Family-friendly holiday rentals in Windham
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Windham
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 Windham family-friendly rentals
Family-friendly home rentals with a hot tub
Guest suite in Kittery
4.9 out of 5 average rating, 744 reviewsSeacoast Oasis (NH & ME)
22–29 Jul
Home in Tilton
4.94 out of 5 average rating, 422 reviewsTimothy House
8–15 Apr
Guest suite in Kittery Point
4.94 out of 5 average rating, 233 reviewsHot Tub & Spa-Like! Pamper Yourself This Spring!
4–11 Apr
Home in North Andover
4.94 out of 5 average rating, 127 reviewsNana-tucket Inn
7–14 Jan
Cabin in Rochester
4.94 out of 5 average rating, 216 reviewsawesome private cabin
16–23 Apr
Flat in Holliston
4.95 out of 5 average rating, 110 reviewsLake Link
6–13 Sep
Home in Lempster
4.88 out of 5 average rating, 367 reviewsDreamy lakefront cottage with views to die for!
12–17 Feb
Home in Hopkinton
4.95 out of 5 average rating, 138 reviewsHopkinton Mass 3+ Bedrooms - Great location!
22–29 Jul
Family- and pet-friendly home rentals
Cabin in Windham
4.91 out of 5 average rating, 127 reviewsBig Pond, Big Fish- Fire Pit & Pvt Beach + Lake
1–8 Aug
Flat in Lee
4.92 out of 5 average rating, 155 reviewsIn the country but near the action.
6–13 Sep
Cottage in Hollis
4.87 out of 5 average rating, 209 reviewsLakefront Nature Getaway - Wood fired Cedar Sauna
4–11 Oct
Home in Kittery
4.95 out of 5 average rating, 433 reviewswater view property "The Little House"
2–9 Dec
Flat in Ipswich
4.88 out of 5 average rating, 229 reviewsIpswich Apartment
6–13 Mar
Flat in Worcester
4.89 out of 5 average rating, 393 reviewsPrivate Suite with separate entrance in Worcester
27 Aug – 3 Sep
Flat in Dover
4.99 out of 5 average rating, 279 reviewsCozy Loft in the Woods
12–19 Dec
Yurt in Rindge
4.94 out of 5 average rating, 212 reviewsEnchanting solar powered yurt in small community
29 May – 5 Jun
Family-friendly home rentals with a pool
Guest suite in Beverly
4.85 out of 5 average rating, 661 reviewsHistoric North Shore, private suite & bathroom
30 Aug – 6 Sep
Farm stay in Rutland
4.97 out of 5 average rating, 318 reviewsFarm Living
26 Jul – 2 Aug
Guest house in Dedham
4.95 out of 5 average rating, 171 reviewsCountry Cottage in the City
24 Jun – 1 Jul
Apartment in Laconia
4.93 out of 5 average rating, 118 reviews1 Bedroom/1 Bath Condo @ Lake Winnipesaukee
6–13 Aug
Flat in Winthrop
4.96 out of 5 average rating, 275 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
2–9 Mar
Villa in Cambridge
4.99 out of 5 average rating, 188 reviewsPhil's Harvard & MIT Home
7–14 Oct
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
17–24 Feb
Apartment in Wells
4.84 out of 5 average rating, 145 reviewsNew Condo on the Wells/Ogunquit town-line
17–24 Apr
Quick stats about holiday rentals that are family-friendly in Windham
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
1.2K reviews
Nightly prices starting at
€ 103 before taxes and fees
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Family-friendly rentals Cape Cod
- Family-friendly rentals New Hampshire
- Family-friendly rentals New Hampshire
- Rentals with a washing machine and dryer Windham
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- Monthly Rentals Windham
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