Family-friendly vacation rentals in Oakland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oakland
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 Oakland family-friendly rentals
Family-friendly home rentals with a hot tub
Rental unit in Searsport
4.82 out of 5 average rating, 296 reviewsLakefront Vacation Apartment in Searsport ME
Treehouse in Georgetown
4.97 out of 5 average rating, 309 reviewsTree Dwelling with Water Views & Cedar Hot Tub (2)
Home in Waterford
4.84 out of 5 average rating, 219 reviewsMcWain pond house (private lake & hot tub)
Rental unit in Topsham
4.87 out of 5 average rating, 499 reviewsMaine Stay with private hottub, near Brunswick
Chalet in Carrabassett Valley
4.98 out of 5 average rating, 117 reviewsHot tub! Outdoor paradise, PAC-MAN! Hiking&Biking!
Cabin in Chesterville
4.86 out of 5 average rating, 43 reviewsLakefront Log Cabin-secluded-boats-fishing-hot tub
Cottage in Chesterville
4.73 out of 5 average rating, 66 reviewsPrivate Lakefront Getaway in Central Maine
Guest suite in Lincolnville
4.95 out of 5 average rating, 44 reviewsWaterfront Loft w/ Bold Ocean Views
Family- and pet-friendly home rentals
Cabin in Carthage
4.94 out of 5 average rating, 182 reviewsPrivate Maine Camp
Cabin in Phillips
4.93 out of 5 average rating, 164 reviewsStream-side mountain retreat
Cabin in Boothbay
4.93 out of 5 average rating, 183 reviewsPeaceful & private waterfront cabin
Rental unit in Lisbon falls
4.95 out of 5 average rating, 390 reviewsCharming Victorian farmhouse 1880's bedrooms-2
Home in Paris
4.94 out of 5 average rating, 130 reviewsJust a get away!!
Home in Stetson
4.96 out of 5 average rating, 155 reviewsLakefront Log Cabin on Pleasant Lake
Cottage in Belfast
4.9 out of 5 average rating, 113 reviewsBelfast Ocean Front Cottage
Rental unit in Edgecomb
4.91 out of 5 average rating, 301 reviewsSunny Apt in Woods 10 Min to 3 Towns- Dog Friendly
Family-friendly home rentals with a pool
Rental unit in Cornville
4.86 out of 5 average rating, 125 reviewsLarge Home with Great View next to horse farm
Rental unit in Brunswick
4.99 out of 5 average rating, 197 reviewsCharming Saltwater Farm apartment
Tiny home in Harrison
4.9 out of 5 average rating, 280 reviewsMillion $ views, Hot Tub, Waterfront, 14 acres WOW
Chalet in Rangeley
4.86 out of 5 average rating, 160 reviewsA+ Views 2 Relax Write Hike Fish Boat Sunset/Stars
Cottage in Belfast
4.58 out of 5 average rating, 12 reviewsShore Cottage
Home in South Thomaston
4.95 out of 5 average rating, 84 reviewsLarge private area, close to Rockland
Home in Carrabassett Valley
4.82 out of 5 average rating, 62 reviewsSUGARLOAF, TRAILSIDE, 4-BDRM, & AC
Home in Peru
4.95 out of 5 average rating, 210 reviewsthe lake house
Quick stats about vacation rentals that are family-friendly in Oakland
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
770 reviews
Nightly prices starting at
$110 before taxes and fees
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