Vacation rentals in Calhoun County

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Top-rated vacation rentals in Calhoun County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guesthouse in Chipley

4.96 out of 5 average rating, 179 reviews

Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, and Prime video are included with your stay. There is one queen bed, two twin bunk beds, and a queen size sleeper sofa, all of which can accommodate a total of 6 guests. Chipley is located off I-10. It is a 55-minute drive to the beach and a 45-minute drive to Dothan, AL. Falling Waters State Park is 3 miles away. Caverns park 15 miles. No pets and no smoking allowed. Home is sanitized between guests.

Aug 11 – 18

$113 per night
Guest favorite

Home in Donalsonville

5.0 out of 5 average rating, 121 reviews

Peaceful & Beautiful Lake Cabin, Boat House/Dock

Located on beautiful Lake Seminole, a short distance from the hosts main house. Includes use of boat house & dock (you'll need your own boat). 2 boat landings within a mile. Across the lake from Lake Seminole State Park. Within 2 miles of gas station, Dollar General & restaurant. 45min to FL ST Caverns. Free wifi. Full Kitchen is equipped with dishes, pots pans, full size oven/range, refrigerator, microwave, coffee maker. Large flat screen TV, screened in porch and back deck near fire pit

Mar 21 – 28

$86 per night
Guest favorite

Cottage in Marianna

5.0 out of 5 average rating, 82 reviews

Quiet, cozy 1 bdrm cottage near Caverns & Bear Paw

No cleaning fees! Peaceful and quiet golf cart friendly location yet the I-10, Caverns, Bear Paw river float, Merritts Mill Pond, Hinson Nature Preserve, Blue Springs and all shops, cinema, boat launches & restaurants within a 10 min drive. Golfing, beach, airports, & Panama City within 1 hour. Modern cottage on a 1/2 acre is equipped with large TV's in both the living room and bedroom w/ HBO, Prime, Hulu. The living room has a pull out couch with a mattress topper for extra comfort on request

Jul 16 – 23

$110 per night

Popular amenities for Calhoun County vacation rentals

Other great vacation rentals in Calhoun County

Guest favorite

Home in Marianna

5.0 out of 5 average rating, 23 reviews

Lake House near Marianna & Panama City FL

May 8 – 15

$176 per night
Guest favorite

Vacation home in Wewahitchka

5.0 out of 5 average rating, 38 reviews

•The Little House• 1 BR 1 Bath Apt Uptown Wewa

Dec 25 – Jan 1

$106 per night
Guest favorite

Home in Marianna

4.92 out of 5 average rating, 39 reviews

"The Marianna"- Cute Cottage in Historic Downtown

Sep 24 – Oct 1

$110 per night
Guest favorite

Cabin in Sneads

5.0 out of 5 average rating, 14 reviews

LouLouBell's Getaway

Jul 26 – Aug 2

$85 per night
Guest favorite

Home in Chipley

5.0 out of 5 average rating, 18 reviews

House of Guitars

Mar 17 – 24

$75 per night
Guest favorite

Guest suite in Wewahitchka

5.0 out of 5 average rating, 8 reviews

• The Garden Loft • Pets • Lg Fenced Yard

Nov 21 – 28

$87 per night
Guest favorite

Cabin in Donalsonville

4.91 out of 5 average rating, 44 reviews

Charming Barndominium on Lake Seminole!

Feb 4 – 11

$94 per night
Guest favorite

Guesthouse in Wewahitchka

5.0 out of 5 average rating, 24 reviews

The Bunkie on Wetappo Creek

Aug 5 – 12

$95 per night
Guest favorite

Home in Chipley

5.0 out of 5 average rating, 31 reviews

Peaceful Pines

Oct 5 – 12

$149 per night
Guest favorite

Home in Quincy

5.0 out of 5 average rating, 75 reviews

Quiet Country: Entire Home 2 Bed /1 Office /2 bath

Jan 14 – 21

$79 per night
Guest favorite

Home in Panama City

4.83 out of 5 average rating, 60 reviews

Classic cottage in the Cove

Nov 1 – 8

$80 per night
Guest favorite

Cabin in Hosford

4.94 out of 5 average rating, 36 reviews

Goat Ridge

Jun 28 – Jul 5

$120 per night
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