Shepherd Cottage - Grayton Beach, Cozy Historic Cottage, Close to the Red Bar!

Photo gallery for Shepherd Cottage - Grayton Beach, Cozy Historic Cottage, Close to the Red Bar!

A bedroom with a bed, a window, and a wall-mounted picture.
A dining area with a wooden table and chairs, a hanging light fixture, and a view of the outdoors through large windows.
A spacious living room with a wooden ceiling fan, a large window with a view, a television, and a cozy seating area.
A rustic cabin with a wooden porch, a small front yard, and a mailbox.
A wooden signpost with the inscription "Shepherd House circa 1931" in a forested area.

Reviews

9.2 out of 10
Wonderful

Highlights

  • Top rated beach location
    Discover paradise at this top rated beach location.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Grayton Beach State Park

Popular amenities

  • Air-conditioning
  • Washing machine
  • Internet
  • Onsite parking available
  • Non-smoking
  • Dryer

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)
    ‪58 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

Add dates for prices

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  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
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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 Blue Mountain Beach and Coleman 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.
View more Holiday homes in Santa Rosa BeachOpens in a new window
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
  • Coleman Beach - 5 min drive - 4.2 km

Getting around

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

Restaurants

  • ‪Pickles - ‬5 min drive
  • ‪Bud & Alley's Waterfront Restaurant & Bar - ‬5 min drive
  • ‪Black Bear Bread Company - ‬6 min drive
  • ‪Hurricane Oyster Bar and Grill - ‬9 min walk
  • ‪Chiringo - ‬7 min walk

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 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 0.4 mi (0.7 km) from Grayton Beach and 2.2 mi (3.6 km) from Coleman Beach. Seagrove Beach West and South Walton Beaches are also within 10 minutes.

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. 62 out of 90 reviews
Rating 8 - Good. 19 out of 90 reviews
Rating 6 - Okay. 6 out of 90 reviews
Rating 4 - Poor. 3 out of 90 reviews
Rating 2 - Terrible. 0 out of 90 reviews

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Good
Stayed 6 nights in Oct 2026
Response from Management on 9 Nov, 2026
Thank you for your feedback! We're glad you enjoyed your stay and appreciate you choosing our property. We hope to welcome you back again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A nice cabin near the beach. It gives you some seclusion from other rentals in the area. A reasonable walking distance to the beach. The cabin was nicely maintained. Check in and check out was very easy. Good messaging while we were planning our trip and leaving. We’ll be back for sure.
Stayed 6 nights in Sep 2026
Response from Management on 21 Oct, 2026
Thank you for your wonderful review! We’re so happy to hear that you enjoyed the cabin, its peaceful setting, and the convenient walk to the beach. It’s great to know that the check-in and check-out process was easy and that our communication helped make your trip smooth from start to finish. We truly appreciate you choosing to stay with us and look forward to welcoming you back for another relaxing beach getaway!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
i loved the front porch swing, the space was clean & cozy, comfy couch, enjoyed the outdoor shower for all my showers, brought my own coffee so was happy that a coffeemaker with mesh filter was provided, quaint wood floors, walls, and window details, felt like a slice of old florida.
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My husband and I recently stayed here for a week without our kids. It was perfect. Cozy and laid back but walkable to the beach and good restaurants and bars.
Stayed 6 nights in Jun 2026
Response from VrboOwner on 12 Jul, 2026
Thank you for choosing to stay with us! We're so happy to hear you and your husband had the perfect getaway. It's great to know you enjoyed the cozy, laid-back atmosphere as well as the convenient location within walking distance of the beach, restaurants, and local bars. It sounds like it was the relaxing escape you were looking for! We truly appreciate your kind words and hope to welcome you back for another memorable stay in the future.
Verified review

8/10 Good

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quaint as described. Historical and fun. Great location. Very enjoyable
Stayed 6 nights in Mar 2026
Response from VrboOwner on 24 Apr, 2026
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 review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Only downside was the bed wasn’t comfortable. Besides that it was cozy and clean. Good spot.
Stayed 2 nights in May 2026
Response from VrboOwner on 11 Jun, 2026
Thank you for your review! We're glad to hear you found the property cozy, clean, and in a great location. It's wonderful to know that you enjoyed your overall stay. We appreciate your feedback regarding the bed comfort. Mattress preferences can vary from guest to guest, but we value your input and will share it with our maintenance & housekeeping team for consideration. Thank you for choosing to stay with us, and we hope to welcome you back again for another enjoyable visit!
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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.
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