Condo vacation rentals in Bennington County

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Top-rated condo rentals in Bennington County

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Guest favorite

Condo in Manchester

4.88 out of 5 average rating, 104 reviews

Battenkill River Condo Home, South unit

Seasonal Rental Available for 12/1/23 to 4/1/24!!!! Inquire about it!!! Perfect location to everything Manchester has to offer! The property boasts peaceful views and access to the Battenkill River. While the setting is private and serene, within a few minute drive, you can be to shopping, dining, and hiking. Bromley-12 min! Stratton-25 min! Killington, Mt. Snow, and Okemo all within an hour's drive. No Pets allowed due to owner'sallergy. A separate rental agreement is required for all rentals

Jan 14 – 21

G$54,265 GYD per night

Guest favorite

Condo in Dover

5.0 out of 5 average rating, 36 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

May 29 – Jun 5

G$23,330 GYD per night

Guest favorite

Condo in Dover

4.87 out of 5 average rating, 31 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

May 28 – Jun 4

G$26,555 GYD per night

Guest favorite

Condo in Wilmington

5.0 out of 5 average rating, 6 reviews

Ski2Tee

Visiting during the winter? Hit the slopes for some downhill skiing then stop by the Waffle House for a treat. Take a hike on the Mt Haystack Trail. Head to the White House Inn with the kids for sledding! Go on a snowmobiling tour with your besties. Visiting during the Summer? Play 18 holes of golf. View the first hole off our deck. Feel the breeze as you flip burgers on the BBQ. Visit the Harriman Reservoir for boating, swimming, fishing, and more! Enjoy our home with your family and friends.

Oct 18 – 25

G$24,835 GYD per night

Guest favorite

Condo in Dover

4.99 out of 5 average rating, 100 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

The Handle Lodge at Snowtree Condos is a charming and 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 family and friends. Make a meal in the new and 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

Sep 16 – 23

G$35,338 GYD per night

Guest favorite

Condo in Stratton

4.94 out of 5 average rating, 138 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.*

Jun 7 – 14

G$27,258 GYD per night

Guest favorite

Condo in Manchester

5.0 out of 5 average rating, 10 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!

Dec 17 – 24

G$34,484 GYD per night

Superhost

Condo in Dover

4.94 out of 5 average rating, 53 reviews

Mt. Snow Dream Mtn View+Fireplace!

180-degree views of Mt. Snow in this spacious 2 bedroom, 2 bath open floor plan condo featuring central fireplace. Spread out under high ceilings in the quiet master suite and wake up to mountain sunrise on the private deck. Tuck your guests, friends, or kids away in the twin bedroom at the other end of the unit. Ski/Board at Mt. Snow accessed by foot, Moover Shuttle (winter), or car. An all-in-one getaway! New for 2023- second bathroom has been renovated!

Sep 1 – 8

G$22,989 GYD per night

Guest favorite

Condo in Dover

4.87 out of 5 average rating, 222 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.

Jan 30 – Feb 6

G$81,007 GYD per night

Superhost

Condo in Stratton

4.88 out of 5 average rating, 107 reviews

Perfect Location! Steps to Village and Mountain

One-bedroom condo with beautiful rear-facing view of Mill Pond! Sleeps 4 with a Queen bed and a Full-size pull-out couch. Living room features a gas fireplace and smart TV (cable TV included; personal account required for Netflix and other streaming features). Access to pool, hot tubs, and sauna on-premises. Just steps away from the restaurants and shops in Stratton Mountain Village and the Base Lodge - no need to drive or wait for a shuttle!

Aug 27 – Sep 3

G$33,205 GYD per night

Guest favorite

Condo in West Dover

4.94 out of 5 average rating, 181 reviews

Comfy Condo - 2 Min Walk to Carinthia Grommet Lift

One BR condo. Corner unit, 1st floor. 2 min walk to Carinthia Magic Carpet. Minutes drive to golf and mountain biking. 1 BR with Queen bed and full bath with jetted tub. Sofa bed and wood burning fireplace in LR. TV with DVD and Roku in LR. WiFi. Kitchen is small but has everything. Washer/dryer. Storage closet for skis & clubs. Plenty of dining nearby. Perfect for couples, solo adventurers, and small families. Plenty of parking on site.

Nov 7 – 14

G$19,892 GYD per night

Guest favorite

Condo in Stratton

4.96 out of 5 average rating, 118 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.

Jun 10 – 17

G$28,844 GYD per night