Middletown Holiday Rentals

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Holiday Rentals in Middletown

COZY BUNGALO

Springfield
9.4 out of 10, Exceptional, (75)
"Clean, well stocked. Close to fair. "
United States
Kathy
COZY BUNGALO

Modern Bungalow Home with Mid-Century Flair

Springfield
8.4 out of 10, Very good, (44)
"Tasteful and relaxed. Enjoyed our stay and visit with family in Springfield."
United States
Sarah B.
The price is AU$334
includes taxes & fees
19 Nov - 20 Nov
Modern Bungalow Home with Mid-Century Flair

Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location

Springfield
10.0 out of 10, Exceptional, (2)
"Amazing property. Couldn’t have asked for anything better. Kitchen, living room, laundry and dining room on every floor. Luxurious bedrooms. A beautiful old mansion. In the heart of Springfield. Every amenity you could imagine. We had an amazingly wonderful weekend of sharing and church family time."
United States
Carol C.
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location

Lovely 2-Bedroom Unit in Springfriend

Downtown Springfield
8.8 out of 10, Excellent, (21)
"Would stay again. Stairs! Underground parking- have to pay. Our trucks would not fit but street parking seemed good and close (no charge). "
United States
Stacy
Lovely 2-Bedroom Unit in Springfriend

Charming 2-bedroom apartment in Springfield with AC

2.0 star property
Springfield
10.0 out of 10, Exceptional, (3)
"Very nice worked great for my needs"
United States
Dennis S.
Charming 2-bedroom apartment in Springfield with AC

Lovely 2-Bedroom Unit in Springfield

Downtown Springfield
9.4 out of 10, Exceptional, (28)
"Great location, close to the capital, shopping, dining and historical sites. The property is well kept and comfortable for a stay in Springfield."
United States
scott
Lovely 2-Bedroom Unit in Springfield

Historic Luxury Stay | Downtown Springfield | Step-Free Access

2.0 star property
Springfield
10.0 out of 10, Exceptional, (8)
"Will stay here again when visiting Springfield "
United States
David U.
The price is AU$306
includes taxes & fees
22 Nov - 23 Nov
Historic Luxury Stay | Downtown Springfield | Step-Free Access

The Loft on the Square

Petersburg
10.0 out of 10, Exceptional, (84)
"This place was amazing, lots of amenities and the town of Petersburg is very charming. "
United States
Jack W.
The Loft on the Square

Tranquil 2-bedroom house with a massage chair and a multi-purpose 3rd room

2.0 star property
Springfield
9.8 out of 10, Exceptional, (21)
"Great service, very clean, good location and has everything you need."
United States
Colleen R.
The price is AU$352
includes taxes & fees
3 Dec - 4 Dec
Tranquil 2-bedroom house with a massage chair and a multi-purpose 3rd room

Spacious & Cozy ~ Mins to Downtown

Springfield
8.4 out of 10, Very good, (16)
"It was wonderful. Hopefully, we can get it next year."
United States
Beverly F.
Spacious & Cozy ~ Mins to Downtown

Entire apartment close to downtown - 2 Queen beds

Springfield
9.0 out of 10, Wonderful, (11)
"Very comfy beds!"
United States
Ava
Entire apartment close to downtown - 2 Queen beds

Charming Downtown Stay | Victorian Beauty & Modern Comfort

Springfield
9.6 out of 10, Exceptional, (21)
"It was very nice. Very friendly host. Location was perfect. "
United States
Dianne H.
The price is AU$394
includes taxes & fees
23 Nov - 24 Nov
Charming Downtown Stay | Victorian Beauty & Modern Comfort

Property is not available

Petersburg
6.0 out of 10, (1)
The price is AU$279
includes taxes & fees
19 Nov - 20 Nov
Property is not available

Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort

2.0 star property
Springfield
10.0 out of 10, Exceptional, (8)
"Everything was really nice and as described. Would stay there again!"
United States
Leah P.
The price is AU$306
includes taxes & fees
19 Nov - 20 Nov
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort

Historic Bungalow: For Groups & Families Sleeps 11

Springfield
9.4 out of 10, Exceptional, (14)
"This lovely home had everything we needed along with wonderful outdoor sidewalks and yard for pup. Our family would absolutely stay again."
United States
Lacey
Historic Bungalow: For Groups & Families Sleeps 11

Cozy retreat

Springfield
10.0 out of 10, Exceptional, (1)
"The outcome was better than photos. Didn't spend much time their throughout the afternoon but over all experience was great. Really appreciated the extra condiments and kitchen items I didn't have to go out and buy extra things. Easy and fast contact response"
United States
Toni C.
Cozy retreat

Spacious Carriage House | Private Entrance | Historic & Stylish

Springfield
9.8 out of 10, Exceptional, (40)
"Great location, walking distance to most locations. Enjoyed having the space the house provided. Check in and out was smooth, everything was as described. Staying in a historic house like this is a cool thing to do."
United States
Anthony P.
The price is AU$382
includes taxes & fees
19 Nov - 20 Nov
Spacious Carriage House | Private Entrance | Historic & Stylish

Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm

Springfield
10.0 out of 10, Exceptional, (52)
"Great hosts and accommodations!"
United States
Christy M.
The price is AU$384
includes taxes & fees
23 Nov - 24 Nov
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm

Beautiful Country Setting with Heated Inground Pool and Stocked Pond

Dawson
10.0 out of 10, Exceptional, (98)
"Family stay with all the kids and grandkids. Just quality family time. "
United States
Michael H.
Beautiful Country Setting with Heated Inground Pool and Stocked Pond

Three Pines Petersburg - Luxurious 10 Bedroom Home in Historic Petersburg

Petersburg
10.0 out of 10, Exceptional, (27)
"Three Pines was a perfect venue for our needs. Very clean and charming. Aubrey was very accommodating, flexible, & quick to respond to all my questions."
United States
Carrie N.
Three Pines Petersburg - Luxurious 10 Bedroom Home in Historic Petersburg
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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Top Middletown Hotel Reviews

Find out more about Middletown

Everything you need to know about Middletown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middletown holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Middletown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middletown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middletown holiday rentals we have selected for you start as low as AU$279 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middletown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Middletown?

Yes, there are holiday rentals close to the most popular sights in Middletown, or you can select a more secluded option if you're looking for a relaxing stay.

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

Adorable house: This holiday home rental outside of Middletown is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly.

What’s there to see and do in Middletown?

While exploring the area, visit the sights like Lincoln Speedway, Rail Golf Course and Lincoln's New Salem State Historic Site. In the wider area, you’ll find Illinois State Fairgrounds and Lincoln's Tomb.

What are holiday rentals like in Middletown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middletown. Holiday rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.