Guesthouse vacation rentals in Wisconsin River

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Top-rated guesthouse rentals in Wisconsin River

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

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Top guest favorite

Guesthouse in Sayner

4.97 out of 5 average rating, 195 reviews

Pines&Peace, Sauna&Silence-Lands End at Edge Loft

PRIVATE zenny retreat, upper screened-in deck above NHAL wilderness. Escape to a cozy sanctuary of birdwatching & early spring saunas! Ponder a pine skyline & starry nights! Howling wolves, a floodlight to gaze out at the trees in the eve. Gas grill, firetable, rustic SAUNA. WIFI, elect FP, kitch, full fridge. LostCanoe Lake, WhiteSand Lake, Escanaba & Lumberjack St Trls in 5min. HeartofVilas paved Trl, Fallison Lake St Trl. Disconnect: Library & 100 DVDs. Semi-seclud yet 8mi to BJ restaurants!

Guest favorite

A serene outdoor space is presented, featuring a winding stone pathway leading towards a wooden deck by the water. Lush greenery surrounds the area, with flowering plants in decorative pots. A birdhouse and sunshade umbrella add charm to the tranquil setting beside the river.

Guesthouse in Wisconsin Dells

4.85 out of 5 average rating, 309 reviews

Waterfront Cottage with beautiful views

This waterfront cottage has beautiful views of the Wisconsin River. My husband and I have lived here for more than 20 years. We love this area - there is nothing like a cool, crisp Midwest morning overlooking the Wisconsin River. Or enjoying a great glass of wine (or Wisconsin beer) while watching a spectacular summer sunset from the deck. Expect peace and tranquility as we are far enough from Downtown Dells to avoid the crowds and noise. We look forward to hosting you and your loved ones.

Top guest favorite

Guesthouse in Mount Horeb

4.96 out of 5 average rating, 596 reviews

Cool, Scenic Country Art Studio

Creative souls love my marvelous studio retreat, a delightful one-room loft-style space featuring tall ceilings, an entire wall of sliding glass doors, kitchenette, piano, and an expansive view of a picturesque barn, pasture, and wooded hills. This amazing, heated, spacious country getaway has no plumbing— it's just a few steps across the yard to the main house guest bathroom. Come create, relax, and renew here! Well-behaved dogs, included in your reservation, must be leashed when outside.

Top guest favorite

A well-maintained garden area is illuminated by soft string lights, creating a calming ambiance. Lush green grass contrasts with a stone pathway leading to a cozy outdoor seating area. Flower beds with various plantings line the exterior walls, adding natural beauty to the space.

Guesthouse in Spring Green

4.95 out of 5 average rating, 111 reviews

Teacher’s Lounge

One bedroom suite within walking distance of downtown, beautiful Spring Green, WI. Enjoy small town living at it's best. Free Wi-fi and Chromecast TV. A/C, kitchen, & full bath. Easy parking, & access to parks, village pool, & many shops, restaurants & bars. A few miles from APT, Taliesin, House on The Rock & Gov Dodge. Pets <50 lbs welcome, they are not allowed on ANY furniture, if evidence is found of such, you’ll be charged for replacement of damaged property. $25/animal fee per visit.

Superhost

An open kitchen area features wooden cabinetry and a spacious countertop. A stainless steel refrigerator is visible next to the sink, with warm wooden beams accentuating the ceiling. A cozy seating area is partially seen, enhancing the inviting atmosphere of the space.

Guesthouse in Viroqua

4.87 out of 5 average rating, 240 reviews

The Country Loft

Enjoy the country life with great views and a peaceful setting. Fully furnished, full kitchen and bath. Great area for fishing, hunting, biking, horse back riding, hiking, snowmobiling, shoe shoeing, shopping, site seeing, and relaxing! Not far from Westby, LaFarge, Viola, Richland Center, & LaCrosse. A close drive to Kickapoo Valley Reserve, Wild Cat Mountain, and Duck Egg. * This is upstairs only. The bottom of the rental is storage. Note: I offer weekly/monthly discounts

Guest favorite

The cottage's exterior is framed by lush greenery, showcasing vibrant blue trim and expansive windows. A covered porch extends from the front of the house, leading to a well-maintained yard with colorful flower beds, enhancing the serene setting.

Guesthouse in Madison

4.93 out of 5 average rating, 258 reviews

Historic guesthouse near downtown, hospital and UW

Featured on the National Register of Historic Places, this unique 1916 “granny cottage" stands behind our home in the gorgeous Village of Shorewood Hills. Centrally located, we are just a few walkable blocks from UW Hospital and Picnic Point, and walking/biking distance from UW, the Capitol, Hilldale Shopping Mall, Whole Foods and plenty of restaurants. Because we are in a quiet neighborhood, we have a 3 guest maximum. This is a place to retreat and relax and enjoy the best of Madison.

Superhost

A serene lakeside view is captured, featuring calm waters reflecting the sky and surrounding greenery. A sandy beach is visible in the foreground, complemented by a large tree providing shade. Soft clouds drift across the blue sky, enhancing the tranquil atmosphere.

Guesthouse in Poynette

4.91 out of 5 average rating, 241 reviews

Simple Cabin*Lake View rustic cabin in rural WI

The Simple Cabin on Lake Wisconsin is a simple and clean space. It would be ideal for an individual or couple who are enjoying the beautiful outdoors by day, and would like a bed by night. It is 350 sq ft for the entire cabin consisting of bedroom, small full bathroom, and living area. You will enjoy 180 degrees of across-the-water views. It's a great hub for hiking with the following all within 15 - 35 minutes: Devil's Lake, Parfrey's Glen, Gibralter Rock (ice age tr) & Mirror Lake.

Top guest favorite

A dining area features a round wooden table surrounded by two white chairs. Natural light filters through sheer curtains, highlighting a simple white vase filled with flowers. A classic fireplace with a brick facade and a decorative mirror with a wreath above it complements the space.

Guesthouse in Sun Prairie

4.98 out of 5 average rating, 347 reviews

Charming Milkhouse Cottage, minutes from Madison!

Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

Guest favorite

A spacious two-story building is shown with a metal roof and a welcoming front porch. Colorful hanging flower planters add vibrancy, and outdoor seating is arranged near the entrance. The surrounding grassy area offers a relaxed, natural setting.

Guesthouse in Hixton

4.96 out of 5 average rating, 119 reviews

Country Retreat. Beautiful sunsets and sunrises.

Fresh country air. Beautiful view. Cable TV. Wi-Fi. Hot Tub (chemical free). Spacious furnished kitchen. Sectional sofa with recliners. Recliner. Electric fireplace. Outdoor firepit (bring your own wood). Washer and dryer. 12 inch step into tub/shower. This beautiful getaway is attached to the family business shop. We do load trailers occasionally and will be working in shop at times. Minimal noise. 30 Minutes from Eau Claire. We are only 25 minutes from two lakes with beaches.

Top guest favorite

A hot tub is situated in the shared courtyard, with steam gently rising from the surface of the water. The control panel features simplified options for jets and lighting. Surrounding the area, decorative plants are visible along with the walls of the guesthouse.

Guesthouse in Canton

4.96 out of 5 average rating, 112 reviews

Adorable suite with amazing courtyard and hot tub!

Enjoy our private Guesthouse with full amenities and our shared courtyard for your weekend couples getaways. Full bath, free internet, kitchenette with dorm fridge. *NEW* we have installed a hot tub in the courtyard. We also have a fire pit out back for use if you’d like. We do have 2 Great Danes. We have special instructions for pets and we require you to read the pet policy in this listing before booking. Your suite is completely private but our courtyard is a shared space.

Top guest favorite

The exterior of a modern guest house is depicted, nestled among tall trees and lush greenery. A spacious deck extends from the upper level, offering outdoor seating. Natural stone accents are visible along the lower portion, and a gravel path leads through the surrounding landscape.

Guesthouse in Earl

4.99 out of 5 average rating, 161 reviews

Earl Eddy

The Earl Eddy is a guest house nestled along the banks of the Namekagon River in the north woods of Wisconsin that is perfect for any outdoor enthusiast! A modern, open concept private dwelling with onsite ski/hike/snowshoe trails and in close proximity to canoeing/kayaking, fishing, hunting, ATV/snowmobile trails and the Birkie /CAMBA trails. Experience the small town charm of the Hayward - Spooner area and let yourself get stuck in the enjoyment of the "Eddy"!

Top guest favorite

A scenic view of the private lake is presented, featuring a wooden dock extending into the water. Lush greenery surrounds the shore, complemented by a small boat and paddleboard visible near the dock. Clear blue skies and calm water reflect the tranquil setting.

Guesthouse in Clintonville

4.96 out of 5 average rating, 118 reviews

Shady Retreat

Do you want to get away and relax at the lake? Visit Shady Retreat, an updated guest house on an 86 acre lake. It has one king bed, 1 bath with a sofa sleeper. The kitchen includes a fridge, stove, microwave and a dishwasher! There are three kayaks, a paddleboard, a pedal boat and a pier for your use. It is close to supper clubs, pubs with great food and 45 minutes from Lambeau Field. Enjoy star gazing while sitting around the fire roasting marshmallows.