Jackson Holiday Rentals
10.0
Exceptional
(224 Reviews)
- Sikeston
- Cape Girardeau
- 3.79 mi to center
900 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $175/Night
For 7 Nights US $1,228
10.0
Exceptional
(4 Reviews)
- Sikeston
- Cape Girardeau
- 2.74 mi to center
1194.79 ft²
4 Guests
2 Bedrooms
1 Bathroom
Pet Friendly
House
- Hot Tub
- Fireplace/Heating
- View
US $487/Night
For 7 Nights US $3,411
10.0
Exceptional
(20 Reviews)
- Sikeston
- Cape Girardeau
- 2.85 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $169/Night
For 7 Nights US $1,180
10.0
Exceptional
(39 Reviews)
- Sikeston
- Cape Girardeau
- 3.84 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $169/Night
For 7 Nights US $1,185
New
- Sikeston
- Cape Girardeau
- 3.25 mi to center
904.17 ft²
4 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Parking
- Air Conditioner
US $186/Night
For 7 Nights US $1,304
10.0
Exceptional
(33 Reviews)
1 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $181/Night
For 7 Nights US $1,264
10.0
Exceptional
(32 Reviews)
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cabin
- Hot Tub
- Fireplace/Heating
- Ocean View
US $310/Night
For 7 Nights US $2,172
10.0
Exceptional
(18 Reviews)
- Missouri
- Millersville
- 13.26 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $307/Night
For 7 Nights US $2,146
10.0
Exceptional
(11 Reviews)
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $179/Night
For 7 Nights US $1,250
Luxury Holiday Rentals in Jackson
Over 123+ Luxury Holiday Rentals in or Near Jackson
9.6
Exceptional
(8 Reviews)
- Sikeston
- Cape Girardeau
- 5.24 mi to center
13 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $432/Night
For 7 Nights US $3,021
9.0
Exceptional
(2 Reviews)
2002 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $312/Night
For 7 Nights US $2,184
10.0
Exceptional
(3 Reviews)
1991 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $311/Night
For 7 Nights US $2,177
10.0
Exceptional
(2 Reviews)
2600 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $300/Night
For 7 Nights US $2,100
9.0
Exceptional
(24 Reviews)
- Sikeston
- Cape Girardeau
- 3.37 mi to center
11 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $297/Night
For 7 Nights US $2,082
10.0
Exceptional
(3 Reviews)
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Pet Friendly
US $255/Night
For 7 Nights US $1,782
10.0
Exceptional
(152 Reviews)
- Sikeston
- Cape Girardeau
- 3.85 mi to center
1600 ft²
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $247/Night
For 7 Nights US $1,726
10.0
Exceptional
(3 Reviews)
- Sikeston
- Cape Girardeau
- 3.81 mi to center
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $231/Night
For 7 Nights US $1,619
8.0
Excellent
(5 Reviews)
- Sikeston
- Cape Girardeau
- 2.30 mi to center
6 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $227/Night
For 7 Nights US $1,592
Top-Rated Holiday Rentals with a Pool in Jackson
Over 23+ The Best Private Villas and Holiday Rentals in Jackson with a Pool
9.6
Exceptional
(1019 Reviews)
- Sikeston
- Cape Girardeau
- 1.42 mi to center
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
US $113/Night
For 7 Nights US $790
9.6
Exceptional
(1005 Reviews)
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Breakfast
US $85/Night
For 7 Nights US $592
9.6
Exceptional
(795 Reviews)
- Sikeston
- Cape Girardeau
- 1.91 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
US $127/Night
For 7 Nights US $887
9.6
Exceptional
(109 Reviews)
- Sikeston
- Cape Girardeau
- 1.82 mi to center
1 Bathroom
Couples Retreat
Hotel
- Pool
- Breakfast
- Parking
US $102/Night
For 7 Nights US $712
9.5
Exceptional
(346 Reviews)
354.31 ft²
12 Bathrooms
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
US $133/Night
For 7 Nights US $929
9.4
Exceptional
(1007 Reviews)
- Sikeston
- Cape Girardeau
- 1.78 mi to center
1 Bathroom
Family Friendly
Hotel
- Spa
- Pool
- Breakfast
US $107/Night
For 7 Nights US $750
9.4
Exceptional
(1003 Reviews)
- Sikeston
- Cape Girardeau
- 1.70 mi to center
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Breakfast
US $102/Night
For 7 Nights US $711
9.4
Exceptional
(646 Reviews)
- Sikeston
- Cape Girardeau
- 1.46 mi to center
337.89 ft²
23 Bathrooms
Family Friendly
Hotel
- Private Pool
- Hot Tub
- Fireplace/Heating
US $128/Night
For 7 Nights US $894
9.4
Exceptional
(531 Reviews)
- Sikeston
- Cape Girardeau
- 1.69 mi to center
382.71 ft²
9 Bathrooms
Family Friendly
Hotel
- Private Pool
- Hot Tub
- Fireplace/Heating
US $109/Night
For 7 Nights US $761
Pet-Friendly Holiday Rentals in Jackson
Over 18+ Pet-Friendly Holiday Rentals in or Near Jackson
10.0
Exceptional
(3 Reviews)
1100 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $227/Night
For 7 Nights US $1,592
9.4
Exceptional
(84 Reviews)
- Sikeston
- Cape Girardeau
- 1.58 mi to center
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Pool
- Pet Friendly
US $113/Night
For 7 Nights US $790
9.0
Exceptional
(2 Reviews)
- Sikeston
- Cape Girardeau
- 3.05 mi to center
1374 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $76/Night
For 7 Nights US $529
9.8
Exceptional
(76 Reviews)
- Sikeston
- Cape Girardeau
- 3.64 mi to center
950 ft²
4 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $179/Night
For 7 Nights US $1,254
9.1
Exceptional
(206 Reviews)
- Sikeston
- Cape Girardeau
- 1.94 mi to center
319.84 ft²
1 Bathroom
Ocean View
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
US $163/Night
For 7 Nights US $1,139
9.6
Exceptional
(69 Reviews)
- Sikeston
- Cape Girardeau
- 1.61 mi to center
700 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $103/Night
For 7 Nights US $719
New
- Sikeston
- Cape Girardeau
- 3.39 mi to center
500 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $101/Night
For 7 Nights US $707
New
- Sikeston
- Cape Girardeau
- 3.52 mi to center
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $110/Night
For 7 Nights US $769
10.0
Exceptional
(5 Reviews)
- Sikeston
- Cape Girardeau
- 3.39 mi to center
8 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $189/Night
For 7 Nights US $1,321
Large Holiday Rentals and Private Villas in Jackson
Over 6+ Large Holiday Rentals and Private Villas in or Near Jackson
8.8
Fabulous
(39 Reviews)
- Sikeston
- Cape Girardeau
- 4.98 mi to center
2000 ft²
10 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $220/Night
For 7 Nights US $1,537
10.0
Exceptional
(32 Reviews)
- Missouri
- Old Appleton
- 3.37 mi to center
12 Guests
4 Bedrooms
1 Bathroom
Family Friendly
Other
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $164/Night
For 7 Nights US $1,147
10.0
Exceptional
(1 Review)
- Sikeston
- Cape Girardeau
- 5.43 mi to center
1900 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $150/Night
For 7 Nights US $1,050
4.9
Average
(9 Reviews)
4000 ft²
15 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Kitchen
- Air Conditioner
- Child Friendly
US $230/Night
For 7 Nights US $1,610
New
- Sikeston
- Cape Girardeau
- 2.17 mi to center
14 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $379/Night
For 7 Nights US $2,654
New
- Sikeston
- Cape Girardeau
- 1.87 mi to center
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $187/Night
For 7 Nights US $1,309
Wheelchair Accessible Holiday Homes in Jackson
Over 13+ Wheelchair Accessible Holiday Homes in or Near Jackson
9.3
Exceptional
(153 Reviews)
- Sikeston
- Cape Girardeau
- 2.54 mi to center
370.87 ft²
11 Bathrooms
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $138/Night
For 7 Nights US $966
9.6
Exceptional
(494 Reviews)
- Sikeston
- Cape Girardeau
- 3.55 mi to center
1 Bathroom
Family Friendly
Hotel
- Balcony/Terrace
- Breakfast
- Kitchen
US $142/Night
For 7 Nights US $992
9.2
Exceptional
(156 Reviews)
- Sikeston
- Cape Girardeau
- 3.55 mi to center
444.01 ft²
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $154/Night
For 7 Nights US $1,078
9.4
Exceptional
(524 Reviews)
- Sikeston
- Cape Girardeau
- 3.69 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Breakfast
- Kitchen
US $143/Night
For 7 Nights US $999
8.8
Fabulous
(661 Reviews)
- Sikeston
- Cape Girardeau
- 1.80 mi to center
301.39 ft²
5 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $85/Night
For 7 Nights US $593
9.4
Exceptional
(167 Reviews)
- Sikeston
- Cape Girardeau
- 2.55 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
US $105/Night
For 7 Nights US $732
8.7
Fabulous
(262 Reviews)
- Sikeston
- Cape Girardeau
- 1.77 mi to center
409.03 ft²
9 Bathrooms
Ocean View
Hotel
- Private Pool
- Oceanfront
- Spa
US $113/Night
For 7 Nights US $790
9.0
Exceptional
(1003 Reviews)
- Sikeston
- Cape Girardeau
- 1.80 mi to center
1 Bathroom
Family Friendly
Hotel
- Breakfast
- Kitchen
- Parking
US $79/Night
For 7 Nights US $553
8.4
Excellent
(436 Reviews)
7 Bathrooms
Free Cancellation
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $91/Night
For 7 Nights US $635
Jackson Private Villas and Holiday Homes Under $200
Over 61+ Jackson Private Villas and Holiday Homes Under $200
10.0
Exceptional
(5 Reviews)
- Sikeston
- Cape Girardeau
- 4.01 mi to center
1400 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $187/Night
For 7 Nights US $1,312
New
- Sikeston
- Cape Girardeau
- 3.30 mi to center
753.47 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Fireplace/Heating
- Parking
- Air Conditioner
US $180/Night
For 7 Nights US $1,262
9.0
Exceptional
(730 Reviews)
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
US $100/Night
For 7 Nights US $702
10.0
Exceptional
(5 Reviews)
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $142/Night
For 7 Nights US $994
New
- Sikeston
- Cape Girardeau
- 3.25 mi to center
904.17 ft²
4 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Parking
- Air Conditioner
US $173/Night
For 7 Nights US $1,213
10.0
Exceptional
(2 Reviews)
904 ft²
4 Guests
1 Bedroom
1 Bathroom
Couples Retreat
House
- Child Friendly
US $197/Night
For 7 Nights US $1,379
10.0
Exceptional
(2 Reviews)
- Sikeston
- Cape Girardeau
- 4.02 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $160/Night
For 7 Nights US $1,121
10.0
Exceptional
(1 Review)
- Sikeston
- Cape Girardeau
- 3.93 mi to center
1800 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $168/Night
For 7 Nights US $1,175
10.0
Exceptional
(1 Review)
- Sikeston
- Cape Girardeau
- 3.93 mi to center
624 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $157/Night
For 7 Nights US $1,098
Instantly Bookable Holiday Homes in Jackson
Over 44+ Instantly Bookable Holiday Homes in or Near Jackson
10.0
Exceptional
(9 Reviews)
- Sikeston
- Cape Girardeau
- 3.78 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $202/Night
For 7 Nights US $1,411
New
- Sikeston
- Cape Girardeau
- 2.45 mi to center
1225 ft²
5 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $211/Night
For 7 Nights US $1,480
9.6
Exceptional
(4 Reviews)
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $155/Night
For 7 Nights US $1,087
8.2
Excellent
(53 Reviews)
- Sikeston
- Cape Girardeau
- 3.98 mi to center
3 Guests
1 Bedroom
1 Bathroom
Couples Retreat
House
- Internet
- Security/Safety
US $108/Night
For 7 Nights US $757
8.0
Excellent
(5 Reviews)
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $138/Night
For 7 Nights US $963
New
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $224/Night
For 7 Nights US $1,571
New
- Sikeston
- Cape Girardeau
- 3.25 mi to center
900 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $207/Night
For 7 Nights US $1,449
New
- Sikeston
- Cape Girardeau
- 3.25 mi to center
4 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $206/Night
For 7 Nights US $1,442
New
- Sikeston
- Cape Girardeau
- 3.30 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $167/Night
For 7 Nights US $1,170
Book a Last Minute Place to Stay in Jackson
About Casai's Private Villas and Holiday Rentals in Jackson
Discover more than 132 vacation rentals available in Jackson. 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 Jackson.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Jackson, 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 Jackson. On average, places to stay near Jackson offer 530.88 ft², with nightly prices averaging US $176.
With Casai, finding and comparing holiday rentals in Jackson 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 Jackson
| Type | Count |
|---|---|
| Vacation Homes | 49 |
| Holiday Apartments | 40 |
| Cottages | 1 |
Use these Quick Filters to Find a Holiday Rental in Jackson
★ 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 Jackson.
Weather in Jackson, MO
View the weather forecast for Jackson before booking your Jackson 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 Jackson, MO
Casai offers a large selection of top attractions around Jackson . Research things to do on your vacation before you visit Jackson.
Other Places to Stay in Jackson, MO
Frequently Asked Questions About Jackson?
What are the top holiday rentals in Jackson?
With numerous options available in Jackson, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Jackson:
- Historical 'Kage House' Short Term Rental located in "Old Town Cape"
- Serenity South - Gardens, River-Views, and Refreshing Space
- EN11: Downtown Penthouse with roof deck! AMAZING VIEW! - 5 mins away downtown
- “Brickyard”-Recently Remodeled Dutch Colonial Revival in Downtown Cape Girardeau
- Relax in the country at Countryside Villas! - Villa A
- The Twisted Sassafras Treehouse
- The Weber Farm - Enjoy a beautiful 100 acre farm!
- Rockwood Inn
- Charming Secluded Getaway Cabin within minutes of amenities
- Villa B offers peace and quiet with beautiful views of the countryside.
How many holiday rentals have private pools in Jackson?
Discover a selection of holiday rentals with private pools near Jackson with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Jackson are best for families?
If you're searching for a family-friendly holiday home in Jackson, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Jackson:
- Alpine Abode: We made our own mountain view in this charming 1-bedroom apartment
- Studio Apt King Bed Full Kitchen By KeenStays
- Candlewood Suites Cape Girardeau by IHG
How many Casai.nz holiday rentals are available in Jackson?
As of 2026, Casai boasts over 132 properties listed in the Jackson area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Jackson.
People Also Ask
Finding the best prices in Jackson
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