Montgomery County Holiday Rentals

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Featured Montgomery County Holiday Rentals

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
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
Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield
Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield
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
Private country setting with large indoor pool
9.4 out of 10, Exceptional, (16)
"It’s nothing fancy but a great place for families to get a way with things to do right in the building"
Private country setting with large indoor pool
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
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
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
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
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
Craftsman styled home in the heart of downtown Highland
10.0 out of 10, Exceptional, (64)
"Couldn't ask for a better place to stay in town for our son's wedding nearby at Schwartz Barn. Had plenty of space, bedrooms and common areas to come together to share a meal or just catch up and visit with family while also finding quiet spots to catch up on rest as needed. Can't express our gratitude enough!"
Craftsman styled home in the heart of downtown Highland
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
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
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$698
HK$1,440 total
includes taxes & fees
19 Oct - 20 Oct
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
Charming Springfield Home: 2 Mi to Downtown
3.0 star property
10.0 out of 10, Exceptional, (2)
"The cottage was nicely renovated and decorated. It had a good supply of necessities and very comfortable!"
Charming Springfield Home: 2 Mi to Downtown
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
Spacious Carriage House | Private Entrance | Historic & Stylish
9.8 out of 10, Exceptional, (40)
"A very spacious lodging that was very clean and very comfortable. Will stay here again when in Springfield."
The price is HK$1,690
HK$1,937 total
includes taxes & fees
20 Oct - 21 Oct
Spacious Carriage House | Private Entrance | Historic & Stylish
LAKE SHELBYVILLE PRIVATE FISHING GET-AWAY
10.0 out of 10, Exceptional, (30)
"Beautiful property. Couldn’t be better. "
LAKE SHELBYVILLE PRIVATE FISHING GET-AWAY
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
10.0 out of 10, Exceptional, (50)
"Great hosts and accommodations!"
The price is HK$1,723
HK$1,971 total
includes taxes & fees
21 Oct - 22 Oct
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Luxurious Otter Pointe
10.0 out of 10, Exceptional, (25)
"We loved the open indoor kitchen and living room space for gathering. The kids and adults enjoyed the various games in the gameroom and loft. It was also lovely to sit on the back porch in the morning and evening. Jason’s place is well-stocked and beautiful!"
Luxurious Otter Pointe
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