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

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.

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, 142 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

An all-weather canvas tent is positioned on an elevated wooden deck surrounded by trees. A soft glow emanates from a wall-mounted light, illuminating the entrance. Steps lead up to the tent, which features windows that invite glimpses of the forest beyond.

Treehouse in Guilford

4.99 out of 5 average rating, 144 reviews

Cozy tent in the trees on organic flower farm

Tuck yourself into a mature oak forest on the field’s edge of our flower farm, Tapalou Guilds. All-weather canvas tent is pitched with a comfy king mattress inside. Three elevated decks with chairs and a hammock give you options for relaxing and steeping in the forest vibe. Fully equipped outdoor kitchen with propane gas range. We provide potable water from our well. Outdoor shower with on-demand hot water. Simple outhouse with sawdust composting system is clean and convenient.

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, 139 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 .

Guest favorite

The exterior of a wooden cabin features a vibrant blue door, complemented by large windows adorned with sheer white curtains. A picnic table with an unfinished wood finish sits in front, surrounded by a natural setting of tall trees and soft ground cover.

Cabin in Warwick

4.98 out of 5 average rating, 218 reviews

Artsy Pine Cabin in the Woods

Come relax in our private and cozy one room cabin tucked in the woods on the family homestead. A peaceful location for connecting with nature, writing & hiking. It's a 12'x16' cabin, with a comfortable queen size bed, electricity, mini refrigerator and electric kettle. Water is provided. Equipped with a clean outhouse and an outdoor hot shower on side of main house. ( May use indoor shower in main house in cooler months) Excellent spot for star gazing.

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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Popular amenities for Bernardston vacation rentals

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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

Guest favorite

A spacious deck features a cozy seating arrangement including four metal chairs and a dining table, surrounded by a wooden railing. A patterned outdoor rug adds texture to the area, with lush greenery visible in the background under a bright blue sky.

Cabin in Winchester

4.85 out of 5 average rating, 27 reviews

The Ironclad Mountain Retreat

JenniferRating, 5 stars3 weeks ago

Could not have asked for a more perfect and peaceful stay at the mountain house. It is a dream of a place, in beautiful surroundings.

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!

Superhost

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

4.84 out of 5 average rating, 31 reviews

Two Geese Cottage, Private Home For Getaways!

RoniRating, 5 stars2 weeks ago

The place was as described. It was very nice down to the detail of having lint removers for our clothes. The clothes washer and dryer were excellent. The only knives in the kitchen were steak knives. It was odd to not have any chef's knives to cut a watermelon with, etc. There was an infestation of ants in a window and the kitchen counter top when we checked in which was off putting. It was a joy to wake up to hens outside the glass doors but the rooster/s woke us up earlier than we set our alarms for. But that was fine. It was still a peaceful place.

Top guest favorite

Home in Leyden

5 out of 5 average rating, 15 reviews

Mountaintop Views, close to private schools, golf

JasonRating, 5 stars1 week ago

Beautiful property! Fantastic deck and views, and spacious and modern inside. Great place for a weekend with friends!

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 stars4 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

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