Search Vacation Homes in Windsor

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 79 Vacation Homes in Windsor with updated reviews, rates, and availability.

Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.
Terrace/patio

Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.

10.0 out of 10, Exceptional, (54)
"Beautiful spot"
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.
Cozy Home w/ Doggy Fence
Outdoor dining

Cozy Home w/ Doggy Fence

9.2 out of 10, Wonderful, (47)
" Our stay was great It a nice place to come home to after being on the water all day. Everything was tidy and clean. "
The price is AED 327
AED 704 total
includes taxes & fees
4 Jun - 5 Jun
Cozy Home w/ Doggy Fence
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg
Fridge, microwave, oven, stovetop

Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

10.0 out of 10, Exceptional, (79)
"Nice place"
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg
Home Away From Home
Interior

Home Away From Home

10.0 out of 10, Exceptional, (15)
"Clean and cozy, the family and Iwould stay again"
The price is AED 371
AED 663 total
includes taxes & fees
9 Jun - 10 Jun
Home Away From Home
< 1/2 Mi to Marina: Missouri Lake Getaway
Fridge, microwave, stovetop, dishwasher

< 1/2 Mi to Marina: Missouri Lake Getaway

10.0 out of 10, Exceptional, (2)
"Great place in a great location, close to many boat ramps. "
< 1/2 Mi to Marina: Missouri Lake Getaway
Relax at Grandma’s house with a screened in porch overlooking a private lake!
Interior

Relax at Grandma’s house with a screened in porch overlooking a private lake!

9.8 out of 10, Exceptional, (25)
"Great quiet place by the lake. Loved the fenced front yard for the dog. Great fishing. Town nearby was amazing, waterfront area is super fun. "
Relax at Grandma’s house with a screened in porch overlooking a private lake!
Ozark Family Getaway in beautiful Warsaw.
Fridge, microwave, oven, stovetop

Ozark Family Getaway in beautiful Warsaw.

9.6 out of 10, Exceptional, (27)
"Loved this little house! Was so welcoming and comfortable. "
Ozark Family Getaway in beautiful Warsaw.
Downtown Retreat with large privacy fenced yard. Pet Friendly!
Property grounds

Downtown Retreat with large privacy fenced yard. Pet Friendly!

10.0 out of 10, Exceptional, (28)
"We loved everything about this house! Great owner, great location, and great experience! Will stay again for sure!!"
The price is AED 349
AED 566 total
includes taxes & fees
8 Jun - 9 Jun
Downtown Retreat with large privacy fenced yard. Pet Friendly!
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (14)
"Had a great time!"
The price is AED 380
AED 582 total
includes taxes & fees
8 Jun - 9 Jun
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Tranquil Wooded Retreat Overlooking Truman Lake only 2 minutes from Warsaw, MO
Fridge, microwave, oven, stovetop

Tranquil Wooded Retreat Overlooking Truman Lake only 2 minutes from Warsaw, MO

2.0 star property
10.0 out of 10, Exceptional, (2)
"The house is beautiful and the property and views are even more beautiful. Very relaxing area. The pool guy was a little odd, wouldve liked him to be there earlier so it wasnt cutting into our day. The property is great to hike and explore around, watch out for the patches of cactus around the front yard. That was cool to see. Would definitely stay again! "
Tranquil Wooded Retreat Overlooking Truman Lake only 2 minutes from Warsaw, MO
Plenty of charm and room in the center of Warrensburg, Missouri 64093
Exterior

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

4.0 out of 10, (1)
The price is AED 331
AED 441 total
includes taxes & fees
1 Jul - 2 Jul
Plenty of charm and room in the center of Warrensburg, Missouri 64093
Rm 1 - Waterfront Double Queen / 1st floor
Property grounds

Rm 1 - Waterfront Double Queen / 1st floor

9.8 out of 10, Exceptional, (11)
"The Hosts were great!"
The price is AED 430
AED 530 total
includes taxes & fees
2 Jun - 3 Jun
Rm 1 - Waterfront Double Queen / 1st floor
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps
Private kitchen

Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps

10.0 out of 10, Exceptional, (1)
"Liked long driveway and easy access. Clean comfy respectable place. Communication was great!! "
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Exterior

Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews

10.0 out of 10, Exceptional, (67)
"Very nice place! Enjoyed our stay. Host very responsive and gracious. Beautiful view of the lake! No complaints!"
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Quiet getaway in Warsaw, Missouri
Fridge, microwave, oven, stovetop

Quiet getaway in Warsaw, Missouri

10.0 out of 10, Exceptional, (1)
"Such a cute property! House very roomy! Absolutely loved it!"
Quiet getaway in Warsaw, Missouri
Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina.
Fridge, microwave, oven, stovetop

Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina.

9.6 out of 10, Exceptional, (9)
"Such a perfect house for a family getaway. The kitchen is beautiful and has everything we needed. The hot tub was so relaxing. The beds were comfortable. Nice, quiet neighborhood, close to Sterrett Creek Marina. Wish we could have stayed longer!"
The price is AED 900
AED 1,533 total
includes taxes & fees
24 Jun - 25 Jun
Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina.
Bicycle Bungalow New House in Tiny Home Village
Exterior

Bicycle Bungalow New House in Tiny Home Village

10.0 out of 10, Exceptional, (3)
"It was just what we wanted!"
The price is AED 474
AED 589 total
includes taxes & fees
3 Jun - 4 Jun
Bicycle Bungalow New House in Tiny Home Village
CABIN IN THE WOODS , FAMILY AND PET FRIENDLY
Property grounds

CABIN IN THE WOODS , FAMILY AND PET FRIENDLY

9.8 out of 10, Exceptional, (60)
"Everything you need to find some r and r for the family or a group of friends."
CABIN IN THE WOODS , FAMILY AND PET FRIENDLY
T's Fish Camp--Crappie Are Biting—Sleeps up to Six
Exterior

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

10.0 out of 10, Exceptional, (20)
"Perfect area, easy boat access, couldn’t ask for more "
T's Fish Camp--Crappie Are Biting—Sleeps up to Six
Fisher House Spacious Home in Tiny Home Village
Exterior

Fisher House Spacious Home in Tiny Home Village

9.0 out of 10, Wonderful, (4)
"Our group of six visited the property for a short stay. It was the perfect amount of space for all of us and all the amenities we needed."
The price is AED 547
AED 668 total
includes taxes & fees
2 Jun - 3 Jun
Fisher House Spacious Home in Tiny Home Village
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free