A stone bridge with multiple arches over a river, surrounded by trees and grassy areas.

Watertown Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Watertown vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
$276 nightly
The price is $291
Sep 28 - Sep 29
Total with taxes and fees
3BR Home Near Hahns Lake – Newly Updated Kitchen
Exterior

2. Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.8 out of 10, Exceptional, (6 reviews)
"Clean place. "
United States
John M.
$389 nightly
The price is $410
Sep 4 - Sep 5
Total with taxes and fees
Relax & Reboot in this Charming 2-Bedroom Townhome
Exterior

3. 2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"The two bedroom suite was perfect! The room was spotless and the furnishings were comfortable. They had breakfast and a social hour in the evening. It was very nice. We didn’t use the pool and it was great. Would definitely stay here again."
United States
Sharon J.
$238 nightly
The price is $269
Sep 7 - Sep 8
Total with taxes and fees
2-BR Suite w/ King & Double Beds + Kitchen
Exterior

4. Chic Retreat Near Wedding Venues + Fire Pit

Chic Retreat Near Wedding Venues + Fire Pit
Oconomowoc
10.0 out of 10, Exceptional, (27 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
$535 nightly
The price is $605
Sep 16 - Sep 17
Total with taxes and fees
Chic Retreat Near Wedding Venues + Fire Pit
Property grounds

5. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (37 reviews)
"Our stay couldn’t have been better! Gorgeous place on the water. Hosts were super helpful and accommodating."
United States
Erin M.
$671 nightly
The price is $704
Sep 2 - Sep 3
Total with taxes and fees
Waterfront Lake Cottage - Upper Nemahbin Lake
Interior

6. Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (12 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
$283 nightly
The price is $320
Sep 1 - Sep 2
Total with taxes and fees
Historic Downtown- King Bed-St Johns Acad-Shopping
Interior

7. Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (7 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
$251 nightly
The price is $283
Sep 1 - Sep 2
Total with taxes and fees
Historic Downtown-Old World Charm-Dining-Coffee
Terrace/patio

8. 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, (28 reviews)
"Host was excellent and amenities were great! "
United States
Andre V.
$524 nightly
The price is $580
Sep 1 - Sep 2
Total with taxes and fees
The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam
House (3 Bedrooms) | Interior

9. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
$732 nightly
The price is $772
Sep 1 - Sep 2
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Interior

10. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (27 reviews)
"We had a wonderful stay! It was the perfect Thanksgiving getaway for our family. "
United States
Mikaela M.
$748 nightly
The price is $789
Sep 1 - Sep 2
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Terrace/patio

11. Well Appointed Home Steps to Pewaukee Lake

Well Appointed Home Steps to Pewaukee Lake
Pewaukee
9.8 out of 10, Exceptional, (19 reviews)
"such a lovely home and great restaurants and stores near by. Looks like a little sea side town in Maine"
United States
Rachel W.
$468 nightly
The price is $491
Sep 16 - Sep 17
Total with taxes and fees
Well Appointed Home Steps to Pewaukee Lake
Smart TV, books

12. 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, (10 reviews)
"Great place."
United States
Shawn T.
$343 nightly
The price is $386
Sep 8 - Sep 9
Total with taxes and fees
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
Coffee/tea maker, fridge, microwave, oven

13. Pet-Friendly 2 Bedroom Suite Near UWW Campus, Kettle Moraine, and Starin Park!

Pet-Friendly 2 Bedroom Suite Near UWW Campus, Kettle Moraine, and Starin Park!
Whitewater
10.0 out of 10, Exceptional, (49 reviews)
"Great overall experience."
United States
kari f.
$156 nightly
The price is $177
Sep 3 - Sep 4
Total with taxes and fees
Pet-Friendly 2 Bedroom Suite Near UWW Campus, Kettle Moraine, and Starin Park!
Interior

14. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (28 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
$315 nightly
The price is $354
Sep 1 - Sep 2
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
Coffee/tea maker, fridge, microwave, oven

15. 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.
$362 nightly
The price is $407
Sep 1 - Sep 2
Total with taxes and fees
2 Bedroom Apartment Downtown Sun Prairie!
TV, fireplace, offices

16. 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, (12 reviews)
"We had a lovely stay! Thank you!!"
United States
Goodie A.
$711 nightly
The price is $756
Sep 8 - Sep 9
Total with taxes and fees
Hot Tub - Game Room - 20 min to Capitol - Pets
Interior

17. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.8 out of 10, Exceptional, (54 reviews)
"Clean and comfortable, good location, attentive host. If you are staying longer than one night, bring extra toilet paper, bring paper towels and trash bags, and sheets for the pull-out sofa if you plan to use it."
United States
Angela C.
$326 nightly
The price is $367
Sep 21 - Sep 22
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
Interior

18. Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
$793 nightly
The price is $892
Sep 5 - Sep 6
Total with taxes and fees
Historic, 4-bedroom house in charming Hartford
Property grounds

19. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (51 reviews)
"Thank you for a peaceful stay, we came from Arizona to host my mothers memorial and the comfort and relaxation was well needed, plus it was big enough to have my kids spend time with us as well. Thank you for everything!"
United States
Kelly T.
$189 nightly
The price is $199
Sep 3 - Sep 4
Total with taxes and fees
Log Cabin at Lake Koshkonong - “The Overlook”
Coffee/tea maker, fridge, microwave, oven

20. 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, (16 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
$402 nightly
The price is $456
Sep 2 - Sep 3
Total with taxes and fees
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Watertown Hotel Reviews

Best Western Waukesha Grand

Best Western Waukesha Grand

10/10 Excellent
"Very clean, great breakfast, excellent location for American Family Stadium and Milwaukee Mile. Great local restaurants. Definitely stay again in the future."
Allen 2-night trip
Posted 6 hours ago
Best Western Waukesha Grand

Find out more about Watertown

Everything you need to know about Watertown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Watertown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Watertown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Watertown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $199 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Watertown rentals

At Expedia, we put the best Watertown vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Watertown?

Yes, we have vacation rentals near well known points of interest in Watertown, or you can go with a more secluded option if you're looking for a relaxing stay. Our travelers 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 vacation rentals in Watertown?

One-of-a-kind Blue Tree House Retreat • Holy Hill Getaway • Hiking Trails: Visitors like this Watertown vacation home rental. It is located on a lake and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Watertown?

Expedia has 5 vacation 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 larger area.

What’s a vacation rental in Watertown like?

A vacation rental is a private property you can stay in for a couple of days or more in Watertown. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family trips or small group gatherings.