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Stilwell Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Stilwell holiday rentals

A modern house with a covered porch, a brick pathway leading to the entrance, and a wooden fence in the background.

1. The Cottage at BluHawk Farms

The Cottage at BluHawk Farms
Overland Park
10.0 out of 10, Exceptional, (23 reviews)
"Great stay. Quiet, and doggies loved the yard to play in as well."
United States
Derrick G.
The price is AU$350
includes taxes & fees
6 Oct - 7 Oct
The Cottage at BluHawk Farms
A courtyard with outdoor seating and a fire pit, surrounded by multi-story buildings with brick facades.

2. WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
3.5 star property
Overland Park
9.2 out of 10, Wonderful, (1,190 reviews)
"The property was very conveniently located to everything in KC. Very nice property that was quiet and safe. So many nice amenities this location and around the hotel."
United States
David
The price is AU$213
includes taxes & fees
6 Oct - 7 Oct
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
A two-story house with a porch, a small pond, and an American flag.

3. Spacious 4-Bedroom 3 Acre Fence County Home in Cleveland MO!

Spacious 4-Bedroom 3 Acre Fence County Home in Cleveland MO!
Cleveland
10.0 out of 10, Exceptional, (29 reviews)
"The property was amazing! Lots of space and very clean! Loved our stay!"
United States
Edgardo
The price is AU$414
includes taxes & fees
30 Sept - 1 Oct
Spacious 4-Bedroom 3 Acre Fence County Home in Cleveland MO!
A living room with a black sofa, a glass coffee table, and a blue patterned rug. There is a staircase leading to another room.

4. Charming Family Retreat South Overland Park

Charming Family Retreat South Overland Park
Overland Park
9.2 out of 10, Wonderful, (30 reviews)
"Amazing location with easy access to shopping and food, great value, amazing responsive host who is very accommodating. Would recommend to anyone trying to stay in the greater KC area "
United States
Elias B.
The price is AU$473
includes taxes & fees
4 Oct - 5 Oct
Charming Family Retreat South Overland Park
A spacious living room with a sofa, coffee table, and dining area. The kitchen features stainless steel appliances and white cabinets.

5. Family and Large Group Friendly Suburb Home!

Family and Large Group Friendly Suburb Home!
Overland Park
9.8 out of 10, Exceptional, (51 reviews)
"Jeffrey was an outstanding host with immediate response.Everything was as described I would definitely stay there again"
United States
Wolfgang Z.
The price is AU$761
includes taxes & fees
6 Oct - 7 Oct
Family and Large Group Friendly Suburb Home!
A living room with a sofa, coffee table, and a fireplace. There is a hallway leading to another room.

6. Beautiful, spacious, clean house for families #2

Beautiful, spacious, clean house for families #2
Stanley
9.0 out of 10, Wonderful, (26 reviews)
"Property was clean and in a great area of KC. Excelllent host."
United States
Oupekha P.
The price is AU$400
includes taxes & fees
4 Oct - 5 Oct
Beautiful, spacious, clean house for families #2
A modern kitchen with stainless steel appliances, grey cabinets, and a wooden floor.

7. Clean, spacious, and fully renovated townhouse with modern charm and comfort.

Clean, spacious, and fully renovated townhouse with modern charm and comfort.
Spring Hill
9.8 out of 10, Exceptional, (44 reviews)
"We only stayed 1 night but the place was great and it was a quiet neighborhood."
United States
Derrick K.
The price is AU$328
includes taxes & fees
30 Sept - 1 Oct
Clean, spacious, and fully renovated townhouse with modern charm and comfort.
Exterior

8. New Cabin for an Adventure

New Cabin for an Adventure
Peculiar
9.6 out of 10, Exceptional, (22 reviews)
"This was a very clean and nice place to stay. The cabin was located about 30 minutes outside of KC so the travel wasnt bad for our weekend vacation. "
United States
Benjamin W.
The price is AU$416
includes taxes & fees
5 Oct - 6 Oct
New Cabin for an Adventure
A modern kitchen with white cabinets, a central island with bar stools, stainless steel appliances, and pendant lighting.

9. Secluded ½-acre retreat surrounded by trees for ultimate privacy and quiet. Remodeled and beautifully furnished with modern finishes. Enjoy a peaceful setting just 8 minutes from Belton/Raymore—perfect for relaxing stays or extended work trips.

Secluded ½-acre retreat surrounded by trees for ultimate privacy and quiet. Remodeled and beautifully furnished with modern finishes. Enjoy a peaceful setting just 8 minutes from Belton/Raymore—perfect for relaxing stays or extended work trips.
Grandview
10.0 out of 10, Exceptional, (8 reviews)
"Very clean and lots of space. Will be back!"
United States
Tracy D.
Secluded ½-acre retreat surrounded by trees for ultimate privacy and quiet. Remodeled and beautifully furnished with modern finishes. Enjoy a peaceful setting just 8 minutes from Belton/Raymore—perfect for relaxing stays or extended work trips.
A wooden deck with a barbecue area, outdoor seating, and planters with greenery.

10. New Conestoga 1843 Wagon

New Conestoga 1843 Wagon
Peculiar
10.0 out of 10, Exceptional, (60 reviews)
"The wagon was so amazing and comfortable! Air conditioning, satellite Tv, not to mention the beautiful scenery and fire pit. The bed was very comfortable! The hosts were very kind and accommodating. We had an amazing stay and will definitely be making this an annual trip!"
United States
Mariette G.
The price is AU$332
includes taxes & fees
5 Oct - 6 Oct
New Conestoga 1843 Wagon
A spacious kitchen with a central island, white cabinetry, and a brick accent wall.

11. Family-Friendly 4bed/3 bath w/Fully-Stocked Kitchen, Sauna, Firepit, & Gym Space

Family-Friendly 4bed/3 bath w/Fully-Stocked Kitchen, Sauna, Firepit, & Gym Space
Overland Park
10.0 out of 10, Exceptional, (27 reviews)
"Very welcoming & nice thxs for letting us stay will definitely recommend."
United States
Sheena S.
Family-Friendly 4bed/3 bath w/Fully-Stocked Kitchen, Sauna, Firepit, & Gym Space
A large, historic building with arched windows and a central fountain, surrounded by a well-lit plaza and modern buildings in the background.

12. Spacious Home_Sleeps 9_Home Theater_Pool Table

Spacious Home_Sleeps 9_Home Theater_Pool Table
Olathe
10.0 out of 10, Exceptional, (15 reviews)
"Very accommodating and great place to stay!"
United States
Sarah V.
Spacious Home_Sleeps 9_Home Theater_Pool Table
A bedroom with a bed, bedside tables, a window, and a view of the outdoors.

13. Mulberry House - Cozy Home Near Downtown Olathe with Fenced in Backyard!

Mulberry House - Cozy Home Near Downtown Olathe with Fenced in Backyard!
Olathe
9.8 out of 10, Exceptional, (47 reviews)
"This was perfect for a short stay. It had everything we needed. "
United States
Gena J.
The price is AU$348
includes taxes & fees
20 Oct - 21 Oct
Mulberry House - Cozy Home Near Downtown Olathe with Fenced in Backyard!
A modern kitchen with white cabinets, a wooden dining table, and a chandelier.

14. Boho Beauty Newly Remodled 4BD/3 FULL BATH

Boho Beauty Newly Remodled 4BD/3 FULL BATH
Overland Park
10.0 out of 10, Exceptional, (76 reviews)
"Wonderful place to stay! "
United States
Nolan & Chelsea F.
The price is AU$668
includes taxes & fees
30 Sept - 1 Oct
Boho Beauty Newly Remodled 4BD/3 FULL BATH
A square outdoor fire feature with a metal frame and a tiled top, surrounded by a wooden fence and a chair.

15. DELIGHTFUL PATIO APT W/PRIVATE ENTRY IN SOUTH KC

DELIGHTFUL PATIO APT W/PRIVATE ENTRY IN SOUTH KC
South Kansas City
10.0 out of 10, Exceptional, (54 reviews)
"host was very friendly! the patio was so perfect"
United States
stephani
The price is AU$312
includes taxes & fees
4 Oct - 5 Oct
DELIGHTFUL PATIO APT W/PRIVATE ENTRY IN SOUTH KC
Living area

16. Spacious Home_Sleeping14_5KingBeds_Game Room

Spacious Home_Sleeping14_5KingBeds_Game Room
Windsor Trace
10.0 out of 10, Exceptional, (3 reviews)
"Great property in a nice neighborhood. Very conveniently located for us."
United States
Laurie G.
The price is AU$995
includes taxes & fees
30 Sept - 1 Oct
Spacious Home_Sleeping14_5KingBeds_Game Room
A modern kitchen with a marble island, black cabinetry, and a unique geometric chandelier.

17. Santoclere - designer home near Corporate Woods

Santoclere - designer home near Corporate Woods
Overland Park
9.8 out of 10, Exceptional, (18 reviews)
"The place is very nice and accommodating."
United States
Greg L.
Santoclere - designer home near Corporate Woods
A small, single-story building with a green door, a patio with a table and chairs, and potted plants.

18. Green Cottage Farm Stay & Food

Green Cottage Farm Stay & Food
Gardner
10.0 out of 10, Exceptional, (66 reviews)
"This cottage was the perfect country getaway. The decorations were very cute, the house was spotless, and the host responded right away to any question we had. 10/10 would recommend and can't wait for our next getaway here. "
United States
Cale N.
The price is AU$267
includes taxes & fees
27 Oct - 28 Oct
Green Cottage Farm Stay & Food
A modern living room with a sofa, coffee table, and a dining area with chairs and a table. There is a kitchen in the background with white cabinets and a window.

19. 3 Bed 2 Bath with Hot Tub

3 Bed 2 Bath with Hot Tub
Overland Park
9.6 out of 10, Exceptional, (30 reviews)
"Very comfortable and clean house with a great backyard for our dog. We will be staying here again next week."
United States
Melanie O.
The price is AU$489
includes taxes & fees
4 Oct - 5 Oct
3 Bed 2 Bath with Hot Tub
A kitchen with a wooden bar, black chairs, pendant lights, and a view through the door.

20. The whole 3 bedrooms/3 baths single family house in Overland Park with sauna!

The whole 3 bedrooms/3 baths single family house in Overland Park with sauna!
Overland Park
9.4 out of 10, Exceptional, (70 reviews)
"Place was great! Host was very responsive and accommodating. "
United States
Stephanie B.
The price is AU$456
includes taxes & fees
4 Oct - 5 Oct
The whole 3 bedrooms/3 baths single family house in Overland Park with sauna!
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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Top Stilwell Hotel Reviews

InterContinental Kansas City at The Plaza by IHG

InterContinental Kansas City at The Plaza by IHG

10/10 Excellent
"We had a two night staycation in KC. I had forgotten how wonderful this property is. Can’t beat the location and the property is beautiful."
Frank 2-night trip
Posted less than an hour ago
InterContinental Kansas City at The Plaza by IHG

Find out more about Stilwell

Everything you need to know about Stilwell holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Stilwell holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Stilwell holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Stilwell holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stilwell holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stilwell holiday rentals we have selected for you start as low as AU$213 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Stilwell rentals

At Expedia, we put the best Stilwell holiday 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 Stilwell 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 Stilwell holiday.

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

Frequently asked questions

Can I find a holiday rental in Stilwell?

Yes, there are holiday rentals close to the most popular sights in Stilwell, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Stilwell has to offer?

Luxury Spa Home, King Bed, 5 Min Downtown, Large: This holiday home rental outside of Stilwell has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals will I find in Stilwell?

Choose from 8 Expedia holiday rentals in Stilwell for a memorable holiday.

What’s there to see and do in Stilwell?

While exploring the area, visit family-friendly sights like Museum at Prairiefire, or get outside and enjoy nature at Overland Park Arboretum and Botanical Gardens. Heritage Park Golf Course and Deanna Rose Children's Farmstead are a couple of places you'll find in the wider area.

What’s a holiday rental in Stilwell like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stilwell. Holiday rentals provide amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for families.