Entire home

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

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

Beach nearby
1 bedroom, internet, bed sheets
Exterior
TV
Dining

Reviews

9.2 out of 10
Wonderful

Entire home

1 bedroom1 bathroomSleeps 2675 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Parking available
The current price is $645
$583 nightly
$645 total
Total with taxes and fees
Jul 10 - Jul 11

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

Similar properties

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 Seaside Beach and Grayton Beach State Park. .This vacation home is 1.7 mi (2.7 km) from Blue Mountain Beach and 12.6 mi (20.3 km) from Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links.

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
  • Point Washington State Forest - 2 min drive - 1.6 miles

Getting around

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

Restaurants

  • ‪Bud & Alley's Waterfront Restaurant & Bar - ‬5 min drive
  • ‪Black Bear Bread Company - ‬10 min walk
  • ‪The Red Bar - ‬8 min walk
  • ‪Hurricane Oyster Bar and Grill - ‬9 min walk
  • ‪Scratch Biscuit Kitchen - ‬4 min drive

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

  • 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. 57 out of 83 reviews
Rating 8 - Good. 17 out of 83 reviews
Rating 6 - Okay. 6 out of 83 reviews
Rating 4 - Poor. 3 out of 83 reviews
Rating 2 - Terrible. 0 out of 83 reviews

9.8/10

Cleanliness

Reviews

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
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
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
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

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
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
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
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
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
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
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
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
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
Archival

8/10 Good

Robert J.

Great place

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

10/10 Excellent

Richard W.

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

History

Charming place
Stayed 4 nights in Mar 2025
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
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
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
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
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
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
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
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
Verified

10/10 Excellent

George A.

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

Perfect for solo.

Combo of a calm setting in the woods with the Gulf of Mexico only three blocks away. Fabulous beach.
Stayed 6 nights in Mar 2023