Holiday houses in Cumberland

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Top-rated holiday rentals in Cumberland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Cabin in Wrightsville
4.98 out of 5 average rating, 249 reviews

The Roundtop Chalet (romantic couples retreat)

Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

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Top Guest favourite
A cottage exterior is presented, featuring blue siding and white trim. Decorative window boxes hold greenery beneath two gabled windows. A welcoming front porch is adorned with American flags. Lush grass and shrubs surround the home, contributing to its inviting appearance.
Cottage in Gettysburg
5.0 out of 5 average rating, 416 reviews

Quiet Escape with Creek, Chiminea & Kids Nook

Voted #1 rental 2021–2026, & in the top 1% of AirBnb’s, Blue Coat Cottage is nestled between 2 picturesque farms directly across from Marsh Creek in historic Gettysburg. It perfectly blends battlefield access with peaceful country living. This home away from home is ideal for families & friends. Enjoy a fully equipped home with thoughtfully designed spaces, hidden kids’ nook, scenic views, a hammock, chiminea, front porch overlooking the creek, and a private backyard for relaxing & unwinding.

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Top Guest favourite
A single-story cottage features a red metal roof and a welcoming porch with seating. Lush greenery surrounds the property, and an American flag is displayed near the entrance. A gravel driveway leads up to the house, adding to the tranquil rural setting.
Cottage in Gettysburg
4.98 out of 5 average rating, 151 reviews

Country Cottage Nestled on a 20 acre Horse Farm

Relax with the whole family at this peaceful cottage nestled on a horse farm. Enjoy roasting marshmallows in the outdoor firepit or sit back on the porch to watch the wildlife. We are located only minutes from the battlefields and town center. Enjoy local restaurants, breweries, specialty shops, & wineries. Liberty Mountain Ski Resort is only a 20 minute drive. Take advantage of nearby golfing, scenic views, historical sites, ghost tours, museums, or take a guided bus tour of the battlefields.

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Top Guest favourite
The front facade of a historic brick home features a central door adorned with a decorative wreath. Flanking windows, accented by dark frames, showcase decorative panes. Colorful flower pots are placed on either side of the entrance, adding a touch of vibrancy to the exterior.
Home in Gettysburg
5.0 out of 5 average rating, 217 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!

FamilyValueBackyard

Guest favourite
A decorative wreath is displayed on a door, featuring an assortment of flowers and foliage in warm hues. The background consists of a textured glass door, allowing soft light to filter through, and the words 'WELCOME to The LOFT' are prominently featured.
Guest suite in Fairfield
4.87 out of 5 average rating, 268 reviews

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

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Top Guest favourite
A historic stone farmhouse from 1861 is set on a well-maintained lawn, surrounded by green shrubbery and trees. The two-story structure features red shutters on the windows and a welcoming front porch that invites relaxation.
Home in Gettysburg
5.0 out of 5 average rating, 313 reviews

Civil War Farm House w/Heated (seasonal) Pool

Welcome to this historical Civil War Farm House. This stone home built in 1861 by Christian Shriver and was actively used as a field hospital during the war. Mrs Shriver prepared General Reynolds his breakfast on the first day of the battle (which he was killed). The Durboraw's moved here in the early 1890's and have remained here on the farm ever since. Please note, pool is open seasonally mid-May through mid- Sept. Please inquire to its opening/closing if booking around these times.

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Top Guest favourite
Place to stay in Shippensburg
5.0 out of 5 average rating, 478 reviews

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures. *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

FamilyLocationAmenities

Top Guest favourite
A well-appointed king bedroom features a tufted beige headboard and soft white bedding. Flanking the bed, two bedside tables with lamps provide illumination. A rounded ottoman sits at the foot of the bed, complemented by a light-colored area rug with subtle patterns.
Apartment in Gettysburg
4.96 out of 5 average rating, 139 reviews

Heart of Gettysburg Walk to Everything!

Walking distance to shops, museums, restaurants, and the battlefield. Situated where federal troops were positioned on July 2-3, 1863 and steps from the site where Lincoln gave his immortal Gettysburg address. Parking for two vehicles on site. 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

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Guest favourite
A comfortable living area is presented, featuring a light-colored sofa with a decorative pillow. Two dark armchairs flank a rustic wooden coffee table, and a vintage rug adds warmth to the wood flooring. A framed photo and a door provide additional detail.
Apartment in Gettysburg
4.94 out of 5 average rating, 163 reviews

A Hub for History Buffs!

A very private, brand new apartment all for you! New furnishings make it comfortable, antique pieces make it quaint! Both will make your stay with us enjoyable and peaceful. A kid and adult friendly space. Enjoy the deck in the morning and the electric fireplace in the evening. A quiet home-base for your visit to historic Gettysburg! We are a HUB for HISTORY BUFFS and more! Entrance is no longer through the garage! PS: In the winter, we are 15 min from Ski Liberty!

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Superhost
A cozy bedroom features a spacious bed complemented by a neutral-colored blanket. Wooden flooring and a rustic dresser add warmth, while an angled ceiling showcases natural wood panels. Soft light filters through the window, enhancing the tranquil atmosphere.
Apartment in Gettysburg
4.84 out of 5 average rating, 121 reviews

Summer Kitchen

This renovated ‘summer kitchen’ is close to Gettysburg battle field and Gettysburg university. There are a set of fairly steep steps that lead to the bedroom, so please ensure that you are able to climb these (see pics). There is a small sitting room, bathroom and kitchenette on the first floor, and the bedroom is the only thing on the 2nd floor. There is plenty to do in historic Gettysburg, or if you like to ski or snowboard, Ski Liberty is only about 20 mins away!

LocationFamilyGetting around

Top Guest favourite
A charming two-story brick house stands with a red metal roof and black shutters. The front entrance features a multi-paned door, flanked by symmetrical windows. A small stone porch leads to the entrance, with neatly arranged landscaping and a partially visible carport on the left.
Home in Gettysburg
5.0 out of 5 average rating, 248 reviews

"The Historic Rowe House" Circa 1819

This charming, battle-scarred home sits in the heart of Gettysburg’s historic downtown, just a short walk from unique shops and the main square. Nearby, you’ll find popular spots like the Dobbin House, Garryowen, and Blue & Gray Grille, along with attractions such as the newly restored Lincoln Train Station, battlefield tours, museums, and more. Don’t miss the chance to stay in a witness house that stood right in the middle of the Confederate battle line.

ValueFamilyBackyard

Top Guest favourite
A view of a quiet residential street reveals two parked vehicles alongside well-maintained sidewalks. Lush green hedges and trees provide shade, while a brick home is visible in the background, characterized by a welcoming front porch and well-kept landscaping.
Apartment in Gettysburg
4.98 out of 5 average rating, 601 reviews

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!

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Popular amenities for Cumberland holiday rentals