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Compare 92 Cottages in Middletown with updated reviews, rates, and availability.

Wooded Wonder on 2nd
Exterior
Wooded Wonder on 2nd
8.6 out of 10, Excellent, (41)
"We had a lovely stay this weekend. We were in town for the Renaissance Faire- which was only a few minutes away by car. The home and the entire gave the entire weekend a magical touch- absolutely stunning! We will definitely be back 😍"
Wooded Wonder on 2nd
As You Lake It on Otterbein
Private kitchen
As You Lake It on Otterbein
9.8 out of 10, Exceptional, (56)
"We had a great stay at this super cute place! It had everything we needed! Two full bathrooms were really convenient. We had trouble making friends with the Keurig, but my husband figured it out. My husband also realized that he went to high school with the owner and we actually ran into him at the pizza shop! Great guy! We'll be back!"
As You Lake It on Otterbein
Butterfly Cottage Close to Everything
Living Room
Butterfly Cottage Close to Everything
9.8 out of 10, Exceptional, (103)
"We loved the patio. Spent evwry evening on patio. The house has a very rustic to it. The boards creaked go up and down stairs. After 2 nights we were use to it. We wpukd stay again. "
Butterfly Cottage Close to Everything
Tranquility on Yale
Exterior detail
Tranquility on Yale
9.4 out of 10, Exceptional, (50)
"Reminded us of grandma’s house, cozy and familiar with great views of the fall foliage. Kitchen served us well. Only main issue was the radiator heat not cooperating in one bedroom. We also did not expect the driveway to be so steep; AWD/4WD vehicles that sit high are a must, your average sedan is going to have a tough time."
Tranquility on Yale
Harrisburg Cottage, 15 Mins to Hersheypark!
Harrisburg Vacation Rental | 1BR | 1BA | 936 Sq Ft | Stairs Required
Harrisburg Cottage, 15 Mins to Hersheypark!
10.0 out of 10, Exceptional, (51)
"My wife and I stayed here over a weekend so we could ride our bikes on the Northwest Lancaster County River Rail Trail and attend Stevie Nicks in concert in Hershey, and everything was great. The rental is in a quiet location but near several restaurants/cafes and stores; the description is 100% accurate, it was very comfortable and clean. It's also a little bigger than I expected from the photos - two couples or someone/couple with children could stay here no problem. The owner is responsive...
Harrisburg Cottage, 15 Mins to Hersheypark!
ENTIRE HERSHEY House 3bd2ba, Sleeps 7, with in minutes to all Attractions⭐️⭐️⭐️⭐️⭐️
Warm and cozy living room.
ENTIRE HERSHEY House 3bd2ba, Sleeps 7, with in minutes to all Attractions⭐️⭐️⭐️⭐️⭐️
10.0 out of 10, Exceptional, (75)
"Our second time staying in this amazing home. It is super convenient to get everywhere in Hershey from here. The home is so comfortable and very well appointed. "
ENTIRE HERSHEY House 3bd2ba, Sleeps 7, with in minutes to all Attractions⭐️⭐️⭐️⭐️⭐️
The Big Porch on Boehm
Living area
The Big Porch on Boehm
8.6 out of 10, Excellent, (35)
"We had. Great time. Cute neighborhood. Thank you! "
The Big Porch on Boehm
Live the Wild Life on Weaver
Room
Live the Wild Life on Weaver
9.8 out of 10, Exceptional, (42)
"Very beautiful home - We had a nice time with our dogs for our moms birthday! "
Live the Wild Life on Weaver
Find Yourself on First Street
Welcome to 603 1st Street
Find Yourself on First Street
9.6 out of 10, Exceptional, (29)
"If you need a rustic hunting cabin that brings joy and togetherness, this is the spot! Breakfast on the porch and games in the evening were perfect! "
Find Yourself on First Street
Cozy Wrightsville Cottage w/ Private Hot Tub!
Wrightsville Vacation Rental | 2BR | 1BA | 1,150 Sq Ft | Single-Story Cottage
Cozy Wrightsville Cottage w/ Private Hot Tub!
9.8 out of 10, Exceptional, (38)
"Nice place, quiet and away from the city area. "
Cozy Wrightsville Cottage w/ Private Hot Tub!
Country Charm on 2nd Street
Terrace/patio
Country Charm on 2nd Street
8.6 out of 10, Excellent, (19)
"We really liked staying at this charming house. Plenty of room for the five of us and the doggie decor was warm and friendly. Getting to the front porch of the house (via GPS) was a bit of a challenge since Google Maps didn't know that there were footpaths leading to it but once we found it all was perfect!"
Country Charm on 2nd Street
Becky's Gift on Muhlenberg
Dining
Becky's Gift on Muhlenberg
8.6 out of 10, Excellent, (43)
"It is an old property, but it does provide the needed space for a family. It is also located in a quiet area."
Becky's Gift on Muhlenberg
Pool Cottage at Roundtop Estate couples oasis
Pool Cottage at Roundtop Estate couples oasis
10.0 out of 10, Exceptional, (2)
"This was truly a perfect stay for us. We had high expectations and this beautiful property and setting met every one of them. Serenity and luxury. This is a wonderful retreat with seclusion and privacy and every detail considered. Highly recommended. "
The price is AED 1,106
AED 1,727 total
includes taxes & fees
19 Nov - 20 Nov
Pool Cottage at Roundtop Estate couples oasis
CherryCottage. Mins to Hershey Park~Pet Friendly, Fire pit & Grill
Dining
CherryCottage. Mins to Hershey Park~Pet Friendly, Fire pit & Grill
9.8 out of 10, Exceptional, (6)
"We had all of the amenities necessary to make this such a homie stay. Everything was included, the neighborhood was adorable and had easy access to main roads and restaurants. Quiet area. The only thing that we would change is a little more attention to detail with cleaning. There seemed to be random items left behind in each room. Otherwise, this host was amazing!"
CherryCottage. Mins to Hershey Park~Pet Friendly, Fire pit & Grill
{Luxe} Hershey Cottage + Firepit & Pac Man 5 Min To Hershey
Spacious & Private Backyard w/ Firepit, Grill and Seating
{Luxe} Hershey Cottage + Firepit & Pac Man 5 Min To Hershey
10.0 out of 10, Exceptional, (11)
"From positive communication before the stay to a fun, well furnished, and well maintained house, this is a great house to stay in while you explore Hershey. The house was great! We loved the lawn games and fire pit. The house was cozy with Halloween touches such as throw pillows and front porch decorations. My wife and I commented on how well stocked it was with kitchen dishes, kitchen appliances, games, and bathroom linen. It was also obvious they took pride in the house with the wonderful...
{Luxe} Hershey Cottage + Firepit & Pac Man 5 Min To Hershey
Quaint 'Gretna Getaway' Cottage w/ Screened Porch!
Mount Gretna Vacation Rental | 2BR | 1.5BA | 998 Sq Ft | Stairs Required
Quaint 'Gretna Getaway' Cottage w/ Screened Porch!
10.0 out of 10, Exceptional, (74)
"My family has been coming to Mt Gretna since my dad was a young boy. This cottage is a gem and perfect for our family in every way. It had everything we needed, decor was completely “Mt Gretna” and best of all it was SPARKLING clean!!"
Quaint 'Gretna Getaway' Cottage w/ Screened Porch!
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV!
Exterior
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV!
10.0 out of 10, Exceptional, (97)
"The Shoe House was the perfect stay for our anniversary. This is a historical gem you don’t want to miss! So much history and nostalgia exists within the property, it is on amazing grounds, and the hot tub is piping hot! Perfect for relaxing on a crisp fall night! Plus, how cool is it that you get to say you stayed in a shoe!!! The owners/host were super responsive, no issues with access, and the shoe had all of the amenities we needed and more! Super comfy bed. Thanks for recognizing first...
The price is AED 562
AED 1,512 total
includes taxes & fees
11 Nov - 12 Nov
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV!
Meadow View Cottage
Interior
Meadow View Cottage
9.2 out of 10, Wonderful, (15)
"Super cozy. Youre back in country so its super quite. "
Meadow View Cottage
Enjoy your stay in the country. Dog friendly with a fenced-in yard
The courtyard at the BirdHouse
Enjoy your stay in the country. Dog friendly with a fenced-in yard
10.0 out of 10, Exceptional, (114)
"This was our second time staying here at The Bird House Cottage. Everything was great. Looking forward to booking a few days in the near future."
Enjoy your stay in the country. Dog friendly with a fenced-in yard
Luxury River Front Cottage With Hot Tub & Spectacular Views
Living Room with Panoramic Views
Luxury River Front Cottage With Hot Tub & Spectacular Views
10.0 out of 10, Exceptional, (45)
"The property was well-maintained. Had everything we could ask for it was clean and well stocked we would recommend it and most likely will come back another time."
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.
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Other property types in Middletown

Glamping at its best! 6 miles to Hershey park
Exterior
Glamping at its best! 6 miles to Hershey park
Glamping at its best! 6 miles to Hershey park
The Suites at Hershey
Pool
The Suites at Hershey
3.0 star property
9.2 out of 10, Wonderful, (229)
"I didn't like that you heard the roadway traffic. Otherwise the staff was polite and informative. The suite was clean. "
The Suites at Hershey
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV!
Exterior
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV!
10.0 out of 10, Exceptional, (97)
"The Shoe House was the perfect stay for our anniversary. This is a historical gem you don’t want to miss! So much history and nostalgia exists within the property, it is on amazing grounds, and the hot tub is piping hot! Perfect for relaxing on a crisp fall night! Plus, how cool is it that you get to say you stayed in a shoe!!! The owners/host were super responsive, no issues with access, and the shoe had all of the amenities we needed and more! Super comfy bed. Thanks for recognizing first...
The price is AED 562
AED 1,512 total
includes taxes & fees
11 Nov - 12 Nov
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV!
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.

Frequently asked questions

How much do cottages in Middletown cost?
Rates for cottages in Middletown range between AED 562 and AED 1,106 per night. No matter your budget, you’ll find the perfect place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Middletown with Expedia?
We think that a vacay should be stress-free, so if you’re chasing cottages in Middletown at a nice price, Expedia has you covered. Save money and choose an economical option far away from the city rush, or book a luxury cottage to spoil the ones you love most.
How can I find cheap cottages in Middletown?
With Expedia’s user-friendly filter tool, locating cheap cottages in Middletown is easy. To view properties that are friendly on the wallet, narrow your search results by budget, amenities and star rating.