
Holiday rentals in Funkstown
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Funkstown
Guests agree: these stays are highly rated for location, cleanliness and more.

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5
My mother said over and over again, “The most beautiful place in Washington County “. Start your day with a brisk walk on a nearly 1 mile path that surrounds the perimeter of this beautiful farmland property. Enjoy your morning coffee as you listen to the birds. Relax in a rocking chair on the gazebo as you watch the sun go down behind the mountains. Less than 10 min from I 70 and I 81 and 20 min from Whitetail Ski. Don't expect everything brand new, but expect everything to be neat and clean.
4.99 out of 5 average rating, 183 reviews
The Palmstead | Stylish 3 BR | Garage EV Charging
Welcome to your Hagerstown home base — a brand-new, thoughtfully designed space that’s comfortable, calm, and easy to settle into. Near I-81 & I-70, it features 3 queen beds and 2.5 baths, including a primary bath with heated floors. Enjoy a fully equipped kitchen, coffee bar, washer/dryer, EV garage parking, dedicated workspace, and curated amenities. Minutes to downtown Hagerstown, Meritus Medical, and the Field House. Quiet, private, and perfect for groups, families, or weekend getaways.
5.0 out of 5 average rating, 11 reviews
Charming Historic Canal House C&O Potomac Antietam
The Canal House at Taylors Landing. We are in the countryside, bordering the Chesapeake & Ohio Canal Historic National Park, 2 miles from the Civil War's Antietam Battlefield. Our home is an original 1790 log cabin with 1857 additions, also features modern amenities, including a chef's kitchen. Multiple outdoor venues, extensive grounds and amazing views of a 4-seasons garden, the C&O Canal National Park, and the Potomac river. Enjoy a creative retreat, nature, history, adventure, romance.
4.97 out of 5 average rating, 159 reviews
Clover Cove
Simple, peaceful, private, & central location. Relax on the back porch, snooze on the hammock, or venture out - just minutes to I81 & I70, C&O Canal, Antietam Battlefield NP, Appalachian Trail, Hiking, Wineries, Biking, Festivals, Potomac Rivr, & Meritus Hospital. We reside in a separate area of home. We offer privacy & safety for our guests. Private entrance, bedroom, bathroom, den, kitchenette, driveway parking. Expect to cross paths with our family & dog on the shared back porch/yard.
4.96 out of 5 average rating, 119 reviews
Unique historic home - Springhouse 1803
If you are looking for a unique place to stay, come visit us at Springhouse 1803. Yes, there really is a spring under the house. After sitting empty for 20+ years, the house has been restored to be lived in again and it has maintained much of its colonial charm. The house has all the amenities you need for a comfortable stay. NOT A PARTY HOUSE, OWNER IS ON SITE in separate house. If you're looking for a day that is blocked, you can inquiry if it's available, see below for more details.
4.96 out of 5 average rating, 470 reviews
Romantic Mirror Cabin • Hot Tub • Fire Pit • Views
Just 90 minutes from DC! Introducing the Honeymoon Mirror Villa, a unique gem that brings a dash of romance and a splash of contemporary luxury. It is situated among the majestic forest ambiance just across the Whitetail Ski Resort. Immerse yourself in an intimate, stylish, and exciting space thoughtfully designed for couples seeking an unforgettable nature escape. ✔ Super comfy Queen-Size Bed ✔ Open Design Living ✔ Kitchenette ✔ Hot Tub ✔ Fire Pit ✔ BBQ Grill ✔ Starlink Wi-Fi ✔ Parking
4.97 out of 5 average rating, 32 reviews
Jewel Vinsota Artist's Guesthouse
Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's Guesthouse is the perfect get-away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.
4.97 out of 5 average rating, 866 reviews
Timber Hollow Retreat | Sauna + Forest Trail
Welcome to Timber Hollow Retreat, a luxury modern Scandinavian-inspired cabin on over 4 private wooded acres in the beautiful Appalachian foothills of Berkeley Springs, West Virginia. Thoughtfully designed for couples, weekend getaways, wellness retreats, and nature lovers, this secluded escape combines contemporary comfort with an unforgettable outdoor experience. Despite feeling completely surrounded by nature, you’re just 10 minutes from historic downtown Berkeley Springs.
5.0 out of 5 average rating, 9 reviews
Oak Hill Private Suite Historic North End
A recently renovated private suite only 1.5 miles from town center. Welcoming ‘walking’ neighborhood of architecturally diverse homes inspired by the Garden City Movement of early 20th C. Near both Interstate 81 and 70, Museum of Fine Arts, Whitetail Ski Resort, New Baseball Stadium, Antietam, Gettysburg, Frederick, C&O bike trail, wineries, outlets. Guests enjoy stays for tourism, conferences, trainings, the MD Int’l Film Festival, JFK 50, family visits and artist retreats.
5.0 out of 5 average rating, 544 reviews
So cozy
Relax with the whole family at this peaceful place to stay. It’s comfy and cozy. Fully equipped kitchen with all the amenities you need. Keurig coffee pot, air-fryer, toaster, microwave, blender and more! Private entrance and rooms that are wheelchair accessible. Private community on a quiet dead end road with little to no traffic. Relaxing back deck with gazebo, comfortable outdoor furniture, smoker and grill. Close to interstate, grocery stores, restaurants and more.
5.0 out of 5 average rating, 101 reviews
The Chapel House at Stonemont
Escape to a tranquil oasis at our breathtaking Chapel House, nestled within the enchanting grounds of the historic Stonemont farm. Immerse yourself in the rich tapestry of history and architectural grandeur as you step into this lovingly build chapel style house-turned-vacation rental. Our Airbnb offers a truly unique and unforgettable experience. Whether you seek a romantic getaway or a serene retreat, indulge in the peaceful ambiance of the surrounding countryside.
4.9 out of 5 average rating, 60 reviews
GreatRoom LARGE screen TV, ATARI Video near HWY 81
Looking for a place to work or play? Then Home Sweet Home is where you’ll want to hang your hat! Our SPACIOUS town home is perfect for the contractor, nurse, or maybe you just need a place to hang out and play while visiting family! With so many tournaments and sports in the area, it's helpful to know we are 2 miles from Fairgrounds Park, the Ice Rink, and downtown, and 2.4 mls from City Park! Very close but far enough from city center to enjoy peace and quiet.
4.93 out of 5 average rating, 106 reviewsPopular amenities for Funkstown holiday rentals
Other great holiday rentals in Funkstown

Hawks Nest Hagerstown
4.98 out of 5 average rating, 40 reviews
Nature lovers dream, A-Frame on a farm-king bed
4.96 out of 5 average rating, 25 reviews
Dreamcatcher Cabin ~Scenic views with BIG sky hues
4.95 out of 5 average rating, 38 reviews
Corbett Corner stay Apartment
New place to stay
Stonebraker Retreat: 3-bed suite in historic manor
4.75 out of 5 average rating, 93 reviews
1879 Updated Home on Frederick Street
4.85 out of 5 average rating, 47 reviews
Cozy & relaxing private apartment
4.85 out of 5 average rating, 164 reviews
Creative Living | A Sculptor’s Home
4.88 out of 5 average rating, 8 reviewsDestinations to explore
- New York Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- Columbus Holiday rentals
- Cleveland Holiday rentals
- Virginia Beach Holiday rentals
- Niagara Falls Holiday rentals
- Raleigh Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Liberty Mountain Resort
- Berkeley Springs State Park
- Harpers Ferry National Historical Park
- Cowans Gap State Park
- Cunningham Falls State Park
- Great Falls Park
- South Mountain State Park
- Caledonia State Park
- Cacapon Resort State Park
- Sky Meadows State Park
- Greenbrier State Park
- Green Ridge State Forest
- Reston Town Center
- Bluemont Vineyard
- Antietam National Battlefield
- Weinberg Center for the Arts
- Dulles Town Center
- Gambrill State Park
- Old Town Winchester Walking Mall
- Big Cork Vineyards
- Whitetail Resort
- Catoctin Mountain Park
- Museum of the Shenandoah Valley
- Stone Tower Winery





