House holiday rentals in Cumberland

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Top-rated house rentals in Cumberland

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

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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
4.99 out of 5 average rating, 199 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
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, 299 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
An expansive open-concept living area is highlighted by large windows, providing ample natural light and panoramic views of the surroundings. Comfortable seating areas are arranged around a central coffee table, while a cozy stone fireplace serves as a focal point against a feature wall.
Home in Smithsburg
4.96 out of 5 average rating, 215 reviews

The Great Escape Lodge ~ Exquisite Mountain Views

The Great Escape Lodge is a soaring A-frame offering luxury accommodations. Owner designed and custom built in 2022, this luxury getaway is nestled in the stunning Catoctin Mountains with views parallel to those seen on Paramount's hit series Yellowstone. This exquisite residence offers outstanding interior and exterior custom touches and amenities. From the open concept great room to the massive deck with rockers and hot tub, there are endless opportunities to enjoy the scenic views.

Top guest favourite
The entrance to The Crooked Cottage is framed by wooden planks and surrounded by greenery. Two windows offer glimpses into the inviting interior, while a gravel pathway leads up to the door, playfully adorned with a sign featuring the name of the cottage.
Home in Myersville
4.98 out of 5 average rating, 300 reviews

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

Guest favourite
A charming single-story house features a brick and siding exterior, accented by a red metal roof. A paved driveway leads to a two-car garage. Lush green grass surrounds the property, complemented by mature trees and shrubs, creating a welcoming entrance.
Home in Gettysburg
4.87 out of 5 average rating, 171 reviews

Beautiful 3-bedroom home near downtown Gettysburg

Relax with the whole family and enjoy all Gettysburg has to offer in this quaint three-bedroom house. Located about 1.7 miles from the center of Gettysburg, this home boasts three bedrooms and two full baths. Full kitchen, dining room, and living room available as well as a spacious deck for sitting and garage area for enjoying time as well. You can enjoy all Gettysburg has to offer with this perfectly located home. Older house with some modern charm that will suit all your needs.

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, 202 reviews

Walkable Downtown Gettysburg Retreat| Sleeps 8

Consistently rated among the top Airbnb stays in Gettysburg with 190+ five-star reviews. Stay in the heart of historic downtown, walking distance to Lincoln Square, restaurants, shops, Gettysburg College, and museums. After a day exploring the battlefield, relax in this beautifully updated home that sleeps 8, featuring a first-floor king suite, spacious gathering areas, fast Wi-Fi, streaming TV capability, a private fenced backyard, and free off-street parking for two vehicles.

Top guest favourite
A modern kitchen and dining area are presented with a large island and a dining table surrounded by six chairs. Natural light fills the space through large windows, complementing the neutral color palette. Fresh flowers are arranged in a vase on the countertop.
Home in York
4.94 out of 5 average rating, 395 reviews

The Inn- Newly Renovated Designer Furnished

Newly renovated home features all of the modern amenities families enjoy. A large island, a dining table large living room, a bright sunroom with plenty of seating, as well as a sun porch with a bistro table & chairs, outdoor seating, & 3 spacious bedrooms upstairs each has a queen size bed. The home is a minute's walk from our popular home decor boutique, Gray Apple Market. A 10 minute drive to downtown York & other popular destinations such as the York Fairgrounds.

Top guest favourite
A living area is presented with a soft blue couch and a dark coffee table resting on a patterned area rug. Natural light enters through multiple windows, and a pair of neutral curtains frame them. Additional doors lead to other spaces within the home.
Home in Gettysburg
4.91 out of 5 average rating, 128 reviews

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

Top 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
4.91 out of 5 average rating, 140 reviews

Beautiful, rustic/unique home near Gettysburg!

Slow down and settle into this peaceful countryside retreat! A newly renovated spacious home that offers comfort and calmness. Whether you're gathering with loved ones or simply seeking a quiet place to rest, this space is designed to help unwind. We have everything that you need! Tucked near Liberty Mountain Resort and surrounded by wineries, breweries, and scenic trails. It's a gentle escape just 11 miles from the historic charm of downtown Gettysburg.

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 out of 5 average rating, 234 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.

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, 306 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, 256 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!

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