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, 386 reviews4 Season Lower Yurt Stay on VT Homestead
Nov 18 – 25
Treehouse in Newport
4.99 out of 5 average rating, 764 reviewsTreehouse, Private cedar hot tub, pond side, WIFI
Oct 27 – Nov 1
Loft in Monroe
4.94 out of 5 average rating, 194 reviewsThe Loft at River's Edge w/hot tub!
Mar 5 – 12
Chalet in Stowe
4.94 out of 5 average rating, 302 reviewsContemporary Chalet in Stowe
Jul 22 – 29
Apartment in Morristown
4.93 out of 5 average rating, 207 reviewsCozy Country Apartment with private hot tub
Mar 2 – 9
Apartment in Hinesburg
4.91 out of 5 average rating, 201 reviewsBackyard Bunker Retreat
Jul 24 – 31
Cabin in Starksboro
4.87 out of 5 average rating, 250 reviewsCharming getaway tucked away in the Green Mtns
Dec 2 – 9
Cabin in Lisbon
4.85 out of 5 average rating, 491 reviewsCozy White Mountain Cabin w/ Hot Tub & Fireplace.
Feb 23 – Mar 2
Family- and pet-friendly home rentals
Guesthouse in Groton
4.98 out of 5 average rating, 246 reviewsGroton Forest Retreat
Dec 13 – 20
Farm stay in Wolcott
4.97 out of 5 average rating, 185 reviewsPrivate Studio Nestled in the Hills of Vermont
Jul 28 – Aug 4
Cottage in Lincoln
4.87 out of 5 average rating, 857 reviewsThe Barn at North Orchard, Near Middlebury
Jan 5 – 12
Cabin in Hyde Park
4.94 out of 5 average rating, 555 reviewsDream Cabin in Vermont
Jun 7 – 14
Apartment in Waitsfield
4.88 out of 5 average rating, 449 reviewsGo Skiing or Hiking from an Enchanting, Light-Filled Home
Nov 8 – 15
Apartment in Stowe
4.89 out of 5 average rating, 363 reviewsLittle Yellow House in the Village, Base Lodge.
Jun 2 – 9
Guesthouse in Highgate
4.97 out of 5 average rating, 531 reviewsBeautiful lake-front cottage, Lake Champlain
Apr 3 – 10
Apartment in Barre
4.94 out of 5 average rating, 156 reviewsRelax in Recreation Paradise!
Sep 12 – 19
Family-friendly home rentals with a pool
Home in Granville
4.95 out of 5 average rating, 107 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
Jul 5 – 12
Tiny home in Thornton
4.97 out of 5 average rating, 198 reviewsSmall cabin in the White mountains
Aug 1 – 8
Townhouse in Stowe
4.94 out of 5 average rating, 102 reviews2 BR/2 Bath Townhouse - Great Location!
Jun 2 – 9
Townhouse in Stowe
4.89 out of 5 average rating, 152 reviewsStowe, Topnotch Resort-Best Mt & Luxury in Vermont
Nov 14 – 21
Cabin in Bridport
4.92 out of 5 average rating, 133 reviewsChamplain Valley Alpacas
Oct 14 – 21
Condo in Killington
4.92 out of 5 average rating, 392 reviewsApril open 1 bedroom 1 night Ok Free shuttle
Jun 25 – Jul 2
Farm stay in Marshfield
4.91 out of 5 average rating, 113 reviewsUNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM
Aug 22 – 29
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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