Charlestown Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Charlestown vacation rentals

2 bedrooms, iron/ironing board, free WiFi, bed sheets

Apartment in CANOUAN

Bay View Apartments - Canouan Island - Room 4
10.0 out of 10, Exceptional, (2 reviews)
"The people who run this are so helpful - arranged a buggy for pickup at the airport and could not do enough for us before we arrived. The apartment is super clean with everything you need and new AC. I highly recommend the accommodation."
United Kingdom
Robin E.
The price is ￥19,168
￥22,363 total
includes taxes & fees
Mar 16 - Mar 17
Bay View Apartments - Canouan Island - Room 4
Exterior

Apartment in Charlestown

Bay View Apartments - Canouan Island - Room 3B
9.0 out of 10, Wonderful, (4 reviews)
"A really good property with nice services. "
United States
Chia-Hung
The price is ￥12,938
￥16,133 total
includes taxes & fees
Mar 16 - Mar 17
Bay View Apartments - Canouan Island - Room 3B
Outdoor dining

Apartment in Canouan Island

Atlantic Breeze Apartment - Canouan Island
10.0 out of 10, Exceptional, (1 review)
"Great property. Great management. They thought of everything."
United States
Terry B.
The price is ￥28,751
￥32,744 total
includes taxes & fees
Mar 16 - Mar 17
Atlantic Breeze Apartment - Canouan Island
Property grounds

Apartment in Canouan Island

Atlantic Breeze Apartment 3 - Canouan Island
9.8 out of 10, Exceptional, (8 reviews)
"Would definitely book again."
United States
Omario
The price is ￥15,382
￥18,577 total
includes taxes & fees
Mar 21 - Mar 22
Atlantic Breeze Apartment 3 - Canouan Island
Smart TV

Apartment in Canouan Island

Bay View Apartments - Canouan Island - Room 3C
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was very clean and the area was very quiet. There were no eateries close by so you will need to contact a taxi to get a real meal. The bank was within walking distance and it’s a nice walk to the beach. Overall real nice property would definitely stay again. "
United States
yvonne
The price is ￥13,098
￥16,293 total
includes taxes & fees
Mar 16 - Mar 17
Bay View Apartments - Canouan Island - Room 3C
Property grounds

Apartment in Charlestown

Bay View Apartments - Canouan Island - Room 2BC Breakfast, Snorkeling
The price is ￥13,577
￥21,564 total
includes taxes & fees
Mar 16 - Mar 17
Bay View Apartments - Canouan Island - Room 2BC Breakfast, Snorkeling
Beach

Apartment in Canouan Island

Atlantic Breeze Apartment 2 - Canouan Island
10.0 out of 10, Exceptional, (1 review)
"The apartment is clean and comfortable and conveniently located. Casita made everything so easy for us, arranging transportation from the airport, golf cart rental, etc."
United States
Michele W.
The price is ￥28,751
￥32,744 total
includes taxes & fees
Mar 16 - Mar 17
Atlantic Breeze Apartment 2 - Canouan Island
1 bedroom, iron/ironing board, WiFi, bed sheets

Apartment in Charlestown

Bay View Apartments - Canouan Island - Room 2D - Breakfast, Snorkeling
The price is ￥12,778
￥15,973 total
includes taxes & fees
Mar 16 - Mar 17
Bay View Apartments - Canouan Island - Room 2D - Breakfast, Snorkeling
1 bedroom, iron/ironing board, WiFi, bed sheets

Apartment in Grenadines

Bay View Apartments - Canouan Island - Room 2A
10.0 out of 10, Exceptional, (1 review)
"Location is in walking distance from most entertainment and amenities "
United States
Omario
The price is ￥11,501
￥14,696 total
includes taxes & fees
Mar 16 - Mar 17
Bay View Apartments - Canouan Island - Room 2A
Exterior

Apartment in Clifton

Family styled Apartments/Guest House - 5 minutes walk from the beach.
The price is ￥12,219
￥16,880 total
includes taxes & fees
Mar 16 - Mar 17
Family styled Apartments/Guest House - 5 minutes walk from the beach.
Exterior

Vacation Home in Union Island

Welcome to The Home Hotel Village House, the perfect haven for large groups.
The price is ￥159,730
￥182,412 total
includes taxes & fees
Mar 17 - Mar 18
Welcome to The Home Hotel Village House, the perfect haven for large groups.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Charlestown Hotel Reviews

Windward Mayreau Resort

Windward Mayreau Resort

10/10 Excellent
"Room was beautiful and spotless. Cleaning staff were amazing. Restaurant had great food. We loved everything we had. "
Paul 8-night trip
Posted 2 weeks ago
Windward Mayreau Resort

Find out more about Charlestown

Search for holiday rentals in Charlestown on Expedia! You can easily find your home rentals, villas, holiday apartments in Charlestown using one of the methods below:

  • View our selection of featured holiday rentals in Charlestown
  • Use the map to find apartments and other holiday homes in the Charlestown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Charlestown while they last

Look no further and take a look at our great range of rental properties in Charlestown!

Frequently asked questions

Can I find vacation rentals in Charlestown?

Yes, we have vacation rentals near popular local attractions in Charlestown, or you can choose a more remote option if you're looking for relaxation. Visitors to Charlestown speak positively about the beaches and restaurants in this destination.

What's the top vacation rental that Charlestown has to offer?

Hideaway in Ashton, homey atmosphere for tranquility - home away from home. : This vacation home near Charlestown offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Charlestown?

Explore the area and family-friendly sights such as Tobago Cays, or get out into nature at a spot like Chatham Bay Beach. In the larger area, you’ll find Macaroni Beach and Cotton House Beach.

What’s a vacation rental in Charlestown like?

Vacation rentals are private properties you can book for short or long periods in Charlestown. Vacation rentals feature amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.