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Holiday Rentals in Calhoun County

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Our top choices for Calhoun County holiday rentals

A bedroom with a wooden headboard, a large bed with white bedding, a bench, and a dresser with a mirror.

1. The Farmhouse Loft "Greene County's Guesthouse"

The Farmhouse Loft "Greene County's Guesthouse"
Carrollton
9.8 out of 10, Exceptional, (63 reviews)
"Very cute place!!!"
United States
Debbie S.
The price is €141
includes taxes & fees
6 Dec - 7 Dec
The Farmhouse Loft "Greene County's Guesthouse"
A cozy living room with a brown leather couch, a wooden spiral staircase, and large windows offering a view of the outdoors.

2. The Nest, unplug& reconnect with that special someone in our charming birdhouse!

The Nest, unplug& reconnect with that special someone in our charming birdhouse!
Troy
9.4 out of 10, Exceptional, (57 reviews)
"The property was amazing perfect for a couple or a individual how wants to unplug."
United States
Jess H.
The price is €179
includes taxes & fees
8 Nov - 9 Nov
The Nest, unplug& reconnect with that special someone in our charming birdhouse!
A laundry room with a front-loading washer and dryer, a bedroom with a bed and a nightstand, and a hallway leading to another room.

3. McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Jerseyville
10.0 out of 10, Exceptional, (29 reviews)
"So nice we already booked for next year!"
United States
Libby W.
The price is €206
includes taxes & fees
15 Nov - 16 Nov
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
A covered outdoor seating area with wooden benches and a view of a fenced property.

4. Peaceful Country Escape - High Speed Wifi

Peaceful Country Escape - High Speed Wifi
Pittsfield
The price is €212
includes taxes & fees
6 Dec - 7 Dec
Peaceful Country Escape - High Speed Wifi
An aerial view of a residential area with multiple buildings, roads, and a large green space.

5. GraftonStay Villas 317-A | Cozy 1BR Timber Ridge

GraftonStay Villas 317-A | Cozy 1BR Timber Ridge
Grafton
The price is €216
includes taxes & fees
8 Nov - 9 Nov
GraftonStay Villas 317-A | Cozy 1BR Timber Ridge
A white house with a porch and a large tree in front.

6. Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
Grafton
10.0 out of 10, Exceptional, (154 reviews)
"Great place to get away and unwind."
United States
Rex P.
The price is €303
includes taxes & fees
15 Nov - 16 Nov
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
An outdoor hot tub area with seating and a covered patio.

7. Private Basement - Two King Beds and Hot Tub

Private Basement - Two King Beds and Hot Tub
Saint Charles
9.6 out of 10, Exceptional, (5 reviews)
"Clean. The patio was very comfortable and nice to sit and relax. The beds were also very comfortable."
United States
Beth S.
The price is €296
includes taxes & fees
8 Nov - 9 Nov
Private Basement - Two King Beds and Hot Tub
A modern kitchen with white cabinets, a black refrigerator, a stainless steel microwave, and a black oven. There are four blue bowls on a wooden table with a woven placemat.

8. Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi

Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi
Moscow Mills
10.0 out of 10, Exceptional, (14 reviews)
"Great place, nice neighborhood. "
United States
Julie L.
The price is €228
includes taxes & fees
18 Nov - 19 Nov
Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi
A residential building with a patio area featuring outdoor furniture and string lights.

9. Private Entry Basement Suite • Pond & Farm View • Dog Friendly • St Peters

Private Entry Basement Suite • Pond & Farm View • Dog Friendly • St Peters
St. Peters
10.0 out of 10, Exceptional, (21 reviews)
"What a great place to stay! Clean, well stocked, and very spacious. Would definitely book again."
United States
Lynn D.
The price is €249
includes taxes & fees
6 Dec - 7 Dec
Private Entry Basement Suite • Pond & Farm View • Dog Friendly • St Peters
A hotel room with a bed, bedside tables, a chair, a mirror, and artwork on the walls.

10. Wentzville King Bed Walk to Downtown!

Wentzville King Bed Walk to Downtown!
Wentzville
9.0 out of 10, Wonderful, (2 reviews)
"Most everything was good. I do recommend correcting the upward slope on the top of the step from the living area to the bedroom area. As you approach from the kitchen, the slight rise in the floor throws off your balance going down the step. Wrenched my back and legs when awkwardly hitting the lower level."
United States
Alan G.
The price is €332
includes taxes & fees
9 Nov - 10 Nov
Wentzville King Bed Walk to Downtown!
A room with a dark wooden wall, a brown leather sofa, a white door, and a patterned wall.

11. Stylish1BRStudioCleanQuietandCozy

Stylish1BRStudioCleanQuietandCozy
Saint Charles
10.0 out of 10, Exceptional, (4 reviews)
"Room was very clean with little to no issues at all. Host was super easy to work with and get information from. This spot is within 15-20minutes OR LESS to anything you’d need to do in the ofallon and surrounding areas. I’d book it again if I needed to."
United States
Mike S.
The price is €273
includes taxes & fees
6 Nov - 7 Nov
Stylish1BRStudioCleanQuietandCozy
43-web-or-mls-Grafton166

12. Main Street Cottage with Hot Tub

Main Street Cottage with Hot Tub
Grafton
9.0 out of 10, Wonderful, (9 reviews)
"We really enjoyed the space!"
United States
Ian P.
The price is €255
includes taxes & fees
6 Dec - 7 Dec
Main Street Cottage with Hot Tub
A modern kitchen with dark green cabinets, a stainless steel refrigerator, and a dining area with a dark wooden table and chairs.

13. 3BR Close to Historic Main Street-Low Cleaning Fee

3BR Close to Historic Main Street-Low Cleaning Fee
Saint Charles
The price is €226
includes taxes & fees
29 Nov - 30 Nov
3BR Close to Historic Main Street-Low Cleaning Fee
A hotel room with a large bed, a nightstand with a lamp, a painting on the wall, and a window with curtains.

14. Pet-Friendly 2BR Townhome with Workspace

Pet-Friendly 2BR Townhome with Workspace
O Fallon
9.8 out of 10, Exceptional, (17 reviews)
"I have stayed here before and enjoy the comfortable mattress and backyard and full kitchen. It works well for me and is close to O’Fallon city center which is what I needed."
United States
Tricia S.
The price is €393
includes taxes & fees
18 Nov - 19 Nov
Pet-Friendly 2BR Townhome with Workspace
A hotel entrance with a stone facade, a covered walkway, and a red car parked outside.

15. 1 Bedroom | Pool & Gym. Free Breakfast

1 Bedroom | Pool & Gym. Free Breakfast
O'Fallon
8.4 out of 10, Very good, (5 reviews)
"It’s a suite hotel - rooms were very spacious. It’s in a great location. Staff is welcoming and kind. It was exactly what we needed for a last minute trip to check on family."
United States
Melinda C.
The price is €180
includes taxes & fees
8 Nov - 9 Nov
1 Bedroom | Pool & Gym. Free Breakfast
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table.

16. Centrally located, spacious 4 bdrm, on quiet Ct

Centrally located, spacious 4 bdrm, on quiet Ct
O'Fallon
10.0 out of 10, Exceptional, (26 reviews)
"Great host and beautiful of house"
United States
William M.
The price is €387
includes taxes & fees
8 Nov - 9 Nov
Centrally located, spacious 4 bdrm, on quiet Ct
A spacious kitchen with white cabinets, a central island with bar stools, a stainless steel refrigerator, and a microwave.

17. Spacious, 3 bedroom home, finished basement on quiet court

Spacious, 3 bedroom home, finished basement on quiet court
St. Peters
9.8 out of 10, Exceptional, (58 reviews)
"Great place"
United States
ed n.
The price is €386
includes taxes & fees
8 Nov - 9 Nov
Spacious, 3 bedroom home, finished basement on quiet court
A dining area with a table and chairs, a ceiling fan, and a wall-mounted flower painting.

18. The Cozy Family Retreat

The Cozy Family Retreat
O'Fallon
7.8 out of 10, Good, (27 reviews)
"Location was great, potential was unabated. Execution was absolutely terrible. "
United States
clint a.
The price is €314
includes taxes & fees
18 Nov - 19 Nov
The Cozy Family Retreat
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a wooden herringbone floor.

19. Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
9.8 out of 10, Exceptional, (76 reviews)
"First, the goat was awesome. They reached out to us giving us instructions for entering the property and made sure we knew he was always available to answer questions. They made communicating very easy. The property is clean, well appointed, and conveniently located. Plenty of hot water, beds are comfortable and there are plenty of towels. We will definitely stay there again."
United States
Robert
The price is €264
includes taxes & fees
9 Nov - 10 Nov
Riverside Home - Modern meets comfort
A red building with a black door, a small window, and a doormat.

20. The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton

The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton
Grafton
9.6 out of 10, Exceptional, (7 reviews)
"Had a fantastic trip! We recomend highly!"
United States
Jeremy B.
The price is €357
includes taxes & fees
15 Nov - 16 Nov
The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton
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 Calhoun County Hotel Reviews

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

10/10 Excellent
"The staff was wonderful and we had a great night"
Ashley 1-night trip
Posted 10 hours ago
Ameristar Casino Resort and Spa

Find out more about Calhoun County

Holiday Homes in Calhoun County

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