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Oakland Vacation Rentals

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Vacation Rentals in Oakland

Dog-friendly cabin with private hot tub, Ping-Pong & lake views
Property grounds
Dog-friendly cabin with private hot tub, Ping-Pong & lake views
8.8 out of 10, Excellent, (67)
"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
Aerial view
Cozy, family-friendly, lakeview condo with gas grill & firepit
7.6 out of 10, Good, (30)
"Cute for 2 people, but if you have trouble with steps look for a different location. Bed in main bedroom was VERY tall off the ground and hard to get into for a 5 foot tall woman. Clean property, but although sleeps 6 is stated in rental, it was comfortable for myself and my friend on our girls weekend. Give local restaurant Black Bear Tavern a 5 star rating also. EXCELLENT service, selection, food was amazing and entertainment was spot on for what we were looking for. Location nearby...
Cozy, family-friendly, lakeview condo with gas grill & firepit
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
Exterior
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
10.0 out of 10, Exceptional, (400)
"Was a great stay for Mother’s Day"
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
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Deep Creek Lake Townhome w/Deck & Water Views
Fridge, microwave, stovetop, dishwasher
Deep Creek Lake Townhome w/Deck & Water Views
9.4 out of 10, Exceptional, (25)
"Very clean and cozy! Thank you!"
Deep Creek Lake Townhome w/Deck & Water Views
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
Property grounds
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
8.8 out of 10, Excellent, (28)
"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,
Lakefront, dog friendly, dock slip, hot tub, and fire pit
Fridge, microwave, oven, stovetop
Lakefront, dog friendly, dock slip, hot tub, and fire pit
10.0 out of 10, Exceptional, (14)
"We all really enjoyed our stay. The hosts were quick to reply. The house was beautiful and clean!"
Lakefront, dog friendly, dock slip, hot tub, and fire pit
Suites at Silver Tree A314: Studio and Loft Suite with Free WIFI and Fireplace!
Full-size fridge, microwave, dishwasher, coffee/tea maker
Suites at Silver Tree A314: Studio and Loft Suite with Free WIFI and Fireplace!
10.0 out of 10, Exceptional, (6)
"Most beautiful hotel and connected restaurant/bar & marina property right on that lake! Not inexpensive, but is anything not?"
The price is $169
$247 total
includes taxes & fees
Jun 9 - Jun 10
Suites at Silver Tree A314: Studio and Loft Suite with Free WIFI and Fireplace!
Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck
Property grounds
Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck
10.0 out of 10, Exceptional, (11)
"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
Property grounds
Charming home with furnished deck & lake view - walking distance to shops
9.0 out of 10, Wonderful, (32)
"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
New Construction! Modern Lakefront A-Frame with Hot Tub + Fire Pit
Smart TV, fireplace, DVD player, table tennis
New Construction! Modern Lakefront A-Frame with Hot Tub + Fire Pit
10.0 out of 10, Exceptional, (4)
"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
Will O' The Wisp 709H: Lakefront Penthouse Studio Condo with Breathtaking Lake V
Beach
Will O' The Wisp 709H: Lakefront Penthouse Studio Condo with Breathtaking Lake V
9.4 out of 10, Exceptional, (10)
"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 $228
$324 total
includes taxes & fees
Jun 9 - Jun 10
Will O' The Wisp 709H: Lakefront Penthouse Studio Condo with Breathtaking Lake V
Spacious home with convenient location & hot tub - near lake & dining
Aerial view
Spacious home with convenient location & hot tub - near lake & dining
9.0 out of 10, Wonderful, (43)
"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
Mountain view retreat with a hot tub, grill, & firepit - shared athletic courts
TV, fireplace
Mountain view retreat with a hot tub, grill, & firepit - shared athletic courts
9.0 out of 10, Wonderful, (2)
"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
The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!
2 bedrooms, iron/ironing board, WiFi, bed sheets
The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!
10.0 out of 10, Exceptional, (259)
"Host was nice and helpful . Pleasant atmosphere"
The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!
Modern, centrally located, lake views, hot tub + fire pit in Deep Creek
Fridge, microwave, oven, stovetop
Modern, centrally located, lake views, hot tub + fire pit in Deep Creek
The price is $289
$501 total
includes taxes & fees
Jun 12 - Jun 13
Modern, centrally located, lake views, hot tub + fire pit in Deep Creek
Dog-friendly home in a great, central location w/ private hot tub & golf nearby
Property grounds
Dog-friendly home in a great, central location w/ private hot tub & golf nearby
9.0 out of 10, Wonderful, (47)
"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
TV, fireplace
Modern house on the lake with private dock, hot tub, air hockey & central AC
6.8 out of 10, (9)
"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
Bright condo with Deep Creek Lake views, wood fireplace & access to pool/hot tub
Fridge, microwave, oven, stovetop
Bright condo with Deep Creek Lake views, wood fireplace & access to pool/hot tub
8.4 out of 10, Very Good, (59)
"very nice for a quick trip away. It’s near everything you need!"
Bright condo with Deep Creek Lake views, wood fireplace & access to pool/hot tub
Gorgeous cabin on 2.3 acres with private hot tub & game room with pool table
Interior
Gorgeous cabin on 2.3 acres with private hot tub & game room with pool table
8.8 out of 10, Excellent, (10)
"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
5BR lakefront retreat with hot tub, sauna, & dock
TV, fireplace, books
5BR lakefront retreat with hot tub, sauna, & dock
8.8 out of 10, Excellent, (3)
"Perfect stay! We will be back for sure!"
5BR lakefront retreat with hot tub, sauna, & dock
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
Front of property
The Garrett Inn
2.5 star property
9.6 out of 10, Exceptional, (319)
"Friendly staff , very clean , bathroom was small and sheets were a little rough. The room had a cozy farmhouse feel . I would definitely stay there again. "
The price is $113
$128 total
includes taxes & fees
Jun 9 - Jun 10
The Garrett Inn
Dog-friendly cabin with private hot tub, Ping-Pong & lake views
Property grounds
Dog-friendly cabin with private hot tub, Ping-Pong & lake views
8.8 out of 10, Excellent, (67)
"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
Pillowtop beds, laptop workspace, free WiFi
Riverside Suites
2.0 star property
9.2 out of 10, Wonderful, (18)
"Very nice facility. Nice people. Clean. Very good communication."
The price is $134
$153 total
includes taxes & fees
Jun 10 - Jun 11
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oakland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $169 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland vacation 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 vacation.

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 vacation rentals in Oakland?

Yes, there are vacation rentals close to top points of interest in Oakland, or you can choose a more remote option if you'd like a relaxing place to 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's the top vacation rental that Oakland has to offer?

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,: This highly rated vacation home rental in Oakland offers a patio, a barbecue grill, 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 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 vacation rentals are there in Oakland?

With 629 Expedia vacation rentals, you're sure 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 vacation rental in Oakland like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Oakland. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family gatherings.

Recent reviews of Oakland properties
Expedia verified reviews

Deep Creek Lake Townhome w/Deck & Water Views

Deep Creek Lake Townhome w/Deck & Water Views

5/5 Excellent
Very nice
"Very clean and cozy! Thank you!"
A verified traveler stayed at Deep Creek Lake Townhome w/Deck & Water Views
Posted 10 days ago
Deep Creek Lake Townhome w/Deck & Water Views