Photo by Matt Sparlin

Holiday Homes in Westby

  • 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

Featured Holiday Homes in Westby

Eagle Valley Vista spacious, pet-friendly, close to parks, dark sky viewing

10.0 out of 10, Exceptional, (22)
"Great stay - on the edge of a very small town :)"
The price is AU$338
includes taxes & fees
1 Dec - 2 Dec
Eagle Valley Vista spacious, pet-friendly, close to parks, dark sky viewing

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.

Spacious Dog Friendly, Near UWL, Washer/Dryer, Fenced-In Yard, Firewood Included

10.0 out of 10, Exceptional, (20)
"This was a great location to visit my son who attends UW La Crosse. The house had everything we needed and much more. "
The price is AU$638
includes taxes & fees
2 Dec - 3 Dec
Spacious Dog Friendly, Near UWL, Washer/Dryer, Fenced-In Yard, Firewood Included

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.

Great 1 Bedroom unit with easy access to everything

9.6 out of 10, Exceptional, (45)
"Nice small well-cared for and clean home. We enjoyed the new upgrades. Very nice bathroom. Kitchen was a little light on necessities, but we were not cooking too much, so it was not a problem. On-street parking right in front was convenient. Quiet neighbors. We enjoyed our stay."
The price is AU$297
includes taxes & fees
13 Dec - 14 Dec
Great 1 Bedroom unit with easy access to everything

Secluded Home - Views of Mississippi River remote location 15 min from La Crosse

10.0 out of 10, Exceptional, (148)
"This is our 3rd time staying here. It's a great spot to come down to see our grown kid and have everyone around. Enough to do in the house to not get bored if the weather is bad. Will be back as always. "
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse

Small Cabin on West Fork Kickapoo River

9.4 out of 10, Exceptional, (13)
"Great place to stay with friends for an extended weekend. Enjoyed the cozy cabin, fishing on the property and the close proximity to our other favorite spots."
Small Cabin on West Fork Kickapoo River

Superior Queen Room With Two Queen Beds Non-Smoking

2.0 out of 10, (1)
The price is AU$171
includes taxes & fees
26 Nov - 27 Nov
Superior Queen Room With Two Queen Beds Non-Smoking

Mississippi waterfront vacation home that welcomes dogs! Private dock for boats

2.0 star property
10.0 out of 10, Exceptional, (1)
"This is a beautiful home with an amazing river view! We loved the sunroom and the loft sitting area. The entire home is extremely clean and had everything we needed for cooking and playing games…2 large tables and even a drawer full of games. We brought our own games, but ended up putting those aside once our girls found that drawer. Communication with Shawna was very prompt. We will definitely stay here again if we’re back in the area!"
Mississippi waterfront vacation home that welcomes dogs! Private dock for boats

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.

8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

10.0 out of 10, Exceptional, (123)
"Great stay at a great place. Cozy, welcoming, well stocked and comfortable. "
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

Quirky Retro Cottage in La Crosse, Blocks away from Mississippi River

9.8 out of 10, Exceptional, (11)
"We spent the day exploring around Lacrosse and traveling along Hwy 35. Very comfortable accommodation ‼️"
The price is AU$222
includes taxes & fees
8 Dec - 9 Dec
Quirky Retro Cottage in La Crosse, Blocks away from Mississippi River

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (9)
"What a wonderful home for us to bring are adult children together at for a weekend in LaCrosse. The bedrooms and bathrooms are spacious. The kitchen if excellent for making a family meal. The piano was an added surprise! Thanks Matt! We hope to be back!"
The price is AU$399
includes taxes & fees
26 Nov - 27 Nov
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

Cozy, clean 3-bedroom house with AC and WiFi in serene Brownsville, MN.

9.4 out of 10, Exceptional, (3)
"Great location in town near the river and Saxon hall. Comfortable beds and a great host! Hope to stay again!"
Cozy, clean 3-bedroom house with AC and WiFi in serene Brownsville, MN.

Charming 2-bedroom house in lovely La Crosse, minutes from downtown area

2.0 star property
Charming 2-bedroom house in lovely La Crosse, minutes from downtown area

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

The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!

9.6 out of 10, Exceptional, (81)
"Just as described with great communication from host."
The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!

Driftless-region sweet spot with a view right beside bike trail in Southwest WI!

9.8 out of 10, Exceptional, (23)
"We came to visit family who live in the Viroqua area and enjoyed our time. The house has a convenient location and has everything you could need. We cooked a large family meal, the kitchen had all the supplies we needed. We felt at home during our stay. The host was quick with communication. We will stay again "
Driftless-region sweet spot with a view right beside bike trail in Southwest WI!

“The Cabin” on French Island

9.0 out of 10, Wonderful, (19)
"It was nice. Cozy"
“The Cabin” on French Island

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

9.6 out of 10, Exceptional, (17)
"Our family and friends rented the house for the purpose of going to cranberry fest. It was a forty five minute drive one way but a beautiful drive. We could n’t of asked for more beautiful weather. We also celebrated my nephews 40th birthday and my brother and sister in law’s wedding anniversary that weekend. Sleeping was great .The beds were very comfortable. No one complained about anything except that there was no dishwasher., but we all took turns . Will definitely return. Thank you Paula ....
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
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 property types 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
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.