Book Holiday Homes in Windsor

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Featured Holiday Homes in Windsor

Cabin house on a quiet cove, Lake of the Ozarks near Warsaw Spoonbill Paddlefish

Cabin house on a quiet cove, Lake of the Ozarks near Warsaw Spoonbill Paddlefish

Warsaw
Book a stay at this family-friendly vacation home in Warsaw. Enjoy free WiFi, a garden, and patios. Popular attractions Lost Valley Hatchery and Benton County ...
Cabin house on a quiet cove, Lake of the Ozarks near Warsaw Spoonbill Paddlefish
Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake

Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake

Deepwater
Stay at this vacation home in Deepwater. Enjoy patios, an in-room coffeemaker, and air conditioning.
Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake
Home Away From Home

Home Away From Home

Warrensburg
Book a stay at this family-friendly vacation home in Warrensburg. Enjoy free WiFi, a garden, and a pool table. Popular attractions Old Drum Statue and Blind ...
Home Away From Home
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Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4

Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4

Warsaw
Stay at this vacation home in Warsaw. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Benton County Museum and Lost Valley Hatchery ...
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
Rm 1 - Waterfront Double Queen / 1st floor

Rm 1 - Waterfront Double Queen / 1st floor

Warsaw
The price is NZ$242 per night from 1 May to 2 May
NZ$242
includes taxes & fees
1 May - 2 May
Stay at this hotel in Warsaw. Enjoy air conditioning. Popular attractions Benton County Museum and Lost Valley Hatchery are located nearby.
Rm 1 - Waterfront Double Queen / 1st floor
T's Fish Camp--Crappie Are Biting—Sleeps up to Six

T's Fish Camp--Crappie Are Biting—Sleeps up to Six

Warsaw
Stay at this vacation home in Warsaw. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Shawnee Bend Public Use Area and Benton County ...
T's Fish Camp--Crappie Are Biting—Sleeps up to Six
Beautiful waterfront house in Warsaw with swimming dock and boat slip

Beautiful waterfront house in Warsaw with swimming dock and boat slip

Warsaw
Stay at this vacation home in Warsaw. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Benton County Museum and Truman Reservoir are ...
Beautiful waterfront house in Warsaw with swimming dock and boat slip
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Windsor
The price is NZ$262 per night from 20 Apr to 21 Apr
NZ$262
includes taxes & fees
20 Apr - 21 Apr
Stay at this vacation home in Windsor. Enjoy an in-room coffeemaker and air conditioning.
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

Warrensburg
Stay at this vacation home in Warrensburg. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Montserrat Vineyards and Bristle ...
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg
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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.

Windsor 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 Windsor vacation homes are the perfect way for you to wing it.

Holiday houses in Windsor 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 Windsor 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 Windsor adventures, obvs.

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

Windsor Holiday Homes essential information

Accommodation
79 Holiday Homes
Lowest Price
NZ$118
Highest Price
NZ$262
Popular accommodation
Cabin house on a quiet cove, Lake of the Ozarks near Warsaw Spoonbill Paddlefish, Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake, Home Away From Home , Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4, Rm 1 - Waterfront Double Queen / 1st floor, T's Fish Camp--Crappie Are Biting—Sleeps up to Six, Beautiful waterfront house in Warsaw with swimming dock and boat slip, Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO, Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

Top trending hotels in Windsor

Windsor Crossroads Motel

Windsor Crossroads Motel

2.5 out of 5
606 North Main Street, Windsor, MO
Fully refundableReserve now, pay when you stay
The price is NZ$118 per night from 20 Apr to 21 Apr
NZ$118
includes taxes & fees
20 Apr - 21 Apr
Stay at this motel in Windsor. Enjoy free parking, daily housekeeping, and a picnic area.
Windsor Crossroads Motel
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Windsor
The price is NZ$262 per night from 20 Apr to 21 Apr
NZ$262
includes taxes & fees
20 Apr - 21 Apr
Stay at this vacation home in Windsor. Enjoy an in-room coffeemaker and air conditioning.
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Parkfield Inn

Parkfield Inn

2.5 out of 5
506 Kansas Ave, Clinton, MO
Fully refundableReserve now, pay when you stay
The price is NZ$188 per night from 19 May to 20 May
NZ$188
includes taxes & fees
19 May - 20 May
Book a stay at this business-friendly hotel in Clinton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Parkfield Inn
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Econo Lodge Truman Inn

Econo Lodge Truman Inn

2 out of 5
3501 W Broadway Blvd, Sedalia, MO
Fully refundableReserve now, pay when you stay
The price is NZ$157 per night from 28 Apr to 29 Apr
NZ$157
includes taxes & fees
28 Apr - 29 Apr
Book a stay at this business-friendly hotel in Sedalia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Daum Museum of Contemporary Art ...
Econo Lodge Truman Inn
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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.