Apartment holiday rentals in Oakland

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.

Downtown Healing Retreat Aptmt

Take it easy at this unique and tranquil getaway. One-bed room apartment at second floor of a multi-unit building in the heart of downtown Oakland. Walking distance to downtown museums, historic railroads and train station. walk half a block to multiple restaurants, bakeries, gift shops and hardware stores. The apartment is completely newly renovated with all new flooring, kitchen and bathroom. All towels, sheets and 100% organic cotton. Concierge healing services acupuncture available.

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.

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.

Oakland Home Efficiency Apartment

This efficiency apartment is great for a single person or a couple. The steel door in the bathroom leads to the garage and the shared washer and dryer. The freezer in the garage under the stairwell is only for the convenience of those occupying the efficiency apartment. All other games, table tennis, chairs etc., in the garage, are to be shared. The upper balcony and hot-tub can be shared with those occupying the upper level. Respecting each group's privacy is expected.

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.

Barn Suite with Kitchen, Jacuzzi & Fireplace

The Allegheny Suite is an air conditioned unit with kitchen, TV, and fireplace located in a renovated section of our historic barn. It also has an ensuite bathroom with an oversized jetted tub and walk-in shower. Your stay will bring you to Haley Farm, a 65-acre inn and retreat center just minutes from the lake. Our seclusion in a serene little valley means you won’t feel any of the bustle and crowds this summer tourist destination is known for.

Private Unit on Peaceful Farm, Convenient to Lake

The Garrett suite is a private-entry apartment located on the top floor of our historic carriage house. Your stay will bring you to Haley Farm, a 65-acre inn and retreat center. We are located just minutes from the lake, and conveniently right off Rt. 219, the major thoroughfare of the Deep Creek area. However, our seclusion in a serene little valley means you won’t feel any of the bustle and crowds this summer tourist destination is known for.

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!. Large and charming 2-bedroom, fully remodeled, 1 bathroom with shower tub, large closets in each bedroom.

Sage Retreat (Renovated 1BR, 1st floor Apartment)

Unwind in the heart of Oakland, Maryland, at this thoughtfully renovated one-bedroom (King Bed), first floor apartment retreat where modern comfort meets mountain-town charm. With calming sage-green tones, stylish furnishings, and a spa-inspired bathroom, this cozy apartment is the perfect home base for couples, solo travelers, remote workers, and outdoor enthusiasts exploring Deep Creek Lake and the surrounding mountains.

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.

In historic downtown, 2 minute walk to everything!

Guests will enjoy easy access to everything from this centrally located place. Also, 8 minute drive to lake and 15 minute drive to ski resort!