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Oakland Holiday Rentals

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Holiday Rentals in Oakland

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

10.0 out of 10, Exceptional, (11)
"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

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

8.4 out of 10, Very good, (56)
"Enjoyed everything about the house, especially the views and location. Highly recommend! "
Dog-friendly house on the lake, central AC, & EV charger

EverGreenGrove-Hemlock2BR/1 BA/Dog Friendly/Hottub

10.0 out of 10, Exceptional, (4)
"Loved the location of this beautiful cabin - while the weather wasn’t always ideal for outdoor activities during our time in Deep Creek, we enjoyed spending time in the cabin!"
EverGreenGrove-Hemlock2BR/1 BA/Dog Friendly/Hottub

Cabin in the Woods

10.0 out of 10, Exceptional, (13)
"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

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

9.8 out of 10, Exceptional, (253)
"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

Recreational Therapy- Private 2 Bedroom with Hot Tub and Firepit

9.6 out of 10, Exceptional, (41)
"Lovely time!!! Everything was clean and very nice to relax and not worry about anything. Wish the hot tub worked. "
Recreational Therapy- Private 2 Bedroom with Hot Tub and Firepit

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

7.8 out of 10, Good, (22)
"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, (6)
"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!"
The price is AU$510
includes taxes & fees
30 July - 31 July
Lake Loft at Deep Creek Lake

Charming Dog Friendly Cottage w/ Dock & Fire Pit

9.6 out of 10, Exceptional, (18)
"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

Deep Creek Lake Townhome w/ Deck & Water Views

9.6 out of 10, Exceptional, (40)
"Host had great communication and was very friendly. Space was clean and welcoming. We loved the view, as well as how close it is to Wisp. We would stay again! "
Deep Creek Lake Townhome w/ Deck & Water Views

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

10.0 out of 10, Exceptional, (24)
"We had such a nice stay at the tiny house! The inside was adorable and the location is perfect. The views were beautiful and there were lots of hiking trails and delicious food nearby. We definitely plan to come back for another stay soon!"
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

New Construction! Modern Lakefront A-Frame with Hot Tub + Fire Pit

9.6 out of 10, Exceptional, (14)
"Nice place for a weekend getaway"
New Construction! Modern Lakefront A-Frame with Hot Tub + Fire Pit

New: Lakefront Luxury Home with Private Indoor Heated Pool!

9.6 out of 10, Exceptional, (12)
"Great house for a large group with lots to do!"
New: Lakefront Luxury Home with Private Indoor Heated Pool!

Charming home with furnished deck & lake view - walking distance to shops

8.8 out of 10, Excellent, (43)
"The property was exactly as advertised and just what we wanted from our weekend!"
Charming home with furnished deck & lake view - walking distance to shops

Huge, Beautiful and Quiet Home with Amazing Amenities

9.4 out of 10, Exceptional, (8)
"Great family place. House is as described. User friendly appliances, tv’s and hot tub! All 14 of us enjoyed our stay."
Huge, Beautiful and Quiet Home with Amazing Amenities

Cozy Lake Area Townhome w/ Lake Views, A/C & Grill

8.6 out of 10, Excellent, (4)
"Nice place in the middle of deep creek. Short walk from lake, nice view."
Cozy Lake Area Townhome w/ Lake Views, A/C & Grill

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

10.0 out of 10, Exceptional, (297)
"While in the area to look to purchase some property my fiance and I stayed here, the host pointed us to an amazing dinner at Dutch’s and we found we wished we could stay at this cozy cabin longer. "
The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!

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

9.0 out of 10, Wonderful, (9)
"Perfect stay! We will be back for sure!"
5BR lakefront retreat with hot tub, sauna, & dock

Sisters Treehouse

9.6 out of 10, Exceptional, (99)
"Property was wonderful. Location was great. Enjoyed our stay at this property. Thank you for letting us use your place."
Sisters Treehouse

Owl's Nest- 3 Bedroom Dog-Friendly home with Hot Tub and Air Hockey

9.6 out of 10, Exceptional, (4)
"Very cozy and woodsy"
Owl's Nest- 3 Bedroom Dog-Friendly home with Hot Tub and Air Hockey
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 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?

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp: This highly rated holiday home rental in Oakland offers a fireplace, a selection of games and a BBQ 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. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. Some other top choices in Oakland are Dog-friendly house on the lake, central AC, & EV charger and Modern house on the lake with private dock, hot tub, air hockey & central AC.

How many holiday rentals are there in Oakland?

With 561 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 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 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.