Family-friendly holiday rentals in Middlebury
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Middlebury
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlebury family-friendly rentals
Family-friendly home rentals with a hot tub
Yurt in Randolph
4.96 out of 5 average rating, 385 reviews4 Season Lower Yurt Stay on VT Homestead
11–18 Nov
Farm stay in Moreau
4.96 out of 5 average rating, 646 reviewsCottage On The Farm
4–11 Apr
Flat in Hinesburg
4.91 out of 5 average rating, 200 reviewsBackyard Bunker Retreat
25 Aug – 1 Sept
Home in Addison
4.95 out of 5 average rating, 198 reviewsBrthtkng New Premier Lake Champlain Wfrnt Escape!
4–11 Jan
Cabin in North River
4.91 out of 5 average rating, 407 reviewsCAMP HUDSONVIEW
15–22 May
Chalet in Jay
4.89 out of 5 average rating, 286 reviewsAdirondack getaway!!!
24–31 Jan
Cabin in Starksboro
4.87 out of 5 average rating, 249 reviewsCharming getaway tucked away in the Green Mtns
11–18 Nov
Home in Lake luzerne
4.96 out of 5 average rating, 384 reviewsWaterfront- Lake Luzerne, Lake George, Saratoga
21–28 Dec
Family- and pet-friendly home rentals
Cottage in Brandon
4.91 out of 5 average rating, 266 reviewsHenrietta’s Hideaway-Walk Downtown!
6–13 Nov
Cabin in Hancock
4.97 out of 5 average rating, 343 reviewsFunky, family-friendly cabin
26 Mar – 2 Apr
Guest house in Granville
4.9 out of 5 average rating, 785 reviewsMoon Valley Country Retreat no clean fee pets yes
14–21 Dec
Cabin in Elizabethtown
4.87 out of 5 average rating, 779 reviewsBell Crest Cabin, 1 bedroom
25 Sept – 2 Oct
Home in Granville
4.95 out of 5 average rating, 107 reviewsEpic Views of the Green Mountains
Cabin in Bridport
4.92 out of 5 average rating, 133 reviewsChamplain Valley Alpacas
6–13 Apr
Farm stay in Wolcott
4.97 out of 5 average rating, 185 reviewsPrivate Studio Nestled in the Hills of Vermont
2–9 Jul
Cabin in Jay
4.96 out of 5 average rating, 657 reviewsAdirondack Mountainside A-Frame
20–27 Feb
Family-friendly home rentals with a pool
Apartment in Killington
4.92 out of 5 average rating, 392 reviewsApril open 1 bedroom 1 night Ok Free shuttle
19–26 Sept
Guest house in Ticonderoga
4.99 out of 5 average rating, 197 reviewsChilson Brook Alpacas
2–9 Feb
Flat in Barre
4.94 out of 5 average rating, 156 reviewsRelax in Recreation Paradise!
5–12 Sept
Home in North Creek
4.84 out of 5 average rating, 298 reviewsAdirondack Chalet
31 May – 7 Jun
Flat in Burlington
4.88 out of 5 average rating, 563 reviewsSki&Bike LakeCabin HotTub PvtBeach LakepathBrewery
21–28 Feb
Townhouse in Stowe
4.9 out of 5 average rating, 144 reviewsStowe Condo with hot tub, pools, tennis courts!
14–21 Dec
Farm stay in Jay
4.97 out of 5 average rating, 110 reviewsBlue Pepper Farm in Jay, New York
25 Sept – 2 Oct
Cabin in Johnsburg
4.83 out of 5 average rating, 216 reviewsAdirondack 2 Bedroom Cabin 1st to the right. #1
30 Oct – 6 Nov
Quick stats about holiday rentals that are family-friendly in Middlebury
Total rentals
30 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Total number of reviews
1.6K reviews
Nightly prices starting at
£72 before taxes and fees
Destinations to explore
- Burlington Holiday rentals
- Lake George Holiday rentals
- Lake Placid Holiday rentals
- Stowe Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Vermont
- Family-friendly rentals Vermont
- Family-friendly rentals New York
- Family-friendly rentals New Hampshire
- Rentals with a patio Middlebury
- Rentals with outdoor seating Middlebury
- House rentals Middlebury
- Rentals with a washing machine and dryer Middlebury
- Monthly Rentals Middlebury
- Family-friendly rentals Addison County
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