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."

On the beach, sun-loungers, beach towels

"House and beach are outstanding!!! Very relaxing and beautiful. Attention to detail was evident and much appreciated. Check in and check out could not have been easier. Thank you for a wonderful weekend! The four of us will carry the memories with us and we hope to return again. "

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

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

"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. "

"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. "

"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....

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

"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"

"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...

"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."

"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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Top Greencastle Hotel Reviews

Rosebud

10/10 Excellent

"The property is in a quiet neighborhood. I arrived after 9 pm every night without any problems. Very comfortable bed and room with A/C and en-suite bathroom. Clean, cozy and accessible, a block and 1/2 off Queens Highway. Would book again!"

Private family beach bungalow - on a beautiful swimming beach

10/10 Excellent

"I ve Travelled to the Bahamas more than 45 times. I stopped counting at 45. I’ve never stayed in really large property with more than 3 Bedrooms This Property was an excellent choice as it will be for Everyone who chooses this property. I chose this property because of a last minute Gathering for family, The Amount of space, rooms , Bathrooms, outdoor space,Living space, water tanks and Listen up ,A Generator which is the most important thing you need on an out island in the Bahamas. As you can Hear it kick in numerous times , so when you see the clocks time is off that is why just leave them ,but The Generator worked perfectly is a perfect place to be trust.Unfortunately with the US government s foolishness at airports was the overwhelming reason a lot of people didn’t join us.we truly Enjoyed the time there. This property Has Everything you need inside and outside From A washer and Dryer on both sides of the property Plenty towels inside and outside, plenty water Equipment and toys , sunscreen and other outdoor creams for your safety beach chairs and "

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

10/10 Excellent

"We stayed at Coconut Cove in Eleuthera from June 11th to the 20th, and I can honestly say it was the best experience of my life in the Bahamas. The home is absolutely beautiful—immaculately maintained, thoughtfully decorated, and incredibly well-equipped with everything you could possibly need and more. From the moment we arrived, it felt like our own private piece of paradise. The attention to detail throughout the house made it clear the owners truly care about their guests’ comfort and experience. If you’re considering a trip to Eleuthera, don’t hesitate—Coconut Cove is where unforgettable memories are made. I can’t wait to return"

Historic Home Directly on Windermere Beach w/Club

10/10 Excellent

"Provender is the best home at the finest location on Windermere Island. It's historic charm is matched by the large and family friendly layout - fit for extended groups offering privacy and intimacy yet common spaces for the entire entourage to gather. William, Bobbett and Andrea are considered family to us. They are always ready with a smile and are available to tend to your every need. The homeowners are not on site but always reach out to offer guidance and assure that your stay will be remembered. They represent true family values - making sure that no stone is left unturned to make us feel welcome at their home.Mark and Janet "

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

10/10 Excellent

"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."

House of Love - Perfect Vacation Spot

6/10 Okay

"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."

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.

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Holiday Rentals in Greencastle

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Holiday Rentals in Greencastle

Stunning Private Beachfront Estate on Beach

Your private get away hidden in historic island settlements

Cotton Bay Oasis: Grand Estate On Private Acres

Palm Hill House 4 Bedroom Home

Private family beach bungalow - on a beautiful swimming beach

Tropical Paradise Cottage

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

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

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

Oceanfront Cottage Near Restaurant, Stores

Beautiful Ocean View Villa Located only steps from Winding Bay Beach

Beach Front Private Home with Dock

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

House of Love - Perfect Vacation Spot

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

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

Private Villa Directly on Windermere Beach, Private Pool, Tennis

Wonderful Winding Bay

Top Greencastle Hotel Reviews

Rosebud

Private family beach bungalow - on a beautiful swimming beach

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

Historic Home Directly on Windermere Beach w/Club

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

Stunning Private Beachfront Estate on Beach

Oceanfront Cottage Near Restaurant, Stores

House of Love - Perfect Vacation Spot

Find out more about Greencastle

Frequently asked questions