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

Super Cozy Apartment just steps from Downtown
Just steps from downtown! Enjoy shopping, dining, two breweries, a winery, and nightly live entertainment. LM has many community events happening throughout the year. This charming apartment is just 3 blocks from beautiful Rock Lake, and just minutes from the Glacial Drumlin Trail. Bring your bike, boat, or kayak, or rent one from a Local. Convertible sofa for third guest. Coffee and tea provided. * Exterior of property is still undergoing reno, we are working to bring it back to its glory.

Private Countryside Farmhouse with full kitchen
Escape to this beautiful farmhouse offering the perfect blend of rustic charm and modern comfort. This peaceful retreat features spacious interiors, stylish finishes and plenty of natural light throughout. Relax in the large backyard by the cozy fire-pit, enjoy meals in the fully equipped kitchen or unwind in the large open- concept living area. Centrally located to Columbus, BeaverDam, Oshkosh, Watertown, Waterloo and 45 minutes from Madison and Milwaukee. Local fishing hiking and bike trails!

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

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.

The Yellow Door Guest House-Upper
Kick back and relax in this calm, cottage-space. We offer a unique UPPER UNIT in a turn of the century house that has everything you need to feel right at home. While staying in Lake Mills you can walk or bike downtown, enjoy the winery and breweries, and numerous specialty restaurants. Rock Lake is a few blocks from downtown. Explore the historical surrounding area such as the Glacial Drumlin Bike Trail, Aztalan State Park, and many seasonal events. We also offer the lower unit for guests!

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.

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.

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.

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

Midtown Milwaukee: Stylish Stay

Private space in quiet neighborhood

James & Amelia's Victorian Airbnb Rm#0

Private Garden Level Guest Suite

Bird's Nest Studio-Prime Location+Extra Amenities

Serene Cottage in Center of Milw/Tosa (for women)

Country Hide-away at Sugar Creek

Private Room in Historic Cedarburg - Updated 2022
When is the best time to visit Watertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $91 SGD | $104 SGD | $104 SGD | $104 SGD | $104 SGD | $104 SGD | $104 SGD | $104 SGD | $104 SGD | $171 SGD | $158 SGD | $162 SGD |
| 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 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 holiday rentals in Watertown

Total holiday rentals
Explore 10 holiday rentals in Watertown

Nightly prices starting at
Watertown holiday rentals start at $52 SGD 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

Wifi availability
10 of Watertown holiday rentals include wifi 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!
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