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Holiday houses in Dillsburg

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Top-rated holiday rentals in Dillsburg

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Top Guest favourite
The entrance features a set of double black doors framed by wooden paneling, inviting guests inside. Lanterns are positioned on either side, and seasonal wreaths adorn the doors, contributing to a warm welcome. The surrounding walls showcase a rustic white barn aesthetic.
Barn in Mechanicsburg
4.98 out of 5 average rating, 382 reviews

Farm Escape at Deputy Farms

Luxury 2 bedroom apartment in the renovated lower level of a barn. Reconnect with nature at this peaceful,unforgettable escape. Our farmette is nestled away in beautiful countryside, plenty of mountains, with creeks for fishing less than 1 mile away. The famous Appalachian trail entrance is about 1.5 miles away. Stroll our cut flower gardens ( in season) and beautiful property grounds with unparalleled views. Our desire is for folks to unwind, rest, restore, and rediscover the beauty of nature.

Top Guest favourite
A spacious living area features a large, sectional sofa and a comfortable armchair positioned near a decorative fireplace. A soft area rug lies beneath, and a television is situated to the side. Natural light fills the room through a window adorned with light curtains.
Guest suite in New Cumberland
4.96 out of 5 average rating, 129 reviews

LR Fireplace, King Bed, Private Entrance, Wi-Fi

Discover this charming 2-bedroom gem centrally-located to Hershey, Lancaster and Gettysburg, PA. This newly remodeled house features a cozy atmosphere that will make guests feel right at home. 15 min to Pinchot. 15 min to Harrisburg and City Island. 20 min to Roundtop Ski Resort. 20 min to Fort Hunter and Wildwood Park. 25 min to Hershey Park. 45 min to Lancaster and Gettysburg. Smart TV, Wifi, laundry, fridge, stove, toaster oven, microwave, outdoor gas grill, Keurig & assorted coffee pods.

Top Guest favourite
The living room features a brick fireplace framed by a wooden mantel, adorned with seasonal decor. Two checkered armchairs sit beside a green ottoman, and a patterned area rug cushions the floor. Natural light filters through the window, illuminating the inviting space.
Cottage in Dillsburg
4.89 out of 5 average rating, 356 reviews

Private Cottage on Horse Farm with covered porch

Now using UV technology to clean which uses extra time to sanitize and ventilate see new check in/out. Lovely cottage enjoy amazing sunsets from the back porch with first floor eat in kitchen- full refrigerator, microwave, stove, coffee bar and grill. The living room features a comfy sofa and chair for reading with queen sofa bed and tv, 1st floor full bath walk in shower. 2nd floor has a lofted ceiling with a queen bed, vanity, tv, desk and chair. Lockbox entry. Pets allowed - extra fee.

Top Guest favourite
An open floor plan is displayed with a full kitchen visible in the background. A cozy living area features a brown leather loveseat and a recliner. In the spacious sleeping area, a large bed is situated next to a dresser, with windows allowing natural light to brighten the room.
Guest suite in Mechanicsburg
5 out of 5 average rating, 29 reviews

Mountain View Studio Apartment

Cozy studio with mountain views in a quiet rural setting ideal for couples, small families, or businesses traveler seeking a cost effective, clean, and comfortable stay. Conveniently located 1 mile from William's Grove Speedway & Yellow Breeches Creek, Appalachian Trail (5 min), Mechanicsburg (10 min), Carlisle (15 min), Camp Hill (15 min), Harrisburg (20 min), Hershey (40 min), Gettysburg (40 min), and much more in the Harrisburg area. Monroe Township Certificate of Use Permit 2025-26 STR

Top Guest favourite
A serene bedroom features a black metal bed frame adorned with crisp white bedding. A bedside table holds a modern lamp and a small plant, while a decorative pillow adds a touch of color. The background showcases a textured wall with subtle, dotted patterns.
Home in Mechanicsburg
5 out of 5 average rating, 112 reviews

The Emerald Dragonfly- Kid Friendly, Sleeps 8

Conveniently located 1 mile from Messiah University, 25 minutes from the town of Hershey, and 15 minutes from Ski Roundtop Resort and the city of Harrisburg, The Emerald Dragonfly is a family-friendly, modern, spacious getaway that is home away from home. Enjoy this beautiful 4 bedroom, 2.5 bath townhome that is suited to meet your needs. Local hosts that can provide recommendations, enjoy all Central PA has to offer with the Emerald Dragonfly. Additional unit next door for larger parties.

Top Guest favourite
The living area features a comfortable black leather sofa, accompanied by a cozy reading lamp and a coffee table. A large window allows natural light to illuminate the space, revealing views of colorful autumn foliage outside. A dining table is visible, set for meals.
Cottage in Dillsburg
4.96 out of 5 average rating, 300 reviews

Country Cottage by the Redwoods.

This quaint country cottage is nestled in the Redwoods on our Dillsburg property away from the hustle and bustle of a busy life. Relaxing, quiet, not visible from the road but close to: ~ Round Top Mountain Resort ~Paulus Mt Airy Orchards ~Yellow Breeches Creek ~Messiah University. (all within 3 miles) We are central to Gettysburg and Hershey (30 miles), Harrisburg,Carlisle, Boiling Springs, Allen Berry Play house, the Appalachian Trail, and LeTort Spring Run! (all within15 miles)

Top Guest favourite
The exterior of a spacious house is visible, featuring a stone façade and a large garage. A well-maintained yard includes colorful flowering bushes and green grass, with a concrete walkway leading to the front entrance. Window details highlight the welcoming atmosphere.
Guest suite in Harrisburg
4.89 out of 5 average rating, 593 reviews

Hill View Home

This is a spacious downstairs apartment in a beautiful newer house in a quiet neighborhood. The apartment has private entrance and a yard. There are two bedrooms. If your party has more than two people, or if you need two separate beds, there is an additional $20 charge for the second bedroom per night. The house is located close to I-81 and highway 322 less than 10 minutes drive from the state capitol and the beautiful Susquehanna river and 25 minutes from Harrisburg International Airport.

Top Guest favourite
A spacious, grassy area is framed by trees with autumn-colored leaves. In the background, a large residential home is visible, surrounded by natural greenery under a bright blue sky with scattered clouds.
Apartment in Dillsburg
4.96 out of 5 average rating, 166 reviews

Lovely 2BR apt between Hershey, Gettysburg

This in-law apartment is connected to the host's home, but with private entrance, and has everything you need to feel at home away from home. Beautiful quiet country setting but only 5 miles from turnpike and other major routes, as well as grocery stores, gas stations, restaurants and shopping. Midway between Gettysburg, Hershey, Harrisburg & Lancaster Amish country . Near Ski Roundtop, Messiah College, Naval Depot. Sightings of turkeys, deer and more in the back yard are not unusual.

Top Guest favourite
The bright living area features a comfortable gray sofa and a cozy accent chair, complemented by a vintage rug. A small dining table is visible, and a staircase leads to a lofted sleeping area. Natural light streams through the windows, highlighting the warm wooden accents.
Guesthouse in Boiling Springs
4.95 out of 5 average rating, 140 reviews

Cozy Farmhouse Cottage

This cottage was once the washhouse for the adjoining 1790's farmhouse and has been recently renovated into a cozy retreat, overlooking the quiet fields and rolling mountains of Boiling Springs. The queen bed in the loft and double bed in the back room offers flexibility for a quick getaway or long-term stays. Head to the private deck for a meal and view of the sunset in the evening. Carlisle is just up the road and Harrisburg is only a 25-minute drive. Come and be refreshed.

Guest favourite
A bedroom showcases a wooden bed frame with a patterned white bedspread, accompanied by decorative pillows. Soft lighting is provided by wall sconces on either side. A sleek plant and small bedside table add a touch of greenery, while a natural area rug complements the wooden floor.
Apartment in Carlisle
4.91 out of 5 average rating, 376 reviews

Historic Home in Downtown Carlisle - Free Parking!

Enjoy this 2 bedroom historic home in Downtown Carlisle, PA. This home is recently renovated, has free on street parking, and is within walking distance to downtown Carlisle. This rental is located UP a flight of steep steps! This rental is a townhouse, there are neighbors on both sides and below! This space is IN TOWN, please expect to hear the noises associated with living in town. Please do not book if you are not used to townhouse, in town, noise level! Space is SMALL.

Top Guest favourite
A spacious bed with white bedding is positioned against a pale green wall. A framed artwork featuring a butterfly collection is displayed nearby. A wooden nightstand holds a lamp and essentials, complementing the serene atmosphere of the room.
Guest suite in Carlisle
4.97 out of 5 average rating, 1,026 reviews

Pup Friendly Private Space

Welcome, I am Debbie a busy Mama/Grandma with a bunch of millennial children (plus five grandchildren and 5 granddogs). I am excited to be able to offer my beautifully designed space close to Dickinson, the War College, Carlisle Fairgrounds, Appalachian Trail, Harrisburg and Gettysburg. You have your own off-street parking, private entrance and a large bedroom/sitting room with full private bathroom and a microwave/ mini-refrigerator for your convenience.

Top Guest favourite
A stylish tiny home is nestled in a scenic environment, featuring a wooden deck and a seating area. The exterior combines white siding with wood accents, and large windows provide ample natural light. A parasol offers shade over the outdoor dining space.
Tiny home in Wellsville
4.97 out of 5 average rating, 745 reviews

Tiny Home Getaway w/kayaks next to lake

Perched on an outcrop overlooking the Conewago mountains, this sweet tiny home for 2 offers a stylish, relaxing getaway where you can slow down for a few days with your favorite human. Cozy up on the hammock with a good book, spend the day on the lake with our two complimentary kayaks, roast marshmallows over the fire, sip wine to a spectacle of fireflies, settle into rocking chairs for some stargazing, and wake up happy 😊

Popular amenities for Dillsburg holiday rentals

Quick stats about holiday rentals in Dillsburg

  • Nightly prices starting at

    Dillsburg holiday rentals start at $192 NZD per night before taxes and fees

  • Verified guest reviews

    Over 160 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Dillsburg rentals

  • 4.9 Average rating

    Dillsburg stays are highly rated by guests—averaging 4.9 out of 5!

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