Vacation rentals in Bernardston

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Top-rated vacation rentals in Bernardston

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

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Guest favorite

Home in Wilmington

5 out of 5 average rating, 10 reviews

Lake & Mountain View Cabin - Sauna, Hot Tub, Hikes

Enjoy stunning lake & mountain views w/ easy access to hiking, swimming, boating, & fishing (kayaks, paddle board, and bikes included). Cathedral ceilings w/ beams provide a cozy feel & heated floors give an always-warm home in the winter. Covered deck w/ grill is great for outdoor dining. Additional features include outdoor hot tub, sauna, & quality game room (pool table, shuffleboard, foosball, ping pong). 4WD/AWD required in winter. Close to Mt. Snow & downtown Wilmington w/ shops and dining.

Guest favorite

A well-maintained entryway showcases wooden steps leading up to the front door, accompanied by a railing featuring horizontal cable wiring. Lush greenery and colorful flowers are planted alongside the steps, enhancing the welcoming approach to the home.

Home in Hoosick Falls

4.92 out of 5 average rating, 12 reviews

Enjoy Fall & Experience Beautiful Changing Colors

Nestled on a private 5 acres lot on the border of NY and Vermont this home is just perfect. Just 30-60 minutes from several ski areas. This charming home has everything you need to relax and enjoy . The night sky perfect for stargazing. Have morning coffee on the deck and watch as deer wander in the fields or the cows across the meadow. Enjoy a quiet evening by the fire after a long day on the slopes or soak in the oversize soaking tub! Stroller, changing table and a pack-n-play included.

Superhost

Home in Readsboro

4.86 out of 5 average rating, 125 reviews

Beautiful Vermont! (Pet Friendly)

Our home is nestled in the Green mtns, with quick access to the road. A babbling brook lulls you from the master bedroom, a clawfoot soaking tub, stocked house(this is our home we Airbnb when we're away working ).Hiking, antiques, shops, lakes, ski, snowboard, covered bridges, local inns, mountain views! Scenic roads, nearby Mt. Snow, VAST snowmobile trails, Mt.Greylock, Mass MOCA museum, N.Adams, MA, Berkshires. Bennington Wilmington. Great location! PEACEFUL & PERFECT Vermont getaway! ☺

Top guest favorite

A spacious deck features several lounge chairs and a table, inviting relaxation. A bright red umbrella provides shade. The tranquil lake extends in the background, with a private dock visible along the shoreline, framed by lush greenery.

Home in Pittsfield

4.97 out of 5 average rating, 115 reviews

Berkshire Lake- Modern and Updated-close to skiing

Lakefront Home for Rent. This home has been 100% remodelled! With a beautiful spot directly on Pontoosuc, the new kitchen, bathrooms, fireplace, and glass enclosed family room all benefit from the idyllic scenery. The home has 5 bedrooms and a convertible playroom with a futon for even more space. 2 bedrooms have bunk beds plus a full size bed in them. 2 bedrooms have king size beds and 1 has a queen. The master suite has an en-suite bathroom and a balcony overlooking the lake. Many upgrades!

Top guest favorite

An open door leads to a private balcony, where a serene tree offers shade. A large, relaxed dog rests on the balcony floor. Bright greenery is visible, enhancing the tranquil outdoor atmosphere.

Apartment in Wilmington

4.91 out of 5 average rating, 134 reviews

Globetrotter Retreat too - Minutes to the Mountain

Newly renovated, fully furnished in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt on 2nd floor sleeps 4 people in comfort. Private balcony overlooks tranquil woods & rolling river. Steps to restaurants, bars & shopping. Supermarket is a short walk. Free Moover bus stop across the street ride for free to local destinations! 18 years or older guests only.

Guest favorite

A well-lit bedroom features a black wooden bed with a plush blanket layered over crisp white linens. A small bedside table holds a lamp, and framed photos adorn the walls. A window with a blackout shade allows natural light while a wooden chair adds a touch of warmth.

Home in Sheffield

4.91 out of 5 average rating, 117 reviews

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

"238 Main" has two rentals. Only one rental is rented at a time. Rental #1 has 2 bedrooms, FULLY EQUIPPED KITCHEN and is SUPERCLEAN! (SEE THE 1 BEDROOM LISTING #2!) We are conveniently located between Butternut and Catamount ski stations. Fully renovated, large garden, private entrance, terrace and parking space. Queen size beds. High Speed WiFi. Bathroom has radiant floor heat, towel warmer, plush bathrobes, hairdryer and toiletries. We are in the heart of the Berkshires come visit!

Guest favorite

An aerial view captures the spacious villa surrounded by vibrant autumn foliage and rolling hills. The property features a pool nestled among trees, with expansive lawns and a gravel driveway leading up to the home, offering a serene retreat in nature.

Villa in Pownal

4.94 out of 5 average rating, 69 reviews

Vermont Vacation Villa—Grapevine Getaway

Nestled in the stunning natural beauty of Vermont, this striking villa offers the perfect escape from the hustle and bustle of everyday life. Surrounded by rolling hills, and picturesque countryside, this home is a paradise. Whether exploring the area's cultural institutions, immersing yourself in the natural beauty of Vermont, or relaxing and unwinding with family and friends, this vacation home is the perfect retreat. Experience the magic of this beautiful area for yourself!

Guest favorite

Home in Harrisville

4.9 out of 5 average rating, 10 reviews

Harrisville Lake House - A Tranquil Get-Away

Welcome to Harrisville Lake House, a tranquil lakeside retreat for family and friends on the shore of Harrisville Pond. Our cherished home is perfect for a week-long escape, where nature’s beauty meets the warmth of a family home. Our home is a treasure trove of antique furniture, worldly keepsakes, and artwork. Fall colors in September and early October are breathtaking! From the haunting call of loons to the majestic flight of bald eagles, nature is a daily delight!

Guest favorite

A quiet mountain home is softly illuminated against a backdrop of tall trees and freshly fallen snow, capturing a peaceful winter night. The surrounding landscape showcases a blanketed yard, providing a serene atmosphere for a cozy retreat.

Home in Wilmington

5 out of 5 average rating, 26 reviews

Kiki's Mountain Chateau

Refresh and reset within this spacious, serene space destined to be a memorable family retreat. A charming getaway with all the comforts of home with the best nature has to offer. Located in the small town of Wilmington and just a short scenic drive to Mount Snow. Local watersports, winter sports, nature trails, foliage, bird watching, stargazing and plenty of local charm. Kiki's has enough room for everyone to unwind or gather together. ***Hot Tub has arrived!

Top guest favorite

Two wooden Adirondack chairs face a small fire pit, surrounded by a serene wooded area. A picnic table is positioned nearby, with a stack of firewood to the side. The Green River flows gently in the background, framed by vibrant greenery.

Apartment in Williamstown

5 out of 5 average rating, 124 reviews

Downtown | Waterfront | Walk to Shops

★ New to Williamstown? Explore our interactive guidebook. One bedroom with all the bells and whistles! Meticulously upgraded with the discerning guest's convenience in mind. The property is in the midst of Williamstown's popular spots: Williams College campus, theaters, museums, restaurants, shops, and golf course. It also sits by the rushing, sometimes tranquil, Green River where you can sit back, relax and enjoy the fire pit.

Guest favorite

A spacious interior features warm wooden accents, including a large barn door that leads to another area. The dining table is positioned along one side, and a mirror reflects light from the softly illuminated ceiling. The open design connects to the kitchen area in the background.

Home in Dover

5 out of 5 average rating, 5 reviews

Riverside Home On Route 100 (Moover Bus Stop)

Come stay at our newly renovated VT Route 100 getaway on the Deerfield River. We’re passionate about creating simple, thoughtfully designed homey spaces that make for the perfect retreat to Mount Snow. Located on the Moover route, just north of Snow Republic Brewery and next to High Altitude Ski Rental, this no-stairs unit offers convenience and charm in equal measure.

Top guest favorite

A bright dining area features a round white table with metal chairs, positioned near large glass doors that open to a snowy outdoor view. Natural light fills the space, complemented by light-colored walls and a modern pendant light overhead.

Home in Great Barrington

5 out of 5 average rating, 6 reviews

Summer & Leaf Season Rental!

Charming, cozy cottage, walking distance to Lake Mansfield and Main Street attractions, 20 minutes to Tanglewood, 15 minutes to area summer camps or the Zipline at Catamount Ski Area. Freshly renovated throughout, fully-equipped kitchen, large yard with screened dining porch. Comfortable and stylish home in a centrally-located spot. Attention to all the little details.

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What guests are saying

Hazelhurst Vacation House

4.95 out of 5 average rating, 94 reviews3 months ago

You walk into Eric’s place and it feels like a home thoughtfully set up so that you can just walk in and be comfortable. It’s an “and, breathe” kind of relaxing, homey place. Eric was super responsive to any & all questions we had. We absolutely loved our time there and look forward to rebooking in the future!

Home in Peterborough

What guests are saying

Big Deck, River Views, Mini Gym, Sleeps 8

4.83 out of 5 average rating, 12 reviews6 months ago

The home was exactly the way it is in the photos, only better! Everything was clean and spotless. Plenty of kitchen and laundry supplies to use. The home is in a very secluded and in a quiet neighborhood. You will never see another person unless you drive out of the very long driveway and into town. The backyard was scenic and perfect for the fall season. Overlooking the river, especially in the fall is very scenic and was perfect for what we were hoping for. Communication with the Rental property was kind, courteous and professional. The even offered us a late check out as long as they did not rent the property that day. Me and my 5 family members were very comfortable and enjoyed our stay. I highly recommend this property for all seasons. Will definitely return.

Home in Sheffield

What guests are saying

2.5mi from the lake! Fire pit, arcade, yard games!

5 out of 5 average rating, 57 reviews3 weeks ago

Great spot! Stayed at Eric's place for a weekend with a group of college students (8) looking to hit the reset button and had plenty of space. It was spotless and comfortable, and we had no trouble finding what we needed. The virtual guide is also super helpful!

Home in Whitingham

What guests are saying

Amazing Views, Skiing Nearby and Amenities Galore!

5 out of 5 average rating, 8 reviews2 months ago

We absolutely loved our stay at Barbara’s home! It was spacious enough to accommodate 6 adults and 1 child with no issue. The kitchen is well appointed, allowing us to cook meals throughout our stay. We had a small storm roll through, which dropped 5” of snow overnight (great for our next day on the mountain!), and we were thrilled to see that the driveway and walkway had been cleared prior to 7am. The bedrooms were comfortable and the view from the great room is truly stunning. Would love to stay here again! Thank you, Barbara!

Home in Bellows falls

What guests are saying

Tranquil Lake Cottage on 3 Acres with Large Deck

4.78 out of 5 average rating, 163 reviews6 days ago

We had a wonderful long weekend at Michelle’s place. We woke to 8 inches of snow in April, so made good use of the fireplace. We enjoyed exploring the area, found several fun places to ride our mountain bikes and showed our daughter another part of Massachusetts away from her college.

Cottage in Becket

What guests are saying

Cottage @ Partridge Pond

5 out of 5 average rating, 59 reviews2 months ago

Todd was so great to work with. Extremely responsive and helpful! His place was so cute, very clean and very well appointed. It has everything you could ever need and very organized. We rented it to ski at Wachusetts and it was great location( only 15 mins away). We would rent again. Thank you!

Cottage in Westminster

What guests are saying

Modern Chalet-private deck/firepit/ clubhouse pool

5 out of 5 average rating, 70 reviews2 months ago

Michelle and this property are absolute gems. The place is spotless, full of clean and well-maintained pots, pans, kitchen utensils, appliances, and tableware. All the rooms are well appointed and comfortable. We have learned from past rentals that the home is not always cleaned properly. So we normally wipe down all the counters, faucets and tables prior to use. This is the only home that we’ve rented that came away with ZERO dirt. Michelle’s very prompt communication contains very detailed information regarding the house and things to-do around the area. We are in awe of this house and Michelle. We hope that all future renters continue to respect the property so that many more can continue to enjoy it for years to come.

Cabin in Wilmington

What guests are saying

Green Mountain A-Frame with HOT TUB near Stratton

4.75 out of 5 average rating, 57 reviews1 month ago

Had an excellent time and the cabin is extremely convenient for any nearby skiing! The house was very well kept (plenty of firewood available, hot tub was clean and ready to go on check-in, grill was gassed up, etc.), and plenty of space for even a large group. Would definitely recommend.

Home in Jamaica