
Guest house holiday rentals in Wisconsin
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Top-rated guest house 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.

Hike & Sauna at the Loft-Lands End at the Edge
November: Tamarack Time & QUIET time! PRIVATE zenny retreat, rustic SAUNA & upper screened-in deck above NHAL wilderness-A cozy escape! Even rainy days, you'll find peace on the covered deck, listening to raindrops on a tin roof. Howling wolves, a floodlight to gaze out into the forest. Gas grill, firetable, rustic SAUNA. WIFI, elect FP, kitch, full fridge. LostCanoe Lk, WhiteSand Lk, Escanaba & Lumberjack St Trls in 5min. Paved HeartofVilas Trl 10min. Semi-secluded 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!

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.

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.

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

Log Cabin (ONLY available WITH Trade River cabin)

Cozy & Charming Guesthouse

Quaint 2 bedroom cottage with access to ATV trails

Rustic Beach House

Lake Wazeecha Loft

The Guest House

Cozy Guest House Getaway

Start of the Northwoods Cottage
Guest house rentals with a patio

Wilderness Retreat*Private Deck*Gazebo*Fireplace

Cozy Cabin | Pond View | Rock Ridge Orchard & Lake

Cozy 1 bedroom guesthouse with fireplace

Emerald Acres Retreat

Mississippi River - cozy 1 bedroom

Boathouse Bungalow

Sunset Suite

The Bunkhouse on 80 acres, trails
Guest house rentals with a washing machine and dryer

Peaceful weekend or extended stay, full amenities

Village Tree House, chill setting walkable to town

The Bunkhouse, cozy Northwoods studio escape!

Cottage in historic Hudson, 5 blocks from DT

Boutique Eco Hideaway - Willy Street

Teacher’s Lounge

Earl Eddy

The Nest at Drumming Woods
Destinations to explore
- Smoking-friendly rentals Wisconsin
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