Jamaica vacation rentals

Why visit Jamaica

• Outdoor Adventures: Jamaica, Vermont, is perfect for skiing and outdoor sports, providing thrilling experiences for adventure enthusiasts.
• Scenic Natural Beauty: Enjoy breathtaking mountain views and explore scenic national parks, rivers, and lakes for a tranquil escape.
• Charming Atmosphere: Experience the friendly, quaint vibe of this rural town, ideal for families and solo travelers alike.
• Diverse Accommodations: Choose from vacation rentals, cozy cabins, or stylish condos to suit your travel style and preferences.
• Local Culture: Immerse yourself in the local scenery and culture, making your visit memorable and enriching.

Popular types of accommodation in Jamaica

Discover the perfect getaway with vacation rentals in Jamaica. Whether you prefer a private vacation home, a cozy cabin, or a stylish condo, we have options for every traveler. Enjoy outdoor seating with stunning views, or choose from ideal house rentals and select hotels that cater to your needs. Whatever your plans, you're sure to find the perfect accommodation for an unforgettable Jamaican experience.

• Houses: Ideal for families or groups, these homes offer plenty of space and amenities for a relaxing stay in Jamaica.
• Condos: A convenient option, condos provide a blend of comfort and accessibility, perfect for travelers looking for a home-away-from-home experience.
• Cabins: For nature enthusiasts, cabins present a cozy retreat surrounded by stunning landscapes and outdoor activities.
• Apartments: Apartments are a practical choice for couples or solo travelers seeking a central location and local vibe.
• Chalets: These charming lodges offer a unique stay, combining rustic charm with modern comforts in a picturesque setting.**

Top attractions in and around Jamaica

Jamaica, Vermont, offers an exciting blend of ski, adventure, and sports vacations. Visitors can explore scenic national parks, rivers, and lakes, making it an ideal destination for those seeking cultural and outdoor experiences. Whether you're traveling solo, with family, or friends, Jamaica promises a memorable getaway filled with natural beauty and adventure.

• Jamaica State Park: Experience the beauty of nature at Jamaica State Park, where you can hike scenic trails, enjoy picnicking by the river, and immerse yourself in the tranquil outdoor vibes. Perfect for adventure seekers and nature lovers alike.
• Golf Club at Equinox: Just 15 miles from Jamaica, this premier golf course offers a challenging layout amid stunning landscapes. Enjoy an exhilarating day on the greens while soaking in the fresh air and beautiful surroundings.
• Hildene: Also located 15 miles away, Hildene is the historic home of Robert Todd Lincoln. Explore its rich history, beautiful gardens, and cultural exhibits that provide a glimpse into American heritage.

Things to do recommended for couples

Planning a romantic getaway in Jamaica, Vermont? Enjoy a round of golf at the luxurious Brattleboro Country Club, just 19 miles away. Unwind together amidst stunning views and serene landscapes, making it the perfect backdrop for your couple's retreat.

Things to do recommended for families

Families can explore the scenic trails of Jamaica State Park, enjoy a refreshing swim at the local swimming hole, or visit nearby farms for fruit-picking. Don't miss the charming shops and eateries in town that offer local flavors and crafts for everyone to enjoy.

Things to do recommended for groups

Explore the stunning landscapes on a group hike in the gorgeous Green Mountains or enjoy a fun-filled day at the Jamaica State Park, where you can picnic and go swimming. Don't miss the chance to visit local shops for unique crafts and delicious food.

What do I need to keep in mind when booking a vacation in Jamaica

If you're planning a trip with a group, family, pets, or considering an extended stay, be sure to use the appropriate filters to align with your needs. Here are some helpful booking tips for Vrbo.

• Traveling to Jamaica with a group: Think about how many bedrooms you'll require, as well as any amenities you might want, like a full kitchen or outdoor space for gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
• Traveling to Jamaica with young kids: Traveling with young kids can be a bit demanding. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private pool. Additionally, keeping in mind the location of family-friendly attractions can enhance your experience.
• Taking your pets with you to Jamaica: For many families, a vacation isn't truly fulfilled without their furry companions. If this resonates with you, take a look at Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels at home.
• Planning for a long term stay visiting Jamaica: If you're in search of vacation rentals that offer great deals for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Jamaica

Jamaica, Vermont, is a charming destination perfect for adventure enthusiasts and families alike. Nestled in rural Vermont, this quaint town offers breathtaking mountain views and a friendly atmosphere. Explore nearby neighborhoods for a romantic getaway or a relaxing retreat, where you can immerse yourself in the local scenery and enjoy outdoor sports. A trip to Jamaica promises a delightful blend of adventure and tranquility, making it an ideal Vermont escape.

• Stratton: Located 7 miles from Jamaica, Stratton is a premier destination for outdoor enthusiasts. Renowned for its ski slopes, this city offers an exhilarating adventure for both seasoned skiers and beginners alike. The Stratton Ski Resort features extensive ski fields and terrain parks, ensuring a thrilling experience for sports lovers. Beyond skiing, the surrounding mountains and serene lakes provide stunning scenery and ample opportunities for hiking and exploration in the nearby national state park. Whether you're hitting the slopes or enjoying the tranquil beauty of nature, Stratton is a must-visit.
• West Dover: Just 12 miles away from Jamaica, West Dover is another fantastic spot for ski and adventure lovers. This charming city is home to impressive ski resorts and well-maintained ski fields, making it a popular choice for winter sports activities. The breathtaking landscapes, featuring majestic mountains and crystal-clear lakes, are perfect for outdoor exploration. The nearby national state park invites visitors to hike, bike, and appreciate the natural beauty of the region, offering a perfect blend of relaxation and adventure in West Dover.
• Bondville: Situated 6 miles from Jamaica, Bondville is a quaint city that captures the essence of Vermont's picturesque landscapes. With its close proximity to ski resorts and ski fields, Bondville is a great base for winter sports enthusiasts. The scenic surroundings, including lakes and mountains, provide a captivating backdrop for outdoor activities year-round. Visitors can enjoy hiking, fishing, or simply soaking in the breathtaking views at the nearby national state park, making Bondville an ideal spot for those seeking both adventure and tranquility.

Best time to go to Jamaica

If you're planning a trip to Jamaica, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in July and November to December, while off-peak times, like March to May tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	19.8°F (-6.8°C)	Light Rain	Mostly Cloudy	Average	Slightly High
February	21.7°F (-5.7°C)	Light Rain	Mostly Cloudy	Average	Slightly High
March	29.7°F (-1.3°C)	Light Rain	Mostly Cloudy	Low	Average
April	41.9°F (5.5°C)	Light Rain	Mostly Cloudy	Low	Slightly Low
May	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Low	Slightly Low
June	62.2°F (16.8°C)	Light Rain	Mostly Sunny	Average	Average
July	68.2°F (20.1°C)	Light Rain	Mostly Sunny	High	Average
August	66.2°F (19.0°C)	Light Rain	Mostly Sunny	Average	Average
September	59.4°F (15.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	47.8°F (8.8°C)	Light Rain	Mostly Cloudy	Average	Average
November	35.4°F (1.9°C)	Light Rain	Mostly Sunny	High	Average
December	26.8°F (-2.9°C)	Light Rain	Mostly Cloudy	High	Slightly High

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can help, as prices can vary quite a bit. Additionally, booking an extended stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides you with a convenient space to plan new adventures, keep your travel arrangements on track, or organize your existing bookings. Your saved and booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Get away from it all in Jamaica, Vermont

With a population just barely topping 1,000, this tiny hamlet in the southeastern corner of Vermont is the epitome of small town New England charm and light years away from big city life. You'll feel as though you've stepped into a postcard when you start exploring the quaint houses and picturesque churches that are dotted around the town's tiny main street, which is home to family-run shops that will make you yearn for simpler times. Jamaica is an idyllic base for exploring the refreshing forests and nature of the Green Mountain State.

Sightseeing in and around Jamaica

Are you hoping to discover things to do while you're in town? Venture out of your cozy vacation rental and check out everything that makes Jamaica a one-of-a-kind vacation spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

• Stratton Mountain Resort (6.6 mi / 10.6 km)
• Mount Snow (12 mi / 19.4 km)
• Jamaica State Park (3.5 mi / 5.6 km)
• Stratton Mountain Golf Course (5.4 mi / 8.7 km)
• Magic Mountain Ski Resort (6.6 mi / 10.7 km)
• Bromley Mountain Ski Resort (11.6 mi / 18.6 km)

From hiking to shopping, life is stress-free in Jamaica

Be sure to pack some sturdy shoes so you can take advantage of the countless hiking and nature trails that wind through the surrounding countryside. A Jamaica vacation rental puts you in a wonderland of forest, mountains, and streams, plus enough fresh air that you'll be sure to sleep well at night. When you've had your fill of the scenery (if that's possible), get some creative inspiration or nab some local hand-blown glass at the unique shops and galleries on the main street. For snow bunnies, there's some prime skiing nearby.

Cozy winter nights by the fire, and lazy summer nights out

If you're a fan of winter, Jamaica's your place. Particularly from December through March (and maybe even longer), the surrounding countryside is covered in feet of fluffy white snow, making for some great winter activities, or just a spectacular view with a blanket and some hot chocolate. Summers are pleasant and warm, though often humid. Even in the warmest months of June to August, the mercury rarely rises into the 80s -- you might even want a light sweater at night. The blazing fall foliage peaks during the prime leaf peeping months of September and October.

Go chasing waterfalls in Jamaica's lush forests

Endless acres of vibrant mountain forests are just waiting to be explored at your Jamaica vacation rental. With Jamaica State Park and Green Mountain National Forest just minutes away, you'll get your fill of hiking trails, towering trees, and native wildlife, especially some pretty feathered friends. The area's crown jewel is Hamilton falls, just one of many secluded watering holes you'll find as you lose yourself in the wilderness. The peaks of Stratton Mountain Resort are a great place to take it all in and get that perfect Instagram shot.

Traveling to and around Jamaica

The nearest airport is in Springfield, VT (VSF-Hartness State), located 21.1 mi (34 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 30.7 mi (49.4 km) away.