Vacation Rentals in Montgomery County

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Top Vacation Rentals in Montgomery County

Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
Cozy cabin nestled among trees, offering a peaceful retreat with a porch and large windows.

Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks

9.4 out of 10, Exceptional, (10)
"This house was perfect for our annual Guys Weekend (a few dads in their 40s and 50s).Plenty of room, clean, and quiet. We appreciated the fussball table, dart board, and comfortable living room with a big TV for sports. Fishing was good too, caught quite a few bass, and we got a kick out of the boat. We all agreed this place was great, and would recommend to all. "
The price is ￥27,110
￥50,688 total
includes taxes & fees
Aug 11 - Aug 12
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
Private country setting with large indoor pool
Relax by the indoor pool surrounded by comfortable seating and natural light.

Private country setting with large indoor pool

9.4 out of 10, Exceptional, (16)
"Greatly enjoyed the property for our holiday get together for family from different directions. The kids especially enjoyed the pool and game room (also the sound system)!One mention would be that the kitchen could use new cooking items, particularly pans and cookie sheets. The bedrooms and bathrooms were quite satisfactory. Overall, it was a great place for our family! Thank you"
Private country setting with large indoor pool
Jackson House; Pets Welcome
Kitchen features a central island with a stove and oven, flanked by cabinetry with gold handles.

Jackson House; Pets Welcome

10.0 out of 10, Exceptional, (13)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
The price is ￥16,898
￥26,474 total
includes taxes & fees
Aug 14 - Aug 15
Jackson House; Pets Welcome
State Street House; 3-br house; PETS WELCOME; Litchfield
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, wooden countertop, and dark backsplash.

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

10.0 out of 10, Exceptional, (7)
"Even cuter in person! It was the perfect stay for 4 girls traveling from various states. The house was clean, owners were communicative, and check out process was easy. We would stay here again. "
The price is ￥20,425
￥33,481 total
includes taxes & fees
Aug 17 - Aug 18
State Street House; 3-br house; PETS WELCOME; Litchfield
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Relax in a spacious room with a high ceiling, stone wall, and large window offering a forest view. Enjoy a comfortable seating area with a sofa, coffee table, and TV, plus a fireplace for warmth.

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 ￥33,062
￥57,932 total
includes taxes & fees
Aug 13 - Aug 14
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Harrison House; Litchfield, IL; Pets welcome
Detached garage with a small porch area and a wooden staircase leading to a deck.

Harrison House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (11)
"Everything was in excellent shape and the fenced yard was great for the pups."
The price is ￥17,486
￥27,565 total
includes taxes & fees
Aug 17 - Aug 18
Harrison House; Litchfield, IL; Pets welcome
Route 66 house; Litchfield IL; Pets welcome
Enjoy cooking and dining in this well-equipped kitchen with a central island, oven, and microwave.

Route 66 house; Litchfield IL; Pets welcome

10.0 out of 10, Exceptional, (15)
"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 ￥15,282
￥24,761 total
includes taxes & fees
Aug 20 - Aug 21
Route 66 house; Litchfield IL; Pets welcome
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Stately Victorian house with a corner turret and ornate front porch, surrounded by a well-maintained lawn and metal fence.

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

10.0 out of 10, Exceptional, (49)
"Great hosts and accommodations!"
The price is ￥32,266
￥36,963 total
includes taxes & fees
Aug 20 - Aug 21
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Lake Shelbyville Corn Crib is a Charming 2-bedroom house with fishing ponds
Property grounds

Lake Shelbyville Corn Crib is a Charming 2-bedroom house with fishing ponds

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay! The place is so clean and cute and cozy! We definitely felt right at home! Can’t wait to stay again soon! Thank you! "
Lake Shelbyville Corn Crib is a Charming 2-bedroom house with fishing ponds
LAKE SHELBYVILLE PRIVATE FISHING GET-AWAY
Surrounded by lush greenery and trees, this serene lakeside retreat offers a tranquil environment.

LAKE SHELBYVILLE PRIVATE FISHING GET-AWAY

10.0 out of 10, Exceptional, (25)
"We loved everything about this place!"
LAKE SHELBYVILLE PRIVATE FISHING GET-AWAY
Home is on the original 1926-1930 Route 66 alignment
Stroll through the beautifully maintained garden, surrounded by a variety of flowering plants and lush greenery.

Home is on the original 1926-1930 Route 66 alignment

10.0 out of 10, Exceptional, (90)
"Great Stay with family a couple of blocks away"
The price is ￥10,580
￥25,384 total
includes taxes & fees
Aug 10 - Aug 11
Home is on the original 1926-1930 Route 66 alignment
Unique loft in historic downtown
Cozy retreat with a large bed, wooden floor, and a table with a lamp.

Unique loft in historic downtown

10.0 out of 10, Exceptional, (19)
"Loft was super clean, spacious and quiet. Building built in 1861 so very unique space. Plenty of street parking. Air conditioning was great and a selection of restaurants and pubs down the street. Lots of nicely restored building-one can feel the history! Host communicated immediately and check in/out easy and seamless. "
The price is ￥12,637
￥21,180 total
includes taxes & fees
Aug 31 - Sep 1
Unique loft in historic downtown
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Cozy retreat with a large bed, featuring a white headboard and plush pillows, and a unique art piece above.

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 ￥44,366
￥80,527 total
includes taxes & fees
Aug 20 - Aug 21
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Relax in a cozy corner with a round table and two comfortable chairs, enjoying a view of the city.

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 ￥99,558
￥176,450 total
includes taxes & fees
Aug 14 - Aug 15
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Craftsman styled home in the heart of downtown Highland
Enjoy cooking in this well-equipped kitchen with a central island, stove, and ample counter space.

Craftsman styled home in the heart of downtown Highland

10.0 out of 10, Exceptional, (59)
"We had a wonderful stay! Plenty of room and Jennifer did a fantastic job of communicating with us! "
Craftsman styled home in the heart of downtown Highland
Capital Suite on 6th Street - King Bed / Downtown!
Compact kitchen with a white stove, refrigerator, and sink, featuring a small table and bench.

Capital Suite on 6th Street - King Bed / Downtown!

9.2 out of 10, Wonderful, (9)
"Very good value for a basic apartment in a good location."
The price is ￥12,405
￥24,777 total
includes taxes & fees
Aug 18 - Aug 19
Capital Suite on 6th Street - King Bed / Downtown!
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
Features a kitchen with white cabinetry, stainless steel appliances, a large window, and ample countertop space.

Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort

2.0 star property
10.0 out of 10, Exceptional, (5)
"Everything was really nice and as described. Would stay there again!"
The price is ￥25,813
￥29,102 total
includes taxes & fees
Aug 19 - Aug 20
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
Spacious Historic Escape | 4BR Luxury | Walk to Downtown & Landmarks
Relax in this serene bedroom with a large bed, television, and a view of the outside through large windows.

Spacious Historic Escape | 4BR Luxury | Walk to Downtown & Landmarks

2.0 star property
10.0 out of 10, Exceptional, (2)
"5 senior ladies on a girl trip and we couldn't have picked a better place to stay, everything was PERFECT. The home was beautiful and sooo comfortable, the location was just right. Would absolutely stay there again."
The price is ￥47,593
￥54,795 total
includes taxes & fees
Aug 18 - Aug 19
Spacious Historic Escape | 4BR Luxury | Walk to Downtown & Landmarks
Charming Springfield Home: 2 Mi to Downtown
House (2 Bedrooms) | Interior

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!"
The price is ￥11,167
￥32,635 total
includes taxes & fees
Aug 14 - Aug 15
Charming Springfield Home: 2 Mi to Downtown
Beach-themed rental with many activities within walking distance.
Compact kitchen with oven, stovetop, and sink, featuring a coffee maker and toaster.

Beach-themed rental with many activities within walking distance.

10.0 out of 10, Exceptional, (2)
"Very Clean and comfortable!"
The price is ￥16,531
￥29,044 total
includes taxes & fees
Aug 10 - Aug 11
Beach-themed rental with many activities within walking distance.
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

Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

10/10 Excellent
"I liked my tub with the jets "
Thomas H. 1-night trip
Posted 1 day ago
Hampton Inn by Hilton Litchfield