Middletown Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
30 Oct - 31 Oct
Tomorrow
31 Oct - 1 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Holiday Rentals in Middletown

Terrace/patio
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
9.8 out of 10, Exceptional, (10)
"A very nice and cozy house with perfect facilities"
Germany
Petra D.
The price is HK$971
HK$3,028 total
includes taxes & fees
2 Nov - 3 Nov
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
Courtyard
stayAPT Suites Harrisburg-Hershey
stayAPT Suites Harrisburg-Hershey
3.5 star property
8.6 out of 10, Excellent, (151)
"Friendly staff. I would recommend this hotel."
United States
Christina
The price is HK$847
HK$940 total
includes taxes & fees
2 Nov - 3 Nov
stayAPT Suites Harrisburg-Hershey
Outdoor spa tub
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
10.0 out of 10, Exceptional, (123)
"Amazing stay! Owners very polite."
United States
Amber C.
The price is HK$1,091
HK$3,153 total
includes taxes & fees
5 Nov - 6 Nov
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
Private kitchen
BurgBnB Riverfront
BurgBnB Riverfront
4.0 star property
9.4 out of 10, Exceptional, (3)
"Great space. Perfect location close to water, restaurants and sightseeing. Easy checkin and great communication. Easy parking. Just need to be able to climb stairs. "
United States
Gina
The price is HK$1,094
HK$1,215 total
includes taxes & fees
12 Nov - 13 Nov
BurgBnB Riverfront
Indoor pool, seasonal outdoor pool
The Suites at Hershey
The Suites at Hershey
3.0 star property
9.2 out of 10, Wonderful, (272)
"The staff was very good, property was clean and the pool/game room was nice."
United States
Jessica
The Suites at Hershey
Terrace/patio
Cocoa Cottage with a Private in-Ground Pool
Cocoa Cottage with a Private in-Ground Pool
10.0 out of 10, Exceptional, (243)
"Beautiful home!"
United States
Danielle S.
Cocoa Cottage with a Private in-Ground Pool
Interior
Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
8.8 out of 10, Excellent, (52)
"Very nice and convenient to downtown Hershey. We had a great time!"
United States
Diane S.
The price is HK$1,783
HK$3,770 total
includes taxes & fees
2 Nov - 3 Nov
Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
Smart TV
Stay Near Hershey – Family-Friendly Suite for 6 with WiFi, AC and Private Entry
Stay Near Hershey – Family-Friendly Suite for 6 with WiFi, AC and Private Entry
10.0 out of 10, Exceptional, (1)
"The only two issues - had to struggle to lock the sliding door; inability to regulate the A/C - it was extremely cold. Otherwise it was wonderful - clean, cute, confortable beds, well furnished. I’d definitely stay again. I’ll just know to bring warm clothes."
United States
Julie D.
Stay Near Hershey – Family-Friendly Suite for 6 with WiFi, AC and Private Entry
Fridge, microwave, oven, stovetop
Hershey Trojan, Apt #4 2 Bedroom overlooking the Park
Hershey Trojan, Apt #4 2 Bedroom overlooking the Park
9.6 out of 10, Exceptional, (82)
"Perfect location and perfect size for what we needed. "
United States
Jessica S.
The price is HK$629
HK$1,295 total
includes taxes & fees
3 Nov - 4 Nov
Hershey Trojan, Apt #4 2 Bedroom overlooking the Park
Exterior detail
Welcome to The Pearl: Your Perfect Family Getaway! Minutes from Attractions.
Welcome to The Pearl: Your Perfect Family Getaway! Minutes from Attractions.
2.0 star property
10.0 out of 10, Exceptional, (10)
"The house was fantastic. Clean, comfortable beds, the pool table and video arcade games were a hit with the family, close to everything and we enjoyed the fun bowl of Hershey chocolate treats upon arrival. The host was super communicative and responded immediately. Would definitely recommend and love to stay again! Thank you for sharing your home with us!"
United States
Rebecca W.
The price is HK$2,323
HK$4,670 total
includes taxes & fees
17 Nov - 18 Nov
Welcome to The Pearl: Your Perfect Family Getaway! Minutes from Attractions.
Smart TV, books
Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to Hershey!
Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to Hershey!
9.6 out of 10, Exceptional, (89)
"We had a wonderful stay! Our kids can't wait to go back. "
United States
Megan P.
The price is HK$971
HK$1,672 total
includes taxes & fees
1 Dec - 2 Dec
Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to Hershey!
Exterior
5-bedroom vacation home 12 minutes from Hersheypark
5-bedroom vacation home 12 minutes from Hersheypark
10.0 out of 10, Exceptional, (21)
"The host was a fabulous communicator, and obviously wanted our stay to be everything we were hoping it to be. It was! The accommodations were perfect for our 9 family members 2 dogs. Kitchen items that were thoughtfully provided included coffee pods, coffee mate, spices, in addition to the plentiful dishes and flatware. "
United States
Pam B.
The price is HK$2,254
HK$5,292 total
includes taxes & fees
17 Nov - 18 Nov
5-bedroom vacation home 12 minutes from Hersheypark
Property grounds
Fun, Family-friendly Home With A 20x40 Pool 12 Minutes From Hershey Attractions
Fun, Family-friendly Home With A 20x40 Pool 12 Minutes From Hershey Attractions
10.0 out of 10, Exceptional, (256)
"Nice comfy.homeyLoved the pool"
United States
Crystal S.
Fun, Family-friendly Home With A 20x40 Pool 12 Minutes From Hershey Attractions
Outdoor dining
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre
2.0 star property
10.0 out of 10, Exceptional, (23)
"Clean and close to everything we needed. Would definitely stay there again. "
United States
Tracey L S.
The price is HK$490
HK$1,010 total
includes taxes & fees
2 Nov - 3 Nov
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre
Exterior
Log cabin nestled beside Chiques Creek in historic Lancaster County
Log cabin nestled beside Chiques Creek in historic Lancaster County
9.4 out of 10, Exceptional, (122)
"We loved our stay in this log cabin. The setting was beautiful, and the spacious cabin was furnished nicely, including with kitchenware. I had a number of questions before arrival, and the host's responses were quick and helpful. We wish we could have stayed longer!"
United States
Ruth
Log cabin nestled beside Chiques Creek in historic Lancaster County
Outdoor dining
Get Hershey Park Happy at Penbrook Alley!
Get Hershey Park Happy at Penbrook Alley!
2.0 star property
10.0 out of 10, Exceptional, (3)
"Great property with an ideal location to get around Harrisburg and Hershey. "
United States
Anonymous traveller
The price is HK$1,748
HK$2,701 total
includes taxes & fees
1 Dec - 2 Dec
Get Hershey Park Happy at Penbrook Alley!
Fridge, microwave, oven, stovetop
Destination Hershey
Destination Hershey
9.2 out of 10, Wonderful, (18)
"The house is quaint and lovely. It is decorated very nicely. It's on a busy street very close to a few restaurants. The kitchen is beautiful and well stocked. There were spider webs inside the home which clearly had been around for a while.The tv stand was very dusty. House was very cold when sun went down because you're instructed to not adjust thermostat. My one safety concern were the rugs which moved while walking on them. As far as communication, I had to request check-in instructions....
United States
Sheila
The price is HK$1,982
HK$3,466 total
includes taxes & fees
3 Nov - 4 Nov
Destination Hershey
Fridge, microwave, oven, stovetop
Cozy family home, close to all things Hershey and Central Pennsylvania...
Cozy family home, close to all things Hershey and Central Pennsylvania...
9.6 out of 10, Exceptional, (160)
"We had a great stay here. The house was clean and roomy - perfect for a large family or multiple families traveling together. Easy 10 minute drive from Hersheypark. We'd definitely stay here again! "
United States
Monique C.
The price is HK$2,091
HK$4,565 total
includes taxes & fees
9 Nov - 10 Nov
Cozy family home, close to all things Hershey and Central Pennsylvania...
Exterior detail
Near York expo center. It’s half a mile walk to the Carlisle ave entrance.
Near York expo center. It’s half a mile walk to the Carlisle ave entrance.
10.0 out of 10, Exceptional, (4)
"Nice place. Short distance to the York State Fair. "
United States
MICHELLE M.
Near York expo center. It’s half a mile walk to the Carlisle ave entrance.
Terrace/patio
Luxury River Front Cottage With Hot Tub & Spectacular Views
Luxury River Front Cottage With Hot Tub & Spectacular Views
10.0 out of 10, Exceptional, (57)
"Wonderful house. Great views. Great for entertaining guests. Owner was always available for questions."
United States
Anonymous traveller
Luxury River Front Cottage With Hot Tub & Spectacular Views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

Country Inn & Suites by Radisson, Harrisburg - Hershey West, PA

Country Inn & Suites by Radisson, Harrisburg - Hershey West, PA

10/10 Excellent
"Country Inn and Suites is my favorite hotel chain. the rooms are clean; staff are friendly and its close to my destination"
Ruth 2-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Harrisburg - Hershey West, PA

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

  • View our selection of featured holiday rentals in Middletown
  • Use the map to find apartments and other holiday homes in the Middletown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

Look no further and take a look at our great range of rental properties in Middletown!

Frequently asked questions

Can I find a holiday rental in Middletown?

Yes, there are holiday rentals in Middletown close to Middletown & Hummelstown Railroad, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Middletown has a good selection of restaurants. Make sure you have time to check out the shopping and bars during your trip.

What are some of the best holiday rentals that Middletown has to offer?

Working Horse Ranch With Indoor Pool!!: This holiday home rental outside of Middletown is located in a rural location, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a patio and a selection of games.

How many holiday rentals are there in Middletown?

With 9 Expedia holiday rentals, you're guaranteed to find just the right place for your Middletown stay.

What’s there to see and do in Middletown?

Explore the area and family-friendly sights such as Hersheypark, or get out into nature at a spot like Susquehanna River. Other places in town to visit include The Vineyard and Brewery at Hershey and Middletown & Hummelstown Railroad.

What’s a holiday rental in Middletown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middletown. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.