Holiday houses in Monroe County

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Top-rated holiday rentals in Monroe County

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Guest favourite
An open-concept cabin interior features warm wooden walls and flooring. A spiral staircase leads to a loft area, while a spacious kitchen is visible in the background. A comfortable couch sits in the living area near a lamp, providing a cozy space for relaxation.
Cabin in Ontario
5 out of 5 average rating, 21 reviews

Courtyard Cabin

Take it easy at this unique, tranquil getaway. Nestled at the end of a peaceful dead-end road, this delightful retreat features a garden like courtyard & fire pit. Expansive windows bring the outdoors in, letting you feel immersed in nature while enjoying modern comfort. Just a stone's throw away from Wildcat Mountain State Park, canoeing at the Kickapoo River, the Elroy bike trail and Amish stores and bakeries. This cabin is for anyone looking to unplug & enjoy the beauty of the Driftless Area

Top Guest favourite
The ranch home is situated on a gravel driveway, surrounded by greenery and mature trees. A covered porch with seating invites relaxation. An American flag is visible in the foreground, adding a classic touch to the welcoming exterior.
Home in Wilton
4.94 out of 5 average rating, 18 reviews

Driftless Area Country House

Ranch home in the country. Top level has large open concept kitchen living room area with patio door/large deck, master bed w/bath, 2 more bedrooms & a bathroom. The lower level has main room with sofa bed, kitchenette, 2 bedrooms, and a single car garage . Only 8 miles S of I90 at Tomah, WI, and 3 miles N of Wilton WI (heart of the Elroy/Sparta bike trail). Canoeing on the Kickapoo in Ontario WI is 11 miles away: 45 minutes from The Dells (S) and La Crosse, WI and the Mississippi river (W).

Top Guest favourite
A rustic log cabin is framed by green trees, featuring a steeply pitched roof and decorative wood accents. A welcoming front porch leads to a door with a unique design, while a large window showcases flowing red curtains, blending natural elements with cabin charm.
Cabin in Ontario
4.94 out of 5 average rating, 128 reviews

Country Living Cabin

Brush Creek Log Cabins is your perfect get away for couples or the whole family. If you are looking to relax, do some recreational activities like canoeing , bike riding, hiking, antiquing and Amish shopping or spend time with that special someone you can find it just a few hours from home. We are in between Ontario and Cashton, off of Hwy 33. Over looking the Amish farms below. There are fairs and festivals many with tractor pulls nearby. Warrens cranberry festival and the Dells are nearby.

Top Guest favourite
A wooden interior is highlighted by a welcoming entrance. A person stands near an open door, removing a jacket, while a dog sits attentively on a textured mat, looking up. Natural light filters in, illuminating the space.
Cabin in Mindoro
4.97 out of 5 average rating, 120 reviews

Stunning Views! - Pettinger @HighPointRetreats

Perched in the solitude of nature, our ridge top cabin offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this luxury cabin in the woods. Pettinger cabin is named after Petting Summit located just east of the cabin. Pettinger sleeps four and is non-smoking. Get your front row sunset seats on the private patio and relax by the fire. Immerse yourself in the tranquility and come stay us.

Top Guest favourite
The kitchen features custom Amish shaker style cabinets with walnut butcher block countertops and a mobile accent island with four barstools. Stainless steel appliances, including a gas range, blend with the rustic decor, while natural light streams in through large windows.
Cabin in Cashton
4.95 out of 5 average rating, 97 reviews

Rocky Ridge Retreat - A modern rustic cabin.

Rocky Ridge Retreat is located in the heart of Wisconsin’s Driftless area in a beautiful valley between Cashton and Coon Valley. Our 665 square foot modern rustic cabin comfortably sleeps five and is truly a fly fisher’s paradise sitting on 10 hillside acres with a tributary of Rullands Coulee Creek across the road. Public access to Rullands Coulee and Timber Coulee Creeks are only a few miles away. We are licensed to operate a Short-term Rental by the State of Wisconsin DATCP.

Top Guest favourite
A wooden cabin with a metal roof is set against a backdrop of trees. A spacious deck with railings extends across the front, providing an outdoor area to relax. The lush green lawn leads from the cabin to the surrounding nature.
Cabin in Cashton
4.99 out of 5 average rating, 240 reviews

Olde Wisconsin Hearth Cabin

Our Cabin is located in the Heart of Amish Country on 44 Acres. (maps for Amish tours located in the cupboard) We have Wild Cat Mountain State Park, 4 miles away for horseback riding, hiking trails, and a scenic overlook. As well as the Kickapoo Wild Life Reserve in Lafarge. There is Canoe, Kayak and tubing rentals at the Kickapoo River 3 miles away. Elroy-Sparta Bike trail is about 15 miles away. We are located off of Highway 33 between Cashton and Ontario WI.

Guest favourite
An aerial view captures the expansive farmland with a cluster of cabins among lush greenery. The setting sun casts a warm glow over the landscape, which features a mix of fields, trees, and a winding road. Structures on the property are visible, blending with the natural surroundings.
Farm stay in Sparta
4.93 out of 5 average rating, 337 reviews

Grapevine Log Cabins

Grapevine Log Cabins, based in Sparta WI, offers pet friendly cabin rentals on a family dairy farm. Amenities and activities include: a walking trail, bike trail, cows in pasture, indoor and outdoor fireplaces, grills outside (there is no cooking in the cabins), Air Conditioning, Heat and firewood is supplied. Nearby activities include: canoeing, fishing, 4 wheeling, antiquing, and superb scenic sites. Pet Policy: Pets may stay with you for an extra $25 per pet/night.

Top Guest favourite
Tiny home in Norwalk
4.96 out of 5 average rating, 80 reviews

Buck Moon Cabin rustic escape with superb views #3

Enjoy the sounds of nature when you stay in this unique tiny home. Each piece has been hand chosen to amplify the rustic and serene nature of the space. Care and attention has been shown to repurpose and create an environment that allows you to relax and disconnect from the outside world. You'll have everything you need to wake up to the sounds of birds chirping after falling asleep under the stars and clear skies of the beautiful Driftless Area. A star-gazers dream.

Superhost
The living area features wooden walls and ample natural light from large windows. A comfortable sectional and two armchairs are arranged around a circular coffee table on a textured rug. A wall-mounted television and decorative plants add to the inviting space.
Home in Warrens
4.9 out of 5 average rating, 100 reviews

Full Kitchen-3 Smart TVs-1min ->Three Bears Resort

Welcome to Warrens, WI! Our family friendly cabin is located within a short walk of Three Bears Resort and Jellystone Park. Also located very close to ATV and snowmobile trails. Inside the cabin you will find a modern take on a renovated cabin, with the most comfortable beds and furniture. The cabin was renovated and carefully furnished with the guests in mind. Please note we are privately own and are not associated with Three Bears or Jellystone Park.

Superhost
Cabin in Norwalk
5 out of 5 average rating, 4 reviews

Vista View Mini Cabin | Porch Views & Cozy Loft

Brand-new Vista View Mini Cabin is a cozy ridge-top retreat in Norwalk, WI for 2 guests. Enjoy warm wood interiors, a sleeping loft, sitting area, mini kitchenette, private toilet, covered porch, and beautiful country views. Perfect for couples, solo travelers, biking trips, and quiet getaways near the Elroy-Sparta Trail, Amish shops, Kickapoo River, Wildcat Mountain, Fort McCoy, La Crosse, and Wisconsin Dells.

Top Guest favourite
Apartment in Sparta
4.98 out of 5 average rating, 124 reviews

Franklin Micro Apt

Perfect for the solo traveler! This cute micro apartment is situated in downtown Sparta. A coffee shop, sandwich diner, the farmer's market, and cocktail bar are all within a minutes walk. Enjoy secure, off street parking with a private one car garage which is also perfect for storing bikes if you're in town for the bike trail. We've taken advantage of all the space to make this a comfortable experience.

Top Guest favourite
The cabin features a rustic wooden exterior with a green metal roof, surrounded by lush greenery. A spacious covered porch is adorned with hanging plants and a wagon wheel, inviting relaxation. Two dormer windows allow natural light, while the well-kept lawn enhances the inviting atmosphere.
Cabin in Kendall
4.94 out of 5 average rating, 125 reviews

Spring Bank Cabin

Spring Bank Cabin is an 18'x42' off the grid cabin tucked in amongst the rolling hills of the driftless area, sitting on 13 acres of open meadow and forested land with a 28' covered porch! It's equipped with solar panels and a generator, and has a full functioning bath and kitchen. Ask us about our discount for children 10 and under!

Popular amenities for Monroe County holiday rentals