
Guesthouse vacation rentals in Wisconsin
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Top-rated guesthouse rentals 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.

Sauna, Snowshoe, Silence at Lands End at Edge Loft
Cozy zenny retreat in Wisconsin's Northwoods. Deck overlooks NHAL wilderness. Rustic SAUNA steps away. Hide away at the Loft: birdwatch, listen to howling wolves, watch snow fall via floodlight. Gas grill, firetable.WIFI, elect FP, kitch, full fridge. Escanaba, Lumberjack St Trls ungroomed snowshoe 5 min. Glide ice skate ribbon: 10. Fern Ridge groomed snowshoe: 20. Winman Trls groomed Xcountry ski, snowshoe, fat tire: 30. Our 5mi snowshoe trl out your door! Semi-seclud yet 8mi to BJ restaurants!

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.

Secluded Northwoods Cabin
Beautiful custom built guest cabin on 170 acres and private lake! This 2 bedroom, 2 bathroom home has a custom cedar sauna, jetted jacuzzi bathtub, gas grill, and a cooks kitchen. Enjoy the beauty and peacefulness of this one of a kind property! Experience nature by exploring the property's walking trails, or use the canoe, paddle boat and row boat to enjoy the lake. There is a dock and swimming raft on the pristine, spring fed lake. Please inquiry about bringing a dog.

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.
Popular amenities for Wisconsin guesthouse rentals
Family-friendly guest house rentals

Loft in the Pines

Cozy Cabin | Pond View | Rock Ridge Orchard & Lake

Log Cabin (ONLY available WITH Trade River cabin)

Village Tree House, chill setting walkable to town

2 king beds/Near Downtown Milwaukee/Free parking

Cozy & Charming Guesthouse

Spacious Delightful 2 Bedroom Home

Emerald Acres Retreat
Guest house rentals with a patio

Wilderness Retreat*Private Deck*Gazebo*Fireplace

Beach Front Hideaway

Mississippi River - cozy 1 bedroom

Boathouse Bungalow

Turtle Cottage on the Bay

Sunset Suite

The Bunkhouse on 80 acres, trails

Downtown, Uniquely Designed, Near the Beach
Guest house rentals with a washer and dryer

Peaceful weekend or extended stay, full amenities

The Cottage (Daniel’s Other Place)

The Carriage House in Sanger House Gardens

The Bunkhouse, cozy Northwoods studio escape!

Cottage in historic Hudson, 5 blocks from DT

Fresh & Bright Apartment Getaway in New Glarus

Teacher’s Lounge

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




