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Family-friendly vacation rentals in Winslow
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winslow
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 Winslow family-friendly rentals
Family-friendly home rentals with a hot tub
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Rental unit in Searsport
4.82 out of 5 average rating, 296 reviewsLakefront Vacation Apartment in Searsport ME
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Rental unit in Topsham
4.87 out of 5 average rating, 500 reviewsMaine Stay with private hottub, near Brunswick
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Chalet in Carrabassett Valley
4.98 out of 5 average rating, 117 reviewsHot tub! Outdoor paradise! PAC-MAN! Hiking&Biking!
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Cottage in Verona Island
4.89 out of 5 average rating, 157 reviewsNashport on the Penobscot
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Cabin in Chesterville
4.86 out of 5 average rating, 43 reviewsLakefront Log Cabin-secluded-boats-fishing-hot tub
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Cottage in Chesterville
4.73 out of 5 average rating, 66 reviewsPrivate Lakefront Getaway in Central Maine
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Guest suite in Lincolnville
4.95 out of 5 average rating, 44 reviewsWaterfront Loft w/ Bold Ocean Views
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Farm stay in Searsport
4.92 out of 5 average rating, 105 reviewsLatham Blueberry Farm for up to 6 guests.
Family- and pet-friendly home rentals
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Cottage in Belfast
4.9 out of 5 average rating, 114 reviewsBelfast Ocean Front Cottage
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Rental unit in Edgecomb
4.91 out of 5 average rating, 301 reviewsSunny Apt in Woods 10 Min to 3 Towns- Dog Friendly
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Cabin in Morrill
4.96 out of 5 average rating, 102 reviewsloonsong
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Cabin in Weld
4.98 out of 5 average rating, 160 reviewsColby's Cabin
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Rental unit in Lisbon falls
4.95 out of 5 average rating, 392 reviewsCharming Victorian farmhouse 1880's bedrooms-2
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Cabin in Dresden
4.96 out of 5 average rating, 158 reviewsMcKeen's Riverside Retreat
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Cabin in Phillips
4.93 out of 5 average rating, 165 reviewsStream-side mountain retreat
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Guest suite in Union
4.83 out of 5 average rating, 138 reviewsFarmhouse Suite w/ Private Entrance—Midcoast
Family-friendly home rentals with a pool
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Rental unit in Cornville
4.86 out of 5 average rating, 125 reviewsLarge Home with Great View next to horse farm
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Rental unit in Brunswick
4.99 out of 5 average rating, 197 reviewsCharming Saltwater Farm apartment
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Cottage in Belfast
4.58 out of 5 average rating, 12 reviewsShore Cottage
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Home in South Thomaston
4.95 out of 5 average rating, 84 reviewsLarge private area, close to Rockland
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Chalet in Frye Island
4.76 out of 5 average rating, 82 reviewsCabin in Paradise
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Rental unit in Boothbay Harbor
5 out of 5 average rating, 28 reviewsLuxury Condo on Water's Edge in Boothbay Harbor
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Home in Carrabassett Valley
4.82 out of 5 average rating, 62 reviewsSUGARLOAF, TRAILSIDE, 4-BDRM, & AC
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Home in Peru
4.95 out of 5 average rating, 210 reviewsthe lake house
Quick stats about vacation rentals that are family-friendly in Winslow
Total rentals
20 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
630 reviews
Nightly prices starting at
$30 before taxes and fees
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- Family travel hub Tips and inspiration
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