaits: Steps to Lifts & Village.

Time. It’s the one thing we all want more of. So make the most of yours at Vermondo at Long Trail. You’ll Love •Just a few minutes to the lifts & lodge •Beautifully renovated •Cozy, stylish décor •Fully stocked kitchen w/ snacks & waters •Linens & amenities •Walls of windows w/breathtaking views •Private balcony facing slopes •Heated garage parking We're thrilled to welcome you to Vermondo at Long Trail House. You’ll be steps from village restaurants, shops and Stratton’s legendary slopes.

Guest favorite

Condo in Dover

4.92 out of 5 average rating, 95 reviews

3 Story Condo - 5 Minutes to Mount Snow!

Charming Dover Green condo just minutes from Mount Snow Ski Resort & Lake Whitingham. This well kept 2 bedroom, 2 bathroom, plus loft unit features open concept living, dining, vaulted ceilings, natural woodwork, 65" TV, and a wood burning fireplace. With easy access to Mount Snow, the village of Wilmington, nearby lakes, hiking, and biking, there is so much to do for tremendous year round enjoyment. There is nearby access walkable from the unit to the public MOOver shuttle to get around town.

Guest favorite

Condo in Londonderry

4.94 out of 5 average rating, 51 reviews

Magical Ski-In/Ski-Out Condo at Magic w/ game room

End your summer mountainside! Relax trailside at Magic Mountain in a ski in/ski out condo. Our 1 bedroom, 1 bath condo sleeps four with a queen size bed and a bunk bed. We have a couch if you add a few more and have a blow-up queen mattress for added sleeping space. The condo has a game room area just down the hall. On the lower level you have access to a locker room to store your skis etc. and a very small fitness area. Outside find picnic tables and fire pits all overlooking the mountain.

Guest favorite

Condo in Stratton

4.96 out of 5 average rating, 122 reviews

Premier Stratton Village Location - Pool & Hot Tub

-- Walk across the street to Stratton Ski Lifts -- Conveniently located near the Stratton Village, this condo places you at the center of all the mountain activities - skiing, mountain biking, events, weddings, shopping & dining. This updated studio includes gas fireplace, AC, stainless appliances, and nice décor. Long Trail House condos boasts underground heated parking, year-round outdoor pool with patio and grill, multiple hot tubs, and sauna. Come visit and relax in the Vermont mountains.

Guest favorite

Condo in Dover

4.88 out of 5 average rating, 146 reviews

Cozy condo with great views of Mt. Snow

Cozy one bedroom condo with great views of Mt Snow The condo is located in the Mt. Snow resort Shuttle stop located right outside of the condo building. The base of the mountain is approximately 1/4 mile. Enjoy a cozy fire (firewood included) to complete your day. Smart TV - personal accounts needed to access. Enjoy an indoor heated pool and sauna to relax in after a day of skiing or hiking For the warmer months tennis courts are located on the property. Hiking and golf are nearby

Guest favorite

Condo in Stratton

4.94 out of 5 average rating, 148 reviews

Updated Ski in/Ski out Stratton Condo!

Enjoy our cozy ski-in ski -out condo in the Ober Tal complex at Stratton. This newly renovated condo offers a warm, welcoming stay with modern farm house charm! Located just above the base of the mountain, our condo is a stones throw from the nearest lift ( 200 ft) and a ski lovers dream. Unwind after a long day of skiing/snowboarding or take convenient 5 minute stroll to the Village for a bite to eat or some shopping. *Mountain biking & concerts offered in the summer season.*

Superhost

Condo in Dover

4.84 out of 5 average rating, 157 reviews

Mount Snow Close, Great Price, Lots of Room

This is a chalet duplex. You’re renting entire top 2 floors - no shared spaces. However, there’s an Airbnb rental in the lower unit of this house. Separate entrances & no indoor shared space. 2 bedrooms on the main level with a full bathroom and 2 bedrooms on the second level with a full bathroom. On site washer and dryer The kitchen comes equipped for cooking needs. ****The house has a lower level that has a 2 bedroom 1 bath Airbnb rental unit. No shared space but FYI.****

Guest favorite

Condo in Brattleboro

4.93 out of 5 average rating, 325 reviews

Private & Quiet Studio Apt. in Vermont

Clean, comfortable , quiet and snug, this studio apartment is a great place to come and relax in. It has a comfy QUEEN size bed with a 40” LCD at its foot, a kitchen set up for cooking and a desk with a view of a green field. This apartment is situated on the ground floor of our detached garage. Our garage sits behind our home, well away from the street. We live in a residential neighborhood that is conveniently located near I91, Route 30, Route 9 and Downtown .

Guest favorite

Condo in Dover

4.87 out of 5 average rating, 99 reviews

⛷ Walk to Mt. Snow-Spa-Pool-Fireplace ⛷

*Amenity rich completely updated studio only a 5 minute walk to Mt. Snow's famed Magic Carpet. *Gas Fireplace *Queen memory foam Murphy bed *Queen pull out with memory foam mattress *Well appointed kitchen *65" curved UHD TV *25Mbps Wifi *USB wall outlets *Blue tooth music streaming to TV *Ample closet space *Waterfall shower *Patio with rocking chair *Easy 1st floor access *Fitness center access *Hot tub *Outdoor pool *Loaner amenities such as phone chargers

Guest favorite

Condo in Dover

4.87 out of 5 average rating, 228 reviews

Mt Snow Ski In/Out at Seasons

Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

Guest favorite

Condo in Peru

4.96 out of 5 average rating, 82 reviews

Cozy Mountain Condo - True Ski in Ski out

Welcome to your next home away from home in beautiful Southern Vermont! This “gem” of a place is a cozy, bright, well decorated slope side condo that is a TRUE ski in/ski out. Easy parking right out front of condo. And a quick ski back to eat & use bathroom! A wonderful space for a small family of 4 or a couple. The fully-equipped kitchen, dedicated work space & wood burning fireplace make this perfect for a quick get a way or longer stay.