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Compare 63 Cottages in Oakland with updated reviews, rates, and availability.

Little Beans Cottage on Great Pond, Belgrade ME

10.0 out of 10, Exceptional, (38)
"It was a delight, with beautiful Great Pond and inlet close by. The house itself is rustic, spacious and comfortable. Its L.L. Bean history added to the charm. The space heaters were welcome. The location, on a spit of land near the end of a long dirt road, but convenient to the Belgrade Lakes town center, was most enjoyable. We'd definitely recommend it."
Little Beans Cottage on Great Pond, Belgrade ME

Camp Quality Time on Wilson Lake 3-bedroom, hot tub

10.0 out of 10, Exceptional, (6)
"This house was perfect, the game room is amazing and we had a lot of fun down there. The hot tub was clean and relaxing. View were perfect. Highly recommend."
The price is AED 1,286
AED 2,286 total
includes taxes & fees
5 Jan - 6 January 2025
Camp Quality Time on Wilson Lake 3-bedroom, hot tub

2 BR Lakefront Cottage in Belgrade Lakes Region

10.0 out of 10, Exceptional, (23)
"If you are considering this cabin, do not hesitate to book it. It is absolutely beautiful, perfect spot on the lake and still close to many local venues. We enjoyed a beautiful fall weekend and cannot wait to go back. Denise was the most gracious host and made us feel at home. We were able to fish off the dock which is just steps from the front porch. Beautiful sunsets and listening for the loons was a favorite. Wish we could give more than 5 stars! "
2 BR Lakefront Cottage in Belgrade Lakes Region

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

Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac

2.0 star property
Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac

The Cabbage on Olive Street, overlooking Hayden Brook

9.0 out of 10, Wonderful, (11)
"If you, dear reader, and I have anything in common, then you're reading this at 1am after a long work day and you've reached this listing by googling "places to stay in Maine under $100." You're also probably saying to yourself "What a quaint little cabin in the heart of Stephen King country! I wonder if anything Stephen King-related would happen to me if I stayed there?" Dear reader, let me put your fears to rest: book the dang cabin!!! I went here on my first solo vacation and could not have...
The Cabbage on Olive Street, overlooking Hayden Brook

Cozy Winter Getaway on North Pond - Hidden Harlow Lane Retreat

9.6 out of 10, Exceptional, (25)
"The view of the lake is beautiful and the loon was perfect, but we did not have drinkable water and for the price of cleaning and using only the Loon it was overpriced for the stay. "
Cozy Winter Getaway on North Pond - Hidden Harlow Lane Retreat

January Special, Ice Fishing, Dog Friendly

10.0 out of 10, Exceptional, (30)
"Accurate listing, great location (easy drive to Augusta for dinner), really peaceful and quiet. GPS had a minor problem right at the end trying to send us through a neighbor's trailer, but we figured it out (the external pictures helped). Loved our stay there, even though it was just overnight on the way to somewhere else. Next time, we'll stay for a week."
The price is AED 920
AED 1,603 total
includes taxes & fees
2 Jan - 3 January 2025
January Special, Ice Fishing, Dog Friendly

Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks

7.6 out of 10, Good, (22)
"The camp was quaint, great kitchen! Unfortunately there was confusion & communication issues with our host not being notified that we had booked property. We received a refund from the host for the nights we didn't stay due to propane running out. The host had intended to have camp closed up the week we had booked."
Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks

Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

9.4 out of 10, Exceptional, (124)
"Cabin was amazing. My second time staying at this place. Amazing host. Clean cabin with all the amendities. "
The price is AED 386
AED 500 total
includes taxes & fees
31 Dec - 1 January 2025
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

Cozy Lake House on Cobbosseeconte Lake

10.0 out of 10, Exceptional, (51)
"The house was really nice. Updated with all modern appliances and very clean. The beds were very comfy. The scenery is beautiful on the lake. Wish there was coffee for the morning but wasn’t replaced from the previous tenants. Overall definitely recommend. "
Cozy Lake House on Cobbosseeconte Lake

Cottage on Cobbosseecontee Lake. Dates available.

10.0 out of 10, Exceptional, (158)
"Incredible location, perfect choice for a small group to spend a little time on the lake shore."
Cottage on Cobbosseecontee Lake. Dates available.

Getaway, Vaca, UMF, Maine Health Franklin, Ski, Fish, 4 Season, Traveling Prof

10.0 out of 10, Exceptional, (117)
"Hosts Jane and Peter are lovely people and keep their home and property very well maintained. We especially enjoyed amazing sunsets at the lake house and time in the screened in porch. We loved the Mountain Views at Blue Mountain State Park- Center Hill Trail and an overlook along the road nearby. Would highly recommend staying here. "
Getaway, Vaca, UMF, Maine Health Franklin, Ski, Fish, 4 Season, Traveling Prof

One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

10.0 out of 10, Exceptional, (63)
"My wife and I make a trip up to Maine every fall and I can state this property was one of the nicest we've ever stayed at. First the view: The cottage has an amazing view of the lake, sitting at the kitchen table there is a huge window and it feels like you are right on the water. The road that goes down to the cottage goes over a hill that has an absolutely stunning view of the entire lake and the mountains in the distance. The privacy at the cottage was great. The road the cottage was off...
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

Family Cottage On Androscoggin Lake

9.6 out of 10, Exceptional, (33)
"This property is beautiful - beautiful sunsets and changing lake views. We enjoyed walking around the roads. Cottage had everything we needed. Good, close grocery locations. Discovered “A Small Town Bakery” with gluten-free options in nearby Wayne. Plenty of towels, sheets and blankets for our stay, as well as games, movies and children’s toys. Loved the rinnai for those cold mornings. Washer/dryer on premises. Only suggestion - microwave was old and hard to figure out and should probably be...
Family Cottage On Androscoggin Lake

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

9.6 out of 10, Exceptional, (49)
"It was OK."
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Life on the Lake with Private Dock & Fire Pit!

9.8 out of 10, Exceptional, (15)
"Wonderful visit. Lake was beautiful! Cottage had everything we needed. Very clean!!"
Life on the Lake with Private Dock & Fire Pit!

Quiet lakefront home with private dock, SUP, kayaks, and fire-pit!

10.0 out of 10, Exceptional, (4)
"The house was in the middle of no where, which is exactly what you need sometimes. Pack a weeks worth of groceries then just sit back and chill. Enjoy a quiet boat ride, do a little fishing or just break out some board games. Every thing you need to unwind. Something for the whole family."
Quiet lakefront home with private dock, SUP, kayaks, and fire-pit!

Cozy Cove Cottage Winter Rental Available

9.6 out of 10, Exceptional, (5)
"My family and I loved the cabin, it was surrounded by other cabin's, but the neighbors were respectful and kind, happy other renters. The swimming was awesome, we all loved the lake access. The cabin had fun games, the wood appearance throughout was beautiful, We’d stay again next year! "
Cozy Cove Cottage Winter Rental Available

Vintage Rustic Cottage on Brettun’s Pond, boat accessible, PET FRIENDLY!

9.2 out of 10, Wonderful, (65)
"Beautiful place on the lake. Very relaxing and good fishing. House is nice but could use some updating but fine for a vacation. I would go back again. "
Vintage Rustic Cottage on Brettun’s Pond, boat accessible, PET FRIENDLY!
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

Cozy Long Pond Cottage: private mooring & shared dock

9.8 out of 10, Exceptional, (8)
"The stay was a very nice place and we will be coming back with the whole family next time. "
Cozy Long Pond Cottage: private mooring & shared dock

Central Maine Apartment offering 4 Seasons of Fun.

10.0 out of 10, Exceptional, (32)
"This clean, spacious, comfortable place was just what we needed for our time spent in Maine. Gary and Irma thought of everything! "
The price is AED 386
AED 921 total
includes taxes & fees
29 Dec - 30 Dec
Central Maine Apartment offering 4 Seasons of Fun.
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

How much do cottages in Oakland cost?
Cottages in Oakland range between AED 386 and AED 1,286 per night. These stays offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Oakland?
Enjoy the beauty of nature in one of the 63 cottages available in Oakland. To help you find a stay that’s right for you, use our handy filter tool to search for amenities or perks you prefer.
Why book your cottage in Oakland with Expedia?
We think that traveling should be a walk in the park, so if you’re after cottages in Oakland at a nice price, Expedia has you covered. Keep the budget under control and pick an inexpensive option far away from the downtown buzz, or book an upscale cottage to pamper your favorite people.
How can I find cheap cottages in Oakland?
Expedia is here to help you track down cheap cottages in Oakland. To lock in your ideal stay in just a few clicks, try out the filter tool to refine your search by star rating, amenities and budget.