
Vacation rentals in Middletown
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness, and more.

Garden Cottage Charm for 2 - Near Hbg/York/Hershey
This beautifully styled cottage is truly a sanctuary - perfect for those who enjoy travel, personal retreat, or working remotely. Located on a pleasant 1.5 acre setting only 10 mins from Harrisburg and 20 mins to Messiah College, York, and Hersheypark. You will enjoy complete privacy with plenty of space to relax and make memories. A cozy living room, full kitchen, lovely bedroom with garden view (seasonal), and bath. Central AC, fresh linens, free WiFi, and parking provided. Pet/smoke-free.

Private suite with kitchenette
Private suite with kitchenette, full bath, private entrance, and free on-street parking in beautiful rural area. Quiet neighborhood. Centrally located: 30 min. to Harrisburg or Lancaster; 1 hr. to Baltimore or BWI airport; 2 hours to Philadelphia. Ski Roundtop is only 30 minutes away! Hiking and biking on local rail trail. Happy to provide recommendations for restaurants and things to do in the area. Enjoy the Keurig coffee maker, microwave, and mini-fridge; snacks and bottled water provided.

Hill View Home
This is a spacious downstairs apartment in a beautiful newer house in a quiet neighborhood. The apartment has private entrance and a yard. There are two bedrooms. If your party has more than two people, or if you need two separate beds, there is an additional $20 charge for the second bedroom per night. The house is located close to I-81 and highway 322 less than 10 minutes drive from the state capitol and the beautiful Susquehanna river and 25 minutes from Harrisburg International Airport.

Riverview Front 1 parking spot
River views and easy access to everything from this perfectly located home base. The spacious unit offers guests a cozy yet expansive space in the heart of the city. The living area features ample seating facing a TV, ideal for relaxation. The kitchen is fully equipped for meal prep, and the bedroom offers a comfortable king size bed and 65" TV. One dedicated parking space is available for added convenience. Experience historic charm with modern amenities for a memorable stay in Harrisburg.

Updated Apt in Historic Building—Free Parking!
Modern Midtown Retreat: Discover our cozy 1-bed apartment, the perfect home base for exploring Hershey and Harrisburg. Located in Midtown, Harrisburg’s coolest neighborhood, you’re within walking distance of Downtown, the State Capitol, breweries, and more. Situated in the historic “Carpets and Draperies” building, originally Gerber’s Department Store (1922), this fully restored unit offers modern comforts, including free off-street parking, a fully stocked kitchen, and in-unit laundry.

Efficiency apartment in Historic Marietta
This efficiency apartment is part of a 19th century home in historic Marietta, PA. The apartment has it's own private entrance so it is completely separate from our actual house. We are right in the heart of historic Marietta, PA. Enjoy the historic architecture of an old train town and unique and vibrant bars/restaurants that Marietta has to offer. Marietta is located on the Susquehanna river in Lancaster county and is a convenient central location to Lancaster, York and Harrisburg.

Newly Remodeled Midtown Apartment
Newly renovated Boho style apartment in the heart of Midtown. This cute and comfy apartment finds itself within walking distance to all Harrisburg has to offer. Including Midtown Cinema, Front Street’s walking path with a river view, City Island ball field and recreation, PA State Museum, the Capital, the new Federal Courthouse, Midtown Market, and unique places to eat, drink, and socialize. This special place is a short drive to Hershey, Gettysburg and other tourist attractions.

Cedar and Spruce
Open, spacious, lots of natural light, 2nd floor apartment. On a quiet shaded street. Outdoor private entrance. Owners live on lower level if anything is needed but you will have all the privacy you want. Shared deck is available for use. 4 blocks from a park. 3 blocks to Elizabethtown College's beautiful campus. 5-6 blocks to downtown Elizabethtown where there are cute shops, restaurants, cafes and the public library. Elizabethtown is between Harrisburg, Lancaster and Hershey.

Conewago Cabin #1 (No Cleaning Fee!)
Here you will find a quiet, simple place to stay with a nice view overlooking the creek. It has all the necessary amenities. Fully stocked kitchen with dishwasher. Full size washer and dryer. There is a small porch overlooking the creek. Sony 50" smart tv Keurig with a complimentary assortment of coffee pods. This cabin has its own private fire pit. Pets are welcome, there is a once per stay $20 pet fee. Two pets maximum please. No smoking or vaping of any kind is allowed.

Harvest Moon Suite @ Walnut Place
Entire apartment in the heart of Downtown Harrisburg central business district. The unit overlooks capitol park. Access to a shared private courtyard. Neighboring buildings include Strawberry Square/Hilton, Gamut Theatre, Harrisburg University, Temple University PA Chamber of Business, Rachel Carson building. Very safe location. **Strictly non-smoking inside the building. A $500 fee will be applied for any violations.** Detailed parking information can be found in the photos.

Historic 1 bedroom guesthouse with parking.
Beautiful 1840's pre-Civil War country summer kitchen guesthouse situated on a private farm. Completely remodeled from floor to ceiling! Private off road parking. Within 15 minutes of all Hershey attractions and medical center. Conveniently located 3 miles from Harrisburg International Airport and short travel to various other destinations such as Spooky Nook Sports, Elizabethtown, Harrisburg, Hershey and Lancaster areas.

The Goldfinch I Luxe Stay for 2 w/ Hot Tub
Welcome to The Goldfinch at The Nest at Deodate, a thoughtfully designed apartment offering a comfortable and private retreat. Set in a peaceful country setting just a short drive from Hershey and Elizabethtown, this inviting space is ideal for unwinding and relaxing. Enjoy your private hot tub and outdoor patio, and settle into an atmosphere designed for rest and connection.
Popular amenities for Middletown vacation rentals
Other great vacation rentals in Middletown

George Washington Tavern House

Near Hershey & Harrisburg w/ Fire Pit & Game Room

Ike Suite

Parking, Pet-Friendly, Near Capitol

Chic and Spacious Downtown 1-Bed w/ Parking

Fox and Squirrel

Studio apartment on 1 acre

Near Hershey Park and hospitals
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $120 CAD | $120 CAD | $120 CAD | $110 CAD | $120 CAD | $120 CAD | $131 CAD | $137 CAD | $117 CAD | $113 CAD | $110 CAD | $120 CAD |
| Avg. temp | -1 °C | 1 °C | 5 °C | 12 °C | 17 °C | 23 °C | 25 °C | 24 °C | 20 °C | 13 °C | 7 °C | 2 °C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Middletown?
Middletown has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Middletown have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Middletown. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Middletown?
Yes! Work meets play with ease at over 10 vacation rentals in Middletown featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Middletown?
Make yourself at home in Middletown by choosing from our most frequently booked neighborhoods. We have over 130 vacation rentals in Middletown, and over 70 vacation rentals in Royalton.
Do apartment rentals in Middletown have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Middletown. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Middletown?
Experience the best of Middletown with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Middletown have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Middletown. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Middletown?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Middletown

Total vacation rentals
Explore 20 vacation rentals in Middletown

Nightly prices starting at
Middletown vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 390 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Middletown vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Middletown rentals

4.8 Average rating
Middletown stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Hersheypark
- Liberty Mountain Resort
- French Creek State Park
- Codorus State Park
- Caledonia State Park
- Hershey's Chocolate World
- The Links at Gettysburg
- Roundtop Mountain Resort
- Gifford Pinchot State Park
- Pine Grove Furnace State Park
- Lancaster Country Club
- SpringGate Vineyard
- Cullari Vineyards & Winery Tasting Room
- Adventure Sports In Hershey
- Mount Hope Estate & Winery
- Franklin & Marshall College
- Fiore Winery & Distillery
- Adams County Winery
- Harford Vineyard and Winery
- Basignani Winery




