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Watertown Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Watertown vacation rentals

A living room with a sofa, a television on a stand, a ceiling fan, and a window with curtains.

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.
$318 nightly
The price is $335
Sep 29 - Sep 30
Total with taxes and fees
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.
$371 nightly
The price is $391
Sep 26 - Sep 27
Total with taxes and fees
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.
$480 nightly
The price is $543
Sep 27 - Sep 28
Total with taxes and fees
Charming Historic Upper Walk to Downtown & Lakes
A two-story house with a balcony, a front porch, and a visible garage.

4. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (29 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
$711 nightly
The price is $804
Sep 27 - Sep 28
Total with taxes and fees
Sytlish Retreat Near Wedding Venues & Downtown
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

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.
$263 nightly
The price is $297
Oct 4 - Oct 5
Total with taxes and fees
2-BR Suite w/ King & Double Beds + Kitchen
A deck with a view of a lake, docked boats, and a covered area with a bench.

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.
$666 nightly
The price is $699
Sep 28 - Sep 29
Total with taxes and fees
Waterfront Lake Cottage - Upper Nemahbin Lake
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

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.
$300 nightly
The price is $339
Sep 28 - Sep 29
Total with taxes and fees
Private Hot Tub • Bright Home Near Downtown
A two-story house with a stone retaining wall, a wooden dock, and a clear view of the water.

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!
A spacious interior with a stone staircase, a large window, and a cozy seating area.

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.
$739 nightly
The price is $780
Sep 27 - Sep 28
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A room with a wooden floor, a red sofa, a small table with a lamp, and a painting on the wall.

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.
$446 nightly
The price is $502
Oct 9 - Oct 10
Total with taxes and fees
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
A spacious living area with a wooden staircase, a round table with a book and certificates, and a cozy seating area with a sofa and chairs.

11. Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
$794 nightly
The price is $893
Sep 29 - Sep 30
Total with taxes and fees
Historic, 4-bedroom house in charming Hartford
A modern kitchen with white cabinets, a central island, a chandelier, and a dining area with orange chairs.

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.
$283 nightly
The price is $320
Oct 19 - Oct 20
Total with taxes and fees
Historic Downtown- King Bed-St Johns Acad-Shopping
A compact kitchen with a wooden ceiling, a white door, and a window with a view.

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.
$213 nightly
The price is $241
Oct 19 - Oct 20
Total with taxes and fees
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

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

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
"."
United States
Rhonda M.
$263 nightly
The price is $297
Oct 4 - Oct 5
Total with taxes and fees
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
A two-story house with a stone retaining wall, a wooden dock, and a clear view of the water.

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!
A lobby with a wall displaying vintage advertisements, a sofa, a potted plant, and a window with blinds.

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.
$314 nightly
The price is $353
Oct 21 - Oct 22
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
A small cabin with a wooden deck and a glass door.

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.
$209 nightly
The price is $221
Oct 5 - Oct 6
Total with taxes and fees
Log Cabin at Lake Koshkonong - “The Overlook”
A wooden deck with a glass railing overlooking a snowy landscape with trees.

18. 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 27 - Sep 28
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A beach with a view of the water, boats, and a distant shoreline.

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.
$417 nightly
The price is $438
Oct 4 - Oct 5
Total with taxes and fees
Spa House by the beach. Pewaukee Lake
A modern kitchen with a refrigerator, microwave, and bar stools.

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.
$345 nightly
The price is $388
Oct 4 - Oct 5
Total with taxes and fees
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

Staybridge Suites Milwaukee West-Oconomowoc by IHG

Staybridge Suites Milwaukee West-Oconomowoc by IHG

10/10 Excellent
"Friendly staff. Clean hotel"
THOMAS 1-night trip
Posted 1 hour ago
Staybridge Suites Milwaukee West-Oconomowoc by IHG

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 $221 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?

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.