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Weston Holiday Rentals

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Our top choices for Weston holiday rentals

Cottage On Main- In The Heart Of Weston

Cottage On Main- In The Heart Of Weston
Weston
8.8 out of 10, Excellent, (112)
"Enjoyed our stay, everything was as stated in the description. We really enjoyed the location and how easy the walk to downtown it was"
United States
Jeff H.
The price is HK$1,907
HK$2,331 total
includes taxes & fees
14 Dec - 15 Dec
Cottage On Main- In The Heart Of Weston

7-Bedroom: Hoops, Pickleball, Movies, Books & Games!

7-Bedroom: Hoops, Pickleball, Movies, Books & Games!
Weston
10.0 out of 10, Exceptional, (17)
"We absolutely loved this place!"
United States
Jesse T.
7-Bedroom: Hoops, Pickleball, Movies, Books & Games!

Wild Equine Loft Apartment

Wild Equine Loft Apartment
Weston
10.0 out of 10, Exceptional, (21)
"My friends and I stayed in Weston for the weekend and this place was perfect! "
United States
Lauren M.
The price is HK$2,408
HK$2,870 total
includes taxes & fees
15 Dec - 16 Dec
Wild Equine Loft Apartment

Charming 1-bedroom apartment in downtown historic Weston

Charming 1-bedroom apartment in downtown historic Weston
Weston
9.4 out of 10, Exceptional, (13)
"Wonderful, quite little basement appt that was clean and all the shops and wineries are in walking distance."
United States
Jeremy
The price is HK$1,401
HK$1,665 total
includes taxes & fees
14 Dec - 15 Dec
Charming 1-bedroom apartment in downtown historic Weston

Wild Feline Retreat

Wild Feline Retreat
Weston
10.0 out of 10, Exceptional, (13)
"We stayed her with some friends for a fun weekend. Great location and great place to stay! "
United States
Spencer H.
The price is HK$2,408
HK$2,870 total
includes taxes & fees
15 Dec - 16 Dec
Wild Feline Retreat

Weston Wanderlust Bed and Breakfast

Weston Wanderlust Bed and Breakfast
Weston
10.0 out of 10, Exceptional, (13)
"Loved it here , clean , cute, comfy beds , safe location "
United States
Brenna L.
The price is HK$1,838
HK$2,234 total
includes taxes & fees
9 Jan - 10 Jan 2026
Weston Wanderlust Bed and Breakfast

Leavenworth Local Hotel

Leavenworth Local Hotel
2.5 star property
Leavenworth
8.8 out of 10, Excellent, (350)
"Enjoyed my stay"
United States
Luciana
The price is HK$791
HK$930 total
includes taxes & fees
11 Jan - 12 Jan 2026
Leavenworth Local Hotel

Condotels

Condotels
3.0 star property
Lansing
9.0 out of 10, Wonderful, (188)
"Always a pleasant stay Friendly staff, clean rooms and great location "
United States
Leslie
The price is HK$934
HK$1,087 total
includes taxes & fees
4 Jan - 5 Jan 2026
Condotels

Cheerful, southwest-inspired heartland hideaway

Cheerful, southwest-inspired heartland hideaway
Platte Woods
10.0 out of 10, Exceptional, (6)
"Stayed at this very cute property for a baseball tournament. Clean and comfortable; great location. Great communication with owner."
United States
Dena E.
The price is HK$2,451
HK$3,914 total
includes taxes & fees
14 Dec - 15 Dec
Cheerful, southwest-inspired heartland hideaway

Close to all things KC

Close to all things KC
Victory Hills
9.6 out of 10, Exceptional, (20)
"Stay was great. "
United States
Katie C.
Close to all things KC

Private Urban Oasis with heated pool spa, outdoor bar and TV, firepit, corn hole

Private Urban Oasis with heated pool spa, outdoor bar and TV, firepit, corn hole
Kansas City
10.0 out of 10, Exceptional, (2)
"Great hospitality best we have ever had. Gave us privacy but checked on us and was available when we needed them. Great place to bring pets and our family. House was immaculate and well maintained. Yard and neighborhood was exceptionally nice. We will definitely be staying here again when we return to visit Kansas City, Missouri. It was 5/5 star stay for a great vacation. "
United States
Roma S.
Private Urban Oasis with heated pool spa, outdoor bar and TV, firepit, corn hole

Penthouse w/ Boho Loft, Jacuzzi, + Balcony -3 bdrm

Penthouse w/ Boho Loft, Jacuzzi, + Balcony -3 bdrm
Saint Joseph
9.2 out of 10, Wonderful, (15)
"Perfect place to stay while visiting family in town!"
United States
Cristy S.
The price is HK$589
HK$1,390 total
includes taxes & fees
14 Dec - 15 Dec
Penthouse w/ Boho Loft, Jacuzzi, + Balcony -3 bdrm

Family Friendly home w/ game room- Perfect Location

Family Friendly home w/ game room- Perfect Location
Riverside
9.4 out of 10, Exceptional, (23)
"This place was awesome! So spacious and not too far from downtown KC. Communication was great and very clean place. "
United States
Sadie G.
Family Friendly home w/ game room- Perfect Location

Smithville Lakehouse Country Living up to 15 guests!

Smithville Lakehouse Country Living up to 15 guests!
2.0 star property
Kearney
9.6 out of 10, Exceptional, (7)
"We had such a great time! This house is so spacious and was great for our large family! Would definitely recommend! Thank you again so much!!"
United States
Anonymous traveller
The price is HK$2,724
HK$7,562 total
includes taxes & fees
11 Jan - 12 Jan 2026
Smithville Lakehouse Country Living up to 15 guests!

Newly Remodeled Classic Old Leavenworth Home in the heart of town

Newly Remodeled Classic Old Leavenworth Home in the heart of town
Leavenworth
9.2 out of 10, Wonderful, (27)
"My sister and I stayed 6 days. Check in was easy, and the house was clean and comfortable. The neighborhood felt safe and friendly. We would definitely stay there again."
United States
Valerie V.
The price is HK$1,790
HK$2,964 total
includes taxes & fees
23 Dec - 24 Dec
Newly Remodeled Classic Old Leavenworth Home in the heart of town

4 Bed/4 Bath Historic Downtown Parkville Home

4 Bed/4 Bath Historic Downtown Parkville Home
Parkville
9.8 out of 10, Exceptional, (31)
"This house was great! "
United States
brianna g.
The price is HK$1,790
HK$4,028 total
includes taxes & fees
11 Jan - 12 Jan 2026
4 Bed/4 Bath Historic Downtown Parkville Home

Farmhouse Gone Game Room

Farmhouse Gone Game Room
Kansas City
10.0 out of 10, Exceptional, (27)
"We stayed here for 2 nights, it was easy to find, great access instructions, my teenagers enjoyed the basement game room, we got to see the deer in the backyard one of the nights, the home was clean, ready, and very comfortable. Would stay here again the next time we visit Kansas City"
United States
Ben E.
Farmhouse Gone Game Room

Beautiful Townhome 11 minutes to Downtown, Kansas City, 15 mins to MCI Airport .

Beautiful Townhome 11 minutes to Downtown, Kansas City, 15 mins to MCI Airport .
Gladstone
9.6 out of 10, Exceptional, (70)
"This was a good place to stay while visiting with family in the KC area. Nice house with all the amenities we needed. "
United States
James Z.
Beautiful Townhome 11 minutes to Downtown, Kansas City, 15 mins to MCI Airport .

💎KCK Speedway Retreat❤️✧Whole House✧

💎KCK Speedway Retreat❤️✧Whole House✧
Bethel-Welborn
9.6 out of 10, Exceptional, (23)
"The property was exactly as listed and the process was very easy. Would definitely recommend for anybody staying in the KC Area."
United States
Elliot R.
💎KCK Speedway Retreat❤️✧Whole House✧

The Woodsy Retreat

The Woodsy Retreat
Smithville
10.0 out of 10, Exceptional, (38)
"House was beautiful, beds were comfortable, and host was very responsive. We would definitely stay here again!"
United States
Angie H.
The Woodsy Retreat
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 Weston Hotel Reviews

Find out more about Weston

Search for holiday rentals in Weston on Expedia! You can easily find your home rentals, villas, holiday apartments in Weston using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Weston?

Yes, there are holiday rentals close to the most popular sights in Weston, or you can select a more secluded option if you're looking for a relaxing stay. Weston is known for its wineries and ski areas. Make sure you have time to check out the parks and art during your trip.

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

Cottage On Main- In The Heart Of Weston: This highly rated holiday home rental in Weston is located near skiing, and has a garden, a selection of games and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Another good choice for your trip to Weston is 7-Bedroom: Hoops, Pickleball, Movies, Books & Games! .

How many holiday rentals will I find in Weston?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Weston stay.

What can I see and do in Weston?

Bless Park and Missouri River are a couple of lovely local spots to get outside and enjoy nature. While here, Pirtle Winery and Weston Bend State Park are other places worth a visit.

What are holiday rentals like in Weston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Weston. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.