A lake surrounded by trees with autumn leaves.

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Our top choices for Oakland guest houses

A cozy cabin interior with a dining area, kitchen, and a large sliding glass door leading to a backyard with a view of a lake.

1. Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
Oakland
10.0 out of 10, Exceptional, (31 reviews)
"Diane is amazing! Great location with everything you need to have a fantastic vacation! Highly recommened!!"
United States
Robert M.
The price is £244
includes taxes & fees
1 Nov - 2 Nov
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oakland Hotel Reviews

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent
"this is a wonderful place to stay. it's a new rake on a classic hotel. the place is full of art from locals and the staff encourages you to walk through the hotel like an art gallery. breakfast was excellent and the room is very modern and nice. I will book this brand every chance I get"
Marilyn 1-night trip
Posted 2 hours ago
Maine Evergreen Hotel, an Ascend Collection Hotel

Find out more about Oakland

Oakland Guest Houses information

Number of reviews
31
Accommodation
2 Guest Houses
Lowest Price
£244
Highest Price
£244