Condo holiday rentals in Bennington County

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Top-rated condo rentals in Bennington County

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Guest favourite

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 favourite

Condo in Stratton

4.96 out of 5 average rating, 120 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.

Superhost

Condo in Winhall

4.87 out of 5 average rating, 60 reviews

Cozy Hideaway Condo minutes from Stratton Mountain

An exceptional stay awaits at this end unit mountain condo. You’ll have everything you need to enjoy a pleasant getaway to the heart of the green mountain state. Smart TVs provided throughout with many app/streaming options, private washer/dryer, a well-equipped kitchen that has all the necessary appliances, and plenty of seating options for you and your guests to rest and relax. You are only steps away from scenic wooded views & only a few minutes to the amazing Stratton Mountain Resort

Guest favourite

Condo in Dover

4.92 out of 5 average rating, 87 reviews

Mount Snow base/All Seasons Fun.

@ base of Mount Snow, come to enjoy your Solo trip, Couples retreat or Family vaca. Walk to Mt Snow Covered Bridge, Ski all day during winter, or come in Spring/Summer or Fall and enjoy bike and hiking trails, parks, lakes and even more the area has to offer. Southern Vermont never stops to surprise you with its outdoor adventures, great food, great views; after, come back to rest, our kitchen has all you need to prep a great dinner, then enjoy a drink on the deck or chill by the fire.

Guest favourite

Condo in Manchester

4.96 out of 5 average rating, 25 reviews

Above the Mat - Downtown 1 Bedroom Condo

Welcome to our charming 1-bedroom, 1-bath condo nestled in the heart of downtown Manchester, Vermont. Whether you're an avid skier, a dedicated shopper, or a foodie seeking culinary delights, our condo is the ideal home base for your getaway. Here, you'll find comfort, convenience, and proximity to all the best that Manchester has to offer. Only a short drive to popular ski resorts like Bromley, Stratton, and Magic Mountain. Book your stay today and experience the best of Manchester!

Guest favourite

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 favourite

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.

Superhost

Condo in Dover

4.78 out of 5 average rating, 94 reviews

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck

This 1 bedroom 1 bath condo sleeps 4 comfortably in the master bedroom with a queen size bed and a pull out mattress in the living room. Keep warm with a wood burning fireplace in the living room with fire wood included. This condo is a short walk or 3 minute drive to the mountain! The amenities center includes a hot tub, sauna and small gym. During the summer the Pool is open and the apartment is close to the Mt Snow and Haystack golf courses.

Guest favourite

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.

Guest favourite

Condo in Dover

4.85 out of 5 average rating, 33 reviews

Snow Tree Lodge @ Base of Mount Snow w/ Fireplace!

You can’t get much closer to the lifts at Mount Snow from this recently renovated, modern style condo with 1 full bath and 3 beds. Open concept floor plan with everything you need to enjoy a peaceful Vermont vacation. Living room with Smart TV , fireplace and a walkout back porch for you to enjoy after a day on the slopes! Free shuttle service is a 5 minute ride to the mountain. We look forward to hosting you!