
Family-friendly holiday rentals in Hershey
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Top-rated family-friendly rentals in Hershey
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Hershey family-friendly rentals
Family-friendly home rentals with a hot tub

Enjoy the hottub & fire after exploring Lancaster!
We have stayed at this place before and have always received phenomenal service. There was only one small issue during our stay, and Mike got it resolved immediately. He was very communicative, the place was beautiful, and it was spacious for our larger group of 10. Highly recommend and would stay again!

Relaxing, nature lovers getaway
Always nice to have a peaceful, private and spacious setting like this. I believe this our 3rd stay. This quiet location makes it possible for a great sleep which ensures you will be in great shape to enjoy your days! Thanks Kara!

Safe Harbor Cottage
Kevin’s place was absolutely perfect! The setting was extremely peaceful and his place was a real gem!! So nicely furnished and the hot tub a bonus. He was very accommodating and communicated very well. This stay was for my wife’s birthday and she absolutely loved it. I will definitely stay here again. I highly recommend it!!!!

Pine wood retreat
Our stay at John’s home was extremely comfortable and met all of our needs. We came to town for Sight and Sound. The location couldn’t have been better. Close to the theatre and other fun local spots to explore. The home was very clean, well furnished, and had all of the amenities of home. Our kids enjoyed the yard and having some space to play. A wonderful place for two families to meet and enjoy a few days together.
Family- and pet-friendly home rentals

The Hideaway
Beautifully decorated house with all amenities close to everything that's fun to do in the city of Lancaster.

Modern Unique (Entire House)
My family and I stayed at Todd’s for a visit to Dutch Wonderland. It was fantastic. The house is unique and beautiful. Great movies, games, coffee table books. My kids loved playing in the basement. My husband loved playing great tunes on the record player. It was too cold for us to spend time outside, but in warmer weather the back yard would be amazing. Todd was very communicative and made us feel extremely welcome. Highly recommend!

Riverside Loft - 1BR upstairs loft w/ local ducks
This place was clean and she answered all my questions. I would book this place again.

Cozy Appalachian Trail Cottage
My family enjoyed our stay at the cabin in the woods. Great place to relax while visiting family in the area. Quaint with adorable rustic and historic touches. We enjoyed a cozy fire in the fireplace and the kids got a kick out of the antique toys in the loft. Appreciated the detailed directions as well as binder of information. We will look for Mike's cabins again next time we are visiting!

Paradise Amish Cottage. 3 Bed Private 1 level
This is the second time we've visited and Louita was as hospitable as ever. The whole process was easy and everything exactly as described.

Pearl's Place
Great location, very walkable! Comfortable beds, hot shower, all around exactly what we were looking for!

Carriage House at Amish country
Beautiful property to walk around take in the scenery and relax. The fenced animals on the property were a added bonus. The accommodations were neat and tidy. Juana was quick to respond to tell us were the extra towels are stored when we could not find them. This is our 2nd stay there and will return again for sure.

Conewago Cabin #3 (No Cleaning Fee!)
Chris's place had everything we needed from the washer/dryer to cooking supplies in a compact space. The outdoor areas gave us many options for spots to hangout. I was with my wife and our 12 and 7 year old and the beds in the loft worked out just fine. This is a (well equipped) cabin so be prepared for the occasional insect. The place had some whimsical devour and the cat tissue holder was hilarious. For the price, you can't beat staying at Cabin #3. It is 38min from Hershey Park. Also be sure to check out the weightlifting hall of fame which is only 10mins away. My son loved it.
Family-friendly home rentals with a pool

92 Acre Beautiful Farmhouse with in-ground pool
Our 2 families had a great stay. Nice weekend getaway, close to our boys’ basketball tournament. Lots of room for 8 of us and if felt like home!

The Wright Retreat
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 !

Frush Farm - Gorgeous Apt, Beautiful Farm, Animals
Beautiful sustainable farm! Our kids loved interacting with the animals and picking and eating the fresh fruits and vegetables from their varied farm. Nancy and Richard were wonderful hosts and gave a wealth of farming knowledge and experience. We definitely got a lot more than we anticipated! We all had a lovely stay and hope to visit again!

Sun Valley Ranch(er) Plus w/ Pool
We had a wonderful stay at Kim’s place. The house was clean and comfortable. There was lots of room to gather, and the kids enjoyed themselves so much. We really appreciate that there were games and age-appropriate toys for our little ones. The house was so peaceful and the neighborhood so quiet, we slept really well. So well, in fact, that it was hard to get out of bed in the mornings, even though we had fun things planned for each day. The house is within 20 minutes of shopping and entertainment; that was a huge plus. Kim was a responsive and gracious host. We felt right at home. I would recommend her place to anyone who’s looking for some peace and quiet but wants to be within easy reach of retail and entertainment spots. We would love to stay here again the next time we visit the area, especially if we’re going to Sight & Sound. It was such a quick and easy trip to the theater.

Private Country Home Pool Tennis Lancaster Hershey
We live staying here. This was our second time. We were little early but Robert accomodated us and everything was as we remembered from the last time. Kids love the pool. Super quiet relaxing place to be.

Country Land Guest House
This was our second year staying at Rachel's place for our annual girls trip! The house is so beautiful and immaculate. Scenery out of the back of the house is so peaceful and breathtaking sunsets. Pool area is so relaxing but the water was too cold for us to go swimming this time of year. We did take advantage of lounging by the pool and it was so nice! Rachel provides everything you need to enjoy the pool area. Rachel communicates well and is so accommodating with everything. We absolutely loved staying at Rachel's house again this year. It's close to all the attractions. Thank you again Rachel for another great year!
Quick stats about holiday rentals that are family-friendly in Hershey
Total rentals
140 properties
Nightly prices starting at
£38 before taxes and fees
Total number of reviews
4.8K reviews
Rentals with a pool
80 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Wifi availability
130 properties include access to wifi
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- Hersheypark
- Knoebels Amusement Resort
- Dutch Wonderland
- Roundtop Mountain Resort
- The Links at Gettysburg
- Codorus State Park
- Hershey's Chocolate World
- French Creek State Park
- Cullari Vineyards & Winery Tasting Room
- Pine Grove Furnace State Park
- SpringGate Vineyard
- Gifford Pinchot State Park
- Lancaster Country Club
- Adventure Sports In Hershey