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Holiday Rentals in Watertown

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Holiday Rentals in Watertown

Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Rock River Haven - charming, spacious, peaceful
10.0 out of 10, Exceptional, (26)
"Our stay was wonderful. Clean, cozy and the owners were very accommodating, we will surely be visiting again when we are in town. Perfect find, don't pass it up if you are in need of a place to stay while in Watertown. MJ and Andy thank you very much."
Rock River Haven - charming, spacious, peaceful
Exterior
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (186)
"This was our first experience renting this home & we're definitely booking this home again next year. Everything from very attentive, kind renters, too extremely clean & renovated home, extremely comfortable beds & pillows. Not to mention the gorgeous & relaxing back yard. Perfect place to stay, for sure"
A Pleasant Retreat- No Cleaning Fee & New Discounts
Property grounds
Beautiful Waukesha Home
10.0 out of 10, Exceptional, (6)
"We stayed here to attend my daughter's graduation from Graduate School, and it was the perfect location. The house was beautiful, and clean with plenty of room for our family. Would highly recommend."
The price is €515
per night
22 May - 23 May
Beautiful Waukesha Home
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Exterior
Greenstone Cottage
10.0 out of 10, Exceptional, (5)
"just the perfect space for getting together with a few family, cozy and full of extras to make us right at home. Easy walk to everything Oconomowoc has to offer."
Greenstone Cottage
Property grounds
Eclectic Hubertus Home w/ Game Room & Fire Pit!
10.0 out of 10, Exceptional, (2)
"The house and property are amazing. We had four adults and four children on our trip. The house is huge so there is plenty of space for everyone. The place feels like its right out of the Brady Bunch, in a good way. Would definitely book this property again."
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Property grounds
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
10.0 out of 10, Exceptional, (13)
"We stayed the weekend to watch our son play baseball against University of Wisconsin. Go Illini!! We also celebrated his 21st birthday with 3 other families. The house was clean and had plenty of space for everyone to sleep comfortably. We would definitely rent this house again."
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
Smart TV
3 Bedroom Okauchee Lake
10.0 out of 10, Exceptional, (7)
"This property was great! Exactly as described. The music on the weekend did not interfere with relaxing or sleeping. We were even greeted at the bar with a round of free drinks! Would definitely Saturday again if we are in the area!"
3 Bedroom Okauchee Lake
Private kitchen
Log Cabin, two mins from Pewaukee Lake Boat Launch
10.0 out of 10, Exceptional, (7)
"We had a great stay at the Hidden Hideaway Cabin. We found everything clean and comfortable and we had everything we needed. We would like to return sometime and would recommend this vacation rental to other couples as well as groups. B&M"
Log Cabin, two mins from Pewaukee Lake Boat Launch
Property grounds
Lake Home | Sunsets, Pier, Pontoon Rental, Dog Friendly, Walk to town
10.0 out of 10, Exceptional, (15)
"It is a quiet location on the lake. Nice yard. Neighbors are kind and will leave you alone or talk to you....your choice. Home is clean and comfortable. LOVE the deck! We were able to enjoy the birds early in the morning with our coffee. This is a place to relax."
Lake Home | Sunsets, Pier, Pontoon Rental, Dog Friendly, Walk to town
4 Bdrm 4 Bath Lake front Lake Sinissippi home
10.0 out of 10, Exceptional, (36)
"Awesome place to stay on the lake. Property had lots of beds to sleep on and things to do. Highly recommend!"
4 Bdrm 4 Bath Lake front Lake Sinissippi home
Fridge, microwave, oven, stovetop
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
10.0 out of 10, Exceptional, (37)
"This is a 5+ star accommodation. We absolutely could not believe how amazing and beautiful this place was. The pictures just cannot show all the detail and thought that was put into every detail to ensure you have a comfortable and enjoyable stay (all the extra amenities). They truly thought of everything that someone may need!! This is a vacation inside of itself and you would never have to leave the premises. We will make this a once a year stay if not more. First class!"
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
Dining
Madison Area Modern Retreat
10.0 out of 10, Exceptional, (2)
"The property was exactly as described. It was very clean. The property manager was extremely responsive. I would recommend this property."
The price is €426
per night
2 Jun - 3 Jun
Madison Area Modern Retreat
Interior
Executive Lakefront Home 30 Minutes From Madison!
10.0 out of 10, Exceptional, (76)
"We rented the home for our extended family attending our daughters graduation from the Veterinary Medicine Program at Madison. Jim was wonderful, communication was great and he always went the extra mile to make sure our stay would be perfect. The home is lovely and the view of the lake from the sunroom was a fabulous way to start and end the day. The home was stocked with everything you could need, the beds were very comfortable and the hot tub was fabulous...Jim even revealed a hidden toybox...
Executive Lakefront Home 30 Minutes From Madison!
Fridge, microwave, oven, stovetop
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area
10.0 out of 10, Exceptional, (13)
"Was out for our son’s graduation and thought we were bringing the dog (but didn’t). It’s out there a bit, but was quiet and very nice. Travis was super helpful with everything. Nice restaurants and bars nearby too. Would stay here again for sure!"
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area
Interior
Welcome to the Treehouse. Our home away from home and hopefully yours too.
10.0 out of 10, Exceptional, (62)
"gorgeous part of country"
Welcome to the Treehouse. Our home away from home and hopefully yours too.
Beautiful lakefront, large deck, family friendly!
9.8 out of 10, Exceptional, (161)
"Had a great stay. Wished it could have been longer."
Beautiful lakefront, large deck, family friendly!
Property grounds
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier
9.8 out of 10, Exceptional, (7)
"This wonderful lake home far exceeded our expectations !!!! Beautifully decorated, extremely inviting and extremely clean….. We will be back !!!"
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
9.8 out of 10, Exceptional, (133)
"Excellent property, excellent host, excellent weekend. Absolutely would come back."
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Living room
Wisconsin Dream! Lakeside Cottage - Sunset Views over Rock Lake
9.8 out of 10, Exceptional, (10)
"Thought it was raining and cold outside it didn’t matter because the home was so comfortable and beautiful to be in."
The price is €615
per night
3 Jun - 4 Jun
Wisconsin Dream! Lakeside Cottage - Sunset Views over Rock Lake
Smart TV, fireplace
Waterfront Lake Cottage - Upper Nemahbin Lake
9.8 out of 10, Exceptional, (22)
"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 €567
per night
22 May - 23 May
Waterfront Lake Cottage - Upper Nemahbin Lake
Don't see what you're looking for?
See all available properties in Watertown
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.

Other types of properties in Watertown you may be interested in

Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Rock River Haven - charming, spacious, peaceful
10.0 out of 10, Exceptional, (26)
"Our stay was wonderful. Clean, cozy and the owners were very accommodating, we will surely be visiting again when we are in town. Perfect find, don't pass it up if you are in need of a place to stay while in Watertown. MJ and Andy thank you very much."
Rock River Haven - charming, spacious, peaceful
Indoor pool, open 8 AM to 10 PM, pool loungers
Best Western Watertown
2.5 star property
9.0 out of 10, Wonderful, (405)
"Pool was very small and big it and the hot tube had stuff in it. But the girl was good about addressing things we brought to their strength. "
The price is €95
per night
16 Jun - 17 Jun
Best Western Watertown
Reception
Heritage inn
2.5 star property
7.6 out of 10, Good, (42)
"We enjoyed our stay. Clean and quiet. Staff were very nice and friendly "
The price is €68
per night
22 May - 23 May
Heritage inn
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.

Everything you need to know about Watertown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Watertown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Watertown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Watertown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Watertown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Watertown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Watertown holiday rentals we have selected for you start as low as €209 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Watertown rentals

At Expedia, we put the best Watertown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Watertown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Watertown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Watertown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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’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.

Recent reviews of Watertown properties
Expedia verified reviews