A ski lift with a snowy mountain landscape and evergreen trees in the background.

Holiday Rentals in Caldwell County

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Our top choices for Caldwell County holiday rentals

A cylindrical metal structure with a door and windows, surrounded by a concrete walkway and a grassy area.

1. Foxy's Den cozy grain bin cabin with WiFi & AC in serene Kidder. Quiet & serene.

Foxy's Den cozy grain bin cabin with WiFi & AC in serene Kidder. Quiet & serene.
Kidder
10.0 out of 10, Exceptional, (57 reviews)
"This is such an unusual but very comfortable place. The setting is gorgeous. We loved our stay here! It’s quiet and private but still very close to town. Highly recommend!"
United States
Tamara
The price is €138
includes taxes & fees
30 Sept - 1 Oct
Foxy's Den cozy grain bin cabin with WiFi & AC in serene Kidder. Quiet & serene.
A single-story building with a gabled roof, a front porch, and a garage door.

2. Hamilton Getaway -Entire House in DT Hamilton

Hamilton Getaway -Entire House in DT Hamilton
Hamilton
9.8 out of 10, Exceptional, (61 reviews)
"The location was perfect for our group! We had a nice stay and the town of Hamilton was everything we hoped for and more!"
United States
Cindy O.
The price is €211
includes taxes & fees
30 Sept - 1 Oct
Hamilton Getaway -Entire House in DT Hamilton
A modern kitchen with a central island, stainless steel appliances, and a white backsplash.

3. Sewing Serenity B- New 2 BR Home in Hamilton, MO - 3 blocks to Missouri Star

Sewing Serenity B- New 2 BR Home in Hamilton, MO - 3 blocks to Missouri Star
Hamilton
10.0 out of 10, Exceptional, (5 reviews)
The price is €187
includes taxes & fees
21 Oct - 22 Oct
Sewing Serenity B- New 2 BR Home in Hamilton, MO - 3 blocks to Missouri Star
A modern kitchen with a central island, stainless steel appliances, and white cabinetry.

4. Sewing Serenity A - New 2BR Home in Hamilton, 3 Blocks to Missouri Star

Sewing Serenity A - New 2BR Home in Hamilton, 3 Blocks to Missouri Star
Hamilton
10.0 out of 10, Exceptional, (3 reviews)
"It was in a perfect location for us for exploring Hamilton and the surrounding towns."
United States
Anonymous traveller
The price is €184
includes taxes & fees
30 Sept - 1 Oct
Sewing Serenity A - New 2BR Home in Hamilton, 3 Blocks to Missouri Star
A modern kitchen with white cabinets, stainless steel appliances, and a wooden countertop.

5. Patchwork Paradise A - New 2BR Home - 5 Minute walk to Missouri Star

Patchwork Paradise A - New 2BR Home - 5 Minute walk to Missouri Star
Hamilton
9.8 out of 10, Exceptional, (6 reviews)
"It was very clean and had plenty of room"
United States
Sally D.
The price is €190
includes taxes & fees
14 Oct - 15 Oct
Patchwork Paradise A - New 2BR Home - 5 Minute walk to Missouri Star
A modern kitchen with wooden cabinets, a dishwasher, an oven, and a built-in TV.

6. Hamilton Charm Place, 4 Bdrm, 2 Bath, Step-free

Hamilton Charm Place, 4 Bdrm, 2 Bath, Step-free
3.0 star property
Hamilton
The price is €337
includes taxes & fees
29 Sept - 30 Sept
Hamilton Charm Place, 4 Bdrm, 2 Bath, Step-free
A kitchen with white cabinets, a stainless steel stove, and a window with blinds.

7. Piper's Place - 2 Bedroom House in DT Hamilton

Piper's Place - 2 Bedroom House in DT Hamilton
Hamilton
9.4 out of 10, Exceptional, (21 reviews)
"The house was clean , nicely updated and had everything we needed for a comfortable stay. We would definitely stay there again!!!"
United States
Mary G.
The price is €192
includes taxes & fees
29 Sept - 30 Sept
Piper's Place - 2 Bedroom House in DT Hamilton
A living room with a leather sofa, patterned rug, wooden flooring, dark wooden columns, and a ceiling fan.

8. 1920s Restored Home-walk to MSQC shops, Quilt Town USA

1920s Restored Home-walk to MSQC shops, Quilt Town USA
Hamilton
10.0 out of 10, Exceptional, (21 reviews)
"Great house and the area is great."
United States
Debbi D.
The price is €373
includes taxes & fees
29 Sept - 30 Sept
1920s Restored Home-walk to MSQC shops, Quilt Town USA
A staircase with wooden steps and white balusters, a door with frosted glass panels, and a small table with a lamp and decorative items.

9. Comfortable Two-Story Family Home in Picturesque Small Town USA

Comfortable Two-Story Family Home in Picturesque Small Town USA
Hamilton
9.6 out of 10, Exceptional, (127 reviews)
"Check in and check out was very smooth. The home was beautifully decorated with antiques and quilts. Very, very clean and fully stocked with linens and the softest beds. A beautiful rest was had by all. We had breakfast and enjoyed our welcome treat on the front porch. Jennafer was amazing and gave us info to find a place to eat and a place to charge one of the cars. We all highly recommend staying here! It was a joyful wedding weekend and this beautiful home was the icing on the cake!"
United States
Jeanette
The price is €274
includes taxes & fees
7 Oct - 8 Oct
Comfortable Two-Story Family Home in Picturesque Small Town USA
A modern kitchen with white cabinetry, a central island, and a dining area with chairs and a chandelier.

10. Charming 2BR Cottage - Short walk to Missouri Star & Downtown Hamilton

Charming 2BR Cottage - Short walk to Missouri Star & Downtown Hamilton
Hamilton
9.8 out of 10, Exceptional, (7 reviews)
"Had a great stay"
United States
R F.
The price is €196
includes taxes & fees
29 Sept - 30 Sept
Charming 2BR Cottage - Short walk to Missouri Star & Downtown Hamilton
A modern kitchen with wooden cabinets, a dishwasher, an oven, and a built-in TV.

11. Hamilton Charm Place, 4 Bdrm, 2 Bath, Step-Free

Hamilton Charm Place, 4 Bdrm, 2 Bath, Step-Free
Hamilton
10.0 out of 10, Exceptional, (1 review)
"This was the perfect house to sit and relax with friends. And it was very convenient to the downtown area of Hamilton. I will be booking this house again if available for future visits."
United States
Sherril K.
The price is €334
includes taxes & fees
29 Sept - 30 Sept
Hamilton Charm Place, 4 Bdrm, 2 Bath, Step-Free
A wooden staircase leading to a house with white siding and a visible window.

12. Spacious 1 BR Carriage House - 2 min walk to Missouri Star

Spacious 1 BR Carriage House - 2 min walk to Missouri Star
Hamilton
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and nice! Close to walk to shops! Highly recommend! Will stay again"
United States
Kelly O.
The price is €180
includes taxes & fees
1 Oct - 2 Oct
Spacious 1 BR Carriage House - 2 min walk to Missouri Star
A modern kitchen with stainless steel appliances, a microwave, oven, and a coffee maker on the countertop.

13. Patchwork Paradise B - New 2BR Home 3 Blocks from Missouri Star

Patchwork Paradise B - New 2BR Home 3 Blocks from Missouri Star
Hamilton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice and clean space for a fun one night stay in Hamilton! Plan to make this trip again in the future for more crafting supplies and will absolutely plan to stay here again."
United States
Reed C.
The price is €192
includes taxes & fees
1 Oct - 2 Oct
Patchwork Paradise B - New 2BR Home 3 Blocks from Missouri Star
A modern kitchen with a wooden countertop, white cabinets, a black refrigerator, and a built-in microwave.

14. Charming 1-bedroom Guest Home with WiFi, AC in delightful Gallatin

Charming 1-bedroom Guest Home with WiFi, AC in delightful Gallatin
Gallatin
10.0 out of 10, Exceptional, (9 reviews)
"Hoping to stay again next year."
United States
Theresa
The price is €160
includes taxes & fees
29 Sept - 30 Sept
Charming 1-bedroom Guest Home with WiFi, AC in delightful Gallatin
A kitchen with wooden cabinets, a refrigerator, a dishwasher, and a window.

15. Country Retreat in a Cozy Little Town

Country Retreat in a Cozy Little Town
Tina
10.0 out of 10, Exceptional, (5 reviews)
"The host was very nice. "
United States
Matthew M.
The price is €149
includes taxes & fees
29 Sept - 30 Sept
Country Retreat in a Cozy Little Town
A spacious living room with hardwood flooring, a grey sofa, a coffee table, and a TV mounted on the wall.

16. Cozy 2-bedroom house in tranquil Excelsior Springs with AC

Cozy 2-bedroom house in tranquil Excelsior Springs with AC
Excelsior Springs
10.0 out of 10, Exceptional, (5 reviews)
The price is €191
includes taxes & fees
29 Sept - 30 Sept
Cozy 2-bedroom house in tranquil Excelsior Springs with AC
A cozy room with a bay window, a striped chair, a blue sofa, and a woven ottoman.

17. Spacious and Airy Loft/2 king beds/5 bed total/ Overlooking Broadway Ave

Spacious and Airy Loft/2 king beds/5 bed total/ Overlooking Broadway Ave
Excelsior Springs
10.0 out of 10, Exceptional, (46 reviews)
"Wonderful place to stay for our girls trip! Will definitely stay there next time!"
United States
Cody F.
The price is €293
includes taxes & fees
4 Oct - 5 Oct
Spacious and Airy Loft/2 king beds/5 bed total/ Overlooking Broadway Ave
A cozy room with a bed, a painting, and a window.

18. Delightful 1-bedroom cottage with AC in charming Ludlow

Delightful 1-bedroom cottage with AC in charming Ludlow
Ludlow
Delightful 1-bedroom cottage with AC in charming Ludlow
Property grounds

19. Beautiful and Luxurious Guest Suite Rental Ideal for Weekend Getaways from Kansas City

Beautiful and Luxurious Guest Suite Rental Ideal for Weekend Getaways from Kansas City
Excelsior Springs
Beautiful and Luxurious Guest Suite Rental Ideal for Weekend Getaways from Kansas City
A spacious living room with a leather sofa, a dining area, and a kitchen with white cabinets.

20. Smithville Lakehouse Country Living up to 15 guests!

Smithville Lakehouse Country Living up to 15 guests!
Kearney
9.6 out of 10, Exceptional, (11 reviews)
"The host and informative, the amenities were just what we needed and wh peacefulness was perfect!"
United States
Stephen C.
The price is €779
includes taxes & fees
7 Oct - 8 Oct
Smithville Lakehouse Country Living up to 15 guests!
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 Caldwell County Hotel Reviews

The Elms Hotel & Spa, a Destination by Hyatt Hotel

The Elms Hotel & Spa, a Destination by Hyatt Hotel

10/10 Excellent
"The Elms is a very interesting and historical experience. Lovely facility, grounds, and spa treatments may become a tradition for our family. I encourage other guests to take part in the Chamber Trolley Winery tour, very enjoyable."
Pam 2-night trip
Posted 3 hours ago
The Elms Hotel & Spa, a Destination by Hyatt Hotel

Find out more about Caldwell County

Holiday Homes in Caldwell County

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