Westmoreland Holiday Rentals

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Top Cities in Westmoreland

Our top choices for Westmoreland holiday rentals

Holiday Home in Cave District

Firefly cottage with Ocean view
10.0 out of 10, Exceptional, (27)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is NZ$135
includes taxes & fees
31 Dec - 1 Jan 2026
Firefly cottage with Ocean view

Holiday Home in Cave

Dragon fly Cottage
10.0 out of 10, Exceptional, (7)
"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
The price is NZ$142
includes taxes & fees
31 Dec - 1 Jan 2026
Dragon fly Cottage
9.0 out of 10, Wonderful, (2)
"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.
The price is NZ$137
includes taxes & fees
29 Dec - 30 Dec
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Aparthotel in Negril

Beach House Condos Negril
3.5 star property
9.0 out of 10, Wonderful, (57)
"The unit was better than expected, very spacious, clean, and full of amenities. Furniture, beds, snd AC all great! I will be returning snd rentong beach view. Great prices too! Restaurant served one of the best ackee and saltfish breakfastvall trip! Security was also vey friendly abd generous!"
United States
Mark
The price is NZ$408
includes taxes & fees
10 Jan - 11 Jan 2026
Beach House Condos Negril
10.0 out of 10, Exceptional, (3)
"My family and I stayed for 2 days and it was unforgettable! The place was clean and tidy! Jordan (host) offered great recommendations for restaurants nearby- many within walking distance. Rick’s cafe across the street with amazing views! We had a great time and can’t wait to be back "
United States
Bridgette A.
The price is NZ$270
includes taxes & fees
26 Dec - 27 Dec
Bak A Yaad Timberland Cottage
4.0 star property
The price is NZ$205
includes taxes & fees
26 Dec - 27 Dec
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
9.4 out of 10, Exceptional, (3)
"The staff was soooooo nice and helpful. Jordan personally went above and beyond to help us out and feel very welcome. They upgraded us free of charge because the cottage was available. The cottage we stayed in was very cute and clean. 10/10 would go back if ever in negril."
United States
Megan T.
The price is NZ$251
includes taxes & fees
26 Dec - 27 Dec
Bak A Yaad Sapphire Blue Cottage
10.0 out of 10, Exceptional, (7)
"Jean was an awesome host."
Canada
Tammy
The price is NZ$263
includes taxes & fees
31 Dec - 1 Jan 2026
Negril Beach Condo - Jamaica - Hotel Room, no kitchen, Unit 3

Apartment in West End

SeaEsta Negril
9.0 out of 10, Wonderful, (2)
"I was the first person to occupy this beautifully, newly renovated apartment. Naturally, there were a few items needed, such as an iron and ironing board, kitchen knives, a pot, oven gloves, etc., and both Lina and Gerome, the onsite maintenance man, were not only quick in obtaining and supplying such things, they were very appreciative of the feedback. Air Conditioning, hot and cold water were all functional, and I understand a swimming pool is being renovated also. This property is just...
Canada
Sylvia F.
The price is NZ$240
includes taxes & fees
3 Jan - 4 Jan 2026
SeaEsta Negril
10.0 out of 10, Exceptional, (1)
"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.
The price is NZ$120
includes taxes & fees
26 Dec - 27 Dec
The Artist cabin is a mountain cabin overlooking the sea and coastline

Villa in Westmoreland

Luxury ocean view villa
7.6 out of 10, Good, (4)
"Chef Donna if we could take her home with us we would! Anything that you need Marvette, Marca or Sheldon will get for you! We will definitely be back with a group again! I promise you , you won’t be disappointed!"
United States
Danete G.
The price is NZ$351
includes taxes & fees
1 Jan - 2 Jan 2026
Luxury ocean view villa

Villa in West End

Idle Awhile Cliffs
3.5 star property
9.0 out of 10, Wonderful, (119)
"We adored this “rustic” property with its early morning birdsong, simple clean (very clean!) rooms and lovely pool overlooking the ocean. Delicious breakfast poolside or on our terrace. Courteous and kind staff. Highly recommend!"
United States
Pamela
Idle Awhile Cliffs
9.4 out of 10, Exceptional, (3)
"This apartment is in the perfect location to downtown Negril. It is situated in a private apartment complex above a modern grocery store, shopping area, and food court. It is very easy to walk to the downtown area banks, restaurants, and local taxi to go up 7 Mile Beach. I had an issue with check in not reading the instructions properly and realizing I was trying the wrong lock box. Shawna k went above and beyond with whatever I needed in the apartment, and extension cord, even when the internet...
Canada
Sylvia F.
The price is NZ$231
includes taxes & fees
11 Jan - 12 Jan 2026
Apartment with sea view w / attic, central location, Negril
The price is NZ$240
includes taxes & fees
26 Dec - 27 Dec
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!

Holiday Home in Savanalamar

Muris Light Sanctuary
10.0 out of 10, Exceptional, (1)
"Host was attentive and super nice to deal with. Great stay. No air conditioning but was pleaaant regardless. "
Canada
Leeann D.
The price is NZ$228
includes taxes & fees
26 Dec - 27 Dec
Muris Light Sanctuary
10.0 out of 10, Exceptional, (2)
"This place is so much different then where I usual stay. I loved it, it was perfect for my husband and I to reconnect and just fall in love again"
United States
Gemma L.
Bak a Yaad Caribbean Blue Cottage

Villa in West End

Villas Sur Mer
4.0 star property
8.8 out of 10, Excellent, (149)
"Amazing as always!!! "
United States
ronesha
The price is NZ$403
includes taxes & fees
9 Jan - 10 Jan 2026
Villas Sur Mer

Apartment in Negril

Eleven30 Luxury Apartments
3.0 star property
Eleven30 Luxury Apartments
9.6 out of 10, Exceptional, (18)
"This place is EXACTLY as it is advertised! My husband and i vacationed here with another couple. The place was beautiful, the beach was beautiful and the staff was AMAZING. We will be back!"
United States
Sandy M.
Beach House Condos Lower Jungle House - 7mile Beach Jamaica

Aparthotel in Negril

Negril Beachside
2.0 star property
The price is NZ$313
includes taxes & fees
26 Dec - 27 Dec
Negril Beachside
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 Westmoreland Hotel Reviews

Find out more about Westmoreland

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

Westmoreland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westmoreland. 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 Westmoreland 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 Westmoreland holiday rentals we have selected for you start as low as NZ$205 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westmoreland rentals

At Expedia, we put the best Westmoreland 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 Westmoreland 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 Westmoreland 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 Westmoreland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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