House vacation rentals in Oakland
Find and book unique houses on Airbnb
Top-rated house rentals in Oakland
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Turner
4.84 out of 5 average rating, 70 reviewsThe Getaway- River Paradise
Home in Lincolnville
4.85 out of 5 average rating, 13 reviewsCoastal Retreat with Pool and Cheerful Vibes
Home in Carrabassett Valley
5 out of 5 average rating, 11 reviews*New to Market* 410 Snowflower
Home in Liberty
4.87 out of 5 average rating, 52 reviewsLuxe Liberty: Getaway with Heated Indoor Pool!
Home in Carrabassett Valley
5 out of 5 average rating, 3 reviewsOn Mountain, Ski In/Ski Out 1 Bedroom Condo!
Home in Windham
4.73 out of 5 average rating, 11 reviewsGorgeous Maine House Close to Sebago Lake
Home in Rockport
4.96 out of 5 average rating, 52 reviewsDog Friendly Midcoast Cape
Home in Carrabassett Valley
4.83 out of 5 average rating, 63 reviewsSUGARLOAF, TRAILSIDE, 4-BDRM, & AC
Weekly house rentals
Home in Windham
4.93 out of 5 average rating, 114 reviewsWaterfront Gem walkable to Restaurants!
Home in Greenwood
4.98 out of 5 average rating, 104 reviewsMaine lake front getaway!
Home in Sumner
4.96 out of 5 average rating, 118 reviewsFire pit/Country setting/Privacy/Quiet/2bed-2bath
Home in Oakland
5 out of 5 average rating, 74 reviewsCute 2-bedroom home in convenient central location
Home in Camden
5 out of 5 average rating, 181 reviewsQuaint 3 Bedroom In Town Camden Home
Home in Greenwood
4.96 out of 5 average rating, 131 reviewsBright, Vintage Maine Home, Awaiting Adventure!
Home in Oakland
4.96 out of 5 average rating, 52 reviewsQuaint Little Cottage
Home in Pittston
4.99 out of 5 average rating, 141 reviewsRiverside
Private house rentals
Home in Belfast
5 out of 5 average rating, 30 reviewsSail Loft
Home in Waldoboro
4.99 out of 5 average rating, 85 reviews1830s Cape hosted by George & Paul
Home in Oakland
4.94 out of 5 average rating, 67 reviewsClassy AF Home Steps from Colby and Trails
Home in Belgrade
5 out of 5 average rating, 30 reviewsGreat Pond Lake House With Western Views
Home in Sidney
4.86 out of 5 average rating, 28 reviews"Sweet Sunsets" Spacious 4 b/r Lake Home Belgrade
Home in Belgrade
4.92 out of 5 average rating, 13 reviewsWaterfront 5bed+Hot Tub, Sauna - Dogs welcome
Home in Sidney
4.86 out of 5 average rating, 95 reviewsBrook Ridge Retreat
Home in Oakland
4.96 out of 5 average rating, 85 reviewsCall of the Loon-Snow Pond (Messalonskee Lake)
Quick stats about house rentals in Oakland
Total rentals
20 properties
Nightly prices starting at
G$10,436 GYD before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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