Watertown Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Watertown vacation rentals

A modern kitchen with a stainless steel refrigerator, a black stove, and wooden flooring.

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

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
10.0 out of 10, Exceptional, (1 review)
"House is great. Host was excellent when responding to any questions. FYI the bedrooms and bathroom were upstairs. Enjoy our time very much."
United States
D M.
The price is CA $229
CA $454 total
includes taxes & fees
Nov 9 - Nov 10
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
9.2 out of 10, Wonderful, (7 reviews)
"The house worked out just perfect for us! The surrounding grounds are beautiful also. A’Lisa was a very nice host and very easy to get into contact with. We will definitely be back!"
United States
Jon S.
The price is CA $435
CA $541 total
includes taxes & fees
Nov 8 - Nov 9
Relax & Reboot in this Charming 2-Bedroom Townhome
The Blue Belle

3. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (42 reviews)
"This was a great place to stay while we visited family nearby. Walkable to beach and restaurants!"
United States
Katie Huber D.
Charming Historic Upper Walk to Downtown & Lakes
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

4. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 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 CA $262
CA $468 total
includes taxes & fees
Nov 15 - Nov 16
Private Hot Tub • Bright Home Near Downtown
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

5. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is CA $187
CA $224 total
includes taxes & fees
Nov 23 - Nov 24
Spacious Accessible Studio w/ Walk-In Shower
A modern kitchen with a microwave, stove, and bar stools. There is a green sofa and a small table with a remote control.

6. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
The price is CA $114
CA $357 total
includes taxes & fees
Nov 15 - Nov 16
Studio Apartment at Cannery Square
A two-story building with a balcony and outdoor seating area.

7. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (10 reviews)
"Loved the location and it was just the perfect size for the two of us. Will definitely stay here again when we are in Delafield. "
United States
Becky M.
The price is CA $215
CA $351 total
includes taxes & fees
Nov 8 - Nov 9
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A room with a wooden floor, a red sofa, a small table with a lamp, and a painting on the wall.

8. 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, (11 reviews)
"Great place."
United States
Shawn T.
The price is CA $221
CA $553 total
includes taxes & fees
Nov 13 - Nov 14
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
A modern living room with a flat-screen TV, leather seating, a ceiling fan, and large windows.

9. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (56 reviews)
"Great and easy stay! The place was comfortable and inviting. Would stay again!"
United States
Taylor S.
The price is CA $178
CA $475 total
includes taxes & fees
Dec 1 - Dec 2
2 Bed, 2 Bath Apartment at Cannery Square
A modern room with a kitchenette, a bed, a sofa, and a TV.

10. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (16 reviews)
"Great location - able to walk to many stores and restaurants. Spacious for a studio and very quiet."
United States
Martha T.
The price is CA $163
CA $371 total
includes taxes & fees
Nov 15 - Nov 16
Studio Apartment at Cannery Square
A modern kitchen with a dishwasher, a dining area with a table and chairs, a living room with a sofa and a TV, and a ceiling fan.

11. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (31 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is CA $178
CA $475 total
includes taxes & fees
Nov 11 - Nov 12
2 Bed, 2 Bath Apartment at Cannery Square
A cozy room with a wooden ceiling, a black sofa with colorful cushions, a round coffee table with flowers, and a black chair.

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

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (14 reviews)
"This is an incredible hidden gem in Delafield. Loved every minute of our stay!"
United States
Holly L.
The price is CA $275
CA $440 total
includes taxes & fees
Nov 8 - Nov 9
Historic Downtown- King Bed-St Johns Acad-Shopping
A modern kitchen with a refrigerator, microwave, and bar stools.

13. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (43 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 CA $271
CA $546 total
includes taxes & fees
Nov 9 - Nov 10
2 Bedroom Apartment Downtown Sun Prairie!
Three Adirondack chairs on a wooden deck with a view of the sunset over a body of water.

14. 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, (34 reviews)
"Host was excellent and amenities were great! "
United States
Andre V.
The price is CA $298
CA $771 total
includes taxes & fees
Nov 16 - Nov 17
The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

15. Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is CA $238
CA $285 total
includes taxes & fees
Nov 18 - Nov 19
Accessible 1-BR Suite w/ Two Double Beds
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

16. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is CA $220
CA $263 total
includes taxes & fees
Nov 23 - Nov 24
Accessible 1BR Suite | Pool & Daily Breakfast
A two-story house with a front porch, a chimney, and a garage.

17. 4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING

4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
Hartford
The price is CA $1,135
CA $1,624 total
includes taxes & fees
Nov 15 - Nov 16
4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

18. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is CA $187
CA $224 total
includes taxes & fees
Nov 23 - Nov 24
Queen Studio Suite w/ Kitchenette in Oconomowoc
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

19. Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is CA $220
CA $263 total
includes taxes & fees
Nov 23 - Nov 24
Accessible 1-BR Queen Suite w/ Roll-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

20. 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.
The price is CA $351
CA $419 total
includes taxes & fees
Nov 23 - Nov 24
2-BR Suite w/ King & Double Beds + Kitchen
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

A kitchen with a large island, wine rack, and a window with a view of trees.
The Katherine Holle House

The Katherine Holle House

The Katherine Holle House
Watertown

10/10 Excellent

Beautiful in every way, incredible human beings; loved every minute staying with Keri Pete!
Canada
Kyla
Reviewed June 20, 2023
The Katherine Holle House

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Watertown vacation rentals we have selected for you start as low as CA $113 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 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.

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?

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!: Visitors like this Watertown vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.