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Sikeston Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Sikeston holiday rentals

Outdoor dining

Studio Apt | King Bed, Full Kitchen · By KeenStays

Studio Apt | King Bed, Full Kitchen · By KeenStays
Cape Girardeau
10.0 out of 10, Exceptional, (1 review)
"I loved the location and the staff was wonderful. The bed was comfortable. I loved that King size bed!"
United States
Melvin
The price is HK$627
HK$1,311 total
includes taxes & fees
28 Jul - 29 Jul
Studio Apt | King Bed, Full Kitchen · By KeenStays
Exterior

Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy

Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
Dexter
8.0 out of 10, Very good, (36 reviews)
"Stayed many times. Nice and comfortable "
United States
Susan R.
The price is HK$840
HK$1,677 total
includes taxes & fees
28 Jul - 29 Jul
Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
Living area

Little Blue Cottage on Spanish

Little Blue Cottage on Spanish
Cape Girardeau
8.4 out of 10, Very good, (57 reviews)
"Great cute place. "
United States
Jeremy W.
The price is HK$635
HK$848 total
includes taxes & fees
29 Jul - 30 Jul
Little Blue Cottage on Spanish
1 bedroom, desk, iron/ironing board, WiFi

The Cottage, Rusted Route Farms

The Cottage, Rusted Route Farms
Jackson
10.0 out of 10, Exceptional, (2 reviews)
"This Cottage was very nice and clean and well maintained. The meat tray that we ordered and the breakfast tray was beyond Fabulous!!! My husband is still talking about it. . .Rick & Renee Christman"
United States
Renee C.
The price is HK$980
HK$1,569 total
includes taxes & fees
28 Jul - 29 Jul
The Cottage, Rusted Route Farms
TV, offices

Fresh & Cozy Retreat w/ King Bed · By KeenStays

Fresh & Cozy Retreat w/ King Bed · By KeenStays
Cape Girardeau
The price is HK$627
HK$1,311 total
includes taxes & fees
9 Aug - 10 Aug
Fresh & Cozy Retreat w/ King Bed · By KeenStays
Interior

Charming Secluded Getaway Cabin within minutes of amenities

Charming Secluded Getaway Cabin within minutes of amenities
Cape girardeau
10.0 out of 10, Exceptional, (24 reviews)
"Very peaceful"
United States
Gloria M.
The price is HK$1,216
HK$2,405 total
includes taxes & fees
2 Aug - 3 Aug
Charming Secluded Getaway Cabin within minutes of amenities
Property grounds

Vibrant Lofted Tiny Home

Vibrant Lofted Tiny Home
Cape Girardeau
10.0 out of 10, Exceptional, (1 review)
"The tiny house was adorable, clean, and everything we expected. We can’t wait to stay in the others. We definitely recommend staying here. Lisa and Holly have done a wonderful job. Holly was great at getting back to me. Loved everything about our stay and the trip. Thank you so much"
United States
Kim K.
The price is HK$1,263
HK$1,845 total
includes taxes & fees
28 Jul - 29 Jul
Vibrant Lofted Tiny Home
Terrace/patio

Romantic Tea Cottage Retreat on Boulder Creek with Firepit and Deck

Romantic Tea Cottage Retreat on Boulder Creek with Firepit and Deck
Cape Girardeau
10.0 out of 10, Exceptional, (1 review)
"The property was amazing, and Holly's service was excellent. The community is a collection of tinyish homes that is really cool, with outside communal amenities to enjoy. Close to everything in Cape and Jackson, whether it's a couples getaway or a group experience and you book multiple units, this place would be great for you!"
United States
Dustin T.
The price is HK$1,218
HK$1,750 total
includes taxes & fees
19 Aug - 20 Aug
Romantic Tea Cottage Retreat on Boulder Creek with Firepit and Deck
Interior

The Twisted Sassafras Treehouse

The Twisted Sassafras Treehouse
Cape Girardeau
10.0 out of 10, Exceptional, (36 reviews)
"Amazing stay! Everything was perfect."
United States
Wayne F.
The price is HK$1,687
HK$2,488 total
includes taxes & fees
25 Aug - 26 Aug
The Twisted Sassafras Treehouse
Coffee/tea maker, fridge, microwave, oven

The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO

The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
Dexter
The price is HK$941
HK$1,176 total
includes taxes & fees
22 Aug - 23 Aug
The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
Property grounds

European Inspired Lofted Cottage in Tiny Home Village

European Inspired Lofted Cottage in Tiny Home Village
Cape Girardeau
The price is HK$1,218
HK$1,797 total
includes taxes & fees
28 Jul - 29 Jul
European Inspired Lofted Cottage in Tiny Home Village
TV, fireplace

Gorgeous 1856 Log Cabin, Completely Renovated

Gorgeous 1856 Log Cabin, Completely Renovated
Jackson
10.0 out of 10, Exceptional, (4 reviews)
"This was the coolest place! Our family absolutely loved it. Plenty of space, bathrooms, sitting areas outside were plenty as well as fireplaces and fire pit. The bedrooms are spacious- the area where the two twin beds are is downstairs and the beds are smaller but just know that going in. Beautiful area. We’d love to stay again."
United States
Victoria
The price is HK$1,569
HK$2,463 total
includes taxes & fees
2 Aug - 3 Aug
Gorgeous 1856 Log Cabin, Completely Renovated
Interior

Villa B offers peace and quiet with beautiful views of the countryside.

Villa B offers peace and quiet with beautiful views of the countryside.
Jackson
10.0 out of 10, Exceptional, (13 reviews)
"Our stay was amazing. Everything was so clean organized, and anything you would possibly need was in the room. We will definitely be staying there again when in the area!!"
United States
Karen P.
The price is HK$1,176
HK$1,416 total
includes taxes & fees
28 Jul - 29 Jul
Villa B offers peace and quiet with beautiful views of the countryside.
Coffee/tea maker, fridge, microwave, oven

Relax in the country at Countryside Villas! - Villa A

Relax in the country at Countryside Villas! - Villa A
Jackson
10.0 out of 10, Exceptional, (36 reviews)
"Clean and cozy cottage. Quiet and peaceful. Lots of space. Would definitely would stay again."
United States
Jean B.
The price is HK$1,176
HK$1,416 total
includes taxes & fees
28 Jul - 29 Jul
Relax in the country at Countryside Villas! - Villa A
Exterior

3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Cape Girardeau
8.8 out of 10, Excellent, (42 reviews)
"Will definitely book again! Great location, comfortable stay."
United States
Pynktoria !.
The price is HK$1,828
HK$2,990 total
includes taxes & fees
2 Aug - 3 Aug
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
1 bedroom, free WiFi, bed sheets

Purple Tiny House with Fire pit & Nature

Purple Tiny House with Fire pit & Nature
Cape Girardeau
The price is HK$1,082
HK$1,630 total
includes taxes & fees
9 Aug - 10 Aug
Purple Tiny House with Fire pit & Nature
Coffee/tea maker, fridge, microwave, oven

Modern Boho Getaway 1BR Apartment By KeenStays

Modern Boho Getaway 1BR Apartment By KeenStays
Cape Girardeau
The price is HK$627
HK$1,311 total
includes taxes & fees
2 Aug - 3 Aug
Modern Boho Getaway 1BR Apartment By KeenStays
Coffee/tea maker, fridge, microwave, dishwasher

Beautifully Renovated Farmhouse in Jackson, MO

Beautifully Renovated Farmhouse in Jackson, MO
Jackson
9.4 out of 10, Exceptional, (3 reviews)
" great stay,property landscape nicely manicured, quiet and relaxing inside and outside of the the dwelling."
United States
Sandy S.
The price is HK$1,569
HK$2,455 total
includes taxes & fees
4 Aug - 5 Aug
Beautifully Renovated Farmhouse in Jackson, MO
Pool

4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More

4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Cape Girardeau
9.6 out of 10, Exceptional, (9 reviews)
"Nice place, great times"
United States
Jace W.
The price is HK$2,972
HK$4,743 total
includes taxes & fees
2 Aug - 3 Aug
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Outdoor dining

A-Frame Cottage with Deck in Charming Inspiration Village

A-Frame Cottage with Deck in Charming Inspiration Village
Cape Girardeau
The price is HK$1,308
HK$1,900 total
includes taxes & fees
28 Jul - 29 Jul
A-Frame Cottage with Deck in Charming Inspiration Village
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 Sikeston Hotel Reviews

Comfort Inn & Suites Sikeston I-55

Comfort Inn & Suites Sikeston I-55

8/10 Good
"Staff were polite and helpful. Room was clean but furniture was very outdated. We got the room for the pool but the pool was toooooo blue and didn’t look safe. Poor lighting in the pool area as well once the sun went down. Overall a 6/10"
Jahni 1-night trip
Posted 1 hour ago
Comfort Inn & Suites Sikeston I-55

Find out more about Sikeston

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Frequently asked questions

Can I find a holiday rental in Sikeston?

Yes, there are holiday rentals close to the most popular sights in Sikeston, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Sikeston. Make sure you allow time to enjoy the riverfront during your holiday.

What are some of the best holiday rentals that Sikeston has to offer?

Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen: This holiday home rental outside of Sikeston is located in the city centre, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

What’s there to see and do in Sikeston?

Cultural attractions include Sikeston Depot Museum, whereas Central Park is a spot to enjoy nature. In the wider area, you’ll find Front Street Studio & Art Gallery and Stoddard County Civil War Memorial Cemetery.

What’s a holiday rental in Sikeston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sikeston. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family gatherings.