Skip to Main Content.
Download the app button
Download the app button with download icon
Get the app
Canada
Trip Boards
List your property
Help
My trips
Sign in
It's easy to contact hosts and keep track of all your messages when you have a Vrbo account
Traveller login
Sign in as an owner
Create a free account
Feedback
Going to
Going to
Dates
Dates
Travellers
Adults
Adults
Decrease the number of adults
Increase the number of adults
Children
Ages 0 to 17
Decrease the number of children
Increase the number of children
I am travelling with pets
If checked, only properties that allow pets will be shown
Done
Search
Filters
Popular
Price
Rooms & spaces
Sort by recommended
141 properties
How our sort order works
Opens in a new window
Search results showing properties in Oakland, Maine, United States of America
Google map showing 141 properties
Photo gallery for Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Image of Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Show previous image for Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Show next image for Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Premier Host
Cabin · 0.7 mi (1.2 km) to Oakland center
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Sleeps 3 · 1 bathroom
9.2/10
Wonderful
(5 reviews)
9.2 out of 10 Wonderful (5 reviews)
Unavailable
More information about Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access, opens in a new tab
Photo gallery for Lakefront home w/Dock & Fire Pit + Pet Friendly
Property grounds
Show previous image for Lakefront home w/Dock & Fire Pit + Pet Friendly
Show next image for Lakefront home w/Dock & Fire Pit + Pet Friendly
Cabin · On the lake
Lakefront home w/Dock & Fire Pit + Pet Friendly
Sleeps 5 · 2 bedrooms · 1 bathroom
Unavailable
More information about Lakefront home w/Dock & Fire Pit + Pet Friendly, opens in a new tab
Photo gallery for Oakland Apt on Messalonskee Lake w/ Dock Access!
Oakland Vacation Rental | 1BR | 1BA | Stairs Required | 1,097 Sq Ft
Show previous image for Oakland Apt on Messalonskee Lake w/ Dock Access!
Show next image for Oakland Apt on Messalonskee Lake w/ Dock Access!
Apartment · 0.1 mi (0.1 km) to Oakland center
Oakland Apt on Messalonskee Lake w/ Dock Access!
Sleeps 2 · 1 bedroom · 1 bathroom
Unavailable
More information about Oakland Apt on Messalonskee Lake w/ Dock Access!, opens in a new tab
Cabin · 5 mi (8.1 km) to Oakland center
Modern lakeside log cabin on pristine East Pond Oakland Maine's Belgrade Lakes
Sleeps 6 · 2 bedrooms · 0+ bathrooms
10/10
Exceptional
(22 reviews)
10 out of 10 Exceptional (22 reviews)
Unavailable
More information about Modern lakeside log cabin on pristine East Pond Oakland Maine's Belgrade Lakes, opens in a new tab
Apartment · On the lake
Central Maine Apartment offering 4 Seasons of Fun.
Sleeps 4 · 1 bedroom · 1 bathroom
9.8/10
Exceptional
(26 reviews)
9.8 out of 10 Exceptional (26 reviews)
Unavailable
More information about Central Maine Apartment offering 4 Seasons of Fun., opens in a new tab
House · 1 mi (1.6 km) to Oakland center
Quaint Little Cottage
Sleeps 4 · 2 bedrooms · 1 bathroom
10/10
Exceptional
(3 reviews)
10 out of 10 Exceptional (3 reviews)
Unavailable
More information about Quaint Little Cottage , opens in a new tab
Cottage · 4.7 mi (7.5 km) to Oakland center
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Sleeps 4 · 2 bedrooms
9.6/10
Exceptional
(42 reviews)
9.6 out of 10 Exceptional (42 reviews)
Unavailable
More information about Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes, opens in a new tab
Cabin · 4.6 mi (7.3 km) to Oakland center
Quaint Oakland Getaway on East Pond Lake!
Sleeps 2 · 1 bedroom · 1 bathroom
9.2/10
Wonderful
(5 reviews)
9.2 out of 10 Wonderful (5 reviews)
Unavailable
More information about Quaint Oakland Getaway on East Pond Lake!, opens in a new tab
House · 1.2 mi (1.9 km) to Oakland center
The Modern Maine Retreat
Sleeps 9 · 4 bedrooms · 3 bathrooms
Unavailable
More information about The Modern Maine Retreat, opens in a new tab
Cabin · On the lake
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters
Sleeps 5 · 2 bedrooms · 1 bathroom
7.8/10
Good
(6 reviews)
7.8 out of 10 Good (6 reviews)
Unavailable
More information about Lakefront home on McGrath Pond - once featured on Maine Cabin Masters, opens in a new tab
Tell us how we can improve our site
Share feedback