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
When you stay at this vacation home in Cambridge, you'll be on the waterfront, within a 5-minute drive of Lake Ripley Park Beach and Cambridge Historic School ...
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
With a stay at this vacation home in Sun Prairie, you'll be within a 10-minute walk of Sun Prairie Historical Library and Museum and Angell Park Speedway.
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 AU$1,096 per night from 20 Oct to 21 Oct
AU$1,096
20 Oct - 21 Oct
includes taxes & fees
Located in Hubertus, this vacation home is on a lake, a 2-minute drive from Heiliger Huegel Ski Club and 6 minutes from Holy Hill.
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
Located in Fort Atkinson, this vacation home is on the waterfront, within a 15-minute drive of Lake Koshkonong and Panther Intaglio Effigy Mound.
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
Located in Juneau, this vacation home is on the waterfront, within a 15-minute drive of Sinissippi Lake and Neider Park.
Opens in a new window4 Bdrm 4 Bath Lake front Lake Sinissippi home
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

Eagle
Located in Eagle, this vacation home is in a rural location, a 5-minute drive from Old World Wisconsin and 6 minutes from Kettle Moraine Ranch.
Opens in a new windowSpectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
Beautiful Historic Tudor Mansion with sandy Private Beach

Beautiful Historic Tudor Mansion with sandy Private Beach

Oconomowoc
Located in Oconomowoc, this vacation home is on the waterfront, a 5-minute drive from Hawks Inn and 7 minutes from Dickten Park.
Opens in a new windowBeautiful Historic Tudor Mansion with sandy Private Beach
Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Hartford
The price is AU$1,147 per night from 30 Sept to 1 Oct
AU$1,147
30 Sept - 1 Oct
includes taxes & fees
With a stay at this vacation home in Hartford, you'll be within a 5-minute drive of Hartford City Hall and Wisconsin Automotive Museum.
Opens in a new windowLuxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars
Beautiful lakefront, Newly Remodeled Lower Level!

Beautiful lakefront, Newly Remodeled Lower Level!

Hustisford
With a stay at this vacation home in Hustisford, you'll be on the waterfront, just steps from Sinissippi Lake and a 3-minute drive from Neider Park.
Opens in a new windowBeautiful lakefront, Newly Remodeled Lower Level!
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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
150 Holiday Homes
Lowest Price
AU$104
Highest Price
AU$1,147
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 , Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails, Beautiful Historic Tudor Mansion with sandy Private Beach, Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars, Beautiful lakefront, Newly Remodeled Lower Level!

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 AU$151 per night from 5 Oct to 6 Oct
AU$151
5 Oct - 6 Oct
includes taxes & fees
Located in Watertown, Best Western Watertown is in a rural location, within a 5-minute drive of Maranatha Baptist University and The Octagon House.
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 AU$109 per night from 5 Oct to 6 Oct
AU$109
5 Oct - 6 Oct
includes taxes & fees
With a stay at Super 8 by Wyndham Watertown WI in Watertown, you'll be within a 5-minute drive of Maranatha Baptist University and Riverside Park.
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 AU$104 per night from 27 Oct to 28 Oct
AU$104
27 Oct - 28 Oct
includes taxes & fees
A stay at Heritage inn places you in the heart of Watertown, within a 15-minute walk of Riverside Park and Tivoli Island Park.
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
When you stay at The Katherine Holle House in Watertown, you'll be near the airport, within a 5-minute drive of Maranatha Baptist University and Riverside ...
Opens in a new windowThe Katherine Holle House
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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.

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^Subject to availability and chosen travel dates.