A white house with a silo on a hill, surrounded by autumn-colored trees and a field.

Westby Vacation Rentals

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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Westby vacation rentals

Interior

1. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (59 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 AED 588
AED 930 total
includes taxes & fees
3 Sep - 4 Sep
The Honey Haven
Smart TV, fireplace, DVD player, music library

2. Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (58 reviews)
"What a wonderful property! "
United States
Becky K.
The price is AED 1,074
AED 1,850 total
includes taxes & fees
13 Sep - 14 Sep
Secluded Rustic Cabin
Exterior

3. Country Living at its Finest

Country Living at its Finest
Viroqua
9.8 out of 10, Exceptional, (239 reviews)
"Great cabin -private but close enough to town and near many trout streams."
United States
jennifer g.
The price is AED 547
AED 818 total
includes taxes & fees
11 Sep - 12 Sep
Country Living at its Finest
Terrace/patio

4. 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, (1 review)
"It's a great little cabin, perfect if you need a place while exploring the creeks around Viroqua. Exceptionally clean, thoughtfully outfitted, very comfortable. The setting is excellent, and the owner Kathi went out of her way to make me feel welcome. Highly recommended."
United States
Christian H.
The price is AED 413
AED 513 total
includes taxes & fees
3 Sep - 4 Sep
The Rylan a Cozy 1-bedroom cabin in serene Driftless area just outside Viroqua,
Exterior detail

5. Cozy first floor at the heart of downtown Viroqua

Cozy first floor at the heart of downtown Viroqua
Viroqua
9.8 out of 10, Exceptional, (59 reviews)
"It was very clean. Perfectly located in quaint downtown Viroqua."
United States
Rose B.
The price is AED 349
AED 655 total
includes taxes & fees
10 Sep - 11 Sep
Cozy first floor at the heart of downtown Viroqua
Private kitchen

6. Historic 1922 Colonel May Schoolhouse

Historic 1922 Colonel May Schoolhouse
Viroqua
10.0 out of 10, Exceptional, (8 reviews)
"Unique setting in an old schoolhouse. Great kitchen space. Nice touches such as a jukebox, video games, basketball court, and wonderful book selection. Furniture in living was very comfortable and a great space to hang out. "
United States
Shawn L.
Historic 1922 Colonel May Schoolhouse
Dining

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

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Cashton
9.0 out of 10, Wonderful, (2 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 AED 781
AED 1,378 total
includes taxes & fees
16 Sep - 17 Sep
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Smart TV, fireplace

8. 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 AED 661
AED 1,151 total
includes taxes & fees
4 Sep - 5 Sep
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Interior

9. Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (34 reviews)
"Absolutely wonderful as always will be back"
United States
Chad E.
The price is AED 698
AED 841 total
includes taxes & fees
3 Sep - 4 Sep
Your adventure begins the second you arrive!
Terrace/patio

10. Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.6 out of 10, Good, (56 reviews)
"fishing cabin."
United States
joe
The price is AED 239
AED 446 total
includes taxes & fees
7 Sep - 8 Sep
Blakley Hobbit Small Cabin
Smart TV, fireplace

11. The Incline

The Incline
Norwalk
10.0 out of 10, Exceptional, (7 reviews)
"This place is a perfect couples getaway! "
United States
Kurt T.
The price is AED 1,102
AED 1,329 total
includes taxes & fees
3 Sep - 4 Sep
The Incline
Exterior

12. Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very Good, (46 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 AED 331
AED 620 total
includes taxes & fees
3 Sep - 4 Sep
Blakley Hobbit Large Cabin
Exterior

13. 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 AED 459
AED 667 total
includes taxes & fees
3 Sep - 4 Sep
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Fireplace

14. Garden Ridge Retreat- Farm Stay

Garden Ridge Retreat- Farm Stay
Viroqua
10.0 out of 10, Exceptional, (17 reviews)
"Host family was extremely nice easy to work with and very accommodating."
United States
Pat B.
The price is AED 992
AED 1,974 total
includes taxes & fees
21 Sep - 22 Sep
Garden Ridge Retreat- Farm Stay
Exterior

15. Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.6 out of 10, Exceptional, (48 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 AED 521
AED 1,087 total
includes taxes & fees
10 Sep - 11 Sep
Cabin on the Kickapoo
Outdoor dining

16. Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Norwalk
9.6 out of 10, Exceptional, (32 reviews)
"Everyone had a great time!"
United States
Jim K.
The price is AED 1,253
AED 2,616 total
includes taxes & fees
7 Sep - 8 Sep
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Property grounds

17. Peaceful Country Comfort W Panoramic Views of Big Creek Valley

Peaceful Country Comfort W Panoramic Views of Big Creek Valley
Sparta
10.0 out of 10, Exceptional, (155 reviews)
"It was all amazing! Great hosts! Beautiful home! "
United States
Aliyah C.
Peaceful Country Comfort W Panoramic Views of Big Creek Valley
Smart TV, fireplace, books, stereo

18. Stylish 1 bedroom cottage along the Mississippi River

Stylish 1 bedroom cottage along the Mississippi River
Stoddard
9.6 out of 10, Exceptional, (32 reviews)
"Perfect for a weekend getaway! Super clean and had everything we needed. "
United States
Dean H.
The price is AED 496
AED 601 total
includes taxes & fees
8 Sep - 9 Sep
Stylish 1 bedroom cottage along the Mississippi River
Property grounds

19. Blakley Hobbit Campground-RV spot #4

Blakley Hobbit Campground-RV spot #4
Viola
10.0 out of 10, Exceptional, (1 review)
"Lovely spot right on river. Trout fishing all around area."
United States
Brett
The price is AED 184
AED 271 total
includes taxes & fees
9 Sep - 10 Sep
Blakley Hobbit Campground-RV spot #4
Exterior

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

Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.
Ontario
9.8 out of 10, Exceptional, (10 reviews)
"Really nice quiet place. Perfect for our hunting trip. "
United States
Kolin C.
The price is AED 639
AED 1,212 total
includes taxes & fees
22 Sep - 23 Sep
Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.
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 Westby Hotel Reviews

GrandStay Hotel & Suites

GrandStay Hotel & Suites

10/10 Excellent
"Everything about this place was awesome. The room rates were phenomenal; we basically booked a small apartment for the same price as a standard room anywhere else. The room itself was awesome - two separate bedrooms, a common living area, a small dining area, and a full kitchen. The hotel also had a hot tub and pool, which my nephew loved, and there was a hot breakfast buffet in the morning. The location of the hotel is also great, as it's close to downtown and the river."
Katherine 1-night trip
Posted 18 hours ago
GrandStay Hotel & Suites

Frequently asked questions

Are there vacation rentals in Westby?

Yes, you can find vacation rentals in Westby near Dregne's Scandinavian Gifts, or you can go with a more secluded option if you'd like a relaxing place to stay. Our travelers say Westby has a good selection of restaurants. Make sure you have time to check out the wineries and golf courses during your trip.

What are some of the best vacation home rentals that Westby has to offer?

Small Cabin on West Fork Kickapoo River: This highly rated vacation home rental in Westby has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Westby?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Westby stay.

What can I see and do in Westby?

Jersey Valley County Park Beach and Jersey Valley County Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Dregne's Scandinavian Gifts. Other places in town to visit include Snowflake Ski & Golf Club and Branches Winery.

What are vacation rentals like in Westby?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Westby. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.