
Family-friendly holiday rentals in Cumberland County
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Top-rated family-friendly rentals in Cumberland County
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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.

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)

Hill View Home
This is a spacious downstairs apartment in a beautiful newer house in a quiet neighborhood. The apartment has private entrance and a yard. There are two bedrooms. If your party has more than two people, or if you need two separate beds, there is an additional $20 charge for the second bedroom per night. The house is located close to I-81 and highway 322 less than 10 minutes drive from the state capitol and the beautiful Susquehanna river and 25 minutes from Harrisburg International Airport.

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

Newly Remodeled Midtown Apartment
Newly renovated Boho style apartment in the heart of Midtown. This cute and comfy apartment finds itself within walking distance to all Harrisburg has to offer. Including Midtown Cinema, Front Street’s walking path with a river view, City Island ball field and recreation, PA State Museum, the Capital, the new Federal Courthouse, Midtown Market, and unique places to eat, drink, and socialize. This special place is a short drive to Hershey, Gettysburg and other tourist attractions.

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.

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.

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.

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.

Spectacular views, intimate dome
Come experience a truly one of a kind polycarbonate dome tucked away in the Appalachian mountains! Situated on the mountainside overlooking the scenic Cumberland valley. Complete privacy, stunning sunsets, and amazing amenities! The dome is climate controlled. The spacious deck is equipped with a meticulously maintained hot tub, and a blackstone griddle. This offers the unique opportunity to be immersed in nature, yet enjoy numerous amenities and comfort.

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.

Edgewater Lodge
A perfect place to get away from the stresses of life to relax and unwind . You Can have a seat on the large porch overlooking the Conodoguinet creek and enjoy watching nature , watch your kids playing and splashing in the creek , make dinner with the BBQ grill on the back patio or be just plain lazy ! There is no tv at this place , our goal is to have our guests enjoy nature and in this way be refreshed and ready to go back to work.
Popular amenities for Cumberland County family-friendly rentals
Family-friendly home rentals with a hot tub

Historic B&B all to yourself!

Relax, Create, Studio and Stay.

Dearfield Retreat / Hot tub / Game Room / Campfire

Copper Flat Cottage

Hot Tub, Fireplace, Ping Pong, State Game Lands

Mountainside Hideaway - Hot Tub - Secluded

5* Tarzan Hut

Wellness Cabin near Gettysburg w/Hot Tub and Sauna
Family- and pet-friendly home rentals

Creekside Cabin

Entire 2-Story Midtown Home - Private & Peaceful

Cozy 1 bedroom apartment with amazing view

Whole Home, Wooded Serenity, Urban Proximity

Modern 2-Bedroom Home with Courtyard

Updated Apt in Historic Building—Free Parking!

Modern, Fashionable Uptown Harrisburg home

Charming State St Studio w/ Free Parking! 1F
Family-friendly home rentals with a pool

Quaint Family Home-pet friendly

Songbird Hollow

Quaker Valley Guest House

Grand Point Crossing- Residential close to 81

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

The Mallard

Molly Pitcher Milk House

POOL & Lrg Private Yard, Gazebo, Outdoor Kit/Bath!
Destinations to explore
- Waterfront rentals Cumberland County
- Rentals with an EV charger Cumberland County
- Cabin rentals Cumberland County
- Rentals with a kayak Cumberland County
- House rentals Cumberland County
- Rentals with a patio Cumberland County
- Rentals with breakfast Cumberland County
- Bed and breakfasts Cumberland County
- Townhouse rentals Cumberland County
- Flat rentals Cumberland County
- Rentals with outdoor seating Cumberland County
- Pet-friendly rentals Cumberland County
- Fitness-friendly rentals Cumberland County
- Rentals with a firepit Cumberland County
- Rentals with a washing machine and dryer Cumberland County
- Hotel rooms Cumberland County
- Rentals with a hot tub Cumberland County
- Rentals with pools Cumberland County
- Rentals with a fireplace Cumberland County
- Private suite rentals Cumberland County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Hersheypark
- Liberty Mountain Resort
- Whitetail Resort
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Codorus State Park
- Caledonia State Park
- Cowans Gap State Park
- Hershey's Chocolate World
- Gambrill State Park
- South Mountain State Park
- Pennsylvania Farm Show Complex & Expo Center
- Spooky Nook Sports
- Lititz Springs Park
- Lancaster County Convention Center
- Central Market Art Co
- Fulton Theatre
- Poe Valley State Park
- Broad Street Market
- National Civil War Museum
- Messiah University
- Franklin & Marshall College
- Greenbrier State Park
- Catoctin Mountain Park




