Middletown Vacation Rentals

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Vacation Rentals in Middletown

COZY BUNGALO
Fridge, microwave, oven, stovetop
COZY BUNGALO
9.2 out of 10, Wonderful, 50 reviews
"Nice place to stay near a lot of Springfield attractions. Would definitely stay there agan."
The price is ￥17,348
￥33,119 total
includes taxes & fees
Jun 30 - Jul 1
COZY BUNGALO
Adorable house
Private kitchen
Adorable house
8.8 out of 10, Excellent, 5 reviews
"The house worked out perfectly for our family weekend away. It was within 10 minutes of everything that we did while in Springfield. Each bedroom has a bed and then there is a blow up mattress (which the kids loved). We would stay again."
Adorable house
Very Cozy and Secluded. Completely remodeled beautiful back apartment
Smart TV, DVD player, books, video library
Very Cozy and Secluded. Completely remodeled beautiful back apartment
9.8 out of 10, Exceptional, 39 reviews
"Wish I could rate this property higher than a 5 star! Very relaxing, private and clean. We loved our stay here and hope to return in the future. There is also a great coffee shop less than a block away. Highly recommend 👌"
The price is ￥14,997
￥23,790 total
includes taxes & fees
Jun 30 - Jul 1
Very Cozy and Secluded. Completely remodeled beautiful back apartment
Modern Like New LUXURY 3,200 SQ FT Home In An Awesome Location! Sleeps 12!
Exterior
Modern Like New LUXURY 3,200 SQ FT Home In An Awesome Location! Sleeps 12!
9.8 out of 10, Exceptional, 91 reviews
"We stayed there for a convention downtown. The location was great, drive was simple, and a great house to relax in!"
Modern Like New LUXURY 3,200 SQ FT Home In An Awesome Location! Sleeps 12!
Lower duplex apartment, centrally located. Beautifully furnished, 1970s feel.
Exterior
Lower duplex apartment, centrally located. Beautifully furnished, 1970s feel.
9.8 out of 10, Exceptional, 64 reviews
"My sister and I have now stayed there three times and each time it kind of feels like going home. We love all the fun decorations from the 70's. It's comfortable, not fancy and it suits us. We feel safe in the neighborhood and it's convenient to many parts of town."
The price is ￥15,628
￥22,880 total
includes taxes & fees
Jun 20 - Jun 21
Lower duplex apartment, centrally located. Beautifully furnished, 1970s feel.
The Bressmer - Ground Floor - 3 Bed / 2 Bath in Historical Victorian Manor
Exterior
The Bressmer - Ground Floor - 3 Bed / 2 Bath in Historical Victorian Manor
10.0 out of 10, Exceptional, 26 reviews
"Beautiful property, just like presented in pictures. We stayed in the first floor apartment. Very charming and clean. Easy and spacious parking. The house has alot of charm and space. Would definitely stay here again and recommend to friends."
The price is ￥35,013
￥41,465 total
includes taxes & fees
Jul 9 - Jul 10
The Bressmer - Ground Floor - 3 Bed / 2 Bath in Historical Victorian Manor
Completely remodeled beautiful front apartment in a tri-plex built in 1859.
Exterior
Completely remodeled beautiful front apartment in a tri-plex built in 1859.
10.0 out of 10, Exceptional, 42 reviews
"Excellent, very nice accommodations and pleasant interaction with Justin."
The price is ￥17,348
￥27,851 total
includes taxes & fees
Jul 2 - Jul 3
Completely remodeled beautiful front apartment in a tri-plex built in 1859.
The Bressmer - The Carriage House | King Beds - WiFi
Fridge, microwave, oven, stovetop
The Bressmer - The Carriage House | King Beds - WiFi
10.0 out of 10, Exceptional, 25 reviews
"Beautiful historical property with a modern kitchen and bathrooms. Lovely place! My brother and I stayed just one night after a local family wedding. The bedrooms were both spacious and bedding comfortable. We enjoyed morning coffee in the living room. There is also a full dining room available. Hosts communicated mostly via text and were very friendly and personable. "
The price is ￥33,522
￥39,756 total
includes taxes & fees
Jul 9 - Jul 10
The Bressmer - The Carriage House | King Beds - WiFi
Charming Springfield Home: 2 Mi to Downtown
Fridge, microwave, stovetop, dishwasher
Charming Springfield Home: 2 Mi to Downtown
10.0 out of 10, Exceptional, 4 reviews
"Wonderful"
Charming Springfield Home: 2 Mi to Downtown
Lovely 2-Bedroom Unit in Springfriend
Fridge, microwave, oven, stovetop
Lovely 2-Bedroom Unit in Springfriend
10.0 out of 10, Exceptional, 3 reviews
"Great location and great unit for four people. Never been to Springfield and the location was perfect and easy to get to and from everywhere we needed whether we drove or walked. There are a lot of steps to the unit but the view is absolutely worth it. Property Manager was very responsive and the unit was clean. We will be back next year for the yearly event we attend."
Lovely 2-Bedroom Unit in Springfriend
Beautiful Country Setting with Heated Inground Pool and Stocked Pond
Fridge, microwave, oven, stovetop
Beautiful Country Setting with Heated Inground Pool and Stocked Pond
10.0 out of 10, Exceptional, 88 reviews
"This home is a lovely escape. It was better in person than the photos. We really enjoyed the lake, home, and the pool. The beds were extremely comfortable. The home had everything needed for our get away. Lots of extras. Home is well thought out for all ages. Host is avaliable if needed and owners were very accommodating. The lake is well maintained and the trails around it are beautiful. One may want water shoes for the lake area. Just any fyi for travelers...our phones didn’t work at the...
Beautiful Country Setting with Heated Inground Pool and Stocked Pond
The Conkling House in the Old Aristocracy Hill Neighborhood
Exterior
The Conkling House in the Old Aristocracy Hill Neighborhood
9.0 out of 10, Wonderful, 2 reviews
"We came in for some meetings for work. The only downside to the house is that there’s only one tiny shower with low water pressure. We made it work though. It was an awesome house to stay in & I’d definitely stay there again!"
The Conkling House in the Old Aristocracy Hill Neighborhood
Charming barn-turned-home with hot tub & W/D - quiet location & dog-friendly
Outdoor dining
Charming barn-turned-home with hot tub & W/D - quiet location & dog-friendly
Charming barn-turned-home with hot tub & W/D - quiet location & dog-friendly
Modern Bungalow Home with Mid-Century Flair
Private kitchen
Modern Bungalow Home with Mid-Century Flair
9.6 out of 10, Exceptional, 10 reviews
"Location is great, close to everything we wanted to do. House was clean and as described. Bathrooms are like a jack in jill style, one toilet off common area and other off master bed room which lead to a shared tub/shower. We really liked this with details noting only one full bath. Use of the garage was nice also. Neighbor was very quiet. We also tripped on the rug under the dining room table many times. Thank you, we had a great stay"
The price is ￥23,363
￥43,380 total
includes taxes & fees
Jul 8 - Jul 9
Modern Bungalow Home with Mid-Century Flair
Lincoln’s Loft - Hawthorne Suite Downtown Lincoln, IL
Fridge, microwave, oven, stovetop
Lincoln’s Loft - Hawthorne Suite Downtown Lincoln, IL
10.0 out of 10, Exceptional, 11 reviews
"Very good"
The price is ￥26,653
￥42,359 total
includes taxes & fees
Jun 23 - Jun 24
Lincoln’s Loft - Hawthorne Suite Downtown Lincoln, IL
Spacious & Cozy ~ Mins to Downtown
Fridge, microwave, oven, stovetop
Spacious & Cozy ~ Mins to Downtown
8.4 out of 10, Very Good, 11 reviews
"Pros: Beds were comfortable with bedside tables and access to outlets, carpeting looked new. Great location to local attractions and restaurants. Felt like a safe neighborhood. Driveway fits two cars, with street parking available for more. Owner very responsive to questions. Cons: Needs better attention to cleaning (windowsills were very dirty throughout, air exchange vents were either super dirty or rusted); Could use a table and/or luggage racks in bedrooms. Upstairs bathroom had a walk-in...
Spacious & Cozy ~ Mins to Downtown
Western Barn
Property grounds
Western Barn
9.6 out of 10, Exceptional, 7 reviews
"As advertised."
Western Barn
Holly & Matt Suite @ Three Pines Petersburg
2 bedrooms, WiFi, bed sheets
Holly & Matt Suite @ Three Pines Petersburg
10.0 out of 10, Exceptional, 18 reviews
"Visiting family"
Holly & Matt Suite @ Three Pines Petersburg
Three Pines Petersburg - Luxurious 10 Bedroom Home in Historic Petersburg
Interior
Three Pines Petersburg - Luxurious 10 Bedroom Home in Historic Petersburg
10.0 out of 10, Exceptional, 17 reviews
"Gorgeous property with lovely details all around. Everywhere you looked, there was beauty. We had three families come together for a weekend of cooking and low key New Year’s Eve fun and this venue was just perfect for all of us. The library is stocked with games, puzzles, and books and the kitchen has mostly everything you need to create a scrumptious meal (it is more geared towards cooking for larger groups). Outside is a lovely fire pit and the town square is a short walk down the hill where...
Three Pines Petersburg - Luxurious 10 Bedroom Home in Historic Petersburg
Lincoln’s Loft - Speakeasy Suite
Bar (on property)
Lincoln’s Loft - Speakeasy Suite
10.0 out of 10, Exceptional, 30 reviews
"Everything was great….great place!"
The price is ￥23,499
￥36,871 total
includes taxes & fees
Jun 27 - Jun 28
Lincoln’s Loft - Speakeasy Suite
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See all available properties in Middletown
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.

Other types of properties in Middletown you may be interested in

President Abraham Lincoln Springfield - DoubleTree by Hilton
Exterior
President Abraham Lincoln Springfield - DoubleTree by Hilton
4.0 star property
8.2 out of 10, Very Good, 1,001 reviews
"The front desk staff is very friendly and professional. The hotel is outdated."
The price is ￥16,276
￥18,554 total
includes taxes & fees
Jul 4 - Jul 5
President Abraham Lincoln Springfield - DoubleTree by Hilton
Northfield Inn, Suites & Conference Center
Lobby
Northfield Inn, Suites & Conference Center
2.5 star property
9.2 out of 10, Wonderful, 1,000 reviews
"Open area"
The price is ￥18,785
￥21,415 total
includes taxes & fees
Jul 1 - Jul 2
Northfield Inn, Suites & Conference Center
State House Inn
Lobby
State House Inn
3.0 star property
7.2 out of 10, Good, 1,002 reviews
"Everything was great except our AC didn’t work and it was the middle of June and in the 90s. "
The price is ￥15,128
￥17,245 total
includes taxes & fees
Jul 20 - Jul 21
State House Inn
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.

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:

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Look no further and take a look at our great range of rental properties in Middletown!

Frequently asked questions

Can I find a vacation rental in Middletown?

Yes, we offer vacation rentals close to well known sights in Middletown, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Middletown?

COZY BUNGALO: Visitors like this Middletown vacation home rental. It is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Middletown?

While exploring the area, visit the sights like Lincoln Speedway, Lincoln Heritage Museum, and Lincoln's New Salem State Historic Site. In the larger area, you’ll find Illinois State Fairgrounds and Lincoln's Tomb.

What are vacation rentals like in Middletown?

Vacation rentals are private properties you can reserve for a couple days or more in Middletown. Vacation rentals offer amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.

Recent reviews of Middletown properties
Expedia verified reviews

The Trail Inn - Atlanta, Illinois - Route 66, I-55

The Trail Inn - Atlanta, Illinois - Route 66, I-55

5/5 Excellent
"Contactless check in worried me but it was fast and easy. The instructions were sent to me in a text and I was given a number of a manger if I had any problems. The cleaning crew was friendly and polite. The Inn was very clean and decorated nice. The room was spacious. I will book this location again when I’m in the area. "
A verified traveler stayed at The Trail Inn - Atlanta, Illinois - Route 66, I-55
Posted 21 hours ago
The Trail Inn - Atlanta, Illinois - Route 66, I-55