Holiday rentals in Deerfield

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Top-rated holiday rentals in Deerfield

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Guest favourite

Home in Marshall

4.95 out of 5 average rating, 93 reviews

1898 Farmhouse on 75 acres - MJ's Farm

Nestled down a winding country road, relax and unwind on a traditional Wisconsin farm surrounded by a 2,296 acre Wildlife Area. Our farmhouse is licensed by Dane County & a short 20 minute drive to Madison! You will want a car so you can explore, the UW Campus, Allient Energy Center, WI State Capitol, Madison Farmers Market and much more. Relax, unwind, grill, play horse shoes or sit by the fire pit. Enjoy your privacy but know there is a farm manager close by and I am happy to help

Guest favourite

Guest suite in Sun Prairie

4.88 out of 5 average rating, 341 reviews

Entire Lower Level, Countryside Garden Suite

Welcome to our home! We have upgraded our Garden (lower) Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

Top guest favourite

Guest suite in Deerfield

4.98 out of 5 average rating, 51 reviews

Glacial Drumlin Guest Suite

Welcome friends to our quiet corner of the marsh! Guest suite includes a private perennial garden entrance and patio along with a cozy kitchen, living room, bedroom and full bath. Enjoy walking through the prairie, visiting the creek, and hiking/biking the state trail while still being close to Madison, WI. Conveniently located across the street from the Glacial Drumlin State Trail 18 miles to Alliant Energy Center 17 miles to WI State Capitol Easy access to Highway 12/18 and Interstate 94

Guest favourite

Cabin in Fort Atkinson

4.89 out of 5 average rating, 120 reviews

Cozy Lake Cottage With The Best View & Pontoon!

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!

Top guest favourite

Guest suite in Middleton

4.98 out of 5 average rating, 194 reviews

Quiet sunlit studio near vibrant downtown

This architect-designed studio is bathed in natural light, with skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with a walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house and is up a flight of stairs through a separate outdoor entrance. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

Guest favourite

Home in Lake Mills

4.93 out of 5 average rating, 127 reviews

Rock Lake Retreat - Lake Mills Wisconsin

Welcome to the Rock Lake Guest House. Situated right on Rock Lake and only minutes away from charming "legendary" Lake Mills, this bright and light filled home gives you a stunning private wooded retreat with tree top views from every room. A cozy living room with charming built-ins and two patio doors to an expansive wrap around deck provides a scenic overlook to the lake. The house is a retreat for all seasons. Relax and unwind to this quiet, serene setting in an updated lake home.

Top guest favourite

Guest house in Sun Prairie

4.98 out of 5 average rating, 353 reviews

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!

Top guest favourite

Farm stay in Cambridge

5 out of 5 average rating, 74 reviews

Camb-Cation w/ Icelandic Horses, 25 mins 2 Madison

Get ready for a quiet and peaceful stay. Take your pick: - 2 bedrooms & 1 bath - 3 bedrooms & 2 baths (extra $125 per night, contact host for payment) This home is attached to a barn with 5 Icelandic horses! It’s a photographer’s dream come true. We recently hosted a National Geographic photographer! So much wildlife and photo opps. Kayak avail for bird watching. - No horse riding allowed - Owners will supervise all horse visits - Owners live upstairs - No smoking /parties

Guest favourite

Home in Edgerton

4.94 out of 5 average rating, 307 reviews

Vast Lake Koshkonong Views from Pier, Deck, & Home

Our 2 Bedroom, 1 Bathroom House is located directly on the shores of Lake Koshkongong. The back deck overlooks thousands of acres of lake with endless lake views. Just steps off the deck, one can enjoy the grassy landscape leading to the lakeside fire-pit. Then continue out onto the end of the 140 foot top notch pier. The pier (seasonally of course) includes a bench on the end and stairs into the water so that you can take a refreshing swim on our sandy bottom shoreline.

Top guest favourite

Guest suite in Deerfield

4.95 out of 5 average rating, 132 reviews

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.

Superhost

Home in Deerfield

4.93 out of 5 average rating, 27 reviews

New Condos (221) - 20 min to Alliant Energy Center

Superior place. Ultra clean. Stay truly first class in this newly constructed high end large Duplex just 25 minutes east of downtown Madison near the nicest bike/hike trail (Glacial Drumlin) in Wisconsin where you can bike to beaches and a brewery! Pricing is per side - 2 available. No One Under 24 can book - ID Proof. Be honest with headcount - cameras on property. Walk-through Video on YouTube - 221 Morningside Dr Deerfield Wisconsin 7/25/24

Guest favourite

Flat in McFarland

4.96 out of 5 average rating, 127 reviews

#302 Private Apartment in Historic McFarland House

This newly remodeled unit is located in the attic of the Historic McFarland House, built in 1856 in the community that bears its name. Nestled in our small suburban downtown, this unit is perfect for travelers visiting the Madison area or nomads making a pit stop in the mid-west. Only 8mi to campus or a quick commute to the capitol, McFarland is an easy exit off multiple highways and interstates.