A red covered bridge in a forest.

Hillsboro Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Hillsboro vacation rentals

Smart TV

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, (45 reviews)
"The cabin was wonderful with many extras like snacks and coffee."
United States
Janna B.
$257 nightly
The price is $272
Aug 6 - Aug 7
Total with taxes and fees
82 Acre Hobby Farm with Lincoln Log Cabin
Property grounds

2. 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.
$103 nightly
The price is $109
Aug 12 - Aug 13
Total with taxes and fees
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Dining

3. 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.
$236 nightly
The price is $236
Aug 6 - Aug 7
Total with taxes and fees
Upstairs 2 bedroom Private Apt Off I- 55 in Pevely
Coffee/tea maker, fridge, microwave, oven

4. 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.
$291 nightly
The price is $325
Aug 10 - Aug 11
Total with taxes and fees
Cozy Studio in the Heart of Downtown Kimmswick
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.
$211 nightly
The price is $224
Aug 6 - Aug 7
Total with taxes and fees
Peter Ray House
Terrace/patio

6. 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
$347 nightly
The price is $369
Aug 6 - Aug 7
Total with taxes and fees
Tiny Houses of French Village
Smart TV, DVD player

7. 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.
$247 nightly
The price is $247
Aug 9 - Aug 10
Total with taxes and fees
Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi
Smart TV

8. 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.
$303 nightly
The price is $303
Aug 6 - Aug 7
Total with taxes and fees
Stay On Festus Main 2 bedroom 1.5 bath Near Mercy
Terrace/patio

9. Clifford's Country Cottage

Clifford's Country Cottage
Bonne Terre
10.0 out of 10, Exceptional, (40 reviews)
"Great stay, very clean and comfortable."
United States
Chris G.
$145 nightly
The price is $152
Aug 6 - Aug 7
Total with taxes and fees
Clifford's Country Cottage
Terrace/patio

10. 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.
$164 nightly
The price is $185
Aug 6 - Aug 7
Total with taxes and fees
Pet and kid friendly duplex with 2 bedrooms
Coffee/tea maker, fridge, microwave, oven

11. 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.
$337 nightly
The price is $366
Aug 10 - Aug 11
Total with taxes and fees
Charming Byrnes Mill Retreat with WiFi & Fenced Backyard.
Exterior

12. 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.
$175 nightly
The price is $198
Aug 6 - Aug 7
Total with taxes and fees
Kid and pet friendly 2 nd floor duplex
Coffee/tea maker, fridge, microwave, oven

13. 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.
$115 nightly
The price is $121
Aug 6 - Aug 7
Total with taxes and fees
Cozy Camper in Villa Ridge
Exterior

14. 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)
"Entire place is well kept and spotless clean. The perfect weekend escape for a couple. Kitchen is well stocked. Hot tub was super clean and comfortable. "
United States
Zachariah S.
$260 nightly
The price is $277
Aug 6 - Aug 7
Total with taxes and fees
Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.
Exterior detail

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
9.0 out of 10, Wonderful, (67 reviews)
"I was a very nice place to stay. Very close to everything you need."
United States
Tina S.
$270 nightly
The price is $292
Aug 6 - Aug 7
Total with taxes and fees
Beautiful Villa Close to All St. Louis Attractions! Under 4 miles to Six Flags!
Outdoor spa tub

16. Homestead Hideaway + Hot Tub

Homestead Hideaway + Hot Tub
Fults
10.0 out of 10, Exceptional, (31 reviews)
"Lovely, quiet and comfortable place to stay. My son really enjoyed all the frogs and fresh air. "
United States
Kat O.
$265 nightly
The price is $281
Aug 23 - Aug 24
Total with taxes and fees
Homestead Hideaway + Hot Tub
Interior

17. Spacious, cozy home in Saint Louis

Spacious, cozy home in Saint Louis
St. Louis
10.0 out of 10, Exceptional, (40 reviews)
"The house was spacious and clean! It was perfect for our family, and convenient location. "
United States
Julie L.
$268 nightly
The price is $286
Aug 6 - Aug 7
Total with taxes and fees
Spacious, cozy home in Saint Louis
1 bedroom, desk, iron/ironing board, WiFi

18. 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.
$315 nightly
The price is $359
Aug 6 - Aug 7
Total with taxes and fees
Tiny Houses of French Village Tranquil & Relaxing
Smart TV, fireplace, foosball, table tennis

19. Sunrise Views + Fire Pit | Near Six Flags

Sunrise Views + Fire Pit | Near Six Flags
Pacific
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful property, and well maintained home. Peaceful getaway. "
United States
Jon B.
$539 nightly
The price is $608
Aug 25 - Aug 26
Total with taxes and fees
Sunrise Views + Fire Pit | Near Six Flags
Living area

20. 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.
$256 nightly
The price is $271
Aug 12 - Aug 13
Total with taxes and fees
Salt & Honey Cottage Walk to Dining & Pet Friendly
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

Best Western St. Louis Inn

Best Western St. Louis Inn

10/10 Excellent
"Great place for families"
Zaid Farooq 1-night trip
Posted 6 hours ago
Best Western St. Louis Inn

Find out more about Hillsboro

Everything you need to know about Hillsboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hillsboro vacation 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 low season months. For more hustle and bustle, you may prefer to visit Hillsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $109 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hillsboro rentals

At Expedia, we put the best Hillsboro vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Spacious, cozy home in Saint Louis: This vacation home rental near Hillsboro offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.