Family-friendly vacation rentals in Winthrop
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winthrop
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 Winthrop family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Waterford
4.83 out of 5 average rating, 217 reviewsMcWain pond house (private lake & hot tub)
Jan 8 – 15
Cabin in Appleton
4.88 out of 5 average rating, 276 reviewsRaven's Crossing - Kate's Cottage
Jun 20 – 27
Apartment in Topsham
4.87 out of 5 average rating, 498 reviewsMaine Stay with private hottub, near Brunswick
Sep 4 – 11
Loft in Andover
4.98 out of 5 average rating, 154 reviewsPrivate studio loft, decks and hot tub
Nov 17 – 24
Home in Newry
4.96 out of 5 average rating, 109 reviewsThe Ridge House-Modern Chalet! Spectacular Views!
Nov 25 – Dec 2
Home in Portland
4.96 out of 5 average rating, 186 reviewsPeaceful Oasis with Water Views and Hot Tub!
Jan 5 – 12
Apartment in Falmouth
4.89 out of 5 average rating, 170 reviewsFalmouth 3br near Town landing
Sep 15 – 22
Home in Newry
4.95 out of 5 average rating, 149 reviewsBrownie- Comfy Modern Ranch Home w/Hot Tub
Jan 9 – 16
Family- and pet-friendly home rentals
Cabin in Skowhegan
4.82 out of 5 average rating, 401 reviewsThe Cabin -Skowhegan
Sep 3 – 10
Apartment in Edgecomb
4.91 out of 5 average rating, 298 reviewsSunny Apt in Woods 10 Min to 3 Towns- Dog Friendly
Nov 8 – 15
Apartment in Freeport
4.91 out of 5 average rating, 195 reviews1000 sq. ft. 1BR+ Apt Close to Town & Nature
Nov 8 – 15
Guest suite in Brunswick
4.93 out of 5 average rating, 315 reviewsArt House Gallery guest suite
Mar 21 – 28
Farm stay in Gray
4.94 out of 5 average rating, 249 reviewsGreat Goat Get-away in Southern Maine!
Jan 21 – 28
Cabin in Carthage
4.94 out of 5 average rating, 182 reviewsPrivate Maine Camp
Nov 16 – 23
Cabin in Boothbay
4.93 out of 5 average rating, 179 reviewsPeaceful & private waterfront cabin
Oct 23 – 30
Cabin in Dresden
4.96 out of 5 average rating, 157 reviewsMcKeen's Riverside Retreat
May 17 – 24
Family-friendly home rentals with a pool
Apartment in Brunswick
4.99 out of 5 average rating, 194 reviewsCharming Saltwater Farm apartment
Nov 15 – 22
Apartment in Cornville
4.85 out of 5 average rating, 123 reviewsLarge Home with Great View next to horse farm
Jul 6 – 13
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Aug 22 – 29
Tiny home in Harrison
4.9 out of 5 average rating, 280 reviewsMILLION$ views, HOT TUB, Crooked RIVER, 14 acres
Sep 15 – 22
Chalet in Rangeley
4.86 out of 5 average rating, 159 reviewsA+ Views 2 Relax Write Hike Fish Boat Sunset/Stars
Oct 20 – 27
Condo in Newry
4.94 out of 5 average rating, 101 reviewsSunday River Resort Condos @Cascades
May 14 – 21
Chalet in Frye Island
4.76 out of 5 average rating, 82 reviewsCabin in Paradise
Aug 17 – 24
Apartment in Boothbay Harbor
5.0 out of 5 average rating, 27 reviewsLuxury Condo on Water's Edge in Boothbay Harbor
Apr 15 – 22
Quick stats about vacation rentals that are family-friendly in Winthrop
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
720 reviews
Nightly prices starting at
$130 before taxes and fees
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