Holiday rentals in Grafton

4.94 out of 5 average rating, 120 reviews

The Grafton Chateau

Welcome to the Grafton Chateau, a gorgeous secluded and private country retreat for all of your family and friends. With six bedrooms and a den, four baths, two fireplaces, a sauna and a large private pond beautifully situated on 67 acres of woodlands, the Grafton Chateau is the perfect comfortable home base for ski trips, hiking, antiquing, or just enjoying the scenery while you sit around the fire pit. The garage has outdoor recreation gear, like snowshoes and sleds. The den has a variety of toys, and games for kids and adults. The whole house, sauna house, barn and all 67 acres are all yours! We are always available by phone, text, or email if you have any questions. Grafton is just about the most charming Vermont town you can find and is convenient to four ski mountains and every other outdoor activity you can imagine.

4.93 out of 5 average rating, 75 reviews

Artist Forest Retreat

Drive down a picturesque country road to this architect designed artist cabin on 12 acres, nestled in the woods of southern Vermont. This one-of-a-kind home boosts a modern open floor plan, sunken living-room and wood-burning stove. Exposed beams, two story windows, and a well appointed kitchen add charm and comfort to the design! Grab a nice bottle of your favorite wine and some Grafton cheese and sit by the fire pit or wood burning stove. No matter the season this place is simply stunning!

4.94 out of 5 average rating, 396 reviews

Home in Putney

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Guest house in Springfield

4.85 out of 5 average rating, 374 reviews

Connecticut River-Cozy Cottage

This cozy cottage is located on the beautiful Connecticut River, nestled between fertile farmland and Skitchewaug Mountain with views abound. The cottage design utilizes a small footprint while offering functionality and basic comforts, including a small kitchen. Great for all seasons, close to Okemo, Sunapee, Ascutney and other worthy attractions. Hiking and snowshoeing options at your front door. Secrete fishing and swimming holes located on the property. Boat dock available upon request.

Superhost

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.

Campervan/Motorhome 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).

4.94 out of 5 average rating, 1,270 reviews

Tiny home in Jamaica

Apple Blossom Cottage: A Tiny House

The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

4.99 out of 5 average rating, 646 reviews

Barn in Chester

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

4.92 out of 5 average rating, 179 reviews

Guest house in Chester

Historic Carriage House-20 Min to Okemo-Magic MTN

Our Carriage House is less than a mile to charming Chester Village-enjoy quaint restaurants and pubs, antique shops, art galleries, yoga studio and a country market. Explore southern Vermont’s famous hiking trails, world class skiing, farms, winding rivers + breweries. Close proximity to the best of Vermont's ski resorts! (Magic Mountain, Bromley, Stratton, Okemo and Killington) Come experience why Chester has been voted one of the top 10 most beautiful towns in Vermont!

4.9 out of 5 average rating, 120 reviews

Tiny home in Athens

LUXE Forest Retreat

Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.

4.96 out of 5 average rating, 153 reviews

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

This beautiful circa 1850 farmhouse is nestled between two rivers. While it feels secluded, it is located right in Grafton Village and only a two minute walk from the Grafton Inn. There is an attached barn that has been converted to a great room with large fireplace and bar. We have a collection of bikes, tubes and snow shoes in the garage that guests are welcome to.

4.98 out of 5 average rating, 429 reviews

Flat in Andover

Private Hilltop farm apartment

Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!

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Other great holiday rentals in Grafton

4.92 out of 5 average rating, 126 reviews

The Deanery - Grafton Vermont

SherryRating, 5 stars3 months ago

The Village of Grafton is out of a storybook gorgeous and The Deanery a comfortable, spacious and beautiful home for a getaway.

4.83 out of 5 average rating, 12 reviews

Flat in Grafton

Grafton Homestead, Grafton, VT

WaydeRating, 5 stars3 days ago

Draa’s space was cute, clean, and well-cared for. It was the perfect spot for us to enjoy our friend’s nearby Grafton wedding and other VT locales. Hosts’ directions were clear, and they provided great ideas to explore surrounding areas. Thanks again!

4.91 out of 5 average rating, 79 reviews

Flat in Bellows Falls

Lovely light-filled 2 bedroom flat

BrendaRating, 5 stars2 days ago

Sweet place. Comfortable, Quiet and safe. Three things I look for!

4.94 out of 5 average rating, 110 reviews

Cozy Home in Village- hot tub, walk to Grafton Inn

JenniferRating, 5 stars1 month ago

We were three couples that stayed during our Land Rover event we attend every year in Grafton. Thrilled to find this gem. So close to the Inn we could walk and meet our friends at Phelps. Minutes from our venue. So spacious and comfortable for the 6 of us. We were thrilled to have the kitchen & outdoor grill for breakfast & dinner. Icing on the cake was the hot tub. We plan on returning next year.

5 out of 5 average rating, 8 reviews

*NEW* The Pettengill Schoolhaus- bike to village

KpollardochabRating, 5 stars4 months ago

So charming. LOVED everything about this place. Was a perfect meeting spot for two long time friends- one driving in from Maine, the other New Jersey with two college aged kids who drove down from UVM. The place can't be described in words- so quaint, homey, welcoming, amazing location, adorable town. And the responsiveness of the host was so great- throughout the night of a pretty good snowstorm. Will come back again just to stay here!!! Thanks for sharing this gem of a spot with us.

5 out of 5 average rating, 7 reviews

Home in Chester

Chester Mountain View

JedRating, 5 stars3 months ago

Great house and location to bring family and friends for a ski trip getaway! Very responsive and attentive host. Had a wonderful stay.

5 out of 5 average rating, 24 reviews

Home in Chester

Vermont Charm in the 1840 Gideon Lee House

CarloRating, 5 stars1 month ago

We have had a marvelous time at Gideon Lee in Chester, Vermont. An extremely spacious house, equipped with all the necessities. A well-functioning kitchen, a washer and dryer and especially a cozy "wood stove". Polly and Ian are friendly and interested people with whom you are happy to strike up a conversation. And who are happy to give all kind of suggestions for trails, restaurants, or just for visiting nice villages. In the five days we were there, this house became a home!