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Watertown Holiday Rentals

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Our top choices for Watertown holiday 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 NZ$597
includes taxes & fees
15 Nov - 16 Nov
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
9.2 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 NZ$696
includes taxes & fees
23 Nov - 24 Nov
Relax & Reboot in this Charming 2-Bedroom Townhome

3. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
Spacious Accessible Studio w/ Walk-In Shower

4. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (32 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
The price is NZ$1,046
includes taxes & fees
18 Nov - 19 Nov
Sytlish Retreat Near Wedding Venues & Downtown

5. 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 NZ$595
includes taxes & fees
15 Nov - 16 Nov
Private Hot Tub • Bright Home Near Downtown

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 NZ$452
includes taxes & fees
15 Nov - 16 Nov
Studio Apartment at Cannery Square

7. Spacious Family Escape Near Lakes in Wisconsin

Spacious Family Escape Near Lakes in Wisconsin
Oconomowoc
Spacious Family Escape Near Lakes in Wisconsin

8. 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 NZ$445
includes taxes & fees
15 Nov - 16 Nov
Historic Downtown Luxury-Lake-Coffee-Spa like BA

9. 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 NZ$607
includes taxes & fees
16 Nov - 17 Nov
2 Bed, 2 Bath Apartment at Cannery Square

10. 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 NZ$595
includes taxes & fees
29 Nov - 30 Nov
2 Bed, 2 Bath Apartment at Cannery Square

11. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.6 out of 10, Excellent, (17 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 NZ$471
includes taxes & fees
15 Nov - 16 Nov
Studio Apartment at Cannery Square

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, (12 reviews)
"Great place."
United States
Shawn T.
The price is NZ$682
includes taxes & fees
14 Nov - 15 Nov
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

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

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is NZ$379
includes taxes & fees
22 Nov - 23 Nov
Accessible 1-BR Queen Suite w/ Roll-In Shower

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

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is NZ$391
includes taxes & fees
7 Dec - 8 Dec
Accessible 1-BR Suite w/ Two Double Beds

15. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
Queen Studio Suite w/ Kitchenette in Oconomowoc

16. 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 NZ$990
includes taxes & fees
16 Nov - 17 Nov
The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam

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

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.6 out of 10, Exceptional, (15 reviews)
"This is an incredible hidden gem in Delafield. Loved every minute of our stay!"
United States
Holly L.
The price is NZ$556
includes taxes & fees
14 Dec - 15 Dec
Historic Downtown- King Bed-St Johns Acad-Shopping

18. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is NZ$321
includes taxes & fees
13 Dec - 14 Dec
Accessible 1BR Suite | Pool & Daily Breakfast

19. 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 NZ$684
includes taxes & fees
15 Nov - 16 Nov
2 Bedroom Apartment Downtown Sun Prairie!

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.
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

Find out more about Watertown

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Watertown holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Watertown. 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 Watertown. 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 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 holiday 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 Watertown short-term rentals, that won’t be hard to do.

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?

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!: This holiday home rental outside of Watertown is located on the beach, and has a fireplace, a patio and a BBQ 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 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?

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 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.