Condo holiday rentals in Bennington County

Find and book unique condos on Airbnb

Top-rated condo rentals in Bennington County

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Guest favourite

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 favourite

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 favourite

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 favourite

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 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, 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 favourite

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 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.

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!

Guest favourite

Condo in Stratton

4.96 out of 5 average rating, 129 reviews

Cozy condo within walking distance to the slopes.

Cozy condo within walking distance of the slopes and restaurants and shops at Stratton Mountain Village. After a day on the slopes relax in the hot tub or take a dip in the heated pool or maybe enjoy some time in the sauna. Then enjoy sitting in front of the gas fireplace and maybe watch a movie. TV is a smart TV, basic cable is included - personal password needed for Netflix, Hulu, etc.

Guest favourite

Condo in Dover

4.99 out of 5 average rating, 112 reviews

Winter Bliss: Cozy Stay near Mount Snow!

Welcome to Vermondo Mount Snow! This cozy 1-bedroom, 1.5-bathroom ski condo at the base of Mount Snow ski resort comfortably accommodates 6 guests. The condo boasts a fully stocked kitchen, cozy fireplace, spacious deck, convenient office space, a separate bedroom and access to an amenity center which has an outdoor pool, hot tub, sauna and gym. Perfect for short or long term stays.