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Family-friendly vacation rentals in Dorset

Find and book unique family-friendly homes on Airbnb

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.ﺇ 367 per night before taxes and fees

  • Verified guest reviews

    Over 2,520 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 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!

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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Top guest favorite
A scenic view of downtown Manchester shows vibrant foliage, including a red maple tree in the foreground. The historic home is framed by lush greenery and blooming flowers, with the mountain range in the background under a clear blue sky.
Home in Manchester

Manchester Marble Walk Gem - just off Main Street

Thoughtfully designed, this 3-bedroom gem is ideally situated for relaxation and exploration for family, friends, or coworkers. Walkers will love the proximity to coffee, dining, and shopping spots as well as a treasured bookstore and inviting library. Downhill and XC skiers have multiple options from 7 to 17 miles away. Bikers, hikers, skaters, and golfers will be equally pleased. A multi-use year-round rail trail and very active rec park in walking distance delights both young and old.

KitchenIndoor spacesWalkability

4.96 out of 5 average rating, 166 reviews
Top guest favorite
A deck area features four comfortable chairs surrounding a glass-topped table. Lush greenery and trees with autumn foliage create a colorful backdrop, while a clear blue sky adds to the inviting outdoor setting.
Barn in Manchester

Cozy Barn home w/ Mountain Views

Newly renovated cozy Vermont barn with views of Mount Equinox. This unique barn includes a full kitchen, bedroom, bath, smart TV, and wifi. Conveniently located 2.5mi to downtown Manchester and 3.7mi to the Dorset Town Green. Come hike, golf, ski, dine, shop, or take a stroll on the Manchester Rail Trail. 15min drive to Bromley and 25mins to Stratton. Relax with a cup of coffee or glass of wine on the deck while looking out at the mountains, or cozy up with a book by the electric fireplace.

KitchenFamilyPets

4.98 out of 5 average rating, 126 reviews
Top guest favorite
A spacious living area features a large stone fireplace as the focal point, surrounded by comfortable seating. Natural light floods through large windows, accentuating a wooden coffee table at the center. Subtle decor elements contribute to the inviting ambiance.
Cottage in Manchester

Edelweiss Cottage Manchester VT

Welcome to Edelweiss, a beautiful guest cottage in Manchester Vermont. Our idyllic cottage is nestled into the hillside at the base of Mount Equinox. The two story cottage boasts a stunning stone fireplace and large windows overlooking the tiered landscape and Green Mountains in the distance. We are located minutes to Manchester viliage, shopping outlets, Equinox Resort, Hildene, and the Equinox Skyline drive. We are 20 minutes to Bromley and 35 minutes to Stratton and Magic Mountain.

FamilyIndoor spacesDecor

4.99 out of 5 average rating, 108 reviews
Top guest favorite
The chalet is positioned on a gently sloping grassy area, featuring a spacious deck with a hot tub and several outdoor seating options arranged around a fire pit. Large windows reflect warm interior light, framing a serene natural backdrop of trees, enhancing the inviting ambiance.
Chalet in Winhall

Mountain view chalet with hot tub & fire pit!

Welcome to the @vermontviewchalet! This spacious, family-friendly property is perfect for year-round enjoyment. With the mountain view as your backdrop, come unplug by the fire pit and unwind in the hot tub. Perfectly situated between Manchester (shopping & dining) and Bromley/Stratton (skiing and entertainment). You're also just 2 minutes away from the Appalachian trail for the best hiking and fall foliage Southern Vermont has to offer. Look no further, you've arrived at your destination.

FamilyKitchenComfort

4.99 out of 5 average rating, 137 reviews
Top guest favorite
The treehouse sits elevated among lush greenery, supported by a wooden structure made from local materials. Its rustic exterior blends with the surrounding trees, while a sloped green metal roof adds a distinctive touch. A natural pathway leads up to the entrance.
Treehouse in Pawlet

Treehouse compound, no cleaning fee

The rental includes both treehouses (toilet in each), cooking/eating pavilion (only cold water at sink) (outhouse nearby), outside shower (cold), firepit. Additional guests above the 2 included in per night stay are $30 per person per night up to a maximum of 11 guests during the warmer months and 5 guests total during the cooler ends of the season (June and mid Sept to mid Oct). Beds: 3 doubles, 5 singles. No pets allowed. Not ideal for very young children or people with mobility issues.

FamilyIndoor spacesPets

4.97 out of 5 average rating, 143 reviews
Guest favorite
A charming exterior view of the house is displayed, featuring a welcoming entrance with a front porch and wooden steps. The property is flanked by a two-car garage, with a gravel driveway leading up to the house. Lush greenery surrounds the building, providing a sense of seclusion.
Home in Manchester

Ski and Play in Manchester Center!

Fully renovated 2000 sf 5 bedroom/2 bathroom house in the heart of Manchester Center, VT! 6 miles to Bromley, 15 miles to Stratton, 6 miles to the Vermont Summer Festival horse show, and less than a mile to all of the shops and restaurants Manchester Center has to offer! You cannot beat this location no matter the season! The house is set back off the road and surrounded by woodlands so even with all of these amenities at your fingertips, you feel like you're far off the beaten path!

KitchenIndoor spacesBathroom

4.95 out of 5 average rating, 136 reviews
Top guest favorite
A charming red barn with a pitched roof is prominently displayed against a backdrop of rolling hills and cloudy skies. A welcoming sign featuring a cow stands at the entrance next to a gravel drive, inviting guests to explore the countryside.
Home in Mount Tabor

Cow Barn Lodge

Our home is located in MT. Tabor, Vermont, just off of Route 7, in a country setting with beautiful Mountain views of the Green Mountain National Forest, Dorset and Danby Mountains. The house is an old barn converted into a beautiful spacious home, on 4 acres. Snowmobiling from our place, plus 4 major ski areas less than 30 miles away. Hiking, fishing, swimming, golfing, and the Equestrian horse show are all nearby. as well as shopping in nearby Manchester and Rutland Vermont.

Indoor spacesKitchenCheckout

4.98 out of 5 average rating, 295 reviews
Top guest favorite
A serene landscape of a tranquil pond reflects a historic red building surrounded by trees adorned with golden foliage. Gentle hills rise in the background, while the sky displays a mix of light and shadow, creating a peaceful atmosphere.
Cottage in Pawlet

The Smithy Cottage at Consider Bardwell Farm

The historic “Smithy" at Consider Bardwell Farm is the original building used for blacksmithing by Consider Bardwell, himself, in the 1800s. Complete with brand-new, architect-designed kitchen and bathroom, wood-burning fireplace, and stone patio for outdoor grilling and dining, the Smithy is beautiful inside and out. Enjoy meeting our goats and all the local goodies and products that we can stock in your cottage.

Indoor spacesKitchenWalkability

4.92 out of 5 average rating, 230 reviews
Top 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

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.

Indoor spacesKitchenParking

4.91 out of 5 average rating, 218 reviews
Top guest favorite
A well-maintained garden is depicted, featuring a mixture of lush green plants, shrubs, and a mature tree. A small seating area with two chairs is visible near the entrance, surrounded by well-kept flower beds and greenery, creating a serene outdoor space.
Guesthouse in Manchester

Carriage House

This renovated carriage house is one block from Main Street in historic Manchester Center and a 5 minute walk to a variety of restaurants, shopping and outdoor activities. Historic Manchester Village is a 5 minute drive. Bromley is a 10 minute drive and Stratton is a 25 minute drive. Guest privacy is respected by the hosts, who live in the original farm house and can quickly address guest concerns.

KitchenIndoor spacesAccuracy

5.0 out of 5 average rating, 106 reviews
Guest favorite
A bright sunroom features large windows and a vaulted ceiling, allowing natural light to fill the space. A comfortable white sofa is paired with decorative pillows, while a wooden coffee table sits at the center, complementing the warm wood flooring.
Farm stay in Rupert

White Doe Farm •Lovingly restored antique farmhome

Built circa 1860, our Rupert, VT farmhouse has been fully renovated for modern comfort while still retaining original rustic touches like original hardwood floors, a Rumford fireplace, and an antique wood-burning stove. We'd love to host your next family gathering, romantic getaway, or solo retreat! Minutes to Dorset, and Manchester. Micro-Wedding inquiries welcome!

FamilyIndoor spacesDecor

4.95 out of 5 average rating, 116 reviews
Guest favorite
A stationary white bus sits on a gravel path surrounded by green grass. In the background, sparse trees and expansive fields are visible. Two outdoor chairs and a small shed can be seen nearby, highlighting the serene, rural setting.
Bus in Granville

Serene Bus Getaway Among Rolling Farm Land

Tucked off a quiet dirt road, this stationary bus promises to provide you and yours an unforgettable accommodation for your next Upstate NY retreat. Come stay in the Sleepy Tire, and wake up to beautiful views of Vermont’s Green Mountains, an indoor bathroom with flushing toilet and hot shower, and WiFi so you can stay connected to those that matter.

Indoor spacesFamilyOutdoor spaces

4.89 out of 5 average rating, 217 reviews

Popular amenities for Dorset family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
Guesthouse in Manchester

In Town Manchester Studio w/ Loft Bedroom.

KitchenIndoor spacesCheckout

4.99 out of 5 average rating, 125 reviews
Guest favorite
Yurt in Dover

Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Indoor spacesFamilyHiking

4.92 out of 5 average rating, 131 reviews
Top guest favorite
A charming log cabin is surrounded by vibrant autumn foliage, showcasing a dark wooden exterior and a sloped green roof. The mountains in the background provide a scenic view, enhancing the peacefulness of the property, which is set on a gravel driveway.
Cabin in Sunderland

The Birchwood Cabin - Stunning Mountain Views

FamilyIndoor spacesPets

4.99 out of 5 average rating, 159 reviews
Guest favorite
A spacious ski home is surrounded by snow-covered trees, featuring a modern design with a sloped metal roof. Large windows allow natural light to enter, while a gravel driveway leads to the entrance. This bustling wooded area provides a serene backdrop during winter.
Home in Peru

Beautiful Bromley/Manchester VT Retreat w/hot tub

KitchenFamilyDecor

4.91 out of 5 average rating, 181 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

FamilyIndoor spacesHot tub

4.95 out of 5 average rating, 267 reviews
Top guest favorite
A charming two-story cabin features natural wood siding and a welcoming front porch. Lush green landscaping surrounds the home, and tall trees provide shade. A stone pathway leads from the driveway to the entrance, enhancing the connection to the serene outdoor environment.
Home in Sunderland

MOUNTAIN NEST, views, Manchester, hot tub,

KitchenIndoor spacesGrill

4.97 out of 5 average rating, 282 reviews
Top guest favorite
The rustic cabin sits amidst a lush green landscape, framed by towering trees. The stone chimney adds character, while the two separate structures showcase a combination of wood siding and modern roofing. Clear blue skies create a serene backdrop for the natural beauty.
Cabin in Landgrove

The Owl’s Nest in Landgrove

FamilyIndoor spacesNearby

4.99 out of 5 average rating, 220 reviews
Guest favorite
An aerial view showcases the expansive outdoor deck of the Shred Shack, featuring a hot tub and a large dining table for outdoor meals. Sun loungers are positioned nearby, and the building's blue exterior offers a vibrant contrast with the surrounding greenery.
Home in Winhall

Shred Shack: A/C | Hot Tub | Sauna | EV charger

Indoor spacesFamilyBathroom

4.95 out of 5 average rating, 112 reviews

Family- and pet-friendly home rentals

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

Romantic Barn Guesthouse in Village Center

KitchenIndoor spacesValue

4.77 out of 5 average rating, 340 reviews
Superhost
A cozy living area features a navy blue sofa positioned beside a bookshelf filled with books. A round wooden table is complemented by four wooden chairs. Natural light streams through multiple windows, emphasizing the warm tones of the interior.
Cottage in Manchester

Quintessential VT Cottage in Manchester Village

Indoor spacesKitchenSleep quality

4.79 out of 5 average rating, 130 reviews
Guest favorite
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

Mountain View Getaway

KitchenIndoor spacesBathroom

4.91 out of 5 average rating, 138 reviews
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

Picturesque Cabin on the Mettowee

FamilyKitchenQuiet

4.91 out of 5 average rating, 351 reviews
Superhost
A welcoming living area features a stone fireplace with a warm fire glowing inside. Wooden beams cross the ceiling, and a red couch is complemented by leather ottomans. A large window reveals a snowy outdoor setting, while a coffee table holds various items.
Home in Winhall

The Mushroom House of Manchester Vermont

FamilyIndoor spacesHeating

4.85 out of 5 average rating, 205 reviews
Top guest favorite
Cabin in Winhall

Dog Friendly A-Frame Retreat near Hiking, Dining

Indoor spacesKitchenDecor

4.96 out of 5 average rating, 391 reviews
Top guest favorite
A spacious bedroom is illuminated by natural light from multiple windows. A large bed with patterned linens is centered on a wooden floor. A simple chair and framed artwork add to the room's welcoming ambiance, complemented by warm wall tones and soft area rugs.
Home in Manchester

Modern meets Country Cottage in Manchester Village

KitchenFamilyAccuracy

4.96 out of 5 average rating, 140 reviews
Top guest favorite
An interior view showcases a modern staircase with wooden steps and a metal railing, leading to a second floor. Natural light floods the space through large glass windows, illuminating the wooden walls and a stone fireplace. A green plant adds a touch of nature.
Home in Londonderry

Modern 3-bedroom A-frame in Londonderry w/ Pond

Indoor spacesKitchenSkiing

4.99 out of 5 average rating, 151 reviews

Family-friendly home rentals with a pool

Top guest favorite
The exterior of the chalet is shown in twilight, with soft light emanating from a window. The rustic wooden structure features a sloped roof and is surrounded by snow-covered ground and trees in the background.
Guesthouse in Granville

Moon Valley Country Retreat no clean fee pets yes

Indoor spacesFamilyHeating

4.91 out of 5 average rating, 1019 reviews
Top guest favorite
The classic two-story farmhouse features white siding with black shutters. A green door welcomes visitors, while lush greenery and blooming lilac bushes create a natural frame. The surrounding lawn is expansive, emphasizing the peaceful rural setting.
Home in Salem

Magical Farm Getaway - a must visit!

Indoor spacesFamilyParks

4.98 out of 5 average rating, 213 reviews
Top guest favorite
A gravel road leads through open fields bordered by manicured greenery. In the distance, rustic buildings and trees with autumn foliage are visible against a clear blue sky, creating a serene rural landscape.
Farm stay in Clarendon

Dream Catcher Farm

Indoor spacesKitchenHospitality

5.0 out of 5 average rating, 112 reviews
Top guest favorite
An aerial view of the property showcases a spacious backyard featuring an in-ground pool, accompanied by a hot tub and lounge seating. The home, surrounded by lush greenery, displays a charming exterior with multiple windows and patio space, ideal for outdoor relaxation.
Home in Saratoga Springs

10 Min to Saratoga Track-Pool, Hot Tub, Game Room

FamilyIndoor spacesHospitality

5.0 out of 5 average rating, 102 reviews
Top guest favorite
Condo in Stratton

Premier Stratton Village Location - Pool & Hot Tub

KitchenIndoor spacesValue

4.97 out of 5 average rating, 212 reviews
Top guest favorite
A cozy living area features a pair of brown sofas with decorative cushions. A wooden coffee table is centered in front of the seating. Artwork is displayed on the light green walls, and a lamp provides soft illumination, complementing the natural light from the window.
Condo in Stratton

Cozy condo within walking distance to the slopes.

KitchenFamilyComfort

4.96 out of 5 average rating, 180 reviews
Superhost
A spacious living area is highlighted by large windows that provide a panoramic view of the surrounding hills. The room features a comfortable sofa, a wooden coffee table, and a dining set. A fireplace and a fully equipped kitchen are situated in the background.
Condo in Stratton

~10% OFF~Walk To Mountain~Amenities

Indoor spacesKitchenCheck-in

4.88 out of 5 average rating, 109 reviews
Top guest favorite
A red wooden cabin nestled among trees, showcasing a welcoming front porch. Air conditioning units are situated to the side. Natural light filters through the foliage, creating a serene and shaded outdoor atmosphere.
Barn in Newfane

Beautiful rustic woods and fields retreat.

KitchenIndoor spacesBiking

4.98 out of 5 average rating, 178 reviews

When is the best time to visit Dorset?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 1,451ﺩ.ﺇ 1,517ﺩ.ﺇ 1,285ﺩ.ﺇ 1,039ﺩ.ﺇ 966ﺩ.ﺇ 1,080ﺩ.ﺇ 1,194ﺩ.ﺇ 1,113ﺩ.ﺇ 1,205ﺩ.ﺇ 1,238ﺩ.ﺇ 1,157ﺩ.ﺇ 1,473
Avg. temp-5°C-4°C1°C8°C14°C18°C21°C20°C16°C9°C4°C-2°C

Destinations to explore