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

The Springhouse at Sunnyburn Farm
While away balmy evenings with barbecues on the deck at this rustic retreat with wooden beams, exposed stone walls, and elegant sash windows. Decompress with leisurely morning chats on the porch swing, then whip up a snack in the chic gray kitchen. This home has 3 bedrooms with en suite bathrooms in each bedroom plus a common area with a daybed and mattress underneath. Note:there are no bathtubs, just showers. Our other properties : airbnb.com/h/windmillmanoratsunnyburnfarm airbnb.com/h/1893suiteatsunnyburnfarm PET POLICY IS FIRM. Please do not ask to bring them. Thank you. Beautiful furnishings, new hvac,plumbing. Totally renovated. Guests have access to the whole house on acres of farmland. There is a large deck with a grill and front porch with a swing. There is a swing in the backyard for the children. Phone or text me at 717-572-9876. My email is cindi@crowetransportation.com. Please let me know of any issues or questions you may have. The property is located in the country on acres of farmland. Explore the middle of Amish country, near Hersheypark, Lititz, Mount Gretna, Nook Sports and many other Lancaster County tourist areas. Harrisburg International Airport -- 17 miles Rails to Trail -- 2 miles Lititz -- 18 miles Hershey and Hersheypark-11 miles Lancaster -- 20 miles Mt Gretna -- 6 miles Spooky Nook Sports Complex -- 11 miles Star Barn/Ironstone Ranch -- 7 miles Renaissance Faire - 5 miles Lebanon Valley College -- 11 miles Harvest View Barn -- 1.5 miles Weddings on Memory Lane -- 4 miles Elizabethtown College -- 7 miles PET POLICY IS FIRM. Please do not ask to bring them. Thank you. Our other listing We are in the country and even though we have wifi, it can be spotty at times. Hershey and Hersheypark-11 miles Harrisburg International Airport -- 17 miles Rails to Trail -- 2 miles Lititz -- 18 miles Lancaster -- 20 miles Mt Gretna -- 6 miles Spooky Nook Sports Complex -- 11 miles Star Barn/Ironstone Ranch -- 7 miles Renaissance Faire - 5 miles Lebanon Valley College -- 11 miles Harvest View Barn -- 1.5 miles Weddings on Memory Lane -- 4 miles Elizabethtown College -- 7 miles

The Roundtop Chalet (romantic couples retreat)
Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

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.

Fulling Mill Inn B& B - Lodging and dining
Newly renovated historic, elegant 1860 farmhouse. Bed and Breakfast or whole house rental. Your group can have us serve meals or you can make your own. We offer Bedrooms with en suite bathrooms with whole house amenities and 1.5 acres with lovely creek. Discounts offered for the full week or monthly rental. Located 1/4 mile from Harrisburg - Hershey Turnpike gate. Harrisburg Intl. Airport is 10 minutes away. Visit for family vacations, business travelers, or girls getaways.

Countryside Cottage
Come and enjoy this cozy home away from home! You will find this renovated home to have just what your family needs while being closely located to many popular attractions! We are located just minutes off of rt 283. Being very centrally located to the following: Hershey-10 min Harrisburg-20 min Lancaster-20 min We are very close to Hershey park, Spooky Nook sports, and many wedding venues in the area. With a cozy cottage feel you will find plenty of relaxation here in the country!

Modern, Fashionable Uptown Harrisburg home
Modern and fabulously decorated single family, brick row home in the "Olde Uptown" neighborhood of Harrisburg. Personal touches are found throughout with complimentary snacks and beverages, continental breakfast, incredibly comfortable beds, and professionally designed interior decor. You can walk to the fantastic Broad Street Market, local cafes and coffee, and the beautiful riverfront trail. One dedicated off-street parking spot is assigned to the home so parking is a breeze.

Midtown's Coolest Penthouse Apt—Free Parking!
Historic Midtown Retreat: Discover the perfect blend of history and modern comfort in our spacious 2-bedroom, 2-bath apartment, located on the top floor of an old department store. Ideal for lively gatherings or cozy escapes, this unique space in Harrisburg’s trendy Midtown offers easy access to Downtown, the State Capitol, and local breweries. Enjoy free off-street parking, a fully stocked kitchen, and in-unit laundry. Explore Hershey and Harrisburg from this unique spot!
Walk to Midtown From Contemporary Uptown Harrisburg Home
Beautifully remodeled, single family, brick rowhome in the "Olde Uptown" neighborhood of Harrisburg. Take advantage of the extra care and personal touches in this property such as complimentary beverages and snacks, continental breakfast items, professionally designed interior, and incredibly comfortable king sized bed. You can walk to the fantastic Broad Street Market, local coffee shop and cafe, and the beautiful riverfront trail.

Tiny Home Getaway w/kayaks next to lake
Perched on an outcrop overlooking the Conewago mountains, this sweet tiny home for 2 offers a stylish, relaxing getaway where you can slow down for a few days with your favorite human. Cozy up on the hammock with a good book, spend the day on the lake with our two complimentary kayaks, roast marshmallows over the fire, sip wine to a spectacle of fireflies, settle into rocking chairs for some stargazing, and wake up happy 😊

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.

Circle 12B Cozy Modern & Secluded Covered Parking
Circle 12B Airbnb is situated in a quiet cul-de-sac central to Harrisburg, Lancaster, Hershey and York. The space features one bath and one bedroom with a king-sized bed, a cozy living space including a dedicated work area and a kitchenette. Guests enjoy a private rear entrance and covered parking. The unit is 5 minutes from a Target and 20 minutes from Hershey stadium/park. Fire-stick apps require your own logins.

Conewago Cabin #3
All are welcome in our cozy 1 Bedroom plus loft Cabin #3 along the Conewago Creek. Peaceful and relaxing, & the creek is just a step away and is great for splashing around in the summer to cool off. No smoking. Fully equipped kitchen & Washer and Dryer. Carport parking space. Pets are welcome. All pets must be disclosed prior to check in. We charge a $20 pet fee. Two pets maximum please.
Popular amenities for Middletown holiday rentals
Other great holiday rentals in Middletown

Family home in the country

Ike Suite

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

Cozy Hershey- Harrisburg Hideout w/ Hot tub

Cozy Spacious Renovated House

River Front w/ dreamy views - Hot Tub

Hot Tub · Game Room and More· 8 min to Hersheypark

The Loft
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.
How much does it cost to stay in house rentals in Middletown?
Experience the best of Middletown with our house 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.
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 70 vacation rentals in Royalton, and over 130 vacation rentals in Middletown.
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.
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.
Do house rentals in Middletown have wifi?
Absolutely! We offer over 10 house rentals with wifi 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 a kitchen, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Middletown

Total holiday rentals
Explore 20 holiday rentals in Middletown

Nightly prices starting at
Middletown holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 400 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Middletown holiday 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!
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- Hersheypark
- Liberty Mountain Resort
- Dutch Wonderland
- French Creek State Park
- Roundtop Mountain Resort
- Hershey's Chocolate World
- Caledonia State Park
- Spooky Nook Sports
- Shady Maple Smorgasbord
- Sight & Sound Theatres
- Pennsylvania Farm Show Complex & Expo Center
- Franklin & Marshall College
- Giant Center
- Amish Village
- Maple Grove Raceway
- Broad Street Market
- Messiah University
- Lititz Springs Park
- Middle Creek Wildlife Management Area
- Lancaster County Convention Center
- National Civil War Museum
- Fulton Theatre
- Bird in Hand Farmers Market
- Pine Grove Furnace State Park





