Caledonia Vacation Rentals

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Our top choices for Caledonia vacation rentals

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
$161 nightly
The price is $187
Feb 11 - Feb 12
Total with taxes and fees
Serenitys Hideaway Montego Bay

Serenity Suite; The Jamaican Retreat

Serenity Suite; The Jamaican Retreat
Montego Bay
$90 nightly
The price is $90
Jan 14 - Jan 15
Total with taxes and fees
Serenity Suite; The Jamaican Retreat

Mini Cozy Lodging

Mini Cozy Lodging
3.0 star property
Whitehouse
$103 nightly
The price is $120
Feb 3 - Feb 4
Total with taxes and fees
Mini Cozy Lodging

Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
2.0 star property
Cave
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely gorgeous property and views, bird sounds, fantastic food prepared by the friendly hosts. Simple living with wi-fi if needed."
United States
David G.
$80 nightly
The price is $80
Jan 14 - Jan 15
Total with taxes and fees
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
$79 nightly
The price is $79
Jan 14 - Jan 15
Total with taxes and fees
Firefly cottage with Ocean view

Hospitality Expert CP: Private Pool/Beach/Chef

Hospitality Expert CP: Private Pool/Beach/Chef
Montego Bay
9.0 out of 10, Wonderful, (11 reviews)
"Lovely place"
United States
Thad A.
$236 nightly
The price is $269
Jan 14 - Jan 15
Total with taxes and fees
Hospitality Expert CP: Private Pool/Beach/Chef

The Artist cabin is a mountain cabin overlooking the sea and coastline

The Artist cabin is a mountain cabin overlooking the sea and coastline
2.0 star property
Cave
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay in the mountains of Jamaica! The food was excellent, and we loved watching the sunset every evening. Terry was wonderful company — he even picked us up in Negril to bring us to the beautiful cabins in the woods. A truly magnificent stay!"
United States
Ana G.
$70 nightly
The price is $70
Jan 14 - Jan 15
Total with taxes and fees
The Artist cabin is a mountain cabin overlooking the sea and coastline

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...
United States
English C.
$80 nightly
The price is $80
Jan 20 - Jan 21
Total with taxes and fees
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Impeccable Spacious 3 Bedroom Home Near Beach!

Impeccable Spacious 3 Bedroom Home Near Beach!
Montego Bay
9.0 out of 10, Wonderful, (7 reviews)
"Our stay at this property was pleasant, relaxing and quiet. Host was very responsive and checked in during our stay to make sure all was well. There is a local grocery store and restaurant within walking distance which was a plus. Will definitely stay again!"
United States
Bridgette E.
$144 nightly
The price is $149
Jan 15 - Jan 16
Total with taxes and fees
Impeccable Spacious 3 Bedroom Home Near Beach!

One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites

One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites
Middle Quarters
$100 nightly
The price is $100
Jan 14 - Jan 15
Total with taxes and fees
One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here for 10 days and absolutely loved it. The bedroom is so perfect and our host (Bonnie) let us use the kitchen and whatever we needed anytime. The porch is lovely with a gorgeous ocean view. This was the perfect spot for our vacation!!! "
United States
Roger Y.
$135 nightly
The price is $135
Jan 16 - Jan 17
Total with taxes and fees
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Dragon fly Cottage

Dragon fly Cottage
Cave
10.0 out of 10, Exceptional, (7 reviews)
"We had a lot of fun relaxing here. Geneva made excellent breakfast and suppers and we spent the majority of our time relaxing on the deck/hammock reading and hiking around the property and the town of Kentucky. If you want an escape from the tourism scene, this is a nice place to go! "
Canada
Kaili
$83 nightly
The price is $83
Jan 14 - Jan 15
Total with taxes and fees
Dragon fly Cottage

Cozy house in charming Montego Bay with AC, WiFi and all other amenities.

Cozy house in charming Montego Bay with AC, WiFi and all other amenities.
2.0 star property
Montego Bay
$125 nightly
The price is $134
Jan 14 - Jan 15
Total with taxes and fees
Cozy house in charming Montego Bay with AC, WiFi and all other amenities.

Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay

Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay
2.0 star property
Montego Bay
$117 nightly
The price is $119
Jan 14 - Jan 15
Total with taxes and fees
Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay

Nianna Chatham

Nianna Chatham
2.5 star property
Hip Strip
$231 nightly
The price is $267
Jan 14 - Jan 15
Total with taxes and fees
Nianna Chatham

Muris Light Sanctuary

Muris Light Sanctuary
Savanalamar
10.0 out of 10, Exceptional, (1 review)
"Host was attentive and super nice to deal with. Great stay. No air conditioning but was pleaaant regardless. "
Canada
Leeann D.
$133 nightly
The price is $133
Jan 14 - Jan 15
Total with taxes and fees
Muris Light Sanctuary

Quiet relaxing mountainous get away!

Quiet relaxing mountainous get away!
Montego Bay
9.2 out of 10, Wonderful, (5 reviews)
"The location was gorgeous, not far from the city. Easy/beautiful walk to cabs. Host was great and the bed/sheets felt great!!"
United States
Kintoria W.
$83 nightly
The price is $83
Jan 14 - Jan 15
Total with taxes and fees
Quiet relaxing mountainous get away!

Loodik Vacation Home Brompton Manor

Loodik Vacation Home Brompton Manor
Speculation
$116 nightly
The price is $116
Feb 1 - Feb 2
Total with taxes and fees
Loodik Vacation Home Brompton Manor

Apartment 5 @ Top Bay Apartments

Apartment 5 @ Top Bay Apartments
Montego Bay
$113 nightly
The price is $113
Jan 26 - Jan 27
Total with taxes and fees
Apartment 5 @ Top Bay Apartments

Great panoramic views. Beach and shopping close by.

Great panoramic views. Beach and shopping close by.
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"It was a beautiful home and convenient to the airport. The host was also very responsive and understanding . I appreciate her hospitality and kindness. I would def recommend this place and would stay again."
United States
Shannon S.
$110 nightly
The price is $110
Jan 14 - Jan 15
Total with taxes and fees
Great panoramic views. Beach and shopping close by.
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 Caledonia Hotel Reviews

Find out more about Caledonia

Everything you need to know about Caledonia 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 Caledonia vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Caledonia vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Caledonia vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Caledonia. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Caledonia in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $79 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Caledonia rentals

At Expedia, we put the best Caledonia 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 Caledonia 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 Caledonia 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 Caledonia. 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 Caledonia?

Yes, we give you a choice of vacation rentals close to top sights in Caledonia, or you can select a more secluded option if you're looking for relaxation.

What's the top vacation rental in Caledonia?

Nickels Garden Villas: You might want to consider this vacation rental near Caledonia, which is located in a shopping district and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a private yard and a selection of games.

What’s there to see and do in Caledonia?

While exploring the area, visit family-friendly sights like Rocklands Bird Sanctuary, or get outside and enjoy nature at YS Falls. Tryall Golf Club and Freeport Peninsula are a couple of places you'll find in the larger area.

What’s a vacation rental in Caledonia like?

A vacation rental is a private property you can book for a few weeks or just a few days in Caledonia. Vacation rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for small groups.