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Top Holiday Rentals in Watertown

Linda's Lookout - Country Charm

Linda's Lookout - Country Charm

Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

9.4 out of 10, Exceptional, (103)
"Some things to note - 2 bedrooms with nice bed 1 bed in a loft upstairs not as private as a bedroom and then ( this "
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (161)
"Great stay that was super clean! Would definitely recommend and plan to stay again!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.

10.0 out of 10, Exceptional, (4)
"The cottage was great. We enjoyed sitting the deck looking out on the water watching the boats. Very peaceful "
Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.

Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

10.0 out of 10, Exceptional, (105)
"We loved our time here, hiking around the property, watching the birds, and taking a dip in the pool! The house had everything we needed."
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

Peaceful retreat for all seasons'

9.4 out of 10, Exceptional, (56)
"Kathy was very sweet and helpful with all of our weird Request."
Peaceful retreat for all seasons'

Log Cabin at Lake Koshkonong - “The Overlook”

9.2 out of 10, Wonderful, (37)
"It was very comfortable, clean, and well equipped. The balcony on the second floor was really nice. Kitchen was a great size for the cabin."
The price is £151
includes taxes & fees
24 Aug - 25 Aug
Log Cabin at Lake Koshkonong - “The Overlook”

Private Pool - HOT TUB - Sauna - Game Room - Pets

10.0 out of 10, Exceptional, (2)
"The house is great and the facilities in the house were well-functioning, and the dish washer saved us much time. The neighborhood is quiet and great views. We enjoyed our stay."
Private Pool - HOT TUB - Sauna - Game Room - Pets

Rustic Lake home Retreat

9.6 out of 10, Exceptional, (51)
"Loved everything about it, except the yard was smaller than we expected, but overall a great experience. "
Rustic Lake home Retreat

The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!

2.0 star property
10.0 out of 10, Exceptional, (13)
"We had a lovely time at the Great Gatsby. The view is amazing. The home is comfortable and clean. The kitchen is well stocked. Communication was excellent. I highly recommend staying here and will stay again in the future!"
The price is £486
includes taxes & fees
24 Aug - 25 Aug
The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (28)
"We loved our stay. The home is cozy. Lake and pier and great. The owners are great with communicating. Would definitely come back!"
The price is £233
includes taxes & fees
25 Aug - 26 Aug
Waterfront Lake Cottage - Upper Nemahbin Lake

Beautiful lakefront, Newly Remodeled Lower Level!

9.8 out of 10, Exceptional, (186)
"Perfect place on a gorgeous lake! Hustisford was adorable and we enjoyed our visit! Thank you for sharing!"
Beautiful lakefront, Newly Remodeled Lower Level!

Lakefront Access Cottage on Lake Koshkonong

10.0 out of 10, Exceptional, (11)
"Great little place with convenient access to Fort. It was nice to be a short walk to the lake. Fantastic hosts with very quick communication"
Lakefront Access Cottage on Lake Koshkonong

Beach House

10.0 out of 10, Exceptional, (34)
"Excellent location, friendly host and neighbors. Great access to Rock Lake and the Village of Lake Mills. Highly recommend!"
Beach House

Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI

2.0 star property
10.0 out of 10, Exceptional, (12)
"It was a nice accommodating place with easy to use immenaties. "
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI

Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…

10.0 out of 10, Exceptional, (57)
"This is a spectacular property. The host do an incredible job making sure you have everything you could possibly need to have a great stay"
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…

Brand New Country Rustic Barn-R&R At It's Finest! Madison Area

9.8 out of 10, Exceptional, (21)
"It was great, good location near Madison for local dining.Loved the special touches, Christmas tree, dog bed, dog water bowls, rustic theme.Solo stove and stuff to make smores"
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area

Executive Lakefront Home 30 Minutes From Madison!

10.0 out of 10, Exceptional, (94)
"Wonderful stay!!! House was beautiful and clean Would highly recommend this house Owner super nice and accommodating 👍🤗"
Executive Lakefront Home 30 Minutes From Madison!

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (24)
"Excellent place to stay, just as described, great neighborhood."
Beautiful Family Home on Quiet Lake Ashippun

Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

10.0 out of 10, Exceptional, (33)
"The lake home was beautiful and located off the lake. Lovely views and very quiet location. The home had lots of space and plenty of rooms to sleep comfortably. I highly recommend this home given the location."
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Watertown Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Watertown?

Yes, there are holiday rentals close to the most popular sights in Watertown, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Watertown has a good selection of restaurants. Make sure you have time to check out the university setting and gardens during your trip.

What are some of the best holiday rentals that Watertown has to offer?

Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails: This holiday home rental outside of Watertown is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Watertown?

Expedia has 5 holiday rentals for your stay in Watertown.

What’s there to see and do in Watertown?

Riverside Park and Tivoli Island Park are a couple of scenic spots to enjoy the outdoors, whereas The Octagon House is one of the cultural attractions. Maranatha Baptist University and Johnson Creek Premium Outlets are a couple of places you'll find in the wider area.

What’s a holiday rental in Watertown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Watertown. Holiday rentals offer amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips or small group gatherings.