A red covered bridge in a forest.

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Our top choices for Hillsboro holiday rentals

1. 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, (12 reviews)
"We had a peaceful, quiet stay while visiting family in the area."
United States
Caren L.
The price is £173
includes taxes & fees
16 Nov - 17 Nov
Upstairs 2 bedroom Private Apt Off I- 55 in Pevely

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, (49 reviews)
"This place was wonderful! We enjoyed our time staying here!"
United States
DeAnn H.
The price is £199
includes taxes & fees
15 Nov - 16 Nov
82 Acre Hobby Farm with Lincoln Log Cabin

3. 2BR/1BA Pet-Friendly Escape Near Wineries & Hiking Trails

2BR/1BA Pet-Friendly Escape Near Wineries & Hiking Trails
De Soto
10.0 out of 10, Exceptional, (1 review)
"Wonderful stay! Has everything you need to entertain a Family. Lovely yard with lots of outdoor games. Clean and comfortable. The host was wonderful and communication was great. Will definitely be visiting again!"
United States
Stephen L.
The price is £196
includes taxes & fees
7 Dec - 8 Dec
2BR/1BA Pet-Friendly Escape Near Wineries & Hiking Trails

4. 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 £181
includes taxes & fees
15 Nov - 16 Nov
Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi

5. 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 £190
includes taxes & fees
16 Nov - 17 Nov
Stay On Festus Main 2 bedroom 1.5 bath Near Mercy

6. Charming 2-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Charming 2-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Imperial
9.8 out of 10, Exceptional, (8 reviews)
"Thank you we enjoyed the place but we would like to get some more nights if all possible"
United States
Tommy H.
The price is £75
includes taxes & fees
16 Nov - 17 Nov
Charming 2-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

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

Charming Byrnes Mill Retreat with WiFi & Fenced Backyard.
Byrnes Mill
10.0 out of 10, Exceptional, (25 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 £221
includes taxes & fees
17 Nov - 18 Nov
Charming Byrnes Mill Retreat with WiFi & Fenced Backyard.

8. Hot Tub + Fire Pit | Private Country Escape

Hot Tub + Fire Pit | Private Country Escape
Pacific
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful property, and well maintained home. Peaceful getaway. "
United States
Jon B.
The price is £501
includes taxes & fees
16 Nov - 17 Nov
Hot Tub + Fire Pit | Private Country Escape

9. Homestead Hideaway + Hot Tub

Homestead Hideaway + Hot Tub
Fults
10.0 out of 10, Exceptional, (33 reviews)
"Spacious, comfortable, clean & quiet. And the dogs loved getting to roam around outside."
United States
Janice G.
The price is £205
includes taxes & fees
16 Nov - 17 Nov
Homestead Hideaway + Hot Tub

10. Tiny Houses of French Village

Tiny Houses of French Village
2.5 star property
French Village
10.0 out of 10, Exceptional, (6 reviews)
"Very nice place very clean well kept inside an out it's a nice little romantic getaway they have it set up so great its a must see sunset very relaxing "
United States
Chris
The price is £256
includes taxes & fees
16 Nov - 17 Nov
Tiny Houses of French Village

11. Peter Ray House

Peter Ray House
Maeystown
10.0 out of 10, Exceptional, (78 reviews)
"This house was incredible. Loved the history and ambience of the town. Peter was one of the nicest homes I’ve stayed in over the years. I would highly recommend it."
United States
Eric
The price is £163
includes taxes & fees
15 Nov - 16 Nov
Peter Ray House

12. Tiny Houses of French Village Tranquil & Relaxing

Tiny Houses of French Village Tranquil & Relaxing
French Village
9.0 out of 10, Wonderful, (4 reviews)
"Great place to stay to get away from the rat race of busy life"
United States
Shannon S.
The price is £249
includes taxes & fees
16 Nov - 17 Nov
Tiny Houses of French Village Tranquil & Relaxing

13. Beautiful historical two story stone farmhouse

Beautiful historical two story stone farmhouse
Bonne Terre
10.0 out of 10, Exceptional, (58 reviews)
"Great place to get away in a quiet country area. Definitely recommend it and would go back."
Canada
Jeannine
The price is £306
includes taxes & fees
14 Nov - 15 Nov
Beautiful historical two story stone farmhouse

14. Tiny Houses of French Village Tranquil & Relaxing

Tiny Houses of French Village Tranquil & Relaxing
French Village
9.8 out of 10, Exceptional, (7 reviews)
"Everything is top notch at this property. Including the hospitality. Carisa goes out of her way to make sure you have everything you need. "
United States
James F.
The price is £249
includes taxes & fees
16 Nov - 17 Nov
Tiny Houses of French Village Tranquil & Relaxing

15. Beautiful Villa Close to All St. Louis Attractions! Under 4 miles to Six Flags!

Beautiful Villa Close to All St. Louis Attractions! Under 4 miles to Six Flags!
Eureka
9.2 out of 10, Wonderful, (78 reviews)
"I thought the property was perfect for me and my buddies to enjoy a good weekend trip. This place is also very close to many fast foods and groceries stores, also six flags of course."
United States
Korbyn S.
The price is £214
includes taxes & fees
15 Nov - 16 Nov
Beautiful Villa Close to All St. Louis Attractions! Under 4 miles to Six Flags!

16. Clifford's Country Cottage

Clifford's Country Cottage
Bonne Terre
10.0 out of 10, Exceptional, (48 reviews)
"This place is a gem! Country setting, but only a few minutes from shops and restaurants. New and extremely well stocked. Perfect for a couple looking to get away. Host is super responsive and accommodating! Will definitely be back."
United States
Philip
The price is £112
includes taxes & fees
15 Nov - 16 Nov
Clifford's Country Cottage

17. 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, (20 reviews)
"What a beautiful fun stay that was a nice quick getaway for us! Everything was perfect from booking, to arrival, to overall stay, we had the best time! "
United States
Blake H.
The price is £207
includes taxes & fees
15 Nov - 16 Nov
Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.

18. Pet and kid friendly duplex with 2 bedrooms

Pet and kid friendly duplex with 2 bedrooms
Pacific
9.6 out of 10, Exceptional, (50 reviews)
"Unit was very clean and comfortable. Lots of space inside and outside for yard and parking. Host was responsive to our questions. Local restaurants with good food and service were nearby."
United States
John D.
The price is £135
includes taxes & fees
16 Nov - 17 Nov
Pet and kid friendly duplex with 2 bedrooms

19. Kid and pet friendly 2 nd floor duplex

Kid and pet friendly 2 nd floor duplex
Pacific
8.8 out of 10, Excellent, (33 reviews)
"Very clean, nicely decorated."
United States
Amanda Q.
The price is £146
includes taxes & fees
15 Nov - 16 Nov
Kid and pet friendly 2 nd floor duplex

20. Spacious, cozy home in Saint Louis

Spacious, cozy home in Saint Louis
St. Louis
10.0 out of 10, Exceptional, (47 reviews)
"Excellent communication and service, very clean, and nice place to stay. We enjoyed our stay!"
United States
Jennifer M.
The price is £223
includes taxes & fees
15 Nov - 16 Nov
Spacious, cozy home in Saint Louis
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

Find out more about Hillsboro

Everything you need to know about Hillsboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsboro holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hillsboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsboro holiday rentals we have selected for you start as low as £75 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hillsboro rentals

At Expedia, we put the best Hillsboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hillsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Hillsboro?

Yes, there are holiday rentals close to the most popular sights in Hillsboro, or you can select a more secluded option if you're looking for a relaxing stay. Hillsboro is known for its parks and monuments.

What are some of the best holiday rentals that Hillsboro has to offer?

Charming 3-bedroom house in delightful Ballwin and basement is not included: This holiday home rental outside of Hillsboro has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Hillsboro?

Big River and Cole 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 holiday rental in Hillsboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillsboro. Holiday rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a small group gathering.