Holiday rentals in Oakland
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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
Guest favourite
Cottage in Oakland
4.91 out of 5 average rating, 33 reviewsLakefront cottage in Belgrade Lakes
6–13 Jun
€ 253 per night
Guest favourite
Home in Waterville
4.92 out of 5 average rating, 86 reviewsSterling House
6–13 Nov
€ 153 per night
Guest favourite
Home in Oakland
4.99 out of 5 average rating, 75 reviewsCall of the Loon-Snow Pond (Messalonskee Lake)
6–13 May
€ 418 per night
Guest favourite
Flat in Skowhegan
5.0 out of 5 average rating, 17 reviewsCozy, cute, new, tiny duplex
4–11 Jan
€ 133 per night
Guest favourite
Flat in Waterville
5.0 out of 5 average rating, 20 reviewsRustic Charm on the Third Floor
26 May – 2 Jun
€ 175 per night
Guest favourite
Home in Augusta
5.0 out of 5 average rating, 11 reviewsSuper cute waterfront cottage
28 Aug – 4 Sep
€ 173 per night
Guest favourite
Cottage in Farmington
4.98 out of 5 average rating, 87 reviewsThe cottage at Marble Farm.
29 Aug – 5 Sep
€ 120 per night
Guest favourite
Home in Oakland
5.0 out of 5 average rating, 9 reviewsQuiet, 6 bedroom lakefront home with sandy beach
11–18 Oct
€ 962 per night
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
€ 47 before taxes and fees
Destinations to explore
- Rentals with a patio Oakland
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