Webster holiday lettings

We found 161 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.

Holiday rentals with weekly discounts - Webster

Showing deals for:27 Mar - 3 Apr

Image gallery for Woodland Trails Lodge on 130 acres with ponds and miles of private trails

Welcome to Woodland Trails!
10 out of 10, Exceptional, (175 reviews)
Exceptional
(175 reviews)

Woodland Trails Lodge on 130 acres with ponds and miles of private trails

Hinckley

12% off
Price is £2,973
for 7 nights, 1 home
£425 per night
includes taxes & fees
Woodland Trails Lodge on 130 acres with ponds and miles of private trails

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

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)
  • Clover Meadow Winery (14 mi / 22.6 km)
  • Luck Golf Course (22.1 mi / 35.5 km)
  • Siren National Golf Club (8 mi / 12.8 km)
  • Frederic Golf Course (16.6 mi / 26.8 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)
  • 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 around the charming downtown is an excellent choice. This neighbourhood offers a delightful blend of convenience and scenic beauty, making it great for a relaxing getaway. Staying here puts you within walking distance of several local shops, cafés, and restaurants, allowing you to immerse yourself in the community's warm atmosphere.

One of the top attractions nearby is the beautiful Crex Meadows Wildlife Area, a vast natural haven ideal for birdwatching, hiking, and enjoying the tranquil surroundings. The area's stunning landscapes make it a favourite spot for outdoor enthusiasts and nature lovers alike. Additionally, the nearby Yellow Lake offers opportunities for fishing, boating, and swimming, providing a refreshing escape during the warmer months.
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 surrounding the beautiful Lake Pokegama is an excellent choice. This picturesque lake offers numerous holiday rentals with stunning waterfront views and easy access to sandy shores, great for swimming and fishing. Many properties in this region feature amenities such as private docks, outdoor decks, and fire pits, making them ideal for families or groups looking to enjoy a lakeside retreat.

Additionally, the nearby Danbury area provides further options, where you'll find charming cottages and cabins tucked among the trees, often boasting amenities like fully equipped kitchens, spacious living areas, and access to hiking trails. The natural beauty of the area is complemented by proximity to local shops and restaurants, ensuring convenience for travellers.
Where are the best Webster ski resort rentals?
For skiing in the Webster, Wisconsin area, the nearest ski resort is in the nearby town of Duluth, Minnesota, which is just over an hour's drive away. In Duluth, travellers can find a variety of rental options that cater to winter sports enthusiasts. Many accommodations are located close to the ski areas, offering easy access to the slopes. Expect to find properties like cosy cabins and modern townhomes that come with amenities such as fireplaces, fully equipped kitchens, and outdoor decks, providing a comfortable base for après-ski relaxation.
What is the most popular type of holiday rental accomodation in Webster?
In Webster, cabins are the most popular type of holiday rental, with around 22 available in the area. These cabins typically offer a rustic charm and are often situated near the scenic lakes and forests, providing a great escape for nature enthusiasts. Most cabins come equipped with amenities such as fully furnished kitchens, cozy living rooms with fireplaces, and outdoor decks or patios for enjoying the tranquil surroundings.
Are there any family house rentals in Webster?
In Webster, Wisconsin, there are numerous family-friendly house rentals available, with around 32 properties to choose from. The area is known for its beautiful lakes and outdoor recreational activities, making it an ideal spot for families seeking adventure. Many homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for barbecues or children to play.
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 and hot tubs, providing an excellent option for travellers looking to relax and unwind. The area is known for its beautiful lakes and outdoor activities, making it a popular destination for families and groups. Many of these properties come equipped with amenities such as private pools, hot tubs, spacious decks for entertaining, and fully fitted kitchens, ensuring a comfortable stay.
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 for travellers looking to enjoy a getaway with their furry friends. The area offers a range of properties, many of which feature amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, ensuring a comfortable stay for both pets and their owners.
Are there any remote work holiday rentals in Webster?
In Webster, Wisconsin, there are numerous holiday rentals suitable for remote work, with around 34 options available. Many of these properties are equipped with essential amenities for solo travellers working from home, including dedicated desks, reliable Wi-Fi, and comfortable office chairs. Some accommodations even feature additional conveniences like computer monitors and quiet spaces designed for productivity. 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 rentals typically feature essential amenities that enhance the comfort of guests. Most properties come with well-equipped kitchens, including stovetops, refrigerators, cookware, dishware, and utensils, allowing travellers to prepare their own meals. Additionally, toasters are commonly available, making breakfast preparation convenient.
When is the best time to visit Webster for a holiday rental?
The peak travel season in Webster typically spans from June to August, when visitors flock to enjoy the beautiful lakes and vibrant summer activities. July stands out as the most popular month, offering a bustling atmosphere filled with outdoor adventures, from boating and fishing to swimming in the refreshing waters. The warm temperatures, often reaching the high 20s Celsius, create superb conditions for families and groups looking to explore the natural beauty of the area.

During these summer months, Webster comes alive with various events and activities, making it an ideal time for those seeking a lively holiday experience. Whether you're looking to unwind by the lake or partake in local festivities, you're sure to find plenty to keep you entertained.

If you're considering a visit during the quieter months, November presents a fantastic opportunity to enjoy the serene beauty of Webster at a more relaxed pace. The crisp autumn air and stunning fall colours create a picturesque setting, superb for nature walks and photography. Plus, this time of year often comes with more competitive rates, allowing you to enjoy top hotels without breaking the bank.
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.
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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