Holiday houses in Guilford Township

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Top-rated holiday rentals in Guilford Township

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

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Guest favourite
A charming cottage exterior features a gray metal roof and a welcoming entry with blue trim. A covered porch invites relaxation, while two wooden chairs and a small table provide a cozy outdoor seating area. Lush green grass surrounds the property.
Cottage in Orrtanna
4.9 out of 5 average rating, 153 reviews

Sweet Gettysburg Area Cottage Close to Outdoor Fun

Off the beaten path but close to it all, including historic Gettysburg, the Appalachian Trail, Caledonia State Park, and Michaux State Forest. Relax on a large screened-in porch, in the shade of our pines or on the banks of a mountain creek. Access your own streaming accounts through our TV/wifi. Great restaurants are nearby, or make use of our original 1950s efficiency kitchen and dine al fresco. You’re surrounded by wineries, farm markets and even a candy store. Central location to do it all!

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Top Guest favourite
A comfortable living area features a spacious leather couch adorned with soft pillows, along with an armchair and a blue accent chair. Natural light illuminates the space, highlighting a serene landscape painting on the wall and a cozy throw blanket draped on the side chair.
Home in Chambersburg
4.97 out of 5 average rating, 109 reviews

Spacious Home Minutes from Penn Nat. Golf Course

We are located minutes from Penn National Golf Course, Caledonia Golf Course and State Park, the Appalachian Trail, shopping and restaurants. Gettysburg, PA is a 30 min. drive away and DC is less than 2 hours from us. There are several ski resorts close by as well. We live out of town and settle in this home when we are in the area for a few weeks each year. We have attempted to make this space a home for ourselves that you will enjoy as well. Our daughter will be your host for your stay.

ValueLocationLong stay

Top Guest favourite
Place to stay in Shippensburg
5 out of 5 average rating, 467 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

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Top Guest favourite
Cabin in Chambersburg
4.98 out of 5 average rating, 53 reviews

Turkeyfoot Hideaway!

Turkeyfoot Hideaway is serene retreat and a peaceful escape. This charming cabin has a quiet location with self check in via keypad. We also have walking trails, a lighted fire pit area, gas grill and large deck! We look forward to hosting you! We are just 15 minutes from downtown Chambersburg with lots of unique food and coffee shops! We are just 20 minutes from Hagerstown, MD, just 25 minutes from Whitetail Ski Resort and only 40 minutes from historic Gettysburg! Come find us!

LocationFamilyCleanliness

Top Guest favourite
The A-frame cottage features a striking wooden exterior with a stone chimney. Large windows provide views of the surrounding greenery, while manicured shrubs and ornamental grass add to the landscaping. The structure's design is complemented by a clear blue sky overhead.
Cabin in Chambersburg
4.95 out of 5 average rating, 256 reviews

Cedarhill Cottage with Cozy Fireplace

Nestled in Franklin County, this quaint A-frame cottage is a perfect destination. If you are looking for a place to get away and defrag from your busy life, this newly remodeled A-frame cottage offers all the comforts of home in a quiet area that has been described as refreshing and renewing. Surrounded by views and the sounds of nature and within minutes of local shopping and dining - you’ll quickly see why our guests become family. Sit by the fire pit and make some s'mores!

ValueLocationOutdoor spaces

Top Guest favourite
A spacious bed is positioned against a dark wall, featuring exposed brick accents. Natural light enters through a large window, illuminating soft textiles and decorative pillows. A cozy seating area includes a textured throw blanket and pillows, paired with plants that add a touch of nature.
Apartment in Chambersburg
4.99 out of 5 average rating, 222 reviews

REmix REtreat, curated and styled by REmix Design

Enjoy downtown Chambersburg in this biophilic, sustainable loft, central to local shops, restaurants, breweries, and coffee shops. The building that houses the loft was erected in the 1890s, giving the space charm unique to the era. Wander down Main St get a feel for our quaint downtown. There is a rail to trail within one block of the space for exercising and biking. Chambersburg is a thirty minute drive to Gettysburg, and less than two hours from Baltimore and Washington DC.

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Top Guest favourite
Home in Chambersburg
5 out of 5 average rating, 30 reviews

Carlton Cottage

We’re so happy to share our home with you and hope you love it as much as we do! We lovingly renovated so many areas of this home and have worked so hard to make it comfortable and welcoming! Room for multiple couples or a family with our four comfortable bedrooms, and space to spread out, indoors and out. Enjoy the spacious backyard deck and cozy fire pit! Take note of the in house welcome guide for local recommendations. We’re so glad you’re able to use and enjoy our space!

FamilyLocationCleanliness

Top Guest favourite
A white farmhouse is set against a backdrop of open green fields under a partly cloudy sky. A porch with a few chairs is visible at the front, and a small grill is placed on the lawn nearby. A clear pathway leads to the house.
Farm stay in Chambersburg
4.94 out of 5 average rating, 140 reviews

The Little White House

Relax on the farm with a peaceful view and rural atmosphere, with the convenience of being close to local attractions. Located close to I81, it’s a favorable location but private setting. Within 10-20 minutes of Chambersburg restaurants, shopping, hospital and activities. Also about a 30 minute drive to historic Gettysburg, PA! The farm is active with 2 cows and 3 (way too friendly) cats. We are a small family wanting to share out beautiful piece of land with all who visit!

LocationFamilyAir conditioning

Guest favourite
A stylish living area features a cozy sofa facing a modern coffee table. Black walls provide a dramatic backdrop to the space, complemented by golden curtains framing large windows. A sleek bookshelf and a decorative fireplace enhance the room's character, while a circular rug adds warmth.
Apartment in Chambersburg
4.93 out of 5 average rating, 156 reviews

The Study on Main Located on the Square!

Stylish apartment at this centrally-located Study on Main St! With painted exposed bricked, original hardwood floors, a full kitchen with quartz countertops, heating and AC. You will love this stylish yet comfortable space located in the heart of downtown Chambersburg, close to coffee shops, restaurants and shopping, the courthouse and our public library! *We ask that all guests sign a renters agreement and hold a $100 security deposit upon booking in case of damages*

FamilyLocationLong stay

Top Guest favourite
A cozy living area features two brown leather chairs and a matching sofa, arranged on plush carpet. A small table sits in the center, accompanied by a lamp. A wooden accent wall with decor elements adds warmth, while large windows allow natural light to fill the space.
Home in Chambersburg
5 out of 5 average rating, 23 reviews

The Big Horn

Feel at home and enjoy a peaceful and relaxing stay! This house is centrally located close to the interstate, restaurants, and shopping. Enjoy the weather on the outdoor patio, or relax and unwind in the peaceful study! Rest easy on one of 2 king beds, or a queen bed. An additional queen blow up mattress is also available. Enjoy a fully outfitted kitchen, patio table and chairs, washer and dryer, wifi, and fire tv's with Hulu and Disney+ during your stay!

FamilyLocationIndoor spaces

Top Guest favourite
The exterior of The Garden House features a classic white brick facade, complemented by a welcoming front porch. Surrounding greenery includes mature trees and landscaped grass, creating a peaceful setting. Soft lighting is positioned along the pathway leading to the entrance.
Home in Chambersburg
4.98 out of 5 average rating, 50 reviews

The Garden House - Chambersburg

The Garden House is inspired by nature and relaxation which makes a great destination spot. Every room in the house captures attention by the simplistic design. It is located beside an esthetically gorgeous greenhouse which makes a great place to shop. It is also located close to Downtown and 81 which provides local shopping, fantastic restaurants and breweries! Hope you have a wonderful stay with us!

LocationFamilyDecor

Top Guest favourite
A cozy living area is featured, showcasing a wooden entertainment unit with a television. A green armchair and a dark gray sofa are positioned for comfort. Natural light filters through the window, highlighting the light wood flooring and decorative accents.
Condo in Chambersburg
4.98 out of 5 average rating, 579 reviews

One-bedroom apartment with separate entrance.

Adorable one-bedroom apartment with separate entrance. Located 10 minutes from downtown Chambersburg. Whether its historical sight-seeing, culturally diverse restaurants, or local craft beer, there is plenty to see and do in this area. Built in 2021, this apartment is on the lower level of our custom built home. It also has a fully equipped gym. Pet friendly, No smoking, No parties.

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Popular amenities for Guilford Township holiday rentals