110+ Private Villas and Holiday Rentals in Sullivan County |
Sullivan County Holiday Rentals
New
- Macon
- Kirksville
- 3.57 mi to center
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,898/Night
For 7 Nights R20,293
10.0
Exceptional
(1 Review)
- Missouri
- Chillicothe
- 8.13 mi to center
1194.79 ft²
4 Guests
2 Bedrooms
3 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Parking
- Internet
R4,411/Night
For 7 Nights R30,873
9.2
Exceptional
(600 Reviews)
- Macon
- Kirksville
- 4.36 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
R2,329/Night
For 7 Nights R16,296
New
- Chillicothe
- Trenton
- 6.20 mi to center
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,006/Night
For 7 Nights R14,036
New
- Missouri
- Coatsville
- 18.01 mi to center
947.22 ft²
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Parking
- Internet
R2,997/Night
For 7 Nights R20,981
10.0
Exceptional
(26 Reviews)
- Macon
- Kirksville
- 3.04 mi to center
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
R2,529/Night
For 7 Nights R17,705
10.0
Exceptional
(18 Reviews)
- Macon
- Kirksville
- 3.30 mi to center
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,273/Night
For 7 Nights R15,903
10.0
Exceptional
(17 Reviews)
- Chillicothe
- Brookfield
- 0.63 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R1,573/Night
For 7 Nights R11,006
10.0
Exceptional
(9 Reviews)
- Chillicothe
- Trenton
- 1.47 mi to center
480 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Kitchen
- Parking
- Air Conditioner
R3,034/Night
For 7 Nights R21,243
Luxury Holiday Rentals in Sullivan County
Over 101+ Luxury Holiday Rentals in or Near Sullivan County
9.4
Exceptional
(3 Reviews)
- Macon
- Kirksville
- 2.31 mi to center
1160 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R80,651/Night
For 7 Nights R564,562
New
- Missouri
- Mercer County
- 2.08 mi to center
13 Guests
15 Bedrooms
6 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R20,866/Night
For 7 Nights R146,062
9.6
Exceptional
(23 Reviews)
- Chillicothe
- Brookfield
- 4.82 mi to center
1900 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R5,124/Night
For 7 Nights R35,869
10.0
Exceptional
(1 Review)
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
R5,084/Night
For 7 Nights R35,590
9.8
Exceptional
(19 Reviews)
2400 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
Other
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,225/Night
For 7 Nights R29,579
10.0
Exceptional
(66 Reviews)
- Missouri
- Sullivan County
- 11.39 mi to center
17 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,181/Night
For 7 Nights R29,268
New
10 Guests
5 Bedrooms
3 Bathrooms
Pet Friendly
House
- Hot Tub
- Fireplace/Heating
- Pet Friendly
R4,015/Night
For 7 Nights R28,105
10.0
Exceptional
(8 Reviews)
- Chillicothe
- Trenton
- 0.57 mi to center
2000 ft²
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
R3,822/Night
For 7 Nights R26,762
8.5
Fabulous
(103 Reviews)
- Macon
- Kirksville
- 1.37 mi to center
301.39 ft²
12 Bathrooms
Ocean View
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
R3,805/Night
For 7 Nights R26,631
Top-Rated Holiday Rentals with a Pool in Sullivan County
Over 11+ The Best Private Villas and Holiday Rentals in Sullivan County with a Pool
10.0
Exceptional
(1 Review)
- Macon
- Kirksville
- 2.53 mi to center
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Bed & Breakfast
- Fireplace/Heating
- Pool
- Ocean View
R1,959/Night
For 7 Nights R13,709
9.2
Exceptional
(520 Reviews)
- Macon
- Kirksville
- 1.46 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,357/Night
For 7 Nights R16,509
9.0
Exceptional
(316 Reviews)
- Chillicothe
- Brookfield
- 1.22 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
R2,083/Night
For 7 Nights R14,577
8.7
Fabulous
(97 Reviews)
- Macon
- Kirksville
- 4.34 mi to center
301.39 ft²
1 Bathroom
Ocean View
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
R2,598/Night
For 7 Nights R18,180
8.6
Fabulous
(50 Reviews)
- Chillicothe
- Brookfield
- 1.24 mi to center
360.59 ft²
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,074/Night
For 7 Nights R14,528
7.2
Very Good
(252 Reviews)
- Macon
- Kirksville
- 1.36 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
R1,141/Night
For 7 Nights R7,993
6.6
Good
(1001 Reviews)
- Macon
- Kirksville
- 1.47 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
R1,198/Night
For 7 Nights R8,386
10.0
Exceptional
(3 Reviews)
- Chillicothe
- Trenton
- 0.42 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Hot Tub
- Spa
- Fireplace/Heating
R1,146/Night
For 7 Nights R8,025
9.2
Exceptional
(7 Reviews)
- Chillicothe
- Trenton
- 0.42 mi to center
600 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Bed & Breakfast
- Hot Tub
- Spa
- Fireplace/Heating
R819/Night
For 7 Nights R5,732
Pet-Friendly Holiday Rentals in Sullivan County
Over 28+ Pet-Friendly Holiday Rentals in or Near Sullivan County
10.0
Exceptional
(3 Reviews)
- Macon
- Kirksville
- 2.52 mi to center
830 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R2,758/Night
For 7 Nights R19,310
8.1
Excellent
(23 Reviews)
- Macon
- Kirksville
- 1.46 mi to center
3 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R1,212/Night
For 7 Nights R8,484
10.0
Exceptional
(1 Review)
- Missouri
- Unionville
- 4.07 mi to center
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R2,983/Night
For 7 Nights R20,882
9.8
Exceptional
(48 Reviews)
- Missouri
- Mercer County
- 4.42 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Pet Friendly
- Kitchen
R1,689/Night
For 7 Nights R11,825
9.8
Exceptional
(12 Reviews)
- Chillicothe
- Brookfield
- 0.43 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,652/Night
For 7 Nights R18,557
9.6
Exceptional
(20 Reviews)
- Chillicothe
- Brookfield
- 0.15 mi to center
672 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,358/Night
For 7 Nights R16,509
9.6
Exceptional
(13 Reviews)
- Chillicothe
- Brookfield
- 0.19 mi to center
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,536/Night
For 7 Nights R17,754
9.6
Exceptional
(11 Reviews)
- Macon
- Kirksville
- 4.01 mi to center
10 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,284/Night
For 7 Nights R15,985
9.6
Exceptional
(4 Reviews)
- Chillicothe
- Brookfield
- 0.55 mi to center
1200 ft²
4 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,087/Night
For 7 Nights R14,609
Large Holiday Rentals and Private Villas in Sullivan County
Over 9+ Large Holiday Rentals and Private Villas in or Near Sullivan County
10.0
Exceptional
(3 Reviews)
- Chillicothe
- Trenton
- 1.47 mi to center
560 ft²
11 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
R3,435/Night
For 7 Nights R24,043
New
2002.09 ft²
12 Guests
4 Bedrooms
2 Bathrooms
House
- View
- Parking
- Air Conditioner
R3,371/Night
For 7 Nights R23,601
9.4
Exceptional
(12 Reviews)
- Chillicothe
- Brookfield
- 0.08 mi to center
2000 ft²
10 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R3,006/Night
For 7 Nights R21,046
8.8
Fabulous
(6 Reviews)
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,791/Night
For 7 Nights R19,539
9.6
Exceptional
(4 Reviews)
- Chillicothe
- Brookfield
- 5.40 mi to center
12 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R6,194/Night
For 7 Nights R43,353
5.0
Average
(4 Reviews)
- Chillicothe
- Brookfield
- 0.53 mi to center
10 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Pet Friendly
- Kitchen
R2,211/Night
For 7 Nights R15,478
5.0
Average
(1 Review)
- Macon
- Kirksville
- 4.13 mi to center
2691 ft²
8 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Cottage
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,079/Night
For 7 Nights R21,554
New
- Missouri
- Putnam County
- 17.64 mi to center
2800 ft²
23 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R12,225/Night
For 7 Nights R85,577
New
- Macon
- Kirksville
- 3.16 mi to center
2800 ft²
13 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R3,358/Night
For 7 Nights R23,503
Wheelchair Accessible Holiday Homes in Sullivan County
Over 3+ Wheelchair Accessible Holiday Homes in or Near Sullivan County
8.3
Excellent
(42 Reviews)
- Chillicothe
- Trenton
- 1.37 mi to center
3408.57 ft²
4 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
R2,358/Night
For 7 Nights R16,509
7.6
Very Good
(901 Reviews)
- Macon
- Kirksville
- 1.26 mi to center
1 Bathroom
Family Friendly
Hotel
- Breakfast
- Kitchen
- Parking
R1,090/Night
For 7 Nights R7,632
7.1
Very Good
(66 Reviews)
- Macon
- Kirksville
- 4.07 mi to center
296 ft²
4 Bathrooms
Family Friendly
Hotel
- Breakfast
- Kitchen
- Parking
R1,831/Night
For 7 Nights R12,808
Sullivan County Private Villas and Holiday Homes Under $200
Over 56+ Sullivan County Private Villas and Holiday Homes Under $200
10.0
Exceptional
(7 Reviews)
- Chillicothe
- Trenton
- 1.47 mi to center
400 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Kitchen
- Parking
- Air Conditioner
R3,034/Night
For 7 Nights R21,243
9.0
Exceptional
(1 Review)
4 Bathrooms
Hotel
- View
- Parking
- Air Conditioner
R2,244/Night
For 7 Nights R15,707
9.2
Exceptional
(183 Reviews)
- Macon
- Kirksville
- 1.47 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Breakfast
- Kitchen
R1,196/Night
For 7 Nights R8,369
10.0
Exceptional
(5 Reviews)
400 ft²
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,304/Night
For 7 Nights R16,133
7.4
Very Good
(207 Reviews)
- Macon
- Kirksville
- 1.28 mi to center
301.39 ft²
8 Bathrooms
Free Cancellation
Hotel
- Air Conditioner
- Internet
- Child Friendly
R1,126/Night
For 7 Nights R7,878
10.0
Exceptional
(5 Reviews)
- Chillicothe
- Trenton
- 0.59 mi to center
750 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
R2,215/Night
For 7 Nights R15,510
10.0
Exceptional
(4 Reviews)
- Chillicothe
- Trenton
- 1.47 mi to center
576 ft²
8 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Kitchen
- Parking
- Air Conditioner
R3,235/Night
For 7 Nights R22,651
10.0
Exceptional
(3 Reviews)
- Chillicothe
- Trenton
- 1.47 mi to center
410 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
R3,034/Night
For 7 Nights R21,243
10.0
Exceptional
(3 Reviews)
- Missouri
- Chillicothe
- 8.13 mi to center
1200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,719/Night
For 7 Nights R19,032
Instantly Bookable Holiday Homes in Sullivan County
Over 28+ Instantly Bookable Holiday Homes in or Near Sullivan County
10.0
Exceptional
(3 Reviews)
4 Guests
1 Bedroom
1 Bathroom
Couples Retreat
House
- Fireplace/Heating
- Air Conditioner
- Internet
R3,486/Night
For 7 Nights R24,404
10.0
Exceptional
(3 Reviews)
- Macon
- Kirksville
- 1.86 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Air Conditioner
- Internet
R1,961/Night
For 7 Nights R13,725
10.0
Exceptional
(1 Review)
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Kitchen
- Air Conditioner
R2,752/Night
For 7 Nights R19,261
9.8
Exceptional
(48 Reviews)
- Macon
- Kirksville
- 1.98 mi to center
400 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Kitchen
- Parking
R1,751/Night
For 7 Nights R12,251
9.8
Exceptional
(15 Reviews)
- Chillicothe
- Trenton
- 1.47 mi to center
600 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
R3,034/Night
For 7 Nights R21,243
9.8
Exceptional
(15 Reviews)
- Macon
- Kirksville
- 2.24 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Air Conditioner
- Internet
R1,691/Night
For 7 Nights R11,842
9.4
Exceptional
(3 Reviews)
- Missouri
- Unionville
- 4.64 mi to center
8 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R3,073/Night
For 7 Nights R21,521
6.8
Good
(3 Reviews)
- Macon
- Kirksville
- 3.63 mi to center
8 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
R3,279/Night
For 7 Nights R22,946
New
- Macon
- Kirksville
- 2.80 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
R2,337/Night
For 7 Nights R16,362
Book a Last Minute Place to Stay in Sullivan County
About Casai's Private Villas and Holiday Rentals in Sullivan County
Discover more than 110 vacation rentals available in Sullivan County. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Sullivan County.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Sullivan County, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Sullivan County. On average, places to stay near Sullivan County offer 425.97 ft², with nightly prices averaging R3,368.
With Casai, finding and comparing holiday rentals in Sullivan County is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Sullivan County
| Type | Count |
|---|---|
| Vacation Homes | 43 |
| Holiday Apartments | 21 |
| Cottages | 5 |
Use these Quick Filters to Find a Holiday Rental in Sullivan County
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Sullivan County.
Weather in Sullivan County, MO
View the weather forecast for Sullivan County before booking your Sullivan County Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Sullivan County, MO
Casai offers a large selection of top attractions around Sullivan County . Research things to do on your vacation before you visit Sullivan County.
Other Places to Stay in Sullivan County, MO
Frequently Asked Questions About Sullivan County?
What are the top holiday rentals in Sullivan County?
With numerous options available in Sullivan County, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Sullivan County:
- Private country getaway in the middle of nowhere!
- Home in the Heart of Kirksville
- Church House West- vaulted ceilings near ATSU/TSU/NRMC
- Cozy Cottage
- Beach House- Newly Constructed
- The Green House! Sleeps 12
- The Modern Farm House
- Little Cabin in the Woods Private and Secluded
- Cheerful 2 Bedroom Home In Trenton City
- City Loft
Which holiday homes in Sullivan County are best for families?
If you're searching for a family-friendly holiday home in Sullivan County, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Sullivan County:
- CoZy Cottage in the heart of Linn County! Sleeps 5 and DELUXE spa-like bathroom!
- Martin House Motel Brookfield
- Cobblestone Inn & Suites - Trenton
How many Casai.co.za holiday rentals are available in Sullivan County?
As of 2026, Casai boasts over 110 properties listed in the Sullivan County area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Sullivan County.
People Also Ask
Finding the best prices in Sullivan County
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