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Hillsboro Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Hillsboro vacation rentals

A spacious living area with a high ceiling, a large window, a fireplace, and a staircase.

1. The Artist's Treehouse

The Artist's Treehouse
Fairfield
9.8 out of 10, Exceptional, (13 reviews)
"Great location to explore Fairfield!"
United States
Lauren E.
The price is ￥12,831
￥28,511 total
includes taxes & fees
Nov 15 - Nov 16
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.

2. The Artist's Secret Garden

The Artist's Secret Garden
Fairfield
9.6 out of 10, Exceptional, (14 reviews)
"This place was cute, clean and central to all the places we had hoped to visit in Fairfield."
United States
Larin P.
The price is ￥13,858
￥29,841 total
includes taxes & fees
Nov 29 - Nov 30
The Artist's Secret Garden
A modern living room with a grey sofa, a glass coffee table, and a dining area with a table and chairs.

3. "THE SHOP" retro 60's

"THE SHOP" retro 60's
Keosauqua
10.0 out of 10, Exceptional, (70 reviews)
"Perfect place for our weekend stay visiting friends"
United States
Kay H.
The price is ￥15,971
￥25,400 total
includes taxes & fees
Nov 15 - Nov 16
"THE SHOP" retro 60's
A modern, single-story wooden cabin with a sloped roof and large windows, surrounded by a wooden deck and a fenced yard.

4. 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, (194 reviews)
"Very nice cabin with a rustic atmosphere. Loved the view of the river. Very friendly host!"
United States
Linda B.
The price is ￥18,367
￥27,335 total
includes taxes & fees
Nov 16 - Nov 17
Relax on the River and Enjoy Southeast Iowa's Beauty
A single-story house with a stone facade, a gabled roof, and a front porch.

5. 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)
"Clean and quiet with fenced yard for pup!"
United States
Donna P.
The price is ￥14,693
￥25,758 total
includes taxes & fees
Dec 2 - Dec 3
Charming One Bedroom home in Keosauqua near shops
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.

6. The Artist's Sweet Spot

The Artist's Sweet Spot
Fairfield
9.4 out of 10, Exceptional, (11 reviews)
"Great place!"
United States
Jason S.
The price is ￥11,634
￥26,096 total
includes taxes & fees
Nov 16 - Nov 17
The Artist's Sweet Spot
A red wooden house with a patio, outdoor seating, and a grill.

7. The Little Red House

The Little Red House
Fairfield
9.6 out of 10, Exceptional, (14 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 ￥13,500
￥28,171 total
includes taxes & fees
Nov 16 - Nov 17
The Little Red House
A deck with a grill and chairs, a covered area with an umbrella, and a compass on the building.

8. 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 ￥18,686
￥30,588 total
includes taxes & fees
Nov 23 - Nov 24
Private Woodsy Cabin close to River and Keosauqua
A kitchen with a central island, double overhead lighting, and a built-in oven.

9. Penthouse Luxury + Hot Tub Private Roof Deck + EV

Penthouse Luxury + Hot Tub Private Roof Deck + EV
Fairfield
10.0 out of 10, Exceptional, (1 review)
"The VRBO is a large penthouse loft. The decor was modern, luxurious, and comfortable. The VRBO has a rooftop hot tub and outdoor game and relaxing space. We enjoyed the large walk in shower. The beds are comfortable. The kitchen is well equipped. Fairfield is an eclectic experience and this Penthouse is perfect. You'll enjoy your stay."
United States
Janine M.
The price is ￥25,689
￥55,603 total
includes taxes & fees
Nov 23 - Nov 24
Penthouse Luxury + Hot Tub Private Roof Deck + EV
A spacious bedroom with a large bed, a TV mounted on the wall, a wardrobe, and a staircase leading to another room.

10. 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
9.4 out of 10, Exceptional, (8 reviews)
"Convenient location, plenty of space for our group of 8."
United States
Michael P.
The price is ￥30,545
￥65,156 total
includes taxes & fees
Nov 17 - Nov 18
Luxury Downtown Loft w/ Rooftop Patio & Sauna - Sleeps 12 - Walk to Square
A wooden door with a metal handle and a small window, leading to a room with a patterned rug and a curved mat.

11. Full Carriage House + Hayloft

Full Carriage House + Hayloft
Fairfield
The price is ￥42,930
￥76,523 total
includes taxes & fees
Nov 20 - Nov 21
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

Cobblestone Inn & Suites - Fort Madison

Cobblestone Inn & Suites - Fort Madison

10/10 Excellent
"Not so great but no hot tun or pool"
Michael 1-night trip
Posted 9 hours 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?

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.