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Kid-friendly vacation rentals in Wilmington

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Wilmington

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

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Home in Readsboro

4.86 out of 5 average rating, 124 reviews

December in Peaceful Vermont (Pet Friendly)

Beautiful Country Home, nestled in Vermont's Green mountains, panoramic views, with good access by the road. A babbling brook to lull you asleep from the master bedroom, and a clawfoot soaking tub, fully stocked house. Hiking, antiques, shops, lakes, picnics, covered bridges, cozy local inns, mountain views! Enjoy Vermont! Scenic roads, Mt. Snow, VAST trails, Mt.Greylock, Mass MOCA museum, nearby N.Adams, MA, Berkshires. Bennington Wilmington & Mt. Snow. PEACEFUL & PERFECT Vermont getaway! ☺

Home in Wilmington

4.99 out of 5 average rating, 188 reviews

Vermont Sugar House Retreat

Stay at this unique rustic Vermont getaway. Nestled on a quiet hill in Wilmington, this private retreat will serve as the perfect home base for your Vermont adventures. You'll have the house to yourself without a neighbor in sight. While very private and surrounded by beautiful forest, this house is still only a short 5 minute drive from downtown Wilmington. The house is built around an enormous one-of-a-kind natural stone fireplace that was formed atop the old foundations of a sugar house.

Home in Wilmington

4.96 out of 5 average rating, 106 reviews

Family SKI Retreat inWilmington-Walk 2Town-Hot Tub

Welcome to our family-friendly home in Wilmington, Vermont! Perfect for group getaways. Our home offers a blend of comfort and convenience. Just a short walk from Wilmington's charming downtown, with easy access to restaurants, shops, and groceries. Mount Snow is only a 12-minutes away, making this an ideal base for both winter skiing adventures and summer hikes. Whether you're here for outdoor fun or cozy nights by the fire pit, our home is ready to make your Vermont getaway unforgettable!

Tiny home in Wilmington

4.99 out of 5 average rating, 217 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Cabin in Jamaica

5 out of 5 average rating, 217 reviews

New Cabin in Jamaica

Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

Cottage in Dover

4.84 out of 5 average rating, 284 reviews

Cozy Camp in Vermont

This cozy camp located in beautiful East Dover, is on a secluded road off the beaten path. Close to Mount Snow, Lake Whitingham, Lake Raponda, and only 25 minutes to Brattleboro the adventures are endless! Get out of the city and visit the serenity and beauty of Southern Vermont- especially in Fall during “leaf peeping”. This is a camp-style cottage with rustic charm. Newly replaced flooring and a fresh coat of paint in both bedrooms upstairs. Snow tires are a MUST- Nov.-April

Barn in Marlboro

4.95 out of 5 average rating, 294 reviews

The Studio With a View. Bring your dog, too!

Our stylish Studio, a not so tiny Tiny House, is nestled into the Southern Vermont hillside and surrounded by nature. Enjoy the view from the deck, and cozy up in the newly renovated flower barn with a cup of coffee or tea and a great book. Well-mannered dogs are welcome, they will enjoy the fenced-in area right off the deck. Features: efficiency kitchen and dining area, cozy living space, queen-size bed, and a full bathroom. The large covered porch overlooks fields and trees.

Rental unit in Wilmington

4.92 out of 5 average rating, 115 reviews

Walk To Wilmington Village

This charming apartment is on a quiet side road overlooking historic downtown Wilmington, Vermont. Hear the church bells nearby while enjoying a relaxing evening on the deck. Take a stroll downtown and visit restaurants, shops, bars, and giftshops. Easy access to Moover, free bus to Mount Snow. Brand new washer/dryer Smart TV with a variety of premium streaming services The entire covered porch, side porch, and the yard on that side is all private and for you to enjoy.

Guest suite in Wilmington

4.92 out of 5 average rating, 752 reviews

Architectural GuestSuite

The Guest Suite is located on the first floor of an architectural studio in historic Wilmington, Vermont. Please enjoy the piano, drums, and art supplies! The Guest Suite is both UNIVERSALLY ACCESSIBLE, TOBACCO FREE, and ANIMAL FREE due to allergies in our family. LineSync Architecture staff will be working from 8:30am - 5ish upstairs, and once in a while on the weekends. When guests are in we try to be super sensitive and quiet, but footsteps will be heard!

Home in Wilmington

4.94 out of 5 average rating, 260 reviews

Wilmington. Easy walk to center of town.

Beautifully renovated bright, 120year old home in town. House thoroughly cleaned and sanitized after each stay. Touchless flushing toilets. Mini-Split air conditioning in each bedroom and on the main level. Minutes to MT Snow. Easy walk to town for food and shopping. Deerfield river directly across the street. 2 min from the lake. Valley hiking trails within sight. There is a 2 car limit. A request for additional vehicles needs to be made prior to check-in.

Cabin in Wilmington

4.93 out of 5 average rating, 441 reviews

Picturesque Cabin near Mt Snow

Enjoy fall in Vermont! Our cabin is the perfect spot to experience cozy VT charm without missing out on modern amenities. The beautiful Green Mountains are right outside our door as well as nearby lakes and rivers. The cabin is well equipped with 3 bedrooms, 1 bath; and you'll love the screened-in porch out back. We’re also dog-friendly!

Rental unit in Wilmington

4.92 out of 5 average rating, 195 reviews

Studio Apartment Sleeps 4,

Nestled in downtown Wilmington, Vt. and within walking distance 5/10 mile to downtown restaurants, pubs, boutiques, liquor store, library, chamber of commerce, atm and banks, and grocery store. Moover free shuttle to and from Mount Snow 8 miles, 10 min drive. Kitchen and full bath. Internet access, Direct TV.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Wilmington kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Bennington

4.99 out of 5 average rating, 269 reviews

Cozy Modern Sugar House with spectacular views.

Home in Wilmington

4.88 out of 5 average rating, 163 reviews

Adams Farm-"The Little Farmhouse"

Home in Putney

4.94 out of 5 average rating, 369 reviews

Vermont Botanical Studio Apartment

Home in Wardsboro

4.95 out of 5 average rating, 100 reviews

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Home in Bennington

4.99 out of 5 average rating, 124 reviews

The Gate House--Experience Vermont!

Home in Shaftsbury

4.87 out of 5 average rating, 134 reviews

Cheerful 1 bedroom cottage

Home in Guilford

4.92 out of 5 average rating, 196 reviews

Peaceful Country Home

Home in Newfane

4.94 out of 5 average rating, 181 reviews

Adorable home in Newfane

Kid-friendly apartment rentals

Rental unit in Shelburne Falls

4.97 out of 5 average rating, 523 reviews

In town, newly renovated studio with private deck

Rental unit in Marlboro

4.93 out of 5 average rating, 251 reviews

Shakespeare’s Folly Side Farm and AirBnB.

Rental unit in Shelburne Falls

4.95 out of 5 average rating, 194 reviews

Soaring 2-level loft w/ views in heart of downtown

Rental unit in Wilmington

4.93 out of 5 average rating, 181 reviews

Quaint cozy vermont apartment

Rental unit in Guilford

4.88 out of 5 average rating, 395 reviews

Apartment with a view

Rental unit in Bennington

4.95 out of 5 average rating, 152 reviews

Cooper's Place

Rental unit in Shelburne Falls

4.96 out of 5 average rating, 321 reviews

Annies’ Place by The Bridge of Flowers ~

Rental unit in Newfane

4.97 out of 5 average rating, 433 reviews

Rock River Retreat: VT Oasis Pet Friendly

Kid-friendly condo rentals

Condo in West Dover

4.75 out of 5 average rating, 132 reviews

Beautiful condo 2.5 miles from Mount Snow

Condo in Dover

4.87 out of 5 average rating, 228 reviews

Mt Snow Ski In/Out at Seasons

Condo in Dover

4.99 out of 5 average rating, 105 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

Condo in Stratton

4.94 out of 5 average rating, 148 reviews

Updated Ski in/Ski out Stratton Condo!

Condo in Brattleboro

4.93 out of 5 average rating, 325 reviews

Private & Quiet Studio Apt. in Vermont

Condo in Hancock

4.85 out of 5 average rating, 142 reviews

Cozy Condo @ Jiminy Peak

Condo in Dover

4.92 out of 5 average rating, 95 reviews

3 Story Condo - 5 Minutes to Mount Snow!

Condo in Dover

4.84 out of 5 average rating, 157 reviews

Mount Snow Close, Great Price, Lots of Room

Quick stats about vacation rentals that are kid-friendly in Wilmington

Total rentals
90 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
5K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
20 properties have a pool

Destinations to explore