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Places to stay near Wollersheim Winery & Distillery

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Top-rated holiday rentals near Wollersheim Winery & Distillery

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A comfortable living area features a black leather sofa adorned with red and yellow pillows. A wooden coffee table sits in front, and a colorful area rug adds warmth to the space. The background reveals a well-lit kitchen with modern fixtures.
Home in Madison

Charming Campus Area Home • Entire Home Near UW

Steps to Camp Randall & an easy walk to UW–Madison! Spacious home for up to 10 guests with a comfortable layout, multiple bedrooms, full kitchen, and inviting gathering spaces. Enjoy the back patio—perfect for unwinding after a day on campus or exploring the city. Ideal for Badgers game weekends, family visits, and group stays. Please note: during football weekends, the host may use the garage and part of the driveway for tailgating; parking may be shared. Cleaning fee $150. No pets or smoking.

4.98 out of 5 average rating, 285 reviews
Top Guest favourite
The house is illuminated at night, revealing a spacious deck adorned with soft lighting. Large windows display a welcoming interior ambiance. The surrounding garden features lush greenery and blooming flowers, while the towering trees create a serene backdrop.
Home in Baraboo

Crown Lodge, Baraboo Bluffs

Nestled deep in the Baraboo Bluffs on a dead-end country road. A true cabin-in-the-woods feel without sacrificing space or amenities. Perfect for family getaways, outdoor enthusiasts, or anyone craving a peaceful recharge. Whether you’re sipping coffee or drinks on the deck while watching wildlife, hiking the bluffs, skiing nearby or visiting the Dells, there’s no shortage of things to do, or not do! Minutes from Devil’s Lake, Devil’s Head Resort, Ice Age Trails & 25 minutes to Wisconsin Dells

5.0 out of 5 average rating, 173 reviews
Top Guest favourite
A quaint gray house features a dark front door framed by two windows with flower boxes. A stone path leads to the entrance, surrounded by lush green grass and shrubs. The home's simple design is complemented by a picturesque backdrop of leafy trees.
Home in Baraboo

Cottage Near Devil's Lake

Perfect Location! Under ten minutes to almost everything. Our cozy and romantic getaway is nestled in the scenic Baraboo Bluffs, just minutes to Devil's Lake, Devil's Head Resort, Historic Downtown Baraboo, wineries, distilleries & more. Take the picnic set to Devil's Lake or Parfrey's Glen, then relax on the patio for smores and yard games around the fire pit. Finish the evening snuggled up with wine & vinyl on the player. We have ample parking so bring the boat, we'd love to help you getaway.

4.96 out of 5 average rating, 175 reviews
Top Guest favourite
The open living area features high ceilings and large windows that allow natural light to fill the space. A green sectional sofa and matching ottoman are arranged around a coffee table. A wooden dining table is visible in the background, along with a modern kitchen.
Cabin in Portage

Secluded WI River Getaway w/ Hot Tub near Golfing

Get away from daily routines & refresh by the Wisconsin River at your private & peaceful retreat located near Devil's Lake, Cascade Ski & Devil's Head Ski/Golf Resorts & WI Dells. Perfect for families w/ 9 beds, 8 person Hot Tub, 6 Kayaks (May-Oct), Ping Pong, Foosball, Darts & Outdoor Games. The modern spacious design is filled w/ natural light, luxury comforts & new furnishings w/ Chef’s Kitchen, Weber Grill, Fireplace & Solo Stove. Ask us about nearby River Islands or day trips to ski/hike.

4.96 out of 5 average rating, 135 reviews
Guest favourite
A spacious cabin is pictured against an expansive lawn, surrounded by verdant trees. A stone chimney rises prominently against the sky, which is covered with a mix of soft clouds and a hint of sunlight. The serene landscape evokes a sense of tranquility.
Cabin in Merrimac

Enjoy a secluded cabin with epic sunsets & horses

An enticing retreat nestled in the heart of Wisconsin’s hidden gems. 3 miles from Devil’s Lake State Park, plenty of local eateries nearby, and Devil’s Head Ski Resort located across the street. There’s no shortage of opportunities for family time & adventure. Wisconsin Dells is 20 minutes away. Bring the whole family to this spacious getaway, located on a horse ranch in the quiet, secluded area of Merrimac, WI. Take the ferry for ice cream, and fish off the dock for a fresh, relaxing dinner.

4.93 out of 5 average rating, 121 reviews
Top Guest favourite
The exterior of a timber frame cabin is visible, showcasing a two-story design with large windows and a spacious deck. The cabin is surrounded by a well-maintained grassy area and trees in the background, suggesting a peaceful and natural setting.
Cabin in North Freedom

Unique Timber Frame home in Baraboo Bluffs area

5 miles from downtown Baraboo, you can follow the country roads through the Baraboo Bluffs to a majestic timber frame cabin. Tucked away on over 30 acres you'll find relaxation by the stocked pond, adventure out in the woods or cozy up by the wood burning fireplace (firewood not supplied) If you’d like to venture out , Devils lake is 15 mins, Wisconsin Dells 20 mins, and 2 ski resorts are within 25 minutes. Wineries, breweries, distillery, shops and restaurants can be found in the area.

4.95 out of 5 average rating, 319 reviews
Top Guest favourite
The outdoor area of the home is visible, featuring a spiral staircase leading to a deck with a covered area. A hot tub is positioned on the patio below, surrounded by lush greenery and string lights hanging above, providing a relaxed and inviting ambiance.
Guest suite in Madison

Downtown Lake Monona Haven | SUPs, Hot Tub & Sauna

Stay in your private 3BR, 2BA section of our lakefront home. Paddle from the dock, relax in the hot tub or sauna and enjoy mornings on the balcony with coffee. You’re moments from Willy Street restaurants and right on the bike path. Inside, find a full kitchen, comfy living spaces. Two parking spots included. Spend days on the water or exploring the city and evenings grilling or roasting marshmallows by the fire. Paddleboards included. Pontoon rental available in warmer months.

4.96 out of 5 average rating, 665 reviews
Guest favourite
Cabin in Merrimac

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

4.92 out of 5 average rating, 283 reviews
Guest favourite
A cozy nook features a large window adorned with a stained glass design, allowing natural light to fill the space. A plush armchair sits beside a simple blue table, while a window seat is decorated with soft cushions, inviting relaxation in a wooden interior.
Cabin in Baraboo

Private Baraboo Bluffs Cabin with Peacocks!

This is a beautiful getaway surrounded by nature. It’s on 180 acres with walking trails. The vibe is unbeatable. You will find your peace. Hike! Relax in nature! Way up in the Baraboo bluffs and right by some of Wisconsin's favorite attractions. Minutes away from Devil’s Lake, ski hills and great hiking. Relax by the fire surrounded by nature. Nature therapy! Forest, wildflowers, and peacocks right out your window. Dogs allowed with prior approval but no other pets

4.97 out of 5 average rating, 409 reviews
Top Guest favourite
A scenic view showcases the modern home nestled among vibrant trees on a Christmas tree farm. Rolling hills are seen in the background, adorned with foliage in shades of red, orange, and green. Neatly arranged rows of Christmas trees line the foreground.
Home in Merrimac

Real Christmas Tree Farm! Skiing nearby

Get lost in nature and stay where the magic grows on a real Christmas tree farm! Situated on rolling hills below the Baraboo bluffs, this 125 acre farm and nature preserve has several miles of hike/bike/ski trails, a private lake and two creeks. Modern home in a quiet rural neighborhood. Easy drive on beautiful country roads to the many attractions in the area--less than 10 minutes to Devil's Lake State Park, Lake Wisconsin as well as Devil's Head & Cascade ski areas.

4.99 out of 5 average rating, 165 reviews
Top Guest favourite
A dining area features a light wood table surrounded by six chairs, positioned beneath a modern light fixture. Green walls offer a warm contrast to white accents. A decorative centerpiece holds plants, while large windows allow natural light to illuminate the space.
Home in Baraboo

Green Door Getaway

Take a moment. Make yourself a cup of coffee in the bright kitchen. Find a cozy corner to read a good book. Grab the yoga mat and get your workout in while you stay. Spread out at the desk and finish your project. Connect with family and friends in the spacious living and dining areas. Enjoy a hike at a nearby State Park. Take in the thrills in the Dells. Ski down Christmas Mountain, Devil's Head or Cascade. Maggie's Green Door Getaway is ready for you to enjoy!

4.93 out of 5 average rating, 171 reviews
Top Guest favourite
The open living area features a high, vaulted ceiling and wooden walls, creating a warm atmosphere. A stone fireplace stands at the center, flanked by large windows. A rustic dining table accommodates several chairs, while cozy seating arrangements are visible beside the fireplace.
Cabin in Baraboo

Devils Lake Lodge - Beautiful Lodge, Sleeps 10

Devil’s Lake Lodge is a stone’s throw from the entrance of Devil’s Lake State Park. Available for rental all year. 5 bedroom Rustic Chic Log Lodge is perfect for friends and family trips! Full kitchen, dining area, great room w/ gas fireplace, rec room w/ gas fireplace and Foosball table, lofted sitting area w/ reading nook and 3.5 baths. Stay to Hike, Bike, Swim, Run, Ski, Snowboard, Spa, Shop, Eat, Play. It's all near Devil's Lake Lodge. Enjoy the Journey.

4.96 out of 5 average rating, 178 reviews

Popular amenities for holiday rentals near Wollersheim Winery & Distillery

KitchenWi-FiPoolFree parking on premisesAir conditioning

Condo rentals with Wi-Fi

Guest favourite
A nighttime view of the serene Wisconsin River is captured from the patio. Soft illumination reflects off the water, while lush trees line the shoreline. A boat is visible, docked nearby, alongside a well-lit riverside area, creating a tranquil atmosphere.
Condo in Wisconsin Dells

Upper Dells River Walk [2BR]

4.93 out of 5 average rating, 104 reviews
Top Guest favourite
The living area showcases a spacious layout with a leather pullout couch and armchair, complemented by a modern coffee table. A smart TV is mounted on one wall, while an electric fireplace adds warmth. The kitchen features a bar with three stools, enhancing the inviting atmosphere.
Condo in Wisconsin Dells

The Wanderlust at the Sunset Cove

4.97 out of 5 average rating, 214 reviews
Guest favourite
A spacious outdoor dining area is set up on the wooden rooftop deck, featuring a rectangular table surrounded by woven chairs. Each place is elegantly arranged with red mugs and coordinating plates, while warm sunlight casts elongated shadows across the deck.
Condo in Wisconsin Dells

Downtown Dells Bachelorette/Bachelor Headquarters

4.87 out of 5 average rating, 152 reviews
Superhost
A unique A-frame exterior features a mix of black wooden siding and natural brown shingles. A small patio area is visible with a round table and four black chairs, surrounded by well-kept shrubs and landscaped gravel.
Condo in Wisconsin Dells

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub

4.9 out of 5 average rating, 136 reviews
Guest favourite
The image displays a scenic view of a riverfront condo complex with balconies overlooking the water. A red boat is docked nearby, reflecting blue skies and clouds. Below, a cozy interior is showcased with a queen bed, a television, and a seating area featuring a fireplace and large windows for natural light.
Condo in Wisconsin Dells

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

4.92 out of 5 average rating, 308 reviews
Guest favourite
A sandy beach area stretches along the tranquil shore of Lake Delton. White lounge chairs are arranged in neat rows, facing the calm water. Gentle waves lap at the edge of the shore, bordered by lush greenery and a stone embankment.
Condo in Wisconsin Dells

Lakefront Condo - Private Beach | Indoor Pool

4.91 out of 5 average rating, 127 reviews
Guest favourite
An indoor pool area is featured with large windows allowing for ample natural light. Two separate outdoor seating areas overlook the water, with patio chairs positioned along the poolside and balcony. A comfortable living room setup includes a sofa, coffee table, and window view of the surroundings.
Condo in Wisconsin Dells

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown

4.84 out of 5 average rating, 272 reviews
Guest favourite
A spacious studio interior showcases a king-sized bed with neutral bedding. Natural light fills the room from large sliding glass doors that open to waterfront views. A cozy seating area is present, and a small outdoor table is visible in the background against the lake.
Condo in Wisconsin Dells

Lakefront Beach Delight at Delton Grand

4.87 out of 5 average rating, 102 reviews

Family-friendly house rentals

Guest favourite
The exterior of the home features a distinctive A-frame design surrounded by lush greenery and tall pine trees. A stone path leads to the entrance, complemented by a wrought iron gate and carefully arranged shrubs, enhancing the natural beauty of the setting.
Home in Wisconsin Dells

Eagles Nest Retreat! Private Decks In Town

4.91 out of 5 average rating, 208 reviews
Top Guest favourite
A two-story house is set on a spacious lawn, framed by trees exhibiting autumn colors. The exterior features a welcoming porch with white railings. A paved driveway leads to a garage, and a privacy fence encloses the backyard, contributing to a tranquil environment.
Home in Spring Green

5BR Oasis

4.96 out of 5 average rating, 169 reviews
Guest favourite
Home in Baraboo

NEW Hot Tub! Perfect Location, Downtown Baraboo

4.99 out of 5 average rating, 135 reviews
Top Guest favourite
Home in Poynette

Beach Garden Bungalow-Relax Near The River

4.99 out of 5 average rating, 151 reviews
Guest favourite
The exterior of the property is framed by lush greenery and blooming flowers. Soft lighting highlights the architectural features of the building, showcasing large windows that reflect the evening sky. A welcoming entrance leads toward a porch area nestled among the trees.
Home in Madison

Madison's First EcoLodge

4.87 out of 5 average rating, 109 reviews
Top Guest favourite
A living room features wood-paneled walls and a fireplace with a flat-screen TV above. Comfortable seating includes a blue sofa, a wooden armchair, and a side table. Natural light streams in through large windows, illuminating a decorative area rug.
Home in Spring Green

MCM Influenced Home- *Sauna*

4.96 out of 5 average rating, 133 reviews
Top Guest favourite
The hot tub is positioned on a deck with two glasses of red wine placed on its edge. A sunset casts warm hues over the water, while the silhouette of trees frames the scene. The distant hills create a serene backdrop.
Home in Poynette

Quietwater Cottage-Peaceful, On Water, Sandbars!

4.86 out of 5 average rating, 301 reviews
Guest favourite
Home in Wisconsin Dells

16 ppl | Private Sauna, Fireplace, Games & more

4.92 out of 5 average rating, 342 reviews

Apartment rentals with air conditioning

Top Guest favourite
Apartment in Madison

The Wilson Unit F | Handcrafted Downtown Retreat

4.98 out of 5 average rating, 107 reviews
Guest favourite
An outdoor patio area features a black fire pit positioned on a concrete surface. Surrounding the fire pit are various seating options, including metal chairs and tables. The backdrop consists of a two-story building with balconies and greenery, complementing a bright, blue sky.
Apartment in Merrimac

Devils Lake, hiking & Dells near peaceful retreat

4.94 out of 5 average rating, 150 reviews
Guest favourite
A dining area is presented with a glass-top table surrounded by four wooden chairs. A single decorative vase with orchids adds a touch of elegance. Soft lighting is provided by a pendant lamp above the table, complementing the neutral wall colors.
Apartment in Fitchburg

Newly Renovated 2 bed 1 bath Apt, Close to All

4.81 out of 5 average rating, 283 reviews
Guest favourite
Two queen beds are dressed in red and white plaid bedding, creating a cozy environment. A bedside table with a lamp is positioned between the beds, and large windows with textured blinds allow filtered light into the room, enhancing its warmth.
Apartment in Madison

Modern apartment near Camp Randall & Monroe

4.8 out of 5 average rating, 234 reviews
Guest favourite
A spacious seating area is highlighted by a large sectional sofa adorned with decorative pillows. A glass coffee table sits in the center, with a television positioned nearby. Natural light enters through large windows, complemented by greenery visible outside.
Apartment in Deforest

Private DeForest Flat| *Walk to Parks*

4.91 out of 5 average rating, 127 reviews
Guest favourite
Apartment in Verona

Spacious Basement Apartment near Epic and Madison

4.96 out of 5 average rating, 268 reviews
Guest favourite
A living area is presented with a blue couch, flanked by two patterned chairs featuring red accents. A dark coffee table is centrally positioned, while soft lighting is provided by two floor lamps. A decorative wall piece adds interest to the light-colored wall.
Apartment in Verona

Downtown Verona Hideaway

4.95 out of 5 average rating, 148 reviews
Top Guest favourite
A seating area is furnished with two modern, rounded armchairs in warm tones. A bed with an abstract headboard is visible in the background, complemented by artistic wall decorations. A large mirror reflects the space, highlighting the wooden ceiling and textured walls.
Apartment in Spring Green

TB2 Apartment

4.92 out of 5 average rating, 292 reviews

Other great holiday rentals near Wollersheim Winery & Distillery

Top Guest favourite
Townhouse in Sun Prairie

Prime Time - 3 Bedroom with Fireplace! Sleeps 12

4.96 out of 5 average rating, 151 reviews
Top Guest favourite
Cabin in Merrimac

Quiet, Peaceful A-Frame Chalet

5.0 out of 5 average rating, 48 reviews
Top Guest favourite
The exterior of a modern-style home is presented, featuring a light-colored metal facade with dark accents. Three large garage doors occupy the front, framed by a clear blue sky and colorful autumn foliage in the surrounding trees.
Bungalow in Lake Wisconsin

Lake Landing

4.95 out of 5 average rating, 38 reviews
Top Guest favourite
Cabin in Lodi

Private Resort Cabin | Pool • Hot Tub • Sauna

4.99 out of 5 average rating, 68 reviews
Guest favourite
A well-lit living area features a spacious sofa adorned with various throw pillows, complemented by a round coffee table. Two armchairs and ottomans provide additional seating, while natural light filters through the large windows dressed in soft curtains, enhancing the room's inviting feel.
Cabin in Merrimac

Cabin on the Peninsula with Wood Sauna

4.87 out of 5 average rating, 31 reviews
Guest favourite
A spacious living area features wooden paneling and a ceiling fan. A large flat-screen television is positioned on a media console, while a decorative plant adds a touch of greenery. Large windows provide ample natural light and views of the outdoor space.
Home in Lodi

Oasis on 188 - Lake House, Kayaks, Ski Hills!

4.95 out of 5 average rating, 66 reviews
Guest favourite
The living area features high ceilings with exposed wooden beams, large windows offering views of the lake, and a comfortable seating arrangement. A cozy kitchen area with light wood cabinetry and modern appliances complements the space, while natural light floods in from multiple angles.
Cottage in Merrimac

Waterfront Home on Lake Wisconsin

4.98 out of 5 average rating, 95 reviews
Superhost
A spacious living area features a dark leather sofa and a beige armchair, complemented by red and white decorative pillows. A wooden coffee table sits on an ornate area rug, with soft lighting provided by two table lamps.
Home in Prairie du Sac

Carriage House

4.89 out of 5 average rating, 18 reviews