Webster vacation rentals

We found 159 vacation rentals — enter your dates for availability

Discover a selection of 13 homes, 21 cabins, and other vacation rentals in Webster that are perfect for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll have the amenities you expect and more, which might include a hot tub and garden. Whatever you're looking for, you're sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Webster

Showing deals for:May 22 - May 29

Image gallery for Private Point Lake Chalet.

Exterior
10 out of 10, Exceptional, (60 reviews)
Exceptional
(60 reviews)

Private Point Lake Chalet.

Webster

9% off
Price is $428
$2,998 for 7 nights
All fees included
Private Point Lake Chalet.

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Find out more about Webster

Why visit Webster

  • Scenic Lakes: Webster is surrounded by beautiful lakes, perfect for relaxing and enjoying nature.
  • Outdoor Adventures: Ideal for outdoor enthusiasts, offering activities like hiking, fishing, and kayaking.
  • Charming Cabins: Visitors can stay in cozy cabins that provide a peaceful retreat for families and couples.
  • Urban Parks: Enjoy leisurely strolls in local parks, showcasing the town’s natural beauty and well-maintained landscapes.
  • Historical Neighborhoods: Explore nearby areas rich in history, providing a unique and relaxing atmosphere.

Popular types of accommodation in Webster

Planning a getaway to Webster? Discover the charm of our top vacation rentals, including cozy cabins, houses, and inviting cottages. Enjoy essential amenities such as laundry facilities, friendly touches, and serene lake cabins that cater to your every need. Whether you're seeking a peaceful retreat or a family-friendly escape, Webster's vacation rentals offer the perfect home base for your adventures.

  • Cabins: Experience the charm of staying in a cozy cabin, the top choice for vacationers in Webster, perfect for enjoying nature and relaxation.
  • Houses: Enjoy the comforts of home with private vacation rentals ideal for families or groups seeking space and privacy.
  • Cottages: Quaint cottages provide a delightful and intimate setting for a peaceful getaway in the heart of Webster.
  • Chalets: Embrace the unique architecture of chalets, offering a rustic flair and stunning views for your vacation experience.
  • Condos: Modern condos offer convenience and amenities, making them a popular choice for travelers looking for a stylish stay.**

Top attractions in and around Webster

Webster, Wisconsin, is a fantastic destination for outdoor enthusiasts and couples seeking scenic getaways. Visitors can explore beautiful lakes, enjoy leisurely strolls in urban parks, and appreciate the architecture of modern civic buildings. With a variety of attractions catering to those who appreciate nature and beach experiences, Webster offers a perfect blend of relaxation and adventure for every traveler.

  • Big Sand Lake: A picturesque lake known for its stunning beaches and serene scenery, perfect for romantic getaways or outdoor activities like swimming and picnicking.
  • Crooked Lake Park: This urban park is ideal for families, featuring playgrounds and picnic areas, all set against the backdrop of beautiful city vibes and lush greenery.
  • Forts Folle Avoine Historical Park: A captivating historic site that offers a glimpse into the area's culture, complete with reenactments and informative exhibits about its rich history.

Things to do recommended for couples

For a romantic getaway in Webster, head to Clover Meadow Winery, just 14 miles away. Enjoy the cozy atmosphere and live entertainment while sipping on exquisite wines. It's the perfect spot to relax and create lasting memories with your partner.

Things to do recommended for families

Families will love exploring Blomberg Lake State Natural Area for its serene nature and recreational activities. Additionally, Ralph Larrabee Park, located 8 miles from Webster, offers a relaxing environment perfect for picnics and outdoor fun.

Things to do recommended for groups

Groups visiting Webster can enjoy a round of golf at the Siren National Golf Club, located 8 miles away. With its beautiful outdoor setting, it's perfect for unwinding and bonding while enjoying some friendly competition among friends.

*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

No matter if you're traveling with friends, family, pets, or planning an extended stay, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Webster with a group: Think about how many bedrooms you'll require, as well as any additional features like a full kitchen or outdoor area for group gatherings. The good news is that you can easily filter for all of these options and more on Vrbo.
  • Traveling to Webster with young kids: Traveling with little ones can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to 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 families, a vacation isn't truly complete without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Webster: If you're in search of vacation rentals that offer special rates 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 rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Webster

Webster, Wisconsin, offers a delightful blend of outdoor adventures and romantic getaways. Nestled by scenic lakes, it’s perfect for families looking to unwind in charming cabins or enjoy quality time together. Nearby neighborhoods provide a relaxing atmosphere infused with history, making every moment special. Whether you’re seeking a peaceful retreat or an adventurous escape, Webster is the ideal destination for your next vacation.

  • Siren: Located 6 miles from Webster, Siren is a charming city that beckons visitors with its stunning outdoor scenery and romantic ambiance. Known for its recreational areas, Siren offers a perfect escape for nature lovers and adventure enthusiasts alike. Popular activities include skiing and golfing, making it an ideal spot year-round. Local attractions such as the picturesque lakes and water features provide a tranquil backdrop for relaxation, while event conference venues cater to those looking to combine leisure with business.
  • Danbury: Situated 15 miles from Webster, Danbury is a delightful city that combines outdoor beauty with urban charm. Travelers flock to Danbury for its romantic settings and vibrant city-themed experiences. The area boasts ample recreational opportunities, including golf courses that attract both casual players and avid golfers. Danbury is also home to beautiful lakes and an event conference venue, as well as access to the nearby national state park, where nature enthusiasts can explore hiking trails and wildlife.
  • Yellow Lake: Just 4 miles from Webster, Yellow Lake is a serene village perfect for those seeking romance and outdoor adventures. This picturesque location is ideal for leisurely activities, including golfing and exploring the scenic surroundings. Visitors can enjoy the tranquil atmosphere by the lakeside and take advantage of the various recreational areas. The village's notable attractions include beautiful lakes, event conference venues, and captivating water features that enhance the charm of this delightful destination.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. You might also discover significant savings by booking a longer stay. To find the ideal Vrbo rental that fits your budget, feel free to use our filters to search by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash on the full booking amount. Being the trip organizer certainly has its benefits. Enroll in our One Key rewards program to enjoy exclusive savings and accumulate OneKeyCash on eligible stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides you with a convenient area to plan new trips, manage your existing plans, or organize your reservations. Your saved or booked properties are categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your Webster getaway

Learn about the unique charm of Webster with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation 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

Do you want to discover top things to see and do while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Webster a one-of-a-kind vacation spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 adventurous traveler or just want to spend some time taking in the scenery, Webster is a great place to get outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • 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, Wisconsin, United States of America when booking a vacation rental?
When looking for a great area to stay in Webster, Wisconsin, the downtown neighborhood is an excellent choice for vacation rentals. This charming area offers a warm, small-town atmosphere and is conveniently located near some of the town's top attractions. Visitors can enjoy the scenic beauty of the nearby Yellow River, superb for outdoor activities like fishing and kayaking. Additionally, the Webster Historical Museum provides a fascinating glimpse into the local heritage, making it a great spot for history enthusiasts.

Another appealing option is the neighborhoods surrounding the beautiful Trade River, which offers a peaceful retreat with opportunities for hiking and nature walks. This area is known for its serene landscapes and is ideal for those seeking relaxation and outdoor adventures.
How much does it cost to rent a vacation home in Webster?
Prices for vacation 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 vacation 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 scenic shoreline of Lake Webster is an excellent choice. This picturesque lake offers several vacation rentals with stunning views, private docks, and direct access to the water, making it ideal for boating and fishing enthusiasts. Many properties in this area feature outdoor decks, fire pits, and spacious backyards, superb for summer gatherings and relaxation by the lake.

Additionally, the nearby Webster Park provides opportunities for picnicking, hiking, and enjoying the natural beauty of the region. Rentals in this vicinity often come equipped with amenities such as full kitchens and laundry facilities, providing convenience for families or groups looking to make the most of their lakeside getaway.
Where are the best Webster ski resort rentals?
For ski resort rentals near Webster, Wisconsin, travelers should consider the nearby area of Grantsburg, which is home to the Wild Mountain Ski Area. This ski resort is approximately 30 minutes away from Webster and offers a variety of accommodations to suit different preferences. In Grantsburg, visitors can find cozy cabins and lodges that feature amenities like fireplaces, fully equipped kitchens, and easy access to both the slopes and local dining options.

Additionally, the nearby town of Siren offers further rental opportunities, including charming homes and rustic cabins that often come with outdoor decks, great for enjoying the serene Northwoods environment. Many of these properties provide amenities such as hot tubs and fire pits, ideal for unwinding after a day of skiing.

The Webster area itself is rich in natural beauty, with various trails for cross-country skiing and snowshoeing. Rentals here may include access to scenic views and quiet surroundings, allowing travelers to immerse themselves in the winter landscape.
What is the most popular type of vacation rental accomodation in Webster?
In Webster, cabins are the most popular type of vacation rental, with about 19 available in the area. These cabins provide a rustic and cozy atmosphere, often featuring amenities such as fully equipped kitchens, comfortable living spaces, and outdoor decks for enjoying the natural surroundings. Many are situated near lakes and wooded areas, great for travelers looking to connect with nature.

In addition to cabins, there are roughly 11 vacation houses and several cottages and chalets, which offer similar comforts and space for larger groups or families. These properties typically include multiple bedrooms and outdoor spaces, making them ideal for gatherings.
Are there any family house rentals in Webster?
In Webster, Wisconsin, there are some available family-friendly house rentals, with around 29 options to choose from. The area is known for its beautiful lakes and outdoor activities, making it a great choice for families looking to enjoy nature. Many of these homes feature spacious living areas, full kitchens for preparing family meals, and outdoor spaces where children can play and adults can relax.

Visitors will appreciate the proximity to local attractions such as the scenic trails for hiking and biking, as well as the numerous lakes ideal for swimming, fishing, and boating.
Can I rent a vacation home with a pool or hot tub in Webster?
In Webster, Wisconsin, travelers can find several vacation homes available for rent that feature pools or hot tubs. This charming area offers a serene atmosphere, ideal for relaxation. Many of the properties come equipped with amenities such as private pools, outdoor hot tubs, and spacious decks or patios, superb for enjoying the natural surroundings. Additionally, fully stocked kitchens and cozy living spaces provide convenience for families or groups looking to unwind after a day of exploring the nearby lakes and scenic landscapes.
Can I find long-stay vacation rentals in Webster?
A long-stay vacation rental in Webster is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Webster?
In Webster, Wisconsin, travelers will find a variety of pet-friendly house rentals available, with around 13 options to choose from. These accommodations typically offer amenities like spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air. Many houses may also feature private yards or decks, making them ideal for families traveling with pets.

Webster is surrounded by beautiful natural landscapes, providing opportunities for outdoor activities with pets, such as hiking and fishing in nearby lakes and parks. The area is known for its serene environment, allowing for peaceful getaways while still being pet-friendly.
Are there any remote work vacation rentals in Webster?
In Webster, Wisconsin, there are numerous vacation rentals suitable for remote work, with around 35 options available. Travelers can expect properties that provide essential amenities for a productive stay, such as dedicated workspace areas, high-speed internet, and free Wi-Fi to ensure seamless connectivity. Many rentals also offer comfortable living spaces, making it easy to balance work and relaxation.

The area features charming rural settings, with some properties offering scenic views of the surrounding nature. Additionally, Webster is known for its outdoor recreational opportunities, including nearby lakes and parks, which can provide a refreshing break after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Webster vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Webster with parking available—perfect for families or travelers 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 vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many rentals also feature cozy fireplaces, superb for creating a warm atmosphere during chilly evenings. Outdoor spaces are a highlight, with decks or patios available for guests to enjoy the serene surroundings. Additionally, rentals typically come with coffee and tea makers for a convenient start to the day, along with onsite parking for easy access.
When is the best time to visit Webster for a vacation rental?
The peak travel season in Webster, Wisconsin, unfolds from June to August, with July being the most popular month for visitors. This summer period is superb for those who enjoy outdoor activities such as boating, fishing, and hiking, as the warm temperatures typically range from the mid-70s to low 80s Fahrenheit. The lush greenery and vibrant local events create a friendly space for families and adventure-seekers alike.

During these months, Webster buzzes with activity, with visitors flocking to the area's beautiful lakes and parks. It's an ideal time for travelers looking to immerse themselves in nature and partake in local festivities, such as summer markets and community events.

For those seeking a more budget-friendly option, consider visiting in November. While this month marks the low season, it offers a unique charm with fewer crowds and a peaceful ambiance. The crisp weather provides a refreshing backdrop for leisurely walks and cozy evenings by the fire in your vacation rental.

Ultimately, the best time to visit Webster depends on whether you prefer the vibrant summer energy filled with outdoor adventures or the tranquil beauty of fall.
How early should I book a Webster vacation rental?
Book your Webster vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Webster, Wisconsin, United States of America?
In Webster, Wisconsin, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local charm. The nearby Trade River offers opportunities for fishing and kayaking, making it a popular spot for outdoor enthusiasts. In the heart of the town, the Webster Area Historical Society provides insights into the local history and culture, showcasing artifacts and exhibits that reflect the community's heritage.

For those interested in outdoor activities, the surrounding forests and lakes present ample chances for hiking, biking, and bird-watching. The nearby Crex Meadows Wildlife Area is a must-visit, known for its diverse ecosystems and as a haven for migratory birds, especially during the spring and fall seasons. This area also features trails suitable for walking and wildlife observation.

In addition, the annual Webster's "Blueberry Festival," held in late summer, draws visitors with its lively option, featuring local crafts, food vendors, and live music, celebrating the region's agricultural heritage.
Can I change or cancel my Webster home rental booking on Vrbo?
To find Webster vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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