A red covered bridge in a forest.

Hillsboro Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Hillsboro holiday rentals

A kitchen with white cabinets, a black refrigerator, and a wooden floor.

1. 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 HK$981
HK$2,043 total
includes taxes & fees
16 Nov - 17 Nov
2BR/1BA Pet-Friendly Escape Near Wineries & Hiking Trails
A cozy living room with wooden walls, a large window, a television, and comfortable seating.

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 HK$1,177
HK$2,205 total
includes taxes & fees
10 Nov - 11 Nov
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.

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, (12 reviews)
"We had a peaceful, quiet stay while visiting family in the area."
United States
Caren L.
The price is HK$1,640
HK$1,765 total
includes taxes & fees
9 Nov - 10 Nov
Upstairs 2 bedroom Private Apt Off I- 55 in Pevely
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 HK$1,718
HK$1,938 total
includes taxes & fees
4 Nov - 5 Nov
Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi
Property grounds

5. 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 HK$667
HK$999 total
includes taxes & fees
30 Nov - 1 Dec
Charming 2-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
A living room with a fireplace, a sofa, a dining table with chairs, and a lamp.

6. 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 HK$1,804
HK$2,040 total
includes taxes & fees
2 Nov - 3 Nov
Stay On Festus Main 2 bedroom 1.5 bath Near Mercy
A narrow stone pathway leading to a brick building with a sloped roof.

7. 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 HK$1,059
HK$1,763 total
includes taxes & fees
1 Nov - 2 Nov
Peter Ray House
A modern kitchen with dark cabinets, a central island, stainless steel appliances, and a hanging light fixture.

8. 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 HK$1,177
HK$2,429 total
includes taxes & fees
2 Nov - 3 Nov
Charming Byrnes Mill Retreat with WiFi & Fenced Backyard.
A two-story house with a covered porch, a stone facade, and a well-maintained lawn.

9. Kid and pet friendly 2 nd floor duplex

Kid and pet friendly 2 nd floor duplex
Pacific
9.0 out of 10, Wonderful, (32 reviews)
"Very clean, nicely decorated."
United States
Amanda Q.
The price is HK$1,218
HK$1,488 total
includes taxes & fees
1 Dec - 2 Dec
Kid and pet friendly 2 nd floor duplex
A spacious living area with a sectional sofa, a ceiling fan, and a view into the kitchen and dining area.

10. 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
Spacious Franklin County Retreat on 80 Acres!
A covered outdoor seating area with a table and chairs, string lights, and a gravel ground.

11. Clifford's Country Cottage

Clifford's Country Cottage
Bonne Terre
10.0 out of 10, Exceptional, (47 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 HK$981
HK$1,143 total
includes taxes & fees
5 Nov - 6 Nov
Clifford's Country Cottage
A cozy living room with a fireplace, leather furniture, and a Christmas tree.

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 HK$1,744
HK$2,669 total
includes taxes & fees
2 Nov - 3 Nov
Tiny Houses of French Village
A hot tub with a view of a park and trees in the background.

13. 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 HK$1,255
HK$2,203 total
includes taxes & fees
1 Dec - 2 Dec
Homestead Hideaway + Hot Tub
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, (57 reviews)
"Great place to get away in a quiet country area. Definitely recommend it and would go back."
Canada
Jeannine
Beautiful historical two story stone farmhouse
A bedroom with a large bed, wooden ceiling, and a view of the outdoors.

15. 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 HK$1,687
HK$2,691 total
includes taxes & fees
2 Nov - 3 Nov
Tiny Houses of French Village Tranquil & Relaxing
A wooden swing set, outdoor seating, and a red building in a landscaped area.

16. 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 HK$1,687
HK$2,801 total
includes taxes & fees
11 Nov - 12 Nov
Tiny Houses of French Village Tranquil & Relaxing
A spacious living area with a sectional sofa, a ceiling fan, and a view into the kitchen and dining area.

17. Spacious Franklin County Retreat on 80 Acres!

Spacious Franklin County Retreat on 80 Acres!
3.0 star property
Luebbering
Spacious Franklin County Retreat on 80 Acres!
A modern house with a covered porch, outdoor seating, and a pathway leading to the entrance.

18. 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 HK$1,412
HK$2,219 total
includes taxes & fees
15 Nov - 16 Nov
Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.
A two-story house with a covered porch, stone exterior, and a large tree in the foreground.

19. 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 HK$1,128
HK$1,385 total
includes taxes & fees
1 Dec - 2 Dec
Pet and kid friendly duplex with 2 bedrooms
A living room with a dark hardwood floor, a leather sofa, a ceiling fan, and a flat-screen TV mounted on the wall.

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 HK$1,122
HK$2,104 total
includes taxes & fees
2 Nov - 3 Nov
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

The Wildwood Hotel

The Wildwood Hotel

10/10 Excellent
"The room was very clean and nice! The staff were extremely friendly as well, and made our stay very easy ! The hotel is conveniently located near many places including only being a few steps away from the movie theater. The rooms stayed very quiet in comparison to other hotels Also they have snacks and drinks in their little store which was great for those last minute snack and drink needs"
Gabrielle 1-night trip
Posted 4 hours ago
The Wildwood Hotel

Find out more about Hillsboro

Search for holiday rentals in Hillsboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Hillsboro using one of the methods below:

  • View our selection of featured holiday rentals in Hillsboro
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Look no further and take a look at our great range of rental properties in Hillsboro!

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.