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, 104 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 Dover

4.88 out of 5 average rating, 33 reviews

Ski Condo 5 Min from Mt Snow

Your family will be close to everything when you stay at this centrally-located condo. Cozy and clean, only 5 minutes from Mount Snow Ski Resort for skiing and snowboarding in the winter or golf and mountain biking in the spring, summer, and fall. A two minute walk to the Snow Republic Brewery. Close to the towns of Dover and Wilmington for shops, restaurants, and country charm. Just minutes from hiking for the outdoor enthusiasts and only ten minutes from the tranquil Lake Raponda. *New couches

Guest favorite

Condo in Dover

5 out of 5 average rating, 51 reviews

Four Seasons Slope-side Getaway at Mount Snow

Come stay at our lovely slopeside condominium at seasons of Mount Snow where you’ll be staying in spacious one bedroom unit with a comfortable king size bed and a wonderful pull out couch that comfortably sleeps 4. In winter we are right on the mountain giving you a true ski in ski out. In summer the rivers the mountain and hiking is right out our back door as we enjoy mountain biking hiking golfing and relaxing around the mountain environment. Our unit is well equipped for a wonderful vacation

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, 119 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 Stratton

4.94 out of 5 average rating, 147 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, 321 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, 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.

Superhost

Condo in Dover

4.87 out of 5 average rating, 76 reviews

Cute, Cozy Condo at the base of Mount Snow

Cute, cozy condo located right at the base of the new Carinthia Base Lodge at Mount Snow. Enjoy the convenience of the Grommet Trail and the Magic Carpet access lift just steps away or the Nitro Lift located in the back. Our bright, open floor plan condo has views of the mountain. Full kitchen, fireplace, wifi. Ideal for a family of 4 or two couples. This is our second home and we are interested in working with people who will respect our property.

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.

Guest favorite

Condo in Dover

5 out of 5 average rating, 12 reviews

Mt. Snow Condo with Pool-Mountain Views

*Special Friday to Friday weekly & monthly rates. Winter season quarter & half share rates available by request. See photo with special rates.* Our 2 Bed/2 Bath unit has views of the Mt. Snow. 1/2 mile to Mountain with shuttle stop right outside the door! Main Level unit - no lugging bags upstairs. Indoor Pool and *New Indoor Hot Tubs and Sauna* Coming in late fall 2024. Seasonal Outdoor Tennis and Basketball Courts.