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Compare 46 Cottages in Oakland with updated reviews, rates, and availability.

Cozy Designer Cottage with Saltwater Pool
Pool
Cozy Designer Cottage with Saltwater Pool
10.0 out of 10, Exceptional, (2)
"Beautiful neighborhood. Safe easy accress. "
Cozy Designer Cottage with Saltwater Pool
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
Home Sweet Home ...
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
9.8 out of 10, Exceptional, (98)
"Great Highland Lakes Cottage! Clean & well stocked kitchen. Be careful going up or down Breakneck Rd. Thus time of year every view is beautiful! We did lots of small road trips taking in the sites and autumnal views!!"
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
Lovely Home Near FDU & Holy Name Hospital!
Exterior
Lovely Home Near FDU & Holy Name Hospital!
3.0 star property
8.0 out of 10, Very Good, (1)
Lovely Home Near FDU & Holy Name Hospital!
Spacious East Orange Home: Steps to Elmwood Park!
Interior
Spacious East Orange Home: Steps to Elmwood Park!
3.0 star property
Spacious East Orange Home: Steps to Elmwood Park!
Bright Irvington Home ~ 2 Mi to Prudential Center!
Living area
Bright Irvington Home ~ 2 Mi to Prudential Center!
3.0 star property
Bright Irvington Home ~ 2 Mi to Prudential Center!
Cottage at Millpond Falls - A Romantic and Luxurious Escape
The Cottage at Millpond Falls is a romantic getaway -- an luxury experience you won't forget.
Cottage at Millpond Falls - A Romantic and Luxurious Escape
10.0 out of 10, Exceptional, (142)
"Such a beautiful location. The cottage is quant while having all the modern updates. The hosts have carefully left an array of coffee and welcome goodies, including fresh eggs from their ducks. Will be back! "
Cottage at Millpond Falls - A Romantic and Luxurious Escape
A romantic cottage and artist's retreat looking down over an enchanted lake
Stunning views
A romantic cottage and artist's retreat looking down over an enchanted lake
9.4 out of 10, Exceptional, (95)
"We cannot overstate how perfect this cottage was for us to have a quiet retreat. The place has all you need to unwind and drink in the view. The owners went above and beyond (we stayed 2 full months!). Everything was lovely, thanks Julia :)"
A romantic cottage and artist's retreat looking down over an enchanted lake
NEW Spacious 5 bedrooms with Private Lake & Beach Access and Kayak!
Living area
NEW Spacious 5 bedrooms with Private Lake & Beach Access and Kayak!
10.0 out of 10, Exceptional, (5)
"The house is even more beautiful than the photos. From the spa-like bathrooms, to toys and books for kids, to the little extra amenities like qtips and bandaids, it was the perfect getaway for everyone in our party of all ages."
NEW Spacious 5 bedrooms with Private Lake & Beach Access and Kayak!
Cozy Newark Getaway ~ 15 Mi to Manhattan!
Living area
Cozy Newark Getaway ~ 15 Mi to Manhattan!
3.0 star property
Cozy Newark Getaway ~ 15 Mi to Manhattan!
Stylish Newark, New Jersey, Vacation Rental!
Living area
Stylish Newark, New Jersey, Vacation Rental!
3.0 star property
Stylish Newark, New Jersey, Vacation Rental!
Greenwood Lake Cottage w/ Shared Dock & Hot Tub!
Hewitt Vacation Rental | 1BR | 1BA | 350 Sq Ft | Stairs Required
Greenwood Lake Cottage w/ Shared Dock & Hot Tub!
10.0 out of 10, Exceptional, (2)
"Very clean, convenient, accessible and the host’s are Great too! Will stay again when in town"
Greenwood Lake Cottage w/ Shared Dock & Hot Tub!
Lakefront Getaway : Mountain & Lakes views
Property grounds
Lakefront Getaway : Mountain & Lakes views
10.0 out of 10, Exceptional, (4)
"The property is beautiful and relaxing, exactly what we needed. The house is cozy with full amenities needed if you were staying longer than just a few nights."
Lakefront Getaway : Mountain & Lakes views
Delightful Home w/ Fire Pit, Walk to Lake!
Living area
Delightful Home w/ Fire Pit, Walk to Lake!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean, easy access perfect location near my family for a birthday, silvia was very quick to respond to any questions!!"
Delightful Home w/ Fire Pit, Walk to Lake!
Briarcliff Manor Estate w/ Hudson River Views
Living area
Briarcliff Manor Estate w/ Hudson River Views
3.0 star property
Briarcliff Manor Estate w/ Hudson River Views
Warwick Vacation Rental w/ Private Yard & Fire Pit
Living area
Warwick Vacation Rental w/ Private Yard & Fire Pit
3.0 star property
10.0 out of 10, Exceptional, (1)
"I was relieved to find that the property looks just like and even better than the pictures online. "
Warwick Vacation Rental w/ Private Yard & Fire Pit
Relaxing New York Home w/ Boat Dock & Lake View!
Living area
Relaxing New York Home w/ Boat Dock & Lake View!
2.5 star property
Relaxing New York Home w/ Boat Dock & Lake View!
Mountain House Escape - 1 Hour from NYC
Exterior
Mountain House Escape - 1 Hour from NYC
10.0 out of 10, Exceptional, (7)
"We recently had the pleasure of staying at Deer Hill in Warwick, NY, and it truly exceeded our expectations. The property is set on three-acre expanse in a lovely, and ultra-quiet neighborhood. It was an ideal home for our annual family gathering, which includes our 3 adult children, spouses and two young grandchildren. The large in-ground pool was a hit, and was a source of fun and relaxation throughout our stay. The pool has a shallow end and an 8-foot deep end. The spacious great room served...
Mountain House Escape - 1 Hour from NYC
All-season Vernon Township Lake House Retreat!
Exterior
All-season Vernon Township Lake House Retreat!
3.0 star property
All-season Vernon Township Lake House Retreat!
The Farm at Glenwood Mountain - Cotttage
Interior
The Farm at Glenwood Mountain - Cotttage
10.0 out of 10, Exceptional, (1)
"The house is perfect for a foursome buddy trip and Patrick was great to work with. Next time (and there definitely will be a next time!) we'll be utilizing the bbq and stocking the house with meats and produce from their Farm across the street. Couldn't have asked for more including the refrigerator full of IPA's! Now if we just played better on the course.......lol"
The Farm at Glenwood Mountain - Cotttage
Decked-Out Home: Hot Tub, Pool, Fire Pit & More!
Monroe Vacation Rental | 3BR | 4BA | 5 Stairs to Access | 2,000 Sq Ft
Decked-Out Home: Hot Tub, Pool, Fire Pit & More!
8.6 out of 10, Excellent, (4)
"Ok, the house is lovely. The pool is great. The host was a responsive and clear communicator. However, - the stove was broken. The oven door was locked and the electric igniter would click constantly even if we were not using the range. - the kitchen is not well equipped for cooking. The only two pans were tiny omelette pans. The toaster is broken. - the awning on the porch doesn’t work which seemed east enough to fix. - several of the beds are very uncomfortable - I disclosed when booking...
Decked-Out Home: Hot Tub, Pool, Fire Pit & More!
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

Cozy private room
Room
Cozy private room
2.0 star property
7.0 out of 10, Good, (7)
"Property locked upon arrival. No communication of any kind re checking in, no email, no return of multiple phone calls at all. I needed to find another hotel and seek a full refund, which was given by Expedia. Terrible travel experience, beware."
Cozy private room
Cozy 2-Bedroom Home allows you work remotely or hybrid with Wi-Fi
Living area
Cozy 2-Bedroom Home allows you work remotely or hybrid with Wi-Fi
6.8 out of 10, (5)
"This is a beautiful home! Super clean, well equipped with everything you could conceivably need. The property owner is very responsonive and friendly. Book with absolute confidence!"
Cozy 2-Bedroom Home allows you work remotely or hybrid with Wi-Fi
Located next to the Ski Resort, Bike Park and Water Park
Swimming pool view
Located next to the Ski Resort, Bike Park and Water Park
10.0 out of 10, Exceptional, (153)
"It’s our second time staying in this condo. We love it and hope to use it again. "
Located next to the Ski Resort, Bike Park and Water Park
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

Why book your cottage in Oakland with Expedia?
Expedia has some great cottages in Oakland, so start packing your bags for an unforgettable vacation on nature’s doorstep. If you have a budget, click on how much you want to spend and the star rating of your property. Or, make the most of our filters to search for cottages with a kitchen or a pool. We’ll help you find the perfect place whatever your style of travel or plans.
How can I find cheap cottages in Oakland?
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