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Holiday rentals with outdoor seating in Cumberland Township

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Top-rated Holiday Houses with Outdoor Seating in Cumberland Township

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

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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, 126 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, 186 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!

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
4.88 out of 5 average rating, 230 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

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
4.99 out of 5 average rating, 387 reviews

Cozy Creekside 3BR Cottage by Battlefield Chiminea

Voted #1 rental in ‘21, ‘22, ‘23, ‘24, and 2025. Blue Coat Cottage is nestled among the fields of historic Gettysburg and sits between 2 picturesque farms directly across from Marsh Creek. We offer the perfect blend of proximity to the famous battlefield and peaceful country living. Being just 8 miles from Ski Liberty makes the cottage a great winter getaway. This charming home sleeps 6 making it perfect for families & friends. We have everything you need for a comfortable & memorable stay!

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, 412 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, 285 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
The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.
Guest suite in Smithsburg
4.98 out of 5 average rating, 310 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

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
4.97 out of 5 average rating, 105 reviews

Apartment in Heart of Gettysburg

Heart of Gettysburg, 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 - High Speed Wi-Fi - Off street parking for guests - Netflix - TV lots of channels - Shampoo and Conditioner - Body Wash - Keurig and Coffee Pods - Washer and Dryer - Board Games - Refrigerator - Dishwasher

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, 169 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
The kitchen features modern appliances, including a stove and refrigerator, blended with original woodwork and exposed brick accents. Shelving displays kitchen essentials, while a wooden bar and warm lighting enhance the inviting space. Dark cabinetry contrasts with white tiles, creating a well-organized area.
Home in Gettysburg
4.99 out of 5 average rating, 185 reviews

Historic Downtown Home. Haunted, Maybe?

Newly renovated, home located in the historic downtown area of Gettysburg. Short walking distance to restaurants, trendy shops, Lincoln Square, Gettysburg College, numerous tourist attractions and museums. Near the National Military Museum, Cemetery, battlefields Liberty Ski Resort. Guests will enjoy plenty of space and privacy inside my home and private, fenced backyard. Free off street parking for two vehicles. Fast Internet. 55" Roku TV, HULU, Disney+, HBO Max, Peacock.

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, 237 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 single-story cottage showcases a welcoming entrance with a wooden ramp leading to the front door. Lush green grass and light landscaping surround the home, which is framed by tall trees. A covered area is visible at the side of the structure.
Cottage in Fairfield
4.97 out of 5 average rating, 127 reviews

Mom's Cottage

Mom's Cottage sits on the shore of Lake Kay in the shadow of Liberty Mountain. Gettysburg battlefield is ten miles away and two golf courses are nearby. Jacks Mountain Road covered bridge, Michaux State Forest, including the Appalachian Trail, Pine Grove Furnace, and Caledonia SP are nearby. Other local features include Mount St. Mary's, Cunningham Falls SP, and Catoctin Mountain Park. A paddle boat and two kayaks are available.

Popular amenities for Cumberland Township outdoor seating rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Holiday House Rentals with Outdoor Seating

Guest favourite
Home in Shippensburg
4.85 out of 5 average rating, 104 reviews

The Wrens Nest

Top Guest favourite
A spacious mountain home is set against a backdrop of trees, with a gently sloping field leading to a small pond in the foreground. A wooden fence encircles the property, highlighting the serene outdoor environment that encompasses the house.
Home in Sabillasville
4.94 out of 5 average rating, 140 reviews

Stoney Spring Overlook

Top Guest favourite
A charming red home is set against a backdrop of lush green trees and a clear blue sky. The welcoming entrance is flanked by manicured bushes and a brick path leads to the front door. A garage is visible in the background.
Home in Gettysburg
4.96 out of 5 average rating, 128 reviews

East Cavalry Red House

Guest favourite
A tree-lined driveway leads to a charming home, partially obscured by lush greenery. Sunlight filters through the leaves, casting gentle shadows on the well-maintained lawn. The sky is bright with fluffy clouds, contributing to a serene, inviting atmosphere.
Home in Hagerstown
4.72 out of 5 average rating, 118 reviews

Private Country Club Home

Guest favourite
A serene koi pond is surrounded by lush greenery and stone features. Clear water reflects the vibrant colors of koi fish swimming gracefully. Two small waterfalls add a calming sound element to the outdoor space, enhanced by a winding paved pathway nearby.
Home in Hanover
4.93 out of 5 average rating, 107 reviews

Oasis on the Avenue

Guest favourite
The spacious kitchen features gray cabinetry and a center island with a stone countertop. Stainless steel appliances complement the rustic wood accent wall. Open shelving holds various kitchenware, while natural light floods the room from nearby windows, creating a bright and inviting cooking space.
Home in Orrtanna
4.9 out of 5 average rating, 115 reviews

Beautiful, rustic/unique home near Gettysburg!

Top Guest favourite
The exterior of a single-story house is displayed, featuring a gabled roof with green shingles. Large windows enhance the façade, while neatly trimmed shrubs line the front. A grassy area is visible, complemented by a gravel driveway leading to the entrance.
Home in Shippensburg
4.97 out of 5 average rating, 204 reviews

Green Gables

Superhost
A cabin is positioned amid trees, accessible via a smooth, winding driveway. The porch, adorned with hanging lights, creates an inviting entrance. A parking area is visible alongside the cabin, enhancing convenience for guests. Lush greenery surrounds the property, contributing to a serene atmosphere.
Home in Aspers
4.89 out of 5 average rating, 209 reviews

Bear Mountain Getaway

Apartment rentals with outdoor seating

Top Guest favourite
A two-story house is set against a backdrop of clear blue sky and lush greenery. A spacious deck is visible at the back, featuring a vibrant red umbrella. Well-maintained grass surrounds the home, punctuated by several trees for added privacy.
Apartment in Mt. Washington
4.95 out of 5 average rating, 104 reviews

Mother-in-law suite with yard

Top Guest favourite
A spacious wooden deck is surrounded by lush greenery, featuring a cozy seating arrangement. Stone steps lead to a tidy garden area with seasonal plants and a raised stone terrace, enhancing the inviting outdoor space of the studio apartment.
Apartment in Carlisle
4.95 out of 5 average rating, 379 reviews

Quiet, Cozy, Contemporary

Top Guest favourite
The image features a scenic view of Carroll Creek Promenade with outdoor seating visible along the water. The apartment interior showcases a bright living space with a comfortable bed, a modern kitchen with appliances, and a quaint desk area, all highlighted by natural light from the windows.
Apartment in Downtown Frederick
4.99 out of 5 average rating, 180 reviews

Carroll Creek Private Apt./Luxury King Bed

Top Guest favourite
The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.
Apartment in Sykesville
4.95 out of 5 average rating, 213 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Top Guest favourite
An open living area showcases high wooden beams and natural light from large windows. The space includes a rustic kitchen with a stove, a cozy seating area, and a staircase leading to a library above. A warm color palette and antique furnishings create a welcoming environment.
Apartment in Reisterstown
4.98 out of 5 average rating, 120 reviews

Barn Apt on Tranquil Historic Farm--Amazing Views

Top Guest favourite
A covered patio area is presented with a picnic table and a decorative rug. Lush flower beds filled with vibrant blooms line the space, adding color and charm. A small wooden chair enhances the inviting outdoor setting.
Apartment in Hagerstown
4.98 out of 5 average rating, 132 reviews

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5

Guest favourite
A spacious open-concept living area features modern cabinetry and a large kitchen island with seating. Warm string lights illuminate the space, highlighting the comfortable seating area and expansive windows that offer natural light. Hardwood floors add a welcoming touch.
Apartment in Midtown
4.96 out of 5 average rating, 116 reviews

Midtown's Coolest Penthouse Apt—Free Parking!

Top Guest favourite
The exterior of a brick townhouse features multiple large windows framed in white, allowing natural light to fill the interior. Ivy climbs one side of the building, while a sign indicating the pen shop hangs nearby. Sidewalk seating is seen adjacent to the entrance.
Apartment in York
4.99 out of 5 average rating, 288 reviews

Experience Historic York in the Pen House Suite

Condo rentals with outdoor seating

Top Guest favourite
A spacious living area features a pool table centered on a patterned rug. Comfortable seating options surround the space, with light-colored walls complementing the decorative elements. A tall plant adds a touch of greenery, while various artwork adorns the walls, contributing to a welcoming environment.
Condo in Frederick
4.96 out of 5 average rating, 125 reviews

2 Queen & 1 Twin Bed / Mountain & Museum Fun

Top Guest favourite
A houseboat is anchored by the shore, featuring a bright yellow and red exterior. A nearby pontoon boat is tied alongside. The water is calm and reflects the surrounding green hills under a partly cloudy sky.
Condo in Hesston
4.98 out of 5 average rating, 203 reviews

Raystown Lake Area Private Two Bedroom Condo

Guest favourite
A covered outdoor patio is presented, featuring a small round table surrounded by two chairs. Decorative string lights are hung above, and a view of snow-capped hills is visible in the background, providing a scenic backdrop for outdoor relaxation.
Condo in Mercersburg
4.81 out of 5 average rating, 70 reviews

Ski🎿 & hike from front steps—Mountainside getaway

Top Guest favourite
Condo in Frederick
4.95 out of 5 average rating, 156 reviews

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable

Guest favourite
Illuminated boats are seen floating on a reflective body of water, surrounded by colorful lights. The vibrant hues of blue, green, and red create a festive atmosphere, while night lights twinkle in the background, enhancing the waterfront scene.
Condo in Downtown Frederick
4.89 out of 5 average rating, 123 reviews

Newly Renovated HUGE condo in heart of downtown!

Top Guest favourite
A living room features navy blue sofas adorned with throw pillows, facing a wooden coffee table atop a patterned rug. A circular mirror and a decorative plant are visible on the wall, while a dining area with a white table and chairs is illuminated by natural light from large windows.
Condo in Martinsburg
4.98 out of 5 average rating, 117 reviews

The Cozy Villa

Top Guest favourite
A two-story brick building is depicted, featuring a steep gabled roof and multiple windows with dark shutters. A wooden bench is placed on the porch, and a small pathway leads to the entrance. Nearby, houses reflect a suburban setting along the street.
Condo in Mechanicsburg
4.95 out of 5 average rating, 59 reviews

The Upstairs AirBnB

Top Guest favourite
A cozy living area is presented, featuring a large gray sectional sofa with soft cushions and decorative pillows. An ottoman with a tray sits in the center, alongside a lamp that provides warm light. A patterned chair complements the space, while natural light filters in through the window blinds.
Condo in Wilde Lake
5 out of 5 average rating, 78 reviews

Luxury & Comfort, 2BR, 1 BA Columbia, Town Center

Destinations to explore