Book Holiday Homes in Watertown

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Featured Holiday Homes in Watertown

Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

Cambridge
Book a stay at this family-friendly vacation home in Cambridge. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Lake Ripley Park Beach ...
Opens in a new windowWaterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming
A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts

Sun Prairie
Book a stay at this family-friendly vacation home in Sun Prairie. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff and ...
Opens in a new windowA Pleasant Retreat- No Cleaning Fee & New Discounts
NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby

NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby

Richfield
The price is NZ$1,245 per night from 19 Oct to 20 Oct
NZ$1,245
19 Oct - 20 Oct
includes taxes & fees
Book a stay at this ski vacation home in Hubertus. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Heiliger Huegel Ski Club and Holy ...
Opens in a new windowNEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby
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Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Fort Atkinson
Book a stay at this beach vacation home in Fort Atkinson. Enjoy a beach locale, a garden, and patios. Popular attractions Lake Koshkonong and Glacial River Bike ...
Opens in a new windowAdorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
4 Bdrm 4 Bath Lake front Lake Sinissippi home

4 Bdrm 4 Bath Lake front Lake Sinissippi home

Juneau
Book a stay at this ski vacation home in Juneau. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Sinissippi Lake and Neider Park are located ...
Opens in a new window4 Bdrm 4 Bath Lake front Lake Sinissippi home
Peaceful retreat for all seasons'

Peaceful retreat for all seasons'

Beaver Dam
Stay at this vacation home in Beaver Dam. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Beaver Dam Lake State Wildlife Area and Sunset ...
Opens in a new windowPeaceful retreat for all seasons'
Greenstone Cottage

Greenstone Cottage

Oconomowoc
Stay at this vacation home in Oconomowoc. Enjoy a garden, patios, and air conditioning. Popular attractions Oconomowoc Gallery and Oakbrook-Eser Studios and ...
Opens in a new windowGreenstone Cottage
Beautiful lakefront, Newly Remodeled Lower Level!

Beautiful lakefront, Newly Remodeled Lower Level!

Hustisford
Stay at this vacation home in Hustisford. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff and the property condition in ...
Opens in a new windowBeautiful lakefront, Newly Remodeled Lower Level!
The Gatsby Getaway -  A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!

The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!

2 out of 5
Beaver Dam
The price is NZ$1,066 per night from 21 Sept to 22 Sept
NZ$1,066
21 Sept - 22 Sept
includes taxes & fees
Stay at this vacation home in Beaver Dam. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Beaver Dam Bay Marina and Beaver Dam Mall ...
Opens in a new windowThe Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!
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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.

Watertown Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Watertown vacation homes are the perfect way for you to wing it.

Holiday houses in Watertown let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Watertown in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Watertown adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Watertown with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Watertown vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Watertown Holiday Homes essential information

Accommodation
155 Holiday Homes
Lowest Price
NZ$119
Highest Price
NZ$1,245
Popular accommodation
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming, A Pleasant Retreat- No Cleaning Fee & New Discounts, NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby, Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!, 4 Bdrm 4 Bath Lake front Lake Sinissippi home , Peaceful retreat for all seasons', Greenstone Cottage, Beautiful lakefront, Newly Remodeled Lower Level!, The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!

Top trending hotels in Watertown

Best Western Watertown

Best Western Watertown

2.5 out of 5
101 Aviation Way, Watertown, WI
Fully refundableReserve now, pay when you stay
The price is NZ$165 per night from 28 Sept to 29 Sept
NZ$165
28 Sept - 29 Sept
includes taxes & fees
Stay at this hotel in Watertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions The ...
Opens in a new windowBest Western Watertown
Super 8 by Wyndham Watertown WI

Super 8 by Wyndham Watertown WI

2 out of 5
1730 S Church St, Watertown, WI
Fully refundableReserve now, pay when you stay
The price is NZ$119 per night from 5 Oct to 6 Oct
NZ$119
5 Oct - 6 Oct
includes taxes & fees
Stay at this hotel in Watertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. ...
Opens in a new windowSuper 8 by Wyndham Watertown WI
Heritage inn

Heritage inn

2.5 out of 5
700 E Main St, Watertown, WI
Fully refundableReserve now, pay when you stay
The price is NZ$125 per night from 19 Oct to 20 Oct
NZ$125
19 Oct - 20 Oct
includes taxes & fees
Stay at this hotel in Watertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Riverside Park and Tivoli Island Park are located ...
Opens in a new windowHeritage inn
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The Katherine Holle House

The Katherine Holle House

3 out of 5
119 N Church St, Watertown, WI
Stay at this 3-star B&B in Watertown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Riverside Park and Tivoli Island Park are located ...
Opens in a new windowThe Katherine Holle House
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See all available properties in Watertown
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.