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Search Cumberland Island Cottage Rentals from CA $192

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Cumberland Island cottages

A small, illuminated structure with a signboard, a fire ban sign, and a welcome sign.

1. Charming Rustic Tiny Home – Private 1 Ac Oasis - Yulee, FL

Charming Rustic Tiny Home – Private 1 Ac Oasis - Yulee, FL
Yulee
10.0 out of 10, Exceptional, (1 review)
"A beautiful and charming place to stay. It’s affordable and relaxing."
United States
Annette G.
The price is CA $153
CA $192 total
includes taxes & fees
Sep 30 - Oct 1
Charming Rustic Tiny Home – Private 1 Ac Oasis - Yulee, FL
A street view with a row of buildings, a sidewalk, and a red car parked on the side.

2. French Cottage Studio • Dog-Friendly • Near Amelia Island

French Cottage Studio • Dog-Friendly • Near Amelia Island
Fernandina Beach
9.0 out of 10, Wonderful, (2 reviews)
"Perfect for a weekend getaway that’s dog friendly!"
United States
Swurvie
The price is CA $182
CA $388 total
includes taxes & fees
Oct 3 - Oct 4
French Cottage Studio • Dog-Friendly • Near Amelia Island
A living room with a sofa, a wicker chair, a table with candles, a painting of a bird, and a TV mounted on the wall.

3. Little Live Oak Cottage 1-bedroom cottage on Saint Simons

Little Live Oak Cottage 1-bedroom cottage on Saint Simons
Saint Simons Heights
9.4 out of 10, Exceptional, (11 reviews)
"It was nice and cozy"
United States
Cory S.
The price is CA $140
CA $259 total
includes taxes & fees
Oct 5 - Oct 6
Little Live Oak Cottage 1-bedroom cottage on Saint Simons
A covered outdoor patio with a wooden ceiling, a table with chairs, and a view of a blue house in the background.

4. Original island cottage 3 bedroom well maintained

Original island cottage 3 bedroom well maintained
Kings Terrace
9.4 out of 10, Exceptional, (8 reviews)
"We love the property because is close to the beach ,restaurants the pier it is only 18 minutes away from the house we loved!! the house was really cozy we had a grate vacation "
United States
Jessica
The price is CA $208
CA $445 total
includes taxes & fees
Oct 2 - Oct 3
Original island cottage 3 bedroom well maintained
A two-story house with a front porch, a brick pathway leading to the entrance, and a well-maintained garden.

5. East Beach Cottage and Guest House

East Beach Cottage and Guest House
East Beach
10.0 out of 10, Exceptional, (89 reviews)
"Great Place. Great Stay!"
United States
Gordon O.
The price is CA $716
CA $1,560 total
includes taxes & fees
Oct 2 - Oct 3
East Beach Cottage and Guest House
A covered outdoor patio with a table set for dining, chairs, and a ceiling fan.

6. 2025 - 6 Bed 9 Bath Luxury House W/Private HEATABLE POOL&HOT TUB Steps to Beach

2025 - 6 Bed 9 Bath Luxury House W/Private HEATABLE POOL&HOT TUB Steps to Beach
King City
10.0 out of 10, Exceptional, (17 reviews)
"Great overall experience and hospitality. Would 100% return. "
United States
Justin F.
The price is CA $1,242
CA $3,016 total
includes taxes & fees
Oct 4 - Oct 5
2025 - 6 Bed 9 Bath Luxury House W/Private HEATABLE POOL&HOT TUB Steps to Beach
A single-story house with a front porch, a mailbox, and a well-maintained lawn.

7. South End St. Simons Island Cottage Near East Beach & Redfern Village

South End St. Simons Island Cottage Near East Beach & Redfern Village
Saint Simons Heights
10.0 out of 10, Exceptional, (1 review)
"Was a lovely weekend in this beautiful home with my daughter and her friends for GA vs FL weekend!! Thanks again for a wonderful stay in this beautiful home, Go Dawgs!!!!"
United States
Tanya S.
South End St. Simons Island Cottage Near East Beach & Redfern Village
A brick building with a wooden fence, a sign reading 'BIG PEACH,' and two rocking chairs outside.

8. The BIG Peach on the Beach | Pool, Putting Green & Walk to the Beach

The BIG Peach on the Beach | Pool, Putting Green & Walk to the Beach
Saint Simons Island
8.0 out of 10, Very good, (2 reviews)
"The property was very close to the beach, which was the primary reason we chose it. Very cute old-school beach house that was exactly what we needed. Would definitely come back and recommend friends."
United States
Austin B.
The BIG Peach on the Beach | Pool, Putting Green & Walk to the Beach
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.
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Top Cumberland Island Hotel Reviews

Hampton Inn & Suites Jekyll Island

Hampton Inn & Suites Jekyll Island

10/10 Excellent
"Very helpful staff and great amenities with beach access."
Steven 1-night trip
Posted 7 hours ago
Hampton Inn & Suites Jekyll Island

Find out more about Cumberland Island

Cumberland Island Cottages information

Number of reviews
131
Accommodation
167 Cottages
Lowest Price
CA $192
Highest Price
CA $3,016

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