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 22 – Mar 1
Cabin in Appleton
4.88 out of 5 average rating, 276 reviewsRaven's Crossing - Kate's Cottage
Jun 20 – 27
Home in Waterford
4.83 out of 5 average rating, 217 reviewsMcWain pond house (private lake & hot tub)
Jan 8 – 15
Apartment in Topsham
4.87 out of 5 average rating, 498 reviewsMaine Stay with private hottub, near Brunswick
Sep 4 – 11
Chalet in Carrabassett Valley
4.98 out of 5 average rating, 114 reviewsHot tub! Outdoor paradise! PAC-MAN!
Sep 13 – 20
Loft in Andover
4.98 out of 5 average rating, 154 reviewsPrivate studio loft, decks and hot tub
Nov 17 – 24
Home in Bethel
4.96 out of 5 average rating, 124 reviewsWoodland Way Retreat- Hot Tub and Mountain Views!
Jul 17 – 24
Cottage in Chesterville
4.73 out of 5 average rating, 66 reviewsPrivate Lakefront Getaway in Central Maine
Jan 9 – 16
Family- and pet-friendly home rentals
Cabin in Montville
4.83 out of 5 average rating, 107 reviewsCozy Off-Grid Cabin on Organic Farm and Homestead
Aug 7 – 14
Home in Wayne
4.93 out of 5 average rating, 195 reviewsPeaceful Getaway at The Ledges
Sep 22 – 29
Apartment in Lisbon falls
4.95 out of 5 average rating, 383 reviewsCharming Victorian farmhouse 1880's bedrooms-2
Mar 16 – 23
Cabin in Carthage
4.94 out of 5 average rating, 182 reviewsPrivate Maine Camp
Nov 16 – 23
Home in Paris
4.94 out of 5 average rating, 129 reviewsJust a get away!!
Sep 20 – 27
Apartment in Edgecomb
4.91 out of 5 average rating, 298 reviewsSunny Apt in Woods 10 Min to 3 Towns- Dog Friendly
Nov 8 – 15
Home in Stetson
4.96 out of 5 average rating, 151 reviewsLakefront Log Cabin on Pleasant Lake
Nov 26 – Dec 3
Cabin in Boothbay
4.93 out of 5 average rating, 179 reviewsPeaceful & private waterfront cabin
Oct 23 – 30
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
Jul 6 – 13
Apartment in Brunswick
4.99 out of 5 average rating, 194 reviewsCharming Saltwater Farm apartment
Nov 15 – 22
Tiny home in Harrison
4.9 out of 5 average rating, 280 reviewsMILLION$ views, HOT TUB, Crooked RIVER, 14 acres
Sep 15 – 22
Chalet in Rangeley
4.86 out of 5 average rating, 159 reviewsA+ Views 2 Relax Write Hike Fish Boat Sunset/Stars
Oct 20 – 27
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
Mar 11 – 18
Apartment in Boothbay Harbor
5.0 out of 5 average rating, 27 reviewsLuxury Condo on Water's Edge in Boothbay Harbor
Apr 15 – 22
Home in South Thomaston
4.95 out of 5 average rating, 83 reviewsLarge private area, close to Rockland
Aug 22 – 29
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
R2,042 ZAR before taxes and fees
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