House holiday rentals in Jefferson County

Natural wood accents are featured throughout the entryway, highlighting a stone fireplace and a warmly lit chandelier. A decorative area rug provides contrast against the light wooden floor, while a cozy armchair invites relaxation near the staircase leading to the upper level.

4.95 out of 5 average rating, 224 reviews

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.

4.98 out of 5 average rating, 50 reviews

The exterior of a renovated 1895 home is shown, featuring a white façade with red shutters. A well-maintained lawn surrounds the property, with a small flowerbed at the base. A flag hangs from the porch, while a staircase leads to the main entrance.

Home in Fort Atkinson

1891 Home - Steps to Downtown & Free Breakfast

Completely renovated 1891 home in downtown Fort Atkinson within a 5 minute walk to everything Fort Atkinson has to offer. Quiet location in neighborhood steps from downtown. 1 - 3 block Walk to restaurants, local pubs, grocery stores, bike/walking path, river, gym, community music and events, etc. This would be a great retreat location to take your time and relax. 5 minute drive to the Fireside. UW Whitewater, Fort Atkinson Memorial Hospital, Madison, Milwaukee, Janesville are all near by.

4.93 out of 5 average rating, 106 reviews

An open living area showcases warm wooden flooring with a patterned area rug. A kitchen island is located in the foreground, while a comfortable seating arrangement is visible near large glass doors. A dining table with high-backed chairs is positioned adjacent to the seating area.

Home in Cambridge

Lake Ripley Getaway

This is the perfect place to unwind, located at the crest of a quiet circle, in a wooded lakeside neighborhood. Whatever you’re looking for, you can find it all in this beautiful and tranquil getaway. Vacationers can enjoy skiing, biking and exploring the gorgeous CamRock trail system. Lake Ripley, the sparkling gem of Cambridge, is loaded with fish for summer fun or ice-fishing. Shop our adorable downtown, with a thriving art scene. Our quaint little town is a slice of heaven in a busy world.

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.

4.94 out of 5 average rating, 16 reviews

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, golf course 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, 82 reviews

A spacious hot tub is positioned on a patio, with clear blue water visible inside. Surrounding trees and a manicured lawn lead to a scenic view of the calm lake in the background.

Home in Milton

Beautiful Lake Views While Lounging in the Hot Tub

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. Launch kayaks, stand up paddle board, pedal boat or fish off of the dock. Expansive backyard with 150’ of canal shoreline and large hot tub. 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, 176 reviews

The cozy sitting area features a mix of patterned sofas and an armchair, with warm ambient lighting from two table lamps. Rich green walls create a comfortable environment, while a view into the dining area is visible through an open doorway, adding to the home's vintage charm.

Home in Watertown

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.

4.89 out of 5 average rating, 65 reviews

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.

4.97 out of 5 average rating, 29 reviews

A charming bungalow exterior is presented, featuring a well-maintained garden with greenery. Two blue chairs are positioned on the wooden deck beside the entrance, framed by a welcoming front door. The house is surrounded by a wooden fence and lush trees in the background.

Home in Edgerton

Steps from Lake Kosh. Badger football! Fire Pit

Lake Ko Bungalow is the perfect stay for the whole family with a great location! This updated Edgerton home has everything you need for the perfect getaway with a fully equipped kitchen, a cozy interior, a private fire pit, and a dining table in the sunroom. Get on the water in no time using Maple Beach Park within easy walking distance. When you are done boating/fishing/enjoying the lake, come back and unwind at the bungalow, or visit many of the local restaurants, bars, or wineries.

A spacious living room is presented with a large sectional sofa and a wooden coffee table. Natural light fills the area through multiple windows, while built-in shelves display various decorative items. A flat-screen TV is mounted on the wall above a modern fireplace.

4.93 out of 5 average rating, 134 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.

5 out of 5 average rating, 25 reviews

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!

4.97 out of 5 average rating, 174 reviews

This log cabin is surrounded by greenery, showcasing natural stone accents and wooden details. A spacious deck features multiple hanging flower baskets, and stairs lead up to the entryway. The gently sloping driveway is lined with mulch and provides access to the cabin entrance.

Home in Dousman

Meracle Acres

Secluded among 50 acres of dense forest, stunning walking trails, wildlife and natural ponds, this one-of-a-kind log cabin is the perfect place to unplug and unwind. Whatever you’re looking for, you can find it all in this beautiful and tranquil getaway. Weekenders can enjoy hiking and exploring the gorgeous nature trails. The log cabin features a custom made bar, vaulted ceilings, a sauna room and outdoor hot tub with gorgeous views of the wildlife that surrounds.

A warm living space features a cozy layout with a plush couch and two comfortable chairs positioned around a wooden coffee table. A decorative rug adds texture to the floor, while a fireplace is framed by bookshelves filled with books. Natural light enters through large windows.