
Apartment vacation rentals in Oakland
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Top-rated apartment rentals in Oakland
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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.

Pit Stop Penthouse
Room for the whole family at this newly renovated, comfortable abode located above a motorsports store and garage (closed on weekends). A perfect pit stop in the Canaan Valley for skiing, hiking and all your outdoor adventures. Large balcony with hot tub and view. Located steps from a brewery and restaurant. Nice walk or short drive to downtown Thomas, within 10-minute drive of Canaan Valley State Park, Blackwater Falls State Park, Timberline Mountain Ski Resort, and the beloved town of Davis.

Dandy Flats - The Quaintrelle
Tucked inside the oldest historic buildings on the main drag in Thomas and adorned with 135-year old plaster walls, original woodwork, encaustic tile and purple marble - this tastefully styled flat is for those looking for the transportive experience historic buildings deliver. With espresso, galleries, live music, shops, food, and drinks steps away, you have the forests and a tiny cityscape just steps out your door. This apartment is offered at the Dandy Flats - a lovingly restored Inn.

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.

The Annex in The Flats
A creative studio perched above Creature in downtown, Thomas, WV. This apartment is located right in the middle of the block providing a location that is no more than a minutes walk from the businesses of Front St. Five contemporary galleries, TipTop (WV's best Coffeeshop), and the famed Purple Fiddle music venue are all right out the door. The space is simple, functional, thoughtful, clean and carefully decorated from local art space Creature in Thomas (in the same building!).

Red Spruce Rental
Welcome to Red Spruce Rental, a cozy 2nd-floor apartment in Davis, WV. With two bedrooms and a well-equipped kitchen, this retreat is just two blocks from local shops, boutiques, and breweries. Explore the artsy charm of nearby Front Street in Thomas, and enjoy quick access to Blackwater Falls State Park and top ski areas like Canaan Valley, White Grass Nordic, and Timberline Mountain. Local art and photography decorate the space, making it a warm and inviting getaway.

Dandy Flats - The Nonchalant
Located in a historic building on the main drag and adorned with 135-year old hardwood floors, original woodwork, local art, huge rain shower, and forest views - this tastefully styled flat feels like being transported to a 19th century boarding house. With espresso, galleries, live music, shops, food, and drinks steps away, you have the forests and a tiny cityscape just steps out your door. This apartment is offered at the Dandy Flats - a lovingly restored Inn.

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.

Over the Top - Entire Apartment In Thomas
Be on top of the Thomas vibes in this centrally located spacious apartment perched above the new TipTop Coffee Shop location. Wake up to the smell of freshly ground coffee, stroll down Front Street, take in the arts and culture of the galleries, Purple Fiddle music venue and eclectic shops. The Blackwater Canyon rail trail is right outside your door step, and hundreds of miles of hiking, biking and ski trails call you to adventure.

8 Mi to Skiing! Unique Boho Studio Apt Gypsy Wagon
Enjoy a relaxing getaway in this rustic, boho studio apartment nestled in the heart of downtown Davis. Lounge in the cozy apartment, or go downstairs and explore quaint Davis with its shops including The Wandering Caravan, conveniently located in the same building. You are steps away from a local brewery, Stumptown and a short drive to Timberline and Canaan Valley Resorts, Dolly Sods , Blackwater falls and more!

Blackwater Bed & Bikes 5
Outdoor adventure in style and comfort! Relax after a day on the trails in this fully equipped apartment. Adventure enthusiasts couldn’t ask for more convenience. Located below Mountain Trails Outfitters and Blackwater Bikes, we have all your needs covered. Direct access to the regions top hiking and biking trails and a walk to the restaurants and shops of the hip mountain town of Davis, WV!

Private Unit on Farm with Kitchen & Balcony
The Herrington Suite is a private-entry apartment located on the first floor of our historic carriage house. Your stay will bring you to Haley Farm, a 65-acre inn and retreat center located just minutes from the lake. It includes a kitchen, sitting area, bedroom and ensuite bath with a LARGE jetted tub and walk-in shower. It also has a balcony overlooking the pond and farm.
Popular amenities for Oakland apartment rentals
Weekly apartment rentals

The Nest near Deep Creek

Riverview Suite

Over the Top - Entire Apartment In Thomas

Private Unit on Farm with Kitchen & Balcony

Large 2-bdrm apt. Walking distance to everything

Lucky Duck * New LIsting*

Blackwater Bed & Bikes 3

Doc's Guesthouse - Hospital for the Soul!
Private apartment rentals

Romantic Getaway with Beautiful Lake Views

2 Bed 1 Bath Apt. by Wisp Resort & Deep Creek Lake

Main St Apt w/ Pool Table & Sauna in Westernport!

Charming 1-bdrm with balcony, Close to Everything.

Chuck’s Place, Located on front St. In Thomas

Stunning Historic 3-Bedroom Apt Thomas River View

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

Cozy A2partment
Apartment rentals with a hot tub

Private Unit on Farm with Kitchen & Balcony

Oakland Home Efficiency Apartment

Pit Stop Penthouse

Furnished Apartment inTerra Alta

Splendid dog-friendly home with hot tub, deck
Quick stats about apartment rentals in Oakland

Nightly prices starting at
Oakland vacation rentals start at G$12,553 GYD per night before taxes and fees

Verified guest reviews
Over 120 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!
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- Wisp Resort
- Seven Springs Mountain Resort
- Timberline Mountain
- Fallingwater
- White Grass
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- Canaan Valley Ski Resort
- West Virginia University
- Rock Gap State Park
- Deep Creek Lake State Park
- Tygart Lake
- Swallow Falls State Park
- Laurel Hill State Park
- Fort Necessity National Battlefield
- Coopers Rock State Forest




