Photo by Marc Maheu

Search Resorts in Oakland

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

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

Island Glamping in a Luxury Tent in Maine
Pet-friendly

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
Pet-friendly

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.
Don't see what you're looking for?
See all available properties in Oakland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Oakland

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

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

9.6 out of 10, Exceptional, (10)
"We spent a beautiful fall weekend at Cedar Estates, the house was clean and very well equipped, as described in the listing. We enjoyed a nice campfire on Saturday night at the fire pit. Our 2 dogs really enjoyed exploring and running outside as well! Clean sheets and towels, hot water - lovely overall!"
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Cozy Long Pond Cottage: private mooring & shared dock
Miscellaneous

Cozy Long Pond Cottage: private mooring & shared dock

9.8 out of 10, Exceptional, (13)
" Cute place"
Cozy Long Pond Cottage: private mooring & shared dock
The Modern Maine Retreat
Outdoor dining

The Modern Maine Retreat

10.0 out of 10, Exceptional, (3)
"Worked out perfectly for our needs. Owner responded immediately to assist us with minor issue. We would, and most likely will, rent this home again. Location was great for our purpose. Plenty of room."
The Modern Maine Retreat
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.