House holiday rentals in Cumberland County

Find and book unique houses on Airbnb

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Popular amenities for Cumberland County house rentals

House rentals with a pool

Top Guest favourite
Home in Mechanicsburg
5 out of 5 average rating, 25 reviews

Pool, Hot Tub, Ski Roundtop, Hershey Park.

JenessaRating, 5 stars1 month ago
This was truly an incredible place away from home and I feel so lucky to have found it. Every amenity was available, from coffee, teas; to toiletries, hairdryers, curling irons; to kitchen appliances and bbq’ing and pool amenities; to board games, etc. as well. The entire stay went as smooth as possible from start to finish and the host was accessible and responsive within minutes of reaching out and was beyond accommodating and gracious. This property is beautiful and well cared for, but the outdoor space was simply unmatched. The pool, hot tub, and outdoor shower was the most precious way to spend a day relaxing or unwinding after hectic days. Incredible is an understatement. This place is close enough to shopping but far away enough you feel a million miles away (in a good way). The sound of the pool water and birds chirping with a cup of coffee in the morning will be etched in my memory ❤️ You will not regret staying here, guaranteed. Thank you Chris and family ❤️
Home in Mechanicsburg
4.88 out of 5 average rating, 8 reviews

The Wright Retreat

AndréaRating, 5 stars10 months ago
Michael was a great host and excellent communicator. He was able to help us out when our trip was in jeopardy of falling apart. The space is huge and very unique. The location is amazing !
Guest favourite
Home in Newville
4.93 out of 5 average rating, 43 reviews

Songbird Hollow

LoriRating, 5 stars2 weeks ago
We were in the area for a FORD car show in Carlisle and the location was great. Very peaceful. Be sure to check out the King's Bakery there nearby.
Guest favourite
Home in Mechanicsburg
5 out of 5 average rating, 9 reviews

The Old House 4Bed/3Bath (Whole House)

SheilaRating, 5 stars1 month ago
wonderful stay, excellent host abd very interesting unique property. it was a joy to meet Dylan and he is 100 percent committed to ensuring his guests have a great experience. lots of extra touches, beautiful gardens, lovingly curated decor, great snacks, coffee, toiletries and very comfortable beds. i would highly recommend Dylan as a host
Home in Enola
4.6 out of 5 average rating, 15 reviews

Grove Retreat - Prime Spot,Pool,Deck,Pond,Firepit

SherriRating, 5 stars4 months ago
This is our second stay in this house. When we are in the area we will continue to stay here. Cindy is great to work with. She is quick to respond and takes care of things quickly as well. We experienced a snow/ice storm while there and Ralph came out to pretreat the deck, stairs and walkway for our safety.
Guest favourite
Home in Shippensburg
4.96 out of 5 average rating, 28 reviews

Molly Pitcher Milk House

CarringtonRating, 5 stars2 weeks ago
This was our second stay at the Molly Pitcher Milk House! It was just as beautiful as last year. Amanda was very helpful and responsive. Check in was easy. The house is amazing, spacious and cozy. The pool and backyard amenities were great and enjoyable. We’d definitely stay again!
Guest favourite
Home in Mechanicsburg
4.88 out of 5 average rating, 81 reviews

POOL & Lrg Private Yard, Gazebo, Outdoor Kit/Bath!

FredericRating, 5 stars3 weeks ago
Brooks’ place proved to be perfect for a party of 11, including 4 boys aged 7-12. The interior was spotless and perfectly functional. The back yard (including the pool) was simply outstanding. Brooks himself was a terrific host whose messages were always helpful and considerate. Mechanicsburg itself is close to Gettysburg and some beautiful parks. No hesitation at all recommending this outstanding house and model host.
Home in Boiling Springs
4.65 out of 5 average rating, 40 reviews

*Private Pool* at The Olde Family Fishing Lodge

CameronRating, 5 stars4 weeks ago
Bill and Tia (manager) did a great job explaining and being responsive. The house had a lot of different rooms and options. The pool wasn't open yet but was still worth the price and time.

Weekly house rentals

Guest favourite
Home in Mechanicsburg
5 out of 5 average rating, 25 reviews

Cozy renovated 1829 Farmhouse

MartelleRating, 5 stars3 months ago
We had a wonderful stay at Jennifer's home! Jennifer was extremely responsive during the whole process. The house is historic and the property is beautiful. It was very cozy for a winter visit, and extremely accessible to Roundtop mountain for a day or two of skiing. The master bedroom and bathroom are beautifully redone. Our family of 7 (3 adults, 4 kids) and 2 dogs fit comfortably in the house. We hope to make the trip again soon. Thanks for a great stay!
Top Guest favourite
Home in Harrisburg
4.97 out of 5 average rating, 77 reviews

Charming Newly-Renovated Harrisburg Home

RhiannonRating, 5 stars2 weeks ago
Steven’s place was the best! It was so beautiful; pictures don’t do it justice. Honestly wish we could’ve stayed longer just to enjoy the space. I would definitely go back just to stay there and further explore that area. Steven was a great host and so attentive. He always messaged us back with anything we needed from questions to local recommendations. Stay here! Steven’s place is a gem.
Top Guest favourite
Home in Camp Hill
5 out of 5 average rating, 30 reviews

Cozy 2 bedroom home, w/driveway & fenced yard

JamesRating, 5 stars6 days ago
We are frequent visitors to the Susquehanna Valley to visit family, and we’ve already inquired about future stays. Clean and comfortable, access to a major road but very private and quiet, and Jennifer is a very communicative host. Looking forward to making this our home base for future stays!
Guest favourite
Home in Wormleysburg
4.92 out of 5 average rating, 71 reviews

Cheerful stylish home on the Susquehanna River

JuanitaRating, 5 stars1 month ago
Jeffery’s place was awesome! It is a classic home that has been updated and modern. It is beautifully furnished and impeccably clean. My husband, son & daughter stayed for a wedding. It was a nice stay and close to everything we needed! Parking was spacious for 2 cars.
Top Guest favourite
Home in Carlisle
5 out of 5 average rating, 20 reviews

Walkers paradise

MichaelRating, 5 stars1 month ago
Connie was one of the best hosts I have had the pleasure of staying with. her home was great, even better than picture s, very clean and well stocked. look forward to staying here again. thanks so much.
Guest favourite
Home in Dillsburg
5 out of 5 average rating, 9 reviews

Windy Meadows

JohnRating, 5 stars6 months ago
Every day we were at this place, we said how grateful we were it was available. The apartment is very private. The homeowners had company and people came and went, but there was no noise on our end of the building. A+ The kitchen had more than we could use (including a waffle maker). T-Fal pots and pans. Plenty of teas, coffees, and snacks. Bathroom was very, very clean. Shower was standard, but plenty of water pressure. Toilet had a round seat. Bedroom was great and comfortable with ceiling fan above the soft queen bed. Instructions were clear and easy to follow. A place we are looking forward to returning to again in the future, if possible. So relaxing and restful. We can’t wait to try the patio with fire pit and grill. Each day we saw more and more deer, birds, and other wildlife - but hardly any people. It ticks the boxes for private, quiet, and very, very clean.
Guest favourite
Home in Shermans Dale
4.93 out of 5 average rating, 15 reviews

VincentVille

ShaunRating, 5 stars2 weeks ago
Nice little house. Great front porch to relax on. Enjoyed the fire pit area. Very nice 15 minute ride to Carlisle.
Guest favourite
Home in Mechanicsburg
4.91 out of 5 average rating, 22 reviews

New Cabin Creek Front Kayaks Fire Pit Modern Loft

MaraRating, 5 stars1 day ago
Had a bridal shower in the area that was far from home , so we stayed the night before. Check in was so easy, place was clean and felt like home . There was a lot of ants but bugs are to be expected when you are in the woods . Didn’t get to use the kayaks since we didn’t have much time , but made sure to use the fire pit and played board games that were provided! If I ever need to stay the night in the area again I would for sure book with Rhysand again ! Thank you for having us ! 😊

Private house rentals

Superhost
Home in New Cumberland
4.78 out of 5 average rating, 36 reviews

Old Charm Getaway

AnnaRating, 5 stars2 weeks ago
Christopher's place exceeded my expectations. Great value, close to supermarkets. He was very responsive to questions I had and the rules were on point and self explanatory. I will definitely rent again from Christopher
Guest favourite
Home in Mechanicsburg
4.98 out of 5 average rating, 66 reviews

Cozy Getaway Lodge & Retreat

AlecRating, 5 stars3 weeks ago
This house was nice and clean inside, and great for a group of guests. The basement and deck were fun places to hangout!
Guest favourite
Home in New Cumberland
5 out of 5 average rating, 19 reviews

Hershey Park Happy Place !

DianaRating, 5 stars3 weeks ago
Hosts were very responsive, home was spacious, beds were comfortable, and very comfortable for family of 8. House was thoughtfully stocked. Home was within walking distance of two grocery stores.
Superhost
Home in Shippensburg
5 out of 5 average rating, 5 reviews

Rolling Hills Symphony

BrendaRating, 5 stars1 week ago
Had a great experience here. Everything was clean and comfortable. Enjoyed the sunroom with the great views. Nice and quiet. Also went next door and got some homemade rootbeer and some vine ripe tomatoes. Would book again.
Superhost
Home in Harrisburg
4.75 out of 5 average rating, 20 reviews

Charming 2BR near farm show

LaurenRating, 5 stars3 weeks ago
Happy with this stay, everything was as described and it worked well for a few quick nights in town.
Superhost
Home in Dillsburg
5 out of 5 average rating, 3 reviews

House with Hot Tub, Pickle Theme

DougRating, 5 stars2 weeks ago
Shane was great at communicating with us and the home was spotless. Highly recommend!
Guest favourite
Home in Lewisberry
4.93 out of 5 average rating, 15 reviews

Creek house close to Hershey and beyond!

GuiselleRating, 5 stars8 months ago
This listing was the perfect place for our romantic and peaceful getaway ! The place is spacious yet cozy and nestled within nature. Our host, Jillian, was kind and always responsive to any questions we had along the way. If you stay here you will be delighted with the home’s soothing atmosphere. We would definitely stay here again !! :)
Superhost
Home in Harrisburg
4.77 out of 5 average rating, 13 reviews

River Cottage-Farm Show 7 min-Downtown-Parking

GiannaRating, 5 stars2 weeks ago
Great AirBnb! Very clean and everyone was very impressed by the house and the area!

Destinations to explore