Description

This captivating cabin-like cottage provides an enchanting trip back in time and can even become your own "little house on the prairie." However, in this case, you're not on the prairie, but right down the street from the shimmering white shoreline beside the dazzling emerald green waters of the gorgeous Gulf of Mexico. This beguiling abode was one of the first early cabins to be built in Old Grayton Beach back in the 1880s. It has been updated with a new kitchen, central heat and air, comfortable furnishings and a new queen-sized bed - all while preserving its original character. The rental cottage is nestled among towering pines, clusters of palmetto palms and natural indigenous plants.

A gracious front porch spans across the width of Shepherd Cottage and includes a couple of rocking chairs and a hanging bench swing decorated with hand-carved hearts overlooking the lovely setting. Wide double glass French doors lead indoors to an open living area with original hardwood flooring brightened by lots of windows on three sides and canned lighting above. One side of the room has a cozy seating ensemble that includes a comfortable pale blue couch, tables for drinks or snacks, and an antique dresser with a mirror. A large flatscreen TV is provided for entertainment that is perched above an old cargo trunk in the corner. The dining area is centered with a round maple table beneath a candled chandelier accented by four dark elegantly carved stylish antique chairs for a charming dining experience.

The ample country kitchen has cream-colored cottage cabinetry as well as an electric stove with an oven on one side of the open area and a refrigerator along with a microwave on the other side. Deep double farm sinks sit beside a double window for natural light. There is an enchanting bedroom that resembles a small sunroom with a queen-sized bed that features a decorative metal headboard. The bathroom has a classic white pedestal sink and a convenient walk-in glass shower. An additional twin bed is tucked away off the living area. A raised deck in the back has a table with chairs for drinks or dining al fresco and an outdoor shower to rinse sand off after the beach. This intimate comfy cottage is ideal as a time forgotten getaway for a loving couple to create romantic, magical memories in the here and now. 

Besides the beautiful beach you can also enjoy a nice stroll down to the historic coastal village center of Grayton for some delightful diversions that include the amazing Zoo Gallery, which represents talented artists from all over the nation, Spanish style Tapas at Chiringo along with drinks, dining and live music at the famed soon to be reopened Red Bar. You may try your luck fishing on the small village dock or go kayaking on Western Lake. This precious coastal dune lake is a rare treasure since they are found hardly anywhere else in the world and support abundant wildlife with lots of fish.  A wide assortment of restaurants, friendly beach bars, galleries, boutiques, concerts, and seasonal festivals are also minutes away in nearby villages like Seaside and WaterColor.

First Floor: Living Room, Kitchen, Dining, Queen Bedroom, Hall Bath with Walk-In Shower, Nook with Twin Bed, Exterior Laundry.

Amenities
  • Amenity Icon Internet
  • Amenity Icon Laundry
  • Amenity Icon Nightly
  • Amenity Icon No Pets Allowed
  • Amenity Icon Parking Spaces: 3
  • Amenity Icon Security Cameras
  • Amenity Icon Walk to Beach: 6-7 Minutes
Calendar
Available
Unavailable
Check-In
Check-Out
February 2024
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18 19 20 $147 21 22 23 24
25 26 $147 27 $147 28 29    
March 2024
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$157 3 4 5 6 7 $157 8 $190 9
$190 10 11 12 13 14 15 16
17 18 19 20 21 $159 22 $278 23
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April 2024
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$206 7 $206 8 9 10 11 $206 12 $254 13
$254 14 $254 15 $254 16 $254 17 $254 18 19 20
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$267 28 $267 29 30        
May 2024
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$299 5 $299 6 $299 7 $299 8 $299 9 $299 10 $313 11
$313 12 $313 13 $313 14 $313 15 $313 16 $313 17 $322 18
$322 19 $322 20 $322 21 $322 22 23 24 25
26 $326 27 $326 28 $326 29 $326 30 $326 31  
June 2024
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2 3 4 $313 5 $313 6 $313 7 $346 8
$346 9 $346 10 $346 11 $346 12 $346 13 $346 14 $346 15
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$346 23 $346 24 $346 25 $346 26 $346 27 $346 28 $367 29
$367 30            
July 2024
Su Mo Tu We Th Fr Sa
  $367 1 $367 2 $367 3 $367 4 $367 5 $335 6
$335 7 $335 8 $335 9 $335 10 $335 11 $335 12 $335 13
$335 14 $335 15 $335 16 $335 17 $335 18 $335 19 $335 20
$335 21 $335 22 $335 23 $335 24 $335 25 $335 26 $303 27
$303 28 $303 29 $303 30 $303 31      
August 2024
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        $303 1 $303 2 $269 3
$269 4 $269 5 $269 6 $269 7 $269 8 $269 9 $233 10
$233 11 $233 12 $233 13 $233 14 $233 15 $233 16 $233 17
$233 18 $233 19 $233 20 $233 21 $233 22 $233 23 $211 24
$211 25 $211 26 $211 27 $211 28 $211 29 $252 30 $252 31
September 2024
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$252 1 $241 2 $241 3 $241 4 $241 5 $241 6 $241 7
$241 8 $241 9 $241 10 $241 11 $241 12 $241 13 $241 14
$241 15 $241 16 $241 17 $241 18 $241 19 $241 20 $241 21
$241 22 $241 23 $241 24 $241 25 $241 26 $241 27 $264 28
$264 29 $264 30          
October 2024
Su Mo Tu We Th Fr Sa
    $264 1 $264 2 $264 3 4 5
6 $264 7 $264 8 $264 9 $264 10 $264 11 $264 12
$264 13 $264 14 $264 15 $264 16 $264 17 $264 18 $185 19
$185 20 $185 21 $185 22 $185 23 $185 24 $185 25 $185 26
$185 27 $185 28 $185 29 $185 30 $185 31    
November 2024
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$185 3 $185 4 $185 5 $185 6 $185 7 $185 8 $185 9
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24 25 26 27 $210 28 $210 29 $185 30
December 2024
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$185 1 $185 2 $185 3 $185 4 $185 5 $185 6 $185 7
$185 8 $185 9 $185 10 $185 11 $185 12 $185 13 $185 14
$185 15 $185 16 $185 17 $185 18 $185 19 $185 20 $210 21
$210 22 $210 23 $210 24 25 26 27 28
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January 2025
Su Mo Tu We Th Fr Sa
      1 2 $210 3 $177 4
$169 5 $169 6 $169 7 $169 8 $169 9 $177 10 $177 11
$169 12 $169 13 $169 14 $169 15 $169 16 $177 17 $177 18
$169 19 $169 20 $169 21 $169 22 $169 23 $177 24 $177 25
$169 26 $169 27 $169 28 $169 29 $169 30 $177 31  
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Bedding
First Floor:
Queen
Queen
Twin
Twin
Total: Queen, Twin
Reviews
Rating 5
Amazing birthday weekend
We had the best time. Communication was perfect in all needs. Perfect for 2 people.
Ali D from Madison TN - Stayed October 2023
Rating 5
Ideal location for anniversary celebration!
Being in this super cute cottage and walking to the beach and local restaurants for quick food or live music was easy and ideal. The additional outdoor shower was a bonus for in-between beach trips. The locals and visitors were all very friendly. I highly recommend this experience.
Shawna C from Fort Collins CO - Stayed September 2023
Rating 5
Shepherd Cottage Grayton Beach
The cottage was everything we were looking for. Simple, cozy, laid back, close to the beach and restaurants. We will definitely be back, more likely in the fall of the year rather than blistering heat of August.
Felicia C from Crawfordville FL - Stayed August 2023
Rating 5
Wonderful
My wife and I stayed here for a couple of nights before family arrived for vacation. This property was perfect! Great location, cute decor, very comfortable, quite, very clean and in a great location. We had several people pass by and say cute house!
Tom S from Jenks OK - Stayed August 2023
Rating 5
Perfect
Cool place, unbeatable location.
K.C. H from Ocean Springs MS - Stayed July 2023
Rating 5
This is the sweetest little cottage.
Perfect for a getaway. 2nd time staying here and it will not be our last. Half a mile walk to the beach. Love this town and working with the Ocean Reef team was a breeze.
Zarah F from Southaven, MS - Stayed April 2023
Rating 5
Exceeded our expectations
If you’re looking for convenience and a change of pace from a traditional, conventional resort stay- Ocean Reef Vacation Rentals is the way to go!! Our rental and entire experience at The Sheppard Cottage in Grayton Beach exceeded our expectations. It was a cozy, homey cottage while still feeling like a tropical getaway. All the living essentials were provided (be forewarned no beach towels or chairs are provided!). It was the perfect backdrop to a romantic proposal, as well! The backyard and landscape felt like a tropical jungle oasis while being just minutes away (about an 8 minute walk!) from the sugary sand of Grayton beach. It’s walking distance from the Grayton convenience store, coffee shops, plenty of food, the beach…AKA absolute perfection. The check in/check out process is a BREEZE and perfect for young couples who are very tech-orientated. Everything takes place right on your phone. Check in/check out is a literal press of a button. The rental company also provided text updates regarding trash pick up and your upcoming arrivals/departures. There’s a detailed info sheet provided in the rental listing out all the important info you may need, like maintenance, address, housekeeping needs, etc. SUPER effortless experience all around, and plenty of great discounts and coupons offered in the guest portal—which is great for self-sufficient couples who are used to everything being digital/mobile-based! We’ll absolutely be back at the Sheppard Cottage!!
Vanessa P from Elgin IL - Stayed April 2023
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FAQs

We welcome all of your questions! Most property-specific details can be answered in the AMENITIES tab, for example, "Is beach service included?", "Is there a community pool?" and "How far is the beach?". Additional answers may be found in our Rental Policies.

Still have unanswered questions? We invite you to ask below. Our vacation specialists look forward to providing you with a detailed response to help you find the best place by the beach!

What is the cancellation policy?
Dana R - Posted: 01/31/2022

Answer:

You can view details about cancellations and all of our rental policies here.

Does this home allow a small dog?
Janet G - Posted: 02/11/2022

Answer:

We love our dogs here at Ocean Reef, however - Shepherd Cottage is a non-pet-friendly property.  If you are unable to board your pup, you may want to consider one of these Pet Friendly Rentals.

What beach chair rental service can you recommend for this property?
Lauren R - Posted: 05/17/2022

Answer:

Beach chairs and umbrellas are most certainly available at this location. Once you have secured your reservation, we will provide you with the beach services contact information. You can reserve chairs and umbrellas over the phone, or directly on the sand. See you soon!

Average walk time to the beach please?
Kellie W - Posted: 07/24/2022

Answer:

The Grayton Beach public access is a leisurely 6-7 minute stroll away from Shepherd Cottage. Don't forget the sunscreen!

Does this property have air conditioning?
Vanessa P - Posted: 09/06/2022

Answer:

All Ocean Reef properties include air conditioning and heating. We want to ensure your stay is as cool as possible while vacationing at the beach!

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