Photo by Michael Schuier

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Featured Cottages in Cumberland Island

Property grounds
WALK to restaurants, lighthouse and shops! Charming cottage, cozy & bright!
10.0 out of 10, Exceptional, (30)
"We love to be able to walk everywhere and this place allows us to walk to all the stores. The pier is only a short walk. Live music at a few places on Friday and Saturday nights. Also a couple minute walk. Went to the market at the park. Found a great used book store. The only place we drive to was the beach. Only a five minute drive to the park (With bathrooms), where you can park and walk to the beach. The cottage was great. Room for two. Washer dryer, big shower great water pressure and heat...
WALK to restaurants, lighthouse and shops! Charming cottage, cozy & bright!
Living area
Great Location Unique Luxury Cottage- Free WiFi Sleeps 3
10.0 out of 10, Exceptional, (254)
"Wonderful place for our stay. Nicely decorated, super clean and well stocked."
Great Location Unique Luxury Cottage- Free WiFi Sleeps 3
Private kitchen
Golf Cart, Sun, Sand, & Island life Beach Retreat!
10.0 out of 10, Exceptional, (6)
"This is a great option for folks that don't have a car. The golf cart is great. Master suite is lovely. "
Golf Cart, Sun, Sand, & Island life Beach Retreat!
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Perfect Cottage and Getaway, great location, and all 5 star ratings!
10.0 out of 10, Exceptional, (109)
"Very, cozy. Everything was Clean and properly thought of. Restaurants and pier were close and convenient. Very Peaceful time. ✌️☺️🤗"
Perfect Cottage and Getaway, great location, and all 5 star ratings!
Fridge, microwave, oven, stovetop
300ft from Myrtle Street Beach. Near King & Prince. Screened in Porch.
10.0 out of 10, Exceptional, (51)
"This house is in THE perfect location. You can walk to Crabtrap, Crabdaddy’s, Fiddlers, local brewery, the King & Prince. House is beautiful inside. Backyard is accessible and adorable. Oh and the wraparound porch is the cherry on top. It’s huge!! I am super picky and everything was up to my standards. Absolutely adore and will rent it again the next time I go 100%"
300ft from Myrtle Street Beach. Near King & Prince. Screened in Porch.
Property grounds
Cottages on Norris Unit B DOWNTOWN PET FRIENDLY
10.0 out of 10, Exceptional, (40)
"Great location"
Cottages on Norris Unit B DOWNTOWN PET FRIENDLY
Fridge, microwave, oven, stovetop
Sleeps 8, Pet-friendly, 1.5 miles from beach
10.0 out of 10, Exceptional, (15)
"The Peachtree Cottage is a real gem in St. Simons! Immaculately clean, very comfortable, nicely decorated, and in a perfect location. Owner was prompt and helpful in communications. We will return to this property. Highly recommended!"
Sleeps 8, Pet-friendly, 1.5 miles from beach
View from property
Newer Construction! - Short Walk to Beach - Hot Tub/Pool
10.0 out of 10, Exceptional, (144)
"Our stay was great! The house was awesome and fit everyone very comfortable. Was great for my husband’s 40th birthday."
Newer Construction! - Short Walk to Beach - Hot Tub/Pool
Outdoor dining
Sandpiper Cottage - Fantastic Beach Front Property on Georgia Coast w/ Elevator!
10.0 out of 10, Exceptional, (3)
"This was the perfect place for 2 families during a week long spring break trip. We had 4 teenage girls and 2 sets of parents. The accommodations were above and beyond. Beach chairs, umbrella and beach towels for all. The kitchen was very well stocked with all of the essentials and then some. We had a problem with the elevator upon arrival and needed it as we had a teenager with a torn ACL. The host was so sweet and very quick to send help and the elevator was up and going. We would definitely...
Sandpiper Cottage - Fantastic Beach Front Property on Georgia Coast w/ Elevator!
Fridge, microwave, oven, stovetop
Island Getaway with Hot Tub Short Walking Distance to Village Pier-Dog Friendly
10.0 out of 10, Exceptional, (18)
"My husband and I spent two weeks at this charming rental. The location was just perfect! It was an easy walk to the pier village with all of the shops and restaurants and a quick drive to other local attractions. The backyard was beautiful with landscaped grounds, hot tub and plenty of seating. We also enjoyed time spent on the front porch with a porch swing and rockers. The house itself was tastefully decorated and was very comfortable. The owner provided detailed information about the house as...
Island Getaway with Hot Tub Short Walking Distance to Village Pier-Dog Friendly
Property grounds
Perfect SSI Village location, Beautifully designed, WALK to dinner/shopping/park
10.0 out of 10, Exceptional, (13)
"This was our 2nd time at this location. Clean, comfortable and such appealing decor! A user friendly kitchen and a heavenly bed made staying there a real pleasure."
Perfect SSI Village location, Beautifully designed, WALK to dinner/shopping/park
Outdoor dining
YOUR DREAM BEACH COTTAGE TO ESCAPE AND RELAX! SHORT WALK TO BEACH.
10.0 out of 10, Exceptional, (66)
"A charming and comfortable small beach house with a great screened porch where we spent most of our time when we were not walking around town or at the beach just a sort walk away."
YOUR DREAM BEACH COTTAGE TO ESCAPE AND RELAX! SHORT WALK TO BEACH.
Fridge, microwave, oven, stovetop
Charming cottage-Large Deck-Walk to beach and the Village shops and dining!
10.0 out of 10, Exceptional, (11)
"I was very impressed with the features of the property. Very clean and bright. Melissa and Dede were very helpful and gave immediate responses when we were confused by the tv because we do not have similar cable at our home. But they took care of it."
Charming cottage-Large Deck-Walk to beach and the Village shops and dining!
Beach nearby, beach towels
Coastal Bliss: Your Perfect St. Simons Island Beach Getaway Awaits!
9.8 out of 10, Exceptional, (43)
"The Coastal Bliss was a great vacation home for us. Comfortable house, everything you need is there, great location and the dogs enjoyed the fenced in yard. Sharon was very responsive to the few questions that we had. St Simon's Island is a wonderful place to visit."
Coastal Bliss: Your Perfect St. Simons Island Beach Getaway Awaits!
Fridge, microwave, oven, stovetop
Coastal Cottage 214 | Large Ocean View Deck | Gas Grill
9.8 out of 10, Exceptional, (42)
"Just as advertised. Very nice! Only downside is no windows open.. many upsides. Would stay again"
The price is AU$802
per night
7 June - 8 June
Coastal Cottage 214 | Large Ocean View Deck | Gas Grill
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Linens Provided. 1 Block From the Beach.
9.8 out of 10, Exceptional, (29)
"Generally speaking my wife and I had a comfortable stay but some pics of the exterior property must be old, it is kind of overgrown in the front and dead leaves were everywhere until a landscaping guy came, but he blew leaves all over our car and bikes that were on the front porch. Also, the entry keypad is not backlit so it is extremely hard to use. The only other things we thought were a bit off were that the dryer did not work very well at all, and the bathroom tub has moldy black caulking...
Linens Provided. 1 Block From the Beach.
Property grounds
Cottages on Norris Unit A DOWNTOWN PET FRIENDLY
9.8 out of 10, Exceptional, (31)
"The 2 bedroom cottage was perfect for me and my 2 married friends to visit St Mary. They stayed in the queen bed room and me in the twin room. Really cute fenced in patio on the side and a separate covered front porch as well (we kept our bikes there while it rained). Great location for biking around St Mary and also taking the ferry to Cumberland Island!"
Cottages on Norris Unit A DOWNTOWN PET FRIENDLY
Beach
Quaint cottage across the street from the beach.
9.8 out of 10, Exceptional, (45)
"This property is in a great location! You can see the beach from the edge of the yard. Everything you need."
Quaint cottage across the street from the beach.
Property grounds
Fernandina Cottage: Deck, Direct Beach Access
9.8 out of 10, Exceptional, (53)
"Loved that it was pet friendly! Sitting out on the deck provided a fabulous View each morning sunrise! It is 14 steps up to the unit, but that was totally fine with us. It had everything you needed in the kitchen for cooking! Extra towels / hand soap and toilet paper. Hate going to a place where this is very little and you have run out and buy asap. Very Quite and manager was super helpful when we called with a quick question. Would go to unit again."
Fernandina Cottage: Deck, Direct Beach Access
Smart TV, fireplace
Walk to famous Diners Drive-ins and Dives. Includes EV Charger!
9.8 out of 10, Exceptional, (38)
"We had plans change 24 hours before arriving at SSI, we scrambled to find a place to stay and found this one. This was one of the best vacation rentals we have ever experienced! Lots of room, nicely appointed, clean and comfortable. Walk to coffee, bakery, restaurants and shopping. We'll rent it again."
Walk to famous Diners Drive-ins and Dives. Includes EV Charger!
Don't see what you're looking for?
See all available properties in Cumberland Island
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.

Other property types in Cumberland Island

Exterior
Studio Unit
9.4 out of 10, Exceptional, (217)
"The property was adorable and close to restaurants and the beach. There was plenty of room for the two of us. It was peaceful sitting on the deck drinking coffee in the mornings and everyone was friendly."
The price is AU$285
per night
12 May - 13 May
Studio Unit
Fridge, microwave, oven, stovetop
The Terraces #305-Ocean View! | 1 Bed, 1 Bath
9.0 out of 10, Wonderful, (82)
"Steps to the ocean with an incredible sun rise. Close to restaurants within walking distance. Very nice stay."
The Terraces #305-Ocean View! | 1 Bed, 1 Bath
BBQ/picnic area
Villas By the Sea Resort & Conference Center
3.0 star property
8.2 out of 10, Very good, (917)
"Lovely time in condo within steps to the beach. I would stay here again. "
Villas By the Sea Resort & Conference Center
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.