Oakland Vacation Rentals from ￥32,141: Search Short-Term Rentals

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Vacation Rentals in Oakland

"We had a great time, the location was great and the place was clean"

"Great house for a large group with lots to do!"

"the view."

"Was a very nice home to spend a weekend at"

"Wonderful location and a great space for a large group!"

"Great place! Highly recommend. "

"My family and I had a great time at the Red Cottage. We would definitely stay here again."

"We stayed in the 6A condo last year and this one was even better. Omly complaint is that a lot of the plugs were loose and we couldn’t plug anything into them except a select few."

"It was perfect for our weekend stay. A lovely cabin on the hill with views of the lake and great lawn space for kids and pets. The space is clean and comes with linens, towels, and kitchen accessories, making it easy to have a quick or extended stay. "

"Excellent "

"We enjoyed our stay! The host was very responsive and we had a great family bonding experience! We can't wait to return! "

"Peggy was wonderful and the hayloft was great! "

￥32,141 total

includes taxes & fees

Sep 30 - Oct 1

"We had a great stay! Thank goodness for the dryer to dry our snow gear to keep us out on the slopes! The place awesome! And the host is great to work with and very responsive to needs!! Would love to come back again in the summer! Definitely recommend to anyone!"

"Perfect for our long weekend away! Very clean and well maintained property. Beautiful location with plenty of space for everyone. "

"The property was great. Everything worked well. A rustic little place but with modern amenities. We had a great time! "

"We had a blast at this wooded oasis. Tons of space and cozy rooms for every guest. Would love to book again. "

"In town to celebrate daughter Graduating from college! Great house, beds so comfy!!! House had all we needed & views are amazing! "

"This house had everything we needed for a large group. We loved being able to relax, walk down to the dock to fish, and just sit and read in the screened in porch. Highly recommend this house."

"It was everything and more then we could have anticipated. We would definitely rent again"

"This was our favorite of all the vacation rentals we have done. The cabin is charming and the amenities outstanding. The hot tub and firepit in the yard are great. We really enjoyed our stay"

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Top Oakland Hotel Reviews

Baja Motel

10/10 Excellent

"Easy check in, the man at the front desk was very nice and made it easy. The room was very clean and comfortable to be in. We really enjoyed our stay."

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

10/10 Excellent

"Cute tiny home with plenty of space in the kitchen and living room for two people. The house is very centrally located so it was no more than 15 mins to get anywhere we wanted to go. I particularly enjoyed the fire pit out back!"

Lakefront, dog friendly, dock slip, hot tub, and fire pit

10/10 Excellent

"Our stay at this vacation rental was truly unforgettable for our group of 12! The property is impeccably maintained and spotless. The thoughtful layout of both the home and outdoor spaces made it effortless for us to come together as a group or find quiet moments of relaxation on our own. Personally, I couldn’t get over how incredibly comfortable the beds and bedding were! The location is perfect: peaceful and scenic, while still being close to local attractions and amenities. We especially appreciated the hosts letting us know about the complimentary kayaks, paddleboards, and splash pads available at the dock—those little extras created cherished memories for our kids. This rental and responsiveness of the host went beyond all our expectations. We’re already looking forward to our next visit and wholeheartedly recommend it to anyone hoping to create lasting vacation memories. Thank you for making our getaway so special!"

Amazing Central Location! Lakefront! Hot tub/dock!

10/10 Excellent

"The stay was fabulous!! Having 2 dishwashers, 2 refrigerators 2stoves2coffeemakers! Brilliant!!We had plenty of space to cook for seventeen guests! The communal spaces were comfy and condusive for the games we played. We enjoyed the hot tub and the fire pit!"

Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi

8/10 Good

"We had a wonderful stay! The house was perfect for the two of us, just the right size and very comfortable. The location was great—tucked high in the mountains, surrounded by woods, and close to the lake and nearby attractions. We enjoyed seeing lots of wildlife during our stay, which made it feel even more peaceful and relaxing.This place is ideal for a couple or a small group looking for a quiet getaway and a short stay in the area. We really appreciated how convenient yet secluded it felt. Highly recommend!"

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

10/10 Excellent

"Great location for exploring Deep Creek and the surrounding areas! This rental was perfect for our family of 5 (with grown children in their 20s). Upper and lower bedrooms via spiral staircase may be difficult for people with mobilities or with really small children, but it was perfect for us. Walk to excellent pizza at Brenda’s and coffeeshop! Beautiful view of lake from deck with functional gas fire table to enjoy cool evenings. Eleni was very responsive and accommodating- great to work with!"

Find out more about Oakland

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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?

New: Lakefront Luxury Home with Private Indoor Heated Pool!: This highly rated vacation home rental in Oakland is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, an arcade game room, and a hot tub so you can immerse yourself in your vacation. Some other top choices in Oakland are Couples Retreat: The HayLoft- Rustic Escape For 2 and In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,.

How many vacation rentals are there in Oakland?

With 521 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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Oakland Vacation Rentals

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Vacation Rentals in Oakland

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

New: Lakefront Luxury Home with Private Indoor Heated Pool!

Dog-friendly house on the lake, central AC, & EV charger

Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi

Amazing Central Location! Lakefront! Hot tub/dock!

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

Charming Dog Friendly Cottage w/ Dock & Fire Pit

Bright condo with Deep Creek Lake views, wood fireplace

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

Recreational Therapy- Private 2 Bedroom with Hot Tub and Firepit

Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip

Couples Retreat: The HayLoft- Rustic Escape For 2

Lake Loft at Deep Creek Lake

Dog Friendly Luxury Estate w/ Fire Pit, Hot Tubs & Dock

Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck

Luxury Log Chalet w/ Pool & Fireplace

5BR lakefront retreat with hot tub, sauna, & dock

Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!

Best Location, lakefront, dockslip, family friendly, safe.

Cabin in the Woods

Top Oakland Hotel Reviews

Baja Motel

The Garrett Inn

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

Lakefront, dog friendly, dock slip, hot tub, and fire pit

Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip

Charming Dog Friendly Cottage w/ Dock & Fire Pit

Amazing Central Location! Lakefront! Hot tub/dock!

Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi

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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