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, (49 reviews)
"Fairly private. "
United States
Cheryl H.
The price is AU$253
includes taxes & fees
26 Apr - 27 Apr
Log Cabin at Lake Koshkonong - “The Overlook”

2 Bedroom - Main Street Sun Prairie WI

2 Bedroom - Main Street Sun Prairie WI
Sun Prairie
9.6 out of 10, Exceptional, (40 reviews)
"The host was very responsive and very kind and considerate to our reason for traveling. The property was beautiful and clean inside and out, we really enjoyed our stay."
United States
Sha'Vonne G.
The price is AU$564
includes taxes & fees
21 Apr - 22 Apr
2 Bedroom - Main Street Sun Prairie WI

Peaceful Horicon Studio w/ Rock River Access!

Peaceful Horicon Studio w/ Rock River Access!
3.5 star property
Horicon
The price is AU$309
includes taxes & fees
23 Apr - 24 Apr
Peaceful Horicon Studio w/ Rock River Access!

Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (8 reviews)
"We were in town for a wedding and this place was perfect. Great location, close to restaurants, shopping and the wedding venue was only 15 minutes away. Unit was very clean and comfortable. It had everything we needed. We loved Angelina's Restaurant which is right around the corner. If you stay here definitely eat at Angelina's."
United States
Christopher M.
The price is AU$332
includes taxes & fees
21 Apr - 22 Apr
Historic Downtown Luxury-Lake-Coffee-Spa like BA

Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is AU$235
includes taxes & fees
23 Apr - 24 Apr
Queen Studio Suite w/ Kitchenette in Oconomowoc

Cannery Square Unit - 106 by Patriot Properties

Cannery Square Unit - 106 by Patriot Properties
Sun Prairie
9.4 out of 10, Exceptional, (28 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is AU$459
includes taxes & fees
18 May - 19 May
Cannery Square Unit - 106 by Patriot Properties

Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -104 by Patriot
Sun Prairie
9.6 out of 10, Exceptional, (48 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 AU$459
includes taxes & fees
18 May - 19 May
Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -307 by Patriot

Cannery Square Short Term Rentals -307 by Patriot
Sun Prairie
The price is AU$330
includes taxes & fees
26 Apr - 27 Apr
Cannery Square Short Term Rentals -307 by Patriot

1 Bedroom - 1220 Canterbury Ct

1 Bedroom - 1220 Canterbury Ct
Sun Prairie
The price is AU$399
includes taxes & fees
21 Apr - 22 Apr
1 Bedroom - 1220 Canterbury Ct

Iron Ore Retreat: Near Oconomowoc Wedding Venues, Downtown & Lakes

Iron Ore Retreat: Near Oconomowoc Wedding Venues, Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (24 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is AU$658
includes taxes & fees
21 Apr - 22 Apr
Iron Ore Retreat: Near Oconomowoc Wedding Venues, Downtown & Lakes

Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.6 out of 10, Exceptional, (7 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is AU$443
includes taxes & fees
21 Apr - 22 Apr
Historic Downtown- King Bed-St Johns Acad-Shopping

Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars
Hartford
10.0 out of 10, Exceptional, (7 reviews)
"This is a nice place to stay. The bedrooms are all spacious, clean and very comfy. The communication with the host was great. I would stay here again. "
United States
Nicole D.
The price is AU$1,278
includes taxes & fees
22 Apr - 23 Apr
Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (30 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 AU$759
includes taxes & fees
4 May - 5 May
Waterfront Lake Cottage - Upper Nemahbin Lake

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Pewaukee
10.0 out of 10, Exceptional, (22 reviews)
"Great stay and great place!"
United States
Macauley M.
The price is AU$331
includes taxes & fees
10 May - 11 May
Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.

Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.
Oconomowoc
10.0 out of 10, Exceptional, (4 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 AU$429
includes taxes & fees
7 May - 8 May
Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.

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, (5 reviews)
"Gorgeous interior, responsive host, clear instructions. Enjoyed proximity to hiking, cafe, and arcade. "
United States
M. M.
The price is AU$525
includes taxes & fees
24 Apr - 25 Apr
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

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, (11 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is AU$706
includes taxes & fees
11 May - 12 May
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

BoatHouse ~Rock Lake~HotTub~ Pet-Friendly

BoatHouse ~Rock Lake~HotTub~ Pet-Friendly
Lake Mills
The price is AU$628
includes taxes & fees
3 May - 4 May
BoatHouse ~Rock Lake~HotTub~ Pet-Friendly

Spa House by the beach. Pewaukee Lake

Spa House by the beach. Pewaukee Lake
Downtown Pewaukee
The price is AU$628
includes taxes & fees
10 May - 11 May
Spa House by the beach. Pewaukee Lake

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

The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!
Beaver Dam
10.0 out of 10, Exceptional, (22 reviews)
"The house was amazing and fun to stay in. The different rooms a the old charm was excellent! "
United States
Andre V.
The price is AU$827
includes taxes & fees
19 May - 20 May
The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!
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 favourite 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 depend 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 AU$331 per night. Entering your travel dates in the search wizard might find you 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?

One-of-a-kind Blue Tree House Retreat • Holy Hill Getaway • Hiking Trails: This holiday home rental outside of Watertown is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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?

Tivoli Island Park and Riverside 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.