Search Cottages in Watersound

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 552 Cottages in Watersound with updated reviews, rates, and availability.

Cottages Christian Retreat

3.0 star property
9.4 out of 10, Exceptional, (20)
"Nice, quiet stay right by the beach."
Cottages Christian Retreat

'Cozy for Two' - Delightful for a Couple

10.0 out of 10, Exceptional, (398)
"Clean. Well appointed. As advertised and nice for two people. Info provided by owners as to the area detailed and helpful."
The price is AEDĀ 826
AEDĀ 1,685 total
includes taxes & fees
22 Jun - 23 Jun
'Cozy for Two' - Delightful for a Couple

Clean & Newly Renovated Carriage House. 1 blk to Camp Watercolor. Perfect for 2!

10.0 out of 10, Exceptional, (79)
"Nice and close to all that watercolor has to offer. Exceptional host and towels, beach chairs and bike included. "
Clean & Newly Renovated Carriage House. 1 blk to Camp Watercolor. Perfect for 2!

Charming carriage house in marvelous Watercolor.

8.4 out of 10, Very Good, (5)
"Very nice, excellent value, convenient to Water Color Lakehouse venue - great walking, running paths, trails. Quick drive or walk to everything. "
Charming carriage house in marvelous Watercolor.

Pet &, Kid Friendly, Two FREE adult trikes (bikes) PARKING NO WORRIES

9.8 out of 10, Exceptional, (192)
"It was perfect for 2 people."
Pet &, Kid Friendly, Two FREE adult trikes (bikes) PARKING NO WORRIES

Jolly Roger: Amazing Rosemary Carriage Home South of 30A

9.2 out of 10, Wonderful, (51)
"Very good "
Jolly Roger: Amazing Rosemary Carriage Home South of 30A

150 Steps To The Beach. Book Your Summer Get Away Now!

9.6 out of 10, Exceptional, (107)
"We loved our stay memorial day weekend. Few minutes walk to the beach, and the condo was very clean and comfy! No complaints."
150 Steps To The Beach. Book Your Summer Get Away Now!

PRIVATE BEACH/POOL ACCESS-Cozy Getaway-One minute to the Beach!! 2bikes

10.0 out of 10, Exceptional, (51)
"Beautiful cozy place to stay in the heart of Rosemary Beach. Comfy bed and cute balconies (one with street view perfect for people watching, other on the side, cozy more private). Walking distance to everything. We loved it!! "
PRIVATE BEACH/POOL ACCESS-Cozy Getaway-One minute to the Beach!! 2bikes

Crow's Nest: Amazing Carriage House - South of 30A with Gulf Views!

9.0 out of 10, Wonderful, (50)
"Wonderful place for a couple or small family. Location couldn’t be better. The carriage house was well equipped with all we needed. "
Crow's Nest: Amazing Carriage House - South of 30A with Gulf Views!

Bali Cottage South Of 30a Luxury Rental/2 Bikes/ KING BEDS/ Just Steps to Beach!

9.4 out of 10, Exceptional, (108)
"We had an amazing stay at Rosemary Beach during Thanksgiving week! The location couldn't be better—just a short walk to the beach and surrounded by fantastic restaurants and charming shops. The community vibe is warm and welcoming, making it the perfect spot for a family holiday. We loved exploring the nearby stores and dining at local eateries. Our accommodations were comfortable and well-equipped, allowing us to relax and enjoy our time together. We absolutely love Rosemary Beach and can’t...
Bali Cottage South Of 30a Luxury Rental/2 Bikes/ KING BEDS/ Just Steps to Beach!

New Rosemary Beach Carriage, Bright & South of 30-A

10.0 out of 10, Exceptional, (6)
New Rosemary Beach Carriage, Bright & South of 30-A

NEW Remodel-Large Private Pool-Fire Pit-Walk To Beach-Dog Friendly-King Beds

9.8 out of 10, Exceptional, (6)
"We had a wonderful stay! The location is great. Just a short drive or walk to beach access away from the condos. Close to the dog beach and other local attractions. The home is super cute and the pool was wonderful. Thank you for a great stay!"
NEW Remodel-Large Private Pool-Fire Pit-Walk To Beach-Dog Friendly-King Beds

Newly renovated cottage! Hear the ocean waves and gulf views from your deck!

9.6 out of 10, Exceptional, (108)
"Great spot. Fair prices. Property as advertised and owners are very prompt in communication. Close to Pier Park for shopping, food, and fireworks on NYE. "
Newly renovated cottage! Hear the ocean waves and gulf views from your deck!

The Smith House - Updated Historic Charm

10.0 out of 10, Exceptional, (262)
"Overall fantastic experience and would love to stay again some day. "
The Smith House - Updated Historic Charm

EXQUISITE WATERCOLOR CARRIAGE HOUSE! SLEEPS 2-4-COME TO THE BEACH & ENJOY 30A!!

10.0 out of 10, Exceptional, (184)
"Beth was an outstanding hostess. Our family of 3 loved our time in Watercolor for the long weekend. The carriage house was comfortable and peaceful, and we were able to easily bike or walk to Seaside, the beach, Grayton Beach, and the surrounding Watercolor neighborhood! We would love to return someday soon!"
EXQUISITE WATERCOLOR CARRIAGE HOUSE! SLEEPS 2-4-COME TO THE BEACH & ENJOY 30A!!

PRIVATE BEACH/POOL ACCESS-Whimsical Getaway-Newly Refurbished-2 Bikes

10.0 out of 10, Exceptional, (137)
"Awesome visit and great place for 2. Pool nearby was excellent."
PRIVATE BEACH/POOL ACCESS-Whimsical Getaway-Newly Refurbished-2 Bikes

PRIVATE BEACH/POOL ACCESS-Ultimate Getaway-Gulf Views-Steps to Beach-2 Bikes

10.0 out of 10, Exceptional, (81)
"We loved everything about our vacation on 30A, Rosemary Beach. "
PRIVATE BEACH/POOL ACCESS-Ultimate Getaway-Gulf Views-Steps to Beach-2 Bikes

Private bch access! Summer dates available. Pet friendly too!

10.0 out of 10, Exceptional, (132)
"We really enjoyed our stay. The location was great and the house fit our needs well."
Private bch access! Summer dates available. Pet friendly too!

Florida Fun on 30A steps from Rosemary & Alys Beach Fun Lagoon Pool 4 Free Bikes

10.0 out of 10, Exceptional, (166)
"The property was very comfortable and clean. The location was perfect!"
Florida Fun on 30A steps from Rosemary & Alys Beach Fun Lagoon Pool 4 Free Bikes

BEACH FRONT, UPPER COTTAGE,2 APT BUILDING, 2BD 2BA, Large Deck, Free Parking

9.8 out of 10, Exceptional, (83)
"Loved the view. Owners were great to work with. We would highly recommend this cottage."
BEACH FRONT, UPPER COTTAGE,2 APT BUILDING, 2BD 2BA, Large Deck, Free Parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Why book your cottage in Watersound with Expedia?
Reserving a cottage in Watersound is as simple as working out your travel dates and selecting an ideal place for a getaway in the outdoors. From luxurious retreats to budget-friendly stays and cottages that feature conveniences like a kitchen, Expedia has something for all tastes. As for epic deals? We’ve got them too!
How can I find cheap cottages in Watersound?
With Expedia’s helpful filter tool, scoring cheap cottages in Watersound is a snap. To find properties that’ll make your wallet happy, tailor your search results by budget, amenities and star rating.