Search results; 424 places in Oakland

Top guest favorite
Guest suite in Oakland
Cozy Studio Flat, Belgrade Lakes Region
Free cancellation
Aug 31 – Sep 5
R11,181 ZAR for 5 nights
4.98 out of 5 average rating, 187 reviews
Top guest favorite
Cottage in Oakland
The Rocky Road Camp on East Pond
Free cancellation
Sep 5 – 10
R17,038 ZAR for 5 nights
5.0 out of 5 average rating, 120 reviews
Top guest favorite
Cottage in Oakland
Lakefront camp with kayaks, swimming and views!
Free cancellation
Sep 8 – 13
R27,367 ZAR for 5 nights
4.97 out of 5 average rating, 30 reviews
Guest favorite
Cabin in Oakland
Sister A-Frame in Woods (A)
Free cancellation
Aug 30 – Sep 4
R15,121 ZAR for 5 nights
4.96 out of 5 average rating, 78 reviews
Home in Oakland
The Lake House on McGrath Pond | 4BR | Waterfront
6 beds
Aug 3 – 8
R50,250 ZAR for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Cabin in Oakland
Sister A-Frame in Woods (B)
4 beds
Jul 27 – Aug 1
R15,654 ZAR for 5 nights
4.86 out of 5 average rating, 7 reviews
Top guest favorite
Home in Oakland
Lakefront 3 bedroom pet friendly on Messalonski
Free cancellation
Sep 7 – 12
R56,863 ZAR for 5 nights
5.0 out of 5 average rating, 52 reviews
Guest favorite
Cottage in Oakland
Lakefront home w/Dock & Fire Pit + Pet Friendly
2 beds
Aug 15 – 20
R27,985 ZAR for 5 nights, originally R32,679 ZAR
4.85 out of 5 average rating, 20 reviews
Superhost
Tiny home in Oakland
Lavender Haze Cottage in Woods
1 bed
Jul 20 – 25
R10,090 ZAR for 5 nights
4.78 out of 5 average rating, 36 reviews
Guest favorite
Cottage in Oakland
Lakefront cottage in Belgrade Lakes
3 beds
Jul 18 – 23
R28,751 ZAR for 5 nights
4.89 out of 5 average rating, 55 reviews
Guest favorite
Guest suite in Oakland
Welcome to Squirrel Pocket!
Free cancellation
Jul 27 – Aug 1
R18,635 ZAR for 5 nights
4.96 out of 5 average rating, 25 reviews
Top guest favorite
Home in Oakland
Lake-House on water, East Lake, Near Waterville
Free cancellation
Sep 2 – 7
R33,543 ZAR for 5 nights
4.9 out of 5 average rating, 99 reviews
Guest favorite
Cabin in Oakland
Waterfront Maine log cabin
Free cancellation
Aug 10 – 15
R34,075 ZAR for 5 nights
5.0 out of 5 average rating, 6 reviews
Cabin in Oakland
Cozy cabin on a lake w/mountains
4 beds
Aug 10 – 15
R18,049 ZAR for 5 nights
4.69 out of 5 average rating, 13 reviews
Guest favorite
Home in Oakland
Call of the Loon-Snow Pond (Messalonskee Lake)
4 beds
Sep 1 – 6
R41,955 ZAR for 5 nights
4.97 out of 5 average rating, 94 reviews
Guest favorite
Cabin in Oakland
Your Path to Tranquility
Free cancellation
Jun 6 – 13
R50,815 ZAR for 7 nights
4.8 out of 5 average rating, 5 reviews
Top guest favorite
Home in Oakland
Lakefront cottage on East Pond
Free cancellation
Oct 6 – 11
R67,298 ZAR for 5 nights
5.0 out of 5 average rating, 15 reviews
Cabin in Fairfield
Cabin In The Birches #2
2 beds
Jul 20 – 25
R13,844 ZAR for 5 nights, originally R16,504 ZAR
5.0 out of 5 average rating, 7 reviews