Vacation rentals in Jefferson County

4.95 out of 5 average rating, 207 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.

4.96 out of 5 average rating, 25 reviews

Cottage in Watertown

Maple Cottage Retreat

Come discover the tranquility of our charming Maple Cottage Retreat. Nestled among tall mature trees, this spacious retreat offers ample room to breathe in the fresh, crisp country air and unwind in a setting that feels like a true haven. With tall mature trees surrounding the property, you'll have all the space you need to explore and take leisurely strolls. The interior exudes warmth and comfort. Adorned with tasteful decor, it strikes the perfect balance between modern convenience and charm.

Apartment in Fort Atkinson

A comfortable queen bed is adorned with patterned pillows and a decorative pillow stating 'BE OUR GUEST.' Above the bed, a framed map of Wisconsin adds a local touch to the neutral green walls.

4.99 out of 5 average rating, 159 reviews

“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.

4.97 out of 5 average rating, 247 reviews

Apartment in Watertown

The Ernest Inn - Located downtown Watertown

Welcome to the perfect "home" away from home. This apartment is located in a historical building in the heart of downtown Watertown right on Main Street. This apartment features a complete kitchen, a working typewriter, a record player, a collection of classic vinyl, wifi, a smart tv, a brand new stone tile bathroom, and a back porch to relax and take in the sounds of downtown. This apartment is perfect for just one or two but can accommodate up to 6 guests. Licensed, insured, and inspected.

4.93 out of 5 average rating, 162 reviews

The exterior of a Victorian home is shown, featuring a charming front porch supported by decorative columns. Lush greenery, including bushes and plants, surrounds the entrance, contributing to a welcoming appearance. Clear blue skies complement the crisp architectural details of the house.

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.

4.88 out of 5 average rating, 113 reviews

Cabin in Fort Atkinson

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!

5 out of 5 average rating, 20 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! No children please.

4.94 out of 5 average rating, 124 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.

Apartment in Fort Atkinson

A modern bathroom features a walk-in glass shower with white tile and a decorative patterned floor. A sleek white vanity with drawers is positioned below a large, framed mirror, while pendant lights add illumination. Exposed brick walls provide a contrasting texture.

4.99 out of 5 average rating, 110 reviews

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.

4.96 out of 5 average rating, 159 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.

4.95 out of 5 average rating, 337 reviews

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.

4.91 out of 5 average rating, 425 reviews

Cabin in Fort Atkinson

Cozy Lakeside Cabin on Lake Koshkonong

Cozy Lakeside cabin on Lake Koshkonong. Outdoor space for cookouts & lawn games, wrap around deck to enjoy lake views, dock access for swimming, walking distance to the lake's most popular restaurants and bar & grill. Close to Madison (45 min), Milwaukee(75 min) & Chicago(120 min), 1 bath/2 bedrooms featuring 1 Queen Bedroom , Full over Full Bunk with trundle & optional air mattress/sofa bed to accommodate guests.

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Other great vacation rentals in Jefferson County

Apartment in Fort Atkinson

The exterior of the property showcases a modern barn-style home with a metal roof and two prominent front windows. A spacious driveway leads to the two garage doors, framed by well-maintained lawn and landscaped flower beds, set against a backdrop of soft clouds in a blue sky.

5 out of 5 average rating, 14 reviews

Quiet Country Oasis

MaryRating, 5 stars1 week ago

Teresa was a wonderful host and quickly responded to any questions we had. The apartment was spotlessly clean and very comfortable and peaceful. We were very impressed and recommended it to several family members who live close by.

5 out of 5 average rating, 46 reviews

A Keurig coffee maker is positioned on a countertop, accompanied by a container of K-Cup pods. The kitchen features light blue walls and a functional design, providing an organized and accessible space for brewing hot beverages.

Cottage in Lake Mills

Rock Lake Cottage - $0 Cleaning - On the lake!

동훈Rating, 5 stars3 weeks ago

Annie and Alec's Rock Lake Cottage is an amazing location to stay at when visiting Wisconsin. Great views, amazing amenities, very clean and thorough. Highly recommend for anyone thinking of booking!

Superhost

An open and spacious game room is displayed, featuring a large dining table surrounded by chairs. Soft lighting illuminates the space, highlighting a cozy seating area with a couch. A wall sign reading 'Relax' is present, while various doors lead to additional areas within the home.

Cottage in Edgerton

4.84 out of 5 average rating, 25 reviews

Modern Lakeview Escape: Comfort by the Water

JoeRating, 5 stars8 months ago

Great place to relax! very well done place, will come back next time I'm in the area.

Superhost

5 out of 5 average rating, 4 reviews

Beautiful Historic Home

RockwerxRating, 5 stars6 months ago

Andrew hosted our Road Crew while we were working on the installation for Greater Heights Climbing Gym in Fitchburg, Wisconsin. He was by far one of the best hosts we have dealt with so far! We had to make a few employee changes as well as needed a couple extensions which he made all seamless for us! Thank you Andrew for being a great host! We will certainly rent from you again if we are ever in the area! The Rockwerx Team

5 out of 5 average rating, 30 reviews

Home in Cambridge

Huge Lake House Near Madison

TetyanaRating, 5 stars1 week ago

Beautiful house, super clean lake, excellent location, grocery store just a mile away. We used canoes and paddle boards, host generously provided table games as well. Pool table was a hit with the boys and they played multiple times a day. Two separate living spaces were great for adults and our teens. We also were so happy to be able to bring our dog with us. Will definitely rent the house again!

Superhost

Cabin in Edgerton

4.72 out of 5 average rating, 47 reviews

Olson Bay Getaway

ValerieRating, 5 stars6 months ago

A great experience for children Great for a family to come together Would recommend to others May return next year or in summer

5 out of 5 average rating, 19 reviews

A circular stone fire pit is surrounded by gravel, providing a warm glow from the fire. Soft lighting drapes overhead, illuminating the outdoor seating area. A person is seated by the fire, enjoying the cozy atmosphere of the backyard.

Home in Edgerton

Steps from Lake Koshkonong. Private fire pit.

NicoleRating, 5 stars2 weeks ago

We loved Jason’s place, it was nice and quiet and even had a pack n play available for our baby to sleep in!