Holiday rentals in Deerfield

The Treehouse

Welcome to the Treehouse. This is our home away from home—and hopefully yours too. We love coming to the treehouse just off clear Rock Lake. The Treehouse is a getaway, although there are neighbors, you feel as if you are nestled in a grove of trees. The house itself provides places where guests can linger, relax, sip a glass of wine or a cup of java or simply just be. One of my favorite features is the glass windows that wrap up around the ceiling so that it feels like the outside is coming in.

#301 Private Apartment in Historic McFarland House

*** Our 2nd Floor is being remodeled throughout 2025 adding 4 more units to the old McFarland House This newly remodeled unit is located in the attic of the Historic McFarland House, built in 1857 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.

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

The Overlook on Lake Koshkonong - Custom Log Cabin

Custom Log cabin on Lake Koshkonong. Great yard for campfires & lawn games; over-sized deck to enjoy sunsets and breathtaking lake views. Lake access at public boat launch just down the road for swimming, fishing, or kayaking. Full bath with large suite featuring a king size bed & two single beds can accommodate up to 5 guests. Full bath with stand up shower in lower level and washer/dryer on site also. Kayak rentals available at the cabin. Lawn games, poker table, board games & more available!

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.

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

YurtCation

YurtCation is a relaxing getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt is off the grid and has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. Pet Policy: Max two - Must be in your sight and supervised at all times or $500 fine and check out immediately.

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!

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

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.

The Orchard House

In a complex world that makes so many demands your time and attention, the Orchard House is a simple, Nordic-inspired refuge where you can be restored, reconnected, and refreshed. The Orchard House is a private retreat set on 30 acres in the Wisconsin countryside, just 20 minutes from Madison. A wood -fired hot tub set in a secluded forest clearing is available year round for outdoor soaking unless overnight low drops below 10 degrees.

Nothing Else Like It!

There is absolutely nothing else like it available, and you’ll agree as soon as you step foot inside! This beautifully designed home makes your stay comfortable with it's high end furnishings, bedding, towels, mattresses and dishes. Kick back and relax in this calm, stylish space. Fully fenced backyard great for dogs, entertaining and room for kids to play. Private work space available too! All bedrooms have room darkening shades!