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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, 174 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
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, 630 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.

Superhost
The living room features large windows that provide natural light, with decorative curtains framing the space. A coffee table sits centered on a patterned area rug, surrounded by comfortable seating including leather recliners and a sofa. A piano adds a touch of character to the room.
Apartment in Oakland
4.83 out of 5 average rating, 81 reviews

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.

Guest favorite
A friendly dog stands in the foreground with a gravel shore, smiling. Behind, a wooden dock stretches into the calm water surrounded by trees. The bright sky overhead highlights the natural beauty of the area.
Apartment in Swanton
4.85 out of 5 average rating, 26 reviews

To Valhalla II

Welcome to our charming Cape Cod on a very private hill surrounded by 2+ acres of wildlife, trees and serenity. Park in front by the porch. Enjoy the front porch where your entrance is located. Then use the key code to gain entrance into your private and secure apartment. The stairs lead to a bright and clean four room suite. Consisting of a fully stocked kitchenette, full bath, king bed, XLG twin bed and rec room with a workstation, breakfast bar, and comfy seating. Separate heat/air.

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, 28 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.

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, 572 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, 131 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.

Guest favorite
The living area showcases an open-concept design with light wood-tone flooring and a striking wooden ceiling. A brown leather couch and two white armchairs surround a round coffee table, with a large area rug anchoring the space. Natural light streams in through large windows framed in dark wood.
Apartment in Davis
4.95 out of 5 average rating, 19 reviews

Uptown Heart of Davis

Welcome to our centrally located and stylish apartment in Davis, West Virginia, right in the heart of downtown. If you're looking for a vibrant and convenient base for your outdoor adventures, look no further. Plus, you'll have the renowned Hellbenders Burritos right beside you, ensuring delicious burritos just steps away. Convenience, adventure, and comfort await. Book your stay now and create lasting memories in this remarkable part of West Virginia.

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, 209 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
The kitchen area showcases modern appliances set against a backdrop of light teal walls and reclaimed wood accents. Bright overhead lighting illuminates hardwood floors, while a small dining table and sleek red refrigerator add pops of color. A cozy seating area is visible in the background.
Apartment in Thomas
4.94 out of 5 average rating, 17 reviews

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).

Superhost
A spacious living area showcases a modern kitchen with stainless steel appliances and a central island with bar seating. Comfortable furnishings include a yellow sofa and black accent chairs, complemented by wooden coffee tables. A black and white mountain landscape artwork adorns the wall.
Apartment in Davis
4.87 out of 5 average rating, 115 reviews

Blackwater Bed & Bikes 3

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$12,547 GYD per night before taxes and fees

  • Verified guest reviews

    Over 110 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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