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Oakland Vacation Rentals

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Vacation Rentals in Oakland

Our top choices for Oakland vacation rentals

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

8.4 out of 10, Very Good, (53)
"We had a great time, the location was great and the place was clean"
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village

10.0 out of 10, Exceptional, (442)
"Very welcoming. Quite yet still close enough to all the food and recreation. Would definitely stay there again !!!"
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village

Charming Dog Friendly Cottage w/ Dock & Fire Pit

9.6 out of 10, Exceptional, (20)
"My family and I had a great time at the Red Cottage. We would definitely stay here again."
Charming Dog Friendly Cottage w/ Dock & Fire Pit

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

9.8 out of 10, Exceptional, (254)
"Communication was excellent (the most thorough welcome email I've ever received!)Very thoughtfully stocked (books, videos, marshmallows, etc)Lighting and decor created a very cozy ambianceClose to every place we wanted to go to (Wisp, Deep Creek State Park, Firewater, etc)"
Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek

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

10.0 out of 10, Exceptional, (26)
"Enjoyed our stay at this big-tiny house."
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Amazing Central Location! Lakefront! Hot tub/dock!

9.4 out of 10, Exceptional, (49)
"Our group of friends rented this property for a fun and relaxing weekend in Deep Creek. The house was clean, spacious, and accommodating, with something for everyone! Anyone interested in stay in this area should book this property!"
Amazing Central Location! Lakefront! Hot tub/dock!

Swallow Falls Cabin 1

2.0 star property
9.2 out of 10, Wonderful, (29)
"Nice place nice places to visit."
Swallow Falls Cabin 1

Modern house on the lake with private dock, hot tub, air hockey & central AC

7.6 out of 10, Good, (24)
"Other than a hell of a lot of mosquitos being inside the home everything else was perfect after about an hour or 2 they were gone or maybe after a few drinks but I will be booking again the home was amazing"
Modern house on the lake with private dock, hot tub, air hockey & central AC

Lake Loft at Deep Creek Lake

2.0 star property
9.8 out of 10, Exceptional, (7)
"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!"
Lake Loft at Deep Creek Lake

Swallow Falls Cabin 1- Cozy 1-Bedroom Perfect for a Romantic Getaway!

2.0 star property
9.2 out of 10, Wonderful, (40)
"The rooms are nice and has a very clean atmosphere great for 2 people will deff be going back soon!"
Swallow Falls Cabin 1- Cozy 1-Bedroom Perfect for a Romantic Getaway!

New: Lakefront Luxury Home with Private Indoor Heated Pool!

9.4 out of 10, Exceptional, (13)
"Great house for a large group with lots to do!"
New: Lakefront Luxury Home with Private Indoor Heated Pool!

Cabin in the Woods

10.0 out of 10, Exceptional, (16)
"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"
Cabin in the Woods

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

10.0 out of 10, Exceptional, (13)
"This was perfect for our family’s ski weekend at Wisp with our teens. We loved the hot tub, fireplace, and close proximity to restaurants. We’ll come back again!"
Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

EverGreenGrove-Hemlock2BR/1 BA/Dog Friendly/Hottub

10.0 out of 10, Exceptional, (6)
EverGreenGrove-Hemlock2BR/1 BA/Dog Friendly/Hottub

Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!

10.0 out of 10, Exceptional, (29)
"We LOVED the house! Clean, cozy, great little town. Couldn’t ask for better hosts!"
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!

Recreational Therapy- Private 2 Bedroom with Hot Tub and Firepit

9.6 out of 10, Exceptional, (41)
"Excellent "
Recreational Therapy- Private 2 Bedroom with Hot Tub and Firepit

The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!

10.0 out of 10, Exceptional, (301)
"What a fantastic cabin in a great location, close to everything but nice and secluded and quiet. Perfect for our family of 4 and our doggo. "
The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!

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

8.8 out of 10, Excellent, (11)
"In town to celebrate daughter Graduating from college! Great house, beds so comfy!!! House had all we needed & views are amazing! "
5BR lakefront retreat with hot tub, sauna, & dock

Wandering Woods- Dog-friendly 3 bedroom home with lake access and hot tub!

9.0 out of 10, Wonderful, (12)
"Location was great , house was just missing bed linens"
Wandering Woods- Dog-friendly 3 bedroom home with lake access and hot tub!

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

8.0 out of 10, Very Good, (32)
"Was a very nice home to spend a weekend at"
Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi
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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Top Oakland Hotel Reviews

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. Our travelers also rate Charming Dog Friendly Cottage w/ Dock & Fire Pit as a favorite home for rent in Oakland.

How many vacation rentals are there in Oakland?

With 556 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.