A row of stately homes with American flags, a well-manicured lawn, and a street sign with the number 309.

Holiday Homes in Leavenworth

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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 Leavenworth holiday homes

A staircase with black railings and a chandelier in the background.

1. Newly Remodeled Classic Old Leavenworth Home in the heart of town

Newly Remodeled Classic Old Leavenworth Home in the heart of town
Leavenworth
9.4 out of 10, Exceptional, (37 reviews)
"We love staying here! The house was very clean and quaint. We had everything we needed and were able to easily cook our families meals. We would definitely stay again."
United States
Katrina H.
The price is AU$503
includes taxes & fees
1 Oct - 2 Oct
Newly Remodeled Classic Old Leavenworth Home in the heart of town
A hallway with wooden flooring, a white door, and a ceiling light.

2. Charming 2-bedroom house on quiet brick and tree lined street.

Charming 2-bedroom house on quiet brick and tree lined street.
Atchison
10.0 out of 10, Exceptional, (25 reviews)
"Great location near campus and downtown. Beautifully remodeled inside. Host was great with communication and checking us in. Would definitely stay here again!"
United States
Teresa D.
The price is AU$360
includes taxes & fees
30 Sept - 1 Oct
Charming 2-bedroom house on quiet brick and tree lined street.
Private kitchen

3. Calling All Gamers_Sleeps 10_Near MCI_Fun for All

Calling All Gamers_Sleeps 10_Near MCI_Fun for All
Platte City
9.2 out of 10, Wonderful, (10 reviews)
"Great vacation and my whole family loved it!! We had a blast and definitely plan on returning again! Thank you for the great vacation and memories!!"
United States
Harlan M.
The price is AU$945
includes taxes & fees
14 Oct - 15 Oct
Calling All Gamers_Sleeps 10_Near MCI_Fun for All
A kitchen with a central island, wooden stools, a refrigerator, a microwave, and hanging pendant lights.

4. Cottage On Main- In The Heart Of Weston

Cottage On Main- In The Heart Of Weston
Weston
8.6 out of 10, Excellent, (133 reviews)
"The breakfast item were nice!"
United States
Leanne L.
The price is AU$422
includes taxes & fees
30 Sept - 1 Oct
Cottage On Main- In The Heart Of Weston
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a black stove.

5. To Legends! 3BD with 2.5 Bath House!

To Legends! 3BD with 2.5 Bath House!
Piper
9.4 out of 10, Exceptional, (6 reviews)
"The house was clean and quiet, just what we needed for our stay. The host was friendly and helpful. Beds were comfortable. Bedrooms with own bathrooms were perfect for everyone to have their own space. "
United States
Andrea D.
The price is AU$605
includes taxes & fees
5 Oct - 6 Oct
To Legends! 3BD with 2.5 Bath House!
A hallway with a wooden floor, a ceiling fan, a door with a mirror, a small shelf with plants, and a couch with patterned cushions.

6. Kansas City 3-bedroom farmhouse on peaceful acreage near Legends entertainment!

Kansas City 3-bedroom farmhouse on peaceful acreage near Legends entertainment!
Piper
9.8 out of 10, Exceptional, (8 reviews)
"Loved the quiet and the location. Close to the track. Highly recommend"
United States
Brian Stanley
The price is AU$510
includes taxes & fees
30 Sept - 1 Oct
Kansas City 3-bedroom farmhouse on peaceful acreage near Legends entertainment!
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

7. Two Homes • Group Retreat for Up to 20

Two Homes • Group Retreat for Up to 20
Tracy
10.0 out of 10, Exceptional, (3 reviews)
"Olga was a wonderful host and so communicative. Such a great place!"
United States
Christy B.
Two Homes • Group Retreat for Up to 20
An indoor water park with multiple water slides and pools.

8. Near Legends_Sleeps 8_Great Location_Shops

Near Legends_Sleeps 8_Great Location_Shops
I-435 West
9.0 out of 10, Wonderful, (15 reviews)
"Plenty of room with a great deck out back. Perfect home base while we were in town. "
United States
Joe C.
The price is AU$830
includes taxes & fees
30 Sept - 1 Oct
Near Legends_Sleeps 8_Great Location_Shops
A dining area with a marble table, white chairs, and a chandelier.

9. Shawnee Home Game Room Jacuzzi Firepit PetFriendly

Shawnee Home Game Room Jacuzzi Firepit PetFriendly
Shawnee
10.0 out of 10, Exceptional, (3 reviews)
"Traveled with a large group 10 of.us and was plenty of room! Great stay and will be using it again!"
United States
Shawna R.
Shawnee Home Game Room Jacuzzi Firepit PetFriendly
A spacious kitchen with a large island, a dining area with a round table, a living room with a fireplace, and a ceiling fan.

10. Pet-Friendly Near Kansas City, Fenced Yard, King Suite, Blackstone

Pet-Friendly Near Kansas City, Fenced Yard, King Suite, Blackstone
Tonganoxie
10.0 out of 10, Exceptional, (4 reviews)
"This place was great and enjoyable stay for the group we had. In a quiet little area and close enough to the city but still far enough away to be out."
United States
Jesse M.
Pet-Friendly Near Kansas City, Fenced Yard, King Suite, Blackstone
A kitchen with wooden cabinets, a refrigerator, a microwave, a stove, and an oven.

11. The Elm House

The Elm House
Troy
10.0 out of 10, Exceptional, (86 reviews)
"Place was absolutely perfect and close to everything"
United States
Todd L.
The price is AU$227
includes taxes & fees
30 Sept - 1 Oct
The Elm House
A modern kitchen with granite countertops, a dishwasher, and a window with a view of a bathroom.

12. Newly renovated duplex for up to 8 people - adjoining unit #2

Newly renovated duplex for up to 8 people - adjoining unit #2
Overland Park
9.0 out of 10, Wonderful, (24 reviews)
"Very nicely and plenty of room! "
United States
Robin H.
The price is AU$367
includes taxes & fees
30 Sept - 1 Oct
Newly renovated duplex for up to 8 people - adjoining unit #2
A two-story house with a stone facade, a front porch with steps, and a front door with a glass panel.

13. Beautiful 120 year old home in downtown Kansas City.

Beautiful 120 year old home in downtown Kansas City.
Longfellow
10.0 out of 10, Exceptional, (72 reviews)
"Very cute place, we had a nice stay."
United States
Eugenecarrie R.
The price is AU$318
includes taxes & fees
30 Sept - 1 Oct
Beautiful 120 year old home in downtown Kansas City.
A modern living room with a dark wood floor, a grey sofa, a coffee table, and a white door.

14. Relaxing Riverside Stay. Minutes to Downtown, MCI

Relaxing Riverside Stay. Minutes to Downtown, MCI
Riverside
The price is AU$292
includes taxes & fees
6 Oct - 7 Oct
Relaxing Riverside Stay. Minutes to Downtown, MCI
A modern living room with a brown leather sofa, a glass coffee table, and a potted plant.

15. Cute and affordable 3BDR duplex in Overland Park for up to 10 people! Unit #2

Cute and affordable 3BDR duplex in Overland Park for up to 10 people! Unit #2
Overland Park
9.2 out of 10, Wonderful, (38 reviews)
"Great and comfortable stay. "
United States
Penney
The price is AU$367
includes taxes & fees
5 Oct - 6 Oct
Cute and affordable 3BDR duplex in Overland Park for up to 10 people! Unit #2
A white brick fireplace with a black mantel shelf, two framed signs, and a small plant.

16. Modern Oasis Near the Legends - Spacious home with games, patio, deck and more!

Modern Oasis Near the Legends - Spacious home with games, patio, deck and more!
Victory Hills
10.0 out of 10, Exceptional, (69 reviews)
"We thoroughly enjoyed our stay. It was conveniently located and probably the most well stocked rental that we have stayed in. The host was quick to answer any questions we had."
United States
Jessica K.
The price is AU$581
includes taxes & fees
5 Oct - 6 Oct
Modern Oasis Near the Legends - Spacious home with games, patio, deck and more!
A two-story house with a garage, a front porch, and a well-maintained lawn.

17. Family Fave_5 King Beds_Roomy_Great Neighborhood

Family Fave_5 King Beds_Roomy_Great Neighborhood
Shawnee
9.6 out of 10, Exceptional, (17 reviews)
"Great place to stay "
United States
Xu H.
The price is AU$1,196
includes taxes & fees
5 Oct - 6 Oct
Family Fave_5 King Beds_Roomy_Great Neighborhood
A single-story house with a front porch, a visible mailbox, and a clear sky.

18. ⭐️Comfortable✅Clean✅ Central✅!Stylish✅!PetFriendly⭐️Backyard⭐️Grill

⭐️Comfortable✅Clean✅ Central✅!Stylish✅!PetFriendly⭐️Backyard⭐️Grill
Merriam
10.0 out of 10, Exceptional, (58 reviews)
"Great location, very pet-friendly yard, clean and comfortable! Property manager was very responsive with communcation. "
United States
Patricia K.
The price is AU$403
includes taxes & fees
30 Sept - 1 Oct
⭐️Comfortable✅Clean✅ Central✅!Stylish✅!PetFriendly⭐️Backyard⭐️Grill
A dining area with a round table, white chairs, a woven pendant light, and a black partition wall.

19. The Park Villa - Proximity Perfection - Best of KC

The Park Villa - Proximity Perfection - Best of KC
Kansas City
10.0 out of 10, Exceptional, (2 reviews)
"A lovely quiet location with easy access to shops and venues. Inside was immaculate and so functional."
United States
Lisa W.
The price is AU$444
includes taxes & fees
5 Oct - 6 Oct
The Park Villa - Proximity Perfection - Best of KC
A living room with a beige sofa, patterned throw pillows, a dark brown chair, a large wall clock, and a decorative metal piece.

20. Farmhouse on the Prairie - You can see for miles!

Farmhouse on the Prairie - You can see for miles!
valley falls
10.0 out of 10, Exceptional, (23 reviews)
"This stay was super amazing. It was very cute, clean, quiet, no real close neighbors. The perfect little getaway for our anniversary, that we definitely needed... "
United States
Courtney S.
The price is AU$359
includes taxes & fees
3 Oct - 4 Oct
Farmhouse on the Prairie - You can see for miles!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Leavenworth Hotel Reviews

Aiden By Best Western Kansas City Downtown

Aiden By Best Western Kansas City Downtown

10/10 Excellent
"Updated hotel in the Power and Light District. Parking on-site, the bar was nice and the room was clean and comfy. The price was very fair. The staff was wonderful. Walkable to many shops, bars and restaurants plus the KC Streetcar stop on Main. Definitely recommend this hotel."
Kathleen 1-night trip
Posted 1 hour ago
Aiden By Best Western Kansas City Downtown

Find out more about Leavenworth

Leavenworth Holiday Homes information

Number of reviews
476
Accommodation
664 Holiday Homes
Lowest Price
AU$227
Highest Price
AU$1,196