Book Holiday Homes in Windsor

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Featured Holiday Homes in Windsor

Pet Friendly Lodging 5 minutes from Whiteman AFB

Pet Friendly Lodging 5 minutes from Whiteman AFB

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 5 minutes from Whiteman AFB
The Bungalow at WAFB/Knob Noster pet friendly

The Bungalow at WAFB/Knob Noster pet friendly

Knob Noster
Stay at this vacation home in Knob Noster. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Knob Noster State Park and Bristle ...
The Bungalow at WAFB/Knob Noster pet friendly
Plenty of charm and room in the center of Warrensburg, Missouri 64093

Plenty of charm and room in the center of Warrensburg, Missouri 64093

Warrensburg
Stay at this vacation home in Warrensburg. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Old Drum Statue and Blind Boone Park are ...
Plenty of charm and room in the center of Warrensburg, Missouri 64093
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Downtown Retreat with large privacy fenced yard. Pet Friendly!

Downtown Retreat with large privacy fenced yard. Pet Friendly!

Warrensburg
The price is NZ$275 per night from 17 Jan to 18 Jan
NZ$275
includes taxes & fees
17 Jan - 18 Jan
Book a stay at this family-friendly vacation home in Warrensburg. Enjoy free WiFi, a garden, and patios. Popular attractions Old Drum Statue and Blind Boone ...
Downtown Retreat with large privacy fenced yard. Pet Friendly!
 CABIN IN THE WOODS , FAMILY AND PET FRIENDLY

CABIN IN THE WOODS , FAMILY AND PET FRIENDLY

Warsaw
Stay at this vacation home in Warsaw. Enjoy patios, an in-room coffeemaker, and in-room fireplaces.
CABIN IN THE WOODS , FAMILY AND PET FRIENDLY
The Bunkhouse  318 E. Main St. Warsaw, Mo.

The Bunkhouse 318 E. Main St. Warsaw, Mo.

Warsaw
Stay at this vacation home in Warsaw. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Benton County Museum and Truman Reservoir ...
The Bunkhouse 318 E. Main St. Warsaw, Mo.
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
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown

The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown

Clinton
The price is NZ$304 per night from 7 Jan to 8 Jan
NZ$304
includes taxes & fees
7 Jan - 8 Jan
Stay at this vacation home in Clinton. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Henry County Museum and Clinton Community Center ...
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
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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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
56 Holiday Homes
Lowest Price
NZ$126
Highest Price
NZ$304
Popular accommodation
Pet Friendly Lodging 5 minutes from Whiteman AFB, The Bungalow at WAFB/Knob Noster pet friendly, Plenty of charm and room in the center of Warrensburg, Missouri 64093, Downtown Retreat with large privacy fenced yard. Pet Friendly!, CABIN IN THE WOODS , FAMILY AND PET FRIENDLY, The Bunkhouse 318 E. Main St. Warsaw, Mo., Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake, The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown, Home Away From Home

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$126 per night from 6 Jan to 7 Jan
NZ$126
includes taxes & fees
6 Jan - 7 Jan
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
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
Westbridge Inn and Suites

Westbridge Inn and Suites

2 out of 5
106 S Baird St., Clinton, MO
Fully refundableReserve now, pay when you stay
The price is NZ$154 per night from 16 Jan to 17 Jan
NZ$154
includes taxes & fees
16 Jan - 17 Jan
Book a stay at this business-friendly motel in Clinton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Westbridge Inn and Suites
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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$211 per night from 4 Jan to 5 Jan
NZ$211
includes taxes & fees
4 Jan - 5 Jan
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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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.