Oakland Vacation Rentals from ￥62,664: Search Short-Term Rentals

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Our top choices for Oakland vacation rentals

Abrams Creek Center

Elk Garden

Bill

￥12,222 total

includes taxes & fees

May 14 - May 15

Parsons Semper Fi Cabin w/ Fire Pit!

Parsons

￥35,900 total

includes taxes & fees

May 18 - May 19

House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, electric kettle

Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home

Timberline

￥79,321 total

includes taxes & fees

May 18 - May 19

Parsons Cabin w/ Fire Pit & River Access!

Parsons

￥35,900 total

includes taxes & fees

May 18 - May 19

Cozy Anchors Away Cabin Hideaway w/ Fire Pit!

Parsons

Jack

￥35,900 total

includes taxes & fees

May 18 - May 19

The Lodge at Wisp Resort

McHenry

"The room was comfortable however, our room was not ready for check-in at 3 PM and we were not able to get into our room until close to 7 PM. The staff did not keep us updated and told us they had no idea when our room would be ready. The property itself feels dated and has a dirty feeling to it. The staff were not overly friendly or entirely helpful when it came to check in or finding our rooms or getting dinner. We will likely not stay again at the resort as a result of our experience."

Robert

￥42,096 total

includes taxes & fees

May 14 - May 15

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Top Oakland Hotel Reviews

The Garrett Inn

8/10 Good

"Parking was easy and close to the room. Didn't need the AC or heat"

Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip

10/10 Excellent

"I am very particular when I rent and stay places, I was pleasantly surprised at how clean the house was. The host was perfect, answered the few questions I had, Bill was able to help us with a few minor things at the house. Some of the guests used the hot tub and it was clean and a good experience. Kitchen is perfectly stocked with every utensil and more that you may need. All in all, it was a pleasure to have no complaints. I will always come back and book with Timberrock ."

Sisters Treehouse

10/10 Excellent

"We enjoyed our stay it was a nice place to come back to winddown after a day of walking the parks, shopping, and sightseeing. Thank You.The Host was nice, and was quick to respond to emails with rental information, we needed to know for our stay at the beginning of April.The Kitchen was clean, well stocked with the essential kitchen equipment - dishes utensils, pots and pans to cook a stay-in meal.Fireplace was not working, but the Host did let us know that ahead of time in the rental information.Rooms were neat and tidy, pillows and blankets were provided by Host as well as some cleaning ,paper products, trash bags and toiletries. We needed to bring sheets and pillowcases, also towels for kitchen and bathrooms, and for swimming.We had a nice view of Deep Creek Lake from the back of the home, spacious deck off of livingroom and a lower level patio.We were located right off the main road that goes around the lake which was convenient to local restaurants, shopping, and sight seeing in the area. We were in close proximity to three State Parks-Deep Creek, Herrington Manor and Swallow Falls. "

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

6/10 Okay

"This place met all of our needs and we had a very nice weekend away. However, there were several things that could be addressed. It was only me and my husband, not sure there was really room for anyone else. It is quite a small condo. We aren't terribly picky and I'm not complaining, just giving a review for others to base a decision. The 2nd story bed mattress was in very poor condition. We planned on sleeping there, as that was the only room with air conditioning. My husband described it perfectly it was like sleeping in a canoe, and one side was sleeping in a canoe with a board under you. We had to move to the first floor bed to have any sort of comfort, this bed was fine. Also the condo is very dated and could use some updated kitchen utensils. We made do with what was there, so not terrible but definitely not as comfortable as home. The location was great and the host was very responsive, but this rental could definitely use some TLC.....and please please replace the 2nd floor mattress. "

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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 Dog-friendly house on the lake, central AC, & EV charger and Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp.

How many vacation rentals are there in Oakland?

With 472 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 Youghiogheny River are a couple of lovely local spots to get outside and enjoy nature. Herrington Manor State Park and Swallow Falls 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.

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Check prices for these dates

Our top choices for Oakland vacation rentals

Abrams Creek Center

Parsons Semper Fi Cabin w/ Fire Pit!

Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home

Parsons Cabin w/ Fire Pit & River Access!

Cozy Anchors Away Cabin Hideaway w/ Fire Pit!

The Lodge at Wisp Resort

Find vacation rentals that suit your style

Top Oakland Hotel Reviews

The Garrett Inn

Baja Motel

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip

EverGreenGrove-Hemlock2BR/1 BA/Dog Friendly/Hottub

Lakefront/Dock/Amazing views HotTub

Sisters Treehouse

Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

Find out more about Oakland

Frequently asked questions

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