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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Cottages in Oakland and around

Charming 2BR Lakefront Cottage on Serene Cobbossee w/ Kayaks, A/C
Property grounds

Charming 2BR Lakefront Cottage on Serene Cobbossee w/ Kayaks, A/C

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great getaway with the family. Swimable lake off of the dock and a nice quiet place for relaxation. "
The price is €573
includes taxes & fees
28 Aug - 29 Aug
Charming 2BR Lakefront Cottage on Serene Cobbossee w/ Kayaks, A/C
Your Trail's End in Maine
Beach

Your Trail's End in Maine

2.0 star property
10.0 out of 10, Exceptional, (4)
"We had a wonderful stay in this charming cabin. The host was so friendly and welcoming. And the location can’t be beat. "
The price is €256
includes taxes & fees
28 Aug - 29 Aug
Your Trail's End in Maine
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.
Exterior

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

9.4 out of 10, Exceptional, (128)
"Everything was great! We really enjoyed the peace and quiet."
The price is €137
includes taxes & fees
2 Sept - 3 Sept
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.
New spacious-charming one bedroom cottage with loft at Wilson Lake Country Club
Living area

New spacious-charming one bedroom cottage with loft at Wilson Lake Country Club

The price is €267
includes taxes & fees
6 Sept - 7 Sept
New spacious-charming one bedroom cottage with loft at Wilson Lake Country Club
Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks
Outdoor dining

Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks

10.0 out of 10, Exceptional, (43)
"Very clean and comfortable."
The price is €338
includes taxes & fees
28 Aug - 29 Aug
Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks
New spacious-charming one bedroom cottage with loft at Wilson Lake Country Club
Outdoor dining

New spacious-charming one bedroom cottage with loft at Wilson Lake Country Club

The price is €245
includes taxes & fees
24 Aug - 25 Aug
New spacious-charming one bedroom cottage with loft at Wilson Lake Country Club
Cozy Keyes Cottage- Rare Lakefront Getaway
Terrace/patio

Cozy Keyes Cottage- Rare Lakefront Getaway

10.0 out of 10, Exceptional, (13)
"We loved your house. You made our stay amazing. We will certainly be back in '24."
The price is €703
includes taxes & fees
1 Sept - 2 Sept
Cozy Keyes Cottage- Rare Lakefront Getaway
Lighthouse Lane
Outdoor dining

Lighthouse Lane

10.0 out of 10, Exceptional, (60)
"Check in and check out was super easy. Photos are super accurate and the property is beautiful. Thank you for sharing your beautiful with us!"
The price is €470
includes taxes & fees
2 Sept - 3 Sept
Lighthouse Lane
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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Top Oakland Hotel Reviews

Super 8 by Wyndham Augusta

Super 8 by Wyndham Augusta

10/10 Excellent
"Convenient "
Joanne 1-night trip
Posted 14 hours ago
Super 8 by Wyndham Augusta

Frequently asked questions

How much do cottages in Oakland cost?
You'll pay between €137 and €470 per night for cottages in Oakland. No matter your budget, a wonderful stay is only a click or two away on Expedia. 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?
Reconnect with nature in one of the 85 cottages located in Oakland. To help you select an ideal property, use our filters to search for perks or amenities you need.
Why book your cottage in Oakland with Expedia?
Booking a cottage in Oakland is as easy as deciding on your travel dates and picking an ideal place for a holiday in nature. From ritzy retreats to low-cost stays and cottages that include perks like a pool, Expedia has something for all tastes. As for the best offers around? We've got them as well!