Hillsboro Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Hillsboro holiday rentals

The Lux- Cozy 2-bedroom apartment with AC and WiFi in enjoyable Bonne Terre

The Lux- Cozy 2-bedroom apartment with AC and WiFi in enjoyable Bonne Terre
Bonne Terre
9.2 out of 10, Wonderful, (17)
"Really nice and enjoyable....would stay again"
United States
mark n.
The price is NZ$281
includes taxes & fees
28 Dec - 29 Dec
The Lux- Cozy 2-bedroom apartment with AC and WiFi in enjoyable Bonne Terre

Hagood farms and trails

Hagood farms and trails
Sullivan
9.6 out of 10, Exceptional, (7)
"Nice area, the fishing was good and the place was very clean. I would stay here again and again"
United States
Brenda
The price is NZ$188
includes taxes & fees
28 Dec - 29 Dec
Hagood farms and trails

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
10.0 out of 10, Exceptional, (4)
"We had a nice stay in the area, and we were looking for a reasonably priced lodging for the whole family. There are a couple inflatable mattresses included in case additional beds are required. The full kitchen was appreciated, as was the comfortable couch. Solid proximity to other businesses and towns. The property is a little tricky to spot from afar off the side of the road, but it's easy to see once you're near it (Google maps is helpful). Overall, a good stay & I would stay here again!"
United States
Zach L.
The price is NZ$167
includes taxes & fees
5 Jan - 6 Jan 2026
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues

Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues
2.0 star property
Ballwin
7.8 out of 10, Good, (23)
"Rooms were clean and everything we needed for our stay."
United States
Keith K.
The price is NZ$248
includes taxes & fees
26 Jan - 27 Jan 2026
Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues

Adorable small house - quiet & safe - 2 BR 1 Bath

Adorable small house - quiet & safe - 2 BR 1 Bath
Imperial
9.4 out of 10, Exceptional, (13)
"Great place for a short get away"
United States
andytrower U.
The price is NZ$316
includes taxes & fees
18 Jan - 19 Jan 2026
Adorable small house - quiet & safe - 2 BR 1 Bath

Cute town house with fenced backyard

Cute town house with fenced backyard
Barnhart
9.6 out of 10, Exceptional, (17)
"It was a great place to stay for our needs we had our little dog with us as was there for weekend, it had a nice fenced back yard we could let her just go out didn't have to have her on leash. Was very nice inside clean well kept, beds were surprising comfortable. The host stayed in contact and answered a lot questions before we arrived which put me a ease for our trip. High recommand this place if needing to stay in the area. "
United States
Terry
The price is NZ$438
includes taxes & fees
25 Jan - 26 Jan 2026
Cute town house with fenced backyard

Cute ranch house -quiet & safe -3 BR 1 Bath

Cute ranch house -quiet & safe -3 BR 1 Bath
Imperial
9.8 out of 10, Exceptional, (22)
"Check in was interesting but owner communicated very well. Overall, it was what we needed for our trip. "
United States
Patrick W.
The price is NZ$362
includes taxes & fees
29 Dec - 30 Dec
Cute ranch house -quiet & safe -3 BR 1 Bath

Tiny Houses of French Village

Tiny Houses of French Village
2.5 star property
French Village
10.0 out of 10, Exceptional, (3)
"Charming property with a space for everything and everything in its place. Would not hesitate to recommend or stay again."
United States
Norma
Tiny Houses of French Village

82 Acre Hobby Farm with Lincoln Log Cabin

82 Acre Hobby Farm with Lincoln Log Cabin
De Soto
10.0 out of 10, Exceptional, (41)
"Had a great stay enjoyed the beds, porches and the chickens. Great mornings listening to the birds. "
United States
posata c.
The price is NZ$472
includes taxes & fees
3 Jan - 4 Jan 2026
82 Acre Hobby Farm with Lincoln Log Cabin

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, (7)
The price is NZ$431
includes taxes & fees
29 Dec - 30 Dec
In the Country a Beautiful 2-bedroom house with its own private lake

Peter Ray House

Peter Ray House
Maeystown
10.0 out of 10, Exceptional, (70)
"The house was wonderful, the town was delightful, and the people were very friendly! We can’t wait for our next trip!"
United States
Deborah
The price is NZ$383
includes taxes & fees
2 Jan - 3 Jan 2026
Peter Ray House

Clifford's Country Cottage

Clifford's Country Cottage
2.5 star property
Bonne Terre
10.0 out of 10, Exceptional, (24)
"We have been there three times and it was just as peaceful, clean and exactly what we needed. "
United States
Kimber L.
The price is NZ$261
includes taxes & fees
4 Jan - 5 Jan 2026
Clifford's Country Cottage

Charming Cabin with screened in porch

Charming Cabin with screened in porch
2.0 star property
Grubville
9.4 out of 10, Exceptional, (3)
"Excellent service beautiful place"
United States
Beth S.
The price is NZ$747
includes taxes & fees
29 Dec - 30 Dec
Charming Cabin with screened in porch

Pet and kid friendly duplex with 2 bedrooms

Pet and kid friendly duplex with 2 bedrooms
Pacific
9.6 out of 10, Exceptional, (47)
"Such a charming house. Very clean with great amenities. "
United States
Darla M.
The price is NZ$329
includes taxes & fees
29 Dec - 30 Dec
Pet and kid friendly duplex with 2 bedrooms

Kid and pet friendly 2 nd floor duplex

Kid and pet friendly 2 nd floor duplex
Pacific
9.0 out of 10, Wonderful, (28)
"We had a great time. We will definately be back! "
United States
Shayla Y.
The price is NZ$365
includes taxes & fees
29 Dec - 30 Dec
Kid and pet friendly 2 nd floor duplex

Spacious, cozy home in Saint Louis

Spacious, cozy home in Saint Louis
St. Louis
10.0 out of 10, Exceptional, (13)
"Great stay. Location was perfect and quiet. Gracious Host. Would stay again!!!!"
United States
Gerald B.
The price is NZ$435
includes taxes & fees
30 Dec - 31 Dec
Spacious, cozy home in Saint Louis

Charming 3-bedroom house with WiFi, and fenced-in backyard in serene Byrnes Mill

Charming 3-bedroom house with WiFi, and fenced-in backyard in serene Byrnes Mill
2.0 star property
Byrnes Mill
10.0 out of 10, Exceptional, (11)
"Great place to stay. Huge fenced in backyard for dogs to run around. Host was real helpful with any questions we had"
United States
Michael A.
The price is NZ$511
includes taxes & fees
8 Jan - 9 Jan 2026
Charming 3-bedroom house with WiFi, and fenced-in backyard in serene Byrnes Mill

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, (7)
"Stay was nice quite and good location for us"
United States
James S.
The price is NZ$464
includes taxes & fees
13 Jan - 14 Jan 2026
Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi

Homestead Hideaway + Hot Tub

Homestead Hideaway + Hot Tub
Fults
10.0 out of 10, Exceptional, (28)
"Very enjoyable stay!"
United States
Matt and Mary S.
The price is NZ$421
includes taxes & fees
5 Jan - 6 Jan 2026
Homestead Hideaway + Hot Tub

Villa in Eureka 1- mile to Hidden Valley & Six Flags

Villa in Eureka 1- mile to Hidden Valley & Six Flags
Eureka
9.0 out of 10, Wonderful, (69)
"Comfortable and cute :-) Very accurate description and we had a great time! "
United States
Kayla C.
The price is NZ$459
includes taxes & fees
4 Jan - 5 Jan 2026
Villa in Eureka 1- mile to Hidden Valley & Six Flags
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.
Save an average of 15% on thousands of hotels when you're signed in

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, 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 NZ$167 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?

Goforth into Nature, a charming 1-bdrm home in the quiet Bloomsdale countryside.: This holiday home rental outside of Hillsboro is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

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 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.