Family-friendly vacation 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.
Vacation 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
Apartment in Searsport
4.82 out of 5 average rating, 293 reviewsLakefront Vacation Apartment in Searsport ME
Nov 3 – 10
Home in Surry
4.89 out of 5 average rating, 168 reviewsPeaceful retreat on Newbury Neck
Nov 28 – Dec 5
Home in Holden
4.96 out of 5 average rating, 210 reviewsChalet Central
Dec 5 – 12
Cottage in Verona Island
4.88 out of 5 average rating, 155 reviewsNashport on the Penobscot
Nov 4 – 11
Guest suite in Lincolnville
4.95 out of 5 average rating, 44 reviewsWaterfront Loft w/ Bold Ocean Views
Apr 22 – 29
Farm stay in Searsport
4.92 out of 5 average rating, 105 reviewsLatham Blueberry Farm for up to 6 guests.
Dec 31 – Jan 7
Cottage in Penobscot
4.88 out of 5 average rating, 41 reviewsBeach cottage on Penobscot Bay
Apr 5 – 12
Cabin in Bucksport
4.82 out of 5 average rating, 178 reviewsBUCKET LIST! 100+Yr.Old Bonnie Lass Cabin in Maine
Oct 11 – 16
Family- and pet-friendly home rentals
Tiny home in Tremont
4.85 out of 5 average rating, 346 reviewsCoyote's Den at The Howling Woods
Oct 13 – 20
Cabin in Deer Isle
4.89 out of 5 average rating, 129 reviewsLong Cove Artist Cottage
May 10 – 17
Apartment in Ellsworth
4.95 out of 5 average rating, 255 reviewsCoastal Studio in Ellsworth
Feb 26 – Mar 5
Cabin in Bar Harbor
4.89 out of 5 average rating, 289 reviewsEden on Norway
Jul 26 – Aug 2
Cottage in Milbridge
4.97 out of 5 average rating, 108 reviewsBayview Cottage on the Atlantic
Nov 6 – 13
Home in Bar Harbor
4.98 out of 5 average rating, 137 reviewsFamily/Friends Getaway Hidden on Mt Desert Island
Oct 28 – Nov 4
Treehouse in Hancock
4.95 out of 5 average rating, 494 reviewsTreehouse near Bar Harbor. Luxurious and private!
Dec 21 – 28
Guesthouse in Tremont
4.92 out of 5 average rating, 147 reviewsFairview Cottage
Oct 23 – 30
Family-friendly home rentals with a pool
Cottage in Belfast
4.58 out of 5 average rating, 12 reviewsShore Cottage
Jan 18 – 25
Home in South Thomaston
4.95 out of 5 average rating, 83 reviewsLarge private area, close to Rockland
Aug 22 – 29
Apartment in Stonington
4.92 out of 5 average rating, 12 reviewsThe Carriage House at Spruce Harbor
Jun 12 – 19
Home in Tremont
5.0 out of 5 average rating, 5 reviewsTremont, ME. Shorefront compound for 7-12
Sep 18 – 25
Townhouse in Southwest Harbor
4.8 out of 5 average rating, 5 reviewsHarbor Ridge Resort - Southwest Harbor, ME
Apartment in Rockland
Heart of Rockland Maine
Dec 8 – 15
Townhouse in Ellsworth
1 Bed Suite in a Resort near Acadia National Park
Jul 28 – Aug 4
Home in Lamoine
Close to Acadia National Park
Nov 13 – 20
Quick stats about vacation 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
1.6K reviews
Nightly prices starting at
R1,672 ZAR before taxes and fees
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