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
Apr 1 – 8
Loft in Monroe
4.94 out of 5 average rating, 194 reviewsThe Loft at River's Edge w/hot tub!
Mar 12 – 19
Treehouse in Newport
4.99 out of 5 average rating, 764 reviewsTreehouse, Private cedar hot tub, pond side, WIFI
Oct 27 – Nov 1
Apartment in Hinesburg
4.91 out of 5 average rating, 201 reviewsBackyard Bunker Retreat
Sep 8 – 15
Apartment in Morristown
4.93 out of 5 average rating, 207 reviewsCozy Country Apartment with private hot tub
Feb 27 – Mar 6
Chalet in Stowe
4.94 out of 5 average rating, 302 reviewsContemporary Chalet in Stowe
Aug 28 – Sep 4
Cabin in Starksboro
4.87 out of 5 average rating, 249 reviewsCharming getaway tucked away in the Green Mtns
Oct 10 – 17
Cabin in Lisbon
4.85 out of 5 average rating, 490 reviewsCozy White Mountain Cabin w/ Hot Tub & Fireplace.
Feb 21 – 28
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
Jul 2 – 9
Guesthouse in Groton
4.98 out of 5 average rating, 246 reviewsGroton Forest Retreat
Dec 31 – Jan 7
Cottage in Lincoln
4.87 out of 5 average rating, 857 reviewsThe Barn at North Orchard, Near Middlebury
Dec 9 – 16
Apartment in Waitsfield
4.88 out of 5 average rating, 449 reviewsGo Skiing or Hiking from an Enchanting, Light-Filled Home
Apr 21 – 28
Apartment in Stowe
4.89 out of 5 average rating, 363 reviewsLittle Yellow House in the Village, Base Lodge.
Jun 2 – 9
Apartment in Barre
4.94 out of 5 average rating, 156 reviewsRelax in Recreation Paradise!
Sep 10 – 17
Apartment in West Glover
4.98 out of 5 average rating, 495 reviewsThe Lodge at Blackberry Hill
Dec 28 – Jan 4
Cabin in Hyde Park
4.94 out of 5 average rating, 555 reviewsDream Cabin in Vermont
Jan 17 – 24
Family-friendly home rentals with a pool
Home in Granville
4.95 out of 5 average rating, 107 reviewsEpic Views of the Green Mountains
Cottage in Stowe
4.76 out of 5 average rating, 213 reviewsCute Cottage - Poolside - Minutes To Activities
Feb 2 – 9
Guest suite in Ryegate
4.91 out of 5 average rating, 211 reviewsSecluded Paradise on the Connecticut River, VT
Jul 2 – 9
Cabin in Bridport
4.92 out of 5 average rating, 133 reviewsChamplain Valley Alpacas
Oct 12 – 19
Townhouse in Stowe
4.89 out of 5 average rating, 152 reviewsStowe, Topnotch Resort-Best Mt & Luxury in Vermont
Nov 12 – 19
Farm stay in Marshfield
4.91 out of 5 average rating, 113 reviewsUNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM
Sep 28 – Oct 5
Condo in Killington
4.92 out of 5 average rating, 392 reviewsApril open 1 bedroom 1 night Ok Free shuttle
Jul 1 – 8
Condo in Killington
4.77 out of 5 average rating, 282 reviewsSerene Killington Condo (resort style amenities)
Jul 24 – 31
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
€ 65 before taxes and fees
Destinations to explore
- Sherbrooke Vacation rentals
- Burlington Vacation rentals
- Lake George Vacation rentals
- Longueuil Vacation rentals
- Lake Placid Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Québec Vacation rentals
- Family-friendly rentals United States
- Family-friendly rentals Montreal
- Family-friendly rentals Downtown Montreal
- Family-friendly rentals Vermont
- Family-friendly rentals Vermont
- Monthly Rentals Middlesex
- Rentals with a fire pit Middlesex
- Kid-friendly rentals Middlesex
- Apartment rentals Middlesex
- Rentals with a fireplace Middlesex
- Rentals with a patio Middlesex
- Rentals with a washer and dryer Middlesex
- Pet-friendly rentals Middlesex
- House rentals Middlesex
- Rentals with outdoor seating Middlesex
- Family-friendly rentals Washington County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom