Holiday rentals in Reedsburg

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Top-rated holiday rentals in Reedsburg

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Top guest favourite
A rustic cabin is surrounded by lush greenery, showcasing a spacious front porch with multiple wooden chairs and a swing. An outdoor fire pit is surrounded by seating, creating an inviting space for gatherings. A shaded gazebo adds to the outdoor comforts.
Cabin in Hill Point
4.97 out of 5 average rating, 590 reviews

Big R's Retreat Secluded and located in Nature

Welcome to our home: where we have found peace and relaxation for over 20 years. A German native, Big R fell in love with the open land and rolling hills of Wisconsin, becoming a US citizen in the 80s. He met Curly, a Chicago city girl, who brought a little city to his country life. They enjoy raising buffalo and spending warmer days on their porch enjoying the fresh air and beautiful views (with no mosquitos!). Now they want to share their idyllic and peaceful home with you. Drive down a dead-end road and pull up to a rustic cabin filled with high-tech and cozy amenities. We have something for everyone with a gas fireplace, tv (complete with dish, Cinemax, HBO and a Bluetooth sound system), board games and a full kitchen. Take a drink outside to soak in the hot tub or sit around the campfire. When the day is done, you will fall asleep instantly on the memory foam bed, either in the loft or the bedroom, and wake up to a beautiful sunrise looking out over your little getaway.

Top guest favourite
The dome structure glimmers in the moonlight, surrounded by tall trees that create a serene ambiance. A warm glow from a nearby fire pit reflects off the dome's surface, enhancing its unique design. The wooden platform adds a cozy touch to the natural setting.
Dome in Wisconsin Dells
4.97 out of 5 average rating, 169 reviews

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

Top guest favourite
A spacious outdoor porch is equipped with comfortable seating arranged around a central coffee table. A gas grill is positioned nearby, and decorative cafe lights add a cozy ambiance. Lush greenery surrounds the area, enhancing the inviting outdoor space.
Flat in Wisconsin Dells
5 out of 5 average rating, 120 reviews

Downtown! Updated cozy unit. Firepit*Porch*Patio!

SPRING 2026! Be sure to catch the game or your favorite movie on our outdoor TV! Welcome to DELL-ightfully Downtown Dells! This comfy, cozy, and crazy clean 1 bedroom downstairs unit, also boasts 2 separate outdoor spaces, so you may never want to leave! All of this PERFECTLY located just one block off the Downtown Strip. And because we want you to focus on enjoying yourself, we provide our guests with everything we can and more, and not just for your first night, but for your ENTIRE stay!

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
4.96 out of 5 average rating, 143 reviews

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.

Guest favourite
A traditional log cabin, surrounded by tall trees, sits in a spacious clearing. The porch features a rail and seating area. A picnic table can be seen in the yard, with the natural landscape providing a peaceful backdrop.
Cabin in Wisconsin Dells
4.92 out of 5 average rating, 118 reviews

Cozy Log Cabin with Private Hiking Trail & Firepit

Come relax at this secluded 3 bedroom cabin just moments from Wisconsin Dells! Our traditional log cabin provides a clean and comfortable experience for your vacation stay. Enjoy the peaceful setting, private hiking trail, and convenient location. You'll be less than five minutes from the Woodside Sports Complex, Coldwater Canyon Golf Course, Chula Vista Resort & Waterpark, Downtown Wisconsin Dells, and the Wisconsin River! You won't find a better "Home Base" for your Dells vacation.

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.
Apartment in Wisconsin Dells
4.97 out of 5 average rating, 193 reviews

The Wanderlust at the Sunset Cove

Riverfront one bedroom condo in a tranquil area of Downtown Wisconsin Dells. Take a stroll near the beautiful River Walk and enjoy the magnificent scenery and unique attractions of Downtown Wisconsin Dells. Whether you need a few days to relax and decompress or if you are in town for business or games, our condo offers a fully equipped kitchen, a king size bed and a queen size pull out couch . There is an indoor community pool, hot tub and sauna. There is also a seasonal outdoor pool .

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
4.95 out of 5 average rating, 299 reviews

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.

Top guest favourite
A single-level home is surrounded by a well-maintained lawn, featuring green grass and a gravel road. The exterior showcases a combination of gray siding and a welcoming porch with seating, bordered by small plants and trees.
Home in Richland Center
4.95 out of 5 average rating, 285 reviews

Gramps Getaway

Gramps Getaway is a spacious 3 bedroom 2 Bath home five minutes from Richland Center, Featuring a new Amish made kitchen and lots of open spaces. Located on a quiet Lane, enjoy hiking, bicycling, or simply enjoy the quietness of country life. Gramps Getaway is a family friendly, all on one level home, You will enjoy the comfy gas fireplace in the Sun Room We have a gas grill on the back deck, lots of yard to roam and a life size Checker board and fire pit area for your enjoyment!

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
4.98 out of 5 average rating, 132 reviews

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.

Top guest favourite
The exterior of the cottage-style home features a brick facade with a stone chimney and green accents. Well-maintained landscaping includes a manicured lawn and shrubs, while the front path leads to a welcoming entrance. A clear blue sky provides a bright backdrop.
Home in Loganville
4.96 out of 5 average rating, 308 reviews

Hido House - cottage, 1 block from eateries

Enjoy a small village's most iconic home only about 30 minutes from Wisconsin Dells, Baraboo and Spring Green. This cottage-style home was built in the 1920s, and within walking distance to a few delicious eateries & bars. Visit Wis. Dells waterparks, Circus World (Baraboo), Devil's Lake State Park (Baraboo), House on the Rock (Spring Green), American Players Theater (Spring Green), Amish country (Loganville/Hillpoint), and more! We're also licensed & insured.

Superhost
Two light-colored Adirondack chairs are positioned on a grassy area, offering a view of the lush surrounding landscape. Wildflowers and tall grasses are visible in the background, providing a natural setting. A cluster of trees stands nearby under a clear blue sky.
Flat in Baraboo
4.86 out of 5 average rating, 293 reviews

Orchard Prairie B&B

Welcome to my home - Orchard Prairie Air B&B! This unique space was built by an amateur pilot, "MacGyver-Type," Renaissance Man roughly 30 years ago. It is set on 38 acres of pristine Wisconsin Land and is perfect for nature lovers and "Glampers" looking for the great outdoors with the comforts of home. It is a "rustic-industrial" oasis in the heart of South Central Wisconsin, steps from Devils Lake and miles from Baraboo and the Wisconsin Dells.

Top guest favourite
An outdoor fire pit area is surrounded by gravel, with four chairs positioned around the center. A cozy farmhouse is visible in the background, framed by lush green trees. Tiki torches are placed nearby, enhancing the inviting outdoor setting.
Farm stay in Hill Point
4.98 out of 5 average rating, 115 reviews

Ridgetop Retreat

Enjoy the natural beauty of the Driftless Area in Richland County Wisconsin. This is a well-appointed, four season country farmhouse on a fully operational farm. The access to the Richland County snowmobile trails is less than 5 miles away. Goats and chickens are out your front door. Deer, turkey, and other wildlife are in abundance. All county and township roads are open to UTV traffic. Enjoy tranquil star-filled skies all year long!

Popular amenities for Reedsburg holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Sauk County
  5. Reedsburg