Kid-friendly holiday rentals in Oakland
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Oakland
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Oakland family-friendly rentals
Kid-friendly house rentals
Home in Wayne
4.93 out of 5 average rating, 195 reviewsPeaceful Getaway at The Ledges
Home in West Paris
4.99 out of 5 average rating, 115 reviewsFour Season Western Maine Adventure Base
Home in Thorndike
4.91 out of 5 average rating, 151 reviewsRural spacious getaway with access for adventure
Home in Canton
4.98 out of 5 average rating, 122 reviewsPrivate Lake House, Firepit & Amazing Sunset Views
Home in Rumford
4.94 out of 5 average rating, 139 reviewsSunday River Getaway!
Home in Brooks
4.9 out of 5 average rating, 207 reviewsCedar Swamp Farm
Home in Lisbon
4.94 out of 5 average rating, 339 reviewsUnplug at a Beachy Bolthole with Classic New England Style
Home in Edgecomb
4.95 out of 5 average rating, 411 reviewsSheepscot Harbour Cottage/waterview
Family-friendly apartment rentals
Flat in Searsmont
4.97 out of 5 average rating, 114 reviewsSearsmont Studio
Flat in Kingfield
4.97 out of 5 average rating, 294 reviewsOn The River 2
Flat in Hallowell
4.95 out of 5 average rating, 257 reviewsHigh End Apartment in Downtown Hallowell
Flat in Nobleboro
4.89 out of 5 average rating, 141 reviewsFinding Joy
Flat in Richmond
4.91 out of 5 average rating, 234 reviewsThe Barn by Swan Island: Whimsical, Comfy, & Fun!
Flat in Belfast
4.99 out of 5 average rating, 268 reviewsRoom with a Brew
Flat in Winthrop
4.99 out of 5 average rating, 102 reviewsA little piece of heaven
Flat in Lincolnville
4.98 out of 5 average rating, 126 reviewsThe Treehouse at Sewall Orchard
Family-friendly apartment rentals
Apartment in Edgecomb
4.91 out of 5 average rating, 160 reviewsA Spacious Vacation Cottage in Sheepscot Harbour
Apartment in Damariscotta
4.88 out of 5 average rating, 146 reviewsRiver Escape - Studio Apt. with River Access
Apartment in Carrabassett Valley
4.94 out of 5 average rating, 113 reviewsSki-In/Ski-out, Sunny, On-Mountain Getaway!
Apartment in Brunswick
4.89 out of 5 average rating, 138 reviewsNew 2BR 2King beds Private Apt Downtown Brunswick
Apartment in Hanover
4.87 out of 5 average rating, 31 reviewsSunday River area condo! Mountain views and pool
Apartment in Hanover
4.87 out of 5 average rating, 45 reviews6 miles from Sunday River with heated outdoor pool
Apartment in Greenwood
4.97 out of 5 average rating, 35 reviewsSpacious Bike/Golf/Ski Condo in Mt. Abram Village
Apartment in Damariscotta
4.75 out of 5 average rating, 48 reviewsBeautiful Midcoast Maine Condo with inground pool
Quick stats about holiday rentals that are kid-friendly in Oakland
Total rentals
10 properties
Wifi availability
10 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
550 reviews
Nightly prices starting at
₹10,858 before taxes and fees
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