Holiday rentals with a pool in Hershey

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Popular amenities for Hershey rentals with a pool

House rentals with a pool

Top guest favourite
Home in Manheim
4.98 out of 5 average rating, 105 reviews

92 Acre Beautiful Farmhouse with in-ground pool

JasonRating, 5 stars1 week ago
Stunning property, the house and pool were incredible. Loved the peacefulness of the property and the surrounding amenities….. it felt like home!!!
Guest favourite
Home in Campbelltown
4.93 out of 5 average rating, 45 reviews

The Stauffer House

JohnRating, 5 stars1 week ago
Beautiful home just minutes from Hersheypark. Slept 7 adults comfortably with great outdoor Pool and BBQ. Would stay in again.
Guest favourite
Home in Myerstown
4.94 out of 5 average rating, 50 reviews

Hershey Retreat | Pool, Spa, Sauna, Plunge, & Pond

KristineRating, 5 stars1 month ago
We had such a great stay at Jacob’s place. We had a great advance Mother’s day celebration with friends. Great amenities and more to come. Hoping to book again next time! 🥳👍🏻
Guest favourite
Home in Palmyra
4.97 out of 5 average rating, 33 reviews

Modern Pool-Side Paradise

MattRating, 5 stars4 days ago
Tim accomodated our group of 7 on very short notice (couple hours). He ensured the property was ready and in perfect condition for us. Beautiful backyard and pool, peaceful neighborhood, a number of restaurants and stores nearby. Would absolutely recommend this home to anyone. Only 10-15 mins away from Hershey Park and Troegs brewing.
Top guest favourite
Home in Lancaster
5 out of 5 average rating, 93 reviews

Idyllic estate, close to downtown and the Amish.

AaliyahRating, 5 stars2 weeks ago
Dana’s home was absolutely beautiful. Not only were they super accommodating, the home itself is beautiful and the history it holds is something to treasure! A very memorable stay- highly recommended for anyone in the area! My son was in awe of their farm animals!
Top guest favourite
Home in Kinzers
4.99 out of 5 average rating, 117 reviews

Country Land Guest House

BrendaRating, 5 stars3 weeks ago
My family and I spent Memorial Day weekend in this beautiful home. It was very spacious and very clean. It had every amenity you could possibly want. It had a beautiful family room area and plenty of seating for everyone. We enjoyed the outdoor fire pit. The pool was absolutely beautiful, but too cold for us to use at this time. The yard was completely fenced and very private. We really enjoyed our stay at this home. We hope to stay again soon!
Top guest favourite
Home in Dover
5 out of 5 average rating, 5 reviews

Pool, Pinchot Park, York Fairgrounds, Hershey Park

JessicaRating, 5 stars1 week ago
The house and property is absolutely stunning! HUGE. The pool was perfect. There was a hot tub and it was amazing on night 1, the next day it would not heat up but Chris was very responsive even while he himself was attending a wedding. The bedrooms were huge and clean, the bedding so comfortable. Bathrooms spotless. We didn’t even get to use the entire house because it was so large. We spent most of our time outside on the screened in deck which was also PERFECT IN EVERY WAY. I would love to stay here again. Thank you Chris for everything! We appreciate you.. we didn’t get to use the fire pit but the set up was so beautiful and the game room was an added bonus.
Top guest favourite
Home in Hershey
5 out of 5 average rating, 33 reviews

Downtown Hershey House!

KellyRating, 5 stars5 days ago
Great location and host! The house was so comfortable! 100% recommend it! Will stay there again on the next trip.

Quick stats about holiday rentals with a pool in Hershey

  • Total rentals

    80 properties

  • Nightly prices starting at

    ₹4,339 before taxes and fees

  • Total number of reviews

    380 reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    80 properties include access to wifi

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