A flag with diagonal stripes of green, yellow, and black.

May Pen Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for May Pen holiday rentals

1. Relax N SunShine Peaceful, Retreat

Relax N SunShine Peaceful, Retreat
May Pen
4.8 out of 10, (3 reviews)
"I enjoyed my brief stay with my son we were received warmly. The vibes were awesome. Nice garden area also."
United States
Mikisa
The price is NZ$90
includes taxes & fees
3 Sept - 4 Sept
Relax N SunShine Peaceful, Retreat

2. Relax and enjoy in this beautiful home in a quiet neighbourhood.

Relax and enjoy in this beautiful home in a quiet neighbourhood.
Mineral Hieghts
The price is NZ$255
includes taxes & fees
28 Aug - 29 Aug
Relax and enjoy in this beautiful home in a quiet neighbourhood.

3. A Georgian Style Home Set amid Farmlands on an Acre of Land ; Master Room

A Georgian Style Home Set amid Farmlands on an Acre of Land ; Master Room
Sandy Bay
The price is NZ$256
includes taxes & fees
19 Aug - 20 Aug
A Georgian Style Home Set amid Farmlands on an Acre of Land ; Master Room

4. Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
The price is NZ$350
includes taxes & fees
2 Sept - 3 Sept
Harbour Oasis Retreat - Charming 2 Bedroom House

5. Cozy Relaxing Home in Old Harbour

Cozy Relaxing Home in Old Harbour
2.0 star property
Old Harbour
The price is NZ$23,180
includes taxes & fees
30 Aug - 31 Aug
Cozy Relaxing Home in Old Harbour

6. Family-friendly Serenity 2-bedroom house with AC in Old Harbour

Family-friendly Serenity 2-bedroom house with AC in Old Harbour
Old Harbour
The price is NZ$432
includes taxes & fees
19 Aug - 20 Aug
Family-friendly Serenity 2-bedroom house with AC in Old Harbour

7. Mountain Top Villa

Mountain Top Villa
3.5 star property
Mandeville
8.2 out of 10, Very good, (28 reviews)
"Hotal it self was beautiful , lay out great , room was a bit small but manageable. Overall a great stay I would highly recommend"
United Kingdom
Robert
The price is NZ$158
includes taxes & fees
19 Aug - 20 Aug
Mountain Top Villa

8. Serenity Oasis Apartment

Serenity Oasis Apartment
2.0 star property
Spanish Town
The price is NZ$206
includes taxes & fees
26 Aug - 27 Aug
Serenity Oasis Apartment

9. Charming refuge at Colbeck Manor

Charming refuge at Colbeck Manor
Old Harbour
10.0 out of 10, Exceptional, (2 reviews)
"Host Duwayne was excellent, very attentive, house was clean and comfy. Would stay again "
United States
chin
The price is NZ$281
includes taxes & fees
23 Aug - 24 Aug
Charming refuge at Colbeck Manor

10. Cozy upstairs apartment for two with great views. Book your stay today.

Cozy upstairs apartment for two with great views. Book your stay today.
Williamsfield
10.0 out of 10, Exceptional, (1 review)
"Our stay was excellent. The Hosts are very gracious and kind. The property is very clean and welcoming. We are very appreciative of all the complementary teas coffees, and other beverages left there for us to sample.We will be booking a return, hopefully sometime over the summer"
United States
Janea G.
The price is NZ$178
includes taxes & fees
23 Aug - 24 Aug
Cozy upstairs apartment for two with great views. Book your stay today.

11. Caldo Tours

Caldo Tours
2.5 star property
Ewarton
10.0 out of 10, Exceptional, (3 reviews)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
The price is NZ$220
includes taxes & fees
23 Aug - 24 Aug
Caldo Tours

12. Chic Studio Retreat w/ King Bed, Fireplace + Pool

Chic Studio Retreat w/ King Bed, Fireplace + Pool
Mandeville
The price is NZ$272
includes taxes & fees
19 Aug - 20 Aug
Chic Studio Retreat w/ King Bed, Fireplace + Pool

13. Tuscany Sun Villa at Legacy Townhouse

Tuscany Sun Villa at Legacy Townhouse
2.0 star property
Thompson Town
The price is NZ$1,463
includes taxes & fees
23 Aug - 24 Aug
Tuscany Sun Villa at Legacy Townhouse

14. Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
3.0 star property
Sandy Bay
The price is NZ$822
includes taxes & fees
19 Aug - 20 Aug
Sandy Bay Paradise Retreat - 7 Bedrooms

15. Home in St. Catherine section 2

Home in St. Catherine section 2
Spanish Town
9.0 out of 10, Wonderful, (2 reviews)
"Have no complaints, my stay was a great stay "
United States
Icashea M.
The price is NZ$217
includes taxes & fees
12 Sept - 13 Sept
Home in St. Catherine section 2

16. Stylish 1BR Retreat 2 Queen Beds Quiet Upscale Area 15 mins to Town & Beaches

Stylish 1BR Retreat 2 Queen Beds Quiet Upscale Area 15 mins to Town & Beaches
Spanish Town
The price is NZ$171
includes taxes & fees
19 Aug - 20 Aug
Stylish 1BR Retreat 2 Queen Beds Quiet Upscale Area 15 mins to Town & Beaches

17. Immaculate 2-Bed Apartment in Spanish Town

Immaculate 2-Bed Apartment in Spanish Town
Spanish Town
The price is NZ$134
includes taxes & fees
19 Aug - 20 Aug
Immaculate 2-Bed Apartment in Spanish Town

18. The White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi

The White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi
Spanish Town
The price is NZ$181
includes taxes & fees
16 Sept - 17 Sept
The White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi

19. Private Upstairs Retreat – 4BR Home, King Suite & Panoramic Views – Mandeville

Private Upstairs Retreat – 4BR Home, King Suite & Panoramic Views – Mandeville
Mandeville
4.8 out of 10, (3 reviews)
"Owner was very responsive and extremely accommodating and compassionate, especially when we had a travel/Transportation issue. I appreciated so much his care in the matter."
United States
Natalie
The price is NZ$268
includes taxes & fees
20 Aug - 21 Aug
Private Upstairs Retreat – 4BR Home, King Suite & Panoramic Views – Mandeville

20. Cozy 2-bedroom stay with fireplace, AC, Wi-Fi and Comfort

Cozy 2-bedroom stay with fireplace, AC, Wi-Fi and Comfort
Horizon Park
The price is NZ$307
includes taxes & fees
19 Aug - 20 Aug
Cozy 2-bedroom stay with fireplace, AC, Wi-Fi and Comfort
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.
Save an average of 15% on thousands of hotels when you're signed in

Top May Pen Hotel Reviews

Find out more about May Pen

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

May Pen holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in May Pen. 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 May Pen 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 May Pen holiday rentals we have selected for you start as low as NZ$134 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on May Pen rentals

At Expedia, we put the best May Pen 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 May Pen 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 May Pen 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 May Pen. 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 May Pen?

Yes, there are holiday rentals close to the most popular sights in May Pen, or you can select a more secluded option if you're looking for a relaxing stay.

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

Phoenix Park Villas Portmore: This holiday home rental outside of May Pen offers a private balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Our travellers also rate Relax and enjoy in this beautiful home in a quiet neighbourhood. as a favourite home for rent in May Pen.

How many holiday rentals are there in May Pen?

Choose from 7 Expedia holiday rentals in May Pen for a memorable holiday.

What can I see and do in May Pen?

While exploring the area, visit family-friendly sights like Wynter's Park & Farm, or get outside and enjoy nature at Cecil Charlton Park. Milk River Bath and Northern Caribbean University are a couple of places you'll find in the wider area.

What are holiday rentals like in May Pen?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in May Pen. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for families.