
Apartment vacation rentals in Oakland
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Top-rated apartment rentals in Oakland
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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.

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.

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.

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.

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.

2 Bed 1 Bath Apt. by Wisp Resort & Deep Creek Lake
Great Location close to many great things Deep Creek Lake has to offer like the Wisp Ski Resort for winter activities as well as summer fun, minutes from Deep Creek Lake. Great restaurants nearby. Free parking for guests at the apartment. Free "fast" (50 down 5 up) wifi throughout and around the rental. Laundry facility in building for use. A wall mounted Tv with Roku streaming device in the living room as well as in each bedroom. (personal streaming subscriptions required)

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.

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.

Country life.
Nestled in a peaceful countryside, this spacious unit offers 1700 sq. Feet of tranquility and convenience. (Duplex first floor). Three bedrooms offer queen beds & the fourth, a king bed, allowing a comfortable nights sleep for eight. Open floor plan enhances functionality. The deck is great for grilling or enjoying time with friends. We are six miles from town (Oakland), fifteen miles from Deep Creek Lake & six from WV. Have questions? Let’s chat.

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.

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).

Lucky Duck * New LIsting*
Indulge in the serene charm of Lucky Duck, where you can unwind while observing wildlife from your deck or strolling along pond trails. This 2-bedroom, 1-bath apartment-sized rental overlooks a National Wildlife Federation certified wildlife habitat and a West Virginia Certified wildlife yard. While not within Alpine Lake Resort, it's conveniently located nearby. Find the Lucky Duck tour on Google
Popular amenities for Oakland apartment rentals
Weekly apartment rentals

The Nest near Deep Creek

Alice’s Place

Riverview Suite

Large 2-bdrm apt. Walking distance to everything

Over the Top - Entire Apartment In Thomas

Private Unit on Farm with Kitchen & Balcony

Loft apartment

Charming 1-bdrm with balcony, Close to Everything.
Private apartment rentals

Large 2-bdrm apt. Walking distance to everything

The Blue Door in The Flats

Barn Suite with Kitchen, Jacuzzi & Fireplace

Stay with us in comfort - Upstairs apartment.

Stunning Historic 3-Bedroom Apt Thomas River View

Private Unit on Peaceful Farm, Convenient to Lake

The Annex in The Flats

Downtown Healing Retreat Aptmt
Apartment rentals with a hot tub

Furnished Apartment inTerra Alta

Private Unit on Farm with Kitchen & Balcony

Splendid dog-friendly home with hot tub, deck

Oakland Home Efficiency Apartment
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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- Fallingwater
- Timberline Mountain
- Seven Springs Mountain Resort
- Wisp Resort
- Blackwater Falls State Park
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- Pete Dye Golf Club
- Lakeview Golf Resort
- White Grass
- Canaan Valley Ski Resort
- Pikewood National Golf Club
- Lodestone Golf Course
- Winter Experiences at The Peak
- Warden Lake
- Forks of Cheat Winery
- Mountain Dragon Mazery Fine Honey Wine
- West Whitehill Winery