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Readstown Holiday Rentals

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Our top choices for Readstown holiday rentals

1. Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.6 out of 10, Exceptional, (53 reviews)
"Fun little place. Perfect for me and the wife. Close to Kickapoo area hiking. Hot tub was a nice touch to the neat little stay."
United States
Joel M.
The price is NZ$537
includes taxes & fees
6 Oct - 7 Oct
Cabin on the Kickapoo

2. Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.6 out of 10, Good, (57 reviews)
"Place is simple and cheap, could use some upkeep on building, door sticks and the water spigot for the sink drips and being held with duct tape. No bathroom just a portapotty to use. And watch out for the mice. It's a beautiful location on the west fork of the kickapoo River with access to the River."
United States
Timothy
The price is NZ$216
includes taxes & fees
6 Oct - 7 Oct
Blakley Hobbit Small Cabin

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

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Viola
9.0 out of 10, Wonderful, (18 reviews)
"excellent out of the way retreat close to things we wanted to do and great place for us and our cats, the hot tub was a great treat"
United States
Joseph W.
The price is NZ$541
includes taxes & fees
7 Oct - 8 Oct
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

4. Cozy first floor at the heart of downtown Viroqua

Cozy first floor at the heart of downtown Viroqua
Viroqua
10.0 out of 10, Exceptional, (62 reviews)
"Nice place to stay right in town perfect for a couple "
United States
Pete G.
The price is NZ$338
includes taxes & fees
6 Oct - 7 Oct
Cozy first floor at the heart of downtown Viroqua

5. Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (47 reviews)
"A quiet spot w excellent scenery along the Kickapoo River. Great communication w host & easy check-in/out process."
United States
Rebecca B.
The price is NZ$301
includes taxes & fees
6 Oct - 7 Oct
Blakley Hobbit Large Cabin

6. “The Ridgeline” – Luxury private home, on 4 acres

“The Ridgeline” – Luxury private home, on 4 acres
Viroqua
The price is NZ$654
includes taxes & fees
18 Oct - 19 Oct
“The Ridgeline” – Luxury private home, on 4 acres

7. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (62 reviews)
"This was my second time staying at the Honey Haven and I would love to stay again. The host does a wonderful job keeping the property in great shape and the area that the property is in is so special."
United States
Eric R.
The price is NZ$443
includes taxes & fees
19 Oct - 20 Oct
The Honey Haven

8. Dwelling Place - Shalom Cabin with private hot tub, Shalom Cabin

Dwelling Place - Shalom Cabin with private hot tub, Shalom Cabin
Gays Mills
10.0 out of 10, Exceptional, (3 reviews)
"Wow! We were so impressed with the cabin. You walk up and can smell the cedar porch. The inside was beautifully decorated. Everything was perfect - from the cozy interior to the porch swing and hot tub at night! Peaceful and relaxing. "
United States
Morgan B.
The price is NZ$1,210
includes taxes & fees
2 Nov - 3 Nov
Dwelling Place - Shalom Cabin with private hot tub, Shalom Cabin

9. The Rylan a Cozy 1-bedroom cabin in serene Driftless area just outside Viroqua,

The Rylan a Cozy 1-bedroom cabin in serene Driftless area just outside Viroqua,
Viroqua
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful location"
United States
Brittany
The price is NZ$251
includes taxes & fees
7 Oct - 8 Oct
The Rylan a Cozy 1-bedroom cabin in serene Driftless area just outside Viroqua,

10. #4 Blakley Hobbit Campground-Tent spot

#4 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (2 reviews)
"A great spot for a getaway weekend. 20 minutes to viroqua"
United States
Luke S.
The price is NZ$75
includes taxes & fees
6 Oct - 7 Oct
#4 Blakley Hobbit Campground-Tent spot

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

Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub!
Ferryville
9.8 out of 10, Exceptional, (556 reviews)
"Super cozy and nicely renovated spot- loved the remote location and the hot tub."
United States
Andrea S.
The price is NZ$421
includes taxes & fees
6 Oct - 7 Oct
Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub!

12. Sunset Studio, Amazing River Views, HOT TUB! New Listing!

Sunset Studio, Amazing River Views, HOT TUB! New Listing!
Eastman
9.4 out of 10, Exceptional, (20 reviews)
"Loved it will be back!"
United States
Nick C.
The price is NZ$564
includes taxes & fees
5 Nov - 6 Nov
Sunset Studio, Amazing River Views, HOT TUB! New Listing!

13. Copper Creek Getaway Sleeps 6 Hot Tub

Copper Creek Getaway Sleeps 6 Hot Tub
Seneca
10.0 out of 10, Exceptional, (2 reviews)
"Great area to explore, lots of friendly people. Enjoyed the trip and where we stayed was a great relaxing place."
United States
Cindy B.
The price is NZ$642
includes taxes & fees
6 Oct - 7 Oct
Copper Creek Getaway Sleeps 6 Hot Tub

14. Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
Eastman
9.0 out of 10, Wonderful, (33 reviews)
"We had a good stay, we loved the animals and the hot tub"
United States
Brooke N.
The price is NZ$581
includes taxes & fees
6 Oct - 7 Oct
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

15. Barn On The Ridge / HOT TUB / Sleeps 6

Barn On The Ridge / HOT TUB / Sleeps 6
Wheatland
10.0 out of 10, Exceptional, (10 reviews)
"It was such a cute and clean place - perfect for our girls weekend! "
United States
Katelyn
The price is NZ$727
includes taxes & fees
6 Oct - 7 Oct
Barn On The Ridge / HOT TUB / Sleeps 6

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

Private location 2 bedroom mobile home great view of the Mississippi River
Lynxville
9.8 out of 10, Exceptional, (37 reviews)
"Nice cute place. Beautiful view and feels very welcoming."
United States
Sandra H.
The price is NZ$272
includes taxes & fees
6 Oct - 7 Oct
Private location 2 bedroom mobile home great view of the Mississippi River

17. Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Ontario
10.0 out of 10, Exceptional, (6 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
The price is NZ$319
includes taxes & fees
6 Oct - 7 Oct
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

18. Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.

Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.
Ontario
10.0 out of 10, Exceptional, (12 reviews)
"Really nice quiet place. Perfect for our hunting trip. "
United States
Kolin C.
Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.

19. Dwelling Place - Selah Cabin with private outdoor spa, Selah Cabin

Dwelling Place - Selah Cabin with private outdoor spa, Selah Cabin
Gays Mills
9.6 out of 10, Exceptional, (4 reviews)
"This beautiful wooden cabin is the perfect get away for when you need some time to relax or just be! The hosts were extremely accommodating and welcoming. I would highly recommend this! "
United States
Tanya K.
The price is NZ$1,210
includes taxes & fees
2 Nov - 3 Nov
Dwelling Place - Selah Cabin with private outdoor spa, Selah Cabin

20. Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Cashton
9.6 out of 10, Exceptional, (4 reviews)
"Was in town for a wedding, it was a comfortable place. The master bedroom bed was comfortable and everything was very clean."
United States
Catherine T.
The price is NZ$664
includes taxes & fees
6 Oct - 7 Oct
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Readstown holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Readstown. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Readstown. Seeing all the best attractions is bound to make you fall in love with Readstown. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Readstown short-term rentals, that won’t be hard to do.

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?

Small Cabin on West Fork Kickapoo River: This holiday home rental outside of Readstown has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Kickapoo Valley Reserve 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.