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Vacation rentals in Dillsburg

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Top-rated vacation rentals in Dillsburg

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

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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, 389 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
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, 360 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
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, 308 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 two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.
Guest suite in Smithsburg
4.98 out of 5 average rating, 310 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

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, 168 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.

Superhost
A cozy room features exposed brick walls, adding character to the space. A large television is mounted above an ornate fireplace, while a small desk and a chair provide a workspace. Natural light enters through the large windows, dressed with elegant shades.
Apartment in Downtown Harrisburg
4.92 out of 5 average rating, 431 reviews

Harvest Moon Suite @ Walnut Place

Entire apartment in the heart of Downtown Harrisburg central business district. The unit overlooks capitol park. Access to a shared private courtyard. Neighboring buildings include Strawberry Square/Hilton, Gamut Theatre, Harrisburg University, Temple University PA Chamber of Business, Rachel Carson building. Very safe location. **Strictly non-smoking inside the building. A $500 fee will be applied for any violations.** Detailed parking information can be found in the photos.

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, 142 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.

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, 1,040 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 homes in Wellsville
4.97 out of 5 average rating, 752 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 😊

Top guest favourite
The exterior of a colonial era spring house showcases a natural stone base supporting a wooden structure. A spacious balcony with wooden railings extends from the second floor. Brightly colored hanging flower pots add a touch of greenery to the inviting façade.
Home in Blue Ridge Summit
4.99 out of 5 average rating, 603 reviews

Colonial Era Spring House

A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.

Top guest favourite
A spacious wooden deck is surrounded by lush greenery, featuring a cozy seating arrangement. Stone steps lead to a tidy garden area with seasonal plants and a raised stone terrace, enhancing the inviting outdoor space of the studio apartment.
Apartment in Carlisle
4.95 out of 5 average rating, 379 reviews

Quiet, Cozy, Contemporary

Tucked away behind the main road, this “Fairgrounds Flat” studio apartment is centrally located in historic Carlisle Borough. Sparkling clean, contemporary stying, and filled with amenities, you will feel you are at a home-away-from-home. Enjoy a quiet evening on the beautifully arbored deck. An easy ten minute walk will bring you to the heart of downtown where everything is at your fingertips.

Top guest favourite
The house features a classic two-story design with light-colored siding and a welcoming front porch. Multiple windows allow natural light to fill the space. The porch includes wooden seating, and the well-maintained lawn provides a pleasant green setting.
Home in Dillsburg
4.95 out of 5 average rating, 210 reviews

Modern Country Cozy House

A cozy home located near Ski Round Top, Hershey, Harrisburg , Enola , Gettysburg & Carlisle. Minutes from Yellow Breeches (fishing & kayaking). Country setting but close to malls and restaurants. Fenced in yard gives you privacy. We are willing to accept Traveling Nurses. We are very flexible and kind. We have added a Back porch, grill, picnic table, ENJOY!!’

Popular amenities for Dillsburg vacation rentals

Quick stats about vacation rentals in Dillsburg

  • Nightly prices starting at

    Dillsburg vacation rentals start at $155 CAD per night before taxes and fees

  • Verified guest reviews

    Over 160 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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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