House vacation 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, 213 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, 44 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.

A spacious white house features a symmetrical facade with a two-car garage and a porch. Flowering shrubs and small trees frame the exterior, while a well-manicured lawn extends in front. The gray roof and neatly arranged windows contribute to the home’s contemporary charm.

5 out of 5 average rating, 31 reviews

The Ferry House

Come enjoy our Lake Mills lakeside getaway. Enjoy your time with the family by the firepit after a game on our mini-pickleball court. Don't forget to walk 40 feet across the street to the beach to cool off! Our home is made for contemporary lake living and with so much room for the whole family and friends. Don't miss the rock wall or secret playroom for the kids. All the amenities and walking distance from downtown - two breweries, a winery, live music and every food option you could hope for!

4.99 out of 5 average rating, 77 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, 171 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, 62 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.

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, 130 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.

The two-story house features a grey exterior with a gabled roof and decorative shingles. A welcoming front porch is adorned with seasonal decorations, including small pumpkins. A well-maintained lawn and a stone pathway lead to the entrance, surrounded by lush greenery and trees.

5 out of 5 average rating, 27 reviews

The Yellow Door Guest House-Lower

You will love being here! Welcome to this turn of the century 2 story home where West Coast cool meets Midwest mod and is the hippest place in town. Located in a convenient, friendly, residential neighborhood, curated with midcentury decor and curiosities, spacious rooms, and an old world charm with a big backyard and firepit. Your favorite space will undoubtedly be “the cabin” as you sip your coffee and tea, and plan your day. You just might want to live here! Adults only!

5 out of 5 average rating, 20 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!

4.96 out of 5 average rating, 168 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.

5 out of 5 average rating, 33 reviews

A spacious patio area features a combination of seating options and a built-in grill. Sunlight filters through surrounding trees, with views of Lake Ripley visible beyond. The surface is paved, providing a durable space for outdoor gatherings.

Home in Cambridge

Huge Lake House Near Madison

Stunning property with 150 ft of level frontage on Lake Ripley. Enjoy gorgeous lake views from almost every room in the house, patio with awnings, and built in grill (fire feature on patio is ornamental only). Private pier, huge family room with bar and new wood floors. Sunny dining area, large bedrooms upstairs. Fireplace in living room is ornamental only. Neighborhood private beach is next door and the park with playsets and bocce court right across the street.

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.