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Montgomery County Holiday Rentals

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Our top choices for Montgomery County holiday rentals

Fridge, microwave, oven, stovetop

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, (7 reviews)
"Lovely setting, very relaxing."
United States
Katie H.
The price is HK$1,763
HK$3,090 total
includes taxes & fees
12 Jun - 13 Jun
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Exterior

Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (21 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is HK$910
HK$1,479 total
includes taxes & fees
18 Jun - 19 Jun
Harrison House; Litchfield, IL; Pets welcome
Living area

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)
"Perfect location! Everything was great!"
United States
Kelly C.
The price is HK$1,246
HK$1,952 total
includes taxes & fees
11 Jun - 12 Jun
State Street House; 3-br house; PETS WELCOME; Litchfield
Fridge, microwave, oven, stovetop

Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful home, well insulated in the Illinois winter! Hosts are very attentive and accommodating. Perfect for a weekend in town visiting family. Will definitely stay again. Thank you Mike and Amy!"
United States
Jason W.
The price is HK$933
HK$1,436 total
includes taxes & fees
11 Jun - 12 Jun
Edwards House; Litchfield, IL; Pets welcome
Exterior

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$980
HK$1,537 total
includes taxes & fees
1 Jul - 2 Jul
The Relaxing House - Quiet 2 Bedroom Home
Fridge, microwave, oven, stovetop

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
9.8 out of 10, Exceptional, (31 reviews)
"Nice and private we will stay there again "
United States
Jeffrey M.
The price is HK$782
HK$1,535 total
includes taxes & fees
13 Jun - 14 Jun
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
Exterior detail

Unique apartment in historic downtown

Unique apartment in historic downtown
Vandalia
9.8 out of 10, Exceptional, (20 reviews)
"Nice location and plenty of restaurants and things to do nearby."
United States
Teresa C.
The price is HK$682
HK$1,055 total
includes taxes & fees
23 Jun - 24 Jun
Unique apartment in historic downtown
Property grounds

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, (104 reviews)
"Thank you again for a super easy and wonderful stay!"
United States
Courtney S.
The price is HK$627
HK$1,420 total
includes taxes & fees
21 Jun - 22 Jun
Home is on the original 1926-1930 Route 66 alignment
Exterior

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, (15 reviews)
"nice stay "
United States
Camille L.
The price is HK$1,317
HK$1,491 total
includes taxes & fees
6 Jul - 7 Jul
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
Terrace/patio

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, (16 reviews)
"The apartment was very comfortable and cozy. We slept great and it was very nice to have a place to stay in Bunker Hill. "
United States
Erica L.
The price is HK$564
HK$972 total
includes taxes & fees
22 Jun - 23 Jun
Cozy studio located in small town America, Bunker Hill, IL.
Interior

Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood

Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Springfield
9.4 out of 10, Exceptional, (12 reviews)
"We had a great weekend with friends. Plenty of room to spread out and Elizabeth was a gracious host. We'll definitely keep this on the list for future trips! "
United States
Kate D.
The price is HK$2,776
HK$4,786 total
includes taxes & fees
11 Jun - 12 Jun
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Fridge, microwave, oven, stovetop

The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful home, well appointed. Very accommodating host, we have rented this home many times and keep coming back!"
United States
Janell M.
The price is HK$1,724
HK$3,953 total
includes taxes & fees
16 Jun - 17 Jun
The Carlinville Cottage
Interior

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

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, (6 reviews)
"Our third year visiting the Bressner House and everything was again perfect "
United States
Diane
The price is HK$3,333
HK$7,390 total
includes taxes & fees
15 Jun - 16 Jun
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Iron/ironing board, free WiFi, bed sheets

Light Filled Loft on Town Square

Light Filled Loft on Town Square
Carlinville
10.0 out of 10, Exceptional, (12 reviews)
"The loft was very clean and so nicely decorated. We had a wonderful relaxing weekend and would definitely stay there again. "
United States
Nicole S.
The price is HK$1,763
HK$2,608 total
includes taxes & fees
14 Jun - 15 Jun
Light Filled Loft on Town Square
Exterior

Grand Victorian Carlinville home on Rt. 66.

Grand Victorian Carlinville home on Rt. 66.
Carlinville
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay"
United States
Adam M.
The price is HK$2,202
HK$4,053 total
includes taxes & fees
22 Jun - 23 Jun
Grand Victorian Carlinville home on Rt. 66.
Shower, hair dryer, towels, soap

2-bedroom house in Springfield

2-bedroom house in Springfield
Springfield
5.6 out of 10, (4 reviews)
"Dirty, unkept"
United States
Jamie W.
The price is HK$588
HK$1,121 total
includes taxes & fees
7 Jul - 8 Jul
2-bedroom house in Springfield
1 bedroom, iron/ironing board, free WiFi, bed sheets

Unique loft in historic downtown

Unique loft in historic downtown
Vandalia
9.8 out of 10, Exceptional, (26 reviews)
"The room was clean, quiet and fully stocked. Future tenants need to be prepared to go up 2 flights of stairs and the toilet is child height. The bed could be larger and more comfortable. Other than that the stay was enjoyable."
United States
Stewart
The price is HK$674
HK$1,130 total
includes taxes & fees
21 Jun - 22 Jun
Unique loft in historic downtown
Microwave, oven, stovetop, dishwasher

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$1,458
HK$3,181 total
includes taxes & fees
15 Jun - 16 Jun
Peaceful Spaulding Orchard Home
Terrace/patio

Newly-renovated House - Luxurious Massage Chair - Close to Attractions/Hospitals

Newly-renovated House - Luxurious Massage Chair - Close to Attractions/Hospitals
Springfield
10.0 out of 10, Exceptional, (2 reviews)
"This was the best place I have ever had the privilege to stay at! Very clean and very nice location as stated in the advertisement! Will definitely stay here again"
United States
Connie C.
The price is HK$1,234
HK$2,208 total
includes taxes & fees
17 Jun - 18 Jun
Newly-renovated House - Luxurious Massage Chair - Close to Attractions/Hospitals
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 Montgomery County Hotel Reviews

Motel 6 Springfield, IL

Motel 6 Springfield, IL

4/10 Poor
"The facility was ok. My room bathtub stopper was not attached to the drain and when I looked the drain area was not clean and was broken so the stopper would not work properly. It was a smoke free floor, but it smelled like someone had been smoking and tried to cover it up with an air freshener. There were stains in the sheets, and I found bugs in the bathroom sink. I had multiple credit cards get denied that worked fine at the restaurant I just ordered food from and then at the hotel I ended up staying at. I originally picked this hotel because it had a 7.8 rating and a reasonable price."
Bryan 1-night trip
Posted less than an hour ago
Motel 6 Springfield, IL