Montgomery County Holiday Rentals

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Featured Montgomery County Holiday Rentals

Exterior
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
9.6 out of 10, Exceptional, (13)
"Cabin was large and clean. Plenty of linens, etc."
The price is HK$1,749
HK$3,065 total
includes taxes & fees
18 Oct - 19 Oct
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
Property grounds
Harrison House; Litchfield, IL; Pets welcome
Harrison House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (13)
"Everything was in excellent shape and the fenced yard was great for the pups."
The price is HK$833
HK$1,344 total
includes taxes & fees
19 Oct - 20 Oct
Harrison House; Litchfield, IL; Pets welcome
Smart TV, fireplace, table football
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
10.0 out of 10, Exceptional, (3)
"This was our second time staying here and it didn't dissapoint. "
The price is HK$1,944
HK$3,296 total
includes taxes & fees
4 Nov - 5 Nov
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Fridge, microwave, oven, stovetop
Jackson House; Pets Welcome
Jackson House; Pets Welcome
10.0 out of 10, Exceptional, (17)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
The price is HK$894
HK$1,409 total
includes taxes & fees
1 Nov - 2 Nov
Jackson House; Pets Welcome
Fridge, microwave, oven, stovetop
Route 66 house; Litchfield IL; Pets welcome
Route 66 house; Litchfield IL; Pets welcome
9.8 out of 10, Exceptional, (18)
"Cute little place we were visiting our grandchildren who live in the area and we all had a great time the house is well decorated so cute and everything you need is there. We will check to see if this place is available every time we visit the grandchildren."
The price is HK$809
HK$1,310 total
includes taxes & fees
22 Oct - 23 Oct
Route 66 house; Litchfield IL; Pets welcome
Microwave, oven, stovetop
The Relaxing House - Quiet 2 Bedroom Home
The Relaxing House - Quiet 2 Bedroom Home
The price is HK$855
HK$3,716 total
includes taxes & fees
28 Oct - 29 Oct
The Relaxing House - Quiet 2 Bedroom Home
Private kitchen
State Street House; 3-br house; PETS WELCOME; Litchfield
State Street House; 3-br house; PETS WELCOME; Litchfield
10.0 out of 10, Exceptional, (11)
"Great house with a really great layout. Great location for accessing the parts of Litchfield we wanted to find. Super responsive host. "
The price is HK$1,081
HK$1,722 total
includes taxes & fees
17 Oct - 18 Oct
State Street House; 3-br house; PETS WELCOME; Litchfield
1 bedroom, iron/ironing board, WiFi, bed sheets
Edwards House; Litchfield, IL; Pets welcome
Edwards House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (21)
"Mike and Amy have a beautiful cozy place to stay. My partner and I had a wonderful time and were super comfy during our stay!"
The price is HK$809
HK$1,310 total
includes taxes & fees
27 Oct - 28 Oct
Edwards House; Litchfield, IL; Pets welcome
1 bedroom, iron/ironing board, free WiFi, bed sheets
Unique loft in historic downtown
Unique loft in historic downtown
10.0 out of 10, Exceptional, (21)
"Clean, quaint, and conveniently located. Perfect for a weekend retreat!"
The price is HK$602
HK$1,050 total
includes taxes & fees
19 Oct - 20 Oct
Unique loft in historic downtown
Exterior
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
9.8 out of 10, Exceptional, (26)
"This cabin is so snug and comfortable. It is expertly decorated and furnished so that you only need to bring a change of clothes and you’re set. It was good vibes only. "
The price is HK$775
HK$1,522 total
includes taxes & fees
19 Oct - 20 Oct
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
Terrace/patio
Home is on the original 1926-1930 Route 66 alignment
Home is on the original 1926-1930 Route 66 alignment
10.0 out of 10, Exceptional, (92)
"The historic house was perfect for our vacation. "
The price is HK$560
HK$1,335 total
includes taxes & fees
17 Oct - 18 Oct
Home is on the original 1926-1930 Route 66 alignment
Microwave
Beach-themed rental with many activities within walking distance.
Beach-themed rental with many activities within walking distance.
10.0 out of 10, Exceptional, (2)
"Very Clean and comfortable!"
The price is HK$875
HK$1,504 total
includes taxes & fees
19 Oct - 20 Oct
Beach-themed rental with many activities within walking distance.
Exterior detail
Unique apartment in historic downtown
Unique apartment in historic downtown
10.0 out of 10, Exceptional, (14)
"My colleague and I were attending a fundraiser and this was perfect for our short stay!"
The price is HK$609
HK$975 total
includes taxes & fees
22 Oct - 23 Oct
Unique apartment in historic downtown
Fridge, microwave, oven, stovetop
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
2.0 star property
10.0 out of 10, Exceptional, (6)
"Everything was really nice and as described. Would stay there again!"
The price is HK$1,384
HK$1,590 total
includes taxes & fees
11 Nov - 12 Nov
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
Property grounds
Cozy studio located in small town America, Bunker Hill, IL.
Cozy studio located in small town America, Bunker Hill, IL.
10.0 out of 10, Exceptional, (13)
"Great location, felt like it was home "
The price is HK$560
HK$964 total
includes taxes & fees
22 Oct - 23 Oct
Cozy studio located in small town America, Bunker Hill, IL.
Dining
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
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."
The price is HK$4,308
HK$8,244 total
includes taxes & fees
21 Oct - 22 Oct
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Fridge, microwave, oven, stovetop
The Carlinville Cottage
The Carlinville Cottage
10.0 out of 10, Exceptional, (16)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
The price is HK$1,710
HK$3,897 total
includes taxes & fees
17 Oct - 18 Oct
The Carlinville Cottage
Private kitchen
Amazing 3-bedroom house with AC in Springfield
Amazing 3-bedroom house with AC in Springfield
The price is HK$2,255
HK$5,051 total
includes taxes & fees
11 Nov - 12 Nov
Amazing 3-bedroom house with AC in Springfield
Interior
Historic Luxury Stay | Downtown Springfield | Step-Free Access
Historic Luxury Stay | Downtown Springfield | Step-Free Access
2.0 star property
10.0 out of 10, Exceptional, (8)
"Will stay here again when visiting Springfield "
The price is HK$1,358
HK$1,523 total
includes taxes & fees
20 Oct - 21 Oct
Historic Luxury Stay | Downtown Springfield | Step-Free Access
5 bedrooms, iron/ironing board, WiFi, bed sheets
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
8.8 out of 10, Excellent, (5)
"Our stay was very good…. Had plenty of entertainment at your beautiful home. "
The price is HK$2,172
HK$4,040 total
includes taxes & fees
5 Nov - 6 Nov
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
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

Drury Inn & Suites Springfield IL

Drury Inn & Suites Springfield IL

10/10 Excellent
"Our stay was great. The staff were very friendly and helpful. Our room was clean and comfortable. Breakfast and dinner were served as well as free drinks each evening of our stay. The Hotels.com listing said that the hotel had an electric vehicle charging station on site, but there was not a charger at the hotel."
Scott 4-night trip
Posted 6 days ago
Drury Inn & Suites Springfield IL