
Holiday houses in Watertown
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Top-rated holiday rentals in Watertown
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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.

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.

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

Cozy cottage in the heart of Lake Country
Entire cottage in the heart of Lake Country. Merryhill Cottage is nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, a guest house and barn. The feeling of a country setting but with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing and snowshoeing, lakes, and beaches (10 min. to Delafield and Oconomowoc and 15 min. to Pewaukee.) Perfect for day trips to Madison (54 min.) and Milwaukee (30 min.).

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.

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.

Oconomowoc Downtown River View
Stunning view of the Oconomowoc river, locate in the heart of downtown Oconomowoc. Whether you are traveling for fun or work there is something for everyone. Walk to sandy beaches, six nearby parks, tennis court, or just walk around beautiful Lac La Belle Lake and Fowler Lake. Bring your kayaks or boat. Local boat rentals are available in town. Enjoy live bands and events at restaurants and bars or have a peaceful dinner at one of many fine dining restaurants also in walking distance.

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.

The Loft @ The Butler Place. 1846 homestead.
The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

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.

Charming Historic Upper • Walk to Downtown & Lakes
✨Experience a memorable Wisconsin getaway at the Blue Belle, a beautifully preserved Victorian home nestled in the heart of Oconomowoc. 📍This charming small town offers the perfect blend of adventure and relaxation, with shops, restaurants, wedding venues and activities all within walking distance. 🗓️Browse our host profile for additional listings if your preferred dates are unavailable or if you're traveling with a larger group or a 🐶furry friend.

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.
Popular amenities for Watertown holiday rentals
Other great holiday rentals in Watertown

The Orchard Room-Quiet Private Suite Near Milw

Waters Edge Retreat

Travelers Cozy Studio Apt

Heights Hideaway

HA Whitney Inn, Columbus, Wisconsin

The Ernest Inn-Main Street

Charming, peaceful Rock River Haven

Maura room 1
When is the best time to visit Watertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $116 NZD | $132 NZD | $132 NZD | $132 NZD | $132 NZD | $132 NZD | $132 NZD | $132 NZD | $132 NZD | $132 NZD | $132 NZD | $132 NZD |
| Avg. temp | -7°C | -5°C | 1°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 3°C | -4°C |
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 air conditioning, over 10 homes with wifi, 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.
Destinations to explore
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- Alpine Valley Resort
- Erin Hills Golf Course
- Wisconsin State Capitol
- Milwaukee County Zoo
- Lake Kegonsa State Park
- Cascade Mountain
- Bradford Beach
- Sunburst
- Henry Vilas Zoo
- Milwaukee Public Museum
- Discovery World
- Baird Center
- Wollersheim Winery & Distillery
- Riverside Theater
- Kohl Center
- American Family Field
- Marquette University
- Little Switzerland Ski Area
- Madison Childrens Museum
- Betty Brinn Children's Museum
- Fiserv Forum
- Lake Park
- Holy Hill National Shrine of Mary
- Chazen Museum of Art




