Vacation rentals in Cumberland County

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Top-rated vacation rentals in Cumberland County

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Top guest favorite

A spacious deck is surrounded by lush greenery, featuring a circular table with two chairs. Colorful flowers are integrated into the railing and planters, creating a serene outdoor space. The cottage exterior, with a textured facade, is partially visible in the background.

Cottage in Dillsburg

4.95 out of 5 average rating, 265 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)

Guest favorite

The bathroom features a clean and simple design with a pedestal sink and a full-length mirror. Natural light enters through a window, partially covered by blinds. A striped bath mat lies on the floor, complementing the light-colored walls and shower curtain.

Home in Carlisle

4.9 out of 5 average rating, 159 reviews

College Street Retreat!

Enjoy your stay at the College Street Retreat! This property is just a few short blocks from Dickinson College and close to historic downtown Carlisle restaurants, shopping and more! Visit one of the car shows at Carlisle Fairgrounds, or tour the Army Heritage Center. A short drive to historic Gettysburg, the worlds sweetest place, Hershey, and the capital of Harrisburg! The College Street Retreat offers all the amenities of home, and ideal location to spend a couple nights close to it all!

Top guest favorite

Place to stay in Shippensburg

5 out of 5 average rating, 375 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 a large stone house is showcased alongside a spacious parking area. A gray sky looms overhead, and rain streaks are visible on the pavement. The driveway leads up to the entrance, framed by neatly trimmed bushes and trees.

Apartment in Dillsburg

4.96 out of 5 average rating, 155 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 favorite

An open living area is depicted, featuring a grey sectional sofa and a queen bed positioned in the background. A round white dining table with four chairs sits in the foreground. Natural light filters in through multiple windows, creating a bright and airy ambiance.

Home in Carlisle

4.98 out of 5 average rating, 122 reviews

Cute Carlisle Cottage-studio home

Welcome to the Carlisle Cottage. Small, cute & clean. 1 Q bed & addtl. Q air bed avx upon request. Sleeps 2 adults & up to 2 children. Centrally located to shops, restaurants, US Army War College, Dickinson College, Keystone Aquatics & Fairgrounds but not walkable to these locations. Easy I81 on/off access. Minutes to the PA Turnpike. Smoking not allowed indoors but ok on the porch. Receptacle provided. Outdoor cameras for security. Host lives on property in house next door.

Top guest favorite

A bright bedroom features a cozy bed with floral bedding, complemented by a round rug on the wood-like floor. Sunlight filters through the two windows, illuminating the space. A door leads to a private deck, while a lamp provides additional lighting beside the bed.

Guesthouse in Boiling Springs

4.94 out of 5 average rating, 122 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 favorite

The bathroom features a compact design with a round mirror above a sleek sink, complemented by a wooden shelf with decorative plants. A shower curtain is partially visible, and a small window allows natural light to enter the space. The flooring displays a classic black-and-white pattern.

Apartment in Carlisle

4.92 out of 5 average rating, 347 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 favorite

The exterior of the home showcases a welcoming entrance with a red door and decorative accents. Autumn leaves cover the ground, while a paved walkway leads to the entrance. Large windows provide natural light, and a railing borders a small patio area.

Guest suite in Carlisle

4.97 out of 5 average rating, 973 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 favorite

A wooden fence displays a sign that reads 'Deputy Farms 415 EST. 2021.' The sign features a floral design along the bottom, set against a backdrop of lush green grass and trees, indicating the welcoming entrance to the property.

Camper/RV in Mechanicsburg

4.95 out of 5 average rating, 198 reviews

The Roost at Deputy Farms

Enjoy the sounds of nature when you stay in this unique place. Our 1964 vintage Airstream Globetrotter is a nostalgic nod to simpler times. Beautifully decorated and featuring a romantic ambiance, spacious couch, and a luxurious queen bed. Looking for something a little bigger for 3 or more people? Check out our converted barn-turned-apartment listing located on the same property! It is super unique but perfect for families or larger groups!

Guest favorite

A compact kitchenette showcases a speckled granite countertop with a sink and modern faucet. A coffee maker is placed beside a rotating holder filled with coffee pods. Decorative containers labeled 'SUGAR' and a soap dispenser are also visible.

Apartment in Carlisle

4.94 out of 5 average rating, 337 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 favorite

A welcoming sign for 'Dream On Farm' is prominently displayed at the entrance, featuring images of horses. Surrounding the sign, vibrant yellow daffodils bloom, and a gravel driveway leads into the lush green landscape, framed by trees in the background.

Guesthouse in Aspers

4.92 out of 5 average rating, 396 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.

Top guest favorite

Home in Carlisle

5 out of 5 average rating, 136 reviews

Marvelous Miss Mary's

Miss Mary's is a little piece of sunshine with all the modern comforts in a nearly 140 year old home. She's just outside of the downtown and walkable to everything, including the Fairgrounds & The Carlisle Army War College. Enjoy being just steps away from the many breweries, restaurants and shops! And Dickinson College is just across town...

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Popular amenities for Cumberland County vacation rentals

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Other great vacation rentals in Cumberland County

Guest favorite

A light blue bathroom features a shower area with a glass door, complemented by a pink countertop with a circular sink. Soft towels hang on a wooden rack, while natural light filters through sheer curtains, creating a serene atmosphere. Simple cabinetry provides storage space.

Home in Shippensburg

4.83 out of 5 average rating, 90 reviews

The Wrens Nest

NicholasRating, 5 stars1 week ago

Great place super cozy nice owners!

Guest favorite

An above-ground pool surrounded by a grassy area, with a wooden deck featuring seating and a sun umbrella. Lush greenery and trees create a natural backdrop, offering a serene outdoor setting for relaxation.

Home in Newville

4.93 out of 5 average rating, 46 reviews

Songbird Hollow

Pierrette Rating, 5 stars1 day ago

Me and my family had amazing time here charity was kind and very responsive. She had everything. Literally, I went to the Walmart to get things she already had in the house. She literally made all of us fell at home with all her kind recommendations about the bakery and other places, she even has a book that's a guide that tells you all the things you can do. It's a great place to bring your small children. There are toys and accommodations for them as well. There was bottles of water which is very kind because not all Airbnb host thinks that way the kitchen was super clean the style of decorative plates warned my Virgo little heart. I would give this 10 out of 10 you even have farm animals in the backyard of the neighbors. (: thank you so much charity. Make sure when you book with her you write your experience in the guest book in the corner table.

Top guest favorite

A comfortable leather loveseat with reclining features is positioned near a window, offering natural light. Soft pillows are arranged on the seat, complemented by a nearby lamp casting a warm glow. Light-colored curtains frame the window, enhancing the cozy atmosphere.

Guest suite in Mechanicsburg

5 out of 5 average rating, 8 reviews

Mountain View Studio Apartment

KoItonRating, 5 stars2 weeks ago

I thought at first the photos were maybe doing the place a little more justice, but honestly was a fantastic and cozy little place and looked just as good in person. Very accommodating to my needs as we were there for a car show and needed somewhere to park my trailer and they were willing to help out with that. Place was very clean, tidy, and good selection of amenities so if you forgot to pack everything, you were covered. Pretty private and quiet area with a great Mountain veiw. As listed in the ad, you may hear the garage door or the races, but neither really bothered us at all

Top guest favorite

The charming creek-front home is set against a backdrop of tall trees, reflecting in the clear water. A spacious deck and landscaped yard are visible, providing a serene outdoor space. The house features a modern exterior with large windows, allowing for natural light.

Cottage in Boiling Springs

5 out of 5 average rating, 33 reviews

Creekfront Nature Retreat, Kayaks•Firepit•Wildlife

FayeRating, 5 stars1 week ago

Our stay here was extremely wonderful, the home was clean and comfortable. It had everything we could possibly need down to fishing rods. ( you should add a tackle box so that guest can add to it before they leave.) The host was very responsive and accommodating, she suggested ideas and activities during our stay. We have to come back to Carlie Pa a few more times and hope to have this place again.

Apartment in Mount Holly Springs

4.83 out of 5 average rating, 70 reviews

The Angler's Nest

PatrickRating, 5 stars10 months ago

He was super friendly and respectful and the place was awesome for the price! If im in the area again I’ll absolutely book it again!

Top guest favorite

Apartment in Carlisle

4.98 out of 5 average rating, 50 reviews

Spacious Carlisle apartment in quiet rural setting

MaureenRating, 5 stars1 week ago

What a delightful experience. We were there for a college reunion so were not in the residence very much. But it was perfect. I did not expect the food that was provided but it was much appreciated. I cannot say enough about everything.

Superhost

The studio features a cozy seating area with a black couch and a round table set for two. Natural light filters through multiple windows adorned with shutters, enhancing the spacious layout that includes a king-size bed and decorative wall patterns.

Guest suite in Mechanicsburg

5 out of 5 average rating, 8 reviews

Super Studio

KamiRating, 5 stars12 months ago

Joe and Maria were so kind and friendly! When the fan stopped working in the room, they took care of it right away! They checked in with us frequently to ensure our stay was going well. Our stay was awesome! I highly recommend staying at Joe and Maria’s property!

Top guest favorite

A narrow hallway leads to a bathroom featuring light wood accents and a modern shower enclosed with white tile. A small sink with a wooden vanity is visible, along with decorative towels hanging on hooks. The floor is covered with a dark rug adding contrast to the lighter tones.

Farm stay in Chambersburg

5 out of 5 average rating, 21 reviews

Eco Cottage at Montside Orchard - No Cleaning Fees

LynRating, 5 stars1 week ago

Great visit in the Chambersburg area. Stayed two nights. Charming place with a lot of conveniences kindly offered by the host in the kitchen. Modern bathroom and shower. Loved the skylights!

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Vacation rentals in Cumberland County

Top-rated vacation rentals in Cumberland County

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Popular amenities for Cumberland County vacation rentals

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