Condo vacation rentals in Bennington County

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Top-rated condo rentals in Bennington County

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Guest favorite

An indoor swimming pool is framed by large windows, allowing natural light to fill the space. Exposed wooden beams add warmth to the high ceiling. Lounge chairs are positioned around the pool, providing a relaxed atmosphere for guests.

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 modern living room features a traditional wood-burning fireplace framed by a brick facade. A large TV is mounted above the mantle, while a plush recliner, a small seating area, and a neatly stacked firewood display complete the cozy setting.

Condo in Dover

4.99 out of 5 average rating, 120 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

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, 104 reviews

Sunsil Loft@MountSnow-All Seasons Fun. Ski/Pool

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, out loft is your perfect home base in the Green Mountains.

Top guest favorite

Condo in Dover

4.92 out of 5 average rating, 119 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

A year-round heated pool is viewed from the edge, featuring metal handrails leading into the water. Surrounding trees and shrubs are dusted with snow, and a white picket fence adds to the serene winter landscape in the background.

Condo in Stratton

4.98 out of 5 average rating, 46 reviews

A Village location, Steps to the Lifts & Village

Steps (literally) from the lifts & village, down the from the year-round heated pool, sauna & hot tubs A 1-BR condo with King in the BR, Queen pullout couch in the LR, fully equiped kitchen, gas fireplace, indoor parking w/elevators, balcony w/ chairs, view overlooks the skating pond & mountains to the east. This is one of the nicer units in Long Trail. Freshly painted throughout, comfy sofa & love seat in the living area, matching dishes glasses, it is super clean & well maintained.

Guest favorite

A natural swimming area features calm green water surrounded by rocky cliffs. Several individuals are seen swimming and enjoying the sun, while others are climbing and preparing to jump from the rocks. Lush greenery frames the scene, enhancing the outdoor atmosphere.

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 hot tub is centrally located on a raised platform, surrounded by wooden steps on three sides. Two skylights above allow natural light to fill the space, highlighting the clean lines and neutral colors of the room.

Condo in Dover

4.91 out of 5 average rating, 22 reviews

Mountainside Condo- 3bed/3Bath with amazing views.

On the base of Mt Snow! This family friendly 3bd/3bath condo is perfect for you ski vacation or summer getaway! Your family will be close to everything when you stay at this centrally-located condo. Amenities include heated Pool ( May-Oct), Hot tub and gym for no addl cost. Free Shuttle service outside your door that will take you to the lifts in less than 5 minutes. Minutes from quintessential Vermont town of Wilmington. Shope, dine and visit the famous flea market( May-Oct).

Guest favorite

A wood-paneled sauna is depicted, featuring bench seating along the walls. The walls and ceiling are constructed from warm-toned wood, enhancing the natural ambiance. A stove for heating is visible, accompanied by a wooden bucket, inviting relaxation and comfort.

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

The outdoor pool area features a large swimming pool with clear blue water, surrounded by lounge chairs. Green trees line the perimeter, creating a serene backdrop. A building with large windows stands nearby, providing shelter and amenities for guests.

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

The entryway features warm wooden paneling and a spacious wooden bench. A large mirror is mounted above the bench, while hooks are attached to the wall for convenience. Natural stone tiles complete the floor, providing a rustic and welcoming atmosphere.

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

Guest favorite

A light-colored kitchen with cabinetry in grey tones features modern appliances, including a stainless steel refrigerator, microwave, and stove. A granite countertop with a sink integrates seamlessly into the design, while a basket sits on the counter, adding a touch of warmth.

Condo in Dover

4.83 out of 5 average rating, 108 reviews

Mount Snow Ski Chalet

Beautiful 2Bd/2Ba condo with a gorgeous view of the mountain. It takes 10 min to walk to the ski area or even faster with the free Moover bus. Every room features different art design while living room's fireplace creates warm and cozy vibe. Apartment is equipped with smart lock for your convenience. Possible to use as Work from Home space. Condo is located within quick drive to coffeeshop, restaurants and seven eleven.