Montgomery County Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Our top choices for Montgomery County holiday rentals

Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (18 reviews)
"Cozy house, great amenities, and the hosts responded to questions quickly. Definitely will be staying again!"
United States
Jennifer G.
The price is HK$908
HK$1,459 total
includes taxes & fees
13 Mar - 14 Mar
Harrison House; Litchfield, IL; Pets welcome

State Street House; 3-br house; PETS WELCOME; Litchfield

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
10.0 out of 10, Exceptional, (14 reviews)
"Great location. Wonderful owner"
United States
David E.
The price is HK$1,243
HK$1,956 total
includes taxes & fees
13 Mar - 14 Mar
State Street House; 3-br house; PETS WELCOME; Litchfield

New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving

New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Irving
10.0 out of 10, Exceptional, (6 reviews)
"This was our second time staying here and it didn't dissapoint. "
United States
Kimberly D.
The price is HK$1,760
HK$3,083 total
includes taxes & fees
12 Mar - 13 Mar
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving

Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
9.8 out of 10, Exceptional, (20 reviews)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
The price is HK$852
HK$1,359 total
includes taxes & fees
12 Mar - 13 Mar
Route 66 house; Litchfield IL; Pets welcome

The Relaxing House - Quiet 2 Bedroom Home

The Relaxing House - Quiet 2 Bedroom Home
Raymond
10.0 out of 10, Exceptional, (1 review)
"This brand new home was perfect for our holiday vacation. Kristin and Terry were wonderful hosts, and there were many lovely personal touches throughout the home. The space was comfortable and we had everything we needed during our stay. Check-in was easy and the entire experience was stress free. We highly recommend this property! "
United States
Janelle P.
The price is HK$978
HK$1,533 total
includes taxes & fees
12 Mar - 13 Mar
The Relaxing House - Quiet 2 Bedroom Home

Unique apartment in historic downtown

Unique apartment in historic downtown
Vandalia
9.8 out of 10, Exceptional, (19 reviews)
"Host was great, location and room were great. Only complaint is that guests in rental above sound like there running track all night."
United States
Gene C.
The price is HK$612
HK$980 total
includes taxes & fees
15 Mar - 16 Mar
Unique apartment in historic downtown

Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!

Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
Mulberry Grove
9.6 out of 10, Exceptional, (28 reviews)
"Nice and private we will stay there again "
United States
Jeffrey M.
The price is HK$846
HK$1,601 total
includes taxes & fees
18 Mar - 19 Mar
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!

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
9.0 out of 10, Wonderful, (8 reviews)
"George is an awesome host! Our group of high schoolers love this place! Plenty to keep them busy and engaged!"
United States
Ann P.
The price is HK$7,429
HK$10,782 total
includes taxes & fees
12 Mar - 13 Mar
Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!

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, (11 reviews)
"Great stay, everything was clean and plenty of space. "
United States
Lindsay S.
The price is HK$1,460
HK$1,626 total
includes taxes & fees
6 Apr - 7 Apr
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort

Cozy studio located in small town America, Bunker Hill, IL.

Cozy studio located in small town America, Bunker Hill, IL.
Bunker Hill
10.0 out of 10, Exceptional, (15 reviews)
"Great location, felt like it was home "
United States
Dawn L.
The price is HK$563
HK$970 total
includes taxes & fees
13 Mar - 14 Mar
Cozy studio located in small town America, Bunker Hill, IL.

Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury
Springfield
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful property with everything we needed for a perfect stay. Very spacious!"
United States
Amy E.
The price is HK$1,853
HK$2,044 total
includes taxes & fees
6 Apr - 7 Apr
Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment
Girard
9.8 out of 10, Exceptional, (100 reviews)
"In town for wedding. Great accommodation "
United States
Vicki P.
The price is HK$626
HK$1,409 total
includes taxes & fees
12 Mar - 13 Mar
Home is on the original 1926-1930 Route 66 alignment

The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (17 reviews)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
United States
Casey C.
The price is HK$1,720
HK$3,787 total
includes taxes & fees
13 Mar - 14 Mar
The Carlinville Cottage

Spacious Carriage House | Private Entrance | Historic & Stylish

Spacious Carriage House | Private Entrance | Historic & Stylish
Springfield
10.0 out of 10, Exceptional, (43 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 HK$1,751
HK$1,925 total
includes taxes & fees
6 Apr - 7 Apr
Spacious Carriage House | Private Entrance | Historic & Stylish

Welcome to the country. Take it easy at this unique and tranquil getaway.

Welcome to the country. Take it easy at this unique and tranquil getaway.
Rochester
The price is HK$899
HK$1,119 total
includes taxes & fees
12 Mar - 13 Mar
Welcome to the country. Take it easy at this unique and tranquil getaway.

Light Filled Loft on Town Square

Light Filled Loft on Town Square
Carlinville
10.0 out of 10, Exceptional, (7 reviews)
The price is HK$1,760
HK$2,611 total
includes taxes & fees
12 Mar - 13 Mar
Light Filled Loft on Town Square

Unique loft in historic downtown

Unique loft in historic downtown
Vandalia
10.0 out of 10, Exceptional, (23 reviews)
"Excellent place to stay, have stayed multiple times."
United States
Derek L.
The price is HK$605
HK$1,056 total
includes taxes & fees
15 Mar - 16 Mar
Unique loft in historic downtown

Peaceful Spaulding Orchard Home

Peaceful Spaulding Orchard Home
Springfield
10.0 out of 10, Exceptional, (1 review)
"Aaron was very welcoming and understanding! The property was very clean and put together, with many amenities and informative papers to ensure safety and comfort."
United States
Lance W H.
The price is HK$1,329
HK$3,033 total
includes taxes & fees
10 Apr - 11 Apr
Peaceful Spaulding Orchard Home

2-bedroom house in Springfield

2-bedroom house in Springfield
Springfield
The price is HK$528
HK$1,057 total
includes taxes & fees
12 Mar - 13 Mar
2-bedroom house in Springfield

Lake House off Route 66

Lake House off Route 66
Mount Olive
9.0 out of 10, Wonderful, (2 reviews)
"We really enjoyed our stay! The Lake House was very clean and met our needs perfectly for our weekend getaway. The property manager was always very responsive! Our dog LOVED the doggy door and the fenced area!"
United States
Michelle F.
The price is HK$1,017
HK$1,948 total
includes taxes & fees
9 Apr - 10 Apr
Lake House off Route 66
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montgomery County Hotel Reviews