Search Vacation Homes in Greencastle
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 30 Vacation Homes in Greencastle with updated reviews, rates, and availability.

ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH
ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH
10.0 out of 10, Exceptional, (4)

Private family beach bungalow - on a beautiful swimming beach
Private family beach bungalow - on a beautiful swimming beach
10.0 out of 10, Exceptional, (101)

House of Love - Perfect Vacation Spot
House of Love - Perfect Vacation Spot
6.0 out of 10, (1)

AS SEEN ON BAHAMAS LIFE! Newly Remodeled Windermere Beach House w/ Pool, Club
AS SEEN ON BAHAMAS LIFE! Newly Remodeled Windermere Beach House w/ Pool, Club
9.8 out of 10, Exceptional, (18)

Historic Home Directly on Windermere Beach w/Club, Pool, Pickleball, Tennis
Historic Home Directly on Windermere Beach w/Club, Pool, Pickleball, Tennis
9.6 out of 10, Exceptional, (46)

Private Villa Directly on Windermere Beach, Private Pool, Tennis
Private Villa Directly on Windermere Beach, Private Pool, Tennis
10.0 out of 10, Exceptional, (4)

Stunning Private Beachfront Estate on Pink-Sand Cotton Bay Beach
Stunning Private Beachfront Estate on Pink-Sand Cotton Bay Beach
10.0 out of 10, Exceptional, (3)

Beach Front Private Home with Dock
Beach Front Private Home with Dock
9.4 out of 10, Exceptional, (28)
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
Other property types in Greencastle

Stunning Private Beachfront Estate on Pink-Sand Cotton Bay Beach
Stunning Private Beachfront Estate on Pink-Sand Cotton Bay Beach
10.0 out of 10, Exceptional, (3)

Your private get away hidden in historic island settlements
Your private get away hidden in historic island settlements

Palm Hill House 4 Bedroom Home
Palm Hill House 4 Bedroom Home
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.
Recent reviews of Greencastle hotels
Recent reviews of Greencastle hotels

ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH
5/5 Excellent
Coconut cove getaway
"We recently stayed here with our two children over spring break. The property was absolutely beautiful! It’s difficult to put into words how tranquil this home truly is. The kids weren’t ever bored and hand plenty of activities to do both on and off the property. We absolutely recommend this if you a in need of a peaceful/beautiful getaway."
A verified traveler stayed at ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH
Posted 4 days ago