An aerial view of a town with a river, a bridge, and various buildings.

Middletown Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Middletown vacation rentals

A black door with a wreath, a floor lamp, a potted plant, and a framed picture on the wall.

1. Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house

Middletown

John K.

SAR 1,623 total

includes taxes & fees

9 Nov - 10 Nov

A modern courtyard with white furniture, a central seating area, and a small lawn.

2. stayAPT Suites Harrisburg-Hershey

Harrisburg

Toccara

SAR 433 total

includes taxes & fees

17 Nov - 18 Nov

A modern living room with a flat-screen TV, a green bean bag chair, a wooden coffee table, and a white sofa.

3. Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre

Downtown Hershey

Heather D.

SAR 439 total

includes taxes & fees

7 Dec - 8 Dec

A living room with a sofa, coffee table, and a kitchen area with a counter and stools.

4. Chic, Modern One Bedroom Suite

Hershey

Holly M.

SAR 392 total

includes taxes & fees

15 Nov - 16 Nov

A living room with a sofa, a coffee table, a dining table with chairs, and a TV on a stand.

5. Keystone Efficiency, Apt #3 Downtown Hershey One Bedroom Efficiency

Downtown Hershey

Colin M.

SAR 523 total

includes taxes & fees

11 Nov - 12 Nov

A room with a beige sofa, a wooden coffee table, a lamp, and two windows.

6. Hershey Smores, Apt #2 Renovated 1 bedroom apt, full kitchen and pull out sofa

Downtown Hershey

Kurt

SAR 648 total

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a sofa, coffee table, and a dining area with chairs.

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

Elizabethtown

Tom D.

SAR 1,026 total

includes taxes & fees

11 Nov - 12 Nov

8. Queen Bed with Refrigerator

New Cumberland, PA

Anonymous traveler

SAR 315 total

includes taxes & fees

8 Nov - 9 Nov

A cozy living room with wooden walls, a brown leather sofa, a small coffee table, and a television on a wooden stand.

9. Hershey Trojan, Apt #4 2 Bedroom overlooking the Park

Downtown Hershey

aaron b.

SAR 669 total

includes taxes & fees

7 Dec - 8 Dec

A two-story house with a red door, a covered front porch, and a driveway leading to the entrance.

10. 5-bedroom vacation home 12 minutes from Hersheypark

Hummelstown

Michael J.

SAR 2,342 total

includes taxes & fees

8 Nov - 9 Nov

A fire pit with two Adirondack chairs in a forested area.

11. Pondview Paradise, Cozy home with pool and pond on 8 acres

Elizabethtown

David

SAR 1,036 total

includes taxes & fees

11 Nov - 12 Nov

A dining area with a round table set for four, a flat-screen TV mounted on the wall, and a sofa in the background.

12. The Bluebird | Pet-Friendly 2BR Apt Near Hershey

Elizabethtown

Timothy S.

SAR 1,078 total

includes taxes & fees

9 Nov - 10 Nov

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and tables, under a high ceiling with skylights.

13. Bluegreen Vacations Suites at Hershey, an Ascend Collection Resort

North Hershey

JACK

SAR 953 total

includes taxes & fees

30 Nov - 1 Dec

A modern living room with a sofa, TV, and a coffee table.

14. The Cardinal I 2 BR Apartment, Sleeps 4

Elizabethtown

Kelley S.

SAR 1,078 total

includes taxes & fees

11 Nov - 12 Nov

A stone fireplace with a glass front, set in a wooden wall.

15. BurgBnB Downtown

Downtown Harrisburg

Jared

SAR 371 total

includes taxes & fees

9 Nov - 10 Nov

A spacious bedroom with a large bed, wooden flooring, and a modern ceiling light.

16. BurgBnB Riverfront

Midtown

Anthony

SAR 397 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a central island, stainless steel appliances, and wooden bar stools.

17. Charming HBG Haven: Cozy 1BR Apt

Downtown Harrisburg

Kate

SAR 620 total

includes taxes & fees

9 Nov - 10 Nov

A wooden deck with a metal railing, a glass table with chairs, and a view of the street.

18. Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra

Hummelstown

Marilynn C.

SAR 1,596 total

includes taxes & fees

7 Nov - 8 Nov

A bedroom with a bed, a desk, and a chair.

19. 2-bedroom house - bring the pets!

New Cumberland

Tracy S.

SAR 847 total

includes taxes & fees

9 Nov - 10 Nov

A kitchen with wooden cabinets, a stove, microwave, and a dining table with chairs.

20. Parkview, Apt #5 Parkview Historic Apartment

Downtown Hershey

Jennifer D.

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Find vacation rentals that suit your style

Top Middletown Hotel Reviews

A lobby with blue seating, a vending machine, and a staircase.

Comfort Inn & Suites – Harrisburg Airport – Hershey South

Middletown

10/10 Excellent

Joselina

An outdoor patio area with a pergola, seating, and a grill station.

Homewood Suites by Hilton Harrisburg East-Hershey Area

Harrisburg

10/10 Excellent

Anonymous traveler

A spacious lobby with a central seating area, brick walls, and modern lighting fixtures.

Best Western Premier The Central Hotel & Conference Center

Harrisburg

10/10 Excellent

Keith

Hampton Inn Harrisburg-East (Hershey Area)

Harrisburg

10/10 Excellent

Shawn

An outdoor patio area with a stone fire feature, seating, and a view of the surrounding landscape.

SpringHill Suites by Marriott Camp Hill

Camp Hill

10/10 Excellent

Michael

A modern dining area with round tables and blue chairs, a green booth seating area, and large windows offering a view of the outdoors.

Fairfield Inn & Suites Harrisburg Hershey

Harrisburg

10/10 Excellent

BRONYA

A modern lounge area with a blue sofa, colorful chairs, and hanging lights.

Tru By Hilton Hershey Chocolate Avenue

Downtown Hershey

10/10 Excellent

Staff were exceptional and attentive to our concerns. They were always accommodating, friendly and welcoming to us. Considering we had a group of 29 mainly children, the pool was small but overall, my group had a great time. I love the fact that tea and coffee was available 24/7, there was a slight variety in breakfast each morning, they had hot options, it went till 10am, and the lounge area was comfortable and fun for children as well. Definitely a family friendly hotel. The hotel was...

Michelle

An outdoor patio with tables and chairs, a barbecue grill, and a pool.

Home2 Suites by Hilton Harrisburg North

Harrisburg

10/10 Excellent

Angelica

A modern living room with grey sofas, a wooden coffee table, and a stone-patterned wall.

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

Harrisburg

10/10 Excellent

Kimberly

A Hershey's Story Museum with a large arched entrance, brick facade, and two banners on either side.

Holiday Inn Express Hershey - Harrisburg Area by IHG

Hummelstown

10/10 Excellent

Anonymous traveler

An outdoor patio with tables and chairs, umbrellas, and a stone pathway.

Courtyard by Marriott Hershey Chocolate Avenue

Palmdale

10/10 Excellent

Anonymous traveler

Frequently Asked Questions

Can I find a vacation rental in Middletown?

Yes, there are vacation rentals in Middletown close to Middletown & Hummelstown Railroad, or you can go with a more secluded option if you'd like a relaxing place to stay. Our travelers 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 vacation home rentals that Middletown has to offer?

Luxury Angus Ranch Estate • Pool & HotTub • Private 50-Acre Retreat Near Hershey: This vacation home near Middletown offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Middletown?

With 7 Expedia vacation rentals, you're sure 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 Middletown & Hummelstown Railroad and The Vineyard and Brewery at Hershey.

What’s a vacation rental in Middletown like?

A vacation rental is a private property you can book for several days or longer in Middletown. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.

Middletown Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Middletown vacation rentals

1. Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house

2. stayAPT Suites Harrisburg-Hershey

3. Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre

4. Chic, Modern One Bedroom Suite

5. Keystone Efficiency, Apt #3 Downtown Hershey One Bedroom Efficiency

6. Hershey Smores, Apt #2 Renovated 1 bedroom apt, full kitchen and pull out sofa

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

8. Queen Bed with Refrigerator

9. Hershey Trojan, Apt #4 2 Bedroom overlooking the Park

10. 5-bedroom vacation home 12 minutes from Hersheypark

11. Pondview Paradise, Cozy home with pool and pond on 8 acres

12. The Bluebird | Pet-Friendly 2BR Apt Near Hershey

13. Bluegreen Vacations Suites at Hershey, an Ascend Collection Resort

14. The Cardinal I 2 BR Apartment, Sleeps 4

15. BurgBnB Downtown

16. BurgBnB Riverfront

17. Charming HBG Haven: Cozy 1BR Apt

18. Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra

19. 2-bedroom house - bring the pets!

20. Parkview, Apt #5 Parkview Historic Apartment

Find vacation rentals that suit your style

Top Middletown Hotel Reviews

Comfort Inn & Suites – Harrisburg Airport – Hershey South

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Middletown?

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

How many vacation rentals are there in Middletown?

What’s there to see and do in Middletown?

What’s a vacation rental in Middletown like?