Holiday rentals in Elroy

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Top-rated holiday rentals in Elroy

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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, 598 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
A rustic cabin with a wooden structure is surrounded by lush greenery. A small porch features a woven chair, inviting relaxation while enjoying nature. The roof slopes gently over the entrance, and a wooden railing provides a charming, natural setting.
Guest house in Ontario
4.96 out of 5 average rating, 336 reviews

Rustic Spring Cabin at Echo Valley Farm

Next to a spring and gardens. Glamping with electricity, wood burning stove and supplied water. Charcoal grill and fire pit available. Parking at the cabin. Non chemical port-o-let toilet is a short walk. 3 miles from Wildcat Mountain State Park and 7 miles from the Kickapoo Valley Reserve. Great for hiking and immersing in Nature. This cabin is located near another farm resident's cabin. Bakery's open on Saturdays May - October or order in advance in off season. LGBTQ owned. BIPOC welcomed.

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
4.93 out of 5 average rating, 123 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 modern living area features hardwood floors and large windows allowing natural light. An olive green sofa is flanked by light-colored chairs and a wooden side table. Decorative vintage posters adorn the walls, alongside a bookshelf filled with various items.
Flat in Hillsboro
4.95 out of 5 average rating, 126 reviews

Yuba State Bank Apartment

The Yuba State Bank Apartment is the lower front apartment in a 4-unit commercial brick building. The historically renovated space has a mix of old and new, with hardwood floors, large storefront windows, a full kitchen and bathroom, and the bank vault off one of the two bedrooms. The apartment is located in the quaint village of Yuba (pop. 53), which is the smallest incorporated village in Wisconsin, 15 minutes (11 miles) from Hillsboro. You can grab a drink and meal next door at Louie's Bar.

Top guest favourite
A rustic log cabin is framed by trees, featuring a wrap-around porch with ample seating. The exterior showcases natural wood tones, while large windows allow for abundant light. The surroundings appear serene, with a well-kept lawn leading to the entrance.
Cabin in New Lisbon
4.99 out of 5 average rating, 361 reviews

Log Cabin Near Castle Rock Lake

This is a real Amish built log cabin located in Central, WI. Located 30 min from WI Dells and 10 min to Castle Rock Lake/Petenwell Lake area. Close to State Parks and State bike trails. Close to Neceedah wildlife refuge. Renting year-round. Discounted weekly rate. Very private. Great reviews! One bedroom with 2 queen beds, strict 4 guests max! We only welcome responsible renters to share our family's treasured cabin, no party situations. Please be honest about # of guests to avoid eviction.

Top guest favourite
The cottage is nestled among mature trees, featuring a welcoming white exterior with multiple windows. A spacious lawn surrounds the home, offering a peaceful view of the rolling hills in the background. The sky is partly cloudy, allowing natural light to illuminate the property.
Cottage in Ontario
4.99 out of 5 average rating, 144 reviews

Cozy stay at base of Wildcat Mt- Driftless Hygge!

Get cozy in the Driftless Hygge Cottage, right at the base of Wildcat Mountain State Park. The cottage is over 100 years old, but newly re-designed with your utmost coziness in mind. In the heart of the Driftless region of Wisconsin, stay in the remarkable beauty of the rolling hills, bluffs, and world-class trout streams. Just at the edge of the village city limits makes the amenities of the small village within walking distance, but still have privacy around a campfire taking in the views!

Top guest favourite
The exterior of Hidden Hollow House features a two-story white farmhouse surrounded by lush greenery and colorful flowerbeds. A wooden sign reading 'Hidden Hollow' is positioned prominently at the front. A small deck with seating invites relaxation amidst the peaceful surroundings.
Home in Hillsboro
4.92 out of 5 average rating, 102 reviews

Driftless Area Hidden Hollow House

We are excited to offer you the opportunity to visit Hidden Hollow House! Secluded among the rolling hills and rock outcroppings of the Driftless Area it offers the peace and quiet you have been looking for yet centrally located between small towns and outdoor recreational areas. Come and enjoy a restful and quiet stay while exploring the beautiful and friendly Driftless Area. You will have a sense of peace knowing you have found a place to return to and re-energize whenever you need it!

Top guest favourite
Home in La Farge
4.97 out of 5 average rating, 210 reviews

Kickapoo Lookout Retreat

Location, comfort, and views for miles! This sanctuary is minutes from the Kickapoo Valley Reserve, Wildcat Park and nestled on 10 private acres with stellar views from the wraparound deck. This is THE place to immerse in nature then relax with a meal and a cozy fire. Soak your tired muscles in the claw foot tub after a fun day out exploring. Enjoy the cold A/C, the toasty fireplace, or the chef's kitchen. Families enjoy the kid gear and safe single level space for a low stress retreat

Top guest favourite
A spacious bell tent is nestled among trees, adorned with string lights that create a subtle glow. A comfortable seating area is arranged nearby, inviting relaxation amidst lush greenery. The path leading to the tent is surrounded by dense plants, enhancing the serene camping experience.
Tent in Kendall
4.9 out of 5 average rating, 134 reviews

Driftless Glamping on a Bluff

Rustic camping in the Driftless Region on the top of a bluff in a 20ft. Bell Tent. Relax, without having to pack, set up camp, and tear down and put away when you get home, more time to do things you enjoy. Go trout fishing, walk or ride the Omaha Trail Tunnel, Elroy- Sparta Trail, or the 400 Trail. Necedah Wildlife Refuge, Buckhorn, Castle Rock, Wisconsin Dells, Amish scenic drive, and Wildcat State Park with canoeing down the Kickapoo River are all within 30 minutes.

Top guest favourite
The exterior of the home features a light green facade with a metal roof. A welcoming porch is visible, furnished with white rocking chairs. Lush grass surrounds the house, and a large tree can be seen beside it, contributing to a peaceful countryside setting.
Home in Union Center
4.99 out of 5 average rating, 132 reviews

Charming country home - great vacation area.

This attractive, peaceful country home is nearby to many family tourist attractions: including Wisconsin Dells, Lake Redstone Park, Elroy-Sparta Bike Trail, fishing, hiking, and canoeing. Provisions for a simple country breakfast are included in your stay. This newly remodeled home with a 2 story layout provides plenty of room for up to 7 guests. Large backyard includes a firepit, as well as a view of the adjacent golf course. Large driveway to park in.

Top guest favourite
A path lined with glowing string lights leads to a charming lodge nestled among trees. The structure features large windows and a welcoming entrance, surrounded by natural landscaping and gravel. Two outdoor chairs are positioned for relaxation amidst the serene woodland setting.
Tiny home in Elroy
4.99 out of 5 average rating, 112 reviews

Opal Little Lodge - Panoramic Tree Top View

Check out Emerald Little Lodge also! Opal is nestled into the trees overlooking a peaceful woodland valley and giving the illusion of being in a tree house. Designed and built by Wisconsin Tiny Homes, Opal showcases a light and airy blend of modern and traditional design and is thoughtfully and luxuriously appointed. Immerse yourself in nature and enjoy a restful getaway alone or with a companion! Dedicated 500Mbps fiber optic WiFi.

Top guest favourite
A cabin exterior is showcased, featuring dark wood siding and a steeply pitched roof. A spacious deck with chairs and potted plants invites relaxation. Large windows allow for natural light, and a balcony is visible above the entrance, enhancing the overall charm of the space.
Cabin in Viola
5 out of 5 average rating, 149 reviews

River Valley Cabin

Very private on-the-grid cabin overlooking the Kickapoo River. Kitchen & bath, dining room, one bedroom and futon in the large living room. TV and internet, laundry and cooking. Bring your own phone. Two additional cots provided. Stunning views for every season, a unique and colorful experience in nature any day of the year. The best hunting and fishing, canoeing and horse riding, nature trails, morels and foraging.

Popular amenities for Elroy holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Juneau County
  5. Elroy