Default HTG hotel image

Middletown Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Middletown vacation rentals

Smart TV

1. Lincoln’s Loft - Speakeasy Suite

Lincoln’s Loft - Speakeasy Suite
Lincoln
10.0 out of 10, Exceptional, (56 reviews)
"Stand outs: host, shower pressure, cleanliness, decor. Would stay again!"
United States
Kim C.
The price is AED 665
AED 977 total
includes taxes & fees
17 Sep - 18 Sep
Lincoln’s Loft - Speakeasy Suite
Interior

2. Lincoln’s Loft - Hawthorne Suite Downtown Lincoln, IL

Lincoln’s Loft - Hawthorne Suite Downtown Lincoln, IL
Lincoln
10.0 out of 10, Exceptional, (29 reviews)
"This property is perfect for our family, allowing us all to stay in the same place and relax!"
United States
Sean W.
The price is AED 559
AED 900 total
includes taxes & fees
1 Sep - 2 Sep
Lincoln’s Loft - Hawthorne Suite Downtown Lincoln, IL
Interior

3. Top-Rated Premier Modern Getaway

Top-Rated Premier Modern Getaway
Petersburg
10.0 out of 10, Exceptional, (2 reviews)
"It was super clean, very nicely decorated, and a perfect space for our family of 5. The host is very friendly and communicative."
United States
Hayley P.
Top-Rated Premier Modern Getaway
Coffee/tea maker, fridge, microwave, oven

4. Tranquil 3-bedroom house with a massage chair

Tranquil 3-bedroom house with a massage chair
Springfield
9.8 out of 10, Exceptional, (23 reviews)
"Host was easy to work with and property was nice! "
United States
Nicole W.
Tranquil 3-bedroom house with a massage chair
Interior

5. Historic Luxury Stay | Downtown Springfield | Step-Free Access

Historic Luxury Stay | Downtown Springfield | Step-Free Access
Springfield
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay ! Close to all things Lincoln. "
United States
Patricia J.
The price is AED 995
AED 1,139 total
includes taxes & fees
18 Sep - 19 Sep
Historic Luxury Stay | Downtown Springfield | Step-Free Access
Exterior

6. Spacious Carriage House | Private Entrance | Historic & Stylish

Spacious Carriage House | Private Entrance | Historic & Stylish
Springfield
9.8 out of 10, Exceptional, (45 reviews)
"A very spacious lodging that was very clean and very comfortable. Will stay here again when in Springfield."
United States
Christine
The price is AED 729
AED 823 total
includes taxes & fees
25 Aug - 26 Aug
Spacious Carriage House | Private Entrance | Historic & Stylish
Exterior

7. Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury
Springfield
9.4 out of 10, Exceptional, (28 reviews)
"Beautiful property and a great location!"
United States
Rebecca k.
The price is AED 750
AED 863 total
includes taxes & fees
24 Aug - 25 Aug
Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury
Exterior

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

Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
Springfield
10.0 out of 10, Exceptional, (18 reviews)
"Very nice and a very comfortable stay"
United States
Camille L.
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
Exterior

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

Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Springfield
10.0 out of 10, Exceptional, (62 reviews)
"Exceptional historic property. Hosts were very responsive, prompt, extremely helpful. Lovely home was perfect for our stay. Excellent location, great parking, close to sites on our to-do list. Hoping we can return soon. Highly recommend!"
United States
Valerie S.
The price is AED 733
AED 822 total
includes taxes & fees
26 Aug - 27 Aug
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Exterior

10. Charming Downtown Stay | Victorian Beauty & Modern Comfort

Charming Downtown Stay | Victorian Beauty & Modern Comfort
Springfield
9.6 out of 10, Exceptional, (24 reviews)
"We loved the home and had a wonderful time. I would suggest that the kitchen would be a bit better stocked. (no coffee filters, no salt & pepper)I would also suggest the staff checks the light bulbs periodically for being burned out (we had several) "
United States
Claudia G.
The price is AED 750
AED 863 total
includes taxes & fees
24 Aug - 25 Aug
Charming Downtown Stay | Victorian Beauty & Modern Comfort
Interior

11. Grand Historic Retreat | Walk to Capitol & Attractions | Timeless Elegance

Grand Historic Retreat | Walk to Capitol & Attractions | Timeless Elegance
Springfield
8.0 out of 10, Very Good, (5 reviews)
"Plenty of room for a large group!"
United States
Amy V.
The price is AED 1,936
AED 2,228 total
includes taxes & fees
25 Aug - 26 Aug
Grand Historic Retreat | Walk to Capitol & Attractions | Timeless Elegance
Interior

12. Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!

Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!
Springfield
9.2 out of 10, Wonderful, (9 reviews)
"Hosted our second bachelor here and it’s still one of the coolest places we’ve ever stayed! George is an awesome host!"
United States
Tyler B.
Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!
4 bedrooms, iron/ironing board, WiFi (free), bed sheets

13. Spacious Historic Escape | 4BR Luxury | Walk to Downtown & Landmarks

Spacious Historic Escape | 4BR Luxury | Walk to Downtown & Landmarks
Springfield
10.0 out of 10, Exceptional, (7 reviews)
"We rented the 2nd and 3rd floors and were very pleased with the place. It definitely had the historic charm, was very clean, and very close to all of the historical attractions. Would definitely recommend. "
United States
Chelsea T.
Spacious Historic Escape | 4BR Luxury | Walk to Downtown & Landmarks
Exterior

14. Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location

Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Springfield
9.8 out of 10, Exceptional, (8 reviews)
"Great home for large family gatherings."
United States
Eric H.
The price is AED 1,735
AED 3,664 total
includes taxes & fees
7 Sep - 8 Sep
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Coffee/tea maker, fridge, microwave, oven

15. Charming 2-bedroom house with AC in Springfield

Charming 2-bedroom house with AC in Springfield
Springfield
Charming 2-bedroom house with AC in Springfield
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

Northfield Inn, Suites & Conference Center

Northfield Inn, Suites & Conference Center

10/10 Excellent
"Clean rooms. Pool was refreshing and breakfast was tasty!"
Sherry 1-night trip
Posted 3 hours ago
Northfield Inn, Suites & Conference Center

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?

Modern Bungalow Home with Mid-Century Flair: Visitors like this Middletown vacation home rental. It offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 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.