Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Oakland
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Oakland
Over 1,000 homes in Oakland
Top guest favourite
Guest favourite
Home in Oakland
Lake-House on water, East Lake, Near Waterville
5 bedrooms
,
·
8 beds
,
·
1 shared bathroom
23–28 Aug
23–28 Aug
$2,664 SGD
Show price breakdown
for 5 nights
$2,664 SGD for 5 nights
,
·
4.91 out of 5 average rating, 108 reviews
4.91 (108)
Top guest favourite
Guest favourite
Guest suite in Oakland
Cozy Studio Flat, Belgrade Lakes Region
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$789 SGD
Show price breakdown
for 5 nights
$789 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 270 reviews
4.98 (270)
Top guest favourite
Guest favourite
Room in Oakland
Oakland
1 bed
1 bed
,
·
1 bathroom
1 bathroom
5–10 Aug
5–10 Aug
$563 SGD
Show price breakdown
for 5 nights
$563 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 461 reviews
4.99 (461)
Top guest favourite
Guest favourite
Cottage in Oakland
The Rocky Road Camp on East Pond
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,218 SGD
Show price breakdown
for 5 nights
$1,218 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 125 reviews
5.0 (125)
Top guest favourite
Guest favourite
Home in Oakland
Quaint Little Cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$1,268 SGD
Show price breakdown
for 5 nights
$1,268 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 88 reviews
4.97 (88)
Top guest favourite
Guest favourite
Home in Oakland
Lakefront 3 bedroom pet friendly on Messalonski
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$2,474 SGD
Show price breakdown
for 5 nights
$2,474 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 92 reviews
4.99 (92)
Top guest favourite
Guest favourite
Apartment in Oakland
Home away from home cozy new Apartment in Oakland
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,046 SGD
Show price breakdown
for 5 nights
$1,046 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 104 reviews
5.0 (104)
Top guest favourite
Guest favourite
Cabin in Oakland
Cozy Lakeside Cottage in Oakland, ME
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$2,382 SGD
Show price breakdown
for 5 nights
$2,382 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Home in Oakland
3BR Lakefront Home w/ Shared Dock, Deck + Fire Pit
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
26–31 Jul
26–31 Jul
$1,910 SGD
Show price breakdown
for 5 nights
$1,910 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Oakland
Ultra Spacious and Hosts are Gracious
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2.5 bathrooms
2.5 bathrooms
24–29 Aug
24–29 Aug
$2,014 SGD
Show price breakdown
for 5 nights
$2,014 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 40 reviews
4.98 (40)
Guest favourite
Guest favourite
Cottage in Oakland
Lakefront cottage in Belgrade Lakes
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
28 Aug – 2 Sept
28 Aug – 2 Sept
$2,373 SGD
$2,005 SGD
Show price breakdown
for 5 nights
Free cancellation
4.9 out of 5 average rating, 62 reviews
4.9 (62)
Guest favourite
Guest favourite
Room in Waterville
Welcome to Anchor house!
1 bed
1 bed
,
·
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$603 SGD
Show price breakdown
for 5 nights
$603 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Guest favourite
Guest favourite
Home in Oakland
Updated 4br Family Home Near Belgrade Lakes
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
31 Jul – 5 Aug
31 Jul – 5 Aug
$2,306 SGD
Show price breakdown
for 5 nights
$2,306 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 150 reviews
4.92 (150)
Flat in Oakland
2BR Charming apartment w/ Lakeside Firepit & Dock
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$1,685 SGD
$1,452 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.5 out of 5 average rating, 6 reviews
4.5 (6)
Superhost
Superhost
Flat in Winslow
Entire 3 BR apartment in Winslow. 2nd FL
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1 bathroom
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$1,306 SGD
Show price breakdown
for 5 nights
$1,306 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Oakland
Lake Front with Amazing Sunset on McGrath Pond
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
5–10 Sept
5–10 Sept
$3,310 SGD
Show price breakdown
for 5 nights
$3,310 SGD for 5 nights
4.93 out of 5 average rating, 61 reviews
4.93 (61)
Top guest favourite
Guest favourite
Tiny home in Belgrade
epicurean feast with zen like surroundings
1 bed
1 bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,560 SGD
Show price breakdown
for 5 nights
$1,560 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 84 reviews
4.99 (84)
Guest favourite
Guest favourite
Home in Oakland
Classy AF Home, walk across the street to Colby!
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Aug
4–9 Aug
$2,261 SGD
Show price breakdown
for 5 nights
$2,261 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 82 reviews
4.95 (82)
Top guest favourite
Guest favourite
Cottage in Oakland
Lakefront camp with kayaks, swimming and views!
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
9–14 Sept
9–14 Sept
$2,336 SGD
Show price breakdown
for 5 nights
$2,336 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 37 reviews
4.95 (37)
1
2
3
4
…
15