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Holiday rentals in Oakland
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Oakland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Oakland holiday rentals
Other great holiday rentals in Oakland
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Guest favourite
Campervan/Motorhome in Fairfield
4.92 out of 5 average rating, 12 reviewsSpacious Camper
![](https://a0.muscache.com/im/pictures/99f95c82-b8be-4668-a989-eb40359fe32a.jpg?im_w=720)
Guest favourite
Home in Oakland
4.95 out of 5 average rating, 93 reviewsThe Modern Maine Retreat
![](https://a0.muscache.com/im/pictures/43f80c20-2c83-4826-8fea-54e5be27d290.jpg?im_w=720)
Guest favourite
Home in Oakland
4.88 out of 5 average rating, 85 reviewsLake-House on water, East Lake, Belgrade Lakes
![](https://a0.muscache.com/im/pictures/miso/Hosting-982422614433309065/original/12348c3a-7847-44da-869e-ab2ce3ff887e.jpeg?im_w=720)
Guest favourite
Home in Augusta
5.0 out of 5 average rating, 15 reviewsSuper cute waterfront cottage
![](https://a0.muscache.com/im/pictures/miso/Hosting-883887597646820074/original/3b750f81-da81-4922-bde3-a992b524c249.jpeg?im_w=720)
Guest favourite
Flat in Skowhegan
4.93 out of 5 average rating, 27 reviewsCute, new, modern duplex in renovated schoolhouse
![](https://a0.muscache.com/im/pictures/miso/Hosting-860013531667115293/original/3aecec78-e2e3-4628-bd19-4869eda198bc.jpeg?im_w=720)
Guest favourite
Home in Oakland
5.0 out of 5 average rating, 9 reviewsLakefront cottage on East Pond
![](https://a0.muscache.com/im/pictures/miso/Hosting-54144742/original/d2a74244-d960-4a66-a782-1263f7a24b98.jpeg?im_w=720)
Guest favourite
Home in Oakland
5.0 out of 5 average rating, 10 reviewsQuiet, 6 bedroom lakefront home with sandy beach
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Guest favourite
Guest suite in Chesterville
4.93 out of 5 average rating, 98 reviewsRustic Ridge
Quick stats about holiday rentals in Oakland
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
£39 before taxes and fees
Destinations to explore
- Monthly Rentals Oakland
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