
Guesthouse holiday rentals in Wisconsin
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Top-rated Guesthouses in Wisconsin
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Beach House
This guesthouse is detached from the main house, comes with garage parking and has all the amenities you need including a wood-burning fire place! Towels, bath tissue, soaps & travel items. AC Window Unit. Kitchen includes pots/pans, dishes, mugs/glasses, coffee pot, toaster & microwave. Paper goods. New appliances/new water heater in 2020. Stairs to the apartment are on the northeast corner of the garage. The beach is steps away with a fire pit, boat house lounge, kayaks, beach toys & bicycles.

Rustic Spring Cabin at Echo Valley Farm
Next to a spring and gardens. Glamping with electricity, wood burning stove and supplied water. Charcoal grill and fire pit available. Parking 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 and immersing in Nature. This cabin is located near another farm resident's cabin. Bakery's open on Saturdays May - October or order in advance in off season. LGBTQ owned. BIPOC welcomed.

Sky Fire | Lake Superior Waterfront Retreat
Relax with expansive views of Lake Superior as you bask in the glow of the wood burning fireplace's radiance. Waves echoing off the brownstone cliff upon which this special home is perched, absorb the splendor of bald and eagles soaring only feet away. Minutes from your nest is Meyer's Beach, the common entry point to begin your kayak or hiking excursion to the sea and ice caves of this, the greatest of all lakes. Bike, hiking, motorsports and XC ski trails abound. Rest or play. It's all here.

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.

Cool, Roomy, 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.

Norrsken Scandinavian Cottage
The guest cottage is painted to resemble a Scandinavian retreat. Complete with separate bedroom, extra fold-out sofa queen bed, kitchenette, wood burning stove, WiFi (the best we can find but not great!!!) and large television (DirecTV), it is a great getaway for a couple or a family. Owners live on property if you need anything. If you are a bit adventurous, we can put up a tent right next to Lake Superior. The entire property is smoke free. For a quiet stay, no snowmobiles or ATVs.

Lumber Yard Cottage, a cozy retreat
The Lumber Yard Cottage is a cozy hidden retreat tucked away from the road. Within walking distance of all Mineral Point has to offer. Great restaurants on all sides of this property and wonderful shops are just up the road. The Cheese Trail and railroad museum are across the street. Enjoy the back porch with the wraparound stone wall or the lovely front porch and watch the world slowly drift by. There is a queen size bed, jacuzzi tub, gas fireplace, ac unit, full kitchenette, and wi-fi.

Vintage Mod Cottage with fireplace & soaking tub!
Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

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!

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.

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.

The base camp for your Northwoods adventure!
Enjoy the Northwoods from this centrally located vantage point. On the Pioneer Creek, you are just moments away from hunting, fishing, kayaking, cross-country skiing, snowmobiling, snowshoeing, canoeing, ATV/UTV trails, bike trails, or just plain relaxing. This carriage-house apartment can sleep up to five in a bedroom, full size hide-a-bed in living room, and loft area. Canoe is available for use.
Popular amenities for Wisconsin guesthouses
Family-Friendly guesthouses

Wilderness Retreat*Private Deck*Gazebo*Fireplace

The Esker Ridge Chalet, Pristine Elkhart Solitude

Park Lake Cottages in Pardeeville Wi

Lake Wazeecha Loft

Boathouse Bungalow

Waterfront

Moonrise Kingdom surf shack. One block to beach.

Rural Driftless Region Stay with Pastoral View
Guesthouses with a patio

Harbor Hill Inn Cottage - Piano Suite

The Lookout Suite

Cozy & Charming Guesthouse

Cozy 1 bedroom guesthouse with fireplace

Beach Front Hideaway

Mississippi River - cozy 1 bedroom

Turtle Cottage on the Bay

Sunset Suite
Guest house rentals with a washing machine and dryer

Peaceful weekend or extended stay, full amenities

The Carriage House in Sanger House Gardens

The Bunkhouse, cozy Northwoods studio escape

Emerald Acres Retreat

Cottage in historic Hudson, 5 blocks from DT

Fresh & Bright Apartment Getaway in New Glarus

Boutique Eco Hideaway - Willy Street

The Nest at Drumming Woods
Destinations to explore
- Boat rentals Wisconsin
- Townhouse rentals Wisconsin
- Rentals with a home theatre Wisconsin
- Yurt rentals Wisconsin
- Rentals with pools Wisconsin
- Condo rentals Wisconsin
- Private suite rentals Wisconsin
- Tiny house rentals Wisconsin
- Rentals with an accessible height toilet Wisconsin
- Rentals with an EV charger Wisconsin
- Pet-friendly rentals Wisconsin
- Beachfront rentals Wisconsin
- Resort rentals Wisconsin
- Nature eco lodge rentals Wisconsin
- Dome rentals Wisconsin
- Fitness-friendly rentals Wisconsin
- Bed and breakfasts Wisconsin
- Tent rentals Wisconsin
- Holiday home rentals Wisconsin
- Hotel rooms Wisconsin
- Rentals with an accessible height bed Wisconsin
- Boutique hotels Wisconsin
- RV rentals Wisconsin
- Apartment rentals Wisconsin
- Rentals with breakfast Wisconsin
- Campsite rentals Wisconsin
- Family-friendly rentals Wisconsin
- Serviced apartment rentals Wisconsin
- Rentals with outdoor seating Wisconsin
- Rentals with beach access Wisconsin
- Rentals with a fire pit Wisconsin
- Smoking-friendly rentals Wisconsin
- Cabin rentals Wisconsin
- House rentals Wisconsin
- Loft rentals Wisconsin
- Waterfront rentals Wisconsin
- Rentals with a fireplace Wisconsin
- Rentals with a hot tub Wisconsin
- Rentals with lake access Wisconsin
- Rentals with a sauna Wisconsin
- Rentals with a washing machine and dryer Wisconsin
- Lakehouse rentals Wisconsin
- Beach house rentals Wisconsin
- Rentals with a kayak Wisconsin
- Villa rentals Wisconsin
- Farmstay rentals Wisconsin
- Rentals with a patio Wisconsin
- Cottage rentals Wisconsin
- Ski-in/ski-out rentals Wisconsin
- Chalet rentals Wisconsin
- Barn rentals Wisconsin
- Guesthouse rentals United States




