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Top Holiday Rentals in Readstown

Our top choices for Readstown holiday rentals

Cabin on the Kickapoo

9.6 out of 10, Exceptional, (38)
"Quiet and cozy cabin across the street from the Kickapoo River. Perfect size for two to take a quiet getaway for a time. Much to see in the Readstown and Viroqua area and Kickapoo Valley. Excellent hiking trails, restaurants/ bars and shopping within a short drive. LeAnne was very responsive and helpful. Would definitely stay again in the future."
The price is £226
includes taxes & fees
1 Sept - 2 Sept
Cabin on the Kickapoo

Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub!

9.8 out of 10, Exceptional, (499)
"The Caboose is unique, adorable, well appointed, and the hot tub was clean and so relaxing. Off the beaten path and a wonderful getaway. "
Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub!

Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

10.0 out of 10, Exceptional, (20)
"Absolutely awesome place. Absolutely everything was perfect including the host. I love this place. "
The price is £120
includes taxes & fees
1 Sept - 2 Sept
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

Blakley Hobbit Small Cabin

7.8 out of 10, Good, (45)
"Very nice place. 10/10 would stay again"
The price is £93
includes taxes & fees
1 Sept - 2 Sept
Blakley Hobbit Small Cabin

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

9.2 out of 10, Wonderful, (5)
"Nice place across from a campground. "
The price is £237
includes taxes & fees
1 Sept - 2 Sept
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.

10.0 out of 10, Exceptional, (40)
"Super nice cabin that was in an excellent location! So clean and had everything we needed for a nice relaxing weekend away! Would highly recommend and we plan to visit again! "
Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.

Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.

10.0 out of 10, Exceptional, (32)
"Great location, great cabin."
Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.

The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

10.0 out of 10, Exceptional, (148)
"Great stay with lovely scenery and beautiful cabin. Would highly recommend to anyone."
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!

9.8 out of 10, Exceptional, (55)
"Beautiful get away. Private and Peaceful."
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!

Upper Place Vacation Cottage

9.6 out of 10, Exceptional, (35)
"Great host and communication. Everything went as planned and the Driftless area never disappoints. "
Upper Place Vacation Cottage

Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing

10.0 out of 10, Exceptional, (179)
"This is the third time staying at this very quaint, super clean VRBO. I would highly recommend this well cared for place. "
Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing

Blakley Hobbit Large Cabin

8.4 out of 10, Very good, (37)
"We loved this spot and will definitely be booking it again. The cabin has everythinf you need for a quick easy vacation. "
The price is £128
includes taxes & fees
1 Sept - 2 Sept
Blakley Hobbit Large Cabin

Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

10.0 out of 10, Exceptional, (78)
"Always enjoy my time here."
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

Cozy first floor at the heart of downtown Viroqua

10.0 out of 10, Exceptional, (47)
"Great spot right on the edge of downtown"
The price is £135
includes taxes & fees
1 Sept - 2 Sept
Cozy first floor at the heart of downtown Viroqua

Private location 2 bedroom mobile home great view of the Mississippi River

10.0 out of 10, Exceptional, (11)
"Nice place along the Mississippi River. "
The price is £116
includes taxes & fees
2 Sept - 3 Sept
Private location 2 bedroom mobile home great view of the Mississippi River

SereniTree Cabin - Modern Rustic Getaway tucked in the trees

10.0 out of 10, Exceptional, (100)
"My partner and I booked the cabin for a weekend away and it was exactly what we both needed. "
SereniTree Cabin - Modern Rustic Getaway tucked in the trees

Tanager cabin at Driftless Creek

10.0 out of 10, Exceptional, (101)
"Wonderful visit. Thank you!"
Tanager cabin at Driftless Creek

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

9.8 out of 10, Exceptional, (141)
"Great spot for trout fishing and a great place to stay and relax on the porch after a full day exploring the many trout streams."
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

Cozy 3-bedroom cabin - sleeps 10- HOT TUB- river view

2.0 star property
8.8 out of 10, Excellent, (10)
"Amazing time with friends"
The price is £210
includes taxes & fees
1 Sept - 2 Sept
Cozy 3-bedroom cabin - sleeps 10- HOT TUB- river view

Cozy Ridge Retreat

9.6 out of 10, Exceptional, (27)
"This was our third stay here and we loved it just as much as the first time! Well kept place and beautiful country! We will be going back! "
Cozy Ridge Retreat
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 Readstown Hotel Reviews

Find out more about Readstown

Find out more about Readstown

Everything you need to know about Readstown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Readstown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Readstown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Readstown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Readstown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Readstown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Readstown holiday rentals we have selected for you start as low as £93 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Readstown rentals

At Expedia, we put the best Readstown holiday 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 Readstown 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 Readstown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Readstown. 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 holiday rentals in Readstown?

Yes, there are holiday rentals close to the most popular sights in Readstown, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Readstown has to offer?

Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub! : This holiday home rental outside of Readstown is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and 1 hot tub.

What can I see and do in Readstown?

Explore the area and family-friendly sights such as Dregne's Scandinavian Gifts, or get out into nature at a spot like Kickapoo River. Kickapoo Valley Reserve Visitor Center and Vernon Vineyards are a couple of places you'll find in the wider area.

What are holiday rentals like in Readstown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Readstown. Holiday rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.