Family-friendly vacation 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.

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Top guest favorite

A serene scene features a spacious house nestled beside a tranquil pond. Vibrant autumn foliage enhances the landscape, with a mix of orange, yellow, and green trees lining the property. The grassy area invites exploration, while reflections on the water add to the peaceful ambiance.

Home in Grafton

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.

FamilyIndoor spacesAmenities

4.95 out of 5 average rating, 142 reviews

Guest favorite

The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.

Cabin in Londonderry

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

FamilyKitchenGetting around

4.95 out of 5 average rating, 270 reviews

Top guest favorite

A spacious living area features a central stone fireplace, surrounded by cozy seating. Large windows frame scenic views of the trees outside, filling the space with natural light. The rustic wooden beams and walls add warmth, while the open layout connects to the kitchen and loft above.

Barn in Andover

Fat Cat Barn - Close Okemo & Magic, Vermont

Welcome to Fat Cat Barn! This is an incredibly unique, family oriented 1850's Mennonite built Post & Beam barn on 10+ acres in the pastoral hills of Andover, VT. We are wedged between the wonderful villages of Weston, Ludlow & Chester. Just 15 minutes from Okemo and Magic ski mountains with Stratton, Bromley & Killington all within 40 minutes. This is a wonderful four season property with plenty of options for fun right outside our door step. The Stratton mountain views and sunsets are stunning

Indoor spacesFamilyBathroom

4.99 out of 5 average rating, 156 reviews

Top guest favorite

An outdoor deck features a round table surrounded by four black metal chairs, offering a panoramic view of rolling hills and trees. The clear blue sky complements the lush greenery of the landscape.

Apartment in Townshend

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.

FamilyIndoor spacesAir conditioning

4.93 out of 5 average rating, 283 reviews

Top guest favorite

A charming cabin is illuminated by soft outdoor lights against a dark forest backdrop. A large front porch, adorned with an American flag, features steps leading into the warm glow of the interior windows. Surrounding greenery enhances the rustic setting.

Tiny home in Grafton

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.

Indoor spacesFamilyCondition

4.98 out of 5 average rating, 180 reviews

Top guest favorite

The exterior of a two-story house is depicted, featuring a welcoming entrance with wooden steps and a green door. Window boxes with plants are positioned below each window on the light gray facade, surrounded by a landscaped yard with a gravel pathway leading to the front door.

Apartment in Londonderry

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.

Indoor spacesFamilyTV

4.99 out of 5 average rating, 107 reviews

Guest favorite

Home in Grafton

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.

KitchenFamilyCheckout

4.93 out of 5 average rating, 136 reviews

Top guest favorite

The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.

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

KitchenIndoor spacesBreakfast

4.94 out of 5 average rating, 1385 reviews

Superhost

Home in Chester

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!

Indoor spacesFamilyDecor

4.85 out of 5 average rating, 109 reviews

Top guest favorite

Home in Windham

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.

KitchenIndoor spacesWifi

4.96 out of 5 average rating, 103 reviews

Superhost

A modern cabin features a contrasting black exterior and wooden accents, nestled among lush trees. A wide deck with railing leads to the entrance, offering a welcoming space to enjoy the surrounding nature. Large windows provide ample natural light and views of the forest.

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.

KitchenFamilyCheck-in

4.87 out of 5 average rating, 190 reviews

Top guest favorite

The bedroom is designed with a spacious bed adorned with crisp white linens. A large triangular window provides a serene view of lush greenery outside, allowing natural light to fill the room.

Cabin in Townshend

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.

Indoor spacesFamilyHospitality

4.96 out of 5 average rating, 208 reviews