Montgomery County Holiday Rentals

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Top Holiday Rentals Destinations in Montgomery County

Chestnut House; Litchfield, IL; Pets Welcome

9.6 out of 10, Exceptional, (5)
"The house was very nice and we had a relaxing stay. We will definitely consider staying here again if we stay in the area."
The price is NZ$286
includes taxes & fees
30 June - 1 July
Chestnut House; Litchfield, IL; Pets Welcome

Harrison House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (11)
"We loved the house, plenty of space and it was furnished with everything we could need. Highly recommend!"
The price is NZ$306
includes taxes & fees
6 July - 7 July
Harrison House; Litchfield, IL; Pets welcome

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

10.0 out of 10, Exceptional, (6)
"My daughters, son-in-law and I found ourselves needing to stay near Hillsboro for my Grandmother’s funeral. Mike and Amy were gracious hosts. We truly felt the love they have for the home. It’s a great location, a quick walk to downtown Litchfield. I highly recommend!"
The price is NZ$322
includes taxes & fees
30 June - 1 July
State Street House; 3-br house; PETS WELCOME; Litchfield

Spacious modernized historic home located in downtown Hillsboro.

The price is NZ$352
includes taxes & fees
29 June - 30 June
Spacious modernized historic home located in downtown Hillsboro.

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

8.0 out of 10, Very good, (1)
"Our stay was very good…. Had plenty of entertainment at your beautiful home. "
The price is NZ$1,012
includes taxes & fees
9 July - 10 July
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood

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

2.0 star property
7.4 out of 10, Good, (3)
"Amazing 1 night stay. Everything we needed. "
The price is NZ$1,260
includes taxes & fees
13 July - 14 July
Grand Historic Retreat | Walk to Capitol & Attractions | Timeless Elegance

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

10.0 out of 10, Exceptional, (45)
"Great hosts and accommodations!"
The price is NZ$430
includes taxes & fees
7 July - 8 July
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm

Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

9.8 out of 10, Exceptional, (12)
"Beautiful place to stay!!! So cozy and perfect!"
The price is NZ$421
includes taxes & fees
15 July - 16 July
Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

Charming Downtown Stay | Victorian Beauty & Modern Comfort

9.8 out of 10, Exceptional, (16)
"Clean charming place to stay. On a girls trip we felt safe and the girls loved the big bedroom in the house!"
The price is NZ$421
includes taxes & fees
7 July - 8 July
Charming Downtown Stay | Victorian Beauty & Modern Comfort

Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location

10.0 out of 10, Exceptional, (2)
"Amazing property. Couldn’t have asked for anything better. Kitchen, living room, laundry and dining room on every floor. Luxurious bedrooms. A beautiful old mansion. In the heart of Springfield. Every amenity you could imagine. We had an amazingly wonderful weekend of sharing and church family time."
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location

Spacious Carriage House | Private Entrance | Historic & Stylish

9.8 out of 10, Exceptional, (38)
"A very spacious lodging that was very clean and very comfortable. Will stay here again when in Springfield."
The price is NZ$408
includes taxes & fees
7 July - 8 July
Spacious Carriage House | Private Entrance | Historic & Stylish

Blue Room at the Feitshans House

The price is NZ$336
includes taxes & fees
7 July - 8 July
Blue Room at the Feitshans House

Home is on the original 1926-1930 Route 66 alignment

10.0 out of 10, Exceptional, (87)
"A weekend stay at the Madison House is like a step back in time. The cute and cozy furnishings offer a comforting nostalgia nestled in a quiet neighborhood. The location was perfect for the purpose of our visit. Thanks for the sweet little time warp!"
The price is NZ$253
includes taxes & fees
8 July - 9 July
Home is on the original 1926-1930 Route 66 alignment

The Carlinville Cottage

10.0 out of 10, Exceptional, (10)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
The price is NZ$827
includes taxes & fees
6 July - 7 July
The Carlinville Cottage

Plainview Vineyard Retreat by StayLage

2.0 star property
The price is NZ$718
includes taxes & fees
29 June - 30 June
Plainview Vineyard Retreat by StayLage
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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