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Jul 25 - Jul 27
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Aug 1 - Aug 3
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Aug 15 - Aug 17
In two months
Sep 12 - Sep 14

Vacation Homes in Charleston

Serenity South -- Gardens, River-Views, and Refreshing Space
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and coffee maker.

Serenity South -- Gardens, River-Views, and Refreshing Space

10.0 out of 10, Exceptional, (134)
"The property was exactly as listed with so many little touches that made it special. Communication was great and we were close to downtown shops and the casino. We will definitely stay again when we are in the area."
$229 nightly
The price is $245
Jul 16 - Jul 17
Total includes taxes and fees
Serenity South -- Gardens, River-Views, and Refreshing Space
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286
Stunning home with a charming front porch and lush garden.

Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286

10.0 out of 10, Exceptional, (172)
"This cozy quiet farmhouse was the perfect place to stay for my boyfriend and I’s first getaway together. We will definitely come back again! "
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286
"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau
Enjoy cooking in this well-equipped kitchen with a central island, stove, and stainless steel refrigerator.

"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau

10.0 out of 10, Exceptional, (19)
"Chip was an excellent host, always available to provide tips about restaurants and answer any questions about the property. Property was in great condition and would not hesitate to recommend."
"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau
Welcome campers, hikers, fishermen, girls' weekend wine getaways!!
Situated on a patio, this gazebo offers a cozy retreat with a warm glow.

Welcome campers, hikers, fishermen, girls' weekend wine getaways!!

2.0 star property
9.8 out of 10, Exceptional, (15)
"It was exactly what we were looking for and exceeded our expectations. We plan to be back! The hosts were wonderful! "
Welcome campers, hikers, fishermen, girls' weekend wine getaways!!
Little Blue Cottage on Spanish
Kitchen area with sink, cabinets, and countertop.

Little Blue Cottage on Spanish

8.6 out of 10, Excellent, (41)
"Has everything you need. Comfy and in a great location. "
$101 nightly
The price is $101
Jul 16 - Jul 17
Total includes taxes and fees
Little Blue Cottage on Spanish
Quaint, Beautiful Home next to SEMO and Hospital
Situated in a suburban neighborhood, this two-story house features a gabled roof and a front entrance.

Quaint, Beautiful Home next to SEMO and Hospital

9.8 out of 10, Exceptional, (36)
"Great stay, great location! "
Quaint, Beautiful Home next to SEMO and Hospital
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Enjoy a tranquil retreat with a pool and lush surroundings.

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

8.8 out of 10, Excellent, (31)
"all was so nice and we enjoyed our stay. grandkids and us loved having pool table and card games and all the peace and quiet there. thank u again for contacting me and giving us address. we appreciated that very much. "
$262 nightly
The price is $272
Jul 16 - Jul 17
Total includes taxes and fees
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Charming Home just minutes from Interstate and Mall
Guests can sit on the porch in a single Adirondack chair.

Charming Home just minutes from Interstate and Mall

10.0 out of 10, Exceptional, (18)
"We enjoyed staying here very much. Clean and close to where we wanted to be!"
$165 nightly
The price is $187
Jul 20 - Jul 21
Total includes taxes and fees
Charming Home just minutes from Interstate and Mall
Historic Victorian - Walkable to Downtown Cape Girardeau - King Bed - Fast Wifi
Enjoy cooking in this well-equipped kitchen with a stainless steel range hood, oven, and double sink.

Historic Victorian - Walkable to Downtown Cape Girardeau - King Bed - Fast Wifi

10.0 out of 10, Exceptional, (7)
"Lovely home with historic architectural features in tact. Fully stocked, great location, quite neighborhood. We thoroughly enjoyed our stay."
Historic Victorian - Walkable to Downtown Cape Girardeau - King Bed - Fast Wifi
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Enjoy an outdoor space with a well-maintained lawn and a circular swimming pool.

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

9.0 out of 10, Wonderful, (4)
"Great property would recommend 100%. We did not have to leave the house it had everything we needed for nine adult women to have a great streetlight"
$474 nightly
The price is $492
Jul 27 - Jul 28
Total includes taxes and fees
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Next Door to Mercy Hospital - Pet Friendly - Fast Wifi
Enjoy cooking in this well-equipped kitchen with a central island, dining table, and sink.

Next Door to Mercy Hospital - Pet Friendly - Fast Wifi

7.6 out of 10, Good, (4)
"Great place for our family to have a quick get together in short notice."
Next Door to Mercy Hospital - Pet Friendly - Fast Wifi
Charming 3-bedroom house near downtown
Relax in a hanging chair with a cushioned seat and backrest, paired with a small ottoman for added comfort.

Charming 3-bedroom house near downtown

2.0 star property
10.0 out of 10, Exceptional, (2)
"My husband and I along with one other couple stayed here while in Cape for a wedding. The location was nice and was a short distance for driving or Ubering around town. The price was great!! Highly recommend."
Charming 3-bedroom house near downtown
Urban 2-bedroom Escape in Downtown Cape Girardeau
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, sink, and ample counter space.

Urban 2-bedroom Escape in Downtown Cape Girardeau

10.0 out of 10, Exceptional, (3)
"We had the best girls’ getaway here! The place was super clean and well decorated. We had everything we needed, and the host was friendly and quick to respond. The location was perfect—lots of shops, restaurants, and even a spa all within walking distance. We couldn’t have asked for a better spot!"
Urban 2-bedroom Escape in Downtown Cape Girardeau
Super cute family friendly 3-bedroom house in Cape Girardeau with AC, WiFi
Enjoy cooking in this well-equipped kitchen with a large island, sink, and ample natural light.

Super cute family friendly 3-bedroom house in Cape Girardeau with AC, WiFi

Super cute family friendly 3-bedroom house in Cape Girardeau with AC, WiFi
Steps to Southeast Hospital - Fast Wifi - King Bed
Enjoy cooking in this well-equipped kitchen with a refrigerator, cabinetry, and countertop.

Steps to Southeast Hospital - Fast Wifi - King Bed

10.0 out of 10, Exceptional, (6)
"This was the perfect place for us to have a small group weekend getaway! All the beds were comfy! High quality sheets! Very clean! "
Steps to Southeast Hospital - Fast Wifi - King Bed
Historic 2-Story Foursquare Home - C.1847 - River Views - Fast Wifi
Modern kitchen with stainless steel appliances, ample workspace, and a brick accent wall.

Historic 2-Story Foursquare Home - C.1847 - River Views - Fast Wifi

9.6 out of 10, Exceptional, (15)
"Great location, only a few blocks from downtown."
Historic 2-Story Foursquare Home - C.1847 - River Views - Fast Wifi
Large Home next to Southeast Hospital - 2 King Beds - Fast Wifi
Enjoy cooking in this well-equipped kitchen with oven and microwave, and dine in the adjacent dining area with comfortable seating.

Large Home next to Southeast Hospital - 2 King Beds - Fast Wifi

10.0 out of 10, Exceptional, (4)
"The property was nice, spacious, and easy access to everything! We enjoyed our stay!"
Large Home next to Southeast Hospital - 2 King Beds - Fast Wifi
Charming 3-bedroom house near ball park in quiet neighborhood
Compact kitchen with a microwave, coffee maker, and sink, featuring a refrigerator nearby.

Charming 3-bedroom house near ball park in quiet neighborhood

10.0 out of 10, Exceptional, (9)
"clean, comfortable and convenient to town. Would definitely stay again."
$160 nightly
The price is $171
Jul 16 - Jul 17
Total includes taxes and fees
Charming 3-bedroom house near ball park in quiet neighborhood
The cabin in Eden
Experience a serene retreat in this charming single-story residence, surrounded by a well-maintained lawn and secure wooden fence.

The cabin in Eden

9.6 out of 10, Exceptional, (18)
"I stayed here with my teenage daughter and newborn son during the 2024 eclipse. It was very comfortable for us amd very clean. The property is in an excellent location. It is close to many antique stores and great eats! The river is close and we had the pleasure of visiting the Old St. Vincent's (across the street) for Divine Mercy Sunday with the prayers, adoration, and confession. It was lovely! Matt (the host) was clear on directions and we didn't have any trouble contacting him. Even though...
The cabin in Eden
Building at Cape Girardeau Regional Airport
Enjoy meals with family and friends at the dining table, surrounded by a Christmas tree and comfortable seating.

Building at Cape Girardeau Regional Airport

$571 nightly
The price is $611
Jul 16 - Jul 17
Total includes taxes and fees
Building at Cape Girardeau Regional Airport
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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