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
Apartment in Searsport
4.82 out of 5 average rating, 293 reviewsLakefront Vacation Apartment in Searsport ME
Feb 23 – Mar 2
Cabin in Appleton
4.88 out of 5 average rating, 277 reviewsRaven's Crossing - Kate's Cottage
Mar 31 – Apr 7
Home in Waterford
4.83 out of 5 average rating, 217 reviewsMcWain pond house (private lake & hot tub)
Jun 3 – 10
Chalet in Carrabassett Valley
4.98 out of 5 average rating, 114 reviewsHot tub! Outdoor paradise! PAC-MAN!
Sep 14 – 21
Apartment in Topsham
4.87 out of 5 average rating, 498 reviewsMaine Stay with private hottub, near Brunswick
Sep 5 – 12
Loft in Andover
4.98 out of 5 average rating, 154 reviewsPrivate studio loft, decks and hot tub
Apr 18 – 25
Cottage in Verona Island
4.88 out of 5 average rating, 154 reviewsNashport on the Penobscot
Oct 23 – 30
Home in Newry
4.96 out of 5 average rating, 109 reviewsThe Ridge House-Modern Chalet! Spectacular Views!
Nov 26 – Dec 3
Family- and pet-friendly home rentals
Cabin in China
4.89 out of 5 average rating, 161 reviewsRustic Family Cabin on China Lake
Apartment in Lisbon falls
4.95 out of 5 average rating, 383 reviewsCharming Victorian farmhouse 1880's bedrooms-2
Apr 27 – May 4
Apartment in Edgecomb
4.91 out of 5 average rating, 298 reviewsSunny Apt in Woods 10 Min to 3 Towns- Dog Friendly
Jan 25 – Feb 1
Home in Paris
4.94 out of 5 average rating, 129 reviewsJust a get away!!
Dec 26 – Jan 2
Cabin in Boothbay
4.93 out of 5 average rating, 179 reviewsPeaceful & private waterfront cabin
Oct 23 – 30
Farm stay in Gray
4.94 out of 5 average rating, 249 reviewsGreat Goat Get-away in Southern Maine!
Jan 22 – 29
Home in Stetson
4.96 out of 5 average rating, 151 reviewsLakefront Log Cabin on Pleasant Lake
Jan 6 – 13
Cabin in Montville
4.83 out of 5 average rating, 107 reviewsCozy Off-Grid Cabin on Organic Farm and Homestead
Jul 20 – 27
Family-friendly home rentals with a pool
Apartment in Cornville
4.85 out of 5 average rating, 123 reviewsLarge Home with Great View next to horse farm
Aug 7 – 14
Apartment in Brunswick
4.99 out of 5 average rating, 194 reviewsCharming Saltwater Farm apartment
Oct 26 – Nov 2
Tiny home in Harrison
4.9 out of 5 average rating, 280 reviewsMILLION$ views, HOT TUB, Crooked RIVER, 14 acres
Mar 2 – 9
Chalet in Rangeley
4.86 out of 5 average rating, 159 reviewsA+ Views 2 Relax Write Hike Fish Boat Sunset/Stars
Dec 31 – Jan 7
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Aug 23 – 30
Condo in Newry
4.94 out of 5 average rating, 101 reviewsSunday River Resort Condos @Cascades
May 15 – 22
Chalet in Frye Island
4.76 out of 5 average rating, 82 reviewsCabin in Paradise
Aug 17 – 24
Cottage in Belfast
4.58 out of 5 average rating, 12 reviewsShore Cottage
Apr 14 – 21
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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