Family-friendly holiday rentals in Winter Harbor
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winter Harbor
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 Winter Harbor family-friendly rentals
Family-friendly home rentals with a hot tub
Flat in Searsport
4.82 out of 5 average rating, 293 reviewsLakefront Vacation Apartment in Searsport ME
31 Oct – 7 Nov
Home in Surry
4.89 out of 5 average rating, 168 reviewsPeaceful retreat on Newbury Neck
24 Nov – 1 Dec
Cabin in Appleton
4.88 out of 5 average rating, 277 reviewsRaven's Crossing - Kate's Cottage
23–30 Jun
Home in Holden
4.96 out of 5 average rating, 208 reviewsChalet Central
9–16 Nov
Cottage in Verona Island
4.88 out of 5 average rating, 154 reviewsNashport on the Penobscot
1–8 Dec
Guest suite in Lincolnville
4.95 out of 5 average rating, 44 reviewsWaterfront Loft w/ Bold Ocean Views
19–26 Apr
Farm stay in Searsport
4.92 out of 5 average rating, 105 reviewsLatham Blueberry Farm for up to 6 guests.
28 Dec – 4 Jan
Cottage in Penobscot
4.88 out of 5 average rating, 41 reviewsBeach cottage on Penobscot Bay
19–26 Mar
Family- and pet-friendly home rentals
Dome in Tremont
4.82 out of 5 average rating, 199 reviewsLittle Frog at The Howling Woods
14–21 Apr
Cabin in Deer Isle
4.89 out of 5 average rating, 129 reviewsLong Cove Artist Cottage
10–17 May
Flat in Ellsworth
4.94 out of 5 average rating, 254 reviewsCoastal Studio in Ellsworth
28 Apr – 5 May
Cabin in Bar Harbor
4.89 out of 5 average rating, 286 reviewsEden on Norway
12–19 Oct
Cottage in Milbridge
4.97 out of 5 average rating, 108 reviewsBayview Cottage on the Atlantic
15–22 Nov
Cabin in Bar Harbor
4.85 out of 5 average rating, 232 reviewsAcadia Woods Cabin - Bar Harbor
23–30 Oct
Home in Bar Harbor
4.98 out of 5 average rating, 137 reviewsFamily/Friends Getaway Hidden on Mt Desert Island
15–22 Nov
Treehouse in Hancock
4.95 out of 5 average rating, 494 reviewsTreehouse near Bar Harbor. Luxurious and private!
3–10 Mar
Family-friendly home rentals with a pool
Cottage in Belfast
4.58 out of 5 average rating, 12 reviewsShore Cottage
23–30 Nov
Home in South Thomaston
4.95 out of 5 average rating, 83 reviewsLarge private area, close to Rockland
22–29 Aug
Flat in Stonington
4.92 out of 5 average rating, 12 reviewsThe Carriage House at Spruce Harbor
12–19 Jun
Home in Tremont
5.0 out of 5 average rating, 5 reviewsTremont, ME. Shorefront compound for 7-12
15–22 Sep
Flat in Rockland
Heart of Rockland Maine
5–12 Dec
Townhouse in Ellsworth
1 Bed Suite in a Resort near Acadia National Park
28 Jul – 4 Aug
Home in Lamoine
Close to Acadia National Park
10–17 Nov
Home in Stonington
Kate's House at Spruce Harbor
5–12 Sep
Quick stats about holiday rentals that are family-friendly in Winter Harbor
Total rentals
60 properties
Wifi availability
50 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
1.6T reviews
Nightly prices starting at
₹7,502 before taxes and fees
Destinations to explore
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