Photo by Matt Sparlin

Westby Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Westby

Cabin in Beautiful Timber Coulee

10.0 out of 10, Exceptional, (72)
"Very nice place, beautiful location, communications with owner were good and timely. Hope to return"
Cabin in Beautiful Timber Coulee

Cozy Newly Built Cabin with Scenic Views

10.0 out of 10, Exceptional, (51)
"What a cute spot! We loved staying at Chad & Vicki’s cabin. It offers all the amenities you’d appreciate having at home, while still feeling like a modern cabin getaway. Just enough space, nice furnishings, bed and pillows are comfy, cable TV and WiFi . . . But then you step out the door and take in the rolling land that is the Driftless, and you know you’re somewhere special. We’d definitely stay again! With close proximity to a few of the more popular towns in the area, this is a great...
Cozy Newly Built Cabin with Scenic Views

Quiet countryside shipping container home. Relax or enjoy outdoor recreation

10.0 out of 10, Exceptional, (64)
"The container home construction was so cool! This property was spotlessly clean, smelled great, and the hosts had thought of everything. Everything is well represented by the pictures and descriptions online. Very scenic location."
Quiet countryside shipping container home. Relax or enjoy outdoor recreation

The Honey Haven

10.0 out of 10, Exceptional, (28)
"We enjoyed our stay in such a beautiful place. The location is "off the beaten path" so it was quiet and peaceful. The bedrooms, bathrooms, living area and kitchen were comfortable and nicely decorated. We enjoyed the special treat of Peaceful Valley honey - thank you! "
The price is AU$392
includes taxes & fees
6 Dec - 7 Dec
The Honey Haven

Timber Coulee Creek in backyard, king size bed, grill on deck, large garage.

10.0 out of 10, Exceptional, (27)
"Spent three days fishing and this home was perfect in every way! Very comfortable, clean and perfect for relaxing after spending the day on the river. You can literally walk out of the house and go up or downstream for as many miles you want to hike.10 out of 10. "
Timber Coulee Creek in backyard, king size bed, grill on deck, large garage.

Bayfront Cottage is a 3 bedroom house on Richmond Bay.

8.4 out of 10, Very good, (26)
"We were up in the are for Oktoberfest Race Weekend at Lacrosse Fairgrounds Speedway. Property had everything you needed, as we were not there a ton. Just sleeping and showers. Would be a great place during the summer, with a riverfront back yard, and plenty of space to hang out and have a fire, etc."
Bayfront Cottage is a 3 bedroom house on Richmond Bay.

Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

9.0 out of 10, Wonderful, (73)
"You’ll love it here. Close to many attractions. "
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

Your Home Away From Home

9.6 out of 10, Exceptional, (132)
"This a well maintain home to stay in. The grounds are beautiful that includes a nice fire pit. There are many areas to hike or just sit back on the great porch and watch the deer come in at dusk. The deer came within 15 yards of the porch while we sat watching them. We had a nice picnic by the small waterfall that is near the house."
Your Home Away From Home

Paradise Point- Sleeps 4 HOT TUB

10.0 out of 10, Exceptional, (31)
"Nice and cozy. The views were amazing."
The price is AU$541
includes taxes & fees
26 Nov - 27 Nov
Paradise Point- Sleeps 4 HOT TUB

Exquisite comfort for family and friends in the heart of Downtown Viroqua.

10.0 out of 10, Exceptional, (237)
"Third time staying, and we love it. Very comfortable and accommodating. I could wish for an elevator for those in our group with mobility issues. Location allows easy walkable access to many desirable businesses in downtown Viroqua."
Exquisite comfort for family and friends in the heart of Downtown Viroqua.

Driftless Area Country House: large deck, spring fed creek, Amish area

10.0 out of 10, Exceptional, (70)
"Have stayed in the past and fits our needs very well. Owner very responsive and always kind. We love our weekend girls getaway trip. A lot of space for all! "
Driftless Area Country House: large deck, spring fed creek, Amish area

Rustic Hideaway Sleeps 4 HOT TUB

10.0 out of 10, Exceptional, (17)
"We enjoyed every second of our stay at this cozy cabin in the bluffs. We enjoyed the hot tub & cuddled up by the fire for some football. The location of the cabin makes for some unreal walks at sunrise & sunset! Highly recommend! "
The price is AU$675
includes taxes & fees
22 Dec - 23 Dec
Rustic Hideaway Sleeps 4 HOT TUB

Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway

10.0 out of 10, Exceptional, (114)
"My fiancée and I decided for our 5 year anniversary to do a cabin getaway. After searching through many different options and all of them blending together, we found Knutson properties which checked off every single box we had. The property was beautifully kept, quiet, modern, and they thought of every last design detail when putting this place together. All weekend we talked about when we could make time to take another trip to stay here. Cant recommend it enough! "
Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway

Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower

10.0 out of 10, Exceptional, (66)
"Lovely property-quite removed from basically everything. The stars at night with all the lights off were a major highlight. Would definitely stay again!"
Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower

Marina getaway located on the back sloughs of the mighty Mississippi.

10.0 out of 10, Exceptional, (56)
"We had a wonderful stay at Chut’s Landing in LaCrosse, Wisconsin. We loved the layout of the house, the decor, design, and use of space. It was so clean!! We loved the king bed, the comfy living room furniture, the WiFi, beautiful bathroom, wonderful kitchen, nice breakfast bar! We had a wonderful time. Emily & Rick have thought of everything. Your place is very well-appointed. It was very quiet& peaceful. Beautiful views. Very calm & relaxing. It made for a really welcoming stay. We hope to...
Marina getaway located on the back sloughs of the mighty Mississippi.

Secluded, Romantic, Family Friendly And Cozy, Last House In The Valley.

10.0 out of 10, Exceptional, (380)
"Awesome property, secluded, private, great views. House was just as listed, use of garage was a huge plus for our extra gear. Would definitely stay here in the future!"
Secluded, Romantic, Family Friendly And Cozy, Last House In The Valley.

Studio apartment overlooking the beautiful Mississippi River

10.0 out of 10, Exceptional, (105)
"Great place to stay, room to park with your boat, friendly host, beautifull views of the mississippi river"
Studio apartment overlooking the beautiful Mississippi River

Luxury loft condo downtown La Crosse!

9.8 out of 10, Exceptional, (47)
"We enjoyed our stay at this light-filled, comfortable and well-equipped loft. Outfitted with comfortable furniture and beds, we felt at completely at home. The spacious balcony is a great place for morning coffee and, later, a glass of wine to watch the sunset. We’ll book this loft again when we return to La Crosse. "
Luxury loft condo downtown La Crosse!

Riverfront Twin Home

10.0 out of 10, Exceptional, (18)
"The place was very clean and conveniently located to downtown. "
The price is AU$511
includes taxes & fees
26 Nov - 27 Nov
Riverfront Twin Home

River Front Property

9.8 out of 10, Exceptional, (78)
"This property was perfect for my family. Large open rooms with large windows. My kids enjoyed the rotary phone that actually worked. They had never seen one before. Overall, our experience was great. We will definitely come back when we come back to this area. The host was very prompt with their reply to our questions. Highly recommend this property "
River Front Property
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.
Don't see what you're looking for?
See all available properties in Westby
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Westby you may be interested in

Cozy Newly Built Cabin with Scenic Views

10.0 out of 10, Exceptional, (51)
"What a cute spot! We loved staying at Chad & Vicki’s cabin. It offers all the amenities you’d appreciate having at home, while still feeling like a modern cabin getaway. Just enough space, nice furnishings, bed and pillows are comfy, cable TV and WiFi . . . But then you step out the door and take in the rolling land that is the Driftless, and you know you’re somewhere special. We’d definitely stay again! With close proximity to a few of the more popular towns in the area, this is a great...
Cozy Newly Built Cabin with Scenic Views

Cabin in Beautiful Timber Coulee

10.0 out of 10, Exceptional, (72)
"Very nice place, beautiful location, communications with owner were good and timely. Hope to return"
Cabin in Beautiful Timber Coulee

Stoney Creek Hotel La Crosse - Onalaska

2.5 star property
9.0 out of 10, Wonderful, (1385)
"Front staff was extremely friendly and helpful. Room was very clean. Can hear the noise in the hallway a little more then we liked but overall it was a nice place to stay."
The price is AU$221
includes taxes & fees
26 Nov - 27 Nov
Stoney Creek Hotel La Crosse - Onalaska
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Westby?

Yes, there are holiday rentals in Westby close to Dregne's Scandinavian Gifts, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Westby has to offer?

Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.: This holiday home rental outside of Westby is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Westby?

With 5 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Westby?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westby. Holiday rentals feature amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.