
Holiday houses in Cumberland
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Top-rated holiday rentals in Cumberland
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Cozy Cottage Near Battlefield & Ski Liberty 3BR
Voted #1 rental 2021–2025, Blue Coat Cottage is a charming retreat in historic Gettysburg. Nestled between 2 picturesque farms directly across from Marsh Creek, it perfectly blends battlefield access with peaceful country living. Just 10 minutes from Ski Liberty, it sleeps 6, making it ideal for families & friends. Enjoy a fully equipped home with cozy spaces, scenic views, hammock, chiminea, front porch overlooking the creek, and a private backyard for relaxing and unwinding. Read our reviews.

*Pre-Civil War & Downtown~The Garlach House~c.1830
At this pre-Civil War home, you will find yourself within walking distance of restaurants, ice cream parlors, shops, museums & battlefields. Feel comfort in our home as you will be able to step back in time, but with modern day amenities. Enjoy our private fenced in backyard with a cup of coffee in the morning & a glass of wine in the evening as it is dimly lit, you can still see the stars! Take a short drive to local wineries, golf courses & Ski Liberty to enjoy skiing/snowboarding/tubing!

Gettysburg-Ski-Golf-AT Hikes-RoseSniffers LOFT
Calling all RoseSniffers!! Stop and Smell the Roses in this stylish boutique studio with private entrance and free parking. Although you will wake up to a bird's eye view of mountains and farms, you will be close to four-season adventures: Skiing, Antiquing, Vineyards, History, Gettysburg Military Park, 5-Star Golfing, Performing Arts, and Dining are all minutes away! 4 mi to GBurg Battlefield 2 mi to Liberty Mtn 8 miles to 5+ AT access points Across street to GBurg National Golf Course

Spruce Run Cottage, Farm stay on Catoctin Mountain
The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

Apartment in Heart of Gettysburg
Top rated home, walking distance to shops, museums, and restaurants. Less than 20 min. drive to Ski Liberty. Parking for one vehicle on site. If more than two guests and additional vehicle, please let us know so we can make accommodations. Amenities include: - King Bed - Wi-Fi - Off street parking for guests - Netflix - TV lots of channels - Shampoo and Conditioner - Body Wash - Keurig and Coffee Pods - Washer and Dryer - Pinball Machine (Fun!) - Refrigerator - Dishwasher

Rebel Hollow
Come stay with us for the ultimate battlefield experience! The 1920s Farmhouse on 10 wooded acres on Willoughby Run directly across the street from the Herbst Woods where the first day's infantry battle occurred on July 1st, 1863. It is hard to get much closer, with less than a 2 minute drive to the battlefield and a 4 minute drive to historic downtown Gettysburg. On our property you will encounter our ducks, geese, chickens, Friday the cat, 2 goats and 2 friendly farm dogs

Gettysburg 2 Easy Times
Take a break and unwind at this peaceful oasis. In Rural Gettysburg but just 6 miles from the Gettysburg Square. Sit outside and enjoy one of the most Gorgeous Sunsets. 2 Small Bedrooms and open living room, dining room and kitchen area. Everything has been renovated. Very clean. Laundry room in breezeway. Front porch and adequate parking. Single family home on over .5 acre lot. Central to Hanover and Gettysburg and only 20 miles from York PA also

The Ertter House
The Ertter House was built in 1843 by John and Mary Ertter." Mrs Shriver looked out her kitchen window in direction of the house and saw hundreds of Calvary riding by." Located one block off Baltimore Street within a 5 minute walk to restaurants, shopping, museums and a grocery store. Free Wifi -Roku TV to use for streaming. Within driving distance to Lancaster/ Amish country 1hr 30 mins Washington DC 1 hr 45 mins Antietam Battlefield 55 mins

The Enchanting Lavender House
The Lavender House is an enchanting pre-Civil War farmhouse nestled in the middle of a working 600 acre farm. It was remodeled with love 18 years ago and became a cozy family home, where children grew and memories were created. Full of charm, The Lavender House boasts hand chosen antiques, beautiful wood beams, original hard wood flooring and a wood burning fireplace to warm your winter nights. We hope you enjoy your stay at The Lavender House!

Home Away From Home - Apt in Historic Gettysburg
Come & explore Gettysburg while staying in a charming 1 bedroom, 1 bath apartment in the heart of downtown Gettysburg within walking distance of stores, restaurants & attractions. You'll have free private parking & private entrances (accessible by key), & a private back deck to relax and enjoy a view of the battlefield. During your stay, I'll only be a phone call or text away to help make your stay as comfortable as possible!

Colonial Era Spring House
A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.

Top O' The Stairs
This charming and cozy second floor one bedroom apartment, which accommodates up to 3, is located in downtown Gettysburg within a five minute walk of major attractions, restaurants and the battlefield. We are located on a quiet residential street. Yet, within 5 minutes walk, you can be at the square where the action is or Baltimore St. where you can find ghost tours, carriage rides, and more....
Popular amenities for Cumberland holiday rentals
Other great holiday rentals in Cumberland

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Quilt Room

The Stone Home: Master Suite

The Aquarium - 1st Floor King/Private Bath

Cozy Winter Retreat • Farm Views • Fast WiFi

Eisenhower Suite at Olinger House

Historic Civil War Farm House

Robin’s Creekside Retreat
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- Bed and breakfasts Cumberland
- M&T Bank Stadium
- Hersheypark
- Baltimore Convention Center
- Liberty Mountain Resort
- Oriole Park at Camden Yards
- Whitetail Resort
- Hampden
- Cunningham Falls State Park
- Roundtop Mountain Resort
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park
- Hershey's Chocolate World
- Broad Street Market
- Gambrill State Park
- Hippodrome Theatre
- Baltimore Museum of Art
- South Mountain State Park
- Big Cork Vineyards
- American Visionary Art Museum
- Johns Hopkins University
- The Walters Art Museum
- Pennsylvania Farm Show Complex & Expo Center
- Spooky Nook Sports




