Hillsboro Vacation Rentals

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Our top choices for Hillsboro vacation rentals

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, (7 reviews)
"The host responded quickly and was attentive to our needs. "
United States
Caren L.
$103 nightly
The price is $109
May 18 - May 19
Total with taxes and fees
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Tiny Houses of French Village

Tiny Houses of French Village
2.5 star property
French Village
10.0 out of 10, Exceptional, (5 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
$318 nightly
The price is $339
May 19 - May 20
Total with taxes and fees
Tiny Houses of French Village

Cute town house with fenced backyard

Cute town house with fenced backyard
Barnhart
9.6 out of 10, Exceptional, (18 reviews)
"We stayed here while visiting family nearby. It met our needs. "
United States
Caren L.
$263 nightly
The price is $279
May 17 - May 18
Total with taxes and fees
Cute town house with fenced backyard

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 reviews)
"The cabin was wonderful with many extras like snacks and coffee."
United States
Janna B.
$260 nightly
The price is $275
May 17 - May 18
Total with taxes and fees
82 Acre Hobby Farm with Lincoln Log Cabin

Hagood farms and trails

Hagood farms and trails
Sullivan
9.6 out of 10, Exceptional, (7 reviews)
"Nice area, the fishing was good and the place was very clean. I would stay here again and again"
United States
Brenda
$110 nightly
The price is $116
May 15 - May 16
Total with taxes and fees
Hagood farms and trails

Peter Ray House

Peter Ray House
Maeystown
10.0 out of 10, Exceptional, (72 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.
$212 nightly
The price is $225
May 15 - May 16
Total with taxes and fees
Peter Ray House

Clifford's Country Cottage

Clifford's Country Cottage
Bonne Terre
10.0 out of 10, Exceptional, (33 reviews)
"I only spent a few hours sleeping there but it was very clean, inviting and Sharon was qickly available when i forgot the pass code. I will be back."
United States
Michael
$145 nightly
The price is $152
May 20 - May 21
Total with taxes and fees
Clifford's Country Cottage

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)
"Nice house to have a small Christmas get together with great hosts."
United States
Sean D.
$260 nightly
The price is $277
May 17 - May 18
Total with taxes and fees
Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.

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, (18 reviews)
"Beautiful setting, comfortable beds and host was very accommodating."
United States
Karla M.
$238 nightly
The price is $252
May 17 - May 18
Total with taxes and fees
In the Country a Beautiful 2-bedroom house with its own private lake

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 reviews)
"Great place for a short get away"
United States
andytrower U.
$192 nightly
The price is $203
Jun 7 - Jun 8
Total with taxes and fees
Adorable small house - quiet & safe - 2 BR 1 Bath

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

Cute ranch house -quiet & safe -3 BR 1 Bath
Imperial
9.6 out of 10, Exceptional, (23 reviews)
"The home was very clean, beds were comfortable, and overall a very nice stay."
United States
Michaela H.
$224 nightly
The price is $238
May 17 - May 18
Total with taxes and fees
Cute ranch house -quiet & safe -3 BR 1 Bath

Rustic cabin on 80 acres with access to hiking and ATV trails.

Rustic cabin on 80 acres with access to hiking and ATV trails.
Potosi
10.0 out of 10, Exceptional, (8 reviews)
"Our second stay at this house, that should speak for itself. This is a quiet area and the house offers a great place to stay in a rural area yet close to a small town. Owner is helpful with great communication."
United States
Martin B.
$260 nightly
The price is $323
May 19 - May 20
Total with taxes and fees
Rustic cabin on 80 acres with access to hiking and ATV trails.

Pet and kid friendly duplex with 2 bedrooms

Pet and kid friendly duplex with 2 bedrooms
Pacific
9.6 out of 10, Exceptional, (47 reviews)
"The property was clean, spacious, and accommodating for our dogs. The area was quiet with plenty of places to walk our dogs and relax. Highly recommend!"
United States
Penny R.
$164 nightly
The price is $185
May 31 - Jun 1
Total with taxes and fees
Pet and kid friendly duplex with 2 bedrooms

Homestead Hideaway + Hot Tub

Homestead Hideaway + Hot Tub
Fults
10.0 out of 10, Exceptional, (29 reviews)
"Very enjoyable stay!"
United States
Matt and Mary S.
$262 nightly
The price is $278
Jun 3 - Jun 4
Total with taxes and fees
Homestead Hideaway + Hot Tub

Spacious, cozy home in Saint Louis

Spacious, cozy home in Saint Louis
St. Louis
10.0 out of 10, Exceptional, (30 reviews)
"Great stay. Location was perfect and quiet. Gracious Host. Would stay again!!!!"
United States
Gerald B.
$286 nightly
The price is $305
May 24 - May 25
Total with taxes and fees
Spacious, cozy home in Saint Louis

Cozy Camper in Villa Ridge

Cozy Camper in Villa Ridge
Villa Ridge
8.8 out of 10, Excellent, (3 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
May 21 - May 22
Total with taxes and fees
Cozy Camper in Villa Ridge

Kid and pet friendly 2 nd floor duplex

Kid and pet friendly 2 nd floor duplex
Pacific
9.0 out of 10, Wonderful, (28 reviews)
"The house was clean and comfortable. Would stay there again."
United States
Jason T.
$182 nightly
The price is $205
May 21 - May 22
Total with taxes and fees
Kid and pet friendly 2 nd floor duplex

Tiny Houses of French Village Tranquil & Relaxing

Tiny Houses of French Village Tranquil & Relaxing
French Village
9.0 out of 10, Wonderful, (4 reviews)
"Property was beautiful. Had a issue with house not being cleaned yet when we checked in, but we were immediately set up in house next door that was cleaned and ready for rental. "
United States
KIM N.
$304 nightly
The price is $348
May 18 - May 19
Total with taxes and fees
Tiny Houses of French Village Tranquil & Relaxing

Fragrance free - spacious Ranch -safe &quiet- 4 br 2 bath

Fragrance free - spacious Ranch -safe &quiet- 4 br 2 bath
High Ridge
9.4 out of 10, Exceptional, (30 reviews)
"The Host was in contact throughout the stay and was always making sure we had everything we needed. Nice place and great Hosts!!"
United States
Frank G.
$372 nightly
The price is $394
May 25 - May 26
Total with taxes and fees
Fragrance free - spacious Ranch -safe &quiet- 4 br 2 bath

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
Byrnes Mill
10.0 out of 10, Exceptional, (20 reviews)
"What a great place to stay with the most amazing backyard. Sadly it was raining so we only used for quick dog potty needs. Owners were super helpful Would stay again"
United States
Paige F.
$313 nightly
The price is $340
Jun 1 - Jun 2
Total with taxes and fees
Charming 3-bedroom house with WiFi, and fenced-in backyard in serene Byrnes Mill
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

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.

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?

Retro Ranch With Private Indoor Pool & Sauna St Louis, MO: This vacation home near Hillsboro is located near skiing and has an indoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in Hillsboro?

Big River and Lake Lorraine 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.