Book Holiday Homes in Watertown

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Featured Holiday Homes in Watertown

Lakefront Views + Walk to Dining | Kayaks + Firepit

Lakefront Views + Walk to Dining | Kayaks + Firepit

Pewaukee WI
Stay at this family-friendly holiday home in Pewaukee. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Pewaukee Lake and Springs Water ...
Opens in a new windowLakefront Views + Walk to Dining | Kayaks + Firepit
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Cottage Grove WI
The price is NZ$798 per night from 26 May to 27 May
NZ$798
26 May - 27 May
includes taxes & fees
Stay at this holiday home in Cottage Grove. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Yahara Hills Golf Course and Ho-Chunk Gaming ...
Opens in a new windowBright, Private 3BR Duplex Unit with Parking in Cottage Grove
Modern Lake Home: Family Fun & Memorable Getaway!

Modern Lake Home: Family Fun & Memorable Getaway!

Beaver Dam WI
Stay at this holiday home in Beaver Dam. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Beaver Dam Bay Marina and Beaver Dam Lake State ...
Opens in a new windowModern Lake Home: Family Fun & Memorable Getaway!
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Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

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

Eagle WI
Stay at this family-friendly holiday home in Eagle. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Old World Wisconsin and Rainbow Springs ...
Opens in a new windowSpectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups

Sun Prairie WI
The price is NZ$1,143 per night from 1 June to 2 June
NZ$1,143
1 June - 2 June
includes taxes & fees
Stay at this family-friendly holiday home in Sun Prairie. Enjoy breakfast (surcharge), a garden and laundry facilities. Popular attractions Firemen's Park in ...
Opens in a new windowHot Tub - King Suite - Game Room - Large Groups
Remodeled Home on Wooded Nagawicka Lake Channel

Remodeled Home on Wooded Nagawicka Lake Channel

Delafield WI
Stay at this family-friendly holiday home in Delafield. Enjoy a garden, laundry facilities and patios. Popular attractions Dickten Park and Hawks Inn are located ...
Opens in a new windowRemodeled Home on Wooded Nagawicka Lake Channel
Dogs Stay Free! Lakefront Bungalow with Dock

Dogs Stay Free! Lakefront Bungalow with Dock

Juneau WI
Stay at this beach holiday home in Juneau. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Sinissippi Lake and Neider Park are located ...
Opens in a new windowDogs Stay Free! Lakefront Bungalow with Dock
One-of-a-kind Blue Tree House Retreat • Holy Hill Getaway • Hiking Trails

One-of-a-kind Blue Tree House Retreat • Holy Hill Getaway • Hiking Trails

Richfield WI
Stay at this holiday home in Hubertus. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Heiliger Huegel Ski Club and Holy Hill are located ...
Opens in a new windowOne-of-a-kind Blue Tree House Retreat • Holy Hill Getaway • Hiking Trails
4 Bdrm 4 Bath Lake front Lake Sinissippi home

4 Bdrm 4 Bath Lake front Lake Sinissippi home

Juneau WI
Stay at this family-friendly holiday home in Juneau. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Sinissippi Lake and Neider Park are ...
Opens in a new window4 Bdrm 4 Bath Lake front Lake Sinissippi home
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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
140 Holiday Homes
Lowest Price
NZ$121
Highest Price
NZ$1,143
Popular accommodation
Lakefront Views + Walk to Dining | Kayaks + Firepit, Bright, Private 3BR Duplex Unit with Parking in Cottage Grove, Modern Lake Home: Family Fun & Memorable Getaway!, Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails, Hot Tub - King Suite - Game Room - Large Groups, Remodeled Home on Wooded Nagawicka Lake Channel, Dogs Stay Free! Lakefront Bungalow with Dock, One-of-a-kind Blue Tree House Retreat • Holy Hill Getaway • Hiking Trails, 4 Bdrm 4 Bath Lake front Lake Sinissippi home

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$185 per night from 31 May to 1 June
NZ$185
31 May - 1 June
includes taxes & fees
Stay at this hotel in Watertown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
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$121 per night from 31 May to 1 June
NZ$121
31 May - 1 June
includes taxes & fees
Stay at this hotel in Watertown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
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$135 per night from 25 May to 26 May
NZ$135
25 May - 26 May
includes taxes & fees
Stay at this hotel in Watertown. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Popular attractions Tivoli Island Park and The Octagon House 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
Fully refundableReserve now, pay when you stay
The price is NZ$200 per night from 22 June to 23 June
NZ$200
22 June - 23 June
includes taxes & fees
Stay at this B&B in Watertown. Enjoy free breakfast, free Wi-Fi 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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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.