Holiday rentals with a patio in Monona

Cozy Magnolia Style 2-Bedroom Home with Loft

Cozy 2BR 1900's bungalow with beautiful backyard. Step into the Magnolia style living and dining room with decorative crown molding and new floors. Large bedroom with plenty of storage and finished attic for the kids or additional guests. Mudroom with laundry and relaxing front porch add to this spacious home. Outside is the true GEM, with adorable patio area just waiting for fire pit gatherings. Located close to parks, canoe/kayak launch, eateries, and shopping. Quick drive to downtown Madison!

Cozy Lakefront Cottage With The Best View

Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

MCM Ranch by Lake & DT Madison

Immerse yourself in the best of mid-century living in this true-to-era retro ranch. Located across the street from picturesque Lake Monona, this is the perfect spot to come home to after exploring the Madison area. Enjoy coffee and board games in the expansive nature-themed living room; rest in any of the three comfy bedrooms; lounge on the front porch or backyard or whip up a meal in the 1950s kitchen. This is more than just an Airbnb; this is an experience you won't forget!

Süden Chalet - Trail-side, 1 Bdrm in New Glarus

Enjoy access to all that America's Little Switzerland has to offer! This one bdrm chalet apartment offers a bright spacious living area w/ kitchenette, bedroom and bath, and balcony. Set just off of the highway and next to the biking and snowmobile trails and within walking distance to downtown New Glarus shopping, bars, restaurants, festivals and more, this is the spot to be! Check out Bailey's Run Winery or the New Glarus Brewery and New Glarus Woods State Park, just up the trail!

Quiet country retreat

Peaceful solitude or exciting sightseeing? You’ll have the best of both worlds at this quiet country home located just outside Madison on 10 magnificent acres. After, enjoying your morning coffee, take a stroll on the grounds and enjoy the sweeping views of the pastoral landscape. Then head into Wisconsin’s state capital (23 minutes by car) for an exciting day of sightseeing. Or visit the quaint town of Cambridge (8 minutes by car) to explore its unique pottery and antique shops.

Comfortable Madison Area Retreat In The Trees

Tri-level duplex centrally located in Fitchburg. Nestled in a quiet residential neighborhood backing up to a small patch of woods for privacy. Feel away from it all with the sights and sounds of nature yet close to all the modern conveniences. Enjoy separated living spaces, a fully equipped kitchen (per WI health code, edable cooking supplies, are not allowed–we do provide untamperable salt and pepper), 3 bedrooms, 2 full bathrooms, fully stocked laundry room and attached garage!

Peaceful 2 BR/1 BA w/ patio, fireplace, pool table

• 1400 sq. ft. lower level suite • Private backyard with patio • Two TVs • Electric Fireplace • Pool table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • On-site parking in the driveway for one vehicle • Ample street parking • 16-min drive to the UW campus and downtown • 9-min drive to the airport • 6-min drive to shopping and restaurants • Extremely safe neighborhood • License No. LICHMD-2022-00079 • Zone Permit ZTRHP1-2022-00005

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

Studio on the Prairie Fen

Kick back and relax at the Studio! The Studio is a 400 sq ft unique suite in the lower level of our home. A private locked entrance opens up to a sunny space with great views of a wetland beyond the backyard. Private patio to enjoy morning coffee and the sunrise. A great place to unwind and enjoy nature's beauty! We have binoculars if you love bird watching, and bikes to ride or hike the Glacial Drumlin Trail just 0.1 mile from the front door. Lic LICHMD-2021-00621.

Madison's Premier EcoLodge

Welcome to Premier Ecolodge on Monroe Street! Award winning 3800 sq. ft. home, with 3 guest rooms with queen beds and whirlpool baths, and 2 large bedrooms with for 4 beds, for a total of 12 guests. Relax in the sauna and enjoy a full kitchen to share your favorite meals. The house is near great restaurants, biking, running trails, and the Arboretum. Lake Wingra trail is across the street. UW and State Street are a mile away. Previous superhosts under new management.

Centrally located 4 Bedroom beautiful home

Renovated 4 bedroom/2 bath home with spacious open floorplan. Home is close to downtown Madison and centrally located. Lake Monona access, & on Madison's #1 bike trail, Lake Monona Loop within walking distance. Large backyard with gas grill, 3 season porch, off-street parking, laundry facilities, high speed internet & TV. The newly renovated kitchen is great for preparing meals. This is the ideal location to explore all that this amazing region has to offer.