Webster holiday lettings

We found 167 holiday rentals — enter your dates for availability

Discover a selection of 14 homes, 22 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.

Holiday rentals with weekly discounts – Webster

Showing deals for:2 Oct - 9 Oct

Image gallery for Charming & cozy spacious farmhouse with beautiful views & near lakes and trails!

Molly and Shawn - we own and run the farm together - we'd love for you to visit!
10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Charming & cozy spacious farmhouse with beautiful views & near lakes and trails!

Hertel

9% off
Price is £1,208
for 7 nights, 1 room
£173 per night
includes taxes & fees
Charming & cozy spacious farmhouse with beautiful views & near lakes and trails!

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Why visit Webster

  • Serene Lakes: Enjoy the picturesque lakes perfect for relaxation and water activities.
  • Charming Accommodations: Stay in cosy cabins, private homes, or quaint cottages that enhance the local experience.
  • Outdoor Activities: Engage in a variety of outdoor pursuits, from hiking to fishing, amidst stunning landscapes.
  • Historical Charm: Discover local historic sites that reflect Webster's rich heritage and culture.
  • Inviting Atmosphere: Experience a welcoming community that caters to both adventure seekers and those seeking tranquillity.

Popular types of accommodation in Webster

Welcome to Webster, Wisconsin, a charming destination perfect for your next getaway. Nestled in the heart of nature, Webster offers delightful accommodations such as cosy cabins, houses, and quaint cottages. Explore the stunning local lakes, enjoy outdoor activities, and immerse yourself in the serene landscapes. Whether you seek adventure or relaxation, Webster's inviting atmosphere and variety of cabin rentals cater to all your holiday needs.

  • Cabins: The top choice for visitors, these rustic retreats offer a cosy and charming escape amidst nature.
  • Houses: These spacious residences provide all the comforts of home, perfect for families or larger groups.
  • Cottages: Quaint and inviting, cottages offer a delightful and picturesque stay for those seeking a tranquil getaway.
  • Chalets: These alpine-style lodgings combine comfort with stunning views, ideal for a memorable holiday experience.
  • Condos: Modern and often centrally located, condos provide convenient access to local attractions and amenities.**

Top attractions near Webster

Webster, Wisconsin, is an enchanting destination perfect for outdoor enthusiasts and romantic getaways. Visitors can explore picturesque lakes and scenic urban parks, providing ample opportunities for relaxation and adventure. The area is rich in history, with charming historic sites that add to its allure. Whether you seek a peaceful retreat or an active holiday, Webster offers a delightful blend of natural beauty and cultural experiences, ensuring a memorable visit.

  • Crooked Lake: This picturesque lake offers stunning scenery and a lovely beach, perfect for outdoor activities and romantic picnics. Enjoy swimming, fishing, or simply relaxing by the water's edge.
  • Forts Folle Avoine Historical Park: A cultural gem, this historic site showcases the rich history of the area, featuring reconstructed forts and engaging exhibits that bring the past to life.
  • Crooked Lake Park: An urban oasis, this family-friendly park features ample green space, walking trails, and playgrounds, making it an ideal spot for outdoor fun and relaxation.

Things to do recommended for couples

Webster offers a charming escape for couples. Enjoy a romantic stroll by the serene Yellow River, explore the quaint local shops, or embark on a scenic canoe ride. Don’t miss a cosy evening by the campfire, sharing stories under the starry sky.

Things to do recommended for families

Families will delight in the scenic beauty of the Namekagon River, perfect for canoeing and fishing, or explore the fun trails at the nearby Crex Meadows Wildlife Area, where birdwatching and nature walks abound. The local parks also offer playgrounds for the little ones to enjoy.

Things to do recommended for groups

Explore the natural beauty of the nearby Namekagon River with kayaking adventures or gather your friends for a fishing trip at one of the local lakes. Don't miss a visit to the charming local shops and eateries to savour authentic Wisconsin cuisine.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Webster

If you're travelling with a group, as a family, with pets, or seeking longer stays, it's important to filter your options based on your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Webster with a group: Think about how many bedrooms you require, as well as amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Webster with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Webster: For many, a family holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Webster: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Webster

Webster, Wisconsin, is a charming destination perfect for outdoor enthusiasts and romantic getaways. Nestled in the beauty of northwest Wisconsin, visitors can enjoy serene lake waters and lovely lake houses for a tranquil retreat. The nearby Devil's Lake offers stunning scenery, ideal for exploration and relaxation. With its inviting atmosphere and historical charm, Webster is a delightful escape for those seeking adventure or a peaceful respite in nature.

  • Danbury: Situated approximately 24km from Webster, Danbury is a scenic city that beckons travellers with its enchanting landscapes and outdoor pursuits. Known for its romantic ambiance, visitors can explore the local recreational areas perfect for picnics or leisurely strolls. Danbury also boasts wellness venues offering body treatments to rejuvenate your spirit. The nearby national state park is a must-visit, providing stunning vistas and opportunities for hiking, while the local lakes invite fishing and boating adventures, making it an ideal escape for nature enthusiasts.
  • Siren: Just 10km from Webster, Siren is a charming city that captures the heart of outdoor enthusiasts and couples alike. This picturesque destination features recreational areas and ski fields, providing exciting opportunities for skiing and snowboarding in winter. The stunning natural beauty around Siren, including its lakes and the nearby national state park, adds to the allure for those seeking adventure or tranquillity. Siren’s event conference venues also host various gatherings, making it a vibrant hub for community events and celebrations.
  • Yellow Lake: Located a mere 6km from Webster, Yellow Lake is a quaint village celebrated for its romantic setting and outdoor activities. Visitors can enjoy the recreational areas that offer golf and other leisure pursuits amidst beautiful scenery. The village is home to a lovely lake, which serves as a focal point for relaxation and water sports. Additionally, the local town hall and visitor centre provide insights into the rich history and culture of the area, ensuring a rewarding experience for those who stop by.

Best time to go to Webster

If you're planning a trip to Webster, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January12.6°F (-10.8°C)No Rain (Dry)Mostly CloudyAverageAverage
February14.9°F (-9.5°C)No Rain (Dry)Mostly CloudyAverageAverage
March30.4°F (-0.9°C)Light RainMostly CloudyAverageSlightly Low
April41.7°F (5.4°C)Light RainMostly CloudyAverageSlightly Low
May55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
June66.0°F (18.9°C)Light RainMostly SunnyModerately HighSlightly High
July70.5°F (21.4°C)Light RainMostly SunnyModerately HighSlightly High
August68.5°F (20.3°C)Light RainMostly SunnyModerately HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
October46.8°F (8.2°C)Light RainMostly SunnyModerately LowAverage
November32.7°F (0.4°C)No Rain (Dry)Mostly CloudyModerately LowSlightly Low
December19.0°F (-7.2°C)No Rain (Dry)Mostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you eager to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that meets your budget, feel free to utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's innovative Trip Board offers you a convenient platform to plan new trips, pick up from where you last left off, or manage your travel itineraries. You can easily access properties you've previously saved or booked, now categorised under Potential, Upcoming, or Current Trips. To explore the Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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:

  • Spooner Golf Club (25.1 mi / 40.4 km)
  • Black Bear Golf Course (25.9 mi / 41.6 km)
  • Siren National Golf Club (8 mi / 12.8 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)

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)
  • Lower Clam Lake (4.2 mi / 6.7 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)

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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