
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.

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.

Country Home
Relax with family, friends, or enjoy a solo retreat at this peaceful place to stay in the country. Chestnut House was built in the early 1940s, with Wormy Chestnut wood everywhere! It is a unique home, with an apartment built over a garage / wood working shop.. then connected to the main house later. This space available to rent is separate and fully functional from the main house where we live. Enjoy 2 bedrooms, 1 bathroom, full kitchen and living area.. along with the large outdoors!

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.

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.

Historic Boho Loft Steps to Brews, Dining &Trails
The ultimate home base! Steps to Big Timber, Stumptown, Moguls, Sirianni’s, & Hellbenders. Experience the heart of Davis in this bright open, curated, whimsical studio! Why Guests Love It: • Full Kitchen: Full-size fridge & oven/range for real meal prep. • Work-Ready: Fast Wi-Fi, desk space, & blackout curtains. • Adventure: 1/4 mi to trails + secure gear storage. • Prime Spot: Historic building in the heart of Davis; 5 mins to Blackwater Falls.

Corner Pocket in The Flats
A creative flat in the heart of Thomas, WV. This apartment is located central to our town providing a minutes walk to the businesses of Front St. Five galleries, TipTop (WV's best Coffeeshop), retail, restaurants, 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 spaces, Bloom and Creature in Thomas (in the same building).

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

Red Spruce Rental

Riverview Suite

The Loft in Davis

Private Unit on Farm with Kitchen & Balcony

Blackwater Bed & Bikes 3

Doc's Guesthouse - Hospital for the Soul!

Dandy Flats - The Quaintrelle
Private apartment rentals

Studio Apartment near FSU

Large 2-bdrm apt. Walking distance to everything

Over the Top - Entire Apartment In Thomas

Pool Table & Shared Sauna! Potomac River Basecamp

In historic downtown, 2 minute walk to everything!

Stay with us in comfort - Upstairs apartment.

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

Stunning Historic 3-Bedroom Apt Thomas River View
Apartment rentals with a hot tub

Charming 3BR Condo - HOT TUB - Wisp View - McHenry

Pit Stop Penthouse

Private Unit on Farm with Kitchen & Balcony

Oakland Home Efficiency Apartment
Quick stats about apartment rentals in Oakland

Nightly prices starting at
Oakland vacation rentals start at G$12,559 GYD 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
- Fallingwater
- Timberline Mountain
- Seven Springs Mountain Resort
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- Canaan Valley Ski Resort
- White Grass
- Tygart Lake
- Rock Gap State Park
- Laurel Hill State Park
- Blackwater Falls State Park
- West Virginia University
- Swallow Falls State Park
- Coopers Rock State Forest
- Deep Creek Lake State Park
- Fort Necessity National Battlefield
- Lodestone Golf Course
- Audra State Park
- Smoke Hole Caverns
- Western Maryland Scenic Railroad





