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Check prices for these dates

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17 Oct - 19 Oct
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24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
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5 Dec - 7 Dec

Featured Cottages in Oakland and around

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, (132)
"Everything was great! We really enjoyed the peace and quiet."
The price is €129
includes taxes & fees
4 Nov - 5 Nov
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.
Near Golfcourse, Dog Friendly, Lake Great Pond
Exterior

Near Golfcourse, Dog Friendly, Lake Great Pond

10.0 out of 10, Exceptional, (45)
"Very clean and comfortable."
The price is €295
includes taxes & fees
2 Nov - 3 Nov
Near Golfcourse, Dog Friendly, Lake Great Pond
Lighthouse Lane
Outdoor dining

Lighthouse Lane

10.0 out of 10, Exceptional, (65)
"Had another great time at Jenn and Brian's property. Exactly as advertised and Jenn is quick to respond to any questions. "
The price is €464
includes taxes & fees
1 Nov - 2 Nov
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

Comfort Inn & Suites Wilton

Comfort Inn & Suites Wilton

10/10 Excellent
"Great place to stay on our fall color trip "
Dennis 1-night trip
Posted 9 hours ago
Comfort Inn & Suites Wilton

Find out more about Oakland

Find out more about Oakland

Oakland Cottages information

Number of reviews
13,049
Accommodation
82 Cottages
Lowest Price
€84
Highest Price
€204

Frequently asked questions

How much do cottages in Oakland cost?
You'll pay between €84 and €204 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 82 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!
How can I find cheap cottages in Oakland?
Expedia can help you locate cheap cottages in Oakland. To book your special stay in a couple of clicks, simply use our handy filter tool to refine your search by amenities, star rating and budget.

Explore a world of travel with Expedia

Explore a world of travel with Expedia