Windsor Vacation Rentals from $116: Search Short-Term Rentals

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Our top choices for Windsor vacation rentals

A kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and a window with curtains.

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

Windsor

Paul S.

$173 nightly

Nov 4 - Nov 5

Total with taxes and fees

A row of cabins with wooden decks and stairs leading to the entrance.

2. Hickory Hollow Resort

Clinton

Sam

$108 nightly

Nov 14 - Nov 15

Total with taxes and fees

A cozy cabin interior with a kitchen, dining area, and a sofa.

3. Red cabin close to University of Central Missouri and Whiteman AF Base

Warrensburg

Kelly

$111 nightly

Nov 8 - Nov 9

Total with taxes and fees

4. Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.

Warrensburg

Sylvia M.

$111 nightly

Nov 5 - Nov 6

Total with taxes and fees

5. Cute Little Cabin #3

warrensburg

Anthony

$111 nightly

Nov 30 - Dec 1

Total with taxes and fees

6. Cozy 1-bedroom Cabin 4C in serene Warrebsburg with AC

`Warrebsburg

$111 nightly

Nov 4 - Nov 5

Total with taxes and fees

A compact kitchen with a stove, sink, and refrigerator, a wooden dining area with stools, and a gray sofa in a cabin-style interior.

7. Unit B Country home apartment near Warrensburg

Warrensburg

Mary K H.

$111 nightly

Nov 8 - Nov 9

Total with taxes and fees

A spacious loft-style room with a wooden interior, a staircase, a sofa, and a television.

8. Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri

Warrensburg

Michael E.

$151 nightly

Nov 4 - Nov 5

Total with taxes and fees

A cozy cabin interior with a wooden staircase, a sofa, a chair, and a refrigerator.

9. Green cabin close to University of Central Missouri and Whiteman AF Base

Warrensburg

Sabrina D.

$121 nightly

Nov 4 - Nov 5

Total with taxes and fees

A cozy cabin interior with a wooden staircase, a sofa, a chair, a kitchen area, and a clock on the wall.

10. White cabin in the woods close to Univ. of Central Missouri and Whiteman AF Base

Warrensburg

Sergio A.

$151 nightly

Nov 4 - Nov 5

Total with taxes and fees

A wooden cabin interior with a kitchen, dining area, and a ceiling fan.

11. Unit A Country house near Warrensburg

Warrensburg

leslie f.

$131 nightly

Nov 4 - Nov 5

Total with taxes and fees

A kitchen with wooden cabinets, a black refrigerator, a microwave, and a large island with bar stools.

12. Modern 2BR Townhome near the MO State Fair

Sedalia

$203 nightly

Nov 30 - Dec 1

Total with taxes and fees

A compact kitchen with wooden cabinets, a white refrigerator, a stove, and a trash bin.

13. Cabin 2 - Reel and Trigger

Tom Township

$146 nightly

Nov 4 - Nov 5

Total with taxes and fees

A living room with a fireplace, a television mounted above it, and a patterned rug on the floor.

14. Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat

Warrensburg

Jo H.

$183 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

15. King Beds_Cozy 2BR Home_Sleeps 5_Warrensburg

Warrensburg

Richard W.

$421 nightly

Nov 4 - Nov 5

Total with taxes and fees

A two-story house with a stone facade, a number '2713' above the door, and a well-maintained lawn.

16. Fisher House Spacious Home in Tiny Home Village

Sedalia

Caleb B.

$172 nightly

Nov 16 - Nov 17

Total with taxes and fees

A two-story wooden house with a covered porch and a flagpole.

17. Truman Lake Retreat: Relax and Unwind

Clinton

Jason S.

$456 nightly

Nov 25 - Nov 26

Total with taxes and fees

18. Truman Lake Retreat: Relax and Unwind

Clinton

$469 nightly

Nov 25 - Nov 26

Total with taxes and fees

A modern living room with a sofa, chairs, a TV, and a kitchen area.

19. The Gallery - Modern Loft Apartment

Sedalia Downtown Historic District

Christy M.

$199 nightly

Nov 4 - Nov 5

Total with taxes and fees

A modern bedroom with a bed, bedside tables, a TV, a sofa, and a kitchen area.

20. Candlestick Suite

Sedalia Downtown Historic District

Melissa O.

$165 nightly

Nov 4 - Nov 5

Total with taxes and fees

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Top Windsor Hotel Reviews

Westbridge Inn and Suites

10/10 Excellent

"We drove right past it at first. We we’re very impressed with how they remodeled this old motel. It was beautiful actually. Well thought out. Beds were very comfortable. Good lighting in the rooms. Beautiful parking lot and you pulled right up to your room. Handy!! Went to grab a sandwich at 8:45. When I got back, the parking lot was full at 9:15. A sink in the bathroom and outside of the bathroom. Pretty granite tops. Will stay again!! Thanks guys!"

Econo Lodge Truman Inn

10/10 Excellent

"If you want to save money, stay here. If you want to be right by Walmart an a couple restaurants , stay here . For the price you save don't except all the extras . The pool is not heated. The Jacuzzi could've been hotter. Some of the things that you might be used to they do not have . No coffee pot in the room . No oversized TV in the room. No hairdryer in the room. They do not offer hand soap or wash rags . The location is awesome, we walked to Walmart and it was nice. So just bring the extras with you and save a little bit of money and enjoy your stay."

Days Inn by Wyndham Warrensburg

10/10 Excellent

"Our third time staying at this property. It is a simple, clean , affordable place. Close to anything you need. It’s not the Waldorf- it’s a Days Inn. You get a lot of value for a reasonable price at this property! I’ll mention again there is no elevator, so if stairs are an issue for you, be sure to request a first floor room. Manager was nice enough to reach out to be sure that 2nd floor was ok. And he also was great adding on an extra day when our plans changed. Room is clean. Bed is comfortable. That’s all I care about for a hotel most of the time. Breakfast offering is simple- cereal (hot and cold), yogurt, breads, cute pancake machine. Now they’ve added some heat and eat breakfast sandwiches, which hubby appreciated. If that isn’t enough, there’s a restaurant you can walk to next door that we’ve been to with my dad. Or you can pay an extra $50 a night at a different hotel for a “free” breakfast. Your call."

Find out more about Windsor

Everything you need to know about Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $116 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Windsor?

Yes, we offer vacation rentals near top points of interest in Windsor, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Windsor?

GRANDMA'S GET-A-WAY (Water Front property ) WIFI. Private covered one bay dock.: This vacation home rental outside of Windsor is located on a lake and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Windsor?

Explore the area and family-friendly sights such as Leisure Park, or get out into nature at a spot like Harry S Truman Reservoir. In the larger area, you’ll find Whiteman Air Force Base and Harry S. Truman State Park.

What are vacation rentals like in Windsor?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Windsor. Vacation rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family getaway.

Windsor Vacation Rentals

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Check prices for these dates

Our top choices for Windsor vacation rentals

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

2. Hickory Hollow Resort

3. Red cabin close to University of Central Missouri and Whiteman AF Base

4. Delightful Cabin #4 close to Warrensburg, Knob Knoster, and Clinton.

5. Cute Little Cabin #3

6. Cozy 1-bedroom Cabin 4C in serene Warrebsburg with AC

7. Unit B Country home apartment near Warrensburg

8. Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri

9. Green cabin close to University of Central Missouri and Whiteman AF Base

10. White cabin in the woods close to Univ. of Central Missouri and Whiteman AF Base

11. Unit A Country house near Warrensburg

12. Modern 2BR Townhome near the MO State Fair

13. Cabin 2 - Reel and Trigger

14. Blind Boone Bungalow in the 'Burg– Charming and Stylish 2BR Downtown Retreat

15. King Beds_Cozy 2BR Home_Sleeps 5_Warrensburg

16. Fisher House Spacious Home in Tiny Home Village

17. Truman Lake Retreat: Relax and Unwind

18. Truman Lake Retreat: Relax and Unwind

19. The Gallery - Modern Loft Apartment

20. Candlestick Suite

Find vacation rentals that suit your style

Top Windsor Hotel Reviews

Westbridge Inn and Suites

Find out more about Windsor

Explore a world of travel with Expedia

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