Apartment vacation rentals in Oakland

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Oakland

Guests agree: these apartments are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

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

4.94 out of 5 average rating, 149 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 well-appointed kitchen features warm wood cabinetry and a spacious granite countertop. Stainless steel appliances, including a gas range and microwave, are visible. A central island provides additional preparation space, with overhead lighting illuminating the area. Natural light enters from the adjacent room.

Apartment in Grantsville

4.98 out of 5 average rating, 123 reviews

Yoder School Guest House with wifi and hot tub

Built originally in the late 1800's and renovated by us in 1991, Yoder School became our home. In later years we converted part of the building into this peaceful getaway. Opportunities for outdoor activities abound. Fantastic road cycling with Strava routes start right here! Just a short drive away great mountain biking, hiking, cross country and downhill skiing, and white water rafting are yours to enjoy. Several unique and popular restaurants, and tennis and basketball courts are nearby.

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, 599 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

A cozy living area features a spacious sectional sofa adorned with a colorful throw. Natural light streams through multiple windows, illuminating the warm beige walls and soft carpet. An antique wooden table and a vintage chair add character to the inviting space.

Apartment in Meyersdale

4.97 out of 5 average rating, 180 reviews

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!

Superhost

The bedroom features a spacious bed with neutral bedding and a wooden headboard. Two lamps provide soft lighting, while a fan hangs overhead. A small table and chair are positioned nearby, with a textured area rug covering the wooden floor. Large windows allow natural light to enter.

Apartment in Oakland

4.67 out of 5 average rating, 18 reviews

Charming 1-bdrm with balcony, Close to Everything.

Great Location! 1 bdr/1 ba charming apt with balcony. 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, fast wifi and has coin laundry on site! Great for couples, solo adventurers, and business travelers.

Guest favorite

A cozy living area features a dark sectional couch complemented by a patterned area rug. A small table is positioned beside the couch, and a television rests on a wooden console, creating a comfortable space for relaxation.

Apartment in Frostburg

4.9 out of 5 average rating, 177 reviews

The GreyLoo

Cozy, clean and friendly downstairs apartment. Stocked with all the things you need for a short stay as well as the long haul. Close to the Great Allegheny Passage, Main Street Frostburg, Frostburg State University, the Frostburg Pool, and many other locations. Located 33 mi from Wisp Resort/Deep Creek Lake and 18 mi from Rocky Gap Casino Resort. Just a few miles from I68. Enjoy this cozy place and bring your furry friends. Lots of nearby hiking, biking, and outdoor adventures.

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, 539 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

The exterior of a farmhouse-style studio is highlighted by a welcoming entryway, featuring a large covered porch supported by wooden beams. Lush green plants are positioned in pots, and stone accents introduce a natural element to the design. A serene sky completes the backdrop.

Apartment in Bruceton Mills

4.99 out of 5 average rating, 432 reviews

Coopers Rock Retreat

Industrial farmhouse studio apartment nestled in the hills of West Virginia. Located just 15 minutes to downtown Morgantown and only 5 short minutes away from Coopers Rock State Forest. Spectacular landscape views from dusk to dawn and breathtaking star gazing once the sun has set. Guests will have their own private entrance to come and go as they please and full kitchenette to make home cooked meals while on the road. Check out our IG@coopersrockretreat!

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, 109 reviews

New! 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.

Superhost

A scenic view showcases the confluence of three rivers, framed by lush greenery and distant hills. A wooden deck is visible, featuring a patio table with an umbrella. Sunlight reflects off the water, creating a serene atmosphere, ideal for relaxing outdoors.

Apartment in Confluence

4.84 out of 5 average rating, 268 reviews

Turkeyfoot riverview apartment.

The Most scenic view of what George Washington referred to as The Turkeyfoot, the confluence of three rivers. Newly remodeled, this apartment has a second story balcony that probably has the best view in Confluence. Great for sitting out with your morning cup of coffee or a nice glass of wine in the evening. Kitchen is fully operational with all of the necessities. Totally private no shared spaces. There is a common area with hammocks and a fire pit.

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

4.94 out of 5 average rating, 192 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.

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

4.91 out of 5 average rating, 122 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.