Holiday houses in May Pen

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in May Pen

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Superhost
A single-story home with a welcoming front porch is showcased. Light yellow and creamy white exterior walls are complemented by a manicured lawn and garden. A small outdoor table and chairs are set on the porch, with a pathway of stones leading to the entrance.
Home in Old Harbour
4.84 out of 5 average rating, 25 reviews

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.

Guest favourite
Home in Old Harbour
4.94 out of 5 average rating, 83 reviews

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.

Guest favourite
A comfortable seating area showcases two light gray sofas with a geometric area rug beneath. A round coffee table with a decorative tray is centered between the sofas. Large windows are adorned with light blue curtains, allowing natural light to illuminate the space.
Home in May Pen
4.88 out of 5 average rating, 8 reviews

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.

Guest favourite
A spacious kitchen area features light blue walls and marble flooring. A large island with two stools is positioned centrally, complemented by modern cabinetry. A six-burner gas stove with an oven is situated against the wall, with ample natural light filtering through the windows.
Home in May Pen
4.87 out of 5 average rating, 31 reviews

The Rose Garden (2 A/Cs + 2 baths)

Duplex in peaceful location near Glenmuir Rd. This listing is unit #2 with over 40 amenities, including private entrance, A/C, WiFi, 3 Smart TVs, Hot water, 2 bedrooms (1 en-suite), 2 bathrooms, living/dining areas, equipped kitchen, front & back porch and other amenities designed for your comfort. Only 3 min. from Highway 2000, Guests are centrally located with access to north, east and west coasts and minutes away from grocery store, entertainment, malls & restaurants in May Pen

Top Guest favourite
A decorative entrance sign displaying 'Colbeck Manor' is mounted on a beige wall. Surrounding greenery features well-maintained flowering plants, adding a touch of color against the background of a clear blue sky.
Home in Old Harbour
5 out of 5 average rating, 22 reviews

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!

Guest favourite
A modern kitchen is presented with dark cabinetry and a granite countertop. Kitchen appliances, including a microwave, stove, and double-door refrigerator, provide functionality. A dining table set for two is featured, with a glass and decorative elements, enhancing the space's practical appeal.
Apartment in May Pen
4.89 out of 5 average rating, 46 reviews

Home

Kick back and relax in this calm, stylish space. Home is centrally located in a gated secure premises in May Pen, Clarendon. It is 2 mins from the nearest hospital. Doctors offices, restaurants, shopping, spas, salons, etc. Attractions in Clarendon includes, the Milk River Mineral bath, Farquahar beach, salt River mineral spring and other hidden gems. Home is also 2 mins away from the high way 2000.

Guest favourite
A modern living space is presented, featuring a comfortable sectional sofa and an ottoman. An entertainment unit displays a large screen showcasing the Netflix logo. The kitchen area is visible, with bar stools arranged at a sleek counter, and natural light filters through the window.
Home in Old Harbour
4.95 out of 5 average rating, 40 reviews

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.

Superhost
Home in Four Paths
4.77 out of 5 average rating, 13 reviews

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

Superhost
A neutral-toned bedroom features a spacious bed with a tufted headboard, flanked by nightstands. Light curtains frame the window, and a cozy seating area with a two-tone sofa is positioned nearby. A textured area rug adds warmth to the tile flooring.
Apartment in Four Paths
4.84 out of 5 average rating, 31 reviews

Home Away From Home 4

Our Home Away From Home can be your next destination for a getaway of any type. Whether it's for a long or short stay we welcome you. Our peaceful 1-bedroom apartment fully renovated and equipped with everything for your comfort.

Top Guest favourite
A spacious living area features a large sectional sofa with bright yellow accent pillows. A sleek 85” smart TV is mounted on the wall opposite a patterned rug. Light streams in through glass doors that open to an outdoor area, enhancing the room's bright atmosphere.
Home in Paisley
5 out of 5 average rating, 14 reviews

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.

Guest favourite
The entrance of a single-story home is framed by a well-maintained garden. A stone façade is complemented by a gabled roof and a large shaded porch. A wrought iron gate leads to the driveway, providing access to a garage with a closed door.
Home in Mineral Hieghts
4.83 out of 5 average rating, 35 reviews

Mineral Heights

Relax with the whole family at this peaceful place to stay. Environment is very nice, clean and safe!

Guest favourite
A brightly colored two-story house features a blue roof and yellow exterior walls. The driveway leads to the entrance, with palm trees framing the property. A gravel area is visible in the foreground, along with a glimpse of lush greenery beyond the house.
Apartment in May Pen
5 out of 5 average rating, 9 reviews

Hvista Available for short term

This special place is close to everything, making it easy to plan your visit.

Popular amenities for May Pen holiday rentals

When is the best time to visit May Pen?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$148 NZD$148 NZD$163 NZD$163 NZD$163 NZD$196 NZD$201 NZD$210 NZD$166 NZD$206 NZD$246 NZD$246 NZD
Avg. temp27°C27°C27°C28°C29°C29°C30°C30°C29°C29°C28°C27°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in May Pen?

    Yes! Work meets play with ease at over 10 vacation rentals in May Pen featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in May Pen have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in May Pen. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in May Pen?

    Experience the best of May Pen with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Apartment Rentals in May Pen?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in May Pen?

    May Pen has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in May Pen have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in May Pen. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in May Pen have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in May Pen. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in May Pen have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in May Pen. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in May Pen

  • Total holiday rentals

    Explore 40 holiday rentals in May Pen

  • Nightly prices starting at

    May Pen holiday rentals start at $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 160 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of May Pen holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across May Pen rentals

  • 4.9 Average rating

    May Pen stays are highly rated by guests—averaging 4.9 out of 5!

  1. Airbnb
  2. Jamaica
  3. Clarendon
  4. May Pen