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Apartment holiday rentals in Oakland

Find and book unique apartments on Airbnb

Quick stats about flat rentals in Oakland

  • Nightly prices starting at

    Oakland holiday rentals start at $77 SGD 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!

Top-rated apartment rentals in Oakland

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

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Top guest favourite
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.
Flat in Friendsville
4.95 out of 5 average rating, 190 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 favourite
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.
Flat in Thomas
5 out of 5 average rating, 24 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.

Superhost
A cozy sleeping area is highlighted by a spacious bed with soft linens and layered blankets. Natural light filters through nearby windows, with a comfortable chair positioned beside a wooden nightstand. Shelving displays decorative items, and a ceiling fan provides airflow.
Flat in Oakland
4.75 out of 5 average rating, 20 reviews

Vintage Studio Apartment

My place is on historic Second St. Walking distance to downtown shops, farmer's market, library. Hospital and more. It is a 3rd floor apt with no elevator. It has beautiful views of nature. It is small, but comfortable. It has a small bathroom, shower only, kitchen and closet. Mini splits with air and heat as well as ceiling fans in livingroom/bedroom and kitchen. Take your stroll down nearby walking paths, parks and short drive to waterfalls, Deep Creek Lake and eateries. On Autumn Glory route

Top guest favourite
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.
Flat in Bruceton Mills
4.99 out of 5 average rating, 477 reviews

Coopers Rock Retreat

Industrial farmhouse studio apartment nestled in the hills of West Virginia. Located just 15 minutes to downtown Morgantown and 5 short minutes away from Coopers Rock State Forest. Spectacular landscape views from dusk to dawn and breathtaking star gazing on clear nights. Guests have their own private entrance to come and go as they please, a full kitchenette, large bathroom with walk-in shower, queen size bed, and an extra long single futon. Guests need to be at least 21 years of age book.

Top guest favourite
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.
Flat in Thomas
4.97 out of 5 average rating, 668 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 favourite
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.
Flat in Meyersdale
4.97 out of 5 average rating, 246 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!

Guest favourite
A vibrant sunset paints the sky in warm hues above the reflective waters of Youghiogheny Lake. Lush greenery and blooming flowers frame the scene, while a path leads to a bridge in the distance. The peaceful atmosphere invites relaxation and appreciation of the natural beauty.
Flat in Addison
4.85 out of 5 average rating, 13 reviews

Stay at the Lake - No Wake Zone Unit 2 of 3

Enjoy this cozy, clean, lakeside hotel-like efficiency. Perfect place to relax after enjoying outdoor fun in the Laurel Highlands! Walk out your door to the Youghiogheny Lake boat/kayak launch, fishing and picnic area. Kayak, paddle board and pontoon boat rentals in walking distance. Each unit has a private entrance and access to an outdoor common area porch. Under 30-minute drive to local attractions: Ohiopyle Park, biking/hiking trails, winery, casino, Deep Creek Lake and more! No pets

Top guest favourite
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.
Flat in Aurora
5 out of 5 average rating, 44 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 favourite
The living room features two fold-down sofas and a coffee table, positioned on a colorful area rug. A unique antler chandelier hangs from the ceiling, and decorative wall art, including maps, enhances the rustic feel. Natural light enters through the nearby doors.
Flat in Confluence
4.91 out of 5 average rating, 226 reviews

Turkeyfoot Wisteria Apartment

The Turkeyfoot Wisteria is a very convenient first floor apartment located on the Confluence of the three rivers. The livingroom has two fold down sofas and a flat screen tv. The bedroom has a queen bed. There is a full kitchen and a full bathroom with a tub and shower. Each apartment has a private outdoor table and chairs so you can enjoy the beautiful view. We are very conveniently located to everything in town including the bike trail, and great fishing at your fingertips.

Guest favourite
Flat in Oakland
4.92 out of 5 average rating, 13 reviews

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.

Top guest favourite
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.
Flat in Thomas
4.99 out of 5 average rating, 614 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 favourite
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.
Flat in Accident
5 out of 5 average rating, 152 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.

Popular amenities for Oakland apartment rentals

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  2. United States
  3. Maryland
  4. Garrett County
  5. Oakland
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