Condo vacation rentals in Bennington County

Find and book unique condos on Airbnb

Top-rated condo rentals in Bennington County

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Guest favorite

An expansive common area is designed with wood beams and natural light flooding through large windows. Cozy seating arrangements around a stone fireplace complement a dining space, and an outdoor view reveals a grassy area with play equipment.

Condo in Dover

4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

Escape to the mountains & stay in our fully equipped 2 bedroom (ski in/out) condo. Enjoy the wood burning fire (wood provided), smart TV & boardgames as well as the fabulous Seasons on Mt Snow facilities where you can relax in a hot tub, pool or sauna. Our ski in/out location is the best on the mountain between the main face & Carinthia Freestyle Park! See below for info on activities in the warmer months which include hiking, biking, scenic rides, lakes, golf, camp, a spa & the fall colors!

Top guest favorite

A spacious indoor hot tub is surrounded by angled wooden beams and skylights, allowing natural light to illuminate the space. The bubbling water creates a relaxing atmosphere, and the clean, white steps lead up to the edge of the tub.

Condo in Dover

4.99 out of 5 average rating, 120 reviews

Summer 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

Top guest favorite

An outdoor grilling area is displayed, featuring two stainless steel grills placed on a stone countertop. Lush greenery and trees surround the space, providing a natural backdrop for cooking and social gatherings.

Condo in Dover

5 out of 5 average rating, 58 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

Top guest favorite

Condo in Dover

4.92 out of 5 average rating, 122 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 bedroom 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

A private deck is presented with two woven chairs surrounding a small table. A white vase holds artificial flowers, complementing the natural greenery in the background. The wooden railing and floor enhance the outdoor setting's relaxing ambiance.

Condo in Dover

4.91 out of 5 average rating, 105 reviews

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna

Sunsil Loft @ MountSnow, your ideal Getaway. Walk to the Base. Unbeatable access to skiing, hiking, biking. Vermont never stops to surprise you with its outdoor adventures, great food and views. The loft offers a cozy gas fireplace, private deck. The kitchen has all you need to prep meals. You also have access to the pool (Summer), sauna, hot tub and GYM. Whether you’re skiing, hiking and biking in summer, or enjoying the fall foliage, our loft is your perfect home base in the Green Mountains.

Guest favorite

An outdoor patio area is surrounded by landscaped gardens, featuring several tables and chairs arranged under shaded umbrellas. Potted flowers in white containers add vibrant colors, while a clear pool is visible in the background, creating a serene atmosphere for relaxation.

Condo in Stratton

4.97 out of 5 average rating, 163 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, 170 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.*

Guest favorite

A wooden dining table features a variety of items including a bowl of hummus, a plate of food, and a bottle of cream. A child in blue clothing raises their hands above their head. The background reveals a spacious and wooden-paneled interior.

Condo in Dover

4.85 out of 5 average rating, 169 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

A detailed ski trail map of Mount Snow is presented, featuring various trails, lifts, and terrain parks. Highlighted areas indicate slopes for different skill levels, with labeled sections such as Summit Lodge and Northface. Parking areas and nearby amenities are also marked for visitor convenience.

Condo in Dover

4.87 out of 5 average rating, 239 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

An aerial view highlights the snow-covered landscape surrounding a cluster of buildings. The closeness to Mt. Snow is indicated, with ski slopes visible in the background and a map marker identifying the property location amidst trees.

Condo in Dover

4.84 out of 5 average rating, 119 reviews

Walk to Mt. Snow-Spa-Summer Pool

*Amenity rich studio only a 5 minute walk to Mt. Snow's famed Magic Carpet (runs on weekends) *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 *Patio with rocking chair *Easy 1st floor access *Fitness center access *Hot tub *Outdoor pool seasonal *Loaner amenities such as phone charger

Superhost

A detailed map of Stratton Mountain showcases various ski slopes, trails, and chair lifts. The location of the condo is marked with an arrow, indicating proximity to the Tamarack chair lift. Key features include a legend for trail difficulty levels and other amenities.

Condo in Stratton

4.96 out of 5 average rating, 102 reviews

Luxury Stratton condo just steps to the lift!

Enjoy this beautifully renovated 1 bed/1 bath condo with a live fireplace conveniently located steps from the mountain and Stratton Village! The Tamarack chair lift is only a few hundred yards away! Washer and dryer in unit to warm up your wet clothes after a long day of skiing or mountain biking. Fully stocked kitchen, 50’ TV w/ AppleTV, cable, Amazon Alexa, 5G WiFi, Firewood and more! This is one of the nicest Ober Tal condos available for rent!

Superhost

An indoor pool area is featured with a clear, inviting pool and wooden beams accentuating the high ceiling. Large windows allow natural light to illuminate the space, providing a view of the surrounding landscape.

Condo in Dover

4.92 out of 5 average rating, 102 reviews

Seasons at Mount Snow ski on/off condo in Vermont

Pool and Sports Center is open. Hours vary by day BBQ available for use by the outdoor pool pavilion WiFi upgrade to fiber optics On Mount Snow, Across from the Tin Lizzy trail leading to the Sundance Base Lodge and access to the Seasons Pass trail leading back to the condo. Very unique Condo in seasons as it has high vaulted ceilings. Condo is a 2 bedroom, 2 bathroom with 2nd bedroom on 2nd floor. Plenty of tennis and pickleball courts