Best Vacation Homes in Jamaica
Apartment
10.0(12 Reviews)
2 Bedrooms
1 Bath
8 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
£165/Night
7 Nights - £1,154
Bed & Breakfast
10.0(10 Reviews)
3 Bedrooms
3 Baths
10 Guests
409.03 ft²
Skiing- Balcony/Terrace
Pet Friendly- Parking
£123/Night
7 Nights - £862
Bed & Breakfast
5.0(5 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
Air Conditioner
Child Friendly
Bedding/Linens
£298/Night
7 Nights - £2,083
Cabin
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
400 ft²
Spa- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£342/Night
7 Nights - £2,396
House
10.0(1 Review)
4 Bedrooms
4 Baths
10 Guests
5198.97 ft²
Hot Tub- Fireplace/Heating
- Pet Friendly
- Parking
£480/Night
7 Nights - £3,363
House
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£252/Night
7 Nights - £1,766
Cabin
9.6(7 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£295/Night
7 Nights - £2,063
Cottage
9.6(7 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£182/Night
7 Nights - £1,275
Jamaica Luxury Rentals
House
10.0(4 Reviews)
5 Bedrooms
5 Baths
12 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
Ocean View- Balcony/Terrace
£1,593/Night
7 Nights - £11,150
House
10.0(1 Review)
5 Bedrooms
4 Baths
13 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
£1,255/Night
7 Nights - £8,786
House
10.0(25 Reviews)
5 Bedrooms
2 Baths
16 Guests
4250 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£1,151/Night
7 Nights - £8,060
House
1 Bedroom
4 Baths
11 Guests
3498.27 ft²
- Fireplace/Heating
- Child Friendly
Laundry
Security/Safety
£1,114/Night
7 Nights - £7,801
House
10.0(8 Reviews)
5 Bedrooms
4 Baths
10 Guests
2550 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£1,108/Night
7 Nights - £7,755
House
6 Bedrooms
4 Baths
11 Guests
3500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£1,002/Night
7 Nights - £7,012
House
10.0(11 Reviews)
7 Bedrooms
4 Baths
16 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
£972/Night
7 Nights - £6,804
House
10.0(13 Reviews)
5 Bedrooms
4 Baths
12 Guests
2978 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£851/Night
7 Nights - £5,960
Jamaica Pet Friendly Vacation Rentals
House
9.4(17 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£154/Night
7 Nights - £1,081
Apartment
8.7(4 Reviews)
1 Bedroom
1 Bath
2 Guests
Private Beach
Oceanfront- Hot Tub
- Skiing
£113/Night
7 Nights - £787
House
9.4(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
790 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£136/Night
7 Nights - £949
House
8.5(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Parking
- Air Conditioner
Internet
£208/Night
7 Nights - £1,458
Cabin
9.2(41 Reviews)
2 Bedrooms
1 Bath
5 Guests
900 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£391/Night
7 Nights - £2,736
Condo
8.0(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
1495 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£292/Night
7 Nights - £2,046
House
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£311/Night
7 Nights - £2,178
House
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£156/Night
7 Nights - £1,091
Jamaica Large Vacation Homes
House
10.0(74 Reviews)
5 Bedrooms
6 Baths
14 Guests
6000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£703/Night
7 Nights - £4,918
Ski Chalet
10.0(1 Review)
4 Bedrooms
3 Baths
10 Guests
1646.88 ft²
- Hot Tub
- Skiing
- Fireplace/Heating
- Balcony/Terrace
£537/Night
7 Nights - £3,759
House
10.0(51 Reviews)
4 Bedrooms
3 Baths
12 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£523/Night
7 Nights - £3,660
House
1 Bedroom
3 Baths
10 Guests
2228.13 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£395/Night
7 Nights - £2,763
House
10.0(41 Reviews)
5 Bedrooms
4 Baths
16 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£399/Night
7 Nights - £2,789
House
10.0(24 Reviews)
3 Bedrooms
3 Baths
10 Guests
3200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£340/Night
7 Nights - £2,383
Condo
10.0(20 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
Pool- Balcony/Terrace
- Kitchen
£399/Night
7 Nights - £2,795
House
10.0(18 Reviews)
4 Bedrooms
3 Baths
10 Guests
3200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£262/Night
7 Nights - £1,833
Why Choose Rent By Owner for your Jamaica Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Jamaica Vacation Rentals
Where are the best neighborhoods to stay in Jamaica?
When planning your stay in Jamaica, Vermont, exploring the different neighborhoods can greatly enhance your experience. Each area offers its own unique charm and convenient access to the natural beauty and outdoor activities that define this welcoming region. Whether you’re seeking a peaceful retreat or an active adventure, choosing the right neighborhood ensures your vacation rental provides the perfect base for your Vermont getaway. Discover the best places to stay in Jamaica, Vermont, and enjoy a seamless booking process with dependable vacation rentals designed to meet your needs.
Mountain Acres
Nestled in the scenic region, Mountain Acres offers a peaceful retreat where you can enjoy tranquil surroundings and easy access to outdoor activities. This neighborhood provides a perfect setting for those seeking a relaxing stay amidst Vermont's natural beauty.
View 142+ Rentals in Mountain AcresForest Farms
Set in the lush landscape, Forest Farms is ideal for visitors looking to immerse themselves in nature while still being close to local attractions. Here, you'll find a serene environment that makes your getaway both comfortable and refreshing.
View 504+ Rentals in Forest FarmsBest Times to Visit Jamaica
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation in Jamaica, Vermont, ensures you can enjoy the region’s natural beauty and tranquil surroundings at their best; consider visiting during the shoulder seasons for fewer crowds and more favorable weather that complements your stay here.
Peak Season Highlights
Winter (December to February)
During the winter months, you can enjoy the region's scenic beauty and winter sports activities, making it a popular time to visit.
Average Temperature Daytime: 25°F to 35°F - Nighttime: 10°F to 20°F
Summer (June to August)
The summer season offers warm weather ideal for outdoor exploration and relaxing stays, attracting visitors seeking pleasant temperatures.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Off-Season Highlights
Spring (March to May)
In spring, the area experiences milder weather and fewer crowds, providing a peaceful setting for your getaway.
Average Temperature Daytime: 45°F to 60°F - Nighttime: 30°F to 40°F
Fall (September to November)
Autumn showcases vibrant foliage colors with cooler temperatures, creating a picturesque backdrop for your stay.
Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F
Weekly Weather Forecast for Jamaica
How to Book Your Jamaica Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Jamaica
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 scenic outdoor spaces with a private yard or garden to relax and unwind.
- Take advantage of outdoor grilling areas for family cookouts amid the natural surroundings.
- Make the most of nearby hiking trails by exploring the region’s picturesque landscape.
- Relax on spacious decks or patios, ideal for soaking in the fresh mountain air.
- Benefit from access to outdoor fire pits for cozy gatherings during cooler evenings.
- Discover opportunities for outdoor sports or activities such as tennis or volleyball if available.
- Experience the beauty of the area through nearby lakes or rivers perfect for kayaking or fishing.
Top Attractions Around Jamaica
What attractions are nearby?
When staying in this charming region, you can enjoy a variety of outdoor activities such as hiking, mountain biking, and exploring scenic trails just moments from your vacation rental.
Family Activities
- Jamaica State Park: You can enjoy a family picnic and explore scenic trails surrounded by the natural beauty of Vermont's lush landscape.
- Vermont Institute of Natural Science (VINS) Bird Sanctuary: Discover local wildlife and participate in engaging educational exhibits perfect for children and adults alike.
- Sugarbush Farm: Experience authentic maple sugaring with family-friendly tours that showcase traditional Vermont methods in a charming farm setting.
- Kid-Friendly Skiing at Smugglers' Notch Resort: Embrace winter adventures with beginner slopes and ski lessons ideal for families staying in cozy Vermont vacation rentals here.
Adult Activities
- Hiking the Long Trail: Explore the scenic trails of the Long Trail, offering breathtaking views and a rejuvenating outdoor experience in this region.
- Visiting local art galleries: Discover the vibrant art scene by browsing through galleries that showcase talented local artists inspired by the area's natural beauty.
- Enjoying craft breweries: Sample diverse local brews at the region's renowned craft breweries, perfect for relaxing after a day outdoors.
- Fishing on nearby lakes and rivers: Cast your line in tranquil lakes and rivers, providing a peaceful escape and great opportunities for leisurely fishing here.
Other Places to Stay in Jamaica, VT
Forest Farms
Rawsonville
Mountain Acres
Margie's Muse Handweaving & Gallery
Jamaica State Park
Ball Mountain Dam
Ball Mountain State Park
Hot Glass Works
East Jamaica
Jamaica Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Seasons: Take advantage of the region’s distinct seasons by planning outdoor activities during the summer or enjoying scenic winter views from your rental.
- Choose a Prime Location: Select vacation rentals situated close to key attractions and outdoor recreation spots to maximize your exploration and convenience.
- Experience Authentic Dining: Savor locally owned restaurants and cafes nearby to immerse yourself in the area's culinary traditions.
- Participate in Regional Events: Check the local calendar for seasonal festivals and events that provide unique cultural insights during your stay.
Transportation Options
- Jamaica, Vermont Transit Services: Public bus routes connect this scenic destination to neighboring towns, making it easy for you to explore the region without a car.
- Rental Cars in Jamaica, Vermont: Car rentals are readily available here, offering you the flexibility to discover the area's outdoor attractions at your own pace.
- Local Taxis and Rideshare Options: Taxis and rideshare services provide convenient transportation within the region, ideal for short trips or last-minute travel needs.
- Nearby Airport Transfers: The closest airports offer shuttle services and private transfers that simplify your journey to this peaceful destination.
Local Customs Options
- Respect for Local Craftsmanship: You’ll find that appreciating handcrafted goods and local artistry is a valued custom here, reflecting the region’s rich cultural heritage.
- Engaging with Community Events: Participating in seasonal festivals and community gatherings offers an authentic way to connect with the area's traditions.
- Mindful Environmental Practices: The region encourages eco-friendly habits, such as conserving natural resources while enjoying the outdoor activities available here.
- Politeness and Hospitality: Displaying courteous behavior and openness will help you experience the warm, welcoming spirit of this destination's residents.
Frequently Asked Questions About Jamaica?
1. What are the top vacation rentals in Jamaica?
There are a lot of options in Jamaica. If you plan on staying in the Jamaica area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Jamaica:
- Western Mountain Lodge on River and Close to Stratton
- One of a Kind Post and Beam Home on Private 100 acre Island
- Spacious Riverfront Home 7 Minutes to Stratton!
- Wishing Well Cabin
- Stratton Spectacular - March Ski Dates Available !
- New Beautiful Modern Home - Weekly or Monthly - Isolated but Centrally Located
- Vermont Charm: A/C, Hot Tub, Epic Stratton Mountain Views
- Near Stratton, Bromley & Magic!
- Enjoy Privacy and Beautiful views of Southern VT
- Renovated 5BR ski house minutes from Stratton, Bromley, Mt. Snow & Magic Mtn!
2. Which vacation homes in Jamaica are best for families?
If you are looking for a family-friendly vacation home in Jamaica, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jamaica:
3. How many Rentbyowner vacation rentals are available in Jamaica?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 131 in the Jamaica 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 Jamaica.
4. What is the cancellation policy for vacation rentals in Vermont?
Cancellation policies vary by listing, so it’s important to review the specific terms on the property’s page before booking. Some rentals offer flexible options, while others may have stricter rules. If you need further clarification, contacting the host directly can provide additional details.
5. Are there any age restrictions or requirements when booking a vacation rental here?
Many listings require guests to meet certain age criteria, often 21 years or older, to ensure responsible occupancy. It's best to check the individual property details or contact the host if you have questions about age restrictions for your stay.
6. How do I find a pet-friendly vacation rental in the area?
To find pet-friendly accommodations, use the search filters available on the booking site and select the option indicating that you will be bringing pets. Always review the host’s pet policy in the listing to confirm any restrictions or additional fees.
7. What amenities are typically included in Vermont vacation rentals, and how can I verify them?
Most listings specify included amenities such as Wi-Fi, kitchen facilities, heating, and parking. To confirm what’s available at a particular property, carefully review the listing details or reach out directly to the owner for clarification.
8. What should I know about the check-in and check-out procedures for these rentals?
Check-in and check-out times are generally outlined in each listing. Many hosts offer flexible arrangements, but it’s recommended to communicate directly with the owner to coordinate arrival and departure times, ensuring a smooth stay.
Jamaica Top Rated Vacation Rentals
Other
10.0(6 Reviews)
4 Bedrooms
3 Baths
10 Guests
2200 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£369/Night
7 Nights - £2,583
House
10.0(1 Review)
1 Bedroom
4 Baths
10 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£334/Night
7 Nights - £2,342
Condo
9.8(32 Reviews)
3 Bedrooms
3 Baths
6 Guests
1300 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£207/Night
7 Nights - £1,450
Other
9.8(9 Reviews)
4 Bedrooms
2 Baths
8 Guests
2200 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£252/Night
7 Nights - £1,767
House
9.6(7 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Spa
- Skiing
- Fireplace/Heating
- Pool
£252/Night
7 Nights - £1,766
Cabin
9.2(41 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£153/Night
7 Nights - £1,071
Condo
8.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
990 ft²
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
£311/Night
7 Nights - £2,174
House
6.0(2 Reviews)
4 Bedrooms
3 Baths
9 Guests
1044 ft²
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
£257/Night
7 Nights - £1,802
