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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Westby vacation rentals

A modern living room with a staircase, a dark door, a grey armchair, and a coffee table with decorative items.

1. 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.
$240 nightly
The price is $253
Oct 20 - Oct 21
Total with taxes and fees
The Honey Haven
A wooden interior with a table, bench, window, blinds, and a mounted television.

2. 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, (4 reviews)
"Beautiful location"
United States
Brittany
The Rylan a Cozy 1-bedroom cabin in serene Driftless area just outside Viroqua,
A grey door with a window above it and a doorbell on the right side.

3. 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.
$165 nightly
The price is $184
Oct 14 - Oct 15
Total with taxes and fees
Cozy first floor at the heart of downtown Viroqua
A wooden deck with a barbecue grill, overlooking a river and autumn foliage.

4. Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.6 out of 10, Good, (58 reviews)
"fishing cabin."
United States
joe
$115 nightly
The price is $121
Oct 14 - Oct 15
Total with taxes and fees
Blakley Hobbit Small Cabin
A rustic wooden cabin with a front porch, a staircase, and a small deck area.

5. Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.2 out of 10, Very good, (48 reviews)
"A quiet spot w excellent scenery along the Kickapoo River. Great communication w host & easy check-in/out process."
United States
Rebecca B.
$160 nightly
The price is $169
Oct 14 - Oct 15
Total with taxes and fees
Blakley Hobbit Large Cabin
A compact kitchen with wooden walls, a sink, a microwave, a kettle, and a refrigerator.

6. The James a Pleasant 1-bedroom cabin in the Driftless Area near charming Viroqua

The James a Pleasant 1-bedroom cabin in the Driftless Area near charming Viroqua
Viroqua
10.0 out of 10, Exceptional, (1 review)
"We love this place- it's simple,comfortable,clean and everything you need is availableKathe is an excellent host. Our arrival time kept changing and she was very kind and available. We are definitely returning and this will be our go to as we come to this area every few months."
United States
Debbie S.
$133 nightly
The price is $140
Oct 26 - Oct 27
Total with taxes and fees
The James a Pleasant 1-bedroom cabin in the Driftless Area near charming Viroqua
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a television.

7. 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.
$297 nightly
The price is $313
Oct 14 - Oct 15
Total with taxes and fees
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
A dining area with a wooden table, white chairs, and a chandelier.

8. 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.
$340 nightly
The price is $359
Oct 14 - Oct 15
Total with taxes and fees
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
A cozy living room with a wooden ceiling, a grey sofa, and a view through a glass door to an outdoor patio.

9. Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (60 reviews)
"This was our second year staying at this property and we loved it as much as we did last time. It’s clean, well cared for and well stocked. The owner is very easy to reach and the check in and checkout process doesn’t get much easier. The location is absolutely spectacular."
United States
Ally D.
$478 nightly
The price is $504
Oct 14 - Oct 15
Total with taxes and fees
Secluded Rustic Cabin
A wooden cabin with a porch, deck, and outdoor seating area.

10. 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, (8 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
$172 nightly
The price is $181
Oct 14 - Oct 15
Total with taxes and fees
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Two dogs sitting on a grassy field with a pond and trees in the background.

11. 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
$70 nightly
The price is $74
Oct 14 - Oct 15
Total with taxes and fees
Blakley Hobbit Campground-RV spot #4
A modern living room with a large window, a sofa, a coffee table, and a chair.

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

“The Ridgeline” – Luxury private home, on 4 acres
Viroqua
$349 nightly
The price is $368
Oct 18 - Oct 19
Total with taxes and fees
“The Ridgeline” – Luxury private home, on 4 acres
A wooden cabin surrounded by snow-covered trees.

13. Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.6 out of 10, Exceptional, (53 reviews)
"This is a beautiful place to spend a couple of relaxing days. "
United States
Sujhey B.
$285 nightly
The price is $310
Oct 27 - Oct 28
Total with taxes and fees
Cabin on the Kickapoo
A cabin with a wooden interior, a fireplace, a sofa, a kitchen area, and large windows.

14. Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (34 reviews)
"A great place to get away and relax."
United States
Betsy D.
$219 nightly
The price is $231
Oct 27 - Oct 28
Total with taxes and fees
Your adventure begins the second you arrive!
A modern interior with a wooden ceiling, a grey sofa, a staircase, and a kitchen area.

15. The Incline

The Incline
Norwalk
10.0 out of 10, Exceptional, (7 reviews)
"This place is a perfect couples getaway! "
United States
Kurt T.
$343 nightly
The price is $362
Oct 14 - Oct 15
Total with taxes and fees
The Incline
A spacious living area with a wooden floor, a curved staircase, a sofa set, and large windows offering a view.

16. Garden Ridge Retreat- Farm Stay

Garden Ridge Retreat- Farm Stay
Viroqua
10.0 out of 10, Exceptional, (19 reviews)
"Very spacious retreat with lots of space options. The farm tour was fun and educational. Really enjoyed our time here, beautiful views!"
United States
Jeri C.
$451 nightly
The price is $455
Oct 14 - Oct 15
Total with taxes and fees
Garden Ridge Retreat- Farm Stay
A bedroom with a bed, a nightstand, a lamp, and a window with curtains.

17. Hidden Gem - 1BR/1Bath in Lax WI

Hidden Gem - 1BR/1Bath in Lax WI
Holy Trinity-Longfellow
9.6 out of 10, Exceptional, (19 reviews)
"Our stay was perfect! The host was easy to communicate with and even let us check in early. The place was so cute! The bed was super comfortable and everything looked good and felt clean. Very safe area and neighborhood. Such a bonus to have a restaurant attached to the property! We will for sure stay here again!"
United States
Heather
$144 nightly
The price is $166
Oct 15 - Oct 16
Total with taxes and fees
Hidden Gem - 1BR/1Bath in Lax WI
Fun decorations throughout the apartment. Ask us how you can rent the full floor!

18. Modern Downtown La Crosse Apartment

Modern Downtown La Crosse Apartment
Historic Downtown La Crosse
9.4 out of 10, Exceptional, (75 reviews)
"Nice, quiet property that's in a great location."
United States
Jacob P.
$319 nightly
The price is $367
Oct 14 - Oct 15
Total with taxes and fees
Modern Downtown La Crosse Apartment
An outdoor deck with a table and four chairs, overlooking a body of water and surrounded by bare trees.

19. Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (64 reviews)
"Perfect place for a quick weekend getaway"
United States
Jack H.
$265 nightly
The price is $305
Oct 18 - Oct 19
Total with taxes and fees
Riverfront Twin Home
Two dogs sitting on a grassy field with a pond and trees in the background.

20. #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.
$40 nightly
The price is $42
Oct 14 - Oct 15
Total with taxes and fees
#4 Blakley Hobbit Campground-Tent spot
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

The Charmant Hotel

The Charmant Hotel

10/10 Excellent
"Beautiful hotel! Great location, excellent accommodations! Highly recommend!!"
Stacey 1-night trip
Posted 4 hours ago
The Charmant Hotel

Find out more about Westby

Everything you need to know about Westby 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 Westby 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 Westby vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westby vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westby. 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 Westby 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 $169 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 Westby rentals

At Expedia, we put the best Westby 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 Westby 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 Westby 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 Westby. 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

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?

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion: Visitors like this Westby vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Branches Winery and Snowflake Ski & Golf Club.

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.