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Holiday rentals in Dillsburg

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Top-rated holiday rentals in Dillsburg

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Cottage in Dillsburg

4.88 out of 5 average rating, 304 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.

8–15 Jan

$173 SGD per night

Guest favourite

Cottage in Dillsburg

4.95 out of 5 average rating, 176 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)

4–11 Nov

$184 SGD per night

Guest favourite

Flat in Dillsburg

4.95 out of 5 average rating, 132 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.

31 Mar – 7 Apr

$129 SGD per night

Guest favourite

Cabin in New Oxford

4.9 out of 5 average rating, 606 reviews

Conewago Cabin - Near Gettysburg!

Rustic, cozy one-room apartment down a long lane on the Conewago river. The apartment is attached to the house but has its own entrance without going through the main house. Private bathroom and shower included. PLEASE NOTE: There are several steps in the cabin going down into the kitchen, up into the living room, and down into the bedroom nook. The floor of the bathroom is not completely even. This cabin may not be suitable for senior citizens or those who have problems with mobility.

10–17 Mar

$94 SGD per night

Guest favourite

Flat in Mechanicsburg

4.95 out of 5 average rating, 109 reviews

Peaceful 2 BR apartment-Centrally located

Centrally located in a peaceful neighborhood of Mechanicsburg this suite is packed with character. It is close in proximity to all that Central Pennsylvania has to offer such as local shopping and restaurants, easy access to Routes 15, 76, 81 and 83, Messiah U, Hershey Park, Ski Roundtop, Appalachian Trail, Local Car Shows, Harrisburg, Carlisle, Gettysburg, Lancaster and more. We do our best to provide all the comfort of home in order to make your stay as pleasant as possible!

11–18 Oct

$199 SGD per night

Guest favourite

Home in Mechanicsburg

4.97 out of 5 average rating, 109 reviews

Historic B&B all to yourself!

Your family will love having this historic B&B all to yourselves! Originally built to be a tavern in 1790, this 230+ year old building now features all the modern amenities families enjoy. We provide breakfast foods and other treats for you while giving you 100% privacy to make you feel right at home. In the mornings you can use fresh eggs from our chickens to make family breakfasts in a kitchen that has everything you could ask for. In the evening, enjoy a drink in the hot tub!

22–29 Mar

$487 SGD per night

Guest favourite

Flat in Carlisle

4.93 out of 5 average rating, 225 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.

18–25 Nov

$135 SGD per night

Guest favourite

Guest house in Carlisle

4.98 out of 5 average rating, 202 reviews

"The Carriage House"

This quaint 1,500 square feet carriage house is on the back of a property that is home to a 19th century Victorian know as "Glass Gable". In 2000 Walt and Diana Brown purchased this property and began restoration and remodeling. The woodwork and other accommodations throughout have all been carefully selected to provide the atmosphere of an European Chalet. The Carriage House is within walking distance to downtown Carlisle and its many historic attractions.

4–11 Nov

$203 SGD per night

Guest favourite

Guest suite in Carlisle

4.97 out of 5 average rating, 804 reviews

Pup Friendly Private Space with fenced yard

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 newly 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.

5–12 Jan

$93 SGD per night

Guest favourite

Barn in Mechanicsburg

4.97 out of 5 average rating, 207 reviews

Farm Escape at Deputy Farms

Reconnect with nature at this unforgettable escape. Come join us on our new farmette, 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. Enjoy your stay in our barn, where the first floor has been made into a 2 bedroom place where you can enjoy the peaceful outdoors . Stroll our flower gardens in season as well as apple trees.

6–13 Dec

$177 SGD per night

Guest favourite

Tiny home in Wellsville

4.97 out of 5 average rating, 604 reviews

Cutest 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 😊

15–22 Jan

$206 SGD per night

Guest favourite

Guest house in Aspers (Mail)

4.92 out of 5 average rating, 350 reviews

Cottage on our horse farm

"Dream on Farm" has a cottage that is cozy, airy and very spacious. It is very comfortable for 2 and can accommodate 6. Full kitchen, living area and bathroom. Bring your horses and/or dogs. 25 min. from Gettysburg, 5 min. from local golfing. 1 acre fenced in for monitored dog run area. Great internet and smart TV. No cleaning or dog Fees so we ask you to be considerate. Thank you.

12–19 Oct

$197 SGD per night

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Popular amenities for Dillsburg holiday rentals

Free parking on premises

Air conditioning

Other great holiday rentals in Dillsburg

Guest favourite

Guest suite in Mechanicsburg

4.91 out of 5 average rating, 342 reviews

Private: Near Messiah/Harrisburg/Hershey/Carlisle

27 Oct – 3 Nov

$193 SGD per night

Guest favourite

Cottage in Carlisle

4.99 out of 5 average rating, 105 reviews

Bonnybrook Cottage on the Letort Spring Run

3–10 Jul

$267 SGD per night

Guest favourite

Townhouse in Carlisle

4.96 out of 5 average rating, 230 reviews

Downtown Charmer

10–17 Oct

$144 SGD per night

Flat in Dillsburg

4.94 out of 5 average rating, 16 reviews

Quiet, Cozy Apartment with Easy Access to Rt. 15

9–16 May

$140 SGD per night

Home in Dillsburg

4.84 out of 5 average rating, 55 reviews

Single family home all to yourself-Dillsburg

22–29 Oct

$119 SGD per night

Guest favourite

Guest house in Boiling Springs

4.97 out of 5 average rating, 75 reviews

Cozy Farmhouse Cottage

14–21 Aug

$118 SGD per night

Guest favourite

Guest suite in Dillsburg

4.93 out of 5 average rating, 15 reviews

Private 1 Bedroom living with fireplace

20–27 Mar

$162 SGD per night

Guest favourite

Guest house in York Springs

4.95 out of 5 average rating, 37 reviews

Pondtown Mill Bridge

15–22 Oct

$134 SGD per night

Destinations to explore