A beach with clear turquoise waters, a sandy shore, and a rocky outcrop with a gazebo.

Greenwood Holiday Rentals

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Our top choices for Greenwood holiday rentals

1. Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.6 out of 10, Good, (5 reviews)
"It was beautiful on the inside and had an amazing view of Montego Bay."
United States
AGNES
The price is NZ$125
includes taxes & fees
6 Nov - 7 Nov
Sunshine Lodge- Your Home Away From Home

2. Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
4.0 star property
Falmouth Historic Town Centre
10.0 out of 10, Exceptional, (21 reviews)
"This is my first time staying here, and it is a must-do! It has a great location, 24/7 security, and amazing amenities! The peace of the surrounding areas was also a great benefit to staying here! "
United States
Marcia
The price is NZ$369
includes taxes & fees
17 Oct - 18 Oct
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

3. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (29 reviews)
"Property was clean and host was accommodating. We had an additional request and host was able to assist."
United States
Sabrina
The price is NZ$198
includes taxes & fees
7 Oct - 8 Oct
Claudeville Condo

4. Lawrence Pool House

Lawrence Pool House
3.5 star property
Ironshore
6.8 out of 10, (73 reviews)
"Very convenient and the apartment had everything you needed to feel at home"
United Kingdom
Vincent
Lawrence Pool House

5. Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.6 out of 10, Exceptional, (40 reviews)
"Great location . The studio is very convenient. Host is very responsive and always willing to help and go the extra mile. Muhammad was super helpful. Will definitely return anytime I visit. Highly recommended"
United Kingdom
Dapea
The price is NZ$195
includes taxes & fees
8 Oct - 9 Oct
Montego Bay Ironshore Luxury Studios

6. Hospitality Expert CB4

Hospitality Expert CB4
3.5 star property
Montego Bay
8.2 out of 10, Very good, (32 reviews)
"Felt like home away from home."
United States
paul
The price is NZ$274
includes taxes & fees
26 Oct - 27 Oct
Hospitality Expert CB4

7. BTS8

BTS8
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
The price is NZ$288
includes taxes & fees
8 Oct - 9 Oct
BTS8

8. Angels Hideaway Blue Room

Angels Hideaway Blue Room
2.0 star property
Ironshore
9.8 out of 10, Exceptional, (6 reviews)
"Very convenient location, very affordable. And very clean. The host took good care of us. "
United States
DUSTIN
The price is NZ$152
includes taxes & fees
9 Oct - 10 Oct
Angels Hideaway Blue Room

9. "The Hideaway Suite — The Archway's Most Private Escape, Ocean in View"

"The Hideaway Suite — The Archway's Most Private Escape, Ocean in View"
Falmouth
The price is NZ$234
includes taxes & fees
7 Oct - 8 Oct
"The Hideaway Suite — The Archway's Most Private Escape, Ocean in View"

10. Montego Bay Ironshore Luxury GOLD ROOM

Montego Bay Ironshore Luxury GOLD ROOM
2.0 star property
Ironshore
The price is NZ$157
includes taxes & fees
7 Oct - 8 Oct
Montego Bay Ironshore Luxury GOLD ROOM

11. Hospitality Expert SF

Hospitality Expert SF
3.5 star property
Montego Bay
8.4 out of 10, Very good, (6 reviews)
"The property was beautiful and offered great views and even had a small private pool. The space was welcoming and large, perfect for a small family! We do recommend the resort, especially during hot months, to have the AC units serviced appropriately as there aren’t many close dining options so most meals are prepared in the home, and no AC in the kitchen was miserably hot. We did have a difficult time after check in to get in touch with the resort to arrange transportation in a timely manner....
United States
William
The price is NZ$402
includes taxes & fees
11 Oct - 12 Oct
Hospitality Expert SF

12. Villa Jamaica

Villa Jamaica
3.0 star property
Hague
9.2 out of 10, Wonderful, (25 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 NZ$378
includes taxes & fees
3 Nov - 4 Nov
Villa Jamaica

13. Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.6 out of 10, (98 reviews)
"Overall great location w/great Ocean Views, various activities and very close to airport. However, property really needs repairs and renovations."
United States
JAMIE
The price is NZ$282
includes taxes & fees
11 Oct - 12 Oct
Montego Bay Club Beach Resort

14. Half Hill 1BR

Half Hill 1BR
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"The property was convenient to the airport about 10 minutes without traffic. Villas was clean and exactly as shown. On-site staff was attentive and very responsive, so was the entire hospitality expert team. Would stay again."
United States
Nye
The price is NZ$349
includes taxes & fees
7 Oct - 8 Oct
Half Hill 1BR

15. 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 NZ$196
includes taxes & fees
7 Oct - 8 Oct
Short and longTerm ,Vacational rental home.

16. La Rose Apartment Jamaica

La Rose Apartment Jamaica
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"The property was very clean and relaxing. The resident host was very courteous, kind and accommodating."
United States
Earl
La Rose Apartment Jamaica

17. Hospitality Expert CB1

Hospitality Expert CB1
3.5 star property
Montego Bay
8.0 out of 10, Very good, (16 reviews)
"Unfortunately, I would not stay at this property again. The listing and pricing were misleading, and there seemed to be unexpected charges and restrictions that were not clearly communicated upfront. This is a two-bedroom, two-bathroom property advertised for up to four people, yet I was charged for three “extra” people, including my 7-year-old child. I was also surprised to learn that guests were apparently not allowed. The most uncomfortable part of the stay happened around 9:45 PM when the...
United States
Beneita
The price is NZ$257
includes taxes & fees
27 Oct - 28 Oct
Hospitality Expert CB1

18. Hospitality Expert Eden

Hospitality Expert Eden
4.0 star property
Montego Bay
8.8 out of 10, Excellent, (6 reviews)
"Yes fabulous view Beautiful and tranquil Lorna was so welcoming and made us feel welcome! Would return again. "
United Kingdom
Jonnette
The price is NZ$843
includes taxes & fees
13 Oct - 14 Oct
Hospitality Expert Eden

19. Blue Turquoise Sea Villa

Blue Turquoise Sea Villa
2.5 star property
Montego Bay
The price is NZ$401
includes taxes & fees
7 Oct - 8 Oct
Blue Turquoise Sea Villa

20. Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
8.0 out of 10, Very good, (4 reviews)
"Beautiful and peaceful property. I would definitely visit again. Perfect for large groups and families."
Canada
Kervin
The price is NZ$622
includes taxes & fees
8 Oct - 9 Oct
Half Hill 3BR
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, 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 NZ$125 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 Cinnamon Hill Golf Course 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.