Vacation Rentals in Montgomery County

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Our top choices for Montgomery County vacation rentals

Exterior

Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
9.8 out of 10, Exceptional, (20 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is ￥18,504
￥29,745 total
includes taxes & fees
Apr 27 - Apr 28
Harrison 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 ￥19,923
￥31,250 total
includes taxes & fees
Apr 27 - Apr 28
The Relaxing House - Quiet 2 Bedroom Home
Interior

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 ￥17,372
￥27,701 total
includes taxes & fees
May 1 - May 2
Route 66 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 ￥25,341
￥39,862 total
includes taxes & fees
May 1 - May 2
State Street House; 3-br house; PETS WELCOME; Litchfield
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, (6 reviews)
"Lovely setting, very relaxing."
United States
Katie H.
The price is ￥35,861
￥62,836 total
includes taxes & fees
Apr 27 - Apr 28
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Exterior detail

Unique apartment in historic downtown

Unique apartment in historic downtown
Vandalia
9.8 out of 10, Exceptional, (19 reviews)
"Nice location and plenty of restaurants and things to do nearby."
United States
Teresa C.
The price is ￥12,479
￥19,983 total
includes taxes & fees
Apr 29 - Apr 30
Unique apartment in historic downtown
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
9.6 out of 10, Exceptional, (29 reviews)
"Nice and private we will stay there again "
United States
Jeffrey M.
The price is ￥16,233
￥31,562 total
includes taxes & fees
Apr 29 - Apr 30
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
TV

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
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥19,923
￥24,494 total
includes taxes & fees
May 22 - May 23
Welcome to the country. Take it easy at this unique and tranquil getaway.
Property grounds

Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment
Girard
10.0 out of 10, Exceptional, (101 reviews)
"Very clean, host stayed in contact Really nice place just to get together and visit. The only thing beds were little to firm for our liking and the trains coming through at night!"
United States
Marilyn
The price is ￥12,750
￥28,715 total
includes taxes & fees
Apr 30 - May 1
Home is on the original 1926-1930 Route 66 alignment
1 bedroom, iron/ironing board, free WiFi, bed sheets

Unique loft in historic downtown

Unique loft in historic downtown
Vandalia
10.0 out of 10, Exceptional, (24 reviews)
"Excellent place to stay, have stayed multiple times."
United States
Derek L.
The price is ￥12,623
￥21,824 total
includes taxes & fees
Apr 29 - Apr 30
Unique loft in historic downtown
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 ￥11,475
￥19,763 total
includes taxes & fees
May 3 - May 4
Cozy studio located in small town America, Bunker Hill, IL.
Interior

Historic Luxury Stay | Downtown Springfield | Step-Free Access

Historic Luxury Stay | Downtown Springfield | Step-Free Access
Springfield
10.0 out of 10, Exceptional, (9 reviews)
"Great place to stay ! Close to all things Lincoln. "
United States
Patricia J.
The price is ￥25,270
￥28,649 total
includes taxes & fees
Apr 27 - Apr 28
Historic Luxury Stay | Downtown Springfield | Step-Free Access
Property grounds

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 ￥19,365
￥38,259 total
includes taxes & fees
Apr 27 - Apr 28
Lake House off Route 66
Exterior

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, (57 reviews)
"Great property"
United States
Lynn
The price is ￥31,796
￥35,513 total
includes taxes & fees
Apr 27 - Apr 28
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Exterior

Spacious Carriage House | Private Entrance | Historic & Stylish

Spacious Carriage House | Private Entrance | Historic & Stylish
Springfield
9.8 out of 10, Exceptional, (44 reviews)
"Only made coffee but it was obvious everything was in place for more elaborate food prep."
United States
Jim P.
The price is ￥31,645
￥35,362 total
includes taxes & fees
Apr 27 - Apr 28
Spacious Carriage House | Private Entrance | Historic & Stylish
Interior

2-bedroom house in Springfield

2-bedroom house in Springfield
Springfield
5.4 out of 10, (3 reviews)
"My husband and I took our son and niece. Big enough for all us. the host never responded to a message and I had to contact someone who works for Vrbo and gave me their personal number. The beds were as hard as a rock. 1 of the plug in’s was broke. (Watch small children around it) they knew 4 people was staying left 2 towels and a hand towel. Which had long pieces of hair. We stay often at rental places and don’t like to leave a bad review but this was the worst. We Won’t return there. "
United States
Alta c.
The price is ￥10,758
￥21,537 total
includes taxes & fees
Apr 27 - Apr 28
2-bedroom house in Springfield
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 ￥20,082
￥39,525 total
includes taxes & fees
May 11 - May 12
Newly-renovated House - Luxurious Massage Chair - Close to Attractions/Hospitals
Interior

Spacious 6BR Getaway w/ Fire Pit Sleeps 12

Spacious 6BR Getaway w/ Fire Pit Sleeps 12
Springfield
10.0 out of 10, Exceptional, (6 reviews)
"Great location and accomodations!"
United States
Stephanie R.
The price is ￥32,705
￥76,719 total
includes taxes & fees
Apr 30 - May 1
Spacious 6BR Getaway w/ Fire Pit Sleeps 12
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, (11 reviews)
"The loft was amazing as well as the views looking out to the town square!"
United States
Gerry G.
The price is ￥35,861
￥52,870 total
includes taxes & fees
Apr 27 - Apr 28
Light Filled Loft on Town Square
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 ￥26,616
￥60,808 total
includes taxes & fees
May 13 - May 14
Peaceful Spaulding Orchard Home
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

Seasons Inn & Suites Highland

Seasons Inn & Suites Highland

10/10 Excellent
"Easy safe neighborhood. I have stayed more than once. Thoughtful front desk staff put me away from the busy sports team rooms."
Eugenia 1-night trip
Posted 2 hours ago
Seasons Inn & Suites Highland

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Vacation Apartments in Montgomery County

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