A red covered bridge in a forest.

Hillsboro Vacation Rentals

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Check prices for these dates

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

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, (47 reviews)
"The cabin was wonderful with many extras like snacks and coffee."
United States
Janna B.
$261 nightly
The price is $276
Aug 18 - Aug 19
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 19 - Aug 20
Total with taxes and fees
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Property grounds

3. Peter Ray House

Peter Ray House
Maeystown
10.0 out of 10, Exceptional, (75 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
$212 nightly
The price is $225
Aug 15 - Aug 16
Total with taxes and fees
Peter Ray House
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.
$239 nightly
The price is $239
Aug 16 - Aug 17
Total with taxes and fees
Upstairs 2 bedroom Private Apt Off I- 55 in Pevely
Terrace/patio

5. 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.
$145 nightly
The price is $152
Aug 15 - Aug 16
Total with taxes and fees
Clifford's Country Cottage
Coffee/tea maker, fridge, microwave, oven

6. 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.
$293 nightly
The price is $327
Aug 16 - Aug 17
Total with taxes and fees
Cozy Studio in the Heart of Downtown Kimmswick
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.
$251 nightly
The price is $251
Aug 19 - Aug 20
Total with taxes and fees
Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi
Interior

8. Downtown Kimmswick Studio~Renovated~Prime Location

Downtown Kimmswick Studio~Renovated~Prime Location
Imperial
9.0 out of 10, Wonderful, (2 reviews)
"We loved our stay! The location is convenient to so many great shops and other businesses. Walking everywhere we wanted to go was quick and easy. Everything in the rental looked new and spotless."
United States
Bette M.
$317 nightly
The price is $353
Aug 16 - Aug 17
Total with taxes and fees
Downtown Kimmswick Studio~Renovated~Prime Location
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
$347 nightly
The price is $369
Aug 17 - Aug 18
Total with taxes and fees
Tiny Houses of French Village
Exterior

10. 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.
$178 nightly
The price is $201
Aug 16 - Aug 17
Total with taxes and fees
Kid and pet friendly 2 nd floor duplex
Coffee/tea maker, fridge, microwave, oven

11. 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 16 - Aug 17
Total with taxes and fees
Cozy Camper in Villa Ridge
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.
$303 nightly
The price is $303
Aug 16 - Aug 17
Total with taxes and fees
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.
$165 nightly
The price is $186
Aug 16 - Aug 17
Total with taxes and fees
Pet and kid friendly duplex with 2 bedrooms
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)
"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.
$263 nightly
The price is $280
Aug 16 - Aug 17
Total with taxes and fees
Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.
Living area

15. 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 17 - Aug 18
Total with taxes and fees
Salt & Honey Cottage Walk to Dining & Pet Friendly
Smart TV

16. 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
$253 nightly
The price is $274
Aug 25 - Aug 26
Total with taxes and fees
Villa in Eureka 3.9 miles to Six Flags & 3.2 miles to Hidden Valley Ski Resort!
Outdoor spa tub

17. 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.
$269 nightly
The price is $285
Aug 30 - Aug 31
Total with taxes and fees
Homestead Hideaway + Hot Tub
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 17 - Aug 18
Total with taxes and fees
Tiny Houses of French Village Tranquil & Relaxing
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
$238 nightly
The price is $252
Aug 19 - Aug 20
Total with taxes and fees
In the Country a Beautiful 2-bedroom house with its own private lake
TV, books

20. Spacious Franklin County Retreat on 80 Acres!

Spacious Franklin County Retreat on 80 Acres!
Luebbering
9.8 out of 10, Exceptional, (9 reviews)
"Very spacious nice property. Family had a great time."
United States
kenneth
$1,029 nightly
The price is $1,096
Aug 15 - Aug 16
Total with taxes and fees
Spacious Franklin County Retreat on 80 Acres!
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 Plus Fenton

Best Western Plus Fenton

10/10 Excellent
"Clean, and great amenities. Would recommend!"
Anthony 1-night trip
Posted 2 hours ago
Best Western Plus Fenton

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?

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.