Holiday houses in Ridgeway

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Top-rated holiday rentals in Ridgeway

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

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Top Guest favourite
A well-maintained home exterior is surrounded by a lush garden, featuring a variety of plants and shrubs. The entrance is framed by a decorative archway, and a large tree provides shade. An inviting walkway leads up to the front door, enhancing the overall charm of the property.
Guest suite in Spring Green
4.92 out of 5 average rating, 186 reviews

Spring Green River Pines

Spend a few days in the beautiful countryside. A private entrance to the lower level of home (completely separate from our home) that includes a central room, 2 bedrooms with kitchenette, & 1 lg bath. WiFi >500 Mbps speed. Smart 60" TV, Bluetooth Airplay/stream compatible. Parking on sight. Great location 5 min from beautiful downtown Spring Green. Close to APT, Taliesin/Frank Lloyd Wrights Home/School, House on the Rock, WI River, Gov. Dodge State Park and 1/2 hr to Devils Lake State Park.

Top Guest favourite
The bedroom features a queen size bed adorned with a patterned blanket and several decorative pillows. A bedside lamp sits on a nightstand, providing soft lighting. A dresser is visible, complementing the warm tones of the room.
Apartment in Dodgeville
4.98 out of 5 average rating, 134 reviews

Private, and everything you need to feel at home.

Welcome, with this unique key-less entry, you have privacy. Walk into the fully loaded kitchen and living room. The living room has a desk to work at or watch TV. The bathroom has a walk in shower; use the fan or heat lamp. The Bedroom has a queen size bed, a dresser, night stand with lamp. Along with a spacious closet, it includes a washer and dryer. Feel free to do your laundry and hang your items up. Working, relaxing, and living. Our space have all the essentials you need for your stay.

Top Guest favourite
A renovated farmhouse is set on a spacious green lawn, featuring a large wrap-around porch with wooden pillars. Surrounding trees provide a serene backdrop. The structure includes a sloped roof and multiple stairs leading to the porch, inviting relaxation in a countryside setting.
Home in Blanchardville
4.95 out of 5 average rating, 207 reviews

Sawmill Creek Farm-Close to New Glarus, 5 bedrooms

A COUNTRY GEM ! Sawmill Creek Farm is our beautifully renovated 5 bedroom farmhouse that is nestled in the countryside of Blanchardville in Green County, Wisconsin. It's the perfect stay for your family and friends to make special memories and start traditions. Our farmhouse property is in a unique and lovely location for family gatherings, small wedding, reunions, retreat or celebration and just a great place to get away to rest and recharge. With many return guests to enjoy the tradition!

Top Guest favourite
A cozy cabin is perched on large boulders, surrounded by lush greenery. It features a spacious deck with railing and multiple seating areas, offering a serene view of the wooded area. The stone chimney adds character to the rustic design of the cabin.
Cabin in Avoca
5 out of 5 average rating, 238 reviews

Cool quiet country cabin on boulders and 120 acres

Funky, tidy 23 year old country cabin on 120 acres of farmland & woods in a private, quiet rural setting. It's cozy, 950 sq ft, built with stone and wood. Open concept with a two story fireplace, porch fireplace, firepit, and open loft for sleeping (1 bed), with spiral stairs, lots of windows, walnut floors and trim, oak beams and pine kitchen tops. Shower is big and open, with doors opening to a back deck for outdoor showering. Beautiful covered porch overlooking rolling meadows and woods.

Top Guest favourite
An inviting firepit area features two black Adirondack chairs positioned around a circular stone firepit. The A-frame cabin is seen in the background, softly illuminated by decorative lights, surrounded by trees at dusk.
Cabin in Elizabeth
4.98 out of 5 average rating, 131 reviews

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

Top Guest favourite
An open-concept living space is captured, featuring a modern kitchen, a dining table, and a stone fireplace. The cozy seating area invites togetherness. An inviting hot tub sits on a covered deck, surrounded by trees. A sauna made of warm wood offers an additional relaxation option.
Cabin in Baraboo
4.98 out of 5 average rating, 112 reviews

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.

Top Guest favourite
A friendly sheep stands in a green pasture, its fluffy wool coat visibly soft and light-colored. The sheep's gentle expression is captured as it gazes directly at the viewer, with trees and a cloudy sky in the background.
Farm stay in Argyle
4.98 out of 5 average rating, 334 reviews

Rustic Barn Loft at Oak Springs Farm

Unplug in our gorgeous barn loft above our working barn. Sleep to the sound of crickets and frogs in the pond, then wake up and pet the sheep, goats, rabbits, cats, ducks & chickens. Open floor plan, cathedral ceiling, farm decor, fire pole, sliding barn doors. Full kitchen, jetted tub, rain shower, laundry. Stone patio, fire pit. 2 bedrooms, sleeper sofa, air mattresses. Juice, coffee, and fresh eggs provided when the hens are laying. NO A/C. ABSOLUTELY NO PETS Facebook oakspringsfarmwi

Top Guest favourite
Home in Dodgeville
4.9 out of 5 average rating, 139 reviews

The Young Cottage

You will have this entire cozy, Pet Free 2 bedroom home for up to 4 guests with 2 queen beds. A fully equipped kitchen & outside grill allows you to fix your own meals. Use the home and comfortable Deck as a base to simply relax in the quiet neighborhood or take a short walk to downtown or short drive to enjoy the beauty of Gov Dodge State Park, House on the Rock & Driftless Area. There is a desk with high speed WiFi for you working needs. Winter and long term discounts now available.

Guest favourite
Cabin in Merrimac
4.92 out of 5 average rating, 273 reviews

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!

Top Guest favourite
An outdoor deck features a cedar hot tub and seating area, surrounded by natural landscapes. In the background, a fire pit is set up with chairs, while a picturesque sunset casts a warm glow over the serene surroundings.
Cabin in Viola
4.99 out of 5 average rating, 173 reviews

Secluded cabin,cedar sauna & hot tub,outdoorshower

360 views in the middle of 75 organic acres, no neighbors in site. Outdoor Cedar hot tub & infrared sauna, heated outdoor shower, two king loft bedrooms, full kitchen, back deck with custom hibachi grill to watch sunrise and front covered deck to watch sunset. Indoor/ outdoor fire places. Wildflower fields.We try to give our couples priority booking when they rent our wedding venue 2 miles down the hill (Chapters on the Horizon) that is why we do not instant book.

Top Guest favourite
An open living area features a comfortable gray sectional sofa and a coffee table. A dining table for four is visible, accompanied by white chairs. Natural light fills the space through a window, while green plants and modern decor add a touch of freshness.
Guesthouse in New Glarus
4.98 out of 5 average rating, 304 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
An outdoor fire pit area is surrounded by gravel, with four chairs positioned around the center. A cozy farmhouse is visible in the background, framed by lush green trees. Tiki torches are placed nearby, enhancing the inviting outdoor setting.
Farm stay in Hill Point
4.98 out of 5 average rating, 124 reviews

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!

Popular amenities for Ridgeway holiday rentals