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Shepherd Cottage - Grayton Beach, Cozy Historic Cottage, Close to the Red Bar!
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Reviews
9.2 out of 10
Wonderful
1 bedroom1 bathroomSleeps 362.7 sq m
Popular amenities
Explore the area

Grayton Beach, FL
- Place, Grayton Beach State Park8 min walk
- Place, Grayton Beach8 min walk
- Place, South Walton Beaches8 min walk
- Airport, Fort Walton Beach, FL (VPS-Northwest Florida Regional)60 min drive
Rooms & beds
1 bedroom (sleeps 3)
First Floor - Guest Bedroom
1 Queen Bed
First Floor - Nook
1 Single Bed
1 bathroom
First Floor - Guest Bathroom
Spaces
Porch or lanai
Kitchen
About this property
Shepherd Cottage - Grayton Beach, Cozy Historic Cottage, Close to the Red Bar!
Shepherd Cottage -
Historic Shepherd Cottage is one of the original surviving early cottages of 'Old Grayton Beach', established in the 1880's. This cottage has been updated with a new kitchen, central heat and air, with emphasis on preserving its original characteristics. It is a small cottage and is ideal for a romantic getaway for a couple.
The cottage is nestled in tall pines and surrounded by palm meadows with a large front porch with swing and rocking chairs. It is a great place to relax, and within easy walking distance to the Gulf Beach, Western Lake, Red Bar Restaurant, Zoo Gallery, General Store, Hibiscus Guest House and Cafe, Grayton Coffee House, etc. You can also rent bikes at the General store and enjoy miles and miles of off road paved bike paths through the Grayton Beach State Park, Watercolor, Seaside, etc.
ALL ON ONE LEVEL: Cozy front porch, Living room with flatscreen TV, Dining room with table seating for 4, Bedroom with Queen bed, Full bathroom with shower only, Twin bed nook off living area, Full kitchen, Washer and dryer, Back porch with grill and outdoor shower.
*This property is monitored by a security camera overlooking the driveway.
*Note – This property may have date restrictions that apply. All reservations submitted online are a request until receiving an email confirmation from Ocean Reef Resorts. For more details, please review our Minimum Night Stay under Rental Policies. An e-signed rental agreement is required prior to arrival.
Historic Shepherd Cottage is one of the original surviving early cottages of 'Old Grayton Beach', established in the 1880's. This cottage has been updated with a new kitchen, central heat and air, with emphasis on preserving its original characteristics. It is a small cottage and is ideal for a romantic getaway for a couple.
The cottage is nestled in tall pines and surrounded by palm meadows with a large front porch with swing and rocking chairs. It is a great place to relax, and within easy walking distance to the Gulf Beach, Western Lake, Red Bar Restaurant, Zoo Gallery, General Store, Hibiscus Guest House and Cafe, Grayton Coffee House, etc. You can also rent bikes at the General store and enjoy miles and miles of off road paved bike paths through the Grayton Beach State Park, Watercolor, Seaside, etc.
ALL ON ONE LEVEL: Cozy front porch, Living room with flatscreen TV, Dining room with table seating for 4, Bedroom with Queen bed, Full bathroom with shower only, Twin bed nook off living area, Full kitchen, Washer and dryer, Back porch with grill and outdoor shower.
*This property is monitored by a security camera overlooking the driveway.
*Note – This property may have date restrictions that apply. All reservations submitted online are a request until receiving an email confirmation from Ocean Reef Resorts. For more details, please review our Minimum Night Stay under Rental Policies. An e-signed rental agreement is required prior to arrival.
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9.8 out of 10, Exceptional, (19 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
About the area
Santa Rosa Beach
Located near the beach, this holiday home is in Grayton Beach, a neighbourhood in Santa Rosa Beach. While the natural beauty of Grayton Beach State Park and Blue Mountain Beach can be enjoyed by anyone, those looking for an activity can explore Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links.
Sundog Books and Eden Gardens State Park are also worth visiting.

Grayton Beach, FL
What's nearby
- Grayton Beach State Park - 8 min walk - 0.7 km
- Seagrove Beach West - 8 min walk - 0.7 km
- Grayton Beach - 8 min walk - 0.7 km
- South Walton Beaches - 8 min walk - 0.7 km
- Point Washington State Forest - 2 min drive - 2.5 km
Getting around
Restaurants
- Black Bear Bread Company - 10 min walk
- The Red Bar - 8 min walk
- Bud & Alley's Waterfront Restaurant & Bar - 5 min drive
- Scratch Biscuit Kitchen - 4 min drive
- Pickles - 5 min drive
Frequently asked questions
Reviews
9.2
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
9.8/10
Communication
10/10
Location
9.6/10
Listing accuracy
Reviews
Verified
18 February 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 1 night in Feb 2026
Verified
10/10 Excellent
Elizabeth A.
30 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy

Elizabeth A.
Stayed 2 nights in Dec 2025
Verified
8/10 Good
Adriane A.
21 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Adriane A.
Stayed 3 nights in Dec 2025
Verified
10/10 Excellent
Brandon B.
18 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Brandon B.
Stayed 2 nights in Jun 2025
Verified
10/10 Excellent
Irish T.
4 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Irish T.
Stayed 4 nights in Sep 2025
Verified
8/10 Good
Ann F.
30 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Ann F.
Stayed 4 nights in Nov 2025
Verified
10/10 Excellent
Becky R.
18 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place and location!
Becky R.
Stayed 3 nights in May 2025
Verified
8/10 Good
Monica A.
30 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Monica A.
Stayed 3 nights in Jul 2025
Verified
10/10 Excellent
Kristy H.
18 January 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful couples getaway
Kristy H.
Stayed 4 nights in Jan 2022
Verified
10/10 Excellent
Richard W.
15 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
History
Richard W.
Stayed 4 nights in Mar 2025
Verified
10/10 Excellent
Mark M.
25 February 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great vintage home
Mark M.
Stayed 2 nights in Feb 2025
Verified
8/10 Good
Julie S.
15 September 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for a romantic get away!
Julie S.
Stayed 3 nights in Sep 2022
Verified
10/10 Excellent
Dana M.
16 October 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved everything about this place!
Dana M.
Stayed 3 nights in Oct 2021
Verified
10/10 Excellent
Mike C.
19 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great cabin
Mike C.
Stayed 2 nights in Jan 2023
Archival
8/10 Good
Robert J.
28 May 2017
Great place
Robert J.
Stayed 6 nights in May 2017
Verified
10/10 Excellent
Jessica Lynn O.
1 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great customer service
Jessica Lynn O.
Stayed 2 nights in Mar 2025
Verified
10/10 Excellent
Frank H.
18 November 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cozy cottage in Old Florida
Frank H.
Stayed 3 nights in Nov 2022
Verified
10/10 Excellent
Marilyn P.
5 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
The Perfect Place
Marilyn P.
Stayed 2 nights in Jun 2023
Verified
10/10 Excellent
Amy R.
3 January 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Grayton Beach vacation
Amy R.
Stayed 6 nights in Dec 2020
Verified
10/10 Excellent
Beth N.
31 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect getaway for 2!
Beth N.
Stayed 2 nights in May 2023
Verified
10/10 Excellent
Nick S.
17 October 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for 2
Nick S.
Stayed 2 nights in Oct 2021
Verified
10/10 Excellent
Taylor S.
18 June 2019
Great stay + Grayton
Taylor S.
Stayed 3 nights in May 2019
Verified
10/10 Excellent
Charles W.
14 May 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Charles W.
Stayed 4 nights in May 2021
Verified
8/10 Good
Lynette M.
12 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lynette M.
Stayed 4 nights in Jul 2025
Verified
10/10 Excellent
Charlotte W.
7 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quaint lovely place
Charlotte W.
Stayed 4 nights in Sep 2022
About the host
Hosted by Ocean Reef
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests
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