A group of people on a rocky outcrop overlooking a valley with fields and a distant road.

Search Holiday Rentals in Cumberland County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Our top choices for Cumberland County holiday rentals

A bedroom with a bed, a desk, and a chair.

1. 2-bedroom house - bring the pets!

2-bedroom house - bring the pets!
New Cumberland
10.0 out of 10, Exceptional, (23 reviews)
"Olivia was a great host. Our family reunion went great along with all the amenities that were shared. Would love to come back again. "
United States
Joseph
The price is £146
includes taxes & fees
7 Sept - 8 Sept
2-bedroom house - bring the pets!
A wooden deck with outdoor furniture, a barbecue grill, and a view of a green landscape.

2. Brand New! 2 BR Barndominium apt just 15 minutes from Carlisle

Brand New! 2 BR Barndominium apt just 15 minutes from Carlisle
Newville
10.0 out of 10, Exceptional, (25 reviews)
"Convenient location for our weekend activity. "
United States
Brandon T.
The price is £194
includes taxes & fees
3 Sept - 4 Sept
Brand New! 2 BR Barndominium apt just 15 minutes from Carlisle
A spacious living room with a large sectional sofa, a striped armchair, and a small side table. The room features exposed wooden beams on the ceiling and wooden cabinets in the background.

3. Castle by the creek, a fishing haven.

Castle by the creek, a fishing haven.
Newville
10.0 out of 10, Exceptional, (3 reviews)
"The property was great! Clean, well equipt and in a great location!"
United States
Jon C.
The price is £405
includes taxes & fees
3 Sept - 4 Sept
Castle by the creek, a fishing haven.
A modern kitchen with a marble countertop, wooden cabinets, and a stainless steel refrigerator.

4. Charming 2BR Near Fairgrounds and War College!

Charming 2BR Near Fairgrounds and War College!
Carlisle
10.0 out of 10, Exceptional, (17 reviews)
"Awesome property and overall wonderful experience. Will stay again."
United States
Stephanie R.
The price is £209
includes taxes & fees
3 Sept - 4 Sept
Charming 2BR Near Fairgrounds and War College!
A modern living room with a sectional sofa, a dining table with chairs, a TV, and a bed with a nightstand.

5. Charming, Cozy and Clean Cottage in Carlisle

Charming, Cozy and Clean Cottage in Carlisle
Carlisle
10.0 out of 10, Exceptional, (10 reviews)
"Super quick check in, right off a main road with ease to get wherever you need to go, will definitely use again when I come visit"
United States
Matthew T.
The price is £109
includes taxes & fees
7 Sept - 8 Sept
Charming, Cozy and Clean Cottage in Carlisle
A kitchen with white cabinets, a stainless steel microwave, a built-in oven, and a patterned backsplash.

6. Creek side cottage with awesome porch and fire pit

Creek side cottage with awesome porch and fire pit
Mechanicsburg
9.8 out of 10, Exceptional, (93 reviews)
"The cottage worked well for us for a one-night stay to visit family in Camp Hill. It was clean and spacious. The backyard was very nice and we would like to have stayed longer in order to enjoy sitting by the creek and to use the nice fire pit. We would definitely stay here again. "
United States
Barbara M.
The price is £203
includes taxes & fees
15 Sept - 16 Sept
Creek side cottage with awesome porch and fire pit
A modern living room with a flat-screen TV, a glass coffee table, a leather sofa, and a unique ceiling light fixture.

7. Near Fairgrounds, Dickinson, CPA Ballet! Private Deck!

Near Fairgrounds, Dickinson, CPA Ballet! Private Deck!
Carlisle
9.6 out of 10, Exceptional, (7 reviews)
"Location and description were perfect. Comfortable place to stay in Carlisle with great hosts. Can't recommend enough. Thanks"
United States
Andrew A.
The price is £201
includes taxes & fees
15 Sept - 16 Sept
Near Fairgrounds, Dickinson, CPA Ballet! Private Deck!
A round dining table with white plates, wine glasses, and a centerpiece of greenery.

8. Cozy & Modern Farmhouse – 3BR Sleeps 10 - Near Hershey, Harrisburg, Carlisle

Cozy & Modern Farmhouse – 3BR Sleeps 10 - Near Hershey, Harrisburg, Carlisle
Mechanicsburg
9.8 out of 10, Exceptional, (18 reviews)
"Great place to stay. We will definitely use it again in our visit next year."
United States
Kristina T.
The price is £275
includes taxes & fees
7 Sept - 8 Sept
Cozy & Modern Farmhouse – 3BR Sleeps 10 - Near Hershey, Harrisburg, Carlisle

9. Cozy 1-bedroom apartment in soothing Carlisle with AC.

Cozy 1-bedroom apartment in soothing Carlisle with AC.
Carlisle
The price is £192
includes taxes & fees
4 Sept - 5 Sept
Cozy 1-bedroom apartment in soothing Carlisle with AC.
A living room with a brown leather sofa, a wooden coffee table, and a woven rug.

10. Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions

Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions
New Cumberland
9.6 out of 10, Exceptional, (23 reviews)
"This was the perfect property for us to stay while we were in town visiting for a graduation weekend. Plenty of space for everyone, plenty of necessities in the kitchen. Cute little house on a quiet street and a quiet neighborhood, but close to everything. We would definitely stay here again."
United States
Shannon N.
The price is £277
includes taxes & fees
8 Sept - 9 Sept
Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions
A white closet with shelves holding folded towels.

11. Spacious Family Home - 3BR Sleeps 10 - Near Hershey, Harrisburg, Carlisle

Spacious Family Home - 3BR Sleeps 10 - Near Hershey, Harrisburg, Carlisle
Mechanicsburg
The price is £347
includes taxes & fees
15 Sept - 16 Sept
Spacious Family Home - 3BR Sleeps 10 - Near Hershey, Harrisburg, Carlisle
A modern courtyard with white furniture, a central seating area, and a small lawn.

12. stayAPT Suites Harrisburg-Hershey

stayAPT Suites Harrisburg-Hershey
4.0 star property
Harrisburg
8.2 out of 10, Very good, (225 reviews)
"Nothing fancy but clean and the rooms were pretty well equipped. Two rooms, nice bedroom seperate from the kitchen/living area. Looked like all new appliances. Friendly staff."
United States
Barry
The price is £106
includes taxes & fees
3 Sept - 4 Sept
stayAPT Suites Harrisburg-Hershey
An outdoor patio with a table and chairs, a grill, and a fenced area with decorative panels.

13. Windy Meadows - Cozy home in a peaceful and relaxing country setting.

Windy Meadows - Cozy home in a peaceful and relaxing country setting.
Dillsburg
10.0 out of 10, Exceptional, (31 reviews)
"Absolutely fantastic apartment, all the facilities I needed, super quick responses from the hosts - and everything was top notch. It's super quiet, friendly, had plenty of parking, and the area is so charming."
United States
Uri R.
The price is £218
includes taxes & fees
5 Sept - 6 Sept
Windy Meadows - Cozy home in a peaceful and relaxing country setting.
A spacious bedroom with a large bed, wooden flooring, and a modern ceiling light.

14. BurgBnB Riverfront

BurgBnB Riverfront
4.0 star property
Midtown
8.8 out of 10, Excellent, (9 reviews)
"Clean and comfortable! Great location. Very easy check-in. "
United States
Christina
The price is £118
includes taxes & fees
8 Sept - 9 Sept
BurgBnB Riverfront
A modern kitchen with wooden accents, a central island, and bar stools.

15. Beautiful rustic/newly renovated Home near Gettysburg, PA

Beautiful rustic/newly renovated Home near Gettysburg, PA
Orrtanna
10.0 out of 10, Exceptional, (49 reviews)
"We loved our stay. Perfect location near Gettysburg.kids loved this place."
United States
Jason B.
The price is £293
includes taxes & fees
7 Sept - 8 Sept
Beautiful rustic/newly renovated Home near Gettysburg, PA
A gated entrance with a sign reading "Gilmond Estate 570 Range End EST 2018".

16. Private Cottage on horse farm easy access Gettysburg, Hershey, York Harrisburg

Private Cottage on horse farm easy access Gettysburg, Hershey, York Harrisburg
Dillsburg
9.8 out of 10, Exceptional, (43 reviews)
"Cute and cozy cottage centrally located to Harrisburg, Gettysburg and surrounding areas. My 2 dogs enjoyed themselves as well. We would definitely stay here again if we’re in the area."
United States
Jodie F.
The price is £150
includes taxes & fees
7 Sept - 8 Sept
Private Cottage on horse farm easy access Gettysburg, Hershey, York Harrisburg
A wooden deck with a railing, surrounded by trees.

17. Secluded Orchard Cabin | Mountain Views, Wineries, & Peaceful Escape

Secluded Orchard Cabin | Mountain Views, Wineries, & Peaceful Escape
Aspers
10.0 out of 10, Exceptional, (11 reviews)
"The stay was very relaxing and the large jacuzzi tub was awesome. We would definitely stay again. "
United States
Krystal D.
The price is £252
includes taxes & fees
3 Sept - 4 Sept
Secluded Orchard Cabin | Mountain Views, Wineries, & Peaceful Escape
A hallway with a patterned rug, a wooden bench, a mirror, and a door leading to another room.

18. Spacious Group Stay Near Gettysburg | Room for All & Easy Day Trips Nearby

Spacious Group Stay Near Gettysburg | Room for All & Easy Day Trips Nearby
New Oxford
10.0 out of 10, Exceptional, (13 reviews)
"A beautiful property, well renovated and comfortable. The kitchen worked well for our needs and we enjoyed the spacious dining area."
United States
Justine F.
The price is £428
includes taxes & fees
7 Sept - 8 Sept
Spacious Group Stay Near Gettysburg | Room for All & Easy Day Trips Nearby
A two-story house with a covered porch, a chimney, and a well-maintained garden.

19. Peaceful quiet setting with large yard, creek, 3 bedrooms, AC, WiFi,

Peaceful quiet setting with large yard, creek, 3 bedrooms, AC, WiFi,
Blain
9.8 out of 10, Exceptional, (15 reviews)
"Amenities & location were excellent for our needs. "
United States
Vicki M.
The price is £174
includes taxes & fees
3 Sept - 4 Sept
Peaceful quiet setting with large yard, creek, 3 bedrooms, AC, WiFi,
A modern building with a Penn State Health banner and a sign for the Milton S Hershey Medical Center.

20. Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!

Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
Downtown Hershey
8.6 out of 10, Excellent, (66 reviews)
"All was good for our group."
United States
Jason K.
The price is £332
includes taxes & fees
13 Sept - 14 Sept
Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cumberland County Hotel Reviews

Tru By Hilton Hershey Chocolate Avenue

Tru By Hilton Hershey Chocolate Avenue

10/10 Excellent
"Great for the kids big breakfast selection"
Tristan 1-night trip
Posted 7 hours ago
Tru By Hilton Hershey Chocolate Avenue

Find out more about Cumberland County

Everything you need to know about Cumberland County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cumberland County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cumberland County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland County holiday rentals we have selected for you start as low as £82 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cumberland County rentals

At Expedia, we put the best Cumberland County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cumberland County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cumberland County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cumberland County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia