Guest house holiday rentals in Wisconsin River

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Top-rated guest house rentals in Wisconsin River

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Guest favourite

Guest house in Wisconsin Dells

4.84 out of 5 average rating, 249 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.

27 Jan – 3 Feb

$103 SGD per night

Guest favourite

Guest house in Sayner

4.97 out of 5 average rating, 153 reviews

Zen out at LandsEndattheEdge Loft!

QUIET private zenny retreat! Covered deck in treetops overlooks NHAL state forest wilderness. Ponder a skyline of pines & a plethora of stars! Howling wolves & birdwatching; a vist by Woody, our resident pileated woodpecker sure to stop by. BBQ on gas grill, sit by firetable, or suhwing! Rustic sauna WIFI elect FP kitch 2kayaks. 5min to LostCanoe Lake, WhiteSand Lake BoatLaunch&Beach, Lumberjack/Escanaba StateTrls, 15min to HeartofVilas paved 52+mi Trl. Semi-secluded yet 8mi to BJ restaurants!

22–29 Oct

$170 SGD per night

Guest favourite

Guest house in Hayward

5.0 out of 5 average rating, 105 reviews

Silent Sports Retreat in Seeley

The dog-friendly Hollywood Hills Chalet is a charming guest cabin that provides opportunities to ski, snowshoe, fat bike, MTB and hike out the door on our neighborhood trail network that is groomed in the winter. In warmer weather, the Namekagon River is less than a mile away and nearby Silverthorn Lake Park in Seeley offers great opportunities to paddle, or just chill on a family-friendly beach. Parking for 2-3 vehicles and a smaller standard trailer. (Nonsmokers only, please and thank you.)

16–23 Oct

$261 SGD per night

Guest favourite

Guest house in Ontario

4.96 out of 5 average rating, 282 reviews

Rustic Spring Cabin at Echo Valley Farm

Next to a spring and gardens. Simple glamping with electricity, wood burning stove and water. Grill and fire pit available. Parking for 1 car 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, getting "unhooked" and back to Nature. This cabin is located near another farm resident's cabin. Bakery's open on Sat.Sun, May - October or order in advance in off season. LGBTQ owned.

22–29 Mar

$103 SGD per night

Guest favourite

Guest house in Madison

4.92 out of 5 average rating, 246 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.

3–10 Oct

$196 SGD per night

Guest favourite

Guest house in Viroqua

4.87 out of 5 average rating, 225 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 do have a weekly discount.

25 Apr – 2 May

$137 SGD per night

Guest favourite

Guest house in Poynette

4.93 out of 5 average rating, 223 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.

19–26 Aug

$224 SGD per night

Guest favourite

Guest house in Sun Prairie

4.98 out of 5 average rating, 309 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!

3–10 Dec

$212 SGD per night

Guest favourite

Guest house in Hixton

4.96 out of 5 average rating, 102 reviews

Country Retreat. Beautiful sunsets and sunrises.

Fresh country air. Beautiful view. Cable TV. WiFi. Hot Tub.(chemical free) Spacious furnished kitchen. Sectional sofa with recliners. Recliner. Electric fireplace. Washer and dryer. 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. Upstairs apartment is occupied but has separate entrance. We are only 25 minutes from two lakes with beaches. We are one mile from snowmobile trails.

14–21 May

$197 SGD per night

Guest favourite

Guest house in Mount Horeb

4.97 out of 5 average rating, 548 reviews

Cool, Scenic Country Art Studio

Creative souls love my marvelous studio retreat, a delightful space that features tall ceilings and a large, one-room open design--giving it a loft feel with 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.

13–20 Aug

$161 SGD per night

Guest favourite

Guest house in Whitehall

4.96 out of 5 average rating, 120 reviews

The Granary Guesthouse @ Harvest Home Farm

Harvest Home Farm is located at the end of a dead end road nestled in a valley, just 4 miles northeast of Whitehall, Wisconsin, in beautiful Trempealeau County. The 160 acre farm has a long term focus on raising grass fed sheep and poultry. We also have a produce garden, a berry patch, and an apple orchard. The farm has 80 acres of mixed hardwoods and softwoods and an abundance of wildlife as well as a network of walking trails.

5–10 Jun

$166 SGD per night

Guest favourite

Guest house in Viroqua

4.98 out of 5 average rating, 125 reviews

stylish guesthouse minutes from viroqua

Experience for yourself everything the Driftless has to offer during your stay in this stylish, timber-framed, eco-friendly guesthouse on our 8-acre rural retreat. Completed in 2021, you'll love this bright, clean, private, and peaceful space. Fish nearby trout streams, go for a bike ride, explore great state and county parks, or shop and dine in Viroqua (7 miles away) and Westby (3 miles).

10–17 Oct

$208 SGD per night