Oakland, ME Vacation Homes from AED 595

A lake surrounded by trees with autumn leaves.

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Our top choices for Oakland vacation homes

Discover Oakland charm near Colby College 10 min

Oakland

Vicki W.

AED 773 total

includes taxes & fees

14 Jul - 15 Jul

Peaceful retreat on farm minutes to lake. Bring kayak or canoe!

Oakland

Benjamin C.

AED 2,031 total

includes taxes & fees

2 Aug - 3 Aug

Readfield Retreat w/ Lake Maranacook Views!

Readfield

Ryan C.

AED 1,845 total

includes taxes & fees

9 Jul - 10 Jul

Welcome to "the east Madison chapel"

Madison

Michele M.

AED 2,270 total

includes taxes & fees

8 Jul - 9 Jul

Peaceful Home in Central Maine

Sidney

Dan B.

AED 1,923 total

includes taxes & fees

9 Jul - 10 Jul

Cozy Cottage on water's edge of Lake Cobbosseecontee

Manchester

Laura Q.

AED 1,397 total

includes taxes & fees

8 Jul - 9 Jul

Spacious Country Home w/ Hot Tub, near Colby/Thomas

Sidney

Heather H.

Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings

Wayne

James D.

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Top Oakland Hotel Reviews

Homewood Suites by Hilton Augusta

10/10 Excellent

"We where not satisfied with the shower, pressure to low."

Fireside Inn & Suites Waterville

10/10 Excellent

"The updated room was extremely clean, the staff was very friendly and the amenities were excellent. I couldn’t say enough about the food at the restaurant at this motel. I highly recommend this hotel for the price and quality of the remodeled rooms. The remodeling was superb! Highly recommend, 10 out of 10!!!!"

Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

10/10 Excellent

"We had a wonderful time at this property. The check-in and check-out process was incredibly smooth and stress-free. We especially appreciated the detailed binder provided by the host; it covered everything from appliance instructions to excellent local restaurant recommendations. It made settling in so much easier. Its a short drive to the lake, but you can definitely walk it. The property offered great value for the price and we appreciate that its dog friendly—highly recommended for anyone visiting the area!"

Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent

"Overall we had a great stay. The lobby and breakfast/bar area are very clean and beautiful and the staff were extremely helpful and friendly. I was surprised that the second floor rooms have an exterior door (although you must go through hotel lobby to access the second floor, so security is not an issue at all.) The hotel seems like it used to be a motel that was significantly upgraded and reconfigured. The rooms themselves are on the small side, but the sinks and beds have clearly been updated. The beds were very comfortable."

Holiday Inn Express & Suites Waterville - North by IHG

10/10 Excellent

"We were here for a one night stay, passing through. We had a king room which was clean and comfortable. I like the fact that we had either firm or soft pillows on the bed from which to choose. There was plenty of hot water and thick plush towels. The breakfast was much more than expected: a large variety of hot and cold items--even MYO pancakes. Parking is safe and free. Several stores and restaurants are within 1/2 mile. We will definitely stay again if in the area."

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oakland vacation homes

Discover Oakland charm near Colby College 10 min

Peaceful retreat on farm minutes to lake. Bring kayak or canoe!