A red covered bridge in a forest.

Hillsboro Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Hillsboro holiday rentals

A cozy living room with wooden walls, a large window, a television, and comfortable seating.

1. 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 AU$386
includes taxes & fees
25 Oct - 26 Oct
82 Acre Hobby Farm with Lincoln Log Cabin
A dining area with a dark wooden table, four chairs, and a central decorative item. A white refrigerator and a kitchen area with a stove and cabinets are visible in the background.

2. 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 AU$336
includes taxes & fees
1 Nov - 2 Nov
Upstairs 2 bedroom Private Apt Off I- 55 in Pevely
A kitchen with white cabinets, a black refrigerator, and a wooden floor.

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 AU$377
includes taxes & fees
26 Oct - 27 Oct
2BR/1BA Pet-Friendly Escape Near Wineries & Hiking Trails
A living room with a brown leather sofa, a wooden coffee table, a dining table with chairs, a ceiling fan, and a door with a wreath.

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 AU$349
includes taxes & fees
27 Oct - 28 Oct
Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi
A living room with a fireplace, a sofa, a dining table with chairs, and a lamp.

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 AU$374
includes taxes & fees
23 Nov - 24 Nov
Stay On Festus Main 2 bedroom 1.5 bath Near Mercy
A spacious living area with a sectional sofa, a ceiling fan, and a view into the kitchen and dining area.

6. Spacious Franklin County Retreat on 80 Acres!

Spacious Franklin County Retreat on 80 Acres!
3.0 star property
Luebbering
The price is AU$1,542
includes taxes & fees
26 Oct - 27 Oct
Spacious Franklin County Retreat on 80 Acres!
A spacious living area with a sectional sofa, a ceiling fan, and a view into the kitchen and dining area.

7. Spacious Franklin County Retreat on 80 Acres!

Spacious Franklin County Retreat on 80 Acres!
Luebbering
9.8 out of 10, Exceptional, (9 reviews)
"It was a lovely stay, too short."
United States
Reece
The price is AU$1,540
includes taxes & fees
25 Oct - 26 Oct
Spacious Franklin County Retreat on 80 Acres!
A bedroom with a bed, a desk, a chair, a ceiling fan, and a window with blinds.

8. Cozy Studio in the Heart of Downtown Kimmswick

Cozy Studio in the Heart of Downtown Kimmswick
2.0 star property
Imperial
The price is AU$384
includes taxes & fees
25 Oct - 26 Oct
Cozy Studio in the Heart of Downtown Kimmswick
A modern kitchen with dark cabinets, a central island, stainless steel appliances, and a hanging light fixture.

9. 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 AU$429
includes taxes & fees
27 Oct - 28 Oct
Charming Byrnes Mill Retreat with WiFi & Fenced Backyard.
Property grounds

10. 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 AU$169
includes taxes & fees
26 Oct - 27 Oct
Charming 2-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
A modern kitchen with white cabinets, a built-in microwave, a stove, and a sink.

11. Cozy Studio in the Heart of Downtown Kimmswick

Cozy Studio in the Heart of Downtown Kimmswick
Imperial
10.0 out of 10, Exceptional, (6 reviews)
"This was perfect for us! "
United States
Rebecca G.
The price is AU$510
includes taxes & fees
25 Oct - 26 Oct
Cozy Studio in the Heart of Downtown Kimmswick
A wooden deck with two Adirondack chairs and a hammock.

12. 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 AU$441
includes taxes & fees
26 Oct - 27 Oct
Tiny Houses of French Village
A narrow stone pathway leading to a brick building with a sloped roof.

13. Peter Ray House

Peter Ray House
Maeystown
10.0 out of 10, Exceptional, (77 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 AU$318
includes taxes & fees
3 Nov - 4 Nov
Peter Ray House
A fire pit surrounded by wooden chairs in an outdoor setting with string lights.

14. Beautiful historical two story stone farmhouse

Beautiful historical two story stone farmhouse
Bonne Terre
10.0 out of 10, Exceptional, (56 reviews)
"Great place to get away in a quiet country area. Definitely recommend it and would go back."
Canada
Jeannine
The price is AU$599
includes taxes & fees
26 Oct - 27 Oct
Beautiful historical two story stone farmhouse
A hot tub with a view of a park and trees in the background.

15. Homestead Hideaway + Hot Tub

Homestead Hideaway + Hot Tub
Fults
10.0 out of 10, Exceptional, (33 reviews)
"Lovely, quiet and comfortable place to stay. My son really enjoyed all the frogs and fresh air. "
United States
Kat O.
The price is AU$400
includes taxes & fees
1 Nov - 2 Nov
Homestead Hideaway + Hot Tub
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

16. Vive mol

Vive mol
3.0 star property
BONNE TERRE
The price is AU$205
includes taxes & fees
24 Nov - 25 Nov
Vive mol
A wooden deck with a bed and a table, overlooking a forested area.

17. 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 AU$499
includes taxes & fees
24 Nov - 25 Nov
Tiny Houses of French Village Tranquil & Relaxing
A living room with a dark hardwood floor, a leather sofa, a ceiling fan, and a flat-screen TV mounted on the wall.

18. 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 AU$351
includes taxes & fees
2 Nov - 3 Nov
Villa in Eureka 3.9 miles to Six Flags & 3.2 miles to Hidden Valley Ski Resort!
A bedroom with a large bed, wooden ceiling, and a view of the outdoors.

19. 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 AU$496
includes taxes & fees
24 Nov - 25 Nov
Tiny Houses of French Village Tranquil & Relaxing
A modern house with a covered porch, outdoor seating, and a pathway leading to the entrance.

20. 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, (19 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 AU$408
includes taxes & fees
23 Nov - 24 Nov
Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillsboro Hotel Reviews

Holiday Inn St Louis SW - Route 66 by IHG

Holiday Inn St Louis SW - Route 66 by IHG

10/10 Excellent
"The Rte 66 theme was fun and yet classy. The attached restaurant was really delicious. Eating on the patio was really nice and happy hour prices made it all extra special"
Susan 1-night trip
Posted 5 hours ago
Holiday Inn St Louis SW - Route 66 by IHG

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, 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 favourite 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 depend 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 AU$169 per night. Entering your travel dates in the search wizard might find you 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.