Hillsboro Vacation Rentals

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Sep 19 - Sep 21
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Oct 3 - Oct 5
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Oct 31 - Nov 2
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Nov 28 - Nov 30

Vacation Rentals in Hillsboro

Our top choices for Hillsboro vacation rentals

Des Moines River Front Cabin- Fishing/Hunting/Kayaking
Property grounds

Des Moines River Front Cabin- Fishing/Hunting/Kayaking

9.8 out of 10, Exceptional, (39)
"The cabin was a great place to stay. Beautiful location and views of the river. Would definitely come back"
Des Moines River Front Cabin- Fishing/Hunting/Kayaking
Voted "Best Location" and "Most Comfortable".....
Smart TV, fireplace

Voted "Best Location" and "Most Comfortable".....

10.0 out of 10, Exceptional, (44)
"Rooms were absolutely beautiful. We really enjoyed our stay and will probably come back next year"
$131 nightly
The price is $146
Sep 3 - Sep 4
Total with taxes and fees
Voted "Best Location" and "Most Comfortable".....
Relax on the River and Enjoy Southeast Iowa's Beauty
Property grounds

Relax on the River and Enjoy Southeast Iowa's Beauty

9.8 out of 10, Exceptional, (164)
"Great vacation!!"
$171 nightly
The price is $180
Sep 15 - Sep 16
Total with taxes and fees
Relax on the River and Enjoy Southeast Iowa's Beauty
The Artist's Secret Garden
Interior

The Artist's Secret Garden

$135 nightly
The price is $137
Sep 3 - Sep 4
Total with taxes and fees
The Artist's Secret Garden
Charming Modern 1950s Mid-Century Ranch.
Fridge, microwave, oven, stovetop

Charming Modern 1950s Mid-Century Ranch.

9.8 out of 10, Exceptional, (11)
"Just me and just right. The location was awesome and the decor was also. Had a great stay and will again."
Charming Modern 1950s Mid-Century Ranch.
Huge apartment and rooftop patio. The best place in Fairfield to stay as a group
Microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (2)
"We had a great stay. It was very roomy and in a convenient location. "
$294 nightly
The price is $329
Sep 3 - Sep 4
Total with taxes and fees
Huge apartment and rooftop patio. The best place in Fairfield to stay as a group
Charming One Bedroom home in Keosauqua near shops
Exterior

Charming One Bedroom home in Keosauqua near shops

8.8 out of 10, Excellent, (9)
"We truly enjoyed our stay-perfect for our weekend getaway!! Hoping to be able to stay there again in the near future!!!"
$143 nightly
The price is $160
Sep 12 - Sep 13
Total with taxes and fees
Charming One Bedroom home in Keosauqua near shops
Starlight Hill 1 Bed 1 Bath
Fridge, microwave, oven, stovetop

Starlight Hill 1 Bed 1 Bath

9.8 out of 10, Exceptional, (6)
"Very charming apartment. I would highly recommend. I will definitely stay here again"
$139 nightly
The price is $156
Sep 3 - Sep 4
Total with taxes and fees
Starlight Hill 1 Bed 1 Bath
The Artist's Treehouse
WiFi

The Artist's Treehouse

9.6 out of 10, Exceptional, (5)
"Great location to explore Fairfield!"
$212 nightly
The price is $228
Sep 8 - Sep 9
Total with taxes and fees
The Artist's Treehouse
Peaceful, spacious 4 bedroom house in the country - Gazebo/Pond
Fridge, microwave, oven, stovetop

Peaceful, spacious 4 bedroom house in the country - Gazebo/Pond

10.0 out of 10, Exceptional, (21)
"Nice place to stay with family"
Peaceful, spacious 4 bedroom house in the country - Gazebo/Pond
The Artist's Sweet Spot
Terrace/patio

The Artist's Sweet Spot

2.0 star property
10.0 out of 10, Exceptional, (3)
"This is our second stay at Inga's house. The location is great, walkable everywhere. Very artistically outfitted and comfortable for our needs. "
$165 nightly
The price is $178
Sep 6 - Sep 7
Total with taxes and fees
The Artist's Sweet Spot
"THE SHOP" retro 60's
Property grounds

"THE SHOP" retro 60's

10.0 out of 10, Exceptional, (50)
"My husband I stayed for a quick weekend fishing trip on Lake Sugema. We prefer to stay downtown for the quick access to the restaurant, bars, and Misty’s. We liked having another option to the local hotel. We were able to check-in early with no issues, and were also offered a late check-out. My only suggestion would be a mattress topper, as the bed was stiffer than we like, but for two nights it was ok. "
$136 nightly
The price is $152
Sep 3 - Sep 4
Total with taxes and fees
"THE SHOP" retro 60's
The Artist's Bungaloo
Dining

The Artist's Bungaloo

9.6 out of 10, Exceptional, (4)
"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."
$219 nightly
The price is $236
Sep 4 - Sep 5
Total with taxes and fees
The Artist's Bungaloo
Charming 2-bedroom house with WiFi, AC in lovely Fairfield
Private kitchen

Charming 2-bedroom house with WiFi, AC in lovely Fairfield

Charming 2-bedroom house with WiFi, AC in lovely Fairfield
Get Away from the Bustle of the City
Property grounds

Get Away from the Bustle of the City

10.0 out of 10, Exceptional, (1)
"Went with 6 adults and 6 children. Each couple had their own room with private bathroom. The cousins all slept in the same room together, with bunk beds and their own bathroom. The family room was spacious and the basement offers a place for kids to go and play, giving the adults a chance to relax on their own. Basement offers pool, ping pong, foosball, an entertainment center and dining. The basement also walks out to a great patio with fire pit next to the woods. The deck out back was a...
Get Away from the Bustle of the City
Private Woodsy Cabin close to River and Keosauqua
Outdoor dining

Private Woodsy Cabin close to River and Keosauqua

9.8 out of 10, Exceptional, (16)
"We rented this same cabin last November and loved it so much that in our travels we utilize it as a stopping point must. Close to town but private enough to enjoy the Iowa wilderness"
Private Woodsy Cabin close to River and Keosauqua
Rustic Keosauqua Gem: Fire Pit & Lake Sugema Views
Apartment (2 Bedrooms) | Interior

Rustic Keosauqua Gem: Fire Pit & Lake Sugema Views

3.0 star property
Rustic Keosauqua Gem: Fire Pit & Lake Sugema Views
Charming 2-bedroom condo in Fort Madison with WiFi, garage & in-unit laundry
Interior

Charming 2-bedroom condo in Fort Madison with WiFi, garage & in-unit laundry

Charming 2-bedroom condo in Fort Madison with WiFi, garage & in-unit laundry
Peaceful Cozy Cottage in Southern Iowa
Dining

Peaceful Cozy Cottage in Southern Iowa

Peaceful Cozy Cottage in Southern Iowa
Cabin with a Beautiful View of the Lake, wrap around porch, indoor pool
Exterior

Cabin with a Beautiful View of the Lake, wrap around porch, indoor pool

Cabin with a Beautiful View of the Lake, wrap around porch, indoor pool
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

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 $137 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Voted "Best Location" and "Most Comfortable".....: Visitors like this Hillsboro vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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. Midwest Old Threshers Heritage Museum and Maasdam Barns 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.