Kid-friendly vacation rentals in Middlesex

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Middlesex

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

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Guest favorite

Barn in Middlesex

4.99 out of 5 average rating, 200 reviews

Jules Gem

Reconditioned Barn Apartment. One large room with 4 large windows creating much natural light with kitchenette, no oven at this time, but there is a toaster oven & BBQ Grill for your use Overlooking Mountains and situated next to a river. Enjoy the sounds and views of country on this 90 acre property. All new amenities and full bath with shower. Private swimming hole on property, steps from sought after hiking, 12 minutes to downtown Montpelier with fine dining, bars and unique shopping.

Aug 18 – 25

R2,426 ZAR per night

Guest favorite

Guest suite in Middlesex

5.0 out of 5 average rating, 275 reviews

Morningstar Meadow - your home in Vermont

You have a home in Vermont! 5-star one-bedroom apartment has country charm and contemporary panache. A perfect retreat to enjoy rural serenity, stunning views, woods and fields. Everything you need: well-appointed with attractive, high quality furnishings, separate entrance, full kitchen, open living/dining area, cozy bedroom with queen bed. Cable TV, WiFi, and cell service. Plentiful free parking. Centrally located 3 miles from Montpelier. Snow tires or all-wheel drive recommended Nov-March.

Apr 4 – 11

R2,298 ZAR per night

Guest favorite

Bungalow in Worcester

4.97 out of 5 average rating, 586 reviews

Beautiful 30ft Yurt in the Green Mountains!

Gorgeous 5 STAR 30-ft yurt. The wrap-around deck looks out to the Worcester Range, trails leading from the yurt to babbling brooks. This charming space includes a fully equipped kitchen and a private bathroom with a claw foot tub/shower. Two queen beds, air mattress & futon mattress. 12 mi. to Montpelier and 7 mi. in the opposite direction to Lake Elmore, 4 miles to Worcester Trailhead and 6 miles to Hunger Mt! A beautiful sanctuary for peace and quiet or Netflix and Wifi, your hearts desire!

Aug 9 – 16

R3,018 ZAR per night

Guest favorite

Guest suite in Waterbury Center

4.98 out of 5 average rating, 120 reviews

Brand New Cozy Mountain Guest Suite in Waterbury

Cozy, private, spacious mountain studio above our garage in historic Waterbury Center. Full kitchen and full bathroom, quiet private deck with mountain views to watch the sunrise each morning. The unit is tucked away under the Worcester Mountains so you can enjoy a comfortable, quiet Vermont experience. Hiking and mountain biking trails are 5-10 minutes away. Stowe is 15 minutes and Waitsfield is 20 minutes away, easy access to I-89 and a 35 minute drive to Burlington to visit Lake Champlain

Aug 19 – 26

R3,029 ZAR per night

Guest favorite

Cabin in Worcester

4.97 out of 5 average rating, 169 reviews

the little house

Come rejuvenate in our sweet little cabin tucked into the Vermont mountains. It has such wonderful healing energy! ✨ Cozy up to read a book next to the fireplace or book a private kambal yoga session for you and your companion. ☺️ Kambal sessions include sound healing, yoga nidra, energy work & weighted blankets for deep relaxation. -On site Minister Brook access--5 min. walk -Lots of skiing, hiking, water to explore -18 min to Montpelier- funky downtown, eccentric shops & restaurants

Aug 26 – Sep 2

R2,829 ZAR per night

Guest favorite

Apartment in Waterbury

4.97 out of 5 average rating, 377 reviews

Village Oasis 2 -the crossroads of VT

A friend once referred to our town as Mayberry. It's definitely a small town where people look out for each other. In the heart of the village, walking distance from local restaurants, brewery's, and shops as well as mountain bike trails. 5 mi from a beach where you can rent canoes/kayaks/paddle boards. Enjoy the slopes, hiking, Ben and Jerry's, local brewery's, or the Vt. landscape, settle in with a warm jacuzzi tub. At the end of the day cozy up on a king sized bed watching Netflix's.

Dec 10 – 17

R1,754 ZAR per night

Guest favorite

Home in Waterbury Center

4.97 out of 5 average rating, 155 reviews

Vermont Getaway Home - Perfect Location

Central Location! Covered patio with propane fire table. Cozy 2 bed, 1.5 bath home, in a 2 unit duplex, approx 1200 sq.ft. Fully furnished. Whether you choose to stay in or want to get out, this is a great location! 13 mi. to Stowe Mtn., 21 to Sugarbush, 25 to Burlington, 3 to local hiking trails, and 4 to downtown Waterbury, enjoy local restaurants, craft beer, and more! Bedrooms and full bath are on 2nd floor and have window AC in summer months. Smoke Free, Pet Free Rental.

Aug 14 – 21

R3,362 ZAR per night

Guest favorite

Yurt in Montpelier

4.95 out of 5 average rating, 509 reviews

Private 4-Season Country Yurt Close to Town

Nestled in the woods on a quiet country road, this cozy retreat is a perfect getaway just ten minutes to downtown Montpelier and I-89. Nearby historic sites, boutique shops, and delicious restaurants make your time in Vermont memorable. Hundreds of miles of trails for cycling and skiing nearby. Guests love settling in with the unique books and board games. Enjoy a campfire and the covered deck in the warmer months and a wodstove's comfort fall, winter and spring.

Mar 23 – 30

R2,038 ZAR per night

Guest favorite

Home in Middlesex

4.93 out of 5 average rating, 156 reviews

True Mountain House

This is a very private mountain home surrounded by green and peace. Your private forest. Amazing Views. Very romantic. Open layout. Lots of light. Wood floors and electric heating. Very quiet, relaxing and cozy. It has a decompressing effect on it's guests. Perfect to rest your head. Not suitable for children under 12 years old. Amazing gourmet kitchen We have internet. Fly into Burlington and rent a car, it will be approximately a 40min. Drive to Middlesex.

May 5 – 12

R2,974 ZAR per night

Guest favorite

Guesthouse in Montpelier

4.89 out of 5 average rating, 386 reviews

La Casita del Norte

La Casita del Norte is a private, bright, self-contained apartment in a small building separate from our home – a relaxing retreat in a quiet neighborhood within easy walking distance of Vermont College of Fine Arts, the State House and downtown Montpeler. WE ARE FOLLOWING AIRBNB’S NEW ENHANCED CLEANING AND SANITIZING PROTOCOL IN ORDER TO MAKE YOUR STAY AS SAFE AND WORRY-FREE AS POSSIBLE. And we use green cleaning products wherever possible.

Jun 21 – 28

R1,646 ZAR per night

Guest favorite

Guest suite in Waterbury Center

4.94 out of 5 average rating, 415 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room is very cozy with radiant heat in the floor during the winter. The separate entrance is off a covered porch. The porch has chairs and a table and is very pleasant in the warmer months The little kitchen alcove is convenient for coffee or tea or a light meal. We live in a historic building and our neighborhood is located very close to Rte 100. Waterbury village and Stowe as well as skiing, hiking and biking are all nearby.

Apr 16 – 23

R1,024 ZAR per night

Guest favorite

Home in Montpelier

4.97 out of 5 average rating, 291 reviews

Cozy, sunny apt. in Montpelier, Vt.

Bright, quiet, second floor one bedroom apt. in 150 yr. old home. View of garden, king size bed, full kitchen, and large bathroom . Shared entrance into the house, private entrance into the apartment, one off street parking space and a safe 5 to 7 minute walk to our vibrant downtown. Must be able to negotiate stairs as the apartment is on the second floor. 2 night minimum stay and 10 day maximum stay No pets please.

Aug 27 – Sep 3

R1,847 ZAR per night