
House holiday rentals in May Pen
Find and book unique houses on Airbnb
Top-rated house rentals in May Pen
Guests agree: these houses are highly rated for location, cleanliness and more.

Cool Cozy Cottage II. 2 bedroom oasis Free parking
This beautiful 2 bedroom 1 bathroom home is located in the peaceful community of Aviary Old Harbour. Relax in comfort in Queen size bed in the main room with ac comfort. The second room is equipped with two twin beds. 24hrs camera that monitors the entrance. The location gives easy access to the Highway leading to Kingston, Ocho Rios and Montego Bay and also to Mandeville. Enjoy modern amenities with access to wifi and our outdoor verandah. Checkin with through the use of our key box system.

Nicely Furnished-1BR/24hr Sec./AC/Fast Wi-Fi/ NHV4
Come relax a while at this centrally-located place in New Harbour Village. Located on a quiet street this home is clean, comfortable and cozy with a stylish design. Enjoy waking up in a comfy queen-size bed, having a warm rain shower bath, eating your choice of foods and selecting your choices for entertainment. You will be two minutes away from the Old Harbour Town Centre where you can enjoy local foods, shopping and round town travels. What are you waiting for? Come! You will love it here.

Kgap Ranch,3 bedrooms with private pool and gym
KGAP Ranch, a perfect family getaway. Enjoy the experience that this 3 bedroom,3.5 bathroom oasis has to offer. Located in a quiet,safe & centrally located neighborhood. Less than 3 minutes access to high way 2000, 30 minutes from Kingston where major attractions like Usain Bolt tracks & records,Club Meca, Macau Gaming lounge & Bar.We are one hour away from excursions in Ocho Rios.KGAP Ranch is equipped with coded doors & security gates. Our host is responsive and reachable 24 hours.

Camerons Cove-378 Home in Whim Estates Old Harbour
A cozy and well-appointed space designed for comfort and relaxation in a gated and secured community. Located in a convenient and desirable area, you’ll love the warm and welcoming atmosphere, perfect for families, couples, or solo travelers. What makes it so special is the thoughtful amenities, stylish decor, and personalized touches that make you feel right at home. Whether you’re looking for a peaceful retreat or easy access to local attractions, we offer you an unforgettable stay.

Modern Home (Gated Community) Old Harbour NHV3
New modern Gated Comm. 1 King, 1 Queen bed, 2 baths located in NHV3, Old Harbour with GAZEBO and BAR. This amazing home also decked with LED Lighing, 1 Kitch and laundry. It's fully A/C in Living n Bed Rm. Grilled with 24/7 security, Smart lock, Free NetFlix, also CCTV Cameras for your safety, a fire place. All furnitures are brand new to suit your needs. This is situated closed to Restaurant, Jerk Centre, KFC, Juici Beef, High 2000, 30mins portmore, spanish Town 1 hour to Ocho Rios.

Chillax Manor Your Private Oasis for Relaxation
Get this entire space with Pool access! Nestled in a gated community, Chillax Manor is perfect for your next getaway. The Manor offers you a luxury hotel feel. It is the getaway that your family will enjoy while being centrally located place to everything. You deserve to chill in this impeccable two-bedroom, one-bathroom peaceful spot with a pergola. Chillax Manor is also equipped with the necessary toiletries and a few complimentary beverages/snacks.

Colbeck364 Comfort Stay
Colbeck364 Comfort Stay – Relax in Style! Welcome to Colbeck364 Comfort Stay, a fully air-conditioned retreat in Colbeck Manor, Old Harbour, St. Catherine. Enjoy a community pool, gym, high-speed Wi-Fi, and Smart TV. The home features a fully equipped kitchen, stylish interiors, and a secure gated community. Just minutes from Old Harbour town, shopping, and major highways. Book now for a relaxing and comfortable stay!

Central & Stylish 2BR, Comfy, Low Cost & Games
Bring the family to this cozy 2BR stay close to town! Relax in a stylish space with a full kitchen, comfy living room, and PS4 entertainment for kids (and adults!). Everything you need, shops, dining, and attractions, is just minutes away. With easy access and a welcoming atmosphere, this is the perfect family base for both fun and relaxation.

2 Bed 1 bath Home Away From Home _(Hot Water)
Amenities Included- ✅Heated water ✅Multiple Car parking spaces ✅24 Hour security systems available for the safety of our guests. ✅Air conditioning In all bedrooms ✅Porch For seating And more. Washer and dryer Oven and Stove Coffee Machine Microwave

The Rose Petal
This one Bedroom and one bathroom suite with A/C in bedroom, WiFi, Smart TV, large spacious kitchen, living and dining, in-unit laundry area, washer, balconies, hot water, and many other amenities will make you feel right at home.

Trenz De Luxe
Live the lifestyle you deserve! Trenz De Luxe is an exquisite property nestled in a prestigious gated community, just outside May Pen town centre. The home offers the perfect blend of luxury, convenience, and style.

Mineral Heights Right-Spot
Relax and enjoy in this spacious house. It is the perfect hideout spot, there is a security camera so guests can see who is coming for added security
Popular amenities for house rentals in May Pen
House rentals with a pool

James Manor 1BR

Modern 2BR, Pool & Beach Access Included Nearby

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

Oak Estate 2 bed 2bath| Pool & Gym|24hrSec.

Comfort Cottage | private pool | 24hr security

Serene Vistas, Caymanas Country Club

Colbeck Villa

The Caymanas Villa
Weekly house rentals

The Darling Hive (Fully A/c)

Viv & Kev's home away from home

Avi's Luxury Haven: Modern, Cozy and Quiet Getaway

Green Grandeur

"Exquisite, holiday home in Portmore".

Gated Cozy Urban Luxe Retreat

K&W comfort suite Fully air condition, gated.

Phoenix Sunshine Suite
Private house rentals

The Palms at Phoenix

Cozy Groundfloor 2BR Getaway in Old Harbour.

Oasis Air BnB

Caribbean Dream II

Cozy and spacious home.

Cozy Retreat

Phoenix Garden Inn(home in Portmore)

Gated Home 2: A/C, Airport Pickup, 15 min to Beach
Quick stats about house rentals in May Pen

Total holiday rentals
Explore 10 holiday rentals in May Pen

Nightly prices starting at
May Pen holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 70 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of May Pen holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across May Pen rentals

4.8 Average rating
May Pen stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Ocho Rios Holiday rentals
- Negril Holiday rentals
- Portmore Holiday rentals
- Mandeville Holiday rentals
- Santiago de Cuba Holiday rentals
- Holguín Holiday rentals
- Guardalavaca Holiday rentals
- Treasure Beach Holiday rentals
- Old Harbour Holiday rentals
- Discovery Bay Holiday rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Hellshire Beach
- Phoenix Park Village
- Hope Botanical Gardens
- Emancipation Park
- YS Falls
- Reggae Beach
- Fort Clarence Beach
- Green Grotto Caves
- Sabina Park
- Rafjam Bed & Breakfast
- Floyd's Pelican Bar
- University of the West Indies
- Lovers Leap
- Somerset Falls
- Strawberry Hill
- Whispering Seas
- Bob Marley's Mausoleum
- Devon House
- Turtle River Park
- Martha Brae Rafting Village
- Independence Park
- Dolphin Cove Ocho Rios




