Places to stay in Deerfield

4.91 out of 5 average rating, 239 reviews

Soaring 2-level loft w/ views in heart of downtown

Walk to everything from this sunny, spacious 2-level, newly renovated 3rd-floor loft in downtown Shelburne Falls, right by the Bridge of Flowers. Cathedral ceiling, giant windows with views of mountains & river. Open upstairs queen bed space. Comfy pull-out queen bed downstairs. Washer/dryer. Well-equipped kitchen w/ dishwasher. Brand-new tiled shower. Fast Internet, two smart TVs, and a 15,000 BTU air conditioner that cools the big space in minutes. 15-minute drive to Berkshire East ski resort.

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.”

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.

4.9 out of 5 average rating, 193 reviews

Home in Greenfield

Peaceful Blossoms Victorian Home

This is a furnished home in Greenfield MA. It’s great for Deerfield Academy, Eaglebrook School, Northfield Mount Hermon, and Stonleigh-Burnham families. We’re close to Berkshire East, Yankee Candle, and Magic Wings. 3 bedrooms sleep up to 5, 2 baths. Circa 1890, our home has a modern kitchen, comfy couches, and an eclectic antique-heavy decor. The period layout with all bedrooms upstairs and the antique decor may not make our home ideal for people with mobility challenges or young children.

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!

4.95 out of 5 average rating, 130 reviews

Cabin in Sunderland

Mt Toby Retreat

Our home in Nature! Post & beam house w/ cabin-like, rustic feel, made of pines milled from forest behind the house. Piano for songwriters. Borders state forest w/ trails & hundreds of acres of Mt Toby - waterfalls, creeks, caves, old growth forest, lookout at summit, etc. Lots of sugar maples - prime location for leaf peeping. 5 min to the Bookmill in Montague Center; ~5 min to Mt Sugarloaf; ~10 minutes to North Amherst; ~15 minutes to Historic Deerfield, ~ 25 Minutes to Northampton.

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.

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.

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

4.98 out of 5 average rating, 180 reviews

Apartment in Greenfield

Lovely 2nd floor Apartment

This lovely spacious 1 bedroom apartment is situated on a quiet street in the heart of Greenfield. Only a 3 minute ride to a charming downtown & restaurants Enjoy lots of natural light and a calm office space with an additional futon for rest. Free parking on premises and access to nearby baseball field and tennis courts. A place you'll love to come back to.

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Other great vacation rentals in Deerfield

5 out of 5 average rating, 96 reviews

Home in Shelburne Falls

Charming Brookside Artisan Home

NellieRating, 5 stars1 week ago

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

4.98 out of 5 average rating, 57 reviews

Home in Ashfield

An 18th century farmhouse

NateRating, 5 stars3 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!

4.98 out of 5 average rating, 87 reviews

Home in Ashfield

Magical, Rural Getaway in the Berkshires

SarahRating, 5 stars2 weeks ago

This place was great, I was a little concerned it may be too rustic based on the pictures, but the place was fabulous. No problems with wifi, access, sleeping arrangements. The open space for the kitchen/tv room were so great for our large family. Everything is well appointed, there are clear instructions everywhere on how to use anything in the house. It was really nice for our short weekend stay for graduation. I felt the kitchen was better stocked than most places I've stayed. They had everything we needed. I wish we could have used the fireplace on this rainy cold weekend, but heard maybe it's an Airbnb thing not an owner thing. If you want to head to this area, this was a great place to stay.

Apartment in Williamsburg

4.95 out of 5 average rating, 92 reviews

The cozy clubhouse

BrianRating, 5 stars5 days ago

Beautiful and cozy home! Loved the vibe of the slanted ceilings, comfy bed, bathroom with a modern shower, sitting area, etc. Really did feel right at home the moment we walked in. The location is wonderful for access to Northampton while still feeling quiet and detached. Thank you Karen for sharing your space with us!

4.91 out of 5 average rating, 22 reviews

Apartment in Greenfield

4-guest apt, easy highway access, woodsy yard

RoniRating, 5 stars2 weeks ago

Michael was most gracious and accommodating to our needs for check in and possibly needing to extend our stay. We booked Micael's place within 24 hours of arrival. He was communicating as late as midnight that he was in the space getting the place ready for us and not to worry if we needed to check in earlier. Everything would be ready. It was remarkable. We were rushing there to make it in time for our grandchild's birth and he definitely relieved our anxiety. FYI - the kitchen is very well appointed.

4.99 out of 5 average rating, 77 reviews

Cottage in Wendell

Cozy Scenic Cottage on Small Pond, Near Lake Wyola

NadineRating, 5 stars2 days ago

I enjoyed my stay very much at Laurie’s place. Lovely, cozy cabin surrounded by natural beauty. Flowers, trees, water all lovely to look at. The house itself was very comfortable and relaxing. Well stocked kitchen and bathroom and plenty of extra towels, blankets, pillows. Laurie is a wonderful host. Very responsive to all questions and well organized instruction and information loose leaf book. The WiFi name and password were clearly stated in book and on the refrigerator. I have stayed here several times and am always happy to find it listed as available for the dates I need. I would definitely recommend the cabin to anyone needing a place to stay in the area.

5 out of 5 average rating, 62 reviews

Falcon's Nest | hot tub | scenic views |

AlinaRating, 5 stars1 month ago

Falcon's Nest was a fabulous place to stay in the area - everything there was clean and spotless, a truly homey feeling right from the start. The house itself is stylishly done - starting from architectural elements and through small details around the house. The grounds outside are breathtaking - there's an awesome hot tub, grill, fire pits, and a lake - beautiful nature all around. Location is very convenient to all landmark sights in the area and a variety of hiking trails. Johny and Kate were incredibly accommodating - quickly responding to all our questions and providing valuable recommendations. Overall, this was a great experience that exceeded our expectations!