
Holiday houses in Dillsburg
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Dillsburg
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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.

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

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.

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)

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.

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.

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.

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.

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.

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
Other great holiday rentals in Dillsburg

Newly Renovated Cozy Retreat (PRIVATE ENTRANCE)

The Quaint Apartment

The Sunset Suite - Queen Bed, Private Bath

Market Street Manor - Victorian Getaway + Hot Tub

The Stone Home: Master Suite

Historical | Free Coffee | Convenient | River View

Robin’s Creekside Retreat

No Xtra fee w/Roku TV # 2
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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Hersheypark
- Cunningham Falls State Park
- Caves Valley Golf Club
- Liberty Mountain Resort
- Cowans Gap State Park
- Caledonia State Park
- Codorus State Park
- Hershey's Chocolate World
- The Links at Gettysburg
- Gifford Pinchot State Park
- South Mountain State Park
- Pine Grove Furnace State Park
- Roundtop Mountain Resort
- Lancaster Country Club
- Brookmere Winery & Vineyard Inn
- SpringGate Vineyard
- Cullari Vineyards & Winery Tasting Room
- Adventure Sports In Hershey
- Catoctin Breeze Vineyard
- Black Ankle Vineyards
- Mount Hope Estate & Winery
- Adams County Winery
- Linganore Winecellars
- Fiore Winery & Distillery