Middletown Vacation Rentals
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Vacation Rentals in Middletown
COZY BUNGALO
Springfield IL
A stay at this vacation home places you in the heart of Springfield, within a 5-minute drive of Memorial Medical Center and Daughters of the Union Veterans Headquarters and Museum.
Modern Bungalow Home with Mid-Century Flair
Springfield IL
$204 nightly
The price is $216 total per night
$216 total
Dec 9 - Dec 10
Total with taxes and fees
With a stay at this vacation home in Springfield, you'll be within a 15-minute walk of Memorial Medical Center and Springfield and Central Illinois African-American History Museum.
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Springfield IL
$999 nightly
The price is $1,006 total per night
$1,006 total
Dec 15 - Dec 16
Total with taxes and fees
A stay at this vacation home places you in the heart of Springfield, within a 10-minute walk of Elijah Iles House and Dana-Thomas House.
Style on the Square 2-bedroom bungalow with WiFi, AC in Petersburg
Petersburg IL
Located in Petersburg, this vacation home is within a 15-minute drive of Lincoln's New Salem State Historic Site and Shambolee Golf Course.
Spacious & Cozy ~ Mins to Downtown
Springfield IL
Located in Springfield, this vacation home is within a 5-minute drive of AMF Springfield Lanes and Memorial Clinic Koke Mill.
Charming Downtown Stay | Victorian Beauty & Modern Comfort
Springfield IL
$252 nightly
The price is $254 total per night
$254 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
A stay at this vacation home places you in the heart of Springfield, within a 10-minute walk of Elijah Iles House and Dana-Thomas House.
Historic Bungalow: For Groups & Families Sleeps 11
Springfield IL
Located in Springfield, this vacation home is within a 15-minute walk of Daughters of the Union Veterans Headquarters and Museum and Pasfield House.
Spacious Carriage House | Private Entrance | Historic & Stylish
Springfield IL
$244 nightly
The price is $246 total per night
$246 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
A stay at this vacation home places you in the heart of Springfield, within a 10-minute walk of Dana-Thomas House and Vachel Lindsay Home.
Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury
Springfield IL
$254 nightly
The price is $256 total per night
$256 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
A stay at this vacation home places you in the heart of Springfield, within a 10-minute walk of Elijah Iles House and Dana-Thomas House.
Charming 2-bedroom duplex in brilliant Springfield with AC
Springfield IL
With a stay at this vacation home in Springfield, you'll be a 2-minute walk from Memorial Medical Center and 10 minutes by foot from Springfield and Central Illinois African-American History Museum.
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.
Middletown Vacation Rentals essential information
Accommodation | 42 Vacation Rentals |
|---|---|
Lowest Price | $216 |
Highest Price | $1,006 |
Popular accommodation | COZY BUNGALO, Modern Bungalow Home with Mid-Century Flair, Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location, Style on the Square 2-bedroom bungalow with WiFi, AC in Petersburg, Spacious & Cozy ~ Mins to Downtown, Charming Downtown Stay | Victorian Beauty & Modern Comfort, Historic Bungalow: For Groups & Families Sleeps 11, Spacious Carriage House | Private Entrance | Historic & Stylish, Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury, Charming 2-bedroom duplex in brilliant Springfield with AC, Pet friendly remodeled bungalow home just two blocks from Washington Park., 2b1b fenced backyard with deck, outdoor space near hospitals |