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Watertown Vacation Rentals

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Our top choices for Watertown vacation rentals

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 $226
CA $468 total
includes taxes & fees
Sep 29 - Sep 30
3BR Home Near Hahns Lake – Newly Updated Kitchen

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)
"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 $566 total
includes taxes & fees
Sep 25 - Sep 26
Relax & Reboot in this Charming 2-Bedroom Townhome

3. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful, comfortable house within easy walking distance of downtown and the beach. Thoughtful hosts with great communication. Thanks for a great return stay!"
United States
Mark G.
The price is CA $299
CA $761 total
includes taxes & fees
Oct 6 - Oct 7
Charming Historic Upper Walk to Downtown & Lakes

4. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (28 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is CA $324
CA $791 total
includes taxes & fees
Sep 24 - Sep 25
Sytlish Retreat Near Wedding Venues & Downtown

5. 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 $286
CA $370 total
includes taxes & fees
Oct 11 - Oct 12
2-BR Suite w/ King & Double Beds + Kitchen

6. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (38 reviews)
"The entire process of renting this house was easy and streamlined. The hosts and the property itself were top notch. Highly recommend!"
United States
Payton C.
The price is CA $333
CA $989 total
includes taxes & fees
Sep 28 - Sep 29
Waterfront Lake Cottage - Upper Nemahbin Lake

7. 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 $251
CA $474 total
includes taxes & fees
Sep 29 - Sep 30
Private Hot Tub • Bright Home Near Downtown

8. Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
3.0 star property
Edgerton
10.0 out of 10, Exceptional, (1 review)
Spacious Edgerton Home w/ Private Beach & Views!

9. 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.
The price is CA $385
CA $1,109 total
includes taxes & fees
Sep 27 - Sep 28
Eclectic Hubertus Home w/ Game Room & Fire Pit!

10. 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)
"Nice place for a Hartford golf trip."
United States
sean s.
The price is CA $316
CA $701 total
includes taxes & fees
Oct 9 - Oct 10
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

11. Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
The price is CA $835
CA $1,254 total
includes taxes & fees
Sep 27 - Sep 28
Historic, 4-bedroom house in charming Hartford

12. 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.
The price is CA $263
CA $444 total
includes taxes & fees
Oct 12 - Oct 13
Historic Downtown- King Bed-St Johns Acad-Shopping

13. 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)
"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 $191
CA $334 total
includes taxes & fees
Sep 28 - Sep 29
Historic Downtown Luxury-Lake-Coffee-Spa like BA

14. Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
"."
United States
Rhonda M.
The price is CA $307
CA $398 total
includes taxes & fees
Oct 6 - Oct 7
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

15. Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
Edgerton
10.0 out of 10, Exceptional, (94 reviews)
"This is a beautiful property and it came with everything you need to enjoy your time"
United States
Michael M.
Spacious Edgerton Home w/ Private Beach & Views!

16. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (55 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 CA $178
CA $497 total
includes taxes & fees
Sep 24 - Sep 25
2 Bed, 2 Bath Apartment at Cannery Square

17. 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.
The price is CA $169
CA $309 total
includes taxes & fees
Oct 5 - Oct 6
Log Cabin at Lake Koshkonong - “The Overlook”

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is CA $469
CA $1,083 total
includes taxes & fees
Sep 27 - Sep 28
Eclectic Hubertus Home w/ Game Room & Fire Pit!

19. Spa House by the beach. Pewaukee Lake

Spa House by the beach. Pewaukee Lake
Downtown Pewaukee
9.0 out of 10, Wonderful, (2 reviews)
"Lovely relaxing home. Had a great time. Train traffic can be a bit much especially if you’re a lite sleeper. Overall great experience."
United States
Ryan E.
The price is CA $400
CA $609 total
includes taxes & fees
Oct 4 - Oct 5
Spa House by the beach. Pewaukee Lake

20. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (41 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 $538 total
includes taxes & fees
Oct 7 - Oct 8
2 Bedroom Apartment Downtown Sun Prairie!
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

Find out more about Watertown

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Watertown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

4 Bdrm 4 Bath Lake front Lake Sinissippi home : 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 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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.