
Apartment holiday rentals in Oakland
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Top-rated apartment rentals in Oakland
Guests agree: these apartments are highly rated for location, cleanliness and more.

Riverview Suite
Come stay at our unique three-bedroom suite adjacent to the Youghiogheny River, white water rafting, and the Kendall Trail. Thoughtfully designed with many amenities for your comfort and located upstairs for a peaceful river view. There is a big private and free parking lot in the back for your stay. We are in walkable length to local restaurants, gas stations, bank, pub, post office, vehicle mechanic, park, pharmacy, and good people. Come stay and be our guests. Deep Creek Lake 8 miles away.

Vintage Studio Apartment
My place is on historic Second St. Walking distance to downtown shops, farmer's market, library. Hospital and more. It is a 3rd floor apt with no elevator. It has beautiful views of nature. It is small, but comfortable. It has a small bathroom, shower only, kitchen and closet. Mini splits with air and heat as well as ceiling fans in livingroom/bedroom and kitchen. Take your stroll down nearby walking paths, parks and short drive to waterfalls, Deep Creek Lake and eateries. On Autumn Glory route

Main St Apt w/ Pool Table & Sauna in Westernport!
Cozy Couples Escape | Easy Access to Fishing, Hiking & Skiing Craving a change of scenery and quality time with your person? Look no further than this Westernport vacation rental! Nestled near activities that evolve with the seasons, this 1-bed, 1-bath apartment invites you to soak up Maryland’s natural charm, all year round. Drop a line in Jennings Randolph Lake, sink some putts at Thousand Acres Lakeside Golf Club, or experience Wisp Resort's snowy slopes — fun is always on the itinerary!

Downtown Healing Retreat Aptmt
Take it easy at this unique and tranquil getaway. One-bed room apartment at second floor of a multi-unit building in the heart of downtown Oakland. Walking distance to downtown museums, historic railroads and train station. walk half a block to multiple restaurants, bakeries, gift shops and hardware stores. The apartment is completely newly renovated with all new flooring, kitchen and bathroom. All towels, sheets and 100% organic cotton. Concierge healing services acupuncture available.

Stay at the Lake - No Wake Zone Unit 2 of 3
Enjoy this cozy, clean, lakeside hotel-like efficiency. Perfect place to relax after enjoying outdoor fun in the Laurel Highlands! Walk out your door to the Youghiogheny Lake boat/kayak launch, fishing and picnic area. Kayak, paddle board and pontoon boat rentals in walking distance. Each unit has a private entrance and access to an outdoor common area porch. Under 30-minute drive to local attractions: Ohiopyle Park, biking/hiking trails, winery, casino, Deep Creek Lake and more! No pets

Furnished Apartment inTerra Alta
Experience comfort and convenience in the heart of Terra Alta! This cozy one-bedroom apartment is perfect for traveling professionals or weekend getaways. Enjoy a spacious king bed, full kitchen with microwave, refrigerator, and electric stove, plus A/C window unit in livingroom, WiFi, and Roku TV. Located just minutes from the grocery store, it’s stocked with Basic supplies so you can settle in and relax. Book your stay and feel right at home! No Washer/Dryer Hot water heater is 40 Gal

Large 2-bdrm apt. Walking distance to everything
Great Location! 2 bdr/1 ba large and charming apt., Walking distance (within 1/5 mile to Garrett Memorial Hospital and historic district including antique shops, dining, farmers market, train station, library, hospital, courthouse, pharmacy). Short drive to Deep Creek Lake and Wisp Resort area, Swallow Falls State Park, and many more!. You’ll love my place because it is charming, Stain Glass Windows, and Coin Laundry on Site! Great for couples, solo adventurers, and business travelers.

Alice's Place
Welcome to Alice’s Place your little retreat in the Appalachian Mountains! You may wake up to the smell of our smoker cooking something delicious! Maybe you will get a sample to try our bbq sauce that awaits you! Relax by the outdoor fire pit and make some s’more’s, or cozy up by the indoor fireplace with your favorite book. Enjoy a walk at the beautiful Cathedral State Park, just a 5 min drive. The smallest church in 48 states is just a 13 min drive. Such a fun, unique place.

Romantic Getaway with Beautiful Lake Views
Relax and enjoy this cozy condo with beautiful Deep Creek lake and mountain views from the living room or while relaxing on the hanging swing on the outdoor deck while enjoying your morning cup of coffee. Conviently located within walking distance to a popular restaurant, coffee shop and kayak rentals. Perfectly positioned in central Deep Creek with a short drive to everything including the Wisp Ski Resort, shops, multiple state parks, arcade, mini golf and a movie theater.

2 Bed 1 Bath Apt. by Wisp Resort & Deep Creek Lake
Great Location close to many great things Deep Creek Lake has to offer like the Wisp Ski Resort for winter activities as well as summer fun, minutes from Deep Creek Lake. Great restaurants nearby. Free parking for guests at the apartment. Free "fast" (50 down 5 up) wifi throughout and around the rental. Laundry facility in building for use. A wall mounted Tv with Roku streaming device in the living room as well as in each bedroom. (personal streaming subscriptions required)

The Nest near Deep Creek
Kick back and relax in this calm, stylish space. Brand new, beautiful one bedroom apartment above a detached garage just 5 miles from Deep Creek Lake. Beautifully designed space with craftsman quality large kitchen, king size neo-industrial walnut bed, live-edge vanity and wall cap, articulating lamp, all made by local craftsman. Leather pull out couch with queen bed sleeps two extra guests. Relax by the fire pit and listen to the birds in the woods.

Stay with us in comfort - Upstairs apartment.
Take it easy at this unique and tranquil getaway. Rowlesburg is tucked away in the Cheat River Valley surrounded by majestic hills, rising on all sides from the banks of the beautiful Cheat River. October is Autumn Glory month. The Downtown Rowlesburg Historic District was listed on the National Register of Historic Places. There are many interesting and fun things to do and see in town, in Preston County and beyond.
Popular amenities for Oakland apartment rentals
Weekly apartment rentals

The Nest near Deep Creek

Lake Happiness - No Wake Zone Unit 1 of 3

Alice's Place

Riverview Suite

Private Unit on Farm with Kitchen & Balcony

Romantic Getaway with Beautiful Lake Views

Barn Suite with Kitchen, Jacuzzi & Fireplace

Loft apartment
Private apartment rentals

Lake Happiness - No Wake Zone Unit 1 of 3

Lucky Duck * New LIsting*

Pool Table & Shared Sauna! Potomac River Basecamp

Barn Suite with Kitchen, Jacuzzi & Fireplace

Town of Terra Alta Apartment

Charming 1-bdrm with balcony, Close to Everything.

Lovin' Lake Life - No Wake Zone Unit 3 of 3

Private Unit on Peaceful Farm, Convenient to Lake
Apartment rentals with a hot tub

Furnished Apartment inTerra Alta

Private Unit on Farm with Kitchen & Balcony

Splendid dog-friendly home with hot tub, deck

Oakland Home Efficiency Apartment
Quick stats about flat rentals in Oakland

Nightly prices starting at
Oakland holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 190 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oakland rentals

4.8 Average rating
Oakland stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Wisp Resort
- Timberline Mountain
- Fallingwater
- Seven Springs Mountain Resort
- White Grass
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- Canaan Valley Ski Resort
- West Virginia University
- Rock Gap State Park
- Tygart Lake
- Swallow Falls State Park
- Deep Creek Lake State Park
- Laurel Hill State Park
- Fort Necessity National Battlefield
- Coopers Rock State Forest




