Holiday rentals with outdoor seating in Cumberland

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Top-rated Holiday Houses with Outdoor Seating in Cumberland

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite
Cottage in Gettysburg
4.99 out of 5 average rating, 398 reviews

Cozy Creekside Cottage Near Gettysburg Battlefield

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.

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, 130 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.

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
4.99 out of 5 average rating, 191 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!

Top Guest favourite
The exterior of a spacious brick and stone house is shown, featuring multiple gabled windows and a prominent American flag. A circular driveway leads to a landscaped front yard, surrounded by lush green grass and mature trees.
Apartment in Gettysburg
4.98 out of 5 average rating, 415 reviews

Quiet Country Setting

The apartment is approximately 3 miles from downtown Gettysburg and Gettysburg College and about 12 minutes from the Gettysburg National Military Park Museum & Visitors Center on Baltimore Street. It is only 5 minutes from the reenactment site on Pumping Station Rd and also about 12 minutes from Liberty Mountain Resort. Other popular wedding venues nearby: Hauser Estate Winery, Adams County Winery, Lodges, Rock Creek Farm, Links. The apartment is close to everything yet in a quiet setting.

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 out of 5 average rating, 291 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.

Top Guest favourite
Place to stay in Shippensburg
5 out of 5 average rating, 447 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

Top Guest favourite
A historic two-story house features a light beige exterior with dark green shutters on each window. The entrance is highlighted by a solid brown door, while the upper windows are adorned with sheer white curtains, allowing natural light to filter through.
Holiday home in Gettysburg
4.98 out of 5 average rating, 150 reviews

Gettysburg Retreat 1853 Pre-Civil War Home

Our first priority has always been the safety of our guests! You can rest easy and trust in our high level of cleanliness standards at The Gettysburg Retreat! We invite you to stay in our Historic Pre Civil War 4 Bedroom, 2 bath home, located with-in walking distance to Restaurants, Museums and everything else that Gettysburg has to offer. We have everything to make you feel right at home! My place is good for couples, solo adventurers, business travelers, families (with kids).

Top Guest favourite
A spacious home is set on a green lawn, surrounded by tall trees. Mountain and valley views stretch in the background, capturing the serene countryside atmosphere. The home's exterior features a combination of siding and a metal roof, lending a rustic charm.
Home in Fairfield
4.99 out of 5 average rating, 156 reviews

Liberty Valley View - near ski slopes and golf

Relax in this completely renovated 3 bedroom home. Enjoy the peaceful quiet country scenery. Sleeps 6 people. Perfect for families or 3 couples. Enjoy the spectacular mountain and valley views from within the home and covered deck. Less than 2 miles from Liberty Mountain Resort with views of the back ski slopes. Multiple golf courses within a 15 minute drive. Approximately 8 miles from the Gettysburg National Park. Roku TV's in all bedrooms and family room ready for your apps.

Top Guest favourite
A winding gravel driveway leads towards a wooden gate, framed by lush greenery and tall trees. The driveway is flanked by a wooden fence, providing a sense of privacy and seclusion. Soft natural light filters through the leaves overhead.
Apartment in Gettysburg
4.99 out of 5 average rating, 184 reviews

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

Top Guest favourite
A cozy living area features weathered wood beams and a stone fireplace as its focal point. Natural light enters through multiple windows, illuminating a comfortable sofa and an upholstered ottoman. Antique decor adds character to the warm, inviting space on original hardwood flooring.
Home in Biglerville
4.94 out of 5 average rating, 298 reviews

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!

Top Guest favourite
The exterior of a private home is showcased, featuring a single-story structure set back from a paved driveway. Lush greenery surrounds the property, complemented by large trees flanking the entrance. A porch with railings is visible, adding to the welcoming appearance of the home.
Home in Gettysburg
4.98 out of 5 average rating, 245 reviews

Beautiful private home in the country

Beautiful private home in the country yet only 7 minutes to Gettysburg center square. Enjoy the privacy of this 4 bedroom 2 full bath home with a full kitchen, laundry, bbq grill, and fire pit in the 2 acre back yard! 3 queen beds and 1 single bed plus a twin pull out couch are available and every room has its own heating and air conditioning for everyone’s comfort! This home is pet friendly so feel free to bring your whole family!

Top Guest favourite
The exterior of a colonial era spring house showcases a natural stone base supporting a wooden structure. A spacious balcony with wooden railings extends from the second floor. Brightly colored hanging flower pots add a touch of greenery to the inviting façade.
Home in Blue Ridge Summit
4.99 out of 5 average rating, 623 reviews

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.

Popular amenities for Cumberland outdoor seating rentals