Holiday rentals in South Wayne

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Top-rated holiday rentals in South Wayne

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Top guest favourite
The aerial view captures a serene landscape with lush greenery and hills in the background. The townhome neighborhood is highlighted, surrounded by trees and well-maintained lawns, with a glimpse of a red barn in the distance. The scene conveys a peaceful natural setting.
Home in The Galena Territory
4.98 out of 5 average rating, 165 reviews

Wooded Villa with Resort Access, Fireplace, K Bed

⭐King bed with plush bedding in a peaceful, private setting ⭐Wood-burning fireplace — perfect for cozy evenings together ⭐2-minute drive to the North Golf Course, driving range, & Stonedrift Spa ⭐Wooded nature views & tranquil surroundings for a relaxing escape ⭐Just 12 minutes to downtown Galena — excellent shopping, dining, & sight-seeing ⭐Access to Owner’s Club amenities including indoor pool & fitness center ⭐15 miles to Chestnut Mountain Skiing ⭐2 Full bathrooms & newer full size sofa bed

Guest favourite
Home in Argyle
4.88 out of 5 average rating, 299 reviews

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

Tucked away in the rolling hills of Southern Wisconsin sits a little log home ready for your arrival. Hand built by the caretaker and his family; the Braezel Branch Retreat is named after the stream that runs through the valley. Relax with the whole family in this two-bedroom, two-bathroom cabin with a comfortable open floor plan. Wander through the beautiful walking trails and enjoy the view of the valley from the large front porch. There is also local tubing, kayaking, golfing and wineries.

Top guest favourite
The living room features a gas fireplace set into a neutral wall, complemented by two armchairs and a green couch. Natural light streams through large windows, showcasing a reading nook with a bench. Shelves display decorative items and a smart TV is mounted above the fireplace.
Loft in Monroe
4.98 out of 5 average rating, 216 reviews

Loft 3 - On The Historic Monroe Square

Loft 3 is 40 steps (2 flights of stairs) above the Monroe Square. It's a climb, but the view is totally worth it! Newly remodeled in 2021, and reminiscent of the 1859 character of the building, this space is cute, cozy, and truly one of a kind. Literally a couple steps away from your entryway is Sunrise Donut Cafe, featuring customized donuts and a full menu of excellent coffee items. From there, explore the rest of the Square for food, drinks, and shopping in a quaint Main Street atmosphere.

Top guest favourite
A secluded hilltop house is surrounded by trees and greenery. A pathway leads to the two-story structure, which features a small balcony on the second floor. Natural light filters through the leaves, creating a serene outdoor atmosphere.
Cabin in Savanna
4.97 out of 5 average rating, 360 reviews

Cozy, Secluded Cabin -A Peaceful Getaway Location!

Located just a half mile from town, but secluded enough to be a private hilltop house retreat. The deck overlooks downtown with a backdrop of the Mississippi River! Enjoy the outdoors hiking at the Palisades State Park with miles of trails just a short drive away, kayak or fish one of the many rivers or lakes, stroll through downtown for antique and gift shopping, or visit a nearby winery. After a day of adventures, relax in the spa tub or enjoy a glass of wine on the private deck.

Top guest favourite
A modern living area features a green sectional sofa complemented by a white coffee table. Colorful artwork adorns the wall above the sofa. An arched doorway leads to a dining space with a table and chairs, enhancing the open feel of the room.
Flat in Downtown Dubuque
4.92 out of 5 average rating, 283 reviews

1127 / Downtown Dubuque, first floor, free parking

Enjoy the charm of Dubuque from this clean, comfy 1-bedroom apartment located in the heart of the Millwork District. Perfect for solo travelers or couples, this ground-floor unit puts you just steps from downtown restaurants, shops, and the seasonal farmers market (May–Oct). Guests love the walkability, easy check-in, and peaceful vibe. Includes a full kitchen, smart TV, home office desk, and a private bath with tub/shower. A great value in a historic downtown building!

Guest favourite
The historic stone exterior of the home is highlighted by warm exterior lighting. Large windows are visible, allowing natural light to illuminate the interior. A covered entrance leads to a welcoming front door, and a grassy area surrounds the house, offering outdoor space.
Home in Darlington
4.95 out of 5 average rating, 103 reviews

Hamilton Goebel House

This house is a historic home that was built in 1833 on land owned by Jamison Hamilton, the founder of Darlington. It is not known if he actually lived in the house,but could be assumed. During your stay you will find bits of history and pictures that have been gathered along the way.It has all the comforts of home. A beautiful four bedroom home that has been completely renovated to reflect the old and new times. This home was on the list to be torn down by the city.

Top guest favourite
Guest house in New Glarus
4.98 out of 5 average rating, 280 reviews

Fresh & Bright Apartment Getaway in New Glarus

We would like to welcome you to our bright newly built 2nd floor above garage apartment. Located in a family friendly neighborhood, just a 10 minute walk to downtown where you will find delicious dining, unique shops and historical sites everywhere you turn. Jarod and I with our kids live in the main house. We love giving our guest privacy but may run into you as we are enjoying the weather as often as we can with our kids running around enjoying their childhood.

Top guest favourite
The image showcases a charming, two-story building with blue patterned brickwork. A welcoming storefront features a striped awning and decorative planters. Natural light brightens the entrance, and a tree partially frames the scene, contributing to a lively, urban atmosphere.
Flat in Monroe
5 out of 5 average rating, 278 reviews

MJ's Penthouse ( A piece of paradise in Monroe)

A beautiful 2000 square foot second floor Penthouse that offers an excellent view of the historic court house and square. Our location gives you walking distance to all places on the square including the 2nd oldest brewery in the country, boutiques, hair and nail salons, home decor , antique shops, clothing and apparel, specialty treats, restaurants and bars. We have free parking out front on the square and also a private elevator for our guests special needs.

Guest favourite
The cabin is nestled among tall trees along the water's edge, reflecting beautifully in the calm lake. A paddleboat and canoe are visible tied to the dock, with lush greenery framing the scene.
Cabin in Brodhead
4.85 out of 5 average rating, 151 reviews

Cozy Cabin on Decatur Lake

Relax in this cozy cabin on the lake. Fish, hike or even swim (after a short canoe/kayak paddle); just like being Up-North without the drive! Use our canoe or kayaks or bring your own. Cook indoors or out. Near Sugar River Trailhead, Headgates Park and Three Waters Reserve. A few miles away from tubing on the Sugar River. An hour from Madison and 30 minutes from Beloit, Monroe or Janesville. Previously listed by Betty and under her same great management!

Top guest favourite
Home in Gratiot
4.99 out of 5 average rating, 257 reviews

The Old Farmhouse

The old farmhouse is located on a quiet, dead-end road. It sits on top of a picturesque hill surrounded by rolling farmland. The Pecatonica river surrounds the farm on three sides. The farmhouse is the perfect place for quiet time and relaxation. The Farmhouse was built in 1914. It still has the original woodwork, and beautiful hardwood floors. Sit on the porch or sit around the fire pit and enjoy the beautiful fall foliage.

Top guest favourite
The exterior of a revitalized 1950s car wash is showcased, featuring a curved awning and a large glass door. The building has a bright white facade with a red accent roof, and signage reading 'The Car Wash Inn' and '$1.25 WASH' is displayed.
Home in Shullsburg
4.99 out of 5 average rating, 204 reviews

The Car Wash Inn A Unique Stay

Enjoy a unique stay inside a beautifully revitalized single bay 1950s car wash. Only minutes away from historic downtown Shullsburg. This space has been thoughtfully designed to retain it's industrial charm with a nostalgic ambiance, while offering modern amenities for a comfortable stay. ~20 miles to Galena, IL ~25 miles to Mineral Point, WI ~25 miles to Dubuque, IA ~ATV Trail Access with large parking area

Top guest favourite
The rustic retreat features a charming exterior with a red wood-paneled facade and a green metal roof. A welcoming porch is adorned with outdoor seating and surrounded by vibrant greenery, including flowering bushes and hostas, creating a serene entrance.
Barn in Freeport
4.97 out of 5 average rating, 590 reviews

Cute Little Country Guest House

An old barn/machine shed transformed into a great little rustic retreat (which we affectionately call "Westhaven")! A great secluded place to get away from the day-to-day grind. Hiking trails on the premises. About 5 miles from civilization (town). Come unwind! FRIENDLY DOGS WELCOME (we speak fluent WOOF! :-) ) (Please NO cats!) This is not just a place to stay, but an experience to remember.

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