Discover Your Perfect Shettlewood Vacation Homes

Best Vacation Homes in Shettlewood

10.0
Exceptional
(217 Reviews)
5000 ft² 12 Guests 5 Bedrooms 5 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $1,615/Night For 7 Nights US $11,305
10.0
Exceptional
(12 Reviews)
118.4 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • View
  • Parking
  • Air Conditioner
US $90/Night For 7 Nights US $630
10.0
Exceptional
(475 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Pool
  • Balcony/Terrace
  • Breakfast
US $220/Night For 7 Nights US $1,540
10.0
Exceptional
(198 Reviews)
5000 ft² 8 Guests 4 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Pool
  • Ocean View
US $1,536/Night For 7 Nights US $10,751
10.0
Exceptional
(5 Reviews)
796.53 ft² 4 Guests 2 Bedrooms 1 Bathroom
Free Cancellation House
  • View
  • Parking
  • Air Conditioner
US $145/Night For 7 Nights US $1,015
10.0
Exceptional
(141 Reviews)
9000 ft² 17 Guests 6 Bedrooms 5 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Hot Tub
US $1,744/Night For 7 Nights US $12,205
10.0
Exceptional
(139 Reviews)
5000 ft² 10 Guests 4 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $1,509/Night For 7 Nights US $10,564
10.0
Exceptional
(94 Reviews)
3000 ft² 10 Guests 5 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $699/Night For 7 Nights US $4,893

Shettlewood Luxury Rentals

New
20000 ft² 22 Guests 11 Bedrooms 10 Bathrooms
Family Friendly Villa
  • Fireplace/Heating
  • Pool
  • Pet Friendly
Unlock the Best Price
New
11000 ft² 18 Guests 7 Bedrooms 8 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Hot Tub
US $8,837/Night For 7 Nights US $61,861
New
12 Guests 6 Bedrooms 6 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $8,108/Night For 7 Nights US $56,757
New
20 Guests 10 Bedrooms 10 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $7,648/Night For 7 Nights US $53,537
10.0
Exceptional
(1 Review)
20 Guests 10 Bathrooms
Ocean View Resort
  • Private Pool
  • Spa
  • Pool
US $7,480/Night For 7 Nights US $52,360
New
14 Guests 7 Bedrooms 6 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $7,135/Night For 7 Nights US $49,943
New
12 Guests 6 Bedrooms 5 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $6,492/Night For 7 Nights US $45,446
New
10 Guests 5 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $5,936/Night For 7 Nights US $41,553

Shettlewood Pet Friendly Vacation Rentals

10.0
Exceptional
(66 Reviews)
5 Guests 3 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $332/Night For 7 Nights US $2,324
10.0
Exceptional
(1 Review)
4 Guests 1 Bedroom 2 Bathrooms
Free Cancellation Apartment
  • View
  • Pet Friendly
  • Parking
US $113/Night For 7 Nights US $791
New
1 Bedroom 1 Bathroom
Ocean View House
  • Oceanfront
  • Pool
  • Ocean View
US $267/Night For 7 Nights US $1,868
10.0
Exceptional
(10 Reviews)
2 ft² 7 Guests 4 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $280/Night For 7 Nights US $1,963
9.7
Exceptional
(7 Reviews)
1194.79 ft² 5 Guests 2 Bedrooms 3 Bathrooms
Free Cancellation Apartment
  • Pet Friendly
  • Parking
  • Air Conditioner
US $45/Night For 7 Nights US $315
10.0
Exceptional
(4 Reviews)
320 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
US $135/Night For 7 Nights US $945
10.0
Exceptional
(3 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $400/Night For 7 Nights US $2,800
10.0
Exceptional
(3 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Ocean View
  • Balcony/Terrace
US $196/Night For 7 Nights US $1,370

Shettlewood Large Vacation Homes

10.0
Exceptional
(91 Reviews)
6900 ft² 14 Guests 5 Bedrooms 5 Bathrooms
Ocean View Villa
  • Private Pool
  • Pool
  • Ocean View
US $2,109/Night For 7 Nights US $14,761
10.0
Exceptional
(1 Review)
2 Guests 5 Bedrooms 1 Bathroom
Free Cancellation Apartment
  • Private Beach
  • Oceanfront
  • Ocean View
US $80/Night For 7 Nights US $560
10.0
Exceptional
(1 Review)
1 Bedroom 1 Bathroom
Family Friendly Villa
  • Pool
  • Kitchen
  • Internet
US $262/Night For 7 Nights US $1,831
10.0
Exceptional
(83 Reviews)
8 Guests 4 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Pool
  • Ocean View
US $730/Night For 7 Nights US $5,110
9.5
Exceptional
(190 Reviews)
223.89 ft² 10 Guests 5 Bedrooms 5 Bathrooms
Ocean View Bed & Breakfast
  • Oceanfront
  • Pool
  • Ocean View
US $183/Night For 7 Nights US $1,282
10.0
Exceptional
(76 Reviews)
6000 ft² 10 Guests 5 Bedrooms 5 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $1,124/Night For 7 Nights US $7,870
10.0
Exceptional
(53 Reviews)
8 Guests 5 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Pool
  • Ocean View
US $900/Night For 7 Nights US $6,300
10.0
Exceptional
(50 Reviews)
8000 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $1,163/Night For 7 Nights US $8,141

Why Choose Rent By Owner for your Shettlewood Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Shettlewood

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit ensures you can fully enjoy this destination’s inviting climate and vibrant local culture, making your stay here truly memorable.

Peak Season Highlights

spring
December to April

During these months, the area experiences its peak season with warm, sunny weather ideal for outdoor activities and beach relaxation.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 70°F to 75°F
spring
July to August

This period marks another peak season, attracting visitors seeking the vibrant atmosphere and lively events typical of this Jamaican destination.

Average Temperature Daytime: 88°F to 92°F - Nighttime: 72°F to 76°F

Off-Season Highlights

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May to June

In these months, fewer travelers visit, providing a quieter experience with pleasant weather before the summer crowds arrive.

Average Temperature Daytime: 83°F to 87°F - Nighttime: 68°F to 72°F
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September to November

This off-peak period sees decreased visitor numbers, making it an ideal time for those seeking tranquility amid the tropical climate.

Average Temperature Daytime: 82°F to 86°F - Nighttime: 67°F to 71°F

Weekly Weather Forecast for Shettlewood

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool to relax and unwind in the open air.
  • Take advantage of spacious patios or decks ideal for lounging and outdoor dining.
  • Experience lush gardens or landscaped yards that enhance your outdoor living experience.
  • Utilize outdoor grilling areas to prepare delicious meals with ease and convenience.
  • Benefit from shaded gazebos or covered verandas perfect for enjoying the warm Caribbean breeze.
  • Access well-maintained pathways suitable for walking or jogging amidst nature.
  • Relax on sun loungers or hammocks set up in scenic outdoor spaces for ultimate comfort.
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Family Activities

  • Rose Hall Great House: Discover the historic charm and captivating stories at this nearby plantation estate, perfect for a family day trip in the region.
  • Mangos Jamaica: Enjoy a fun-filled adventure with river tubing and water sports on the White River, ideal for creating memorable family moments here.
  • Glistening Waters Luminous Lagoon: Experience an unforgettable boat tour to witness the glowing waters that make this natural wonder one of the area's top family attractions.
  • Montego Bay Marine Park: Explore vibrant marine life through snorkeling or glass-bottom boat rides as part of your family's outdoor adventures in this destination.
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Adult Activities

  • Beach Exploration: Spend your day relaxing on the pristine sands and swimming in the clear waters along the coast, perfect for unwinding and soaking up the Jamaican sun.
  • Local Culinary Tours: Indulge in authentic regional flavors by sampling dishes from local eateries, offering an immersive taste of the area's vibrant food scene.
  • Hiking and Nature Walks: Discover the scenic beauty through guided trails that showcase lush landscapes and provide a peaceful retreat within the region's natural environment.
  • Cultural Experiences: Engage with the local community through visits to markets and cultural sites to gain insight into the area’s rich history and traditions.

Shettlewood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local cuisine: Take the time to sample authentic dishes from nearby eateries to truly experience the flavors of this region.
  • Engage with the community: Connect with local residents to gain insight into the area's culture and discover hidden gems beyond typical tourist spots.
  • Plan outdoor activities: Make the most of the natural beauty here by organizing outdoor adventures such as hiking or relaxing by scenic waterways.
  • Choose a well-located vacation rental: Select accommodation in a convenient spot to easily access the area's attractions, ensuring a comfortable and memorable stay.

Transportation Options

  • Local Taxis: Convenient and widely available, local taxis offer easy access to the region's attractions and amenities from your vacation rental.
  • Public Buses: Budget-friendly and frequent, public buses connect here with other parts of the area, making it simple to explore without a car.
  • Car Rentals: Renting a vehicle provides flexibility and comfort as you navigate the scenic routes and hidden spots around this destination.
  • Private Transportation Services: Professional drivers and shuttle services are available for personalized trips, ensuring a smooth travel experience within the region.

Local Customs Options

  • Greetings and Respect: It is customary here to exchange warm greetings and show respect, often through a friendly handshake or a nod, reflecting the region’s welcoming spirit.
  • Local Music and Dance: Embracing the vibrant culture, you’ll find that music and dance are integral to social interactions, with lively reggae beats frequently filling public spaces.
  • Community Sharing: Sharing meals and participating in communal activities are cherished traditions that foster strong bonds among locals and visitors alike.
  • Dress Code for Religious and Cultural Sites: When visiting places of worship or attending cultural events, dressing modestly and respectfully is highly valued in this area.

Frequently Asked Questions About Shettlewood?

2. How many vacation rentals have private pools in Shettlewood?

3. Which vacation homes in Shettlewood are best for families?

If you are looking for a family-friendly vacation home in Shettlewood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Shettlewood:

4. How many Rentbyowner vacation rentals are available in Shettlewood?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 1749 in the Shettlewood area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Shettlewood. 

5. What is the cancellation policy for vacation rentals in Shettlewood, Hanover, Jamaica?

Cancellation policies vary by property. You should review the specific listing details or contact the owner directly to understand the terms related to cancellations and refunds.

6. How do I confirm my booking in this destination?

Once you select your preferred dates and complete the booking process through the listing, your reservation is confirmed. For any additional questions, reaching out to the property owner can ensure all details are clarified.

7. Are there any house rules I should be aware of before booking?

Yes, each vacation rental has its own set of house rules listed on the property page. Review these carefully before confirming your reservation to ensure a smooth stay.

8. What amenities are typically included in these vacation rentals in this area?

Amenities vary by property but often include essentials like Wi-Fi, air conditioning, fully equipped kitchens, and outdoor spaces. Specific details are available on each listing.

9. Is there a minimum stay requirement for renting in Shettlewood, Hanover?

Minimum stay requirements depend on the individual property. Check the listing details or contact the owner directly to confirm the length of stay permitted.

Shettlewood Top Rated Vacation Rentals

10.0
Exceptional
(84 Reviews)
6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Pool
  • Balcony/Terrace
  • Kitchen
US $375/Night For 7 Nights US $2,625
10.0
Exceptional
(47 Reviews)
6 Guests 3 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
US $745/Night For 7 Nights US $5,212
10.0
Exceptional
(29 Reviews)
10 Guests 5 Bedrooms 6 Bathrooms
Ocean View Villa
  • Private Pool
  • Pool
  • Ocean View
US $2,049/Night For 7 Nights US $14,341
10.0
Exceptional
(27 Reviews)
4000 ft² 9 Guests 4 Bedrooms 1 Bathroom
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $2,655/Night For 7 Nights US $18,588
10.0
Exceptional
(26 Reviews)
5000 ft² 8 Guests 5 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $1,600/Night For 7 Nights US $11,200
10.0
Exceptional
(25 Reviews)
4500 ft² 8 Guests 4 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Hot Tub
US $906/Night For 7 Nights US $6,339
10.0
Exceptional
(25 Reviews)
400 ft² 3 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Pool
  • Ocean View
  • Balcony/Terrace
US $117/Night For 7 Nights US $817
10.0
Exceptional
(17 Reviews)
12600 ft² 20 Guests 8 Bedrooms 6 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $3,577/Night For 7 Nights US $25,041