Lodging Image

Vacation Homes in Montgomery County

Compare and save
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Montgomery County vacation homes

1. Craftsman styled home in the heart of downtown Highland

Craftsman styled home in the heart of downtown Highland
Highland
10.0 out of 10, Exceptional, (93 reviews)
"Property was great !"
United States
Jeremy W.
Craftsman styled home in the heart of downtown Highland

2. Spacious Carriage House | Private Entrance | Historic & Stylish

Spacious Carriage House | Private Entrance | Historic & Stylish
Springfield
9.8 out of 10, Exceptional, (50 reviews)
"A very spacious lodging that was very clean and very comfortable. Will stay here again when in Springfield."
United States
Christine
The price is AED 712
AED 770 total
includes taxes & fees
16 Nov - 17 Nov
Spacious Carriage House | Private Entrance | Historic & Stylish

3. 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, (65 reviews)
"The Rowland Suite was perfect for our stay in Springfield!"
United States
Robert S.
The price is AED 733
AED 795 total
includes taxes & fees
15 Nov - 16 Nov
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm

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

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
9.6 out of 10, Exceptional, (21 reviews)
"Great place in a quiet charming town."
United States
William
The price is AED 790
AED 1,148 total
includes taxes & fees
19 Nov - 20 Nov
State Street House; 3-br house; PETS WELCOME; Litchfield

5. 5BR Lake Springfield Oasis Sleeps 15 Fire Pit

5BR Lake Springfield Oasis Sleeps 15 Fire Pit
Springfield
10.0 out of 10, Exceptional, (2 reviews)
"Perfect stay for my friends and family. Will stay here again!"
United States
Lauren K.
5BR Lake Springfield Oasis Sleeps 15 Fire Pit

6. 6BR Springfield Getaway Sleeps 15 Fire Pit & BBQ

6BR Springfield Getaway Sleeps 15 Fire Pit & BBQ
Springfield
10.0 out of 10, Exceptional, (18 reviews)
"Great location and accomodations!"
United States
Stephanie R.
6BR Springfield Getaway Sleeps 15 Fire Pit & BBQ

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

Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Springfield
9.6 out of 10, Exceptional, (24 reviews)
"Nice area and roomy fun house."
United States
Cheryl M.
The price is AED 1,073
AED 1,869 total
includes taxes & fees
9 Dec - 10 Dec
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood

8. Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury
Springfield
9.4 out of 10, Exceptional, (31 reviews)
"The lodging was unique and met our needs."
United States
Michelle R.
The price is AED 750
AED 812 total
includes taxes & fees
15 Nov - 16 Nov
Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

9. Peaceful Spaulding Orchard Home

Peaceful Spaulding Orchard Home
Springfield
9.6 out of 10, Exceptional, (8 reviews)
"The host was very helpful when we lost power during a storm."
United States
Kellie N.
The price is AED 735
AED 1,479 total
includes taxes & fees
1 Dec - 2 Dec
Peaceful Spaulding Orchard Home

10. 2-bedroom house in Springfield

2-bedroom house in Springfield
Springfield
4.6 out of 10, (8 reviews)
"The bedrooms were a little smaller than I thought they wood be, but still great overall. Also, when we arrived it was raining and I parked in the driveway near the back door. I triedto go in through the back door, but the code for the front door didn't work for the back door."
United States
David V.
The price is AED 248
AED 465 total
includes taxes & fees
16 Nov - 17 Nov
2-bedroom house in Springfield

11. Rainbow Retreat ~ 3-bedroom fun loving home full of color!

Rainbow Retreat ~ 3-bedroom fun loving home full of color!
Springfield
9.8 out of 10, Exceptional, (10 reviews)
"The house was very clean and cozy. The kitchen was well stocked with cooking utensils and pota and pans. The beds and pillows were some of the most comfortable we have experienced while traveling. The house was close to the museums and attractions and it was located in a nice neighborhood. Over all this was a great place to stay and we would stay here again."
United States
Ashley D.
Rainbow Retreat ~ 3-bedroom fun loving home full of color!

12. Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment
Girard
9.8 out of 10, Exceptional, (114 reviews)
"The house is very well maintained and cared for, the story and its relation to preserving R66 history is wonderful. The hosts were flexible with check-in timing, there is plenty of space for parking and the front porch swing adds a great vibe. Overall, a reasonably priced and comfortable stay! Would definitely recommend."
United States
Cory
The price is AED 294
AED 635 total
includes taxes & fees
19 Nov - 20 Nov
Home is on the original 1926-1930 Route 66 alignment

13. Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
9.8 out of 10, Exceptional, (22 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is AED 610
AED 903 total
includes taxes & fees
21 Nov - 22 Nov
Harrison House; Litchfield, IL; Pets welcome

14. Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!

Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!
Springfield
9.2 out of 10, Wonderful, (9 reviews)
"Hosted our second bachelor here and it’s still one of the coolest places we’ve ever stayed! George is an awesome host!"
United States
Tyler B.
The price is AED 3,489
AED 4,624 total
includes taxes & fees
21 Nov - 22 Nov
Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!

15. Wonderful 4-bedroom house that sleeps 10 in welcoming Springfield

Wonderful 4-bedroom house that sleeps 10 in welcoming Springfield
Springfield
Wonderful 4-bedroom house that sleeps 10 in welcoming Springfield

16. Cozy 2-bedroom home in cozy neighborhood on Southwest Springfield

Cozy 2-bedroom home in cozy neighborhood on Southwest Springfield
Springfield
10.0 out of 10, Exceptional, (1 review)
Cozy 2-bedroom home in cozy neighborhood on Southwest Springfield

17. Charming 1-bedroom building with AC in Springfield

Charming 1-bedroom building with AC in Springfield
Springfield
Charming 1-bedroom building with AC in Springfield

18. The Hidden Gem- Superb 7-bedroom Studio with arcade, theater and more!

The Hidden Gem- Superb 7-bedroom Studio with arcade, theater and more!
Springfield
10.0 out of 10, Exceptional, (20 reviews)
"This was the perfect place for our family gathering!"
United States
Diana R.
The Hidden Gem- Superb 7-bedroom Studio with arcade, theater and more!

19. Pet friendly remodeled bungalow home just two blocks from Washington Park.

Pet friendly remodeled bungalow home just two blocks from Washington Park.
Springfield
10.0 out of 10, Exceptional, (38 reviews)
"Overall a good visit and trip."
United States
Zackery P.
Pet friendly remodeled bungalow home just two blocks from Washington Park.

20. Cozy 2-bedroom bungalow with AC and WiFi in charming Springfield

Cozy 2-bedroom bungalow with AC and WiFi in charming Springfield
Springfield
9.0 out of 10, Wonderful, (10 reviews)
"nice place"
United States
Fonda W.
Cozy 2-bedroom bungalow with AC and WiFi in charming Springfield
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montgomery County Hotel Reviews

Explore a world of travel with Expedia