A large, open courtyard with a grassy lawn, brick buildings with arched doorways, and a flagpole with an American flag.

Cockspur Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cockspur Island vacation rentals

1. Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (132 reviews)
"Loved this property "
United States
Sharon
The price is CA $464
CA $510 total
includes taxes & fees
Nov 2 - Nov 3
Marriott's Monarch at Sea Pines

2. Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (71 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
The price is CA $447
CA $491 total
includes taxes & fees
Nov 1 - Nov 2
Marriott's Heritage Club

3. The Ann Savannah, Apartments By Marriott Bonvoy

The Ann Savannah, Apartments By Marriott Bonvoy
4.0 star property
Historic District - North
9.4 out of 10, Exceptional, (274 reviews)
"Great stay"
United States
Kevin
The price is CA $267
CA $365 total
includes taxes & fees
Oct 11 - Oct 12
The Ann Savannah, Apartments By Marriott Bonvoy

4. Kasa Jules Savannah

Kasa Jules Savannah
2.0 star property
Historic Downtown Savannah
9.2 out of 10, Wonderful, (137 reviews)
"This stunning suite is an absolute gem for a couple. The bed is incredibly comfortable, the apartment is well-equipped with everything you need. The entire apartment is spotlessly clean, and the host was incredibly responsive and attentive. I was pleasantly surprised by the spaciousness of the entire apartment. Parking is always available around the building, and everything is within walking distance. We left our car parking outside the apartment and explored the area on foot. There are some...
United States
Priscilla
The price is CA $171
CA $253 total
includes taxes & fees
Oct 6 - Oct 7
Kasa Jules Savannah

5. Desoto Beach Terraces

Desoto Beach Terraces
3.0 star property
South Beach
8.4 out of 10, Very good, (123 reviews)
"Parking is a nightmare very tight. Check in you have to go through the hotel which they didn’t tell us. Pool is small and not very clean. Room was not very clean, had musty smell. Overall would not recommend."
United States
Charlene
The price is CA $244
CA $294 total
includes taxes & fees
Nov 2 - Nov 3
Desoto Beach Terraces

6. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort

7. The Juliette by AvantStay

The Juliette by AvantStay
3.0 star property
Historic Downtown Savannah
9.4 out of 10, Exceptional, (19 reviews)
"Excellent property, well located, beautifully decorated. Easy check in and check out. Recommended!!"
United States
Gabriel
The price is CA $236
CA $423 total
includes taxes & fees
Oct 20 - Oct 21
The Juliette by AvantStay

8. Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. Parking was a problem Check in was not one minute early. House was beautiful and very clean. Pool was wonderful Prices were high but we knew that ahead of time"
United States
john j
The price is CA $1,917
CA $2,304 total
includes taxes & fees
Nov 1 - Nov 2
Montage Palmetto Bluff Residences

9. The Grant by Black Swan

The Grant by Black Swan
2.0 star property
Historic Downtown Savannah
9.2 out of 10, Wonderful, (371 reviews)
"Great location and the price was worth it!"
United States
tanya
The price is CA $117
CA $304 total
includes taxes & fees
Oct 7 - Oct 8
The Grant by Black Swan

10. Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (178 reviews)
"On the ocean. Family friendly."
United States
Richard
The price is CA $434
CA $477 total
includes taxes & fees
Oct 20 - Oct 21
Marriott's Grande Ocean

11. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
The price is CA $442
CA $487 total
includes taxes & fees
Oct 11 - Oct 12
Marriott's Harbour Club

12. Comfortable Escape 2BR Historic Downtown

Comfortable Escape 2BR Historic Downtown
4.0 star property
Historic Downtown Savannah
9.2 out of 10, Wonderful, (12 reviews)
"This property is in a good location"
United States
Paul
The price is CA $105
CA $502 total
includes taxes & fees
Oct 6 - Oct 7
Comfortable Escape 2BR Historic Downtown

13. Savannah Oasis Hot Tub Pickleball Putt Putt

Savannah Oasis Hot Tub Pickleball Putt Putt
2.0 star property
Whitemarsh Island
The price is CA $292
CA $719 total
includes taxes & fees
Oct 14 - Oct 15
Savannah Oasis Hot Tub Pickleball Putt Putt

14. Kasa Altmayer Savannah

Kasa Altmayer Savannah
3.5 star property
Historic Downtown Savannah
8.8 out of 10, Excellent, (345 reviews)
"Great location"
United States
Victoria
The price is CA $135
CA $162 total
includes taxes & fees
Nov 1 - Nov 2
Kasa Altmayer Savannah

15. Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
4.0 star property
South End
8.0 out of 10, Very good, (3 reviews)
"The security guard was friendly. The condo was clean. I am not sure if all of these were from the host or left behind but there was a coffee maker, spice rack (which I’ve never seen in a condo before), dishwasher, plenty of pots and pans, not a lot of utensils for cooking, a hair dryer, small tin of coffee creamer, pool towel (clean), extra blankets (clean), a single trash bag for the kitchen, paper towels, kitchen towel, chairs and beach things on the deck. It was on the beach just have to walk...
United States
Manuel
The price is CA $151
CA $549 total
includes taxes & fees
Oct 21 - Oct 22
Beachfront Condo w/ Pool Access in Hilton Head!

16. Beautifully Renovated 5 bedroom 5 bath

Beautifully Renovated 5 bedroom 5 bath
3.0 star property
Midtown
10.0 out of 10, Exceptional, (1 review)
"Nolic quiet area. The house was very spacious. I didn't realize kitchen was upstairs. Mostly stayed downstairs and put younger couple upstairs. "
United States
Debra
The price is CA $330
CA $700 total
includes taxes & fees
Oct 20 - Oct 21
Beautifully Renovated 5 bedroom 5 bath

17. Restored Historic Home 5 BR 4.5 Bath

Restored Historic Home 5 BR 4.5 Bath
3.0 star property
Historic Downtown Savannah
8.0 out of 10, Very good, (2 reviews)
"What a beautiful house! It is obviously very old, but updated quite nicely. And it was so nice for almost every room to have its own bathroom. It is also a great central location - a short walk one way to the river and a short walk the other way towards Forsythe Park. Having a dedicated parking spot was also a plus. We would definitely stay here again!"
United States
Kimberly
The price is CA $297
CA $676 total
includes taxes & fees
Oct 7 - Oct 8
Restored Historic Home 5 BR 4.5 Bath

18. Newly Renovated 4 bed 3 bath & 2 Parking

Newly Renovated 4 bed 3 bath & 2 Parking
2.0 star property
Historic Downtown Savannah
The price is CA $295
CA $673 total
includes taxes & fees
Oct 7 - Oct 8
Newly Renovated 4 bed 3 bath & 2 Parking

19. Sophisticated Historic Remodeled 9 BR

Sophisticated Historic Remodeled 9 BR
3.0 star property
Historic Downtown Savannah
The price is CA $929
CA $1,574 total
includes taxes & fees
Nov 2 - Nov 3
Sophisticated Historic Remodeled 9 BR

20. Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (202 reviews)
"Great resort, great room "
United States
Crista
The price is CA $525
CA $577 total
includes taxes & fees
Nov 1 - Nov 2
Marriott's SurfWatch
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

Top Cockspur Island Hotel Reviews

Find out more about Cockspur Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cockspur Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia