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Holiday houses in Elroy

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Top-rated holiday rentals in Elroy

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

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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, 611 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 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 durable fabric shelter is set amidst lush greenery, featuring an inviting porch with outdoor seating. Flower boxes are trimmed with vibrant blooms, and a picnic table is positioned nearby. The structure is designed for comfort, blending seamlessly with the natural surroundings.
Campsite in Kendall
4.9 out of 5 average rating, 153 reviews

Driftless Bluff Glamping Cabin, Peaceful, Secluded

Rustic forest glamping in a heavy duty waterproof fabric shelter, 14 x 20ft. with a 5ft. awning. The perfect get away from it all, relax and enjoy nature. Flashlights, solar lights, propane 2-burner stove, and fire pit with grate. Kitchen set up with cooler, dishes, silverware, fully stocked coffee bar, filter water pitcher, shower bucket and most everything else. Compost toilet and foot pump sink. Small wood stove for when it's cold and a fan for when it's hot with battery to charge extras.

Guest favourite
A spacious deck is surrounded by lush greenery, featuring a wooden table with colorful chairs. A comfortable bench adds seating, while a gas grill is positioned nearby, creating an inviting outdoor space perfect for relaxation and dining.
Cabin in Forest
4.97 out of 5 average rating, 189 reviews

Driftless Trout Cabin - Hillsboro, Wisconsin

Welcome to our spring-fed cordwood log cabin on 5.66 acres in Wisconsin’s beautiful Driftless region. Enjoy: - World class trout fishing for native brookies or abundant browns - Hiking nearby at the breathtaking Wildcat Mountain State Park or the 8,569 acre Kickapoo Valley Reserve - Canoeing or kayaking the beautiful Kickapoo River - Biking renowned bikes trails through the countryside - Sipping Wonderstate Coffee or Driftless Glen Bourbon on the deck while listening to the babbling spring

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
4.93 out of 5 average rating, 109 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
A spacious grassy area is shown, featuring several sheep grazing peacefully. A large tree provides shade near the cabin, which features a green metal roof and a screened-in porch. A rustic swing is visible beneath the tree, enhancing the serene environment.
Tiny home in Ontario
4.9 out of 5 average rating, 143 reviews

Maggie's Place at Echo Valley Farm

Enjoy simple living in this cabin set in the heart of our farm. Walk the property or go the short distance to Wildcat Mountain State Park or to Kickapoo Valley Reserve. A hiker's paradise you can also enjoy fresh baked goods from our bakery May through October, or pre order year round. Linens on 2 comfortable beds, bottled water and wash water, coffee maker, electric kettle, fire pit, charcoal grill and a non chemical port-o-let. No frig. No pets. LGBTQ owned and operated. BIPOC welcome.

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, 135 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, 120 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
The historic bank building is depicted at night, illuminated by warm street lamps. A sign indicating parking for the Elroy-Sparta State Trail is visible nearby, alongside the building's decorative architecture featuring arched windows and a prominent year of 1913 engraved on the stone facade.
Home in Norwalk
4.95 out of 5 average rating, 258 reviews

Historic Bank Building on Elroy-Sparta State Trail

Have you ever wanted to explore an old bank from 1913? Now is your chance to spend the night in one! Enjoy a stay in a charming bank building that has been renovated to include a loft sleeping area, full kitchen, and full bathroom. With a local tavern across the street, a Mexican restaurant down the block, and a gas station close by, there are plenty of options for food and entertainment in this quaint little town.

Top Guest favourite
A cozy living area showcases a grey sofa and a patterned armchair, complemented by a wooden coffee table. Soft lighting is provided by two table lamps, and the space features wooden floors with area rugs. An archway leads to the adjoining kitchen area.
Apartment in Wonewoc
4.96 out of 5 average rating, 306 reviews

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.

Top Guest favourite
Two wooden Adirondack chairs are positioned on the covered porch, inviting relaxation. A rustic 'WELCOME' sign and a decorative wheel add charm to the warm wooden facade. Natural light filters through the window, enhancing the cozy outdoor space.
Cabin in Ontario
4.99 out of 5 average rating, 107 reviews

Hill Top Hideaway

Opening April 13 2023! Relax and enjoy nature at this peaceful, beautiful hilltop cabin in the driftless region. Close to Billings Creek, KVR and Wildcat Mountain state park. Once a family getaway, this cabin this property has been. updated with modern amenities and including bathroom, updated appliances, sleeping loft and a seperate mini-cabin for the third bedroom space.

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, 123 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 Elroy holiday rentals

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