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
Yurt in Randolph
4.96 out of 5 average rating, 387 reviews4 Season Lower Yurt Stay on VT Homestead
Loft in Monroe
4.92 out of 5 average rating, 195 reviewsThe Loft at River's Edge w/hot tub!
Chalet in Stowe
4.94 out of 5 average rating, 306 reviewsContemporary Chalet in Stowe
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
Home in Stowe
4.93 out of 5 average rating, 170 reviewsCharming Lodge w/ Hot Tub near Mountain
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
Guesthouse in Groton
4.98 out of 5 average rating, 246 reviewsGroton Forest Retreat
Cottage in Lincoln
4.87 out of 5 average rating, 858 reviewsThe Barn at North Orchard, Near Middlebury
Cabin in Hyde Park
4.94 out of 5 average rating, 555 reviewsDream Cabin in Vermont
Apartment in Waitsfield
4.88 out of 5 average rating, 449 reviewsGo Skiing or Hiking from an Enchanting, Light-Filled Home
Apartment in Stowe
4.89 out of 5 average rating, 364 reviewsLittle Yellow House in the Village, Base Lodge.
Cabin in Morristown
4.92 out of 5 average rating, 227 reviewsDream Log Cabins! Pets Welcome!
Apartment in Barre
4.94 out of 5 average rating, 156 reviewsRelax in Recreation Paradise!
Family-friendly home rentals with a pool
Home in Granville
4.95 out of 5 average rating, 108 reviewsEpic Views of the Green Mountains
Cottage in Stowe
4.76 out of 5 average rating, 213 reviewsCute Cottage - Poolside - Minutes To Activities
Guest suite in Ryegate
4.91 out of 5 average rating, 211 reviewsSecluded Paradise on the Connecticut River, VT
Townhouse in Stowe
4.94 out of 5 average rating, 102 reviews2 BR/2 Bath Townhouse - Great Location!
Condo in Killington
4.92 out of 5 average rating, 392 reviewsApril open 1 bedroom 1 night Ok Free shuttle
Cabin in Haverhill
4.92 out of 5 average rating, 419 reviewsSecluded Lumberjack Cabin w/ Hot Tub, Pool & Lake
Home in Stowe
4.95 out of 5 average rating, 221 reviewsMountain View Luxury Studio Lodge At Spruce Peak
Cabin in Bridport
4.92 out of 5 average rating, 133 reviewsChamplain Valley Alpacas
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
G$14,613 GYD before taxes and fees
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