Charlestown Holiday Rentals

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Holiday Rentals in Charlestown

Exterior
Charming Nevis Cottage with pool and ocean view on grounds of Hermitage Inn
10.0 out of 10, Exceptional, (6)
"This rental is lovely! House is beautifully decorated and updated. Has everything you need. Amazing views! Owner is super helpful with travel arrangements from the airport in St. Kitts."
Charming Nevis Cottage with pool and ocean view on grounds of Hermitage Inn
Property grounds
A Comfortable Family Home With 33 Foot Pool And Fantastic Views
7.6 out of 10, Good, (4)
"Unfortunately this property appears to be significantly under maintained and managed which made for an uncomfortable stay. Prior to arrival host was insistent on communicating through whatsapp which we did not have access to right away. Information about check in was not really provided until day of - after much insistence- which due to travel challenges - created extra stress and concern about the property. Upon arrival and meeting with property manager - it was stressed that due to a big storm...
A Comfortable Family Home With 33 Foot Pool And Fantastic Views
Fridge, microwave, oven, stovetop
The Vintage Sanctuary - 3 mins drive to the beach!
10.0 out of 10, Exceptional, (2)
"Very nice house and very short drive to beach"
The Vintage Sanctuary - 3 mins drive to the beach!
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Property grounds
Ylang cottage cozy studio in the foothills of Nevis Peak w/ great walking trails
10.0 out of 10, Exceptional, (4)
"Tracey and Earl were great at communicating early and providing helpful info for arranging our stay - e.g. car rental, water taxi, etc. The cottage is new and updated, with all the amenities of home, including a garden! We toured around a lot and regret not spending more time here - friendly neighbours, close to everything including nature trails, monkeys everyday, etc. Highly recommended!"
Ylang cottage cozy studio in the foothills of Nevis Peak w/ great walking trails
On the beach, scuba diving, kayaking
Marriott's St. Kitts Beach Club
3.5 star property
9.2 out of 10, Wonderful, (70)
"This was a very nice resort. We loved the room and the pool area."
The price is NZ$913
includes taxes & fees
1 Jun - 2 Jun
Marriott's St. Kitts Beach Club
Beach nearby, sun-loungers, beach towels
Luxury Villa, Panoramic Caribbean Views, Turtle Beach, Grill, Pool!
10.0 out of 10, Exceptional, (102)
"Would highly recommend. Exceeded expectations!"
Luxury Villa, Panoramic Caribbean Views, Turtle Beach, Grill, Pool!
Outdoor pool, pool umbrellas, pool loungers
Sunset Reef St.Kitts
5.0 star property
10.0 out of 10, Exceptional, (7)
"Sunset Reef is fairly new with 7 suites - all with a view. The hotel management and staff are extremely helpful and eager to please. The food in the restaurant is very good. At check-in, we were greeted with frozen fruit drinks, cold towels and water, plus some fruit in the room. Lovely sunsets from the restaurant! Hotel beach is rocky and is being worked on. "
The price is NZ$7,471
includes taxes & fees
30 May - 31 May
Sunset Reef St.Kitts
On the beach, sun-loungers, beach towels
RIGHT ON THE BEACH! St Kitts Nature Lovers tranquil cottage.
9.8 out of 10, Exceptional, (94)
"remarkable piece of property could not have been happier with a place."
RIGHT ON THE BEACH! St Kitts Nature Lovers tranquil cottage.
Outdoor pool
Stunning Caribbean House With Breath-taking Views
9.8 out of 10, Exceptional, (64)
"Come for the views and stay for the breezes! Super private and very comfortable villa with a lovely infinity pool and nice outdoor spaces. We loved our stay - the kitchen was very well-equipped, the beds were comfy, and we appreciated having all the games, pool toys and snorkel equipment. Cassie was awesome to deal with and we enjoyed our little corner of St. Kitts for 10 days. We will be back!"
Stunning Caribbean House With Breath-taking Views
Property grounds
ST KITTS 'Turtle Nest' At Turtle Beach, A Comfortable Two Bedroom Apartment
9.8 out of 10, Exceptional, (53)
"The property had magnificent sunrises Short drive the beaches and restaurants Very quiet development Very close to the water taxi to Nevis It’s for the travelers who like to get out and explore 😎👍👍"
ST KITTS 'Turtle Nest' At Turtle Beach, A Comfortable Two Bedroom Apartment
Pool
Architecturally Designed Villa in Paradise, Quiet Beach & Blue Water Views
10.0 out of 10, Exceptional, (85)
"The house is perfect for a quick getaway or a long extended stay. The owners are great! They care for their home and provide everything you need to feel at home when your away from home. I would stay here every vacation."
Architecturally Designed Villa in Paradise, Quiet Beach & Blue Water Views
Beach nearby, sun-loungers, beach towels
ST KITTS Charming Island Cottage in a Beautiful Beach Location STUNNING VIEWS
10.0 out of 10, Exceptional, (110)
"This cottage was exactly as in the pictures. Except, the view are even BETTER than the pictures. I spent hours on the back terrace. I will never like showering indoors again!! The lounge was nice and right on the beach. Yellow and Sharon were very kind. Neither island is very cluttered with people."
ST KITTS Charming Island Cottage in a Beautiful Beach Location STUNNING VIEWS
Pool
Villa With Stunning Views, Beautiful Beaches
10.0 out of 10, Exceptional, (60)
"Had a great time. The island is gorgeous and easy to get around. Wayne and his team are incredible. Extremely helpful from beginning to end. Couldnt have asked for better. The house is amazing and the view is breathtaking. Worth ever cent. Thanks for a great experience."
Villa With Stunning Views, Beautiful Beaches
Pool
Classic Caribbean villa wt private pool and ocean view
10.0 out of 10, Exceptional, (5)
"We love Calypso Bay Villas. This villa was wonderfully relaxing. While no one was onsite when we arrived, we appreciated the easy communication with the property manager. We arrived on a Sunday afternoon when stores were closed, so we appreciated that the host left fresh food in the fridge."
Classic Caribbean villa wt private pool and ocean view
Outdoor pool
St Kitts Two for One Luxury Villa & Private Lounge on beach breathtaking views!
10.0 out of 10, Exceptional, (139)
"Our stay was simply amazing. Beautiful house, views and accommodations. One of the most peaceful weeks. I’d recommend this villa to anyone. Looking forward to our return trip to the wonderful island of St. kitts & Nevis."
St Kitts Two for One Luxury Villa & Private Lounge on beach breathtaking views!
Outdoor pool
Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts
10.0 out of 10, Exceptional, (3)
"We had a wonderful week. House was well equipped, beautiful and slept 10 of us very comfortably. St. Kitts is a beautiful island and we did and saw so much. It’s very easy to get around and the people we are amazing. The only downside is that the walkable beach to the house is not regularly maintained and had a lot of seaweed. We still enjoyed it and drove a few minutes to the Caribbean beaches."
Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts
Outdoor pool
Spectacular Beachfront Villa with Pool: Nevis Palm
10.0 out of 10, Exceptional, (19)
"We spent 3 weeks at Nevis Palm. Loved the house and pool. Easy stroll down to the beach. The hosts were very attentive to all of our needs. Nevis has maintained its Carribean authenticity. It has great beaches, grocery stores, restaurants and most of all friendly people. We will back next year for sure."
Spectacular Beachfront Villa with Pool: Nevis Palm
Exterior
Spacious 2 BR cottage with gorgeous views
10.0 out of 10, Exceptional, (3)
"I don't think I can say enough about the coconut farm. Location was fantastic and the property itself was awesome. The view over the palm trees to the ocean and Nevis was just stunning. My children really enjoyed the animals there, from being greeted by Ginger the cat in the morning, going to pet the dogs and tortoises. Bacchus the property manager was so nice and helpful. We explored other beaches but found that the beach by the property was the best and it is where people staying elsewhere...
Spacious 2 BR cottage with gorgeous views
An infinity pool
Updated! Spacious Indoor/Outdoor living. Private pool. Amazing ocean views
9.4 out of 10, Exceptional, (41)
"Beautiful island views easy drive to beaches and several restaurants. Comfortable bed. Could have been a bit cleaner upon arrival. Could have used a few “how to” directions for door locks..safe not available for passports and such. However, Jeremy was available for any questions we had and was always pleasant."
Updated! Spacious Indoor/Outdoor living. Private pool. Amazing ocean views
Outdoor pool, a heated pool
Oceanfront Beach Bungalow ON Beach, PRIVATE with Club Resort Access & Tennis
Oceanfront Beach Bungalow ON Beach, PRIVATE with Club Resort Access & Tennis
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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.

Other types of properties in Charlestown you may be interested in

Outdoor pool, pool umbrellas, pool loungers
Montpelier Plantation & Beach
4.0 star property
9.8 out of 10, Exceptional, (133)
"This was a beautiful property that had a wonderful pool area and very friendly staff. Perfect for a low-key rejuvenating holiday. It was a wonderful experience and I would go back in a heartbeat."
The price is NZ$397
includes taxes & fees
1 Jun - 2 Jun
Montpelier Plantation & Beach
Exterior
The Hermitage
3.5 star property
9.6 out of 10, Exceptional, (28)
"Staff outstanding , cottages very comfortable, excellent food."
The price is NZ$278
includes taxes & fees
18 May - 19 May
The Hermitage
Exterior
Charming Nevis Cottage with pool and ocean view on grounds of Hermitage Inn
10.0 out of 10, Exceptional, (6)
"This rental is lovely! House is beautifully decorated and updated. Has everything you need. Amazing views! Owner is super helpful with travel arrangements from the airport in St. Kitts."
Charming Nevis Cottage with pool and ocean view on grounds of Hermitage Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Charlestown holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Charlestown. 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 Charlestown. Seeing all the best attractions is bound to make you fall in love with Charlestown. Who knows, you may even be tempted to extend your 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 holiday 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 Charlestown short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Charlestown?

Yes, there are holiday rentals in Charlestown close to Memorial Square, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Charlestown speak positively about the beaches and restaurants in this destination.

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

Stunning Caribbean House With Breath-taking Views: This holiday home rental outside of Charlestown is located in a rural location, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Charlestown?

Expedia has 5 holiday rentals for your stay in Charlestown.

What can I see and do in Charlestown?

Pinney's Beach and Memorial Square are a couple of scenic spots to enjoy the outdoors, whereas Nelson Museum is one of the cultural attractions. While here, Market Place and Nevis Botanical Garden are other places worth a visit.

What are holiday rentals like in Charlestown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Charlestown. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.

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