Holiday houses in Shelburne

4.87 out of 5 average rating, 438 reviews

Big, sunny 1893 flat steps from Bridge of Flowers

Urban 3-room (2 bdrm) apartment on 3rd floor of funky older apt building on the main street of Shelburne Falls. Apartment faces the street, with views of the hills beyond. New kitchen appliances, and newly remodeled bath with custom shower, tile floor, and washer/dryer. Interesting art throughout the apartment, including some original pieces. Steps to the Glacial Potholes, Bridge of Flowers; and all the galleries, shops, restaurants, and cafes that this charming New England village has to offer.

Guesthouse in Shelburne Falls

5 out of 5 average rating, 274 reviews

Shelburne Guest House -The Ranch

The nice thing about my home in Shelburne is the location & the peace & quiet. 10 minute drive to Greenfield Rotary I-91, easy drive to Amherst, Smith, UMass, NMH, Deerfield Academy & Stoneleigh Burnham School. Berkshire East nearby for outdoor sports. 5 minute drive to the Village of Shelburne Falls, hiking trails, bike paths, High Ledges, & the Bridge of Flowers. Updated 1964 Sears Roebuck catalog home. Bright & sunny! Large farmhouse kitchen, 3 cozy bedrooms. Large yard! Your Vacation Home!

Guest suite in Greenfield

4.95 out of 5 average rating, 194 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.

4.96 out of 5 average rating, 343 reviews

Annies’ Place by The Bridge of Flowers ~

As a guest at Annie’s Place, enjoy access to a tastefully, renovated 3 room apartment, including a fully equipped kitchen, living room, sofa with 2 recliners, a spacious bedroom, walk-in closet, full bath, TV & Internet. There is a seasonal front porch and mudroom for convenience. Meticulously maintained and located in the downtown village area. Simply park and walk to specialty shops, restaurants & the Bridge of Flowers. Shelburne Falls, designated as one of the 15 “Great Places in America.”

Superhost

Guest suite in Montague

4.91 out of 5 average rating, 216 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!

4.98 out of 5 average rating, 213 reviews

Cabin in Cummington

Just Be Cabin

Small, rustic cabin in the woods behind our home. The cabin has electricity, but no running water. Drinking and cooking water are provided from a hand pumped container. The cabin is a beautiful place to slow down, connect to nature and one's self. If you love to camp, you will love the cabin. It is the perfect locale for a personal retreat. We are happy to arrange a yoga class at our home studio as well. It is like a tree house, where all are welcome to come, simplify life and just be.

4.97 out of 5 average rating, 559 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!

4.97 out of 5 average rating, 154 reviews

Cottage in Deerfield

Dreamy Guesthouse: sauna and private deck

You will feel like you're deep in the country while being close to everything on this 11-acre homestead, surrounded by woods. Featuring an infrared sauna, breezy porch, and firepit, this private guesthouse (next to our residence) is a 15-min walk to Deerfield Academy, Bement, Eaglebrook, and Historic Deerfield; a short drive to all five colleges; and less than three miles from award-winning Treehouse Brewery. Halfway between Brattleboro and Northampton, this is the perfect valley spot.

4.93 out of 5 average rating, 139 reviews

Campervan/RV in Guilford

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).

4.95 out of 5 average rating, 165 reviews

Apartment in Conway

A Country Retreat-Enhanced Studio Apartment

Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.

4.96 out of 5 average rating, 409 reviews

Apartment in Greenfield

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

4.96 out of 5 average rating, 346 reviews

Cottage in Ashfield

hope house

Sunny and open writing studio with over 150 years of literary history. Built in 1870, this lovely little house was where George Curtis edited Harper's magazine, wrote essays on transcendentalism , and argued for women's suffrage ( A recent guest informs me that George Curtis helped Thoreau build his cabin on Walden Pond ) The house has since sheltered painters, librarians, and poets.

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4.97 out of 5 average rating, 74 reviews

Home in Shelburne Falls

Bridge of flowers cottage

AlisonRating, 5 stars3 weeks ago

Our family converged on Shelburne Falls from several faraway places for a nearby college graduation. We rented 5 nights in order to make it a family reunion. This lovely home turned out to be the perfect setting, as it has a large amount of common living space, in several adjacent rooms, so that we could be all together or in smaller groups. We enjoyed meals in the large kitchen, sitting by the fire, short walks to good restaurants and handy grocery stores. We sat on the porch enjoying the garden. The area is quiet and safe. The trains coming through at the bottom of the garden were entertaining, but didn't wake people up because the trains go very slowly through a sunken section and don't honk nearby. The town is delightful, and plenty of hiking and things to do (Clark Art Museum!) nearby. As longtime AirBnBers, what we appreciated most is that this is really a family home, with an attentive host and a helpful neighbor/manager. In other words, AirBnb at its best!

4.98 out of 5 average rating, 57 reviews

Home in Ashfield

An 18th century farmhouse

NateRating, 5 stars5 days ago

What a beautiful, idyllic getaway Susan offers for her guests. A kind welcoming soul who provides a stay that brings you back in history – we had the most lovely time!

5 out of 5 average rating, 11 reviews

Charming Family Retreat: Steps from Downtown

GabrielleRating, 5 stars1 week ago

My friends and I stayed at Jen's place for our high school reunion. The pictures did not do it justice. Not only was her place spacious, clean, and homey but it was less than a 5 minute walk to the Main Street. Jen's recommendations for coffee and food were great and the home was equipped with everything we needed, and even some things we didn't think about like books and board games. The bedrooms were all spacious and there were plenty areas for a group movie night or some quiet alone time. When we first arrived, my friends and I did not know how to lock the door. However, as soon as we reached out to Jen she responded and with patience and grace walked us through the process. My friends and I will be returning every time we visit the area ! Thank you for a great stay.

5 out of 5 average rating, 40 reviews

Guesthouse in Guilford

Peaceful forest cottage getaway

CourtneyRating, 5 stars5 days ago

We absolutely loved our stay!!! The trail behind the apartment is awesome, and we loved the sound of the brook. We had a turtle friend too! We hope to return!!

4.83 out of 5 average rating, 30 reviews

Cabin in Montague

Two Geese Cottage, Private Home For Getaways!

VenusRating, 5 stars3 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!

5 out of 5 average rating, 15 reviews

Home in Leyden

Mountaintop Views, close to private schools, golf

JasonRating, 5 stars5 days ago

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

4.92 out of 5 average rating, 49 reviews

Home in Guilford

Vermont Mirror House

GeorgeRating, 5 stars5 days 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.