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Apartment vacation rentals in Oakland

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Top-rated apartment rentals in Oakland

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Top guest favorite
The kitchen features white cabinetry and modern appliances, including a stove and refrigerator. A wooden bar with stools offers a casual dining space. Natural light enters through the door leading outside, illuminating the warm wood accents on the walls and floor.
Apartment in Friendsville
4.95 out of 5 average rating, 189 reviews

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.

Top guest favorite
The kitchen features modern appliances with stainless steel finishes and a spacious wooden island, surrounded by four stools. Natural wood paneling decorates the ceiling, while a window allows light to fill the room. A dining table sits nearby, complemented by warm accents.
Apartment in Thomas
5 out of 5 average rating, 22 reviews

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.

Top guest favorite
A cozy sleeping area features a spacious bed with four white pillows and a decorative quilt. A pendant lamp with intricate design hangs above a side table, illuminating the textured wall with vintage charm. Dark hardwood floors add warmth to the space.
Apartment in Thomas
4.97 out of 5 average rating, 658 reviews

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.

Top guest favorite
The entrance features a green door with glass panels, accompanied by a welcome mat that reads 'hello.' A decorative sign displaying 'Alice's Place' is mounted on the wall. A potted plant with red flowers and a wooden rocking chair are positioned nearby.
Apartment in Aurora
5 out of 5 average rating, 38 reviews

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.

Guest favorite
Apartment in Thomas
4.93 out of 5 average rating, 29 reviews

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!).

Guest favorite
A well-equipped kitchen area includes a modern sink and cabinetry, with natural light entering through the windows. A small dining table surrounded by four rattan chairs is positioned nearby, complemented by decorative wall art and a ceiling fan.
Apartment in Davis
4.92 out of 5 average rating, 124 reviews

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.

Top guest favorite
A comfortable living area features a dark sofa and a patterned lounge chair, complemented by a round coffee table. Large windows framed with shutters allow natural light to brighten the room, revealing forest views. Vintage rugs add warmth to the hardwood floors.
Apartment in Thomas
4.99 out of 5 average rating, 603 reviews

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.

Top guest favorite
A spacious living area features a large leather sectional sofa with accent pillows, paired with rustic wooden coffee tables. A sleek entertainment center holds a wall-mounted TV, while framed landscape artwork adorns the walls, adding a touch of color to the room.
Apartment in Accident
5 out of 5 average rating, 146 reviews

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.

Top guest favorite
The exterior of the coffee shop features a vibrant mural with wavy patterns in black and white. A hanging lantern is positioned next to the entrance, which has a sign indicating that the business is open. The store name 'Coffee Bar & Bakery' is prominently displayed above the windows.
Apartment in Thomas
4.95 out of 5 average rating, 219 reviews

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.

Guest favorite
A rustic studio apartment features a spacious king bed adorned with decorative pillows and a colorful throw. A small dining table is present, alongside a kitchenette equipped with essential appliances. Warm ambient lighting is provided by ceiling fixtures, and a vibrant area rug contributes to the cozy atmosphere.
Apartment in Davis
4.85 out of 5 average rating, 193 reviews

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!

Guest favorite
An open living space features a modern kitchen with stainless steel appliances and a wooden countertop. Two circular coffee tables rest on the polished concrete floor, accompanied by a grey armchair. A large window allows natural light, complemented by a wall art piece highlighting the local area.
Apartment in Davis
4.88 out of 5 average rating, 110 reviews

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!

Top guest favorite
A warm wood fireplace stands as a focal point, complemented by a mounted TV above it. Shelves built into the wall display curated items, while the room features hardwood flooring and a doorway leading outside.
Apartment in Oakland
4.92 out of 5 average rating, 130 reviews

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

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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