Oakland Vacation Rentals

Compare 3 vacation rentals.
Home > USA > Maine > Oakland

Make Oakland your next getaway

Book your retreat to Midcoast Maine with Oakland vacation rentals. Only 4 miles from Waterville and 18 miles the capital city, Augusta, Oakland keeps your close to city sightseeing while promising a quiet home base to return to at the end of the day. Kick back by the lake, hit the hiking trails, or savor a lobster roll dinner on your next trip to Maine.

Top Oakland property types

housing_type_cabin.jpg

Cabins

View 2 Cabins
housing_type_apartment.jpg

Apartments

View 1 Apartments

Popular amenities for Oakland vacation rentals

Popular
Dog-friendly Internet Lake view

View homes on map

Listings nearby Oakland

Vacation rentals near Oakland

Recent Oakland guest reviews

Oakland vacation rental FAQ

Yes. 12 of our Oakland vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Oakland vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Oakland team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Oakland, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Explore our Oakland, ME, vacation rentals

Oakland vacation rentals are located on the northern end of Messalonskee Lake, just 4 miles from the nearby city of Waterville. The Oakland area is known for its easy neighborhood feel, while offering convenient access to the capital city of Augusta and the coast, just an hour’s drive away from Belfast. Settle into the slower pace, whether out for a day of fishing, floating, or playing a game of disc golf at the surrounding courses.  

In the area, you’ll find golf courses, walking trails with views of the water, and local bars and restaurants. Head over to Waterville for ice cream and make sure to pay a visit to fuzzy friends at the Stoney Ridge Alpaca Farm. Find your perfect rest and relaxation with a trip up to New England.