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Our top choices for Greenwood holiday rentals

Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.0 out of 10, Good, (4 reviews)
"The host was very easy to communicate with. She greeted us when we arrived. She was great. The house is very beautiful inside and out, the view was amazing. It is very clean inside. The only issue is the way to the house is very difficult to get to. We drove up on a hill that had a lot of bumpy roads and a lot of garbage. Keep in mind if you stay here that once you go out, try to do all of your outings because it’s hard to go back and forth to the house."
United States
Ana Cristina
The price is £67
includes taxes & fees
9 Jun - 10 Jun
Sunshine Lodge- Your Home Away From Home

This is a three bedrooms three bathrooms house that is fully furnihsed

This is a three bedrooms three bathrooms house that is fully furnihsed
Florence Hall
9.0 out of 10, Wonderful, (10 reviews)
"Quick check in and great communications and house was very clean will definitely be staying again."
United States
Ava
The price is £132
includes taxes & fees
14 Jun - 15 Jun
This is a three bedrooms three bathrooms house that is fully furnihsed

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, (4 reviews)
"Bonnie was amazing and goes over and beyond to make you feel at home. She is very friendly but gives you your space and privacy I really enjoyed her house with the amazing view and her pool. "
United States
Roberta M.
The price is £103
includes taxes & fees
12 Jun - 13 Jun
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
6.0 out of 10, (2 reviews)
"Camille and the rest of the team were amazing! They definitely made it an unforgettable experience! Thank you so much"
United States
Adrian Ruiz
The price is £131
includes taxes & fees
8 Jun - 9 Jun
Serenitys Hideaway Montego Bay

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (28 reviews)
"Very close to the airport and safe."
United States
Chukwufumnaya
The price is £72
includes taxes & fees
2 Jun - 3 Jun
Montego Bay Ironshore Luxury Studios

Vacation Home Rental

Vacation Home Rental
Florence Hall
10.0 out of 10, Exceptional, (1 review)
The price is £105
includes taxes & fees
4 Jun - 5 Jun
Vacation Home Rental

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is £96
includes taxes & fees
2 Jun - 3 Jun
Bev Rosevilla

Villa Jamaica

Villa Jamaica
3.0 star property
Hague
9.6 out of 10, Exceptional, (23 reviews)
"The environment was exceptionally welcoming, I felt as though I was at home, the environment was impeccably clean, and the host was exemplary."
United States
Oretta
The price is £153
includes taxes & fees
23 Jun - 24 Jun
Villa Jamaica

Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
The price is £467
includes taxes & fees
4 Jun - 5 Jun
Half Hill 3BR

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (24 reviews)
"Room was clean and staff was very welcoming with great communication. "
United States
Kenneth
The price is £82
includes taxes & fees
2 Jun - 3 Jun
Claudeville Condo

Seaside Jamaica Cottage with Lush Garden, Hammock, 1 minute Walk to Beach!

Seaside Jamaica Cottage with Lush Garden, Hammock, 1 minute Walk to Beach!
Duncans Bay
10.0 out of 10, Exceptional, (5 reviews)
"We felt cared and safe at the lovely place"
United States
Maria
The price is £132
includes taxes & fees
2 Jun - 3 Jun
Seaside Jamaica Cottage with Lush Garden, Hammock, 1 minute Walk to Beach!

Steps To Beach - Spacious Clean Cottage w/ Cook

Steps To Beach - Spacious Clean Cottage w/ Cook
Duncan Bay
9.6 out of 10, Exceptional, (13 reviews)
"Comfortable, clean, cozy and excellent communication from the owner. Would absolutely stay again! This was the best part of our stay in Jamaica. Thank you for the hospitality!"
United States
Valerie
The price is £197
includes taxes & fees
22 Jun - 23 Jun
Steps To Beach - Spacious Clean Cottage w/ Cook

Hospitality Expert CB4

Hospitality Expert CB4
3.5 star property
Montego Bay
8.4 out of 10, Very good, (28 reviews)
"Felt like home away from home."
United States
paul
The price is £172
includes taxes & fees
18 Jun - 19 Jun
Hospitality Expert CB4

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.
The price is £62
includes taxes & fees
8 Jun - 9 Jun
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Splendid Sensation

Splendid Sensation
Florence Hall
The price is £109
includes taxes & fees
2 Jun - 3 Jun
Splendid Sensation

Short and longTerm ,Vacational rental home.

Short and longTerm ,Vacational rental home.
Rhyne Park Village
8.8 out of 10, Excellent, (3 reviews)
"Kadean is the best!.. very helpful everyday of my stay.."
United States
Julia M.
The price is £85
includes taxes & fees
2 Jun - 3 Jun
Short and longTerm ,Vacational rental home.

Bayview Apartment Montego Bay Montego Freeport

Bayview Apartment Montego Bay Montego Freeport
Montego Bay
9.6 out of 10, Exceptional, (11 reviews)
"Host was amazing and quick to respond! Made the visit seamless! "
United States
Rebekah S.
The price is £201
includes taxes & fees
2 Jun - 3 Jun
Bayview Apartment Montego Bay Montego Freeport

Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
2.0 out of 10, (1 review)
"The room was very clean, however the rooms are located in a very local shopping mall with lots of loitering outside, very noisy, no windows so felt claustrophobic. The outside was dirty , crowded and noisy I did not feel safe enough to stay there so I left."
United States
chevone
The price is £80
includes taxes & fees
7 Jun - 8 Jun
Sky Beach Rooms
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 Greenwood Hotel Reviews

Find out more about Greenwood

Everything you need to know about Greenwood 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 Greenwood 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 Greenwood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greenwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwood. 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 Greenwood 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 Greenwood holiday rentals we have selected for you start as low as £67 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood 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 Greenwood 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 Greenwood 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 Greenwood. 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

Are there holiday rentals in Greenwood?

Yes, there are holiday rentals close to the most popular sights in Greenwood, or you can select a more secluded option if you're looking for a relaxing stay. Greenwood is known for its local tours and seaside.

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

Sunshine Lodge- Your Home Away From Home: This highly rated holiday home rental in Greenwood is located by the ocean, and has a private balcony, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Greenwood?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Greenwood stay.

What’s there to see and do in Greenwood?

Explore the area and family-friendly sights such as Montego Bay Marine Park, or get out into nature at a spot like Martha Brae River. Greenwood Great House and Rose Hall Great House are a couple of places you'll find in the wider area.

What’s a holiday rental in Greenwood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greenwood. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you to 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 a popular option for a family trip or a small group gathering.