Vacation rentals in Chipley

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Top-rated holiday rentals in Chipley

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

Guest favourite
Guesthouse in Chipley
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.
8–15 Dec
$147 NZD per night
4.96 out of 5 average rating, 173 reviews
Guest favourite
Guest suite in Enterprise
BEST VALUE - No Cleaning Fee
"Relaxing, calm, quiet, peaceful"--all used to describe the 1,200 sq. feet of guest space attached to our home--Read a complete description under "The Space." The private guest suite includes a family room, two bedrooms and bath on our micro-farm just 4 minutes from Fort Rucker and Enterprise. Southern hospitality at its best--Read our reviews! Ammenities include personal-size fridge, coffee, microwave, pool table, WiFi, TV, DVD, Wii, games and toys; laundry room; Handicap/ADA accessible;
15–22 Apr
$105 NZD per night
4.98 out of 5 average rating, 456 reviews
Guest favourite
Home in Chipley
House of Guitars
Enjoy a memorable visit when you stay in this unique place. New construction, built in 2022 and never lived in. "House of Guitars" is just that. Everything you need to jam out whenever you choose. This beautiful home features 2 Les Paul's, 2 SG's, a 1984 Explorer and a Flying V. Also including a 1988 USA Fender Strat, an LTD Snakebyte, Epiphone Dove acoustic, T60 and a Firebird. All with new strings and set up with low action. Choose from a multitude of amps as well. Enjoy...
1–8 Oct
$162 NZD per night
5.0 out of 5 average rating, 18 reviews

Popular amenities for Chipley holiday rentals

Other great holiday rentals in Chipley

Guest favourite
Home in Graceville
Cozy & quiet House in the country
18–25 Aug
$237 NZD per night
4.91 out of 5 average rating, 47 reviews
Guest favourite
Cottage in Vernon
Cozy cottage near springs & beach
21–28 Feb
$245 NZD per night
5.0 out of 5 average rating, 40 reviews
Guest favourite
Cottage in Cottonwood
Cozy Cottage in the Pines
1–8 Oct
$189 NZD per night
4.96 out of 5 average rating, 24 reviews
Guest favourite
Cottage in Marianna
Quiet & cozy 1 bdrm cottage near Bear Paw, Caverns
20–27 May
$247 NZD per night
5.0 out of 5 average rating, 82 reviews
Guest favourite
Home in Marianna
"The Marianna"- Cute Cottage in Historic Downtown
24–31 Dec
$251 NZD per night
4.92 out of 5 average rating, 38 reviews
Guest favourite
Home in Bonifay
Entire Home - Peaceful Pines - Near Springs
15–22 Apr
$189 NZD per night
4.88 out of 5 average rating, 8 reviews
Guest favourite
Home in Chipley
Latitude Adjustment
23–30 Oct
$318 NZD per night
4.95 out of 5 average rating, 41 reviews
Guest favourite
Barn in Slocomb
Zeke’s House: Bed & Barn Bliss
12–19 Dec
$134 NZD per night
4.89 out of 5 average rating, 9 reviews
Guest favourite
Home in Altha
Wandering Waters Cabin
11–18 Jan
$295 NZD per night
4.99 out of 5 average rating, 79 reviews
Guest favourite
Cottage in Chipley
The Fifth Promise - A Crystal Lake Retreat
20–27 May
$606 NZD per night
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Vernon
Remodeled lakefront home with lake access.
20–27 Feb
$341 NZD per night
4.91 out of 5 average rating, 97 reviews
Guest favourite
Farm stay in Slocomb
Quiet 2 bedroom home in a country setting.
10–17 Apr
$178 NZD per night
4.91 out of 5 average rating, 34 reviews

Quick stats about holiday rentals in Chipley

Total rentals

10 properties

Local attractions

Walmart Supercenter, Skins & Bubbas BBQ and Cancun's Mexican Grill

Popular amenities

Kitchen, Wi-Fi and Pool

Wi-Fi availability

10 properties include access to Wi-Fi

Total number of reviews

180 reviews

Nightly prices starting at

$82 NZD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Washington County
  5. Chipley