Holiday Rentals in Greencastle

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Holiday Rentals in Greencastle

Stunning Private Beachfront Estate on Beach

10.0 out of 10, Exceptional, (4)
"The home is in a beautiful beachfront location. It has nicely appointed rooms and was extremely clean. I would recommend it to friends and would stay again."
Stunning Private Beachfront Estate on Beach

Your private get away hidden in historic island settlements

Your private get away hidden in historic island settlements

Palm Hill House 4 Bedroom Home

3.0 star property
Palm Hill House 4 Bedroom Home

Cotton Bay Oasis: Grand Estate On Private Acres

4.0 star property
Cotton Bay Oasis: Grand Estate On Private Acres

ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH

10.0 out of 10, Exceptional, (7)
"Really enjoyed how clean and well maintained the place is. Great location on the water with privacy!"
ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH

Private family beach bungalow - on a beautiful swimming beach

10.0 out of 10, Exceptional, (111)
"We were very pleased with our stay at Parlay Sunset! It was a beautiful spot on the calm side of the island. It was so nice to have our own beach! The property was well taken care of. The cottage had everything we needed for an enjoyable stay!"
Private family beach bungalow - on a beautiful swimming beach

Tropical Paradise Cottage

Tropical Paradise Cottage

ZION Beachfront | Luxury | ECO | Lagoon | Paddleboards | Snorkel | Volleyball

9.0 out of 10, Wonderful, (4)
"This property is absolutely beautiful. It is set up perfectly for large groups. The location is gorgeous and you could spend the entire time exploring just this property! The house manager is wonderful and overall it was a great experience. I would only change two things: the mattresses could use a change and I would have loved to have some black out curtains- but I’m not a morning person so if you don’t mind bright sunshine in your room at 6:30am you’ll be fine!"
ZION Beachfront | Luxury | ECO | Lagoon | Paddleboards | Snorkel | Volleyball

Luxurious Beachfront Estate w/Pool on Windermere. Club, Tennis, Pickleball

9.0 out of 10, Wonderful, (10)
"The property itself was run down and dirty. The location was great."
Luxurious Beachfront Estate w/Pool on Windermere. Club, Tennis, Pickleball

Private Home With Ocean Views, Short Walk to Beach & Club w/Pool, Tennis, Gym

9.8 out of 10, Exceptional, (8)
"Comfortable home with close proximity to the best fishing flats and close to the biggest sandy beach on the Atlantic side. Well equipped kitchen and spacious living area. We were a group of 6 adults and had a wonderful time here at Sundowner. Hope to come back again. "
Private Home With Ocean Views, Short Walk to Beach & Club w/Pool, Tennis, Gym

Oceanfront Cottage Near Restaurant, Stores

9.8 out of 10, Exceptional, (93)
"It was a great house and well equipped and amazing views of the ocean and sunset. The only downside side is with the frequent power outages in Eleuthera a backup generator for the property is a worthwhile investment. 5-6 hour outages daily almost totally ruined the vacation. Everything is electric, including the stove, so you can’t even cook and eat. It was hard with 2 toddlers. "
Oceanfront Cottage Near Restaurant, Stores

As seen on Bahamas Life! Newly Remodeled Windermere Beach House w/ Pool, Club

9.8 out of 10, Exceptional, (19)
"Wonderful house and location. Loved every minute of our stay ."
As seen on Bahamas Life! Newly Remodeled Windermere Beach House w/ Pool, Club

Historic Home Directly on Windermere Beach w/Club

9.6 out of 10, Exceptional, (48)
"Perfect location, beautiful beach, excellent food nearby at the club and super-helpful staff. The house isn't new or shiny, if that's what you're looking for, but it worked well for us. We had a great week and can't wait to go again. Thank you to everyone there!"
Historic Home Directly on Windermere Beach w/Club

Beach Front Private Home with Dock

9.4 out of 10, Exceptional, (28)
"Great stay with the family in Tarpon Bay. Hosts took great care. We will be back for sure 😊"
Beach Front Private Home with Dock

Private Villa Directly on Windermere Beach, Private Pool, Tennis

10.0 out of 10, Exceptional, (4)
"Had a wonderful time, beautiful property and owner was very responsive throughout the stay, highly recommend"
Private Villa Directly on Windermere Beach, Private Pool, Tennis

Private Beachfront Estate Home w/Pool on Gated Windermere Club Membership

10.0 out of 10, Exceptional, (5)
"We had such a great time and amazing, relaxing and private vacation here. Can’t wait to come back"
Private Beachfront Estate Home w/Pool on Gated Windermere Club Membership

Lux New Windermere Home w/Pool, Boat Dock, Beach Access, Club Membership

9.6 out of 10, Exceptional, (12)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Pointe House was a lovely place to stay."
Lux New Windermere Home w/Pool, Boat Dock, Beach Access, Club Membership

House of Love - Perfect Vacation Spot

2.0 star property
6.0 out of 10, (1)
"Our 4 night stay was okay but could have been much better with a bit more attention to both the house itself and to the communication.Upon arrival, the power was out. We’re familiar with power outages on island but without WiFi and sketchy cell service in the area, we had to drive 20 minutes down the road to inquire about the outage. We learned from the host- we never did get a response from the property manager- that there was a scheduled power outage that day and power would be back on in a...
House of Love - Perfect Vacation Spot

Seabreeze Cottage - Steps to own private beach.

9.8 out of 10, Exceptional, (6)
"The property is very quiet and clean,peace full and breath taking."
Seabreeze Cottage - Steps to own private beach.

Wonderful Winding Bay

Wonderful Winding Bay
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 Greencastle Hotel Reviews

Find out more about Greencastle

Find out more about Greencastle

Everything you need to know about Greencastle holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greencastle holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greencastle holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greencastle holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greencastle. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greencastle holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greencastle holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greencastle rentals

At Expedia, we put the best Greencastle holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Greencastle rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greencastle holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greencastle. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Greencastle?

Yes, there are holiday rentals close to the most popular sights in Greencastle, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Greencastle has to offer?

Stunning Private Beachfront Estate on Beach: This highly rated holiday home rental in Greencastle is located by the ocean, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Greencastle?

Expedia has 5 holiday rentals for your stay in Greencastle.

What’s there to see and do in Greencastle?

While you're exploring the area, Cotton Bay and Cape Eleuthera are a couple of picturesque spots to get outside and enjoy nature. Cotton Bay Club Golf Course and Ocean Hole are a couple of places you'll find in the wider area.

What’s a holiday rental in Greencastle like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greencastle. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.