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Compare 242 Vacation Homes in Middletown with updated reviews, rates, and availability.

Working Horse Ranch With Indoor Pool!!
Front of house, coming up the driveway
Working Horse Ranch With Indoor Pool!!
9.6 out of 10, Exceptional, (221)
"We loved the horses and how big the house was. Would love to stay again. "
Working Horse Ranch With Indoor Pool!!
Beautiful open and spacious ranch home in country setting
Exterior
Beautiful open and spacious ranch home in country setting
10.0 out of 10, Exceptional, (92)
"Thanks Jonathan for letting me and my family enjoy your home it was beautiful inside and out i recomend staying here for your next vacation only 30 minutes to outlets,hersey park,and restaurants great place i will vacationing here from now and on when in town to hershey park ...thanks again "
Beautiful open and spacious ranch home in country setting
HARRISBURG HERSHEY PARK GIANT CENTER FARM SHOW PETS WELCOME GATED YARD SAFE FUN
Vacation perfect!
HARRISBURG HERSHEY PARK GIANT CENTER FARM SHOW PETS WELCOME GATED YARD SAFE FUN
10.0 out of 10, Exceptional, (99)
"This is a highly recommended stay. The residence is exceptionally clean and tastefully decorated, ranking among the finest I've encountered. Its proximity to Hershey Park, Chocolate World, shopping, and dining options is exceedingly convenient. We would welcome the opportunity to return. The basement is particularly noteworthy, providing a cozy and homey atmosphere for my family and me. The hosts have invested considerable effort into creating a warm and inviting environment."
HARRISBURG HERSHEY PARK GIANT CENTER FARM SHOW PETS WELCOME GATED YARD SAFE FUN
Newly Renovated, Vintage Inspired, Large 4 BR Home
Newly Renovated, Vintage Inspired, Large 4 BR Home
10.0 out of 10, Exceptional, (21)
"We enjoyed our stay for the few days we were there for a wedding. Lots of room for a big group and very convenient. "
The price is SAR 748
SAR 1,442 total
includes taxes & fees
10 Nov - 11 Nov
Newly Renovated, Vintage Inspired, Large 4 BR Home
conveniently located home is perfect for families and friends.
Salt water pool
conveniently located home is perfect for families and friends.
10.0 out of 10, Exceptional, (2)
"The house was very spacious, had a great game room basement, and clean. We had an amazing time creating a memorable experience."
conveniently located home is perfect for families and friends.
Cozy, 4 bedroom, 2 1/2 bath, Hot tub/Swim spa, 10 minutes to Hershey attractions
Your outdoor patio with lots of seating and a pretty view.
Cozy, 4 bedroom, 2 1/2 bath, Hot tub/Swim spa, 10 minutes to Hershey attractions
10.0 out of 10, Exceptional, (61)
"The house was very clean and nice when we arrived and very spacious. Plenty of room for us all and was very close to local restaurants in Palmyra plus all the local sites and attractions. Owner was great to work with! Highly recommended! "
Cozy, 4 bedroom, 2 1/2 bath, Hot tub/Swim spa, 10 minutes to Hershey attractions
Idyllic Susquehanna River Escape: Pets Welcome!
Wrightsville Vacation Rental | 4BR | 3BA | 1,680 Sq Ft | Stairs Required
Idyllic Susquehanna River Escape: Pets Welcome!
9.4 out of 10, Exceptional, (6)
"Visited Lancaster and Gettysburg and found many interesting things to see and do. Our "house" was wonderful and we would stay again. "
Idyllic Susquehanna River Escape: Pets Welcome!
3 Levels w/ Gameroom, Firepit, Grill Near Hershey Walkable To Restaurants & Bars
Dining
3 Levels w/ Gameroom, Firepit, Grill Near Hershey Walkable To Restaurants & Bars
9.4 out of 10, Exceptional, (10)
"We loved the house and the adorable town. It was on a main street - which is also a minor highway. So there was a lot of road noise that made sleeping with littles a bit difficult. But nothing a white noise machine didn't solve! "
3 Levels w/ Gameroom, Firepit, Grill Near Hershey Walkable To Restaurants & Bars
Harrisburg Home w/ Deck: 12 Mi to Hersheypark
Harrisburg Vacation Rental | 3BR | 2BA | 1,216 Sq Ft | 2 Exterior Steps Required
Harrisburg Home w/ Deck: 12 Mi to Hersheypark
9.6 out of 10, Exceptional, (37)
"We enjoyed our stay. I do wish it would have had a fenced in yard for the dogs. Other than that it was a clean, comfortable and easy stay. "
Harrisburg Home w/ Deck: 12 Mi to Hersheypark
Hershey Family Home in Chocolate town🍫
Living area
Hershey Family Home in Chocolate town🍫
8.8 out of 10, Excellent, (28)
"House was perfect for our family of six adults. We did have a small issue upon arrival but it was quickly responded too and our weekend was very fun. "
The price is SAR 995
SAR 1,493 total
includes taxes & fees
14 Nov - 15 Nov
Hershey Family Home in Chocolate town🍫
Hershey happiness less than 5 miles to the park!
Private kitchen
Hershey happiness less than 5 miles to the park!
9.8 out of 10, Exceptional, (50)
"This is the second time we have enjoyed staying at this house. It is quite comfortable, clean, and well-equipped. The host is very kind and has always provided quick responses to booking and house entering and exiting information. We also really enjoyed Happy Hour and dinner at Rising Sun Bar & Kitchen which is a very short walk from the house. "
The price is SAR 733
SAR 1,231 total
includes taxes & fees
14 Nov - 15 Nov
Hershey happiness less than 5 miles to the park!
Cozy space. Pet Friendly w/ yard. Near Harrisburg
Welcome to your home away from home!
Cozy space. Pet Friendly w/ yard. Near Harrisburg
9.6 out of 10, Exceptional, (78)
"This is a cute property on Rtes. 11-15 near Duncannon, PA. We first came here as a place to recuperate from an operation which worked out quite well. We liked it so much, we came back two more times. Our daughter from Philadelphia joined us on all visits. We will be back."
The price is SAR 412
SAR 900 total
includes taxes & fees
12 Nov - 13 Nov
Cozy space. Pet Friendly w/ yard. Near Harrisburg
Creek Side Home-Fly Fishing, Nature Walks
Property grounds
Creek Side Home-Fly Fishing, Nature Walks
9.8 out of 10, Exceptional, (193)
"Stayed for a few days visiting family. Enjoyed the views and bubbling creek. Lovely bottle of wine upon arrival was a special treat. Great yard for our dogs. Easy communication with Mike before and during our stay. "
Creek Side Home-Fly Fishing, Nature Walks
Wowza! Hot Tub, Theater Room + Stock Tank Pool 15 Minutes To Hershey Attractions
Outdoor spa tub
Wowza! Hot Tub, Theater Room + Stock Tank Pool 15 Minutes To Hershey Attractions
10.0 out of 10, Exceptional, (60)
"We booked the Funky Dutchman for our daughter’s birthday trip to Hershey Park. The home was beautifully decorated and had fall decor throughout. We couldn’t stop talking about how much we loved the home. The owners have thought about every detail and supplied everything you would need during your stay. The girls had so much fun with all the games, movie room and hot tub. We couldn’t have booked a better place to stay! We have already discussed coming back for future trips to Hershey. The town of...
Wowza! Hot Tub, Theater Room + Stock Tank Pool 15 Minutes To Hershey Attractions
Hot Tub & Firepit Unique Retreat 25 Mins To Hershey
Fully-Fenced Yard w/ Firepit, Hot Tub, Stock Tank Pool, Grill & Picnic Table
Hot Tub & Firepit Unique Retreat 25 Mins To Hershey
10.0 out of 10, Exceptional, (82)
"The house was perfect with lots of nice touches! Clean and comfortable. Kyle was a great host - very helpful and accommodating! "
Hot Tub & Firepit Unique Retreat 25 Mins To Hershey
Historic Ironmaster Mansion, located in the heart of Lancaster County, PA
Mount Pleasant
Historic Ironmaster Mansion, located in the heart of Lancaster County, PA
10.0 out of 10, Exceptional, (73)
"My adult children and Husband stayed here for a celebration of my 50th birthday and a wedding in the area. We had fun seeing all the antiques the house holds as well as all the beautiful furniture and nice rooms. The bathrooms are spacious but require a close nit group as the master bathroom is a walkthrough with two doors. The TV room and kitchen are comfy. The beds are too! The living and dining rooms are elegant and the grounds pretty! Our host was great and his scones are really good!...
Historic Ironmaster Mansion, located in the heart of Lancaster County, PA
Hershey's Hideaway: A Tranquil Retreat on the Hill
Exterior
Hershey's Hideaway: A Tranquil Retreat on the Hill
10.0 out of 10, Exceptional, (12)
"This property was was perfect for our 2 families to stay at while in town for a soccer tournament The owner responded quickly to messages, the house was super clean and cozy, perfect game room for teens, provided everything you could need(coffee, detergent, firewood,linens, etc.) We will definitely stay here again! "
Hershey's Hideaway: A Tranquil Retreat on the Hill
3 Miles to Hersheypark - Crickie's Corner
Living area
3 Miles to Hersheypark - Crickie's Corner
9.6 out of 10, Exceptional, (51)
"Nice location, quiet little town, short drive to Hershey Park, walking distance to food/shopping"
The price is SAR 845
SAR 1,659 total
includes taxes & fees
12 Nov - 13 Nov
3 Miles to Hersheypark - Crickie's Corner
Charming Riverfront Cottage with stunning views of the Susquehanna River
A view of our boat dock and kayakers enjoying the river. Taken from our deck.
Charming Riverfront Cottage with stunning views of the Susquehanna River
10.0 out of 10, Exceptional, (327)
"It was a great place to stay, we loved the location and the house. We will definitely stay there again."
Charming Riverfront Cottage with stunning views of the Susquehanna River
The Stauffer House
Pool
The Stauffer House
10.0 out of 10, Exceptional, (21)
"The property was stunning and a perfect home base for our family during my daughter’s wedding weekend."
The Stauffer House
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.
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Other property types in Middletown

Glamping at its best! 6 miles to Hershey park
Exterior
Glamping at its best! 6 miles to Hershey park
Glamping at its best! 6 miles to Hershey park
The Suites at Hershey
Pool
The Suites at Hershey
3.0 star property
9.2 out of 10, Wonderful, (229)
"I didn't like that you heard the roadway traffic. Otherwise the staff was polite and informative. The suite was clean. "
The Suites at Hershey
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV!
Exterior
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV!
10.0 out of 10, Exceptional, (95)
"The Shoe House was the perfect stay for our anniversary. This is a historical gem you don’t want to miss! So much history and nostalgia exists within the property, it is on amazing grounds, and the hot tub is piping hot! Perfect for relaxing on a crisp fall night! Plus, how cool is it that you get to say you stayed in a shoe!!! The owners/host were super responsive, no issues with access, and the shoe had all of the amenities we needed and more! Super comfy bed. Thanks for recognizing first...
The price is SAR 575
SAR 1,535 total
includes taxes & fees
14 Nov - 15 Nov
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV!
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.