A red covered bridge in a forest.

Hillsboro Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Hillsboro vacation rentals

House | 1 bedroom, high-speed internet

1. Downtown Kimmswick Studio Renovated Prime Location

Downtown Kimmswick Studio Renovated Prime Location
2.0 star property
Imperial
The price is AED 484
AED 1,086 total
includes taxes & fees
12 Aug - 13 Aug
Downtown Kimmswick Studio Renovated Prime Location
Smart TV

2. 82 Acre Hobby Farm with Lincoln Log Cabin

82 Acre Hobby Farm with Lincoln Log Cabin
De Soto
10.0 out of 10, Exceptional, (46 reviews)
"The cabin was wonderful with many extras like snacks and coffee."
United States
Janna B.
The price is AED 523
AED 1,014 total
includes taxes & fees
12 Aug - 13 Aug
82 Acre Hobby Farm with Lincoln Log Cabin
Property grounds

3. Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Imperial
9.8 out of 10, Exceptional, (8 reviews)
"The host was very responsive to all communication and our stay was very nice. It was a nice place to stay. It was comfortable and met are needs very well."
United States
Denise S.
The price is AED 248
AED 399 total
includes taxes & fees
12 Aug - 13 Aug
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Dining

4. Upstairs 2 bedroom Private Apt Off I- 55 in Pevely

Upstairs 2 bedroom Private Apt Off I- 55 in Pevely
Pevely
9.6 out of 10, Exceptional, (11 reviews)
"We had a peaceful, quiet stay while visiting family in the area."
United States
Caren L.
The price is AED 768
AED 878 total
includes taxes & fees
16 Aug - 17 Aug
Upstairs 2 bedroom Private Apt Off I- 55 in Pevely
Property grounds

5. Peter Ray House

Peter Ray House
Maeystown
10.0 out of 10, Exceptional, (74 reviews)
"Awesome, clean house in a nice little town. We had all we needed and host was so easy to communicate with. We would definitely return!"
United States
PATRICK E.
The price is AED 496
AED 821 total
includes taxes & fees
12 Aug - 13 Aug
Peter Ray House
Terrace/patio

6. Clifford's Country Cottage

Clifford's Country Cottage
Bonne Terre
10.0 out of 10, Exceptional, (41 reviews)
"Great stay, very clean and comfortable."
United States
Chris G.
The price is AED 459
AED 560 total
includes taxes & fees
12 Aug - 13 Aug
Clifford's Country Cottage
Coffee/tea maker, fridge, microwave, oven

7. Cozy Studio in the Heart of Downtown Kimmswick

Cozy Studio in the Heart of Downtown Kimmswick
Imperial
10.0 out of 10, Exceptional, (5 reviews)
"This was perfect for us! "
United States
Rebecca G.
The price is AED 518
AED 1,200 total
includes taxes & fees
16 Aug - 17 Aug
Cozy Studio in the Heart of Downtown Kimmswick
Smart TV, DVD player

8. Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi

Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi
Pevely
9.8 out of 10, Exceptional, (8 reviews)
"Stay was nice quite and good location for us"
United States
James S.
The price is AED 804
AED 922 total
includes taxes & fees
19 Aug - 20 Aug
Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi
Terrace/patio

9. Tiny Houses of French Village

Tiny Houses of French Village
2.5 star property
French Village
10.0 out of 10, Exceptional, (6 reviews)
"I was a great experience loved everything about it"
United States
Alisha
The price is AED 726
AED 1,134 total
includes taxes & fees
12 Aug - 13 Aug
Tiny Houses of French Village
Coffee/tea maker, fridge, microwave, oven

10. Charming Byrnes Mill Retreat with WiFi & Fenced Backyard.

Charming Byrnes Mill Retreat with WiFi & Fenced Backyard.
Byrnes Mill
10.0 out of 10, Exceptional, (21 reviews)
"This was a repeat visit for us and we will always try to use this property - if available - when we come back to town! "
United States
Deborah W.
The price is AED 720
AED 1,345 total
includes taxes & fees
31 Aug - 1 Sep
Charming Byrnes Mill Retreat with WiFi & Fenced Backyard.
House | 1 bedroom, high-speed internet

11. Cozy Studio in the Heart of Downtown Kimmswick

Cozy Studio in the Heart of Downtown Kimmswick
2.0 star property
Imperial
The price is AED 424
AED 976 total
includes taxes & fees
16 Aug - 17 Aug
Cozy Studio in the Heart of Downtown Kimmswick
Smart TV

12. Stay On Festus Main 2 bedroom 1.5 bath Near Mercy

Stay On Festus Main 2 bedroom 1.5 bath Near Mercy
Festus
10.0 out of 10, Exceptional, (1 review)
"Great property and location. Property was clean. Very convenient to local attractions. Communications with the host was fast and efficient. Will rent this property again in the future."
United States
Jennifer B.
The price is AED 973
AED 1,113 total
includes taxes & fees
12 Aug - 13 Aug
Stay On Festus Main 2 bedroom 1.5 bath Near Mercy
Terrace/patio

13. Pet and kid friendly duplex with 2 bedrooms

Pet and kid friendly duplex with 2 bedrooms
Pacific
9.6 out of 10, Exceptional, (48 reviews)
"Enjoyed our stay"
United States
Jason R.
The price is AED 528
AED 682 total
includes taxes & fees
12 Aug - 13 Aug
Pet and kid friendly duplex with 2 bedrooms
Living area

14. Salt & Honey Cottage Walk to Dining & Pet Friendly

Salt & Honey Cottage Walk to Dining & Pet Friendly
Waterloo
10.0 out of 10, Exceptional, (3 reviews)
"We loved staying here. It was the perfect location and and it was decorated beautifully. Would definitely stay here again. "
United States
Wendy B.
The price is AED 423
AED 865 total
includes taxes & fees
12 Aug - 13 Aug
Salt & Honey Cottage Walk to Dining & Pet Friendly
Exterior

15. Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.

Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.
Bloomsdale
10.0 out of 10, Exceptional, (16 reviews)
"Such a cute place to stay for a weekend getaway. Very clean and well stocked with things you may need. Loved being able to sit on the porch and watch the rain at night and reading next to the fire pit during the day. "
United States
Jennifer B.
The price is AED 661
AED 1,030 total
includes taxes & fees
13 Aug - 14 Aug
Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.
Property grounds

16. Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues

Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues
Ballwin
7.8 out of 10, Good, (23 reviews)
"Nice and roomy place! The shower was a little messy when we went but everything else wemt well"
United States
alex h.
The price is AED 275
AED 570 total
includes taxes & fees
6 Sep - 7 Sep
Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues
Exterior

17. Kid and pet friendly 2 nd floor duplex

Kid and pet friendly 2 nd floor duplex
Pacific
9.0 out of 10, Wonderful, (30 reviews)
"The house was clean and comfortable. Would stay there again."
United States
Jason T.
The price is AED 570
AED 737 total
includes taxes & fees
12 Aug - 13 Aug
Kid and pet friendly 2 nd floor duplex
Coffee/tea maker, fridge, microwave, oven

18. Cozy Camper in Villa Ridge

Cozy Camper in Villa Ridge
Villa Ridge
9.2 out of 10, Wonderful, (5 reviews)
"Trailer was super clean and nice and exactly what I needed for the quick weekend. I enjoyed the stay."
United States
Carol M.
The price is AED 347
AED 445 total
includes taxes & fees
12 Aug - 13 Aug
Cozy Camper in Villa Ridge
Exterior

19. In the Country a Beautiful 2-bedroom house with its own private lake

In the Country a Beautiful 2-bedroom house with its own private lake
Waterloo
10.0 out of 10, Exceptional, (31 reviews)
"We loved everything about the property."
United States
Vince
The price is AED 579
AED 925 total
includes taxes & fees
12 Aug - 13 Aug
In the Country a Beautiful 2-bedroom house with its own private lake
Smart TV

20. Villa in Eureka 3.9 miles to Six Flags & 3.2 miles to Hidden Valley Ski Resort!

Villa in Eureka 3.9 miles to Six Flags & 3.2 miles to Hidden Valley Ski Resort!
Eureka
9.0 out of 10, Wonderful, (72 reviews)
"This was an extraordinary experience with great property and location and the description of the property was exact on. The host was very helpful when it came to anything we was needing very much appreciated and look forward to staying with this property owner again."
United States
Keith
The price is AED 544
AED 1,005 total
includes taxes & fees
25 Aug - 26 Aug
Villa in Eureka 3.9 miles to Six Flags & 3.2 miles to Hidden Valley Ski Resort!
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 Hillsboro Hotel Reviews

Baymont by Wyndham Festus

Baymont by Wyndham Festus

10/10 Excellent
"Best value and friendliest staff in Festus."
ELLEN 2-night trip
Posted 4 hours ago
Baymont by Wyndham Festus

Frequently asked questions

Can I find vacation rentals in Hillsboro?

Yes, we have vacation rentals close to top sights in Hillsboro, or you can select a secluded option if you're looking for a relaxing stay. Hillsboro is known for its parks and monuments.

What are some of the best vacation rentals in Hillsboro?

3-bedroom vacation home just 20 minutes from Six Flags St. Louis: This vacation home rental near Hillsboro is located on a river and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Hillsboro?

Big River and Lindwell Lake are a couple of lovely local spots to get outside and enjoy nature. Villa Antonio Winery and Sandy Creek Covered Bridge State Historic Site are other places to visit while you're in town.

What’s a vacation rental in Hillsboro like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Hillsboro. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a small group gathering.