Hillsboro Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Hillsboro vacation rentals

Property grounds
Relax on the River and Enjoy Southeast Iowa's Beauty

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, (170)
"A nice little cabin on the Des Moines River with many historical sites close at hand."
United States
Charles K.
The price is ￥17,956
￥28,035 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Relax on the River and Enjoy Southeast Iowa's Beauty
Property grounds
"THE SHOP" retro 60's

"THE SHOP" retro 60's

"THE SHOP" retro 60's
Keosauqua
10.0 out of 10, Exceptional, (53)
"One of the best places we’ve stayed at and Bev was a great host "
United States
Ray K.
The price is ￥14,833
￥25,357 total
includes taxes & fees
Jan 27 - Jan 28, 2026
"THE SHOP" retro 60's
Terrace/patio
The Artist's Sweet Spot

The Artist's Sweet Spot

The Artist's Sweet Spot
2.0 star property
Fairfield
9.2 out of 10, Wonderful, (5)
"This is our second stay at Inga's house. The location is great, walkable everywhere. Very artistically outfitted and comfortable for our needs. "
United States
Ruth s.
The price is ￥11,430
￥26,486 total
includes taxes & fees
Dec 28 - Dec 29
The Artist's Sweet Spot
Dining
The Little Red House

The Little Red House

The Little Red House
Fairfield
9.6 out of 10, Exceptional, (7)
"Everything about this property went very smoothly. The host and manager were very accommodating for our special requests and the house was very clean.This location was central to everything Fairfield has to offer."
United States
Victor D.
The price is ￥15,814
￥34,270 total
includes taxes & fees
Dec 31 - Jan 1, 2026
The Little Red House
WiFi
The Artist's Treehouse

The Artist's Treehouse

The Artist's Treehouse
Fairfield
9.6 out of 10, Exceptional, (9)
"What a cute, cozy and charming place to stay. My 15 and 12 year old loved the loft...it is something different that isnt offered in most places and they loved that! Kitchen and deck were wonderful too! We loved our stay! When we left the girls said "were going to miss this place" "
United States
Marie
The price is ￥15,031
￥32,435 total
includes taxes & fees
Dec 30 - Dec 31
The Artist's Treehouse
Fridge, microwave, oven, stovetop
Starlight Hill 1 Bed 1 Bath

Starlight Hill 1 Bed 1 Bath

Starlight Hill 1 Bed 1 Bath
Cantril,
9.2 out of 10, Wonderful, (7)
"Very charming apartment. I would highly recommend. I will definitely stay here again"
United States
Kathleen H.
The price is ￥15,458
￥24,308 total
includes taxes & fees
Dec 28 - Dec 29
Starlight Hill 1 Bed 1 Bath
Interior
The Artist's Secret Garden

The Artist's Secret Garden

The Artist's Secret Garden
Fairfield
The price is ￥14,248
￥17,755 total
includes taxes & fees
Dec 28 - Dec 29
The Artist's Secret Garden
Microwave, oven, stovetop
Huge apartment and rooftop patio. The best place in Fairfield to stay as a group

Huge apartment and rooftop patio. The best place in Fairfield to stay as a group

Huge apartment and rooftop patio. The best place in Fairfield to stay as a group
Fairfield
8.8 out of 10, Excellent, (3)
"We had a great stay. It was very roomy and in a convenient location. "
United States
Wendy F.
The price is ￥28,417
￥51,413 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Huge apartment and rooftop patio. The best place in Fairfield to stay as a group
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

Cobblestone Inn & Suites - Fort Madison

Cobblestone Inn & Suites - Fort Madison

10/10 Excellent
"Really nice hotel, especially when it's below zero and snowing. "
David 2-night trip
Posted 3 days ago
Cobblestone Inn & Suites - 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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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?

50' from the Mississippi River, see the winter eagle migration, fish from there: Visitors like this Hillsboro vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.