Vacation rentals in Bernardston

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Top-rated vacation rentals in Bernardston

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Guest favorite

A decorative steel bridge spans a small area of grass, surrounded by lush greenery and wildflowers. A whimsical art piece rises nearby, adding an element of interest to the serene landscape.

Guest suite in Greenfield

4.95 out of 5 average rating, 195 reviews

Pristine Oasis with Private Bath

Our studio space (250 sq ft) is separate from the main house and located on the outskirts of Greenfield MA. The location provides easy access to downtown, restaurants, shopping areas and Interstate 91. Modern decor, tiled artsy bathroom, lots of garden art, and sweeping views of Berkshire foothills make this a great choice for foliage season, summer recreation and choice winter skiing. One Queen bed. Our house is 90 miles west of Boston, 60 miles north of Hartford and a 3-hour drive to Canada.

Guest favorite

Cottage in Bernardston

4.88 out of 5 average rating, 324 reviews

Cozy, Quiet Cottage on Country rd 2 mil from I-91

Our quite and comfy home is conveniently located less than 2 miles from I-91, but a 1/4 mile down a country road giving you lots of privacy. The cottage is less than a mile from Crump 'N Fox Golf; 2 miles from Northfield Mount Hermon; 10 minutes from Greenfield & Stoneleigh Burnham; 15 min to Brattleboro, Deerfield Academy, Bement & Eaglebrook; 20 min to UMass, Amherst & Northampton; 30 minutes to Keene NH & Shelburne Falls and 45 min to the Basketball Hall of fame in Springfield & Mt Snow VT.

Superhost

A dark wooden sign features gold lettering, displaying the names of five villages: Turners Falls, Millers Falls, Lake Pleasant, Montague Center, and Montague City. The sign is mounted on a textured red-brick wall, providing a contrast in colour and texture.

Guest suite in Montague

4.91 out of 5 average rating, 217 reviews

Great Falls Private Suite

Turners Falls is one of 5 villages in the town of Montague. It's a vibrant, diverse area that runs along the Connecticut River. Our lovingly designed guest suite is situated 17 miles from the UMass Amherst Campus, 8.2 miles from Northfield Mount Hermon, 2 miles from downtown Turners Falls and 2.6 miles from downtown Greenfield. If you are looking for a private and bright suite with beautiful natural light and a modern bohemian feel this guest retreat is for you. I look forward to hosting you!

Top guest favorite

The entrance to the Bridge of Flowers is showcased, featuring a decorative sign surrounded by vibrant floral landscaping. Pathways lined with plants and stones lead into the serene area, while a lamppost adds to the charming ambiance. The setting is tranquil and inviting.

Apartment in Shelburne Falls

4.98 out of 5 average rating, 560 reviews

In town, newly renovated studio with private deck

Come explore our unique area and stay in a renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

Top guest favorite

Place to stay in Bernardston

4.95 out of 5 average rating, 369 reviews

Unique Private Studio w/Queen bed on second floor

Second floor studio with keyless entry and large eat in kitchen in quiet, rural, residential area. Outdoor yard space for guest use. 15 min. walk to country store, bakery, 2 pizza shops, gas station with Dunkins, library, and Post Office. Easy access to Rt 91 and Rt 2. Eight min drive to Greenfield, 15 to Brattleboro, 20 to Northampton. Close to Northfield Mt Hermon, Stoneleigh Burnham, Deerfield Academy and Thomas Aquinas College. Close to VT and NH and 30-90 minutes to many ski slopes.

Superhost

A bathtub is positioned beside a large window, offering views of the surrounding greenery. Natural light filters through sheer curtains, illuminating the tub and a neatly rolled towel placed nearby.

Cottage in Putney

4.82 out of 5 average rating, 271 reviews

The Cottage, a house built for guests.

In the village there is a wonderful farm to table restaurant, the Gleanery. A local pub, friendly, great food with indoor and outdoor dining & pub. The General Store, is the oldest continually run general store in Vt. The Next Stage, Yellow Barn, Sandglass Theater, these places provide an amazing collection of visual, musical, spoken word and world renowned art and artist to experience. These cultural event locations are but a mile away for the Cottage I hope you choose for your stay.

Guest favorite

The compact kitchen features modern appliances, including a microwave and refrigerator, paired with wooden cabinetry and a dining area. Light-colored wood flooring extends throughout, and a staircase leads to the sleeping loft above. Decor elements include framed artwork and a vase of flowers positioned on the counter.

Tiny home in Brattleboro

4.88 out of 5 average rating, 164 reviews

Sweet Vermont Tiny Home Get Away

Your unique Vermont retreat is just a click away! Come stay in this custom built tiny house in southern Vermont. We are an easy walk to the train station, art museum, restaurants, shops, and many beautiful nature spots in and around Brattleboro VT, plus a 40 minute drive to the Mount Snow ski area, and local hiking, swimming, boating, skiing, and skating opportunities. A nature lover's paradise! Enjoy the great outdoors and small town living, or cozy up in the tiny house and just relax.

Guest favorite

A night sky displays a gradient of purple and dark blue tones, with stars scattered across the expanse. Silhouettes of power lines extend from the foreground into the distance, contrasting against the celestial backdrop.

Camper/RV in Guilford

4.93 out of 5 average rating, 141 reviews

Monadnock Sunrise Forest Hideaway

Enjoy a converted camper as your private getaway in Southern VT. Less than 10 min to downtown Brattleboro, yet nestled in the woods for a quiet retreat. Full galley kitchen and living/lounge area. Wood stove for primary heating (electric backup for not so cold days). Outdoor spaces include a fire pit, deck, pool table, hot outdoor shower, outhouse (composting toilet), and forest for galavanting. The place is a perfect fit for up to two adults and one kid (63" long fold down couch).

Top guest favorite

The exterior view of a red-clapboard house is framed by lush greenery. A wooden deck extends from the home, furnished with outdoor seating. A pathway leads from the yard to the deck, while vibrant flowers add a touch of color to the landscape.

Guest suite in Greenfield

4.98 out of 5 average rating, 192 reviews

Historic Greenfield Home: Cozy Private Guest Suite

Bright comfortable guest suite just blocks from lively downtown, yet quiet, private, and easy to park. The suite has one bedroom, one living room, and one private bath; firm queen size mattress, crisp clean linens, Apple TV ready for your Netflix login, excellent high-speed wireless, private deck, and coffee bar stocked with coffee, tea, & snacks. You'll park in the rear of the house, and enjoy total privacy with your own entrance with key-code; come and go as you please.

Top guest favorite

An authentic log cabin is nestled among lush ferns in a wooded area. The structure features a wide porch with railing, several windows allowing natural light, and a chimney. The surrounding greenery enhances the cabin's secluded feel.

Cabin in Guilford

4.99 out of 5 average rating, 138 reviews

Rustically Romantic Cabin Near Sweet Pond

COUPLES RETREAT, SOLO ESCAPES & WRITER'S DREAM in Southern Vermont - No Cleaning Fee Perfect for ENGAGEMENTS, HONEYMOONS & ANNIVERSARIES Authentic log cabin tucked into a private wooded cove outside of Brattleboro. A short tranquil walk to Sweet Pond State Park. Biking galore and Kayaking nearby. A variety of hikes to choose from. ROMANCE SPECIAL Stay 4-nights or more & receive hard cider, cheese & chocolate. Ask Me About ELOPEMENT & VOW RENEWAL CEREMONIES

Top guest favorite

A light yellow exterior of a two-story building is visible, featuring a sloped roof and a garage door on the left. A manicured garden with shrubs and decorative elements is positioned near the entrance, along with a satellite dish mounted on the wall.

Condo in Brattleboro

4.93 out of 5 average rating, 353 reviews

Private & Quiet Studio Apt. in Vermont

Clean, comfortable , quiet and snug, this studio apartment is a great place to come and relax in. It has a comfy QUEEN size bed with a 40” LCD at its foot, a kitchen set up for cooking and a desk with a view of a green field. This apartment is situated on the ground floor of our detached garage. Our garage sits behind our home, well away from the street. We live in a residential neighborhood that is conveniently located near I91, Route 30, Route 9 and Downtown .

Top guest favorite

A well-maintained stone walkway leads to a private entrance, flanked by a wooden railing and a vibrant flower bed featuring red and yellow tulips. A white picket fence adds charm, while a BBQ grill is positioned nearby on a paved area.

Apartment in Greenfield

4.96 out of 5 average rating, 410 reviews

Mohawk Trail View/ private apt. no cleaning Fee

Small, cozy private Apt is located in West Greenfield in a quiet, safe neighborhood. Guests have own private driveway and entrance. There are 2 TV’s, one in living room & bedroom. High speed internet. Queen size bed & desk. Apt. Is 2 min's to Rt. 2, Mohawk Trail, Rt. 91, Supermarket, Restaurants & GCC. Less than 5 min's to Greenfield Center. <10 minutes to Deerfield Academy, Bement, Stonleigh. Berkshire East Resort Ski Area 24 minutes

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Other great vacation rentals in Bernardston

Top guest favorite

A gentle brook flows over smooth rocks, creating a soothing sound as water cascades down small falls. Surrounding vegetation and moss-covered stones add a natural touch to the peaceful scene, inviting a sense of tranquility.

Home in Shelburne Falls

5 out of 5 average rating, 97 reviews

Charming Brookside Artisan Home

NellieRating, 5 stars2 weeks ago

This place was awesome. Would have enjoyed the outdoors and fire pit more if it didn’t rain. I would definitely recommend

Top guest favorite

A newly renovated kitchen is showcased, featuring light green cabinetry and stainless steel appliances. A window allows natural light to brighten the space. A wooden dining table is complemented by a checkered rug on the floor, creating a functional and inviting setting.

Townhouse in Bernardston

5 out of 5 average rating, 7 reviews

Chic Retreat Near Private Schools

SarahRating, 5 stars1 week ago

Spotless, quiet place, convenient to schools. I was there for NMH reunion and it was perfect. Thank you, Rebecca!

Top guest favorite

A modern kitchen features dark cabinetry and a sleek countertop. Above the sink, a window graphic displays a vibrant landscape of fields and sunlight. An under-mounted sink and essential appliances are visible, along with subtle decorative touches like a vase of flowers.

Apartment in Brattleboro

4.99 out of 5 average rating, 141 reviews

River View apartment

JohnRating, 5 stars2 days ago

If you are in the Brattleboro area, I highly recommend this listing. It was clean, comfortable, and quiet. We were there for just one night, but were very pleased with these accomodations.

Guest favorite

A charming cabin, labeled 'River Camp,' features a wooden exterior and a spacious porch adorned with potted flowers. The surrounding greenery enhances the natural setting, while a small table with chairs is visible on the porch, inviting relaxation and enjoyment of the outdoors.

Cottage in Brattleboro

4.97 out of 5 average rating, 31 reviews

On the Water at North Bridge Cove

StephRating, 5 stars3 weeks ago

2nd time staying here, lovely little spot on the river. Well-priced and met our needs. Best for 1-2 travelers and folks who either have a car or don't mind the easy walk into town. I'll likely stay here again when I next visit Bratt!

Guest favorite

The exterior of the cottage is depicted, featuring a rustic wooden facade and a generous green lawn. Flower beds and plants line the entry, while tall trees provide a natural backdrop. The building includes a large garage door and a small chimney at the top.

Cabin in Montague

4.83 out of 5 average rating, 30 reviews

Two Geese Cottage, Private Home For Getaways!

VenusRating, 5 stars4 weeks ago

My family and I had a wonderful stay at this cozy cabin cottage! Tucked away in a peaceful and remote area! The scenery was stunning, surrounded by nature, with complete peace :) The cabin itself was clean, well-equipped, and full of rustic charm. Everything we needed for a comfortable stay was thoughtfully provided. What truly made the experience exceptional were the hosts. They were incredibly responsive, going above and beyond to make sure we felt at home. You can tell they genuinely care about their guests' comfort and experience. If you're looking for a quiet retreat in a beautiful, secluded spot with amazing hosts, this is it. Highly recommend!

Top guest favorite

Guesthouse in Dummerston

5 out of 5 average rating, 16 reviews

Cottage amongst the trees

MattRating, 5 stars2 weeks ago

John& Aisha’s cottage was the perfect place for our weekend getaway. Conveniently located between Putney and Brattleboro made it easy to get around. The cottage was very clean and well stocked. John and Aisha were super hosts and went above and beyond with local recommendations to activities we could do. Would highly recommend to anyone traveling through VT.

Top guest favorite

Apartment in Brattleboro

4.97 out of 5 average rating, 78 reviews

Bright and Modern Chestnut Street Apartment

ElizaRating, 5 stars2 days ago

Lucia’s apartment is so cute and quiet. The bed was very comfortable. Clean and beautifully maintained. Would stay again!

Guest favorite

A cozy table is set near floor-to-ceiling windows, featuring three birch-inspired candles and a book. Sunlight floods in, illuminating the forest view outside, where trees and a grassy area create a serene atmosphere.

Home in Guilford

4.92 out of 5 average rating, 49 reviews

Vermont Mirror House

GeorgeRating, 5 stars1 week ago

I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.

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Vacation rentals in Bernardston

Top-rated vacation rentals in Bernardston

Vacation rentals for every style

Popular amenities for Bernardston vacation rentals

Other great vacation rentals in Bernardston

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