
Family-friendly holiday rentals in Grafton
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Grafton
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants
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Handmade 3 Bedroom Log Cabin | 5 Min From Skiing
Wake up to brisk mountain air with a cup of coffee and moose in the front yard... This house is a sanctuary, ideal for ski trips, hiking, leaf peeping, wine, beer, and cheese tasting, shopping and sugar house adventures. This is a place to unwind with friends and family. Sit in front of the cavernous fire place and watch the flames twist up the 18ft, handmade, stone hearth. With three private bedrooms, two bathrooms, a futon, and 10ft dining table, this house comfortably sleeps and feeds 8.
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Private Apt. on Farm, Hot Tub with views!
Relax in a spacious private apartment on our 38-acre hillside farm with sweeping Vermont views. Two queen bedrooms, a queen loft, full kitchen, and private deck with keypad entry. Enjoy gardens, orchard, heritage livestock, and a shared hot tub. Observatory experience features a historic 8½" Cooke telescope https://www.airbnb.com/experiences/6812114?s=67&unique_share_id=f9d4ebb7-396a-4f65-9ed0-f2b464a4359c Sking near Stratton, Mount Snow, Magic, and Bromley. Sleeps 5; adjoining unit available.
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Luxury Mid-Century Modern Vermont Home, Okemo View
The Brewster House is a premiere destination for skiing, hiking, enjoying the country or just lounging by the pool. Designed by renowned mid-century modern architect turned painter George W.W. Brewster, the Brewster House has been lovingly restored and updated, and filled with original, local art. With gorgeous views of Okemo and Hawks Mountain Wildlife Area, the Brewster House is close to incredible dining, great art galleries, and antique shops. Come bask in beauty and relax completely!
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The Owl's Nest - secluded cabin with bikes
Cozy cabin nestled in the secluded woods along a rushing brook just outside Grafton village. You'll find it in the heart of southern Vermont's ski and hiking country just a short drive to Green Mountain NP. Designed to wrap your soul in flannel sheets, this tiny home has all the charm to allow you to live out your cabin-life fantasies hassle free. Perfect for lovers, bromances, gal pals, cuddle buddies, close friends, and just about any one else who wants to unwind, get close and personal.
FamilyIndoor spacesWi-Fi

Bread and Butter Apartment
Our house is located just a few minutes from Magic Mountain and less than thirty minutes from Bromley, Stratton and Okemo. Chester and Londonderry are a short drive away, and there are many wonderful hikes nearby. The apartment occupies the entire second floor of our house and has a private entrance. It includes two cozy bedrooms, a 3/4 bath, a small kitchen and a comfy living room. The apartment still has that old Vermont charm and is perfect for a relaxed weekend in the Green Mountains.
FamilyIndoor spacesHiking

The Deanery - Grafton Vermont
Welcome to The Deanery in Historic Grafton! Located in a great spot, less than 1/10 of a mile (a two-to-three-minute walk) from the Grafton Inn! Grafton is a quaint, quintessential town that makes for a great place to relax with family and friends. There is a local market, pub, and the Grafton Ponds - all within walking distance. Check out our feedback to hear from others who have enjoyed The Deanery! We also offer discounts for weekly stays and returning guests. Please ask.
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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
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Charming Chester Farmhouse Near VT Slopes
Unplug at our spacious 4-bed Chester farmhouse, a four-season retreat minutes from Okemo, Magic & Bromley. Highlights: *Chef’s kitchen & coffee bar *Fast Wi-Fi, dedicated workspace & Smart TV *Spacious backyard for dining & stargazing *Easy 10–20 min to skiing, hiking & local towns *Pet-friendly, family-ready Spend your days hiking, swimming, leaf peeping, or exploring nearby towns. In winter, hit the slopes, then gather for games and a movie. Book your Vermont getaway today!
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Artistic Southern Vt Countryside Home at Windham
Escape to 3.5 private acres in the Green Mountains. Art-filled spaces, Tempur-Pedic beds, A/C, two living rooms, full kitchen with gas stove. Groomed trails and berry foraging outside your door. Fire pit with valley views. Minutes from waterfalls, swimming holes, the Appalachian Trail, and Londonderry dining. Magic Mountain under 10 min, 4 more ski areas nearby. Pellet stove, generator, dedicated workspace — perfect for remote work or a mountain reset.
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Modern Cabin with Outdoor Spa on Vermont Farm
Romantic modern cabin with private hot tub on a 100-acre Vermont farm. This Scandinavian-style retreat features soaring windows, a king bed with luxury linens, a cozy fireplace, and a sleek kitchen. Perfect for couples seeking a peaceful getaway, farm stay, or eco-friendly escape. Soak under the stars, meet our friendly goats, and enjoy the beauty of southern Vermont from your light-filled solar-powered cabin.
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Quaint stone house!
⭐️ 2022 Rockingham Old House Award ⭐️ Take it easy at this unique and tranquil getaway. The Cairn of Vermont is an 1840s stone house located in the sleepy remnants of Bartonsville Village, now part of Chester, VT. 20 minutes to skiing and hiking, biking and the great outdoors are all around you! Less than 5 minutes to Vermont Country Store and make your way home through the Bartonsville Covered Bridge!
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Popular amenities for Grafton family-friendly rentals
Family-friendly home rentals with a hot tub

Vermont Getaway Apartment
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Log Cabin: Amazing Views, River Frontage, Hot Tub
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Luxe HotTub, Sauna, Fall Leaves, Stratton /Mt Snow
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Okemo A-Frame - Floor Hammock, Sauna & Hot Tub
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Cozy Chalet w/ Jacuzzi Hot Tub near Okemo Mountain
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Cozy private cabin near Okemo! Large Hot tub!
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Alpine Reflection + Hot Tub
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Beautiful Timber Frame Retreat
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Family- and pet-friendly home rentals

Vermont Country Cottage(Near Village w/Magic View)
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The Post Haus - One-of-A-Kind Modern VT Experience
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Modern 3-bedroom A-frame in Londonderry w/ Pond
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Designer Chalet w/ Mountain Views close to it all
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Fat Cat Barn - Close Okemo & Magic, Vermont
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The Rafters Lodge
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Cozy Vermont Antique Sugar House with Fireplace
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10 min from Stratton! Log Cabin w/ Beautiful Views
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Family-friendly home rentals with a pool

Beautiful rustic woods and fields retreat.
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Ski Mountain View Estate
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Beautiful Bromley/Manchester VT Retreat w/hot tub
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Mt Snow Chalet: Peaceful Escape w/Hot Tub
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The Brick House on Washington Street
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Family-friendly 4BR | Pools Hot Tub | Near Mt Snow
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Log Cabin Near Stratton/Mt Snow
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Mid-mod VT Dream Chalet near skiing, lake & forest
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Destinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Salem Holiday rentals
- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Bromley Mountain Ski Resort
- Mount Monadnock
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Montshire Museum of Science
- Mount Greylock
- Camp Plymouth State Park
- The Montague Bookmill
- Quechee Gorge
- Jamaica State Park
- Bridge of Flowers





