Family-friendly vacation rentals in Dorset

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Dorset

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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
4.95 out of 5 average rating, 240 reviews

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

Guest favorite
A cozy bedroom features a metal bed frame adorned with a colorful quilt. Soft pillows are arranged at the head of the bed, and a bedside lamp provides gentle illumination. An angled ceiling creates an intimate atmosphere, complemented by a framed landscape picture on the wall.
Guesthouse in Manchester
4.76 out of 5 average rating, 296 reviews

Romantic Barn Guesthouse in Village Center

Keep it simple at our peaceful and centrally-located hideaway. This rustic and cozy two-story barn guesthouse with fireplace is located on four acres of a 1768 historic homestead right in Manchester Center. Enjoy the pond and mountain views from the bedroom and living room windows; the guesthouse faces a peaceful meadow and wildlife pond which abuts 70 acres of preserved land with hiking trails, yet it's also just steps from Main Street and all of the dining and shopping of Manchester Village.

Guest favorite
A covered deck features wooden seating accompanied by a small table. Lush greenery surrounds the area, with trees displaying autumn foliage. The view extends towards the Battenkill River and distant hills, creating a serene outdoor setting.
Home in Manchester
4.97 out of 5 average rating, 124 reviews

Private Riverfront Getaway with Mountain Views

Be close to everything Manchester has to offer while enjoying gorgeous views and total privacy in a comfortable home you will have all to yourself! The perfect getaway any time of year. Feels like you are away from it all, but just minutes from amazing hiking, skiing, shopping, dining, and entertainment! 5 minutes to town and Bromley is less than 10 min away. Stratton and Magic Mt are both less than 25 min drives. Hiking trails, kayaking, fly fishing, and more are all right in your backyard.

Superhost
A comfortable living area features a sectional sofa adorned with soft pillows and a wooden coffee table. Natural light floods in through a large window, highlighting the wooden wall paneling. A decorative rug rests under the table, adding warmth to the space.
Home in Dorset
4.89 out of 5 average rating, 110 reviews

Mountain View Getaway

Escape to our cozy, inviting home nestled on the side of a mountain in East Dorset, VT. This peaceful getaway features 2 spacious bedrooms and 1.5 modern bathrooms, perfect for families or couples. Enjoy a fully equipped kitchen, a relaxing living area, and a beautiful backyard with a deck for outdoor dining. Explore nearby hiking trails, skiing, swimming, local attractions, or simply relax in nature's beauty. Easy check-in and check-out. No smoking Well trained pets only No large parties

Top guest favorite
The entrance of the Bonnet St Barn features a deep red exterior with a sloping roof and an overhang. A small chair is positioned beside the door, framed by lush greenery and blooming flowers, enhancing the welcoming entryway.
Apartment in Manchester
4.99 out of 5 average rating, 110 reviews

Bonnet St Barn

Keep it simple at the peaceful, cozy and centrally-located Bonnet St Barn. Conveniently located steps from Manchester’s landmark 'Northshire Bookstore', restaurants and delightful shopping. The apartment is on the main floor of the two-story barn and features a king-size bed, a smaller second bedroom with a twin bed, AC, high speed WiFi, TV and a full kitchen for relaxing mealtimes. Less than 30-minute drive to Bromley & Stratton ski areas. Enjoy the Green Mountains of southern Vermont!

Top guest favorite
Apartment in Dorset
4.99 out of 5 average rating, 194 reviews

Vermont barn apartment

The Barn Apartment at Sykes Hollow Farm is in the gorgeous Mettowee Valley with 4 friendly horses, entertaining chickens, mountain views and a host who cares about you. The farm is a quiet, private, peaceful place with 30 acres to roam, but still close to Dorset and Manchester. Fields, mountains and a pond are all here. Good for couples and solo travelers who want an amazingly beautiful setting. This listing is more than a rental... it's an entire farm. Powered by solar to help the planet!

Top guest favorite
The green barn structure features a deck with white railings, providing access through double doors. Lush grass surrounds the building, with trees framing the background. A gradient sky at sunset displays soft hues of pink and orange, creating a serene outdoor setting.
Barn in Manchester
4.99 out of 5 average rating, 295 reviews

Big Green Barn - Manchester Village Vermont

Unique Vermont Barn Experience! 1880s restored barn on 2 acres in Manchester Village across from Southern Vermont Arts Center. Converted to a photo studio in 2004 when we moved from NY; spacious, comfortable, solar-powered, approx. 1 mile to Main St. (town roads, no sidewalk), close to shopping, restaurants, golf, hiking, skiing, etc. Beautiful views, Mount Equinox front, the Green Mountains back. No pets. Not suitable for children under 12. (License number MRT-10126712)

Top guest favorite
A mid-century styled home is set within a lush green landscape, flanked by trees. A hammock is positioned on the lawn in the foreground, inviting relaxation. A spacious deck extends from the house, surrounded by well-maintained flower beds and stones, enhancing the serene outdoor environment.
Home in Dorset
4.98 out of 5 average rating, 142 reviews

The Nest at Birch Quarry

Our home is located mid-way between Dorset and Manchester VT. This mid 70's style home has been remodeled and updated. The rooms are tastefully decorated. New baths, a well appointed kitchen, large dining area, vaulted ceilings, large deck & marble patio w/ fire pit. Private setting surrounded by woods and quarry pond. The access is flat and off a paved road. 3 min to Dorset. 5 min to Manchester. 10 min to VT Horse Show. 15 min to Bromley. 25 min to Stratton.

Guest favorite
The historic two-story house features a blue exterior complemented by a white porch adorned with hanging flower baskets. A pathway lined with greenery leads to the entrance, enhancing the inviting appearance of the home surrounded by mature trees.
Guest suite in Dorset
4.9 out of 5 average rating, 201 reviews

Guest Suite in historic 1804 tavern, w/ Breakfast.

You'll have the whole 3rd floor to yourself with a new private bath, large bedroom with a/c, and a separate sitting room/library. Stay in an historic gem, listed on the National Register of Historic Places. Historically sensitive restoration has been done. You'll have a continental breakfast in the house's original dining room. We're a four a minute drive from the center of historic Dorset village.

Top guest favorite
A cozy living room features two inviting sofas with a plaid throw, a wooden desk, and a rocking chair. A fireplace is framed by built-in shelves, adorned with decorative items and books. Natural light enters through a window dressed with patterned curtains.
Townhouse in Dorset
4.98 out of 5 average rating, 250 reviews

Sunny, charming, quiet get-a-way

Come relax and recreate in a classic Vermont Village setting. This 2 BR, 1.5 Bath inviting ski vacation home borders the Green Mt. Forest and is close to prime ski areas, VT Summer Festival, Dorset Theatre, Emerald Lake State Park, and Manchester shopping and dining.

Top guest favorite
A cozy living space is presented with a light-colored sofa and a brown accent chair, complemented by a wooden coffee table. Shelving is visible in the background, showcasing decorative items, while a dining area with metal chairs can be seen in the distance.
Apartment in Manchester
4.98 out of 5 average rating, 281 reviews

Style and Comfort- Perfect Year Round Location

Amazing location in Downtown Manchester Center. Walking distance to the outlets, bars and restaurants. Less than 30 minutes away from three Ski Mountains. Fully renovated unit within a charming old farmhouse with your own private entrance and front porch.

Guest favorite
The exterior of a red cabin is framed by green grass and colorful yellow flowers. The building features multiple windows and a gabled roof, creating a charming and rustic appearance. A clear pathway leads to the welcoming front door.
Guesthouse in Pawlet
4.91 out of 5 average rating, 337 reviews

Picturesque Cabin on the Mettowee

This beautiful cabin features a loft style sleeping area, full bath, full kitchen, sitting area, and incredible views of the Mettowee River. Enjoy nature just outside your door with gorgeous views of fall foliage, fishing on the river and hiking.

Popular amenities for Dorset family-friendly rentals

When is the best time to visit Dorset?

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Avg. priceﺩ.ﺇ1,359ﺩ.ﺇ1,451ﺩ.ﺇ1,296ﺩ.ﺇ940ﺩ.ﺇ1,102ﺩ.ﺇ1,061ﺩ.ﺇ1,194ﺩ.ﺇ1,113ﺩ.ﺇ1,205ﺩ.ﺇ1,238ﺩ.ﺇ1,157ﺩ.ﺇ1,473
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Quick stats about vacation rentals that are family-friendly in Dorset

  • Total vacation rentals

    Explore 70 vacation rentals in Dorset

  • Nightly prices starting at

    Dorset vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 2,270 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Dorset vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Dorset rentals

  • 4.9 Average rating

    Dorset stays are highly rated by guests—averaging 4.9 out of 5!