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Middletown Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Middletown holiday rentals

Interior

1. 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
Middletown
10.0 out of 10, Exceptional, (21 reviews)
"We had 2 families stay together for a sporting event. The house was clean and very cozy. "
United States
Jennifer B.
The price is HK$1,353
HK$4,080 total
includes taxes & fees
2 Sept - 3 Sept
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
Room

2. The Goldfinch I Luxe Stay for 2 w/ Hot Tub

The Goldfinch I Luxe Stay for 2 w/ Hot Tub
Elizabethtown
10.0 out of 10, Exceptional, (55 reviews)
"The property was just as listed. My husband loved the hot tub. The privacy of the courtyard was very nice. "
United States
Buffie Elaine W.
The Goldfinch I Luxe Stay for 2 w/ Hot Tub
Room

3. The Cardinal I 2 BR Apartment, Sleeps 4

The Cardinal I 2 BR Apartment, Sleeps 4
Elizabethtown
10.0 out of 10, Exceptional, (40 reviews)
"Great location within a few miles from Hershey. Found great local restaurants too! Very clean and great beds!"
United States
Kelley S.
The price is HK$784
HK$1,982 total
includes taxes & fees
1 Sept - 2 Sept
The Cardinal I 2 BR Apartment, Sleeps 4
Terrace/patio

4. stayAPT Suites Harrisburg-Hershey

stayAPT Suites Harrisburg-Hershey
4.0 star property
Harrisburg
8.2 out of 10, Very good, (225 reviews)
"Nothing fancy but clean and the rooms were pretty well equipped. Two rooms, nice bedroom seperate from the kitchen/living area. Looked like all new appliances. Friendly staff."
United States
Barry
The price is HK$894
HK$992 total
includes taxes & fees
7 Sept - 8 Sept
stayAPT Suites Harrisburg-Hershey
Lobby

5. Queen Bed|Accessible|Nsmk

Queen Bed|Accessible|Nsmk
New Cumberland, PA
10.0 out of 10, Exceptional, (30 reviews)
"Cozy rooms that provided everything I was looking for."
United States
Anonymous traveller
The price is HK$595
HK$731 total
includes taxes & fees
30 Aug - 31 Aug
Queen Bed|Accessible|Nsmk
Living area

6. 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
Downtown Hershey
9.4 out of 10, Exceptional, (46 reviews)
"Place was nice and clean, and super close to downtown. A little hard to find to check in, but zero complaints on our end! Comfy furniture, quiet area, perfect stay!"
United States
Derek
The price is HK$463
HK$984 total
includes taxes & fees
31 Aug - 1 Sept
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre
Exterior

7. ❤️ Perfect for traveling nurses! - Wifi, AC, 4-6 minute commute to Hershey Med

❤️ Perfect for traveling nurses! - Wifi, AC, 4-6 minute commute to Hershey Med
Hummelstown
10.0 out of 10, Exceptional, (51 reviews)
"This was a perfect place to stay in a fantastic location. The home was exceptionally clean, comfortable, and thoughtfully prepared. Small touches like the Hershey’s chocolates and toiletries were truly appreciated. Everything exceeded expectations, and I would absolutely recommend this property!"
United States
Jess K.
The price is HK$1,403
HK$2,431 total
includes taxes & fees
30 Aug - 31 Aug
❤️ Perfect for traveling nurses! - Wifi, AC, 4-6 minute commute to Hershey Med
Room

8. 2-bedroom house - bring the pets!

2-bedroom house - bring the pets!
New Cumberland
10.0 out of 10, Exceptional, (22 reviews)
"Olivia was a great host. Our family reunion went great along with all the amenities that were shared. Would love to come back again. "
United States
Joseph
The price is HK$753
HK$1,549 total
includes taxes & fees
1 Sept - 2 Sept
2-bedroom house - bring the pets!
Private kitchen

9. Penn Stater, Apt #7

Penn Stater, Apt #7
Downtown Hershey
9.4 out of 10, Exceptional, (135 reviews)
"Excellent location. Would stay again."
United States
Daniel
The price is HK$541
HK$1,115 total
includes taxes & fees
10 Sept - 11 Sept
Penn Stater, Apt #7
Living area

10. Chic, Modern One Bedroom Suite

Chic, Modern One Bedroom Suite
Hershey
8.0 out of 10, Very good, (2 reviews)
"Our stay was great. We wish there was a TV in the bed room but other than that we were very pleased."
United States
Holly M.
The price is HK$431
HK$862 total
includes taxes & fees
31 Aug - 1 Sept
Chic, Modern One Bedroom Suite
Exterior

11. Inviting comfort with natural light all day brings the beach feel inland!

Inviting comfort with natural light all day brings the beach feel inland!
Hummelstown
9.8 out of 10, Exceptional, (8 reviews)
"The property is fantastic! It's in a great location and the inside is clean and accommodating. During the evening, the area becomes quiet which is nice as I woke up well rested each morning I was there."
United States
Gordon C.
The price is HK$1,560
HK$2,630 total
includes taxes & fees
30 Aug - 31 Aug
Inviting comfort with natural light all day brings the beach feel inland!
Living area

12. BurgBnB Downtown

BurgBnB Downtown
3.0 star property
Downtown Harrisburg
9.8 out of 10, Exceptional, (7 reviews)
"Very Satisfied with my stay. Clean, safe and convenient. Will definitely stay again. Best Regards, Jay"
United States
Jared
The price is HK$889
HK$987 total
includes taxes & fees
31 Aug - 1 Sept
BurgBnB Downtown
Exterior

13. 5-bedroom vacation home 12 minutes from Hersheypark

5-bedroom vacation home 12 minutes from Hersheypark
Hummelstown
10.0 out of 10, Exceptional, (37 reviews)
"Lots of room for everyone in our party! Enough parking for multiple cars. Host was accommodating with check in as well! "
United States
Lisa P.
The price is HK$1,975
HK$4,966 total
includes taxes & fees
2 Sept - 3 Sept
5-bedroom vacation home 12 minutes from Hersheypark
Interior

14. Queen Bed with Refrigerator

Queen Bed with Refrigerator
New Cumberland, PA
10.0 out of 10, Exceptional, (40 reviews)
"Quick trip vibes here! Local attractions are close by, making it easy to explore while staying put."
United States
Anonymous traveller
The price is HK$642
HK$788 total
includes taxes & fees
30 Aug - 31 Aug
Queen Bed with Refrigerator
Lobby

15. Queen Bed|Non-Smoking

Queen Bed|Non-Smoking
New Cumberland, PA
9.8 out of 10, Exceptional, (28 reviews)
"Traveled up from Harrisburg so this spot was an easy choice! Conveniently located and pet friendly too, perfect for dog lovers."
United States
Anonymous traveller
The price is HK$713
HK$862 total
includes taxes & fees
26 Sept - 27 Sept
Queen Bed|Non-Smoking
Interior

16. Queen Bed|Smk|New Cumberland, PA

Queen Bed|Smk|New Cumberland, PA
New Cumberland, PA
9.8 out of 10, Exceptional, (28 reviews)
"Felt comfy overall, loved having a microwave right there in the room when hunger hit late at night!"
United States
Anonymous traveller
The price is HK$713
HK$862 total
includes taxes & fees
26 Sept - 27 Sept
Queen Bed|Smk|New Cumberland, PA
Exterior

17. Modern Farmhouse Getaway I 2 BR, Sleeps 6

Modern Farmhouse Getaway I 2 BR, Sleeps 6
Elizabethtown
10.0 out of 10, Exceptional, (86 reviews)
"Was awesome, quiet, clean, kitchen stocked, beds very comfortable. "
United States
Sharon W.
The price is HK$901
HK$2,405 total
includes taxes & fees
1 Sept - 2 Sept
Modern Farmhouse Getaway I 2 BR, Sleeps 6
Interior

18. 1 Queen Bed|Non-Smoking|Micfridge

1 Queen Bed|Non-Smoking|Micfridge
New Cumberland, PA
10.0 out of 10, Exceptional, (26 reviews)
"Slept well even though there were lively sounds, they added charm to our experience at this wonderful location!"
United States
Anonymous traveller
The price is HK$752
HK$909 total
includes taxes & fees
26 Sept - 27 Sept
1 Queen Bed|Non-Smoking|Micfridge
Interior

19. 2 Full Bed|Smk|New Cumberland, PA

2 Full Bed|Smk|New Cumberland, PA
New Cumberland, PA
10.0 out of 10, Exceptional, (38 reviews)
"Ideal spot for an overnight stay! Can't beat the access to nearby attractions."
United States
Anonymous traveller
The price is HK$674
HK$827 total
includes taxes & fees
30 Aug - 31 Aug
2 Full Bed|Smk|New Cumberland, PA
Lobby

20. 2 Full Beds|Non-Smoking

2 Full Beds|Non-Smoking
New Cumberland, PA
10.0 out of 10, Exceptional, (34 reviews)
"Well maintained establishment in a prime spot close to Hersheypark."
United States
Anonymous traveller
The price is HK$799
HK$966 total
includes taxes & fees
26 Sept - 27 Sept
2 Full Beds|Non-Smoking
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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Top Middletown Hotel Reviews

Days Inn by Wyndham Hershey

Days Inn by Wyndham Hershey

8/10 Good
"The bathrooms need an update as The water for the showers is extremely hot and takes a long time to cool , there’s an overlay on the tub so it’s very noisy as you step and not a lot of room…. Rooms were clean Staff was accommodating Breakfast was great"
George 2-night trip
Posted less than an hour ago
Days Inn by Wyndham Hershey

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?

Fun, Family-friendly Home With A 20x40 Pool 12 Minutes From Hershey Attractions: This holiday home rental outside of Middletown offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Middletown?

With 7 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.