Kid-friendly holiday rentals in Middlesex
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Middlesex
Guests agree: these family-friendly rentals 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 Middlesex family-friendly rentals
Kid-friendly house rentals
Home in Montpelier
4.94 out of 5 average rating, 345 reviewsModern not so tiny house
Home in Moretown
4.98 out of 5 average rating, 133 reviewsLovely Waterbury Home (Crossroads of Recreation)
Home in Waterbury Center
4.99 out of 5 average rating, 107 reviewsStunning mountain views/Stowe-Waterbury
Home in Waterbury Center
4.96 out of 5 average rating, 118 reviewsPeaceful setting with Mountain Views
Home in Waterbury Center
4.98 out of 5 average rating, 103 reviewsCozy Farmhouse Nestled Between Stowe and Waterbury
Home in Barre
4.92 out of 5 average rating, 323 reviewsSouth(ern) Comfort
Home in Moretown
4.99 out of 5 average rating, 240 reviewsDramatic Views at Above the Clouds II
Home in Roxbury
4.91 out of 5 average rating, 160 reviewsCaptain Tom's Cabin - Secluded Vermont Getaway
Family-friendly apartment rentals
Flat in Montpelier
4.89 out of 5 average rating, 113 reviewsThe Studio - in the heart of Montpelier
Flat in Waterbury Center
4.95 out of 5 average rating, 135 reviewsLaunch your epic vacation from the Zenbarn!
Flat in Montpelier
4.87 out of 5 average rating, 130 reviewsTraveler's Oasis in Montpelier
Flat in Montpelier
4.87 out of 5 average rating, 608 reviewsEntire 2nd Floor Walk to Montpelier
Flat in Waterbury
4.78 out of 5 average rating, 157 reviewsModern and Charming Village Apartment
Flat in Waterbury
4.98 out of 5 average rating, 320 reviewsVillage Suite
Flat in Waterbury
4.9 out of 5 average rating, 310 reviewsWaterbury Village Townhouse
Flat in Waterbury
4.95 out of 5 average rating, 180 reviews1880 Purple Village Victorian
Family-friendly apartment rentals
Apartment in Cambridge
4.93 out of 5 average rating, 171 reviewsSmugglers' hideaway ski-in, ski-out studio
Apartment in Richmond
4.95 out of 5 average rating, 184 reviewsChic Mountainside Studio at Bolton Valley
Apartment in Richmond
4.91 out of 5 average rating, 150 reviewsSki in ski out Bolton Valley Condo!
Apartment in Stowe
4.91 out of 5 average rating, 104 reviewsBlack Bear's Den in Historic Stowe Center
Apartment in Brownington
4.92 out of 5 average rating, 224 reviewsFaraway Acres. Enjoy country living at it's best!
Apartment in Cambridge
4.93 out of 5 average rating, 112 reviewsLovely Ski-in / Ski-out Studio at “Smuggs”⭐️
Apartment in Killington
4.95 out of 5 average rating, 132 reviews🎿Cozy Fireplace Condo-Mins. to Everything 🚵
Apartment in Waterbury
4.97 out of 5 average rating, 155 reviewsLuxury Treetop Vacation Home in Waterbury Center
Quick stats about holiday rentals that are kid-friendly in Middlesex
Total rentals
40 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
3.7K reviews
Nightly prices starting at
€ 65 before taxes and fees
Destinations to explore
- Sherbrooke Holiday rentals
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- Family-friendly rentals United States
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