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Holiday Rentals in Oakland

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Holiday Rentals in Oakland

Dog-friendly cabin with private hot tub, Ping-Pong & lake views
8.8 out of 10, Excellent, 67 reviews
"Overall the property was great. Nice location. Pictures were accurate. Very clean property. Fully stocked kitchen. Minor things didn't work."
Dog-friendly cabin with private hot tub, Ping-Pong & lake views
Cozy, family-friendly, lakeview condo with gas grill & firepit
7.8 out of 10, Good, 31 reviews
"Perfect relaxing stay for a birthday weekend!"
Cozy, family-friendly, lakeview condo with gas grill & firepit
The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!
10.0 out of 10, Exceptional, 259 reviews
"The Love Shack is perfect for a couple or a small family. It was clean and well maintained. The hot tub was very relaxing. We liked that all the appliances and equipment worked perfectly. The front porch was nice for sitting by the fire pit in the evening. Overall, we had a wonderful stay and will be returning."
The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!
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Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi
8.8 out of 10, Excellent, 18 reviews
"Property has all you need for a comfortable stay"
Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi
Mountain view retreat with a hot tub, grill, & firepit - shared athletic courts
6.8 out of 10, 3 reviews
"Excellent location to enjoy the restaurants, state parks, and entertainment that the Deep Creek area has to offer! Very close to the coffee shop and grocery shopping. Nice neighborhood for taking walks, and the kids loved the hot tub and pool table. Comfortable sleeping accommodations."
Mountain view retreat with a hot tub, grill, & firepit - shared athletic courts
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
10.0 out of 10, Exceptional, 400 reviews
"Was a great stay for Mother’s Day"
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
Deep Creek Lake Townhome w/Deck & Water Views
9.4 out of 10, Exceptional, 25 reviews
"Very clean and cozy! Thank you!"
Deep Creek Lake Townhome w/Deck & Water Views
New Construction! Modern Lakefront A-Frame with Hot Tub + Fire Pit
10.0 out of 10, Exceptional, 4 reviews
"The communication from the hosts was professional and frequent. The home was absolutely gorgeous and just newly renovated so very new all around. It fit our family of 9 very comfortably with 6 kids. The kids loved the view of the lake and the amenities were great."
New Construction! Modern Lakefront A-Frame with Hot Tub + Fire Pit
5BR lakefront retreat with hot tub, sauna, & dock
8.8 out of 10, Excellent, 3 reviews
"Perfect stay! We will be back for sure!"
5BR lakefront retreat with hot tub, sauna, & dock
Will O' The Wisp 709H: Lakefront Penthouse Studio Condo with Breathtaking Lake V
9.4 out of 10, Exceptional, 10 reviews
"This place is nice and cozy. You got the view of the lake. Access to the condo and the lake is very convenient, elevator is very slow though. Overall, we had a great stay. Will recommend this place to my friends. Ciao!"
The price is €381
per night
17 Jul - 18 Jul
Will O' The Wisp 709H: Lakefront Penthouse Studio Condo with Breathtaking Lake V
Lakefront, dog friendly, dock slip, hot tub, and fire pit
10.0 out of 10, Exceptional, 15 reviews
"A very clean , comfortable house for the week. As comfortable as home. House has everything you need and then some! Close to shops, restaurants and activities for the family. The lake is beautiful! Will be back again!"
Lakefront, dog friendly, dock slip, hot tub, and fire pit
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
8.8 out of 10, Excellent, 28 reviews
"The place is pretty nice. Just perfect for us. Other than some very minor issues such as dated appliances, the place was very well maintained. We really enjoyed our stay. The host is always there to answer our questions. Definitely a great place to stay."
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
Dog-friendly home in a great, central location w/ private hot tub & golf nearby
9.0 out of 10, Wonderful, 47 reviews
"We loved the features of the cabin. Comfy!"
Dog-friendly home in a great, central location w/ private hot tub & golf nearby
Modern house on the lake with private dock, hot tub, air hockey & central AC
6.8 out of 10, 9 reviews
"The property was not cleaned when we checked in. But the cleaning staff was there within 30 minutes and did a very thorough job. There were cobwebs outside and the rain gutters were clogged (and still are). Windows were dirty (and still are). The traffic noise made it hard to sleep. Part of the baseboard are missing in the bathroom upstairs and there is pink mold growing in the bathtub area. The fire pit could not be lit. There are 2 dirty, rusty lounge chairs by the propane tank on the patio....
Modern house on the lake with private dock, hot tub, air hockey & central AC
Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck
10.0 out of 10, Exceptional, 11 reviews
"Awesome property and very comfortable. We had a wonderful time and reccomend your stay at this cabin!"
Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck
Charming home with furnished deck & lake view - walking distance to shops
9.0 out of 10, Wonderful, 32 reviews
"We had a lovely weekend stay at this property, which has a view of the lake and forest, a full kitchen, and hot tub to enjoy. It was very clean on arrival. We would definitely stay again!"
Charming home with furnished deck & lake view - walking distance to shops
Gorgeous cabin on 2.3 acres with private hot tub & game room with pool table
8.8 out of 10, Excellent, 10 reviews
"It was a cozy birthday weekend with friends and family. The is located in a very quiet and beautiful area. The house had everything we needed and we had plenty of room for everyone to have their own space. I highly recommend this house!"
Gorgeous cabin on 2.3 acres with private hot tub & game room with pool table
Lake view condo with wood fireplace
10.0 out of 10, Exceptional, 1 review
"Super close to wisp and great restaurants. The owners were great and quick to answer if you had a question. Such a cozy and cute place to stay"
Lake view condo with wood fireplace
Spacious home with convenient location & hot tub - near lake & dining
9.0 out of 10, Wonderful, 43 reviews
"This house was nice however it could use some TLC. The positives were that it was close to Wisp, it was very clean, the hot tub was amazing. The negatives were the furniture, beds, it was not stocked well for a house that size with bakeware or utensils. I would rent the house again, but will come a bit more prepared."
Spacious home with convenient location & hot tub - near lake & dining
Quaint dog-friendly retreat near the lake w/ wood stove, gas grill, & large yard
9.2 out of 10, Wonderful, 34 reviews
"House was perfect for our weekend get away with children and grandchild. Close proximity to good, shopping and activities."
Quaint dog-friendly retreat near the lake w/ wood stove, gas grill, & large yard
Don't see what you're looking for?
See all available properties in Oakland
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.

Other types of properties in Oakland you may be interested in

The Garrett Inn
2.5 star property
9.6 out of 10, Exceptional, 323 reviews
"Each room has it's own theme.."
The price is €119
per night
25 Jun - 26 Jun
The Garrett Inn
Dog-friendly cabin with private hot tub, Ping-Pong & lake views
8.8 out of 10, Excellent, 67 reviews
"Overall the property was great. Nice location. Pictures were accurate. Very clean property. Fully stocked kitchen. Minor things didn't work."
Dog-friendly cabin with private hot tub, Ping-Pong & lake views
Riverside Suites
2.0 star property
9.2 out of 10, Wonderful, 20 reviews
"i don’t usually stay at motels so i was nervous. check in was quick and easy. room was clean, looks recently renovated. comfortable bed, large bathroom. overall good one night stay. we didn’t check out the restaurant"
The price is €142
per night
26 Jun - 27 Jun
Riverside Suites
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.

Everything you need to know about Oakland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oakland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland holiday rentals we have selected for you start as low as €381 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oakland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the lakeside in Oakland. Make sure you have time to check out the ski areas and ecotours during your trip.

What are some of the best holiday rentals that Oakland has to offer?

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,: This highly rated holiday home rental in Oakland offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Oakland are Deep Creek Lake Townhome w/Deck & Water Views and Modern house on the lake with private dock, hot tub, air hockey & central AC.

How many holiday rentals are there in Oakland?

With 629 Expedia holiday rentals, you're guaranteed to find just the right place for your Oakland stay.

What’s there to see and do in Oakland?

Deep Creek Lake and Swallow Falls State Park are a couple of lovely local spots to get outside and enjoy nature. Youghiogheny River and Herrington Manor State Park are other places to visit while you're in town.

What’s a holiday rental in Oakland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakland. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.

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