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Watertown Holiday Rentals

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Our top choices for Watertown holiday rentals

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (50 reviews)
"Fairly private. "
United States
Cheryl H.
The price is NZ$366
includes taxes & fees
1 July - 2 July
Log Cabin at Lake Koshkonong - “The Overlook”

Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
The price is NZ$500
includes taxes & fees
31 July - 1 Aug
Studio Apartment at Cannery Square

Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is NZ$256
includes taxes & fees
5 July - 6 July
Spacious Accessible Studio w/ Walk-In Shower

2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (40 reviews)
"This is the third time we have rented this property. Love the full kitchen and laundry! Comfy bed. Experience was great. Especially like the pizza shop on main level and coffe shop across the street!"
United States
Robert M.
2 Bedroom Apartment Downtown Sun Prairie!

Inviting Lakefront Escape with Modern Comforts & High‑Speed Fiber

Inviting Lakefront Escape with Modern Comforts & High‑Speed Fiber
Edgerton
10.0 out of 10, Exceptional, (1 review)
"We truly loved this spot for our small family getaway. The host was so communicative and made it an easy process. The biggest and unexpected delight was the beach. There is a great little sand beach right on the lake and because the lake is shallow my kids could go in safely. They played in the sand for hours.The house itself was nice, well decorated, and clean. It honestly was bigger than I expected. It also had a lovely view of the lake where we had coffee each morning. Overall great...
United States
Kacie J.
The price is NZ$612
includes taxes & fees
13 July - 14 July
Inviting Lakefront Escape with Modern Comforts & High‑Speed Fiber

Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (13 reviews)
"Was cute neighborhood and everything was very clean and close by"
United States
Bri
Studio Apartment at Cannery Square

2 Bed/ 2 Bath At Cannery Square

2 Bed/ 2 Bath At Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (50 reviews)
"This was our third or fourth year staying there while visiting family for the holidays. Comfy beds, great location!"
United States
Sara M.
The price is NZ$625
includes taxes & fees
14 July - 15 July
2 Bed/ 2 Bath At Cannery Square

Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie
10.0 out of 10, Exceptional, (20 reviews)
"An amazing house, great location, it was the most wonderfully supplied VRBO ever!"
United States
George P.
The price is NZ$1,449
includes taxes & fees
1 July - 2 July
Hot Tub - King Suite - Game Room - Large Groups

King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
Hartford
10.0 out of 10, Exceptional, (6 reviews)
"Great place."
United States
Shawn T.
The price is NZ$714
includes taxes & fees
12 July - 13 July
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

Hot Tub - Game Room - 20 min to Capitol - Pets

Hot Tub - Game Room - 20 min to Capitol - Pets
Sun Prairie
10.0 out of 10, Exceptional, (8 reviews)
"Host was very attentive and property was clean, comfortable, and met the description. We would choose this accommodation again if we return to the area. "
United States
Amy M.
Hot Tub - Game Room - 20 min to Capitol - Pets

Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (24 reviews)
"We had a wonderful stay! It was the perfect Thanksgiving getaway for our family. "
United States
Mikaela M.
The price is NZ$1,355
includes taxes & fees
7 July - 8 July
Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is NZ$1,365
includes taxes & fees
7 July - 8 July
Eclectic Hubertus Home w/ Game Room & Fire Pit!

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

The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam
Beaver Dam
10.0 out of 10, Exceptional, (25 reviews)
"Host was excellent and amenities were great! "
United States
Andre V.
The price is NZ$1,246
includes taxes & fees
6 July - 7 July
The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam

Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (5 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is NZ$774
includes taxes & fees
20 July - 21 July
Private Hot Tub • Bright Home Near Downtown

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is NZ$1,003
includes taxes & fees
15 July - 16 July
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (9 reviews)
"Great area!"
United States
Chanel D.
The price is NZ$514
includes taxes & fees
1 July - 2 July
Historic Downtown Luxury-Lake-Coffee-Spa like BA

Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
Edgerton
10.0 out of 10, Exceptional, (91 reviews)
"The view was great, the weather was perfect. The kitchen - amazing, parking - ample. The whole experience was ideal for what I wanted to accomplish. The Pig got a lot of business that weekend "
United States
Collier C.
The price is NZ$1,275
includes taxes & fees
5 July - 6 July
Spacious Edgerton Home w/ Private Beach & Views!

Downtown Lake Country Oconomowoc with River View

Downtown Lake Country Oconomowoc with River View
Oconomowoc
9.8 out of 10, Exceptional, (7 reviews)
"Great location. Host was very responsive. "
United States
Stephen R.
Downtown Lake Country Oconomowoc with River View

Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (32 reviews)
"Our stay couldn’t have been better! Gorgeous place on the water. Hosts were super helpful and accommodating."
United States
Erin M.
The price is NZ$1,796
includes taxes & fees
14 July - 15 July
Waterfront Lake Cottage - Upper Nemahbin Lake

Private Pool - Hot Tub - Sauna - Game Room - Pets

Private Pool - Hot Tub - Sauna - Game Room - Pets
Sun Prairie
10.0 out of 10, Exceptional, (15 reviews)
"Great place for large group gatherings. Communication with our host was amazing. Highly recommend."
United States
Anonymous traveller
Private Pool - Hot Tub - Sauna - Game Room - Pets
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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Find out more about Watertown

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, 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 NZ$366 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 are some of the best holiday rentals that Watertown has to offer?

77 Acre Private Sanctuary near Kettle Moraine Trails, Alpine Valley & History.: 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 4 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.