Webster holiday lettings

We found 157 holiday rentals — enter your dates for availability

Discover a selection of 13 homes, 21 cabins and other holiday rentals in Webster that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a hot tub. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

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Find the perfect holiday rental for your Webster getaway

Learn about the unique charm of Webster with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Webster

Are you hoping to discover attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that Webster has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Siren National Golf Club (8 mi / 12.8 km)
  • Spooner Golf Club (25.1 mi / 40.4 km)
  • Clover Meadow Winery (14 mi / 22.6 km)
  • Frederic Golf Course (16.6 mi / 26.8 km)
  • Luck Golf Course (22.1 mi / 35.5 km)
  • Black Bear Golf Course (25.9 mi / 41.6 km)

Exploring the natural features in Webster

Whether you're an active traveller or just want to take in the scenery, Webster is a great place to get out in nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Devils Lake (2.6 mi / 4.2 km)
  • Yellow Lake (3.2 mi / 5.2 km)
  • Little Yellow Lake (4.7 mi / 7.6 km)
  • Fish Lake (4.8 mi / 7.8 km)
  • Pike Lake (4.9 mi / 7.9 km)
  • Crooked Lake Park (5.8 mi / 9.3 km)

Frequently asked questions

What is the best area to stay in Webster when booking a holiday rental?
When considering a holiday rental in Webster, Wisconsin, the area of Webster itself offers a charming and convenient base for your stay. This small town is surrounded by natural beauty, making it ideal for outdoor enthusiasts. One of the top attractions nearby is the beautiful Crex Meadows Wildlife Area, which provides excellent opportunities for birdwatching, hiking, and exploring the diverse wildlife. Additionally, the area is known for its serene lakes, great for fishing and kayaking.

The town's close-knit community vibe is reflected in its local shops and eateries, giving visitors a taste of authentic small-town life. While there might not be a vast number of properties available, those that are tend to capture the essence of the region, often featuring rustic charm and easy access to the surrounding countryside.
How much does it cost to rent a holiday home in Webster?
Prices for holiday rentals in Webster 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 Webster 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 Webster holiday house rentals?
You can find great discounts on house rentals in Webster 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 areas for renting a beach house in Webster?
For renting a beach house in Webster, Wisconsin, the area around the shores of Lake Webster is ideal. This picturesque lake is known for its serene waters and beautiful natural surroundings, making it a superb spot for a relaxing getaway. Properties along the northern shoreline often feature direct lake access, with many rentals offering amenities such as private docks, outdoor grills, and spacious patios for enjoying the scenic views.

In addition, the nearby community of Webster boasts charming cabins and cottages that provide a rustic feel while ensuring modern comforts. Many of these accommodations come equipped with full kitchens, comfortable living areas, and outdoor fire pits, making them suitable for families and groups seeking a peaceful retreat.

For those who enjoy outdoor activities, the lake offers opportunities for swimming, fishing, and boating, while the surrounding area features hiking trails and nature parks, superb for exploring the local flora and fauna.
Where are the best Webster ski resort rentals?
For those seeking ski resort rentals near Webster, Wisconsin, the nearby area of Spooner offers a convenient option for winter sports enthusiasts. The Spooner area is home to several ski hills, including those that provide a range of downhill and cross-country skiing experiences. Holiday rentals in Spooner typically include cozy cabins and lodges that cater to both small families and larger groups.

Properties often feature amenities such as wood-burning fireplaces, fully equipped kitchens, and outdoor spaces for enjoying the crisp winter air. Many rentals are located near the trails, making it easy for guests to access ski slopes or snowshoeing paths directly from their accommodations.

In addition to skiing, the Spooner area is surrounded by beautiful lakes and forests, ideal for those interested in winter activities beyond the slopes, such as ice fishing or snowmobiling. Rentals here may also provide additional conveniences like ski storage and laundry facilities, ensuring a comfortable stay after a day of outdoor adventures.
What is the most popular type of holiday rental accomodation in Webster?
In Webster, cabins are the most popular type of holiday rental, with about 57 options available throughout the area. These cabins often feature rustic charm and are situated close to natural attractions, providing a superb getaway for those looking to immerse themselves in the great outdoors. Most include amenities like fully equipped kitchens, comfortable living areas, and outdoor spaces such as decks or fire pits for evening relaxation.

For those seeking alternative accommodations, there are approximately 33 holiday houses and around 24 cottages available. These properties typically offer multiple bedrooms, spacious living areas, and outdoor seating for enjoying the serene surroundings. While there are also several chalets and apartments, they are less common compared to cabins, holiday houses, and cottages.
Are there any family house rentals in Webster?
In Webster, Wisconsin, there are numerous family-friendly holiday rentals available—around 29 to choose from. This charming town is surrounded by stunning natural beauty, making it an ideal spot for families seeking an outdoor getaway. Many properties offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to play. Amenities like Wi-Fi and air conditioning ensure a comfortable stay for all ages.

Visitors can explore nearby attractions such as the scenic waterways of the area, great for fishing, kayaking, or simply enjoying a family picnic. The town's close-knit community vibe complements the lovely outdoor activities, providing a wholesome experience for families looking to unwind and connect with nature.
Can I rent a holiday home with a pool or hot tub in Webster?
In Webster, Wisconsin, there are several holiday homes available for rent that feature pools or hot tubs. This charming town offers a peaceful setting great for a relaxing getaway. Many of these properties come equipped with private pools and hot tubs, allowing guests to enjoy a refreshing dip or unwind in the warmth of the spa.

Travellers can expect amenities such as spacious living areas, fully equipped kitchens for self-catering, and outdoor spaces ideal for barbecues or family gatherings.
Can I find long-stay holiday rentals in Webster?
A long-stay holiday rental in Webster 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 Webster?
In Webster, Wisconsin, there are several pet-friendly house rentals available, with a total of 13 options for travellers. Many of these rentals come equipped with amenities such as spacious backyards, great for pets to roam, as well as fully equipped kitchens and comfortable living areas, making them suitable for families or groups.

The area is known for its proximity to natural attractions, offering opportunities for outdoor adventures with pets. Nearby, the scenic trails and waterfront areas around the surrounding lakes provide excellent spots for walking and enjoying nature. Additionally, Webster's friendly community and local shops cater to pet owners, ensuring an inviting space throughout your stay.
Are there any remote work holiday rentals in Webster?
In Webster, Wisconsin, there is a substantial selection of remote work holiday rentals available, with around 105 options to choose from. This quaint village offers a serene environment ideal for those looking to combine work and leisure. Many of the properties come equipped with essential amenities tailored for remote work, including reliable Wi-Fi, dedicated office spaces, and even features like computer monitors in select accommodations.

Travellers can expect comfortable living arrangements, often with fully equipped kitchens, spacious living areas, and outdoor spaces for relaxation. The picturesque surroundings of Webster provide a lovely backdrop for breaks from work, with opportunities for outdoor activities such as hiking, fishing, and exploring local parks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Webster holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Webster 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 Webster?
In Webster, popular holiday rental amenities include well-equipped kitchens, great for those who enjoy cooking their own meals. Many rentals also feature cosy fireplaces, adding a warm atmosphere to your stay, especially during cooler months. Guests can expect outdoor spaces like decks or patios, ideal for relaxing and taking in the serene surroundings. Additionally, most properties come with coffee and tea makers for a comforting start to the day, and onsite parking is typically available, making it convenient for travellers with vehicles.
When is the best time to visit Webster for a holiday rental?
The best time to visit Webster for a holiday rental is during the peak season from June to August, particularly in July, when the area comes alive with vibrant summer activities. This is an ideal period for families and adventure seekers looking to enjoy the great outdoors, with opportunities for fishing, hiking, and boating on the picturesque lakes that surround the town.

During these summer months, you can expect pleasantly warm temperatures, typically ranging from the mid-teens to low 30s Celsius, making it great for all sorts of outdoor pursuits. The long, sunny days encourage exploration of the scenic parks and the charming local shops, ensuring there's never a dull moment.

If you're seeking a more budget-friendly option, November can be a lovely time to visit as well. While it falls outside the high tourist season, this month offers a quieter atmosphere where you can appreciate the natural beauty of the area without the crowds. The crisp autumn air adds a refreshing touch, making it a great time for peaceful walks and enjoying the stunning fall colours.

In summary, whether you opt for the bustling summer months filled with activities or the tranquil charm of late autumn, Webster has something to offer every kind of traveller.
How early should I book a Webster holiday rental?
Book your Webster 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 Webster?
In Webster, Wisconsin, visitors can enjoy a range of attractions that highlight the area's natural beauty and small-town charm. The nearby Crex Meadows Wildlife Area is a significant draw for nature enthusiasts, offering trails for hiking and birdwatching, especially during migration seasons. This expansive area is great for spotting a variety of wildlife and enjoying the serene landscape.

For those interested in water activities, the area around the Namekagon River provides opportunities for canoeing, kayaking, and fishing, ideal for a relaxing day on the water. The local community is also known for hosting seasonal events, which can offer visitors a taste of local culture and traditions.
Can I change or cancel my Webster home rental booking on Vrbo?
To find Webster 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 Webster 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.

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