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Hillsboro Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Hillsboro vacation rentals

A modern, single-story wooden cabin with a sloped roof and large windows, surrounded by a wooden deck and a fenced yard.

1. Relax on the River and Enjoy Southeast Iowa's Beauty

Relax on the River and Enjoy Southeast Iowa's Beauty
Keosauqua
9.8 out of 10, Exceptional, (190 reviews)
"Clean, cozy, and had everything we needed for a little cabin get away with our family! The area had a lot of great things to do and we enjoyed the state park so close by. "
United States
Morgan H.
The price is ￥18,098
￥28,421 total
includes taxes & fees
Oct 13 - Oct 14
Relax on the River and Enjoy Southeast Iowa's Beauty
A modern living room with a grey sofa, a glass coffee table, and a dining area with a table and chairs.

2. "THE SHOP" retro 60's

"THE SHOP" retro 60's
Keosauqua
10.0 out of 10, Exceptional, (68 reviews)
"Beautiful property and excellent communication!"
United States
Calicia
The price is ￥14,950
￥25,557 total
includes taxes & fees
Oct 4 - Oct 5
"THE SHOP" retro 60's
A deck with a grill and chairs, a covered area with an umbrella, and a compass on the building.

3. Private Woodsy Cabin close to River and Keosauqua

Private Woodsy Cabin close to River and Keosauqua
Keosauqua
9.8 out of 10, Exceptional, (21 reviews)
"Perfect location !! Lovely place and I can't say enough about how much we loved their turkey!"
United States
Julie
The price is ￥18,417
￥31,734 total
includes taxes & fees
Oct 12 - Oct 13
Private Woodsy Cabin close to River and Keosauqua
A single-story house with a stone facade, a gabled roof, and a front porch.

4. Charming One Bedroom home in Keosauqua near shops

Charming One Bedroom home in Keosauqua near shops
Keosauqua
9.2 out of 10, Wonderful, (15 reviews)
"Quiet, clean and comfortable. Nicely appointed. We saw a deer and a turkey when we stepped out of the house Sunday morning. Good communications. "
United States
Melinda L.
Charming One Bedroom home in Keosauqua near shops
A spacious living area with a high ceiling, a large window, a fireplace, and a staircase.

5. The Artist's Treehouse

The Artist's Treehouse
Fairfield
9.8 out of 10, Exceptional, (13 reviews)
"Extremely comfortable, peaceful. Loved it! Love the sycamore tree!!"
United States
Dennis H.
The price is ￥16,524
￥34,363 total
includes taxes & fees
Oct 5 - Oct 6
The Artist's Treehouse
A wooden deck with a pair of sandals on it, leading to a covered outdoor area with a view of trees and a lawn.

6. The Artist's Secret Garden

The Artist's Secret Garden
Fairfield
9.4 out of 10, Exceptional, (13 reviews)
"Owner and host are always great to work with. Very clean and a lovely place to stay. "
United Kingdom
Selena H.
The price is ￥14,163
￥19,388 total
includes taxes & fees
Oct 11 - Oct 12
The Artist's Secret Garden
A red wooden house with a patio, outdoor seating, and a grill.

7. The Little Red House

The Little Red House
Fairfield
9.8 out of 10, Exceptional, (11 reviews)
"The Little Red House was much larger than what I was expecting. It was well stocked with everything needed. The location was excellent, not remote, and close to major roads Very satisfied with stay ."
United States
Jean
The price is ￥15,422
￥32,953 total
includes taxes & fees
Oct 4 - Oct 5
The Little Red House
A spacious bedroom with a large bed, a TV mounted on the wall, a wardrobe, and a staircase leading to another room.

8. Luxury Downtown Loft w/ Rooftop Patio & Sauna - Sleeps 12 - Walk to Square

Luxury Downtown Loft w/ Rooftop Patio & Sauna - Sleeps 12 - Walk to Square
Fairfield
9.2 out of 10, Wonderful, (7 reviews)
"Convenient location, plenty of space for our group of 8."
United States
Michael P.
The price is ￥30,097
￥67,902 total
includes taxes & fees
Oct 5 - Oct 6
Luxury Downtown Loft w/ Rooftop Patio & Sauna - Sleeps 12 - Walk to Square
A house with a front door labeled '504', a set of wooden steps leading up to the door, and a small brick planter with white flowers.

9. The Artist's Sweet Spot

The Artist's Sweet Spot
Fairfield
9.2 out of 10, Wonderful, (10 reviews)
"Every thing was comfortable, I really appreciate that there is water available for the guests!"
United States
Alice Ann H.
The price is ￥13,376
￥30,485 total
includes taxes & fees
Oct 4 - Oct 5
The Artist's Sweet Spot
A sectional sofa with a textured throw pillow and a cushion, positioned on a patterned rug.

10. Full Carriage House + Hayloft

Full Carriage House + Hayloft
Fairfield
The price is ￥31,348
￥65,425 total
includes taxes & fees
Oct 5 - Oct 6
Full Carriage House + Hayloft
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

Super 8 by Wyndham Fort Madison

Super 8 by Wyndham Fort Madison

8/10 Good
"The breakfast was sorely lacking, but there is a wonderful cafe across the street. The price was right, the front desk attendant was great. I asked for extra towels and got them right away. It could have been a little more spiffed up and cleaned up, but all in all it was good. Oh, the pillows were big and hard. It was great for what we needed."
Joyce 2-night trip
Posted 11 hours ago
Super 8 by Wyndham Fort Madison

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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  • Enter your travel dates to view the best deals on holiday rentals in Hillsboro while they last

Look no further and take a look at our great range of rental properties in Hillsboro!

Frequently asked questions

Can I find vacation rentals in Hillsboro?

Yes, there are vacation rentals close to well known sights in Hillsboro, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Hillsboro?

Private Woodsy Cabin close to River and Keosauqua: Visitors like this Hillsboro vacation home rental. It is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Hillsboro?

While you're exploring the area, Lacey-Keosauqua State Park and Lake Sugema are a couple of picturesque spots to get outside and enjoy nature. Geode State Park and Battle of Athens State Historic Site are a couple of places you'll find in the larger area.

What are vacation rentals like in Hillsboro?

Vacation rentals are privately owned properties you can book for several days or longer in Hillsboro. Vacation rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.