Holiday rentals in Webster

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Top-rated holiday rentals in Webster

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Top guest favourite
A cozy tiny home is illuminated at night, revealing warm light from its windows. A stone pathway leads to an inviting front deck surrounded by greenery. Nearby, a decorative lantern can be seen in the foreground, enhancing the serene ambiance.
Tiny home in Saint Croix Falls
4.92 out of 5 average rating, 275 reviews

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear swimming hole! Or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

Guest favourite
Home in Webster
4.89 out of 5 average rating, 27 reviews

LakeHaus - Stylish Scandinavian Design

Take it easy at this unique and stylish getaway! It's modern contemporary design and simple Scandinavian architecture make it a great place to sit and enjoy solitude or a romantic weekend or boating on the water. Ask about pontoon rental. Completed in July 2023, LakeHaus is just 40' from the front lake, where you can enjoy boating, canoeing, fishing, kayaking, etc. 16' vaulted pine ceilings add depth and awe as you overlook the lake! Upgraded appliances add to the comfort of staying here.

Top guest favourite
Clear water of a small lake is visible, surrounded by lush greenery and trees. The shoreline features lily pads, and the tranquil landscape is adorned with a blue sky dotted with clouds, creating a serene natural setting.
Place to stay in Webster
4.98 out of 5 average rating, 122 reviews

Privacy, Lakeside, Rustic Cabin

Our website has lots of information about our area. A long driveway to the only cabin on a tiny peninsula connected by a very narrow driveway. A small, shallow private lake (no fish or motorcraft) crystal clear water. A row boat is available. Several marked walking trails throughout the property. An ideal place for reflection and enjoying nature. You will be off the beaten path. Out of respect for those who are looking for a natural retreat with lots of wildlife: No Pets, Children, Smoking

Guest favourite
A cozy living area features wooden walls and a plush grey sofa, accompanied by a leather armchair. A coffee table with a decorative lamp sits nearby, while artwork is displayed on the walls. Natural light enters through multiple windows, enhancing the tranquil setting.
Cabin in Siren
4.9 out of 5 average rating, 105 reviews

Cozy 2 BR Cabin: Hockey Arena/Lakes/Shops/Coffee

This quaint 2 BR cabin is perfect for Hockey families or a little UpNorth getaway. The Chattering Squirrel Coffee Café is on property. You can wake up & grab a coffee & homemade Breakfast sandwich without even getting in your car! It's walking distance to the Shops on Main St, Restaurants, Movie Theater, Mini-Golf, Crooked Lake Park & Beach. We're a short drive from the Twin Cities, Duluth & Eau Claire. The cabin has been completely renovated while keeping the original historic craftsmanship.

Guest favourite
A spiral staircase provides access to the lofted area, featuring a seating arrangement with a wicker chair. The main level includes a well-equipped kitchen area with a sleek countertop and modern fixtures, framed by rustic wooden beams and a welcoming entry door.
Home in Danbury
4.87 out of 5 average rating, 104 reviews

Tall Moon Cabin

Welcome to Tall Moon Timber House! Our beautiful 2-level cabin is located in Danbury, Wisconsin. Relax in our 4 bed, 1 bath cabin nestled within Voyager Village. This gives our guests access to the golf course, beaches, indoor swimming pool*, bocce ball, tennis and pickle ball courts, basketball courts, and other recreational activities! All of this and just 2 hours outside the Twin Cities. Please see the amenities section below for a full list. *Closed in early January for annual maintenance

Top guest favourite
Cabin in Webster
5 out of 5 average rating, 22 reviews

Devils Lake-coffee bar-views-open dates Aug&Sept

Welcome to The Slippery Angler! Under two hours from the Twin Cities, the cabin sits on the beautiful north shore of Devils Lake in Webster, WI. This crystal-clear lake is famous for its excellent fishing! The cabin is located near unique shops, restaurants, bars, golf and a Casino. Whether you want to unwind & relax by the water, or cast a line for walleye & panfish, explore nearby UTV & snowmobile trails or just relax on the deck with gorgeous views! The Slippery Angler is the place to be!

Top guest favourite
The exterior of the newly refreshed former schoolhouse is shown, covered in a blanket of snow. A wooden staircase leads to a double-door entrance framed by a potted plant, with a large window to the right. The roof is peaked, and the walls are clad in horizontal siding.
Home in Webster
5 out of 5 average rating, 23 reviews

Acorn Inn- Sauna | 1440 acres | pet & eco friendly

Grab your hikers and fishing tackle and head to the Acorn Inn at The Schoolhouse. While you won't find desks, you will find a sauna and yourself emmersed in 1400+ acres of public lands surrounding the former one-room school in Webster, WI. Close to snowmobile and ATV trails, pristine lakes and more meat raffles than you can count, you won't be disappointed in your weekend getaway. We are dog-lovers and welcome your well-behaved four-legged family members, and your two-leggeds, of course!

Top guest favourite
A cozy living area is highlighted by a modern gas fireplace surrounded by windows, allowing natural light to fill the space. Several soft seating options, including two armchairs and a large sofa, provide comfortable gathering spots. Natural decor elements enhance the serene ambiance.
Cabin in Webster
5 out of 5 average rating, 24 reviews

Log cabin on lake in WI woods - Hytte Ro

Hytte Ro is a Nordic-inspired, black log cabin tucked away on three acres of wooded forest in NW Wisconsin. Enjoy outdoor activities and adventures on Birch Island Lake, or spend time relaxing in the beautifully remodeled cabin interior. Thoughtfully filled with the comforts of home, Hytte Ro offers a premium level of amenity and warmth for those seeking a relaxing retreat. Just two hours from the Twin Cities, this private cabin is the perfect setting to unwind and unleash your inner hygge.

Top guest favourite
The exterior of the vacation home is shown, featuring a well-maintained lawn with green grass. The building has a light gray siding and several windows, offering clear views of the surrounding greenery. An American flag is displayed prominently on a pole in the foreground.
Home in Webster
4.93 out of 5 average rating, 40 reviews

Viola Lake House

Relax at this peaceful vacation home and enjoy family time on the lake or around the fire. Inside the house, there are 3 bedrooms, and a sleeper couch that provide comfortable sleeping. Spend your evenings around the fire, playing yard games, fishing off the dock or taking a long walk. Enjoy Viola Lake or many other area lakes, as well as ATV trails and other attractions nearby including Danbury Casino or Siren/Spooner shops. Bring the family and enjoy all of the space inside and out!

Top guest favourite
A cozy living area is highlighted by a stone fireplace, where a warm glow can be seen. A hand holds a glass of white wine in front of an open book, with a soft, orange blanket draped over the seating area. Two additional glasses of wine and a bottle are placed on a rustic wooden table.
Cabin in Danbury
4.96 out of 5 average rating, 165 reviews

Lulu’s Lodge | Hot Tub + Stone Fireplace

Welcome to Lulu’s Lodge, a custom-built log cabin on 6 private wooded acres in Danbury, WI. This peaceful retreat is perfect for couples, families, or friends seeking a cozy cabin getaway with modern comforts—any season of the year. The cabin features a stunning ceiling-high stone fireplace, a private outdoor hot tub, fire pit, and an expansive patio surrounded by forest. Secluded yet close to lakes, trails, and dining, Lulu’s Lodge offers the perfect balance of privacy and convenience.

Guest favourite
A rustic wooden exterior is showcased, featuring a sloped roof and a welcoming front porch. Brightly colored flower pots adorn the entrance, while a flag is displayed, adding a touch of tradition. Lush green landscaping surrounds the home, enhancing its outdoor appeal.
Home in Danbury
4.86 out of 5 average rating, 273 reviews

North Woods Family Getaway

Whether you need relaxing, or relish fishing, hunting, navigating Wisconsin ATV trails, or biking the Gandy Dancer, we hope you will enjoy our family friendly getaway in the North woods. It is a peaceful place away from the city, where you can bask in the beauty and serenity of the outdoors. From cozy fireplace to wrap-around deck, there is an abundance of enjoyable space. Our home is great for couples, families with kids, small groups and retreats—pets are welcome. Get outside & enjoy!

Top guest favourite
The open living area features large floor-to-ceiling windows, allowing natural light to fill the space. A modern kitchen with stainless steel appliances is complemented by wooden cabinetry. Comfortable seating arrangements include a sleek sofa and a chair, arranged around a glass coffee table.
Cabin in Frederic
5 out of 5 average rating, 288 reviews

Nordlys Lodging Co. - MetalLark Tower

Perched high among the trees with breathtaking views of the hidden lake and wildflower meadows, MetalLark Tower is the perfect getaway. This two-story, 800 sq.ft. cabin has one king bed, one hide-away bunk bed, and one bathroom. We put the living area high up on the second floor to give our guests a bird’s eye view. Floor to ceiling glass brings the outdoors inside, and each season brings its own unique perspective. Staying in MetalLark tower is truly a one-of-a-kind experience.

Popular amenities for Webster holiday rentals

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