Greencastle Holiday Rentals : Search Short-Term Rentals

Q: 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.

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Holiday Rentals in Greencastle

"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."

"The property was spectacular with great areas for hanging out and especially with amazing speakers everywhere on the property. Also with a plenty of kayaks we were able to take bigger groups out to the reef right in the bay. We will definitely visit again. "

"The property was so beautiful and made you never want to leave! We enjoyed snorkeling in the crystal clear water right outside the backdoor and stargazing under the clear starlit sky while listening to the waves crash just feet from us. We could not have asked for a more peaceful and serene place to be! Diana the owner and Charles the property manager were so kind and helpful the entire trip from start to finish which made a perfect experience even better than we could have ever imagined. We...

"Wonderful house and location. Loved every minute of our stay ."

"The cottage was clean and had everything we could possibly need. The owners were very responsive. We had a wonderful week!"

"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. "

"Great vacation It's our second time in Winding Bay. Best house we stayed. The house is lovely, bed is very comfortable, kitchen well supplied, kayaks, paddle board. Nice and long beach, very quiet. Many groceries close, fresh fish at Tarpum bay dock and a local vendor for fruits and vegetables at Tarpum Bay. We discoverd a very good restaurant in Rock Sound, The Wild Orchid, reasonable prices and very good food. We want to Thank Chris, he is very easygoing and pleasant. We will come back....

"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!"

"The property itself was run down and dirty. The location was great."

"We had such a great time and amazing, relaxing and private vacation here. Can’t wait to come back"

"Great stay with the family in Tarpon Bay. Hosts took great care. We will be back for sure 😊"

"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...

"Eleuthera means freedom, and free we felt. Atop a little hill sits the Bahamian farm house, tucked away by native bush and trees. The house fills with warm light and cool breeze. It is true and pure island living in the best say. "

"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!"

"Had a wonderful time, beautiful property and owner was very responsive throughout the stay, highly recommend"

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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, 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.

Recent reviews of Greencastle properties

Historic Home Directly on Windermere Beach w/Club

5/5 Excellent

"Beautiful apartment, beautiful location and beautiful view!Host responded quickly to any questions.Thank you for sharing your beautiful apartment with us!"

A verified traveller stayed at Historic Home Directly on Windermere Beach w/Club

Posted 3 weeks ago

Private family beach bungalow - on a beautiful swimming beach

5/5 Excellent

Loved Parley at Sunset

"We had a blast staying here, our first time on Eleuthera. The beach in front of the house was the best of anywhere on the island. We're coming back next year and hope to stay at the same house. Thank you for renting us your place."

A verified traveller from WHITEHALL stayed at Private family beach bungalow - on a beautiful swimming beach

Posted 1 month ago

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

5/5 Excellent

Magical place

"We enjoyed our stay at Sundowner Villa. The house was clean and very well appointed. The host’s description was accurate, we only needed the air conditioning on very calm days. We enjoyed using the kayaks on Savannah Sound. There are several bonefish flats adjacent to the island, and the Bonefishing was good. Local restaurants and a grocery store made our stay very comfortable. We hope the hosts will let us rent their VRBO again. We definitely will return."

A verified traveller from Lehi, Utah stayed at Private Home With Ocean Views, Short Walk to Beach & Club w/Pool, Tennis, Gym

Posted 2 months ago

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

5/5 Excellent

Great place!

"Really enjoyed how clean and well maintained the place is. Great location on the water with privacy!"

A verified traveller from Las Vegas, NV stayed at ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH

Posted 2 months ago

3/5 Okay

Nice but Needs Some Love…

"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 few hours. Would have been good to know this before we arrived.The dishwasher was not working, there was a sign posted for this. The temp in the refrigerator was only ‘freezing’. The was broken as well and we couldn’t adjust it. Learned that overnight when we found frozen milk, fruit, juice, etc the next morning. We started our first day by throwing out about 30 worth of frozen food that should not have been frozen.On the bedroom windows, there are no curtains, only shears, providing no room darkening/ privacy, especially from the vehicle lights on the main highway.There were very limited bath towels and washcloths,which we could have resolved but there was no laundry soap.The AC worked well, the house was spacious and the view was as pictured . This house is right on the main road so traffic could be noisy at times.A few more bath towels, a better working fridge and a bit more communication would have made this a better stay.For the price, there should have been more value."

A verified traveller stayed at House of Love - Perfect Vacation Spot

Posted 5 months ago

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 Winding Bay 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.

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Greencastle Holiday Rentals

Check prices for these dates

Holiday Rentals in Greencastle

Stunning Private Beachfront Estate on Beach

Your private get away hidden in historic island settlements

Palm Hill House 4 Bedroom Home

Cotton Bay Oasis: Grand Estate On Private Acres

Tropical Paradise Cottage

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

Private family beach bungalow - on a beautiful swimming beach

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

Oceanfront Cottage Near Restaurant, Stores

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

Beautiful Ocean View Villa Located only steps from Winding Bay Beach

Historic Home Directly on Windermere Beach w/Club

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

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

Beach Front Private Home with Dock

House of Love - Perfect Vacation Spot

The Bahamian Farm House

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

Wonderful Winding Bay

Private Villa Directly on Windermere Beach, Private Pool, Tennis

Find out more about Greencastle

Recent reviews of Greencastle properties

Historic Home Directly on Windermere Beach w/Club

Private family beach bungalow - on a beautiful swimming beach

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

Rosebud

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

Stunning Private Beachfront Estate on Beach

Oceanfront Cottage Near Restaurant, Stores

House of Love - Perfect Vacation Spot

The Bahamian Farm House

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