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Apartment holiday rentals in Oakland

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Top-rated apartment rentals in Oakland

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

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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.
Apartment in Friendsville
4.93 out of 5 average rating, 193 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.

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.
Apartment in Thomas
4.96 out of 5 average rating, 25 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.
Apartment 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
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, 675 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.

Guest favourite
A vibrant sunset casts shades of pink and orange across the sky, reflecting on the calm waters of the lake. Silhouettes of trees and a bridge are visible in the background, enhancing the serene outdoor landscape.
Apartment in Addison
5 out of 5 average rating, 6 reviews

Lovin' Lake Life - No Wake Zone Unit 3 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
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, 249 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!

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.
Apartment in Aurora
5 out of 5 average rating, 47 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
Apartment in Oakland
4.87 out of 5 average rating, 15 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.
Apartment in Thomas
4.99 out of 5 average rating, 616 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.
Apartment in Accident
5 out of 5 average rating, 155 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 favourite
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
4.92 out of 5 average rating, 38 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).

Guest favourite
A spacious living area showcases large windows that provide a view of the surrounding landscape. A comfortable sectional sofa and futon offer ample seating. A wooden dining table with chairs sits adjacent, while a television is mounted on the wall, contributing to the modern aesthetic.
Apartment in Confluence
4.96 out of 5 average rating, 25 reviews

Riverside Loft with Huge Deck on GAP Trail

The new, spacious Loft sits on the banks of the Casselman River on the top floor of the former Confluence high school. The loft sleeps up to 8. It features an open floor plan, large windows and enormous deck with a great view of the river, mountains and town. The building is powered by solar panels. Easy access to town and just off the GAP bike trail. The perfect location for recreating and relaxing in the Laurel Highlands.

Popular amenities for Oakland apartment rentals

Quick stats about apartment rentals in Oakland

  • Nightly prices starting at

    Oakland holiday rentals start at $103 NZD 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!

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