Photo by Marc Maheu

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Compare 2 Resorts in Oakland with updated reviews, rates, and availability.

Island Glamping in a Luxury Tent in Maine

10.0 out of 10, Exceptional, (2)
"Our stay at Hemlock Haven, was nothing short of magical. My fiancé, Jess, and I spent three unforgettable nights immersed in nature’s beauty. We loved the peaceful ambiance, especially the crisp fall air and foggy mornings by the lake. The hammocks were a favorite spot for us to relax, read, and craft. As two chefs, we had a blast cooking over the fire and experimenting with the smoky flavors. Each evening, we cozied up to the sounds of the night, even catching a haunting chorus from coyotes (or...
Island Glamping in a Luxury Tent in Maine

Eco-Island Resort:14 Private Acres, 5 Unique Stays

Eco-Island Resort:14 Private Acres, 5 Unique Stays
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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Other property types in Oakland

Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

8.6 out of 10, Excellent, (14)
"We were traveling through New England and were looking forward to spending some time exploring the pond. We’d already been at the coast and were headed to more mountains and hiking inland over the rest of the week. We arrived and found they had put the paddleboards and kayaks away for the season. The neighbors on the cove still had lots of water toys set up. When we called, we were told that they put the Paddleboards and kayaks away October 1st. There was no mention of that in the listing and...
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

Central Maine Apartment offering 4 Seasons of Fun.

10.0 out of 10, Exceptional, (33)
"Had a great stay over Xmas holiday seeing the family. ) "
The price is SAR 394
SAR 949 total
includes taxes & fees
23 Jan - 24 Jan
Central Maine Apartment offering 4 Seasons of Fun.

Cozy Long Pond Cottage: private mooring & shared dock

9.6 out of 10, Exceptional, (10)
"We headed up north to ring in the new year with friends who live in the area. We had an excellent stay. Enough space for all of the kids to visit and play and the adults to catch up! Lots of games and toys kept everyone busy and happy. Only negative is we didn’t get any snow…I love snow !! . Would definitely stay again. Owner just a text away for any questions/concerns very responsive. "
Cozy Long Pond Cottage: private mooring & shared dock
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.

Frequently asked questions

What is Oakland like for a resort vacation?
You deserve a getaway, and a resort is the perfect place to treat yourself to the services and amenities you need for a relaxing stay in Oakland. One of the comfortable resorts in the surrounding area could be just what you’re searching for, whether you’re hoping for great restaurants on site, blissful spa treatments, or activities for the kids.
What's a favorite resort in Oakland?
Here are our top-rated resorts around Oakland: Island Glamping in a Luxury Tent in Maine - Beach resort. 22.9 mi (36.9 km) from Oakland. Features free self parking. Eco-Island Resort:14 Private Acres, 5 Unique Stays - Beach resort. 23 mi (37 km) from Oakland.
What can I do in Oakland?
Belgrade Lakes Chain and Tree Spirits are a few of the interesting sights to visit. Other attractions in the area include Colby College and Thomas College.
What's the weather like in Oakland?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Oakland are January, March, December, and February, with each month seeing an average of 9 inches of snowfall.
What's the best way to get to and around Oakland?
Fly into Waterville, ME (WVL-Robert Lafleur), which is located 2.1 mi (3.4 km) away from the heart of the city. You can also search for flights into Augusta, ME (AUG-Augusta State), which is 15.8 mi (25.4 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.