112+ Private Villas and Holiday Rentals in Sullivan County |
Sullivan County Holiday Rentals
New
House
- Macon
- ·
- Kirksville
- 3.57 mi to center
2 Bedrooms
2 Baths
8 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $177/Night
7 Nights - US $1,239
House
- Missouri
- ·
- Chillicothe
- 8.13 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
3 Baths
4 Guests
1205.56 ft²
- Fireplace/Heating
- Parking
Internet
Child Friendly
US $269/Night
7 Nights - US $1,885
Hotel
- Macon
- ·
- Kirksville
- 4.36 mi to center
9.2Exceptional
(600 Reviews)
1 Bath
Pool- Balcony/Terrace
Breakfast- Kitchen
US $142/Night
7 Nights - US $995
New
Cabin
- Chillicothe
- ·
- Trenton
- 6.20 mi to center
1 Bedroom
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $122/Night
7 Nights - US $857
New
House
- Missouri
- ·
- Coatsville
- 18.01 mi to center
1 Bedroom
1 Bath
4 Guests
947.22 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $183/Night
7 Nights - US $1,281
House
- Macon
- ·
- Kirksville
- 3.04 mi to center
10.0Exceptional
(28 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
US $151/Night
7 Nights - US $1,058
House
- Chillicothe
- ·
- Brookfield
- 0.63 mi to center
10.0Exceptional
(17 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $96/Night
7 Nights - US $672
House
- Chillicothe
- ·
- Trenton
- 1.47 mi to center
10.0Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
6 Guests
480 ft²
- Kitchen
- Parking
- Air Conditioner
- Internet
US $185/Night
7 Nights - US $1,297
House
- Chillicothe
- ·
- Trenton
- 0.57 mi to center
10.0Exceptional
(8 Reviews)
4 Bedrooms
2 Baths
12 Guests
2000 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $233/Night
7 Nights - US $1,634
Luxury Holiday Rentals in Sullivan County
Over 103+ Luxury Holiday Rentals in or Near Sullivan County
House
- Macon
- ·
- Kirksville
- 2.31 mi to center
9.4Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
6 Guests
1160 ft²
- Fireplace/Heating
Pet Friendly- Kitchen
- Parking
US $4,924/Night
7 Nights - US $34,470
House
- Missouri
- ·
- Mercer County
- 2.08 mi to center
15 Bedrooms
6 Baths
13 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,274/Night
7 Nights - US $8,918
House
- Chillicothe
- ·
- Brookfield
- 4.82 mi to center
9.6Exceptional
(23 Reviews)
3 Bedrooms
2 Baths
10 Guests
1900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $313/Night
7 Nights - US $2,190
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $310/Night
7 Nights - US $2,173
New
House
1 Bedroom
3 Baths
10 Guests
3799.66 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $270/Night
7 Nights - US $1,890
Other
9.8Exceptional
(19 Reviews)
4 Bedrooms
3 Baths
8 Guests
2400 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $258/Night
7 Nights - US $1,806
Other
- Missouri
- ·
- Sullivan County
- 11.39 mi to center
10.0Exceptional
(66 Reviews)
5 Bedrooms
2 Baths
17 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $255/Night
7 Nights - US $1,787
House
- Missouri
- ·
- Unionville
- 4.64 mi to center
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $214/Night
7 Nights - US $1,501
House
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $213/Night
7 Nights - US $1,490
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
Bed & Breakfast
- Macon
- ·
- Kirksville
- 2.53 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $120/Night
7 Nights - US $837
Hotel
- Macon
- ·
- Kirksville
- 1.46 mi to center
9.2Exceptional
(520 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $144/Night
7 Nights - US $1,008
Hotel
- Chillicothe
- ·
- Brookfield
- 1.22 mi to center
9.0Exceptional
(316 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $127/Night
7 Nights - US $890
Hotel
- Chillicothe
- ·
- Brookfield
- 1.24 mi to center
8.8Fabulous
(54 Reviews)
1 Bath
360.59 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $127/Night
7 Nights - US $887
Hotel
- Macon
- ·
- Kirksville
- 4.34 mi to center
8.7Fabulous
(97 Reviews)
1 Bath
301.39 ft²
Private Pool
Oceanfront- Fireplace/Heating
- Pool
US $159/Night
7 Nights - US $1,110
Hotel
- Macon
- ·
- Kirksville
- 1.37 mi to center
8.5Fabulous
(103 Reviews)
12 Baths
301.39 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $142/Night
7 Nights - US $996
Hotel
- Macon
- ·
- Kirksville
- 1.36 mi to center
7.2Very Good
(252 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $70/Night
7 Nights - US $488
Bed & Breakfast
- Chillicothe
- ·
- Trenton
- 0.42 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
Hot Tub
Spa- Fireplace/Heating
- Pool
US $70/Night
7 Nights - US $490
Bed & Breakfast
- Chillicothe
- ·
- Trenton
- 0.42 mi to center
9.2Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $50/Night
7 Nights - US $350
Pet-Friendly Holiday Rentals in Sullivan County
Over 27+ Pet-Friendly Holiday Rentals in or Near Sullivan County
House
- Macon
- ·
- Kirksville
- 2.52 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
830 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $168/Night
7 Nights - US $1,179
Hotel
- Macon
- ·
- Kirksville
- 1.46 mi to center
8.1Excellent
(23 Reviews)
3 Baths
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $74/Night
7 Nights - US $518
House
- Missouri
- ·
- Unionville
- 4.07 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $182/Night
7 Nights - US $1,275
Cabin
- Missouri
- ·
- Mercer County
- 4.42 mi to center
9.8Exceptional
(48 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $103/Night
7 Nights - US $722
Apartment
- Chillicothe
- ·
- Brookfield
- 0.43 mi to center
9.8Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $162/Night
7 Nights - US $1,133
Apartment
- Chillicothe
- ·
- Brookfield
- 0.15 mi to center
9.6Exceptional
(20 Reviews)
1 Bedroom
1 Bath
3 Guests
672 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $144/Night
7 Nights - US $1,008
Apartment
- Chillicothe
- ·
- Brookfield
- 0.19 mi to center
9.6Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $104/Night
7 Nights - US $731
Cabin
- Macon
- ·
- Kirksville
- 4.01 mi to center
9.6Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $139/Night
7 Nights - US $976
House
- Chillicothe
- ·
- Brookfield
- 0.55 mi to center
9.6Exceptional
(4 Reviews)
3 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $132/Night
7 Nights - US $921
Large Holiday Rentals and Private Villas in Sullivan County
Over 10+ Large Holiday Rentals and Private Villas in or Near Sullivan County
House
- Chillicothe
- ·
- Trenton
- 1.47 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
11 Guests
560 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $210/Night
7 Nights - US $1,468
House
4 Bedrooms
2 Baths
12 Guests
2002.09 ft²
- View
- Parking
- Air Conditioner
- Internet
US $206/Night
7 Nights - US $1,441
Apartment
- Chillicothe
- ·
- Brookfield
- 0.08 mi to center
9.4Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
10 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $184/Night
7 Nights - US $1,285
House
8.8Fabulous
(6 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $170/Night
7 Nights - US $1,193
House
5 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $205/Night
7 Nights - US $1,437
House
- Chillicothe
- ·
- Brookfield
- 5.40 mi to center
9.6Exceptional
(4 Reviews)
4 Bedrooms
4 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $378/Night
7 Nights - US $2,647
House
- Chillicothe
- ·
- Brookfield
- 0.53 mi to center
5.0Average
(4 Reviews)
2 Bedrooms
1 Bath
10 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $135/Night
7 Nights - US $945
Cottage
- Macon
- ·
- Kirksville
- 4.13 mi to center
5.0Average
(1 Review)
5 Bedrooms
3 Baths
8 Guests
2691 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $188/Night
7 Nights - US $1,316
Cabin
- Missouri
- ·
- Putnam County
- 17.64 mi to center
6 Bedrooms
3 Baths
23 Guests
2800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $746/Night
7 Nights - US $5,225
Wheelchair Accessible Holiday Homes in Sullivan County
Over 4+ Wheelchair Accessible Holiday Homes in or Near Sullivan County
Hotel
- Chillicothe
- ·
- Trenton
- 1.37 mi to center
8.3Excellent
(37 Reviews)
7 Baths
3382.94 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $144/Night
7 Nights - US $1,008
Hotel
- Macon
- ·
- Kirksville
- 1.26 mi to center
7.6Very Good
(905 Reviews)
1 Bath
- Breakfast
- Kitchen
- Parking
- Air Conditioner
US $75/Night
7 Nights - US $528
Hotel
- Macon
- ·
- Kirksville
- 4.07 mi to center
7.0Very Good
(74 Reviews)
4 Baths
296 ft²
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $112/Night
7 Nights - US $782
Hotel
- Macon
- ·
- Kirksville
- 1.47 mi to center
6.6Good
(1000 Reviews)
1 Bath
- Balcony/Terrace
- Breakfast
- Parking
- Air Conditioner
US $78/Night
7 Nights - US $543
Sullivan County Private Villas and Holiday Homes Under $200
Over 57+ Sullivan County Private Villas and Holiday Homes Under $200
House
- Chillicothe
- ·
- Trenton
- 1.47 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
4 Guests
400 ft²
- Kitchen
- Parking
- Air Conditioner
- Internet
US $185/Night
7 Nights - US $1,297
Hotel
- Macon
- ·
- Kirksville
- 3.23 mi to center
9.0Exceptional
(1 Review)
4 Baths
- View
- Parking
- Air Conditioner
- Child Friendly
US $152/Night
7 Nights - US $1,065
Hotel
- Macon
- ·
- Kirksville
- 1.47 mi to center
9.2Exceptional
(183 Reviews)
1 Bath
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $73/Night
7 Nights - US $511
Cabin
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
6 Guests
400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $141/Night
7 Nights - US $985
Hotel
- Macon
- ·
- Kirksville
- 1.28 mi to center
7.0Very Good
(212 Reviews)
8 Baths
301.39 ft²
- Air Conditioner
- Internet
- Child Friendly
Wellness Facilities
US $69/Night
7 Nights - US $481
House
- Chillicothe
- ·
- Trenton
- 0.59 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
6 Guests
750 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $135/Night
7 Nights - US $947
House
- Chillicothe
- ·
- Trenton
- 1.47 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
8 Guests
576 ft²
- Kitchen
- Parking
- Air Conditioner
- Internet
US $198/Night
7 Nights - US $1,383
House
- Chillicothe
- ·
- Trenton
- 1.47 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
410 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $185/Night
7 Nights - US $1,297
House
- Missouri
- ·
- Chillicothe
- 8.13 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $166/Night
7 Nights - US $1,162
Instantly Bookable Holiday Homes in Sullivan County
Over 27+ Instantly Bookable Holiday Homes in or Near Sullivan County
Cottage
- Macon
- ·
- Kirksville
- 1.86 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $120/Night
7 Nights - US $838
Cabin
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $168/Night
7 Nights - US $1,176
House
- Chillicothe
- ·
- Trenton
- 0.72 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $104/Night
7 Nights - US $730
Cottage
- Macon
- ·
- Kirksville
- 1.98 mi to center
9.8Exceptional
(48 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $101/Night
7 Nights - US $710
House
- Chillicothe
- ·
- Trenton
- 1.47 mi to center
9.8Exceptional
(15 Reviews)
2 Bedrooms
1 Bath
6 Guests
600 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $185/Night
7 Nights - US $1,297
Cottage
- Macon
- ·
- Kirksville
- 2.24 mi to center
9.8Exceptional
(15 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $103/Night
7 Nights - US $723
House
- Macon
- ·
- Kirksville
- 3.63 mi to center
6.8Good
(3 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $200/Night
7 Nights - US $1,401
House
- Macon
- ·
- Kirksville
- 2.80 mi to center
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $143/Night
7 Nights - US $999
House
- Macon
- ·
- Kirksville
- 3.59 mi to center
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $122/Night
7 Nights - US $854
Book a Last Minute Place to Stay in Sullivan County
About Casai's Private Villas and Holiday Rentals in Sullivan County
Discover more than 112 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 452.15 ft², with nightly prices averaging US $204.
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 | 46 |
| Holiday Apartments | 18 |
| 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
- 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
- Charming 1-bedroom house in enjoyable Milan with AC
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:
How many Casai.nz holiday rentals are available in Sullivan County?
As of 2026, Casai boasts over 112 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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