Holiday houses in Reedsburg

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.

Value · Location · View

Hop, skip, and a jump away from Wisconsin Dells!

This property is a two story 1200 sq ft home in the village of Rock Springs. All bedrooms are upstairs. It is 17 miles from Wisconsin Dells & 8 miles from Baraboo. Situated on 2.5 acres of a partially wooded lot, this spot makes a great destination for all your Dells adventures. Gas grill, patio furniture & fire pit in backyard. Hardwood floors through out the house. Large back yard for children to play. Pet Friendly, no pesticides harmful chemicals used through out the house or in the yard.

Location · Family · Indoor spaces

Juniper Motel & Resort: King Cabin

Disconnect from technology and enjoy a simpler pace in our cozy king cabin. Featuring one comfortable king bed, these cabins are petite by today’s standards, retaining their original, compact footprint and rustic character. This cabin is designed for guests seeking a peaceful retreat and quality time away from screens and daily distractions. All guests have access to our outdoor, sauna, fitness studio, community spaces, and heated swimming pool. PLEASE NOTE: We have a strict no pets policy.

Family · Location · Check-in

The Ridge at Oak & Ember Luxury Micro Resort

Welcome to The Ridge at Oak & Ember Luxury Micro Resort Recently launched in July, The Ridge is a bespoke, modern two-bedroom cabin on 40 private wooded acres, just 100 feet from a peaceful 0.6-acre pond. Each bedroom has its own full bathroom suite, with shared living, glass foyer, deck, wood-fired hot tub, Finnish sauna, fire pit, grill, and miles of wooded trails. Nordic inspired, floor to ceiling windows, and cozy living spaces make this a great place to recharge in this crazy world.

Location · Hospitality · Outdoor spaces

Sauna | Hot Tub | EV+ | Luxury | Cozy | Private

Nestled in the country, this luxurious home offers a serene escape from the hustle of city life. Enjoy two spacious bedrooms and two meticulously designed bathrooms featuring indulgent amenities, such as a deep soaking tub. A cozy living area with a stone fireplace invites relaxation, while a gourmet kitchen beckons culinary adventures. Outside, soak in the hot tub, grill up some dinner, share stories around the fire, or watch the sunset from the sauna, all amidst nature's embrace.

Location · Family · View

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.

Location · Family · Amenities

Cozy cabin on Lake Redstone

Our cozy cabin in the Driftless Region near Wisconsin Dells offers a peaceful nature escape. Accented with stained glass, it features a lofted reading nook, vintage books, DVDs, puzzles, and quirky décor. Relax in hammock chairs overlooking a wooded ravine where wildlife often wander by. A stone-stepped trail leads down to a private boat dock with swimming, SUPs, kayaks, and a canoe. Enjoy the Zen garden loop, wildflowers, and games, indoors or out. A perfect spot to unwind and explore.

Value · Location · Decor

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!

Value · Location · Comfort

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.

Location · Value · TV

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!

Family · Location · Amenities

Devil's Lake Basecamp! Game Rm! Fire Pit! Hot Tub!

Steps from Devil's Lake State Park's north entrance, this family retreat blends nature with fun. Spend days hiking, skiing at Cascade or Devil's Head, then unwind in the hot tub, sauna, or around the fire pit. The game room keeps everyone entertained — arcade games, pool table, and ping pong. Large yard, peaceful rural setting, yet minutes from restaurants, bars, and shops. The perfect home base for your Wisconsin adventure.

Family · Location · Bathroom

Winding River Air BnB

We offer a private upstairs furnished AirBnB overlooking Wonewoc's business district. One queen bedroom, queen sofa sleeper, open kitchen, dining, and living area with Smart TV and WIFI. Winding River is located mid point of the 400 State Bike Trail and 40 minutes from Wisconsin Dells. Wonewoc is a small rural farming community on picturesque Hwy 33 between Madison and LaCrosse.along the Baraboo River.

Family · Value · Condition