
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.

Lands End at Edge Loft-Trees, Trails, Tranquility
Zenny, cozy, QUIET retreat in WI Northwoods next to NHAL forest wilderness.Private screened-in deck in trees: birdwatch, swing, just BE. Rustic sauna in steps.Gas grill, firetable.WIFI, adjustable bed, elect FP, full fridge, kitch. 2 kayaks. 15min to 52mi Heart of Vilas paved bike trl! Mtn bike Lumberjack St Trl & logging roads, kayak Lost Canoe & fish 10 lakes--all just 5 min away! Semi-secluded yet 8mi to Boulder Junction for bike rental on the trail, coffee, ice cream, restaurants, music!

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.

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!

Charming log cabin in the woods
This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

Cottage on Lake Winnebago
Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

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.

Mississippi River - cozy 1 bedroom
Cozy 1-br cottage with 1-queen bed. Living room has a queen sofa sleeper & loveseat, flat screen smart TV, Wifi, electric fireplace. Heat & A/C. Kitchen overlooks the Mississippi and has a stove/oven, microwave, refrigerator, coffee maker, toaster, glassware & dishes. Charcoal grill (bring own charcoal). Bath/shower. Guest must be able to climb 6 steps to door landing area. Well behaved smaller dog allowed with fee. La Crosse Co. License ID# MWAS-D6CSN9

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.

Carriage House Sheboygan, Lake Mich beach access!
The Carriage House is the perfect getaway. Located in a beautiful historic neighborhood with Lake Michigan public beach access across the street, 100 yards away. Ideal for a family of four or an individual in town for business. Amenities have been thoughtfully placed to create the most comfortable and convenient stay for guests. We pride ourselves on ensuring you enjoy your stay with us and guarantee you'll love the neighborhood!
Popular amenities for guest house rentals in Wisconsin
Family-friendly guest house rentals

BoatHouse ~Rock Lake~HotTub~ Pet-Friendly

Log Cabin (ONLY available WITH Trade River cabin)

Northwoods Antler Lodge

Spacious Delightful 2 Bedroom Home

The Loon Cabin at Pelican Lake

Start of the Northwoods Cottage

Endless Possibilities

Victorian Manor Tourist Rooming House #2
Guest house rentals with a patio

Harbor Hill Inn Cottage - Piano Suite

Stoen's Bunkhouse

Cozy & Charming Guesthouse

Beach Front Hideaway

Boathouse Bungalow

Turtle Cottage on the Bay

Sunset Suite

Beautiful Blue Suite
Guest house rentals with a washing machine and dryer

Wilderness Retreat*Private Deck*Gazebo*Fireplace

Peaceful weekend or extended stay, full amenities

The Bunkhouse, cozy Northwoods studio escape

Emerald Acres Retreat

Cottage in historic Hudson, 5 blocks from DT

Boutique Eco Hideaway - Willy Street

The Nest at Drumming Woods

North Woods Pristine Lake Paradise!
Destinations to explore
- Townhouse rentals Wisconsin
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