Bed and breakfast holiday rentals in Cumberland

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Top-rated bed and breakfasts in Cumberland

Guests agree: These bed and breakfast rentals are highly rated for location, cleanliness and more.

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Top Guest favourite
A warm and inviting living space showcases wooden rocking chairs arranged around a central table. A decorative rug lies underneath, complementing the warm tones of the wall. A fireplace serves as a focal point, framed by shelves adorned with various collectibles.
Private room in Gettysburg
4.93 out of 5 average rating, 699 reviews

Historic Civil War Farm House

The David Stewart Farm is located in historic Gettysburg, PA. The farmhouse & barn were used as a civil war field hospital immediately after the Battle of Gettysburg. Located 4 miles from the center of town, it's an easy drive to the battlefields, local attractions and local restaurants. Baltimore is about 1 hour away and Washington, DC is 1 1/2 hours. You will be staying in a large sunny room with a queen-size bed and have your own private bathroom (shower, no tub). There is a second smaller bedroom (with 2 twin beds) that can be used if you have 3 or 4 people in your group. The kitchen and family room will be shared with me and my pets - currently 1 large dogs and 5 cats. They do have the run of the house so if you do not like pets or are allergic to or afraid of animals, this is probably not the best place for you. (There are many other great Airbnb places to stay in Gettysburg that are pet free.) There is a large deck and big backyard (100 acres) for you to hang out if the weather permits. There are a couple of miles of trails around the farm that you can hike or mountain bike. If you enjoy fishing, bring your poles along! There is a large pond with lots of bass, sunnies and catfish! I will be your only "living" host, but there are many others who reside with me. They have lived at the farm for many many years, some for hundreds of years. Yes, the house is haunted, but they are all friendly! I have been here for 36 years and have lots of interesting stories that I'd be happy to share with you if you are interested.

Top Guest favourite
Private room in New Market
4.91 out of 5 average rating, 141 reviews

Lincoln Room w/ Private Entrance at Strawberry Inn

Strawberry Inn is an 1837 home in the middle of the activity of Main Street in historic New Market, MD. Dining and coffee shops are in walking distance along with local jewelry, tea, and other shops. This ground-floor room has a private back porch entrance, king bed, WiFi, and private bath. Enjoy the garden and gazebo with a bottle of wine from a local vineyard. Breakfast snack bowl with fruit, breakfast bars, and Keurig are in the room. The Inn has been serving the Frederick region since 1973.

Top Guest favourite
A rustic building with a wooden exterior and a red metal roof is set amid lush greenery. A large window beside an entry door is framed by flowering plants, while a stone pathway leads toward a well-maintained lawn and seating area.
Loft in Harpers Ferry
4.92 out of 5 average rating, 226 reviews

Carriage Suite Location Private Lily Garden BnB

A completely equipped two bedroom vacation rental suite. Located in the Historic District of central Harpers Ferry. The Carriage House is a large unit with private entrance, two beds, full bathroom, and kitchen. The shared yard has a picnic table and swing to enjoy the summer weather. There's internet access & cable television. A good breakfast is included! Come tour American History, hike the Appalachian Trail, bike the C&O Canal, see nature's wonders, and access Washington DC by commuter rail.

Top Guest favourite
An open living area features two spacious sofas arranged around a glass coffee table on a patterned rug. Large windows allow natural light to fill the space, while exposed wooden beams create a warm, rustic atmosphere. A dining area and kitchenette are visible in the background.
Guesthouse in Purcellville
4.99 out of 5 average rating, 267 reviews

The Cottage at Dunthorpe Farm

The Cottage is a restored wagon barn nestled against the Blue Ridge Mountains. You'll enjoy quality, comfort, quietude, and pastoral views. We are a fully licensed and inspected B&B on a 1790's farm in rural Loudoun County VA. Each morning you are treated to a continental breakfast of fresh pastry, fruit sourced from local farms, and homemade jams which we quietly deliver by 7:30 unless otherwise requested. Note that the base price is for 1-2 people. Guests 3 and 4 have additional fees.

Top Guest favourite
Private room in Mount Joy
4.99 out of 5 average rating, 161 reviews

The Senator

The Senator B&B is conveniently located in Mt Joy, PA. A very short drive to Lancaster, Hershey, York, and many wonderful attractions and restaurants. The home is 120 years old with tremendous charm and character. Over the warm months the grounds are teaming with flowers to enjoy. Feel free to enjoy the many common spaces to lounge and relax. Please note that this room is on the 3rd floor and does require steps. It is secludes and the only room and bathroom on the 3rd floor.

Guest favourite
Private room in Monrovia
4.86 out of 5 average rating, 144 reviews

Quilt Room

The listing is for a room in a restored pre civil war farmhouse on Crickenwood Farm. Guest rooms are in the main farmhouse and share the common areas of the kitchen, library, living room and great room. This is a small working farm with cows and horses. There is plenty of parking. There are several friendly dogs on the property. The farm is about an hour from Baltimore, MD, Washington, DC, Harpers Ferry, WV and Gettysburg, PA. Frederick, MD is 20 mins.

Superhost
The historic property is showcased under a layer of snow, highlighting its distinctive architectural details. The covered porch is framed by evergreen shrubbery, while seasonal decorations add a festive touch. Sunlight gently illuminates the facade, enhancing the serene winter scene.
Farm stay in Marietta
4.82 out of 5 average rating, 34 reviews

Historic Susquehanna Manor -7 Bedrooms 5.5 Baths

We operate this property as a Bed and Breakfast year round, and at times live on the 3rd floor. You can rent the entire place. Sleeps 18 comfortably. 7 rooms, 5.5 baths. There is a private first floor room that can be rented separately. This a great place to hold your family event. Marietta is a very quaint old town having many nice restaurants, Antiquing, shopping and the Susquehanna River Trail There is an additional $1850 site fee for Event space.

Guest favourite
The exterior of a charming blue house is displayed, featuring a large porch and a bright turquoise door. A chimney rises from the roof under a clear blue sky, and two large windows provide ample light to the interior.
Place to stay in Woodlawn
5 out of 5 average rating, 6 reviews

Cute efficiency 10 min from BWI and 5 min from 695

This unique place has a style all its own. A cat lovers dream Ever wanted to go to a cat café? We have a dozen kittens to snuggle! Brand new home! Immaculate. An efficiency suite upstairs in our cape code home. Walk up through kitchen. Charming bedroom stand up shower Cute sitting living room Roku Dishes provided hot plate, micro and dorm size fridge. To see full video vimeo dot com/1005209861

Top Guest favourite
Private room in Littlestown
4.98 out of 5 average rating, 374 reviews

Beautiful Historic Home Near Gettysburg

Come enjoy a stay in comfortable, sunlit rooms close to historic Gettysburg, Hanover, Emmitsburg, Taneytown and Westminster. Full hot breakfast is served and included in your reservation. There are many restaurants, breweries and theaters nearby. We love to share our home with guests and to give tips on what to see while you’re here! When you get tired of sightseeing, the pool is a lovely place to relax.

Top Guest favourite
Guesthouse in Frederick
5 out of 5 average rating, 81 reviews

Quiet, Peaceful setting (suite 2)

A beautiful experience! Our 1896 original Frederick farmhouse and carriage house, restored in 2022, provides a private, 1-bedroom, 1-bathroom guest house suite with kitchenette in upscale neighborhood. A private, park-like, peaceful, 3-acre setting with free parking and amazing gardens. A short distance to downtown Frederick, the Frederick Station, Frederick Fairgrounds, and I-70.

A charming wooden house is set within a landscaped yard, surrounded by greenery and blooming flowers. A gravel driveway curves towards the entrance, leading to well-maintained garden beds. The sky above is clear, enhancing the serene atmosphere of the property.
Guesthouse in Lebanon
4.67 out of 5 average rating, 177 reviews

Wooded Retreat | Jacuzzi | Fireplace | Spa Massage

Welcome to the Lavender Jacuzzi! A peaceful woodland retreat in Lebanon, PA, set on 15 quiet wooded acres. This cozy suite features a private jacuzzi, indoor all season fireplace, and relaxing nature views—perfect for unwinding. Enjoy morning coffee overlooking the gardens, or explore the peaceful grounds and surrounding wildlife. ⭑ CONTACT US FOR SEASONAL DISCOUNTS ⭑

Top Guest favourite
Private room in Gettysburg
4.97 out of 5 average rating, 105 reviews

Conewago Suite at Olinger House

Enjoy easy access to popular shops and restaurants from this charming place to stay. Continental Breakfast and coffee served every morning Monday through Friday and hot breakfast Saturday and Sunday. Full private bath and WiFi available.

Popular amenities for Cumberland bed and breakfasts

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