Checker Hall Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Checker Hall vacation rentals

A spacious living room with a view of the sea, a ceiling fan, and a bookshelf.

1. Seacruise Villa

Seacruise Villa
3.5 star property
Fryers Well
9.8 out of 10, Exceptional, (9 reviews)
"beautiful property wonderful host!"
United States
Michael
The price is CA $356
CA $392 total
includes taxes & fees
Dec 7 - Dec 8
Seacruise Villa
A pool area with lounge chairs and umbrellas, a woman in a swimsuit, and a two-story building with balconies.

2. Sea Symphony Villa

Sea Symphony Villa
3.5 star property
Fryers Well
8.6 out of 10, Excellent, (11 reviews)
"The staff was wonderful, chef made delicious Bajan meals, very accommodating and pleasant stay…will definitely be back- thank you for a relaxing stress free birthday vacation! "
United States
DOMINIQUE
The price is CA $582
CA $664 total
includes taxes & fees
Nov 14 - Nov 15
Sea Symphony Villa
A covered outdoor dining area with a pool, chairs, and a table set for a meal.

3. Seabliss Villa

Seabliss Villa
3.0 star property
Fryers Well
8.8 out of 10, Excellent, (8 reviews)
"We really enjoyed the villa and the host and the service. Beautiful villa in a quiet neighbourhood and a nice beach not so far away."
Norway
Anonymous traveller
The price is CA $468
CA $535 total
includes taxes & fees
Dec 9 - Dec 10
Seabliss Villa
A balcony with a table set for dining, overlooking a scenic ocean view.

4. Luxury 5 BR villa near Beach- Breathtaking Coastal View, 2 pools, Wifi,A/C,staff

Luxury 5 BR villa near Beach- Breathtaking Coastal View, 2 pools, Wifi,A/C,staff
Checker Hall
9.4 out of 10, Exceptional, (18 reviews)
"The best VRBO IN 15 years of travel!"
United States
John F.
The price is CA $968
CA $1,079 total
includes taxes & fees
Nov 12 - Nov 13
Luxury 5 BR villa near Beach- Breathtaking Coastal View, 2 pools, Wifi,A/C,staff
A reception desk at The Palms Resort with a modern design, including a logo on the wall, a computer, a printer, and a phone.

5. The Palms Resort

The Palms Resort
3.0 star property
Holetown
8.6 out of 10, Excellent, (238 reviews)
"Lovely property!"
United States
Anthonia
The price is CA $254
CA $286 total
includes taxes & fees
Nov 9 - Nov 10
The Palms Resort
A double bed with two nightstands, each with a lamp, in a room with floral wall art.

6. Paradise Villas

Paradise Villas
3.0 star property
Spring Garden
8.2 out of 10, Very good, (64 reviews)
"It is a pretty excellent lodging for the price "
United States
Herbert A
The price is CA $148
CA $178 total
includes taxes & fees
Nov 24 - Nov 25
Paradise Villas
A pool area with lounge chairs and a green umbrella.

7. Regent Apartments

Regent Apartments
3.0 star property
Holetown
8.2 out of 10, Very good, (92 reviews)
"excellent pool excellent hosting nice and quiet ambient close to nice beaches"
Mexico
Yogui
The price is CA $160
CA $193 total
includes taxes & fees
Nov 21 - Nov 22
Regent Apartments
A parking area with white vehicles, a covered seating area, and lush greenery.

8. Malfranza Apartments

Malfranza Apartments
3.0 star property
Bridgetown
9.0 out of 10, Wonderful, (98 reviews)
"Great host and accomodations but the noise from the highway was a bit too much for me."
United States
Marc Downing
The price is CA $110
CA $132 total
includes taxes & fees
Nov 9 - Nov 10
Malfranza Apartments
A gated entrance with a palm tree, a mailbox, and a staircase leading to a building with multiple windows.

9. LeMarida Suites

LeMarida Suites
3.0 star property
Speightstown
7.8 out of 10, Good, (7 reviews)
"Property is very hard to find. Owner was very adamant that electricity should not be on whole time. There's only 1 A/C unit and hostes was very upset that we kept it on over night (was very hot). There was hardly water to shower, it just trickled out. Cook stove didn't work properly"
United States
Yitzchok
The price is CA $146
CA $175 total
includes taxes & fees
Nov 9 - Nov 10
LeMarida Suites
A hallway with wooden doors, a bench, and a tiled floor.

10. Manderley Villas

Manderley Villas
3.0 star property
Mangrove
9.4 out of 10, Exceptional, (107 reviews)
"The rooms were spotless, quality furnishings and a well equipped kitchen. Close to the airport and the host helped arrange transport. Good value. We will stay here again."
Canada
Vernon
The price is CA $117
CA $140 total
includes taxes & fees
Dec 9 - Dec 10
Manderley Villas
A modern living room with a ceiling fan, a flat-screen TV, a sofa with patterned cushions, a small white table, and a potted plant.

11. On the beautiful West Coast. Douglas, St. Peter, Barbados - Apt A

On the beautiful West Coast. Douglas, St. Peter, Barbados - Apt A
Heywoods Estates
9.0 out of 10, Wonderful, (45 reviews)
"Lovely, light and airy, great value apartment in friendly neighbourhood. Easy walk to beach and into town."
United Kingdom
Ann E.
The price is CA $157
CA $213 total
includes taxes & fees
Nov 23 - Nov 24
On the beautiful West Coast. Douglas, St. Peter, Barbados - Apt A
A bedroom with a bed, a door, a mirror, and a window with curtains.

12. Jem Gems

Jem Gems
2.5 star property
Durants
9.4 out of 10, Exceptional, (27 reviews)
"Th room were spacious and nice "
United States
Laurence
The price is CA $77
CA $93 total
includes taxes & fees
Nov 13 - Nov 14
Jem Gems
An outdoor patio with a round table, chairs, a grill, and a large umbrella.

13. Kingsgate #1 - by Zenbreak

Kingsgate #1 - by Zenbreak
4.0 star property
Gibbes
10.0 out of 10, Exceptional, (2 reviews)
"My only critique is that they need four new beach chairs, preferably the Tommy Bahama chairs. They are light, comfortable, and sturdy. Other than that, it was great and thank you!"
United States
John
The price is CA $180
CA $438 total
includes taxes & fees
Nov 19 - Nov 20
Kingsgate #1 - by Zenbreak
A modern living room with a ceiling fan, a TV mounted on a wooden wall, and a view of a tropical garden through glass doors.

14. Sago Royal Westmoreland - by ZenBreak

Sago Royal Westmoreland - by ZenBreak
Saint James
10.0 out of 10, Exceptional, (6 reviews)
"A peaceful safe haven, a cozy and spacious home away from home. Just a stone’s throw away, you’ll find beautiful beaches, a vibrant shopping district, and a delightful array of restaurants catering to every taste. "
United States
Jason L.
The price is CA $202
CA $348 total
includes taxes & fees
Nov 18 - Nov 19
Sago Royal Westmoreland - by ZenBreak
A living room with a brown sofa, a ceiling fan, green curtains, a potted plant, and a flat-screen TV.

15. Stay a While Guest Apartment

Stay a While Guest Apartment
2.0 star property
Mangrove
9.2 out of 10, Wonderful, (23 reviews)
"I stayed at stay a while villas and it was the best. The owners were very friendly and made sure I was settled in comfortably. The place was clean spacious and had both A/C and ceiling fans. I would recommend 10/10"
United States
Alrick
The price is CA $114
CA $137 total
includes taxes & fees
Nov 9 - Nov 10
Stay a While Guest Apartment
A tropical beach setting with palm trees, a clear blue sky, and ocean waves.

16. Ocean Spray Apartments

Ocean Spray Apartments
3.0 star property
Inch Marlowe
7.4 out of 10, Good, (566 reviews)
"The view was our room was excellent."
United States
Sarswattie Tiziana
The price is CA $127
CA $159 total
includes taxes & fees
Dec 9 - Dec 10
Ocean Spray Apartments
A covered balcony with a table and chairs, overlooking a beach with palm trees and a view of the ocean.

17. A Haven Away ~From~ Home

A Haven Away ~From~ Home
St. James
9.4 out of 10, Exceptional, (80 reviews)
"Host is welcoming and helpful. Property is in a great location, convenient to public transportation. Restaurant and beach bar serve delicious food and the best rum punch on the island! "
United States
C E.
The price is CA $184
CA $201 total
includes taxes & fees
Nov 12 - Nov 13
A Haven Away ~From~ Home
An outdoor patio with a round table, chairs, a grill, and a large umbrella.

18. KingsGate #1 - by ZenBreak

KingsGate #1 - by ZenBreak
Gibbs
10.0 out of 10, Exceptional, (2 reviews)
"excellent property, everything you could wish for. beautiful location lovely pool very quiet. villa had everything you need even sun loungers for the beach. would highly recommend and will definitely be back"
United States
Janet Y.
The price is CA $198
CA $416 total
includes taxes & fees
Nov 19 - Nov 20
KingsGate #1 - by ZenBreak
An aerial view of a residential area with multiple houses, a swimming pool, and lush greenery.

19. Holders Retreat - Apartment One (1 Bedroom)

Holders Retreat - Apartment One (1 Bedroom)
Saint James
The price is CA $159
CA $192 total
includes taxes & fees
Nov 21 - Nov 22
Holders Retreat - Apartment One (1 Bedroom)
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

20. Plum Tree Club

Plum Tree Club
3.0 star property
Rockley
8.8 out of 10, Excellent, (305 reviews)
"Good rooms, good staff, good location"
United States
Saneka
The price is CA $138
CA $158 total
includes taxes & fees
Dec 1 - Dec 2
Plum Tree Club
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 Checker Hall Hotel Reviews

A spacious living room with a view of the sea, a ceiling fan, and a bookshelf.
Seacruise Villa

Seacruise Villa

Seacruise Villa
Fryers Well

10/10 Excellent

The villa is quite large -3 bedrooms patio with pool living room dining room kitchen Nice “Roman” design Everything is new and fully equipped with gas bbq stove oven ets. Astonishing vie to the ocean. 5min walk to the beach (steep although) very nice owner and cleaning stuff
Canada
Alexei
Reviewed January 8, 2026
Seacruise Villa

Find out more about Checker Hall

Everything you need to know about Checker Hall vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Checker Hall vacation rental for you. At Expedia, you can take your pick from private vacation 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 Checker Hall vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Checker Hall vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Checker Hall. 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 Checker Hall vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Checker Hall vacation rentals we have selected for you start as low as CA $101 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Checker Hall rentals

At Expedia, we put the best Checker Hall vacation 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 Checker Hall 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 Checker Hall vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Checker Hall. 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 vacation rentals in Checker Hall?

Yes, we offer vacation rentals close to well known attractions in Checker Hall, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Checker Hall?

The Gem - by Zenbreak: This vacation home rental outside Checker Hall comes with free WiFi so you can feel at home during your trip.

What’s there to see and do in Checker Hall?

While exploring the area, visit family-friendly sights like Folkestone Marine Park, or get outside and enjoy nature at Port St. Charles Marina. In the larger area, you’ll find Heywoods Beach and Mullins Beach.

What’s a vacation rental in Checker Hall like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Checker Hall. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.