Photo by Matt Sparlin

Westby holiday lettings

We found 72 holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other holiday rentals in Westby that are perfect for your trip. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as a pool and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Travel to cosy Westby

Enjoy the wineries and other features of Westby. Travellers especially like the restaurants, fishing and golfing in this welcoming and trendy city. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Westby

Do you want to discover top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Westby has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Mount La Crosse Ski Area (17.4 mi / 28 km)
  • Snowflake Ski & Golf Club (2.5 mi / 4.1 km)
  • Branches Winery (3.1 mi / 5 km)
  • Vernon Vineyards (7.2 mi / 11.5 km)
  • Viroqua Country Club (8.1 mi / 13 km)
  • Dregne's Scandinavian Gifts (0.3 mi / 0.5 km)

Exploring the natural landscape of Westby

Whether you're looking for fun outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Westby. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Kickapoo Valley Reserve Visitor Center (12.2 mi / 19.7 km)
  • Elroy Sparta State Trail (18.9 mi / 30.5 km)
  • Grandad Bluff Park (20.7 mi / 33.3 km)
  • Riverside Park (22.8 mi / 36.7 km)
  • Jersey Valley County Park (3.7 mi / 6 km)
  • Norskedalen Nature and Heritage Center (8.7 mi / 14.1 km)

Transport options to and around Westby

The nearest airport is in La Crosse, WI (LSE-La Crosse Municipal), located 25.4 mi (40.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Westby when booking a holiday rental?
When considering a holiday rental in Westby, Wisconsin, the area surrounding the charming downtown is an excellent choice. This quaint neighbourhood offers a blend of local shops, eateries, and an inviting space that captures the essence of small-town America. One of the top attractions nearby is the Westby Area Historical Society, where visitors can explore local history and heritage. Additionally, nature enthusiasts will appreciate the proximity to the beautiful Vernon County and its scenic landscapes, great for hiking and outdoor activities.

There are a variety of properties available in this area, ranging from cosy cottages to spacious family homes, suiting different preferences and group sizes. Staying in this vibrant neighbourhood not only provides convenient access to local attractions but also allows you to immerse yourself in the community's friendly spirit.
How much does it cost to rent a holiday home in Westby?
Prices for holiday rentals in Westby vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Westby to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Westby holiday house rentals?
You can find great discounts on house rentals in Westby on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Westby ski resort rentals?
For the best ski resort rentals around Westby, Wisconsin, visitors should consider accommodations in the nearby area of La Crosse, which is approximately a half-hour drive from the ski facilities. This vibrant city offers a selection of rental properties ranging from modern apartments to charming cottages, suiting various group sizes and budgets. Many of these properties come equipped with essential amenities such as full kitchens, laundry facilities, and comfortable living areas, making them ideal for families or groups planning an extended stay.

In Westby itself, there are also options for more rustic lodgings, including cabins and lodges that provide a cozy atmosphere with features such as fireplaces, communal areas for gathering, and outdoor spaces for enjoying the surrounding natural beauty. These rentals often allow easy access to outdoor activities beyond skiing, including snowshoeing and hiking, thanks to the picturesque landscapes of the Driftless Area.

Visitors will appreciate the local charm of Westby, with its small-town feel, friendly shops, and eateries serving hearty meals, superb after a day on the slopes.
What is the most popular type of holiday rental accomodation in Westby?
In Westby, holiday houses are the most popular type of holiday rental, with around 16 available throughout the area. These spacious properties are ideal for families or groups, featuring multiple bedrooms, fully equipped kitchens, and inviting living areas that provide a comfortable home-like atmosphere. Additionally, there are approximately 12 cabins and several cottages, which offer a rustic charm and a closer connection to nature, often featuring outdoor spaces for relaxation. For those seeking a more compact option, several apartments are also available, typically equipped with kitchen facilities and cosy living spaces, suiting couples or solo travellers.
Are there any family house rentals in Westby?
In Westby, Wisconsin, there are numerous options for family-friendly house rentals, with around 11 available throughout the area. Visitors can find spacious homes that cater to families, often featuring multiple bedrooms and ample living spaces to accommodate larger groups. Many properties come equipped with full kitchens, allowing for convenient meal preparation, as well as outdoor areas where children can play safely.

The neighbourhoods in and around Westby offer a charming small-town atmosphere, with easy access to local attractions such as the scenic parks and the vibrant downtown area, which features shops and restaurants serving hearty Midwestern fare. Additionally, families can explore the nearby Wildcat Mountain State Park, superb for hiking and enjoying nature.
Can I find long-stay holiday rentals in Westby?
A long-stay holiday rental in Westby is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Westby?
In Westby, there are several pet-friendly house rentals available, with around ten options to choose from. Many of these properties offer comfortable amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces for pets to enjoy. The area features a charming small-town atmosphere with access to various parks and outdoor recreational activities, making it ideal for families travelling with pets.

Nearby, the Westby Area Community Centre provides a welcoming environment for outdoor gatherings and family activities, while the scenic landscapes surrounding the town offer opportunities for hiking and exploring nature with your furry companions.
Are there any remote work holiday rentals in Westby?
In Westby, Wisconsin, there are numerous options for remote work holiday rentals, with around 36 properties available for those looking to combine work with leisure. Many of these rentals are equipped with essential amenities such as high-speed internet and Wi-Fi, ensuring a reliable connection for remote working. Additionally, travellers can expect to find comfortable workspaces, often featuring desks and dedicated areas for productivity.

The town itself is located in a picturesque setting, surrounded by the scenic landscapes of the Driftless Area, offering opportunities for outdoor activities once the workday is done. Visitors can enjoy the local charm, including nearby parks and hiking trails, which provide a superb backdrop for relaxation after a productive day. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Westby holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Westby with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Westby?
In Westby, popular rental amenities include kitchens, which allow guests to prepare their own meals, and decks or patios for enjoying the outdoors. Onsite parking is also a common feature, making it convenient for those travelling by car. Many rentals come equipped with coffee and tea makers, superb for a warm beverage any time of day. Additionally, pets are often permitted, making it easier for guests to bring their furry friends along for the stay.
When is the best time to visit Westby for a holiday rental?
July is the most popular time to visit Westby, Wisconsin, making it an ideal choice for holiday rentals. This peak season, which spans from July to September, attracts families and outdoor enthusiasts alike, drawn by the warm summer weather and vibrant community events. Visitors can enjoy delightful activities such as hiking in the nearby Kickapoo Valley, exploring local festivals, and indulging in the area's rich Norwegian heritage.

During July, you can expect comfortable temperatures averaging between 15 to 25 degrees Celsius, great for outdoor adventures and sightseeing. The long, sunny days provide ample opportunities to experience the charm of Westby, from its picturesque parks to the inviting local shops and eateries that celebrate the region's cultural roots.

If you're seeking a more budget-friendly option, consider visiting in November. This quieter month offers a peaceful retreat, allowing you to appreciate the serene beauty of Westby as the landscape transitions into a cozy winter setting. While activities may be more limited, November presents a unique chance to enjoy local traditions and perhaps even early holiday festivities.

Ultimately, your choice of when to visit Westby will depend on whether you prefer the lively option of summer or the tranquil beauty of late autumn.
How early should I book a Westby holiday rental?
Book your Westby holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Westby?
In Westby, Wisconsin, visitors can engage in the charming local culture and natural beauty. One of the main attractions is the Norskedalen Nature and Heritage Centre, where guests can explore scenic trails, a historic Norwegian farmstead, and engage in various outdoor activities. The area is also known for its beautiful landscapes, making it ideal for hiking and birdwatching.

The Westby Area Historical Society's museum offers insight into the town's history, showcasing artifacts and exhibits that reflect its Scandinavian heritage. Additionally, the nearby Wildcat Mountain State Park features breathtaking vistas and opportunities for outdoor recreation, including hiking and picnicking.

For those interested in local produce, the Westby Cooperative Creamery is renowned for its cheese, and visitors can enjoy sampling the products while learning about the cheese-making process.
Can I change or cancel my Westby home rental booking on Vrbo?
To find Westby holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Westby holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More holiday ideas