Holiday rentals in Jefferson County

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Top-rated holiday rentals in Jefferson County

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Top guest favourite

Farm stay in Cambridge

Stay With Horses Escape Near Madison

Get ready for a quiet and peaceful stay. Take your pick: - 1King+1Queen Bed & 1 bath for 4 people - 1King+2Queen Beds & 2 baths for 6. (+$125 per night, contact host for payment) This home is attached to a barn with 6 Icelandic horses! Wake up to Icelandic horses just outside your window. A scenic escape with quiet mornings, fuzzy horses, and a one-of-a-kind IamGlytja experience - only 25 minutes from Madison - No horse riding allowed, owners to supervise all horse visits - No smoking / parties

4.99 out of 5 average rating, 114 reviews

Top guest favourite

Yurt in Cambridge

YurtSimple

YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

4.98 out of 5 average rating, 275 reviews

Guest favourite

Home in Milton

Lake House Summer Getaway

Welcome to the historic Bingham House! Enjoy everything beautiful Lake Koshkonong has to offer at this stylishly updated home. Amazing lake views throughout the inside and on the large patio. Situated on a calm canal with direct access to the lake. Expansive backyard with 150’ of canal shoreline and large hot tub. Enjoy the water on our kayaks, standup paddle-board or fishing off our dock. Prep a meal in our beautifully remodeled kitchen, on our large gas grill or by the shore on our fire pit.

4.94 out of 5 average rating, 113 reviews

Guest favourite

A welcoming seating area features two wooden chairs with gray cushions and a matching ottoman. A decorative round mirror is mounted on the wall above a wooden console table. Natural light filters through sheer curtains, enhancing the warm tones of the wooden accents.

Home in Lake Mills

Mid Century Modern Lake House!

Your home away from home! Leave your worries behind and enjoy a getaway at our Lakehouse! Our 3 bedroom, 1.5 bath a short walk to 2 amazing beaches! Enjoy a relaxing beach day at Bartle's or Sandy Beach, a bike ride on the Great Drumlin Trail, or sit around the firepit in our private fenced in backyard. Cook in a well stocked kitchen or snap the QR code for local take out. A spacious basement rec room with a laundry area, 65” TV, Air Hockey Table, foosball, and plenty of family friendly games.

5.0 out of 5 average rating, 12 reviews

Top guest favourite

A single-story house features a light gray exterior with a sloped roof. The front yard is neatly maintained with green grass and several shrubs. A driveway leads to a garage on the left side, and large windows provide ample natural light to the living area.

Home in Watertown

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.

4.9 out of 5 average rating, 91 reviews

Top guest favourite

Cabin in Fort Atkinson

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!

4.93 out of 5 average rating, 187 reviews

Top guest favourite

A spacious bed is adorned with textured decorative pillows in various patterns. The contrasting colors of the pillowcases complement the minimalist bedding. A sleek black lamp with a blue base is positioned on a nightstand, adding a pop of color to the serene sleeping area.

Flat in Fort Atkinson

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.

4.99 out of 5 average rating, 127 reviews

Top guest favourite

The exterior of the getaway features a charming log cabin style with multiple windows allowing natural light to fill the space. A landscaped yard displays a variety of plants and flowers, while nearby trees provide greenery. A barn-like structure can be seen in the background.

Home in Lake Mills

The Shack on Sandy Beach Road

A charming, cozy getaway centrally located in the quaint City of Lake Mills. The Shack on Sandy Beach Road features 3 bedrooms (king, queen and two twin beds), 2 full baths, and all the amenities to make your getaway complete. It is a 3 minute walk to crystal clear Rock Lake and Sandy Beach. Pickle Ball, playground, bowling alley, and ice cream shop are practically in the front yard. Enjoy a cup of coffee in the spacious backyard overlooking the Glacial Drumlin Bike/Walking Trail.

4.98 out of 5 average rating, 44 reviews

Top guest favourite

A blue cottage is framed by lush greenery and trees, featuring a stone patio with outdoor seating and an umbrella. Sunlight casts gentle shadows, highlighting the inviting entrance and landscaped surroundings.

Home in Watertown

Blue House in the Pines

Escape to your tranquil outdoor paradise! Cozy indoor & outdoor fires, hot tub in the trees, yard games, board games, chef's kitchen, book nooks, and more! No matter the season, you will relax and escape it all here. And if you are looking for action, there a ton of fun things to do in the area. Milwaukee and Madison are both 30 minutes away for day trips. We've got fishing, drive-in movie, skating rink, dinner theater, supper clubs, U-pick orchards, and even a golf farm!

5.0 out of 5 average rating, 36 reviews

Top guest favourite

An antique-style treasure map illustrates the Southeast coastline of Florida, featuring intricate details such as a ship image and a compass rose. The map's aged parchment texture and faded ink enhance its vintage charm, with marked locations and routes guiding potential treasure seekers.

Flat in Fort Atkinson

“Goonies Never Say Die” You found theTreasure!

Enjoy the entire garden level of our home. 2 Well appointed Queen Bedroom Suites. Generously stocked kitchenette allows for snack prep. Home Gym, Living room w/Smart TV, Free Arcade 1999 Golden Tee, Partially fenced yard & 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.

4.98 out of 5 average rating, 186 reviews

Top guest favourite

The front view of a rustic stone cabin is framed by lush green trees. The structure features a wooden overhang supported by sturdy columns, with large windows allowing natural light to fill the interior. A neatly stacked pile of firewood is visible at the base.

Cabin in Whitewater

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.

4.95 out of 5 average rating, 376 reviews

Top guest favourite

A cozy living room features a plush carpet and seating arrangement with reclining chairs, each equipped with cup holders. A television is displayed prominently, while a small table adds a decorative touch. Natural light enters through the window, enhancing the room's comfortable ambiance.

Flat in Fort Atkinson

The Riverview Retreat, unique spacious upper.

Enjoy the upper level of this charming home nestled at the banks of the Rock River. Newly remodeled spacious 2 bedroom suite with eat in kitchen and separate living room. Private porch and laundry room. Clawfoot tub in the bathroom with a shower attachment. This suite offers plenty of natural light with views overlooking the river. Within walking distance to downtown and everything Fort Atkinson has to offer.

4.96 out of 5 average rating, 119 reviews