Holiday rentals in Deerfield River

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Top-rated holiday rentals in Deerfield River

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

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Top guest favourite
A spacious living area features modern seating arrangements with natural light streaming through large glass windows. A small table is set by the window, overlooking the garden. Polished wooden floors and decorative items add warmth to the inviting atmosphere.
Guest house in Marlboro

Refined, serene and like no other, Marlboro, VT.

Our elegant, supremely comfortable, and private guesthouse is surrounded by a wonderful garden and 350 acres of woodland in the quiet of rural Vermont. We are 30 minutes from Brattleboro to the east, with its many shops and restaurants, and 12 minutes from the small town of Wilmington to our west, with some restaurants, shops, and a supermarket However, we always recommend bringing groceries, etc., for your first night and next morning. We are pleased to offer a 20% discount for 7 days or more!

ValueFamilyComfort

4.97 out of 5 average rating, 189 reviews
Guest favourite
A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.
Home in Guilford

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

LocationValueTV

4.95 out of 5 average rating, 160 reviews
Top guest favourite
Home in Dummerston

Barnside Cottage at Fruition Farm

Welcome to the Barnside Cottage at Fruition Farm, a newly renovated retreat on 182 acres in southern Vermont. Just 24 minutes from Mount Snow, it offers comfort, privacy, river access, a full-length deck, and four-season beauty. Enjoy hiking, foliage, gardens, and peaceful views. Camp at your own private riverside campsite, complete with fire pit and picnic area. Owners are nearby for support, and up to two dogs are welcome. A cozy, stylish getaway designed for rest, connection, and adventure.

FamilyLocationSkiing

4.95 out of 5 average rating, 44 reviews
Top guest favourite
Treehouse in Wilmington

Beautiful timber-frame treehouse

The timber frame treehouse is a perfect couples retreat. The home is custom built with hardwood maple trees cut down and milled right on the property. The deck has a barrel sauna, cold or hot cedar soaking tub, a propane fire pit, a wood burning chiminea fire pit, and a bar top for outdoor dinning. The inside has a stone fireplace, fully equipped kitchen, tile shower, projector with dvds, books, board games, chandelier, and dimmable lighting for any mood. This home is truly one of a kind.

LocationFamilyWifi

5.0 out of 5 average rating, 123 reviews
Guest favourite
A spacious mountain lodge is depicted, featuring a striking stone chimney and expansive decks. Large windows frame the scenic landscape, while lush green grass surrounds the building. The warm tones of the log exterior harmonize with the natural setting, inviting outdoor relaxation.
Flat in North Adams

Berkshire Mountain Top Chalet

Amazing mountain top lodge with beautiful views, and majestic log interior. Soaring ceilings, dramatic stone fireplace, and many more amazing amenities such as blazing fast internet, multiple decks, and hot tub. This gorgeous lodge is located near all The Berkshires has to offer—resplendent nature with waterfalls, hiking trails; cultural institutions such as Mass MoCA, and the Clark Institute; adventures such as zip-lining, white-water rafting, and skiing—it is the ultimate place for you.

ValueFamilyCleanliness

4.93 out of 5 average rating, 193 reviews
Guest favourite
A wooden deck extends from the back of the house, overlooking a fire pit surrounded by several adirondack chairs. Vibrant fall foliage complements the tranquil setting, with a winding path leading to the house, where large windows invite natural light.
Chalet in Charlemont

Ski, Raft & Relax | Lodge w/ Pool Table & Fire Pit

On your journey to The Lodge on Warner Hill, you will pass through a nostalgic covered bridge, drive by a babbling brook, and meander up a winding dirt road. Our home sits in a quiet, peaceful 5-acre setting. It has been completely remodeled with earth-tone charm. Enjoy your time with friends and family relaxing, reading a book, playing pool, barbequing on the back deck, gazing at the stars, or hanging out by the fire pit. Located 10 minutes from Berkshire East and the Deerfield River

ValueLocationQuiet

4.97 out of 5 average rating, 150 reviews
Top guest favourite
The cabin is situated among lush greenery, featuring a light green exterior that complements the natural surroundings. Large windows allow for ample light, while ferns frame the building at the front. The wooded area provides a sense of privacy and tranquility.
Cabin in Whitingham

The Hideaway Camp

The Hideaway Camp is a very private cabin on a 100 acre property. There are hiking/x country ski trails on the property and close access to the VAST trails. A scenic 20 acre pond for kayack and canoeing and a brook with a rustic cocktail deck overlooking it. the Jacksonville General store is 2 minutes away and it is warm and friendly with all the groceries you might need. The cabin is well stocked for cooking and with high speed internet you can Watch or stream favorite shows.

ValueLocationAir conditioning

4.96 out of 5 average rating, 130 reviews
Top guest favourite
A spacious two-story home is nestled among lush greenery, featuring a light pink exterior complemented by maroon shutters. A paved driveway leads to a double garage, while a well-maintained lawn and garden enhance the inviting atmosphere of the property.
Home in Whitingham

VT Foliage Escape • Fire Pit • Arcade • Sleeps 11

Escape to our tranquil countryside retreat, a spacious Southern Vermont basecamp built for year-round adventure. Nestled among fields and forest, the home offers peace and privacy with direct access to the VAST snowmobile trail network and easy access to skiing at Mt. Snow. It sleeps 11 and is ideal for families or friends who want space and value without resort pricing. After a day outside, unwind by the fire pit, enjoy the arcade, or settle in with a good book.

FamilyLocationWifi

5.0 out of 5 average rating, 92 reviews
Superhost
A uniquely designed raised container home features multiple levels and large windows that offer expansive views of the surrounding landscape. The structure includes a covered outdoor area below, and the combination of dark wood and metal creates a striking exterior appearance.
Shipping container in Whitingham

The House of Pi

WE now pay your 15.5% Guest Service fee!!! Welcome to The House of Pi π aka Lakefront Loft. One of a kind custom built 34 foot high raised container home overlooking a beautiful southern VT lake with direct lakefront property with your own private dock and Kayaks. Our spacious home custom designed and built with 8 shipping containers boasts every amenity you want. 3 master bedrooms designed with amazing panoramic views. Hot Tub and Custom Cedar Sauna!

ValueFamilyWifi

4.88 out of 5 average rating, 123 reviews
Top guest favourite
The exterior of a renovated log cabin is presented, featuring a red metal roof and a charming porch with steps leading up. The cabin is surrounded by lush greenery, with rolling hills visible in the background under a clear blue sky.
Cabin in Newfane

Log Cabin: Amazing Views, River Frontage, Hot Tub

A sparkling clean, recently renovated log cabin in the woods with beautiful views of river and mountains. Located by the charming villages of Williamsville and Newfane, 12 miles from Mount Snow, and right on the crystal clear Rock River. It's the perfect place for a romantic getaway, a family vacation and quality times with good friends. Now also with outdoor hot tub with views of mountains, river and the wide, open sky above.

ValueLocationCheck-in

4.99 out of 5 average rating, 320 reviews
Top guest favourite
An open living area is highlighted by large windows that allow natural light to fill the space, which features a dark sofa and a wooden coffee table. A small plant sits on the floor, adding a touch of greenery to the room.
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.

FamilyLocationIndoor spaces

4.96 out of 5 average rating, 388 reviews
Top guest favourite
A charming red farmhouse is set against a backdrop of rolling hills and blue skies. The property includes a separate red building nearby, surrounded by lush green grass and a landscaped stone garden featuring colorful flowers and greenery.
Home in Colrain

Secluded Farmhouse Retreat - stunning views

This beautiful farmhouse called "High Pocket" is nestled on a knoll at the end of a private dirt road with majestic views of Vermont. Come experience your own solar powered country getaway on 545 acres, 15 minutes away from Shelburne Falls and Greenfield, Ma. Pets welcome {$50- per stay per animal} please keep off furniture and bedding Level 2 EV Charger on north/east corner

FamilyValueBathroom

4.94 out of 5 average rating, 199 reviews

Popular amenities for Deerfield River holiday rentals