Vacation rentals in Watertown

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Top-rated vacation rentals in Watertown

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The living room features two floral-patterned sofas arranged around a central coffee table. A wooden trunk provides additional storage. A large mirror reflects the light from a lamp atop a side table, while a guitar is displayed on the wall alongside potted plants.
Apartment in Watertown
4.9 out of 5 average rating, 29 reviews

The Albert Inn - Located near Riverside Park

The Albert Inn is a conveniently located 2 bedroom upper apartment in the historic "Albert Kaddatz House". This apartment is one block away from Riverside Park, the tennis courts, the city swimming pool, and the Rock River in Watertown Wisconsin. It's also a short walk away from Watertown's historic downtown Main Street, many local restaurants, coffee shops, shopping opportunities, grocery stores, and is located 1.5 miles from Watertown Regional Medical Center. Licensed, insured, and inspected.

Guest favorite
The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Menomonee Falls
4.94 out of 5 average rating, 163 reviews

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Top guest favorite
A cozy cottage is framed by vibrant autumn foliage, with golden and orange leaves carpeting the ground. The structure features large windows and a welcoming front door, while a small flower arrangement adds a pop of color. Tall trees create a serene and private setting.
Cottage in Watertown
4.98 out of 5 average rating, 43 reviews

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.

Top guest favorite
A two-story home with a mix of stone and wood siding sits on a grassy lot. Large windows allow natural light inside. A paved driveway leads to the garage, with trees and a view of open land in the background.
Guest suite in Sun Prairie
4.89 out of 5 average rating, 384 reviews

Entire Lower Level, Countryside Garden Suite

Welcome to our home! We have upgraded our Garden (lower) Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

Top guest favorite
A historic home features a multi-gabled roof and intricate architectural details. The exterior showcases a blend of light and dark hues, complemented by well-maintained landscaping and a spacious lawn. A charming porch wraps around the front, providing an inviting entrance with rocking chairs nestled on one side.
Home in Wales
4.94 out of 5 average rating, 192 reviews

Beautifully Restored Historic Victorian

Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

Top guest favorite
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
4.93 out of 5 average rating, 179 reviews

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.

Guest favorite
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
4.9 out of 5 average rating, 69 reviews

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.

Top guest favorite
A cozy living area features a white-bricked fireplace with an arch-shaped mirror above it. A round table with two chairs stands adjacent to the fireplace, while a light blue chair is positioned nearby. Soft natural light enters through the window, enhancing the serene atmosphere.
Guesthouse in Sun Prairie
4.98 out of 5 average rating, 377 reviews

Charming Milkhouse Cottage, minutes from Madison!

Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

Top guest favorite
The image depicts a charming three-building arrangement situated on a cul-de-sac. The structures feature varying architectural styles with a mix of siding colors. Lush greenery is visible in the surrounding landscape, and an American flag is displayed on one of the buildings under a blue sky with scattered clouds.
Guest suite in Deerfield
4.95 out of 5 average rating, 153 reviews

Studio on the Prairie Fen

Kick back and relax at the Studio! The Studio is a 400 sq ft unique suite in the lower level of our home. A private locked entrance opens up to a sunny space with great views of a wetland beyond the backyard. Private patio to enjoy morning coffee and the sunrise. A great place to unwind and enjoy nature's beauty! We have binoculars if you love bird watching, and bikes to ride or hike the Glacial Drumlin Trail just 0.1 mile from the front door. Lic LICHMD-2021-00621.

Top guest favorite
An open-concept kitchen showcases modern appliances, including a stainless steel refrigerator and a sleek range with an island. Two bar stools are positioned at the island, and a wall-mounted television is visible. Natural light fills the space through the window, highlighting the blue accent wall.
Home in Watertown
4.93 out of 5 average rating, 40 reviews

Modern Comfort in the Heart of Watertown

SPRING FLASH PROMO: Book your stay by March 30 & Get a FREE Late Checkout! Relax a little longer – we’re rushing winter out, but you can stay! This exclusive offer ends soon. Book now for stay anytime in 2025 to grab this bonus. Charming farm house on the Rock River in Watertown, Wisconsin.  Old world architecture with modern kitchen and bathroom.  Living and dining room, two bedrooms and a loft, screened porches and a relaxing patio set up.

Top guest favorite
A spacious living room features natural light flowing through large windows. A comfortable gray sofa is positioned alongside two armchairs, creating a cozy seating area. A light-colored area rug covers the hardwood floor, and a lamp provides additional illumination in the corner.
Home in Watertown
5 out of 5 average rating, 75 reviews

Watertown Family Retreat

The perfect peaceful place for families, couples, or individuals to relax during their stay. You will find places for a quiet cup of coffee in the morning, family meals together, and even toasting marshmallows for s'mores at the fire pit as the sun sets and the stars come out. Before turning in, maybe you might want to take a short ten-minute walk down to the bridge over the Rock River and see the moon reflected over the water.

Top guest favorite
The spacious loft features a modern open layout, with a kitchen area showcasing white cabinetry and a large granite countertop. Natural light floods the space through multiple windows, highlighting a cozy seating area beside a fireplace and a unique handcrafted couch that doubles as a bed.
Guest suite in Helenville
4.95 out of 5 average rating, 375 reviews

Chic Loft Surrounded by Nature

This charming shabby chic loft sits in the heart of the country between Madison and Milwaukee. The Lighthouse Farm is also a wedding/event venue (please inquire for more details) . A quiet relaxing environment, with lots of open space, natural sunlight and lush green landscape. Great for those looking to get away with easy access to metropolitan areas, lakes, rivers and hiking/biking trails.

Popular amenities for Watertown vacation rentals

When is the best time to visit Watertown?

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Avg. priceG$14,641 GYDG$16,733 GYDG$16,733 GYDG$16,733 GYDG$16,733 GYDG$16,733 GYDG$16,733 GYDG$16,733 GYDG$16,733 GYDG$27,609 GYDG$25,517 GYDG$26,145 GYD
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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Watertown?

    Experience the best of Watertown with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Watertown?

    Yes! Work meets play with ease at over 10 vacation rentals in Watertown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Watertown have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Watertown. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Watertown have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Watertown. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Watertown?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Watertown have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Watertown. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Watertown

  • Total vacation rentals

    Explore 10 vacation rentals in Watertown

  • Nightly prices starting at

    Watertown vacation rentals start at G$8,366 GYD per night before taxes and fees

  • Verified guest reviews

    Over 650 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Watertown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Watertown rentals

  • 4.9 Average rating

    Watertown stays are highly rated by guests—averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Jefferson County
  5. Watertown