Family-friendly vacation rentals in Middlesex
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Middlesex
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlesex family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Waterbury Center
4.96 out of 5 average rating, 117 reviewsPeaceful setting with Mountain Views
Treehouse in Newport
4.99 out of 5 average rating, 766 reviewsTreehouse, Private cedar hot tub, pond side, WIFI
Yurt in Randolph
4.96 out of 5 average rating, 388 reviews4 Season Lower Yurt Stay on VT Homestead
Loft in Monroe
4.94 out of 5 average rating, 195 reviewsThe Loft at River's Edge w/hot tub!
Apartment in Hinesburg
4.91 out of 5 average rating, 202 reviewsBackyard Bunker Retreat
Apartment in Morristown
4.93 out of 5 average rating, 207 reviewsCozy Country Apartment with private hot tub
Cabin in Starksboro
4.87 out of 5 average rating, 250 reviewsCharming getaway tucked away in the Green Mtns
Townhouse in Stowe
4.9 out of 5 average rating, 145 reviewsStowe Condo with hot tub, pools, tennis courts!
Family- and pet-friendly home rentals
Farm stay in Wolcott
4.97 out of 5 average rating, 185 reviewsPrivate Studio Nestled in the Hills of Vermont
Cottage in Lincoln
4.87 out of 5 average rating, 858 reviewsThe Barn at North Orchard, Near Middlebury
Apartment in Waitsfield
4.88 out of 5 average rating, 450 reviewsGo Skiing or Hiking from an Enchanting, Light-Filled Home
Cabin in Hyde Park
4.94 out of 5 average rating, 555 reviewsDream Cabin in Vermont
Apartment in Stowe
4.89 out of 5 average rating, 365 reviewsLittle Yellow House in the Village, Base Lodge.
Apartment in Barre
4.94 out of 5 average rating, 157 reviewsRelax in Recreation Paradise!
Cabin in Hancock
4.95 out of 5 average rating, 221 reviewsHancock hideaway
Guesthouse in Newark
4.9 out of 5 average rating, 604 reviewsHilltop Guesthouse
Family-friendly home rentals with a pool
Home in Granville
4.95 out of 5 average rating, 109 reviewsEpic Views of the Green Mountains
Guest suite in Ryegate
4.91 out of 5 average rating, 211 reviewsSecluded Paradise on the Connecticut River, VT
Cottage in Stowe
4.76 out of 5 average rating, 213 reviewsCute Cottage - Poolside - Minutes To Activities
Condo in Killington
4.92 out of 5 average rating, 392 reviewsBike Hike open 1 bedroom 1 night Ok Free shuttle
Cabin in Bridport
4.92 out of 5 average rating, 133 reviewsChamplain Valley Alpacas
Townhouse in Stowe
4.89 out of 5 average rating, 152 reviewsStowe, Topnotch Resort-Best Mt & Luxury in Vermont
Condo in Killington
4.77 out of 5 average rating, 283 reviewsSerene Killington Condo (resort style amenities)
Apartment in Burlington
4.88 out of 5 average rating, 569 reviewsPvtBeach Lake Cabin! Pool HotTub Bike Golf Brewery
Quick stats about vacation rentals that are family-friendly in Middlesex
Total rentals
70 properties
Wifi availability
70 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
4.3K reviews
Nightly prices starting at
$70 before taxes and fees
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