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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 3675 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Parking available

Explore the area

View in a map
Grayton Beach, FL
  • Place, Grayton Beach State Park
    ‪8 min walk‬
  • Place, Grayton Beach
    ‪8 min walk‬
  • Place, South Walton Beaches
    ‪8 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.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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.
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Map
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

  • Panama City, FL (ECP-Northwest Florida Beaches Intl.) - 43 min drive

Restaurants

  • ‪Black Bear Bread Company - ‬10 min walk
  • ‪Scratch Biscuit Kitchen - ‬4 min drive
  • ‪The Red Bar - ‬8 min walk
  • ‪Bud & Alley's Waterfront Restaurant & Bar - ‬5 min drive
  • ‪Pickles - ‬5 min drive

Frequently asked questions

Is Shepherd Cottage - Grayton Beach, Cozy Historic Cottage, Close to the Red Bar! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Shepherd Cottage - Grayton Beach, Cozy Historic Cottage, Close to the Red Bar!?

As of 13 Apr, 2026, prices found for a 1-night stay for 2 adults at Shepherd Cottage - Grayton Beach, Cozy Historic Cottage, Close to the Red Bar! on 21 Jul, 2026 start from S$366, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Shepherd Cottage - Grayton Beach, Cozy Historic Cottage, Close to the Red Bar!?

On-site parking is available at the property.

What time is check-in at Shepherd Cottage - Grayton Beach, Cozy Historic Cottage, Close to the Red Bar!?

Check-in begins at 4:00 PM.

What time is check-out at Shepherd Cottage - Grayton Beach, Cozy Historic Cottage, Close to the Red Bar!?

Checkout is at 10:00 AM.

Where is Shepherd Cottage - Grayton Beach, Cozy Historic Cottage, Close to the Red Bar! located?

Located in Grayton Beach, this holiday home is within a 15-minute walk of Grayton Beach and Grayton Beach State Park. Seaside Beach is 2.2 mi (3.6 km) away.

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 window
Rating 10 - Excellent. 56 out of 79 reviews
Rating 8 - Good. 16 out of 79 reviews
Rating 6 - Okay. 5 out of 79 reviews
Rating 4 - Poor. 2 out of 79 reviews
Rating 2 - Terrible. 0 out of 79 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Michelle L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Yes all was as described! We enjoyed our second stay. Nice to be able to walk to the beach and Red's Bar!
Stayed 3 nights in Feb 2026
Response from VrboOwner on 20 Mar, 2026
We appreciate your positive feedback and are so glad you had a great stay. It sounds like you made the most of everything the area has to offer. We look forward to welcoming you back to Ocean Reef Resorts!
Verified

8/10 Good

Nathan A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very unique house, we really enjoyed our stay. Great location!A little pricey, possibly haunted, but a cool spot nonetheless!
Stayed 1 night in Feb 2026
Response from VrboOwner on 14 Mar, 2026
We are glad to hear that you enjoyed your stay, and hope that your travels bring you back soon. Thank you for choosing Ocean Reef Resorts!
Verified

10/10 Excellent

Elizabeth A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage was like something from a storybook and we enjoyed every minute! It is walking distance to Crackings (best breakfast on 30A), Red Bar, and our favorite beach access. We are already trying to decide when we can come back!
Stayed 2 nights in Dec 2025
Response from VrboOwner on 19 Jan, 2026
We really appreciate your thoughtful review! It’s great to know you had a positive experience at the beach house. Thank you for choosing Ocean Reef Resorts, and we hope to host you again on your next visit to the coast!
Verified

8/10 Good

Adriane A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Love this little cottage! Only things we had some trouble with is my husband is very tall, the shower head is very low and the toilet area very tight and narrow. Otherwise, we loved it. We would definitely go back even with that.
Stayed 3 nights in Dec 2025
Response from VrboOwner on 5 Jan, 2026
We are glad to hear that you enjoyed your stay, and hope that your travels bring you back soon. Thank you for choosing Ocean Reef Resorts!
Verified

10/10 Excellent

Brandon B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic stay. Shepherd cottage was amazing and we will be back. House had a great relaxed feel and was convenient to the beach and local restaurants.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Becky R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place and location!

Loved this house. It's walking distance to shops, restaurants, and the beach.
Stayed 3 nights in May 2025
Response from VrboOwner on 2 Jun, 2025
We appreciate your positive feedback and are so glad you had a great stay. It sounds like you made the most of everything the area has to offer. We look forward to welcoming you back to Ocean Reef Resorts!
Verified

10/10 Excellent

Irish T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed the cabin. Although it was next to several homes it was very private and peaceful. Cabin had everything we needed for a long weekend stay. Just a short 5-6 minute walk to the beach or riding the free shuttle. Easy walk to the downtown. The outdoor shower was great after being at the beach so we didn't drag sand into the home. We spent evenings relaxing on the porch swing.
Stayed 4 nights in Sep 2025
Response from VrboOwner on 20 Oct, 2025
We appreciate your positive feedback and are so glad you had a great stay. It sounds like you made the most of everything the area has to offer. We look forward to welcoming you back to Ocean Reef Resorts!
Verified

8/10 Good

Ann F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location was great. Shepherd’s Cottage had the charm and ambience just as advertised. Very quiet, too.The reason for 4 stars were the following:1. ONE roll of toilet paper. Really?2. NO written instructions for the TV which would be easy to do and laminate for guests. In addition, portal would ask for my email (which I supplied) etc. but I could not access.
Stayed 4 nights in Nov 2025
Response from VrboOwner on 15 Dec, 2025
Thank you for bringing these concerns to our attention. We’ve reported the items to our maintenance team and will make sure they are resolved as quickly as possible. We appreciate your feedback and thank you again for staying with us.
Verified

8/10 Good

Monica A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quaint, historical property in a wonderful location. The rental agency is right across the street and very responsive. I would recommend the property for a couple, but any more than two guests is a tight squeeze.
Stayed 3 nights in Jul 2025
Response from VrboOwner on 13 Aug, 2025
It’s wonderful to hear you had such a great experience. We're glad the rental met your expectations. We can’t wait to host you again on your next beach escape! Thank you for choosing Ocean Reef Resorts.
Verified

10/10 Excellent

Kristy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful couples getaway

Had a great time, this was our 2nd time staying, we will be back!
Stayed 4 nights in Jan 2022
Response from VrboOwner on 2 Feb, 2022
Welcome back! We are happy to host returning customers like yourself and would love to have that honor again in the very near future. Thank you for choosing Ocean Reef Resorts!
Verified

8/10 Good

Julie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for a romantic get away!

Super easy check booking , check in and check out.
Stayed 3 nights in Sep 2022
Response from VrboOwner on 21 Sept, 2022
Great news to hear that you enjoyed your stay at the beach! We hope to see you again soon. Thank you for choosing Ocean Reef Resorts.
Verified

10/10 Excellent

Dana M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved everything about this place!

We stayed at the Shepherd Cottage for three nights and loved it. Beautifully decorated and close to Grayton Beach State Park, The Red Bar, and 30A. Would definitely stay here again.
Stayed 3 nights in Oct 2021
Response from VrboOwner on 31 Oct, 2021
Great news to hear that you enjoyed your stay at the beach! We hope to see you again soon. Thank you for choosing Ocean Reef Resorts.
Verified

10/10 Excellent

Richard W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

History

Charming place
Stayed 4 nights in Mar 2025
Response from VrboOwner on 1 Apr, 2025
We appreciate your kind words about the property! We hope that you are able to make your way back to the beach very soon. Thank you for choosing Ocean Reef Resorts.
Verified

10/10 Excellent

Mark M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great vintage home

Original wood floors and ship lap- loved the venture into another time - home has so much of original vibes but updated for current expectations - location fabulous and we loved our stay
Stayed 2 nights in Feb 2025
Response from VrboOwner on 12 Mar, 2025
Thank you for booking with Ocean Reef! We love to hear about great experiences such as yours. Be sure to contact us when you are ready to return to the beautiful beaches.
Verified

10/10 Excellent

Mike C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great cabin

Fantastic little cabin for a get away. Perfect distance from beach and entertainment. Comfortable stay. Will definitely stay again.
Stayed 2 nights in Jan 2023
Response from VrboOwner on 4 Feb, 2023
Great news to hear that you enjoyed your stay at the beach! We hope to see you again soon. Thank you for choosing Ocean Reef Resorts.
Archival

8/10 Good

Robert J.

Great place

I loved the porch and the outside shower in back.
Stayed 6 nights in May 2017
Response from VrboOwner on 22 Oct, 2020
Thank you for providing your feedback. We are very happy to hear that you enjoyed your stay. Please let us know when you plan on another trip to the area. Thank you for choosing Ocean Reef Resorts
Verified

10/10 Excellent

Frank H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy cottage in Old Florida

Set in a private, wooded little hideaway. Lots of parking for guests.
Stayed 3 nights in Nov 2022
Response from VrboOwner on 3 Dec, 2022
Great news to hear that you enjoyed your stay at the beach! We hope to see you again soon. Thank you for choosing Ocean Reef Resorts.
Verified

10/10 Excellent

Marilyn P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Perfect Place

Shepard’s Cottage is in the perfect location! It was very clean and adorably decorated. I would definitely stay here again.
Stayed 2 nights in Jun 2023
Response from VrboOwner on 20 Jun, 2023
Amazing! Thank you for your review. We are happy knowing you enjoyed your stay. Please let us know if we can help with any future travels!
Verified

10/10 Excellent

Jessica Lynn O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great customer service

The property was super cute and clean. The customer service was great, we locked ourselves out and they resolved the problem immediately. They also communicated well, and notified us the property was 2 hours early and could check in early free of charge!
Stayed 2 nights in Mar 2025
Response from VrboOwner on 15 Apr, 2025
Thank you for booking with Ocean Reef! We love to hear about great experiences such as yours. Be sure to contact us when you are ready to return to the beautiful beaches.
Verified

10/10 Excellent

Amy R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Grayton Beach vacation

Charming cottage in the heart of Grayton. Close to beach and Grayton Beach State Park. Perfect get a way!
Stayed 6 nights in Dec 2020
Response from VrboOwner on 3 Jan, 2021
Thank you for providing your feedback. We are very happy to hear that you enjoyed your stay. Please let us know when you plan on another trip to the area. Thank you for choosing Ocean Reef Resorts!
Verified

10/10 Excellent

Beth N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect getaway for 2!

Such a cute beach cottage with the perfect Grayton Beach vibe! Shuttle pickup directly across the street!
Stayed 2 nights in May 2023
Response from VrboOwner on 16 Jun, 2023
Thank you for your review! We are excited to know that you enjoyed your stay at Shepherd Cottage. Please let us know when you would like to plan another wonderful trip to the beach! Thank you for choosing Ocean Reef Resorts.
Verified

10/10 Excellent

Nick S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for 2

Cute historic cottage in convenient location
Stayed 2 nights in Oct 2021
Response from VrboOwner on 1 Nov, 2021
Thank you for booking with Ocean Reef! We love to hear about great experiences such as yours. Be sure to contact us when you are ready to return to the beautiful beaches.
Verified

10/10 Excellent

Taylor S.

Great stay + Grayton

Super walkable to beach, nice size for 2 of us. Loved the outdoor shower + front porch. We could walk to dinner/drinks, the area was great. Wish we could've stayed longer!
Stayed 3 nights in May 2019
Response from VrboOwner on 23 Mar, 2020
We are thrilled to hear that you enjoyed your vacation! We hope that your travels bring you back soon. Thank you for choosing Ocean Reef Resorts
Verified

10/10 Excellent

Charles W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

This cabin is perfect for two people. Within walking distance to beach and restaurants. Only complaint is the mattress is very uncomfortable and needs to be replaced.
Stayed 4 nights in May 2021
Response from VrboOwner on 9 Jun, 2021
Thank you for providing your feedback. We are very happy to hear that you enjoyed your stay. Please let us know when you plan on another trip to the area. Thank you for choosing Ocean Reef Resorts!
Verified

10/10 Excellent

Charlotte W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quaint lovely place

Awesome experience
Stayed 4 nights in Sep 2022
Response from VrboOwner on 22 Oct, 2022
Great news to hear that you enjoyed your stay at the beach! We hope to see you again soon. Thank you for choosing Ocean Reef Resorts.

About the host

Hosted by Ocean Reef

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Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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