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

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A beach with clear turquoise water, gentle waves, and a sandy shore under a clear blue sky.
A rustic cabin with a wooden porch, a small front yard, and a mailbox.
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.

Reviews

9.2 out of 10
Wonderful

Entire home

1 bedroom1 bathroomSleeps 3675 sq ft

Popular amenities

  • Kitchen
  • Washer
  • 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)
    ‪58 min drive‬

Room options

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  • Pet friendly
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About the neighborhood

Santa Rosa Beach

With a stay at this vacation home in Santa Rosa Beach (Grayton Beach), you'll be within a 5-minute drive of Blue Mountain Beach and Coleman Beach. .This vacation home is 12.6 mi (20.3 km) from Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links and 12.9 mi (20.8 km) from Miramar Beach.
View more Vacation Homes in Santa Rosa BeachOpens in a new window

What's nearby

  • Grayton Beach State Park - 8 min walk - 0.5 miles
  • Seagrove Beach West - 8 min walk - 0.5 miles
  • Grayton Beach - 8 min walk - 0.5 miles
  • South Walton Beaches - 8 min walk - 0.5 miles
  • Coleman Beach - 5 min drive - 2.7 miles

Getting around

  • Northwest Florida Beaches Intl. Airport (ECP) - 43 min drive

Restaurants

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
Make yourself comfortable in this air-conditioned vacation home, which has a kitchen.
Guests will find features like internet access and onsite parking.

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: Internet access

Parking and transportation

  • Parking on site

Kitchen

  • Dishwasher

Dining

  • Dining table

Bedrooms

  • 1 bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • TV

Outdoor areas

  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near the sea

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Unit size: 675 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events 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
Onsite 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 there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

1435

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

Reviews

9.2

Wonderful

Rating 10 - Excellent. 61 out of 88 reviews
Rating 8 - Good. 18 out of 88 reviews
Rating 6 - Okay. 6 out of 88 reviews
Rating 4 - Poor. 3 out of 88 reviews
Rating 2 - Terrible. 0 out of 88 reviews

9.6/10

Cleanliness

Reviews

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
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
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
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
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
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
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
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
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
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
Archival

8/10 Good

Great place

I loved the porch and the outside shower in back.
Stayed 6 nights in May 2017
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
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
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
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
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
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
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
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
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
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
Verified review

10/10 Excellent

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

History

Charming place
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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

Quaint lovely place

Awesome experience
Stayed 4 nights in Sep 2022