Vacation rentals in Littlestown

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Top-rated vacation rentals in Littlestown

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Guest favorite

An aerial view captures a serene landscape featuring a red barn, a charming house, and a pond. Lush green fields and trees surround the property, creating a tranquil retreat. A winding path leads through the area, emphasizing the open space and natural beauty of the surroundings.

Guesthouse in Westminster

4.87 out of 5 average rating, 346 reviews

The Pig Shed Writer’s Retreat at Barter Lady Farm

Newly renovated with all new bathroom! The Pig Shed is an idyllic setting, close to Gettysburg and McDaniel College. Dogs under 50lbs welcome for Additional Fee, see House Manual for rules/fees for dogs. A unique retreat, fantastic for exploring local sites and nature watching. The studio features a queen sized bed, a full size futon, 3/4 bath, microwave, air fryer, hot plate, gas grill, incredible views and lots of quiet, access to a pond, hiking trails, a fire pit, and can visit the chickens.

Top guest favorite

A shaded seating area features a round table surrounded by four chairs beneath a large tree. Nearby, a picnic table provides additional seating, with an open grassy space visible in the background. A barn and fenced area are partially seen in the distance.

Home in Gettysburg

4.93 out of 5 average rating, 484 reviews

A "Suite" Place to Crash

NO CLEANING FEE. LG/SM FAMILIES, SCOUTS, REUNIONS, YTH GRPS. 1st bedrm-queen. 2nd bedrm-4 single beds and crib. If grp is larger, there are 4 queen hotel-quality sofabeds in the lg room, 1 rollaway and 1 mattress. Room on the floor for kids who bring their own sleeping bags. 2 bathrms/showers. Kitchen-340 sf attached to the suite seating 16+. You may also tent outside. 50 inch Smart TV. 2nd TV for DVD’s. Ping pong and fooseball inside. Strict $8/person/night over 5 people. NO DRUNKEN PARTIES!!

Guest favorite

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, 216 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 favorite

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, 275 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 favorite

The charming A-frame structure is surrounded by lush greenery, blending seamlessly with the wooded environment. Large windows provide a view into the inviting interior, while a stone pathway leads to the entrance, accentuated by decorative elements and natural landscaping.

Place to stay in Shippensburg

5 out of 5 average rating, 396 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 favorite

The exterior of the guesthouse is showcased, featuring a deck with outdoor seating and an umbrella. Tall windows allow for natural light, complementing the green siding. Lush landscaping surrounds the house, creating a natural, inviting setting.

Guesthouse in Smithsburg

4.97 out of 5 average rating, 769 reviews

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's Guesthouse is the perfect get-away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Top guest favorite

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

4.97 out of 5 average rating, 529 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!

Guest favorite

The bedroom features a spacious bed dressed in white linens, complemented by decorative pillows. A large mirror reflects the room, and a rustic dresser adds character. Natural light enters through a window adorned with dark curtains, creating a cozy and serene atmosphere.

Apartment in New Oxford

4.91 out of 5 average rating, 499 reviews

Private Apartment Minutes from Gettysburg!

Come see the beautiful town of New Oxford! This apartment is just two blocks from the town circle and the best coffee and bakery in PA! This private 1 bedroom apartment can sleep up to 4 guests - which includes 1 king bed, and can add another king bed or two twin beds in the living room. The apartment also includes 1 bathroom with a shower/bath, washer and dryer, a full kitchen and a living room with 55" TV, wifi, and more.

Top guest favorite

The exterior of a brick building is shown, featuring a prominent sign for Gates & Gates, Trial Attorneys. The entrance is highlighted by green shutters and an awning. Flower planters adorn the front, and clear signage marks the office location on a well-maintained path.

Guest suite in Hanover

4.99 out of 5 average rating, 120 reviews

In Town Suite above law office

A private suite located above the host's law offices, near the center of Hanover, Pennsylvania. Hanover straddles Adams and York Counties in south central Pennsylvania. Gettysburg is an easy 20 minute drive west of town. Baltimore and Frederick, Maryland are only an hour south. Carlisle and Harrisburg are approximately 45 minutes north; York is 40 minutes east and Lancaster approximately 1:20 minutes east.

Guest favorite

A spacious living area showcases high wooden beams and large windows allowing natural light. A cozy sofa is arranged with decorative cushions, while books line the walls. A dining table is positioned to one side, with a variety of plants adding a touch of greenery.

Farm stay in Taneytown

4.91 out of 5 average rating, 226 reviews

The Red Barn

The Red Barn is located in a very rural setting about 10 miles from Gettysburg. The Red Barn is approximately 1/2 mile off the main road and within a stone's throw of the Mason Dixon Line. If you are looking for a quiet space with not super internet this is the place. Plenty of books to read, miniature donkeys to watch playing with their border collie pal and on a clear night - see some awesome stars!

Guest favorite

The entryway features a welcoming design with light-colored walls and a textured area rug. Two swivel chairs are positioned around a small table, illuminated by natural light from the adjacent windows. A vibrant blue door serves as a striking focal point, complemented by decorative elements like a wall art piece.

Apartment in New Oxford

4.93 out of 5 average rating, 15 reviews

Cozy Loft • Walk to Downtown & Near Gettysburg

Located in an area famous for its antique shops and beautiful circle square, this charming loft is a perfect spot for collectors, history enthusiasts, and those looking for a unique small-town experience. The studio features a well-equipped kitchenette, a cozy living area, a full bathroom, and in-unit laundry—everything you need for a comfortable stay in New Oxford, 15 minutes from Gettysburg

Top guest favorite

Farm stay in Gettysburg

5 out of 5 average rating, 66 reviews

CozyFarmApt | Pickleball | Fire Pit | Corn hole

Nestled in the heart of a peaceful, picturesque farm setting, the Farm Apartment at the Gettysburg Farmstead offers a cozy, tranquil retreat perfect for couples and solo travelers seeking a serene getaway. With its warm, inviting atmosphere and beautiful surroundings, it’s an ideal place to recharge and explore the wonders of nature and history.