
Holiday houses in Jefferson County
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Top-rated holiday rentals in Jefferson County
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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.

Quiet Country Oasis
This property is located in the country, between Fort Atkinson & Cambridge. The apartment, in the lower level of our home, offers 1,300 sq. ft., 2 bedrooms, 1 full bath, kitchen, WiFi, W&D, Netflix, private patio, a separate entrance, and free parking. Enjoy lounging on the large sectional, or relaxing on the patio, surrounded by nature. The apartment offers the tranquility of country living with an easy 30 minute drive to the activities, adventures, and excitement that Madison has to offer.

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!

“Goonies Never Say Die” You found theTreasure!
Enjoy the entire garden level of our home. Well appointed Queen Bedroom Suite. Generous kitchenette allows for snack prep. Home Gym coupled with a second queen suite. Living room w/Smart TV , Free Play Pac-man. Partially fenced yard and a 7 person Jacuzzi. Spa quality amenities in the private bathroom. During your visit none of the lower living area is shared with us or other guests. *We live on site and it’s possible you may have noise, like music, laughing or dog greetings during your stay.

Beautiful Victorian in Historic District
My Victorian home, "Belle Maison" (beautiful house), is waiting just for you. Newly restored, with 2 bedrooms, 2 baths - one with its original claw foot tub!- and a queen size sofa bed in the TV room. It is located in historic, downtown Watertown. Just a block from Main Street - with lots of shops and restaurants within walking distance - and the beautiful Rock River. The location is perfect - whether you're visiting Jefferson County or looking for a home base between Madison and Milwaukee.

Rock River Retreat
Bring your family to make memories enjoying a movie while sitting by the fireplace. Enjoy fishing during the day and a beautiful Rock River View. During winter you are right near the Jefferson County Snowmobile trails: and during the spring these trails are used for ATVs. There are several bike trails in town as well. If you are looking for things to do try the Octagon House or the local antique stores, outlet malls When you are ready to dine, Wisconsin is known for it's many supper clubs.

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.

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!

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.

The Poet's Palace, an upscale, downtown flat.
This modern, yet eclectic apartment, has all the comforts of home. The decor is clean and chic, with just enough quirk! Located in downtown Fort Atkinson, some of the best restaurants, shops, and pubs are just outside your door or within a short stroll. Outdoor recreation opportunities are abundant, with the Glacial River Bike Trail, Fort River Walk, and numerous parks also within walking distance.Try your hand at fishing or launch a kayak from one of Fort Atkinson's public docks.

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

Glamping Cabin on Cold SpringTree Farm
Unfortunately we can't accommodate same day bookings as we don't have enough lead time to prep the cabin for your stay. Glamping on a working Christmas tree farm. Beautiful single room stone cabin with loft and wood burning stove. Two small beds in loft and futon on main floor folds out into full bed. Lots of room around to pitch tents as well. Situated on 40 acres of land with a pond, barn with basketball court, creek and Christmas tree fields.
Popular amenities for Jefferson County holiday rentals
Other great holiday rentals in Jefferson County

Ice Age Retreat Airstream

The Albert Inn - Located near Riverside Park

Beautiful Lake Home.

Huge Lake House Near Madison

Entire 2nd story of historic Farmhouse. Private.

Steps from Lake Kosh. Badger football! Fire Pit

Koshcabin Lakehouse

Relax & Reboot
Destinations to explore
- Rentals with a fire pit Jefferson County
- Rentals with a patio Jefferson County
- Rentals with lake access Jefferson County
- Rentals with a washing machine and dryer Jefferson County
- House rentals Jefferson County
- Rentals with beach access Jefferson County
- Family-friendly rentals Jefferson County
- Rentals with a kayak Jefferson County
- Waterfront rentals Jefferson County
- Pet-friendly rentals Jefferson County
- Rentals with a fireplace Jefferson County
- Rentals with outdoor seating Jefferson County
- Alpine Valley Resort
- Erin Hills Golf Course
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- Henry Vilas Zoo
- Milwaukee Country Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Discovery World
- Springs Water Park
- Milwaukee Public Museum
- Cascade Mountain
- Heiliger Huegel Ski Club
- University Ridge Golf Course
- Sunburst
- Blue Mound Golf and Country Club
- The Rock Snowpark
- Little Switzerland Ski Area
- Staller Estate Winery
- Pieper Porch Winery & Vineyard