Jamaica Plain vacation rentals

Why visit Jamaica Plain

1. Cultural immersion: Jamaica Plain boasts a rich history and vibrant community, perfect for exploring local culture and heritage.
2. Stunning natural beauty: Visit Jamaica Pond and Jamaica Hills for beautiful landscapes and outdoor activities.
3. Family-friendly atmosphere: The neighbourhood offers numerous activities and parks, making it ideal for families.
4. Unique accommodation options: Choose from charming apartments and stylish condos for a comfortable stay.
5. Local businesses: Explore bustling streets filled with unique shops, eateries, and friendly locals.

Popular types of accommodation around Jamaica Plain

Planning a getaway to Jamaica Plain? You're in for a treat! Explore a variety of vacation rentals, including charming apartments, houses, and stylish condos. Whether you’re searching for apartment rentals near Jamaica or seeking the perfect Jamaica Plain vacation rental, we’ve got you covered. Enjoy the comforts of home while experiencing the vibrant culture and natural beauty of this unique neighbourhood. Start your adventure today!

• Apartments: The top choice for visitors in Jamaica Plain, offering comfortable living spaces ideal for families or groups.
• Houses: A popular option for those seeking more space and privacy, perfect for families and friends traveling together.
• Condos: A stylish alternative, often featuring modern amenities and convenient locations within the community.
• Cottages: A charming retreat providing a cozy and intimate atmosphere for a relaxing getaway.
• House Boats: A unique lodging experience, allowing you to enjoy the tranquility of water views while staying in Jamaica Plain.**

Top attractions around Jamaica Plain

Jamaica Plain offers a delightful blend of cultural experiences, sports activities, and business-themed attractions, making it an ideal vacation spot. Visitors can explore historic colleges and universities, enjoy urban parks, and attend events at various conference venues. Whether you're seeking cultural immersion, a family-friendly atmosphere, or vibrant city life, Jamaica Plain promises a memorable experience for every traveller.

1. Fenway Park: Experience the charm of one of America's oldest baseball stadiums, where history and sports intertwine. Catch a game or take a tour to immerse yourself in the vibrant culture and passionate fan base.
2. Harvard University: Explore the prestigious campus of the oldest institution of higher education in the U.S. Wander through beautiful architecture, lush gardens, and rich history, all while soaking in the academic culture.
3. TD Garden: Attend a thrilling event at this multi-purpose venue, home to the Boston Celtics and Bruins. Experience the energetic atmosphere that brings together sports and entertainment in the heart of Boston.

Things to do recommended for couples

For a romantic getaway in Jamaica Plain, enjoy a live concert at the House of Blues, just 4.8km away. Experience the vibrant arts scene at the Roxbury Center for Arts, 3.2km away, or embrace winter fun together at Blue Hills Ski Area, 11.3km away.

Things to do recommended for families

During your family vacation in Jamaica Plain, enjoy exciting sports at Agganis Arena, relax at Larz Anderson Park, and indulge in sweet treats at Stowaway Sweets. These activities offer a perfect blend of fun, wellness, and family bonding experiences.

Things to do recommended for groups

Groups visiting Jamaica Plain can enjoy shopping at Harvard Square, just 6.4km away, catch a film at the charming Coolidge Corner Theatre 3.2km away, or indulge in a tour and tasting at the nearby Samuel Adams Brewery, only 966m away, for a fun local experience.

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

When planning your trip—whether you're travelling with a group, as a family, bringing along your pets, or seeking extended stays—it's important to filter your options according to your priorities. Here are some helpful booking tips for using Vrbo.

• Traveling to Jamaica Plain with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
• Traveling to Jamaica Plain with young kids: Travelling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Jamaica Plain: For many families, a trip isn’t truly fulfilling without their furry companions. If this resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
• Planning for a long term stay visiting Jamaica Plain: If you're searching for vacation rentals with special offers for stays of a month or more, 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 features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Jamaica Plain

Jamaica Plain, a vibrant neighbourhood in Boston, offers a delightful blend of culture and community. With its bustling streets, friendly locals, and rich history, you'll find plenty to explore. Visit the stunning Jamaica Pond or the historic Jamaica Hills for a taste of nature and architectural charm. Enjoy the urban atmosphere filled with family-friendly activities and local businesses, making it a perfect destination for a memorable vacation.

• Brookline: Brookline is a vibrant city located 1.6km from Jamaica Plain, offering a rich blend of culture, sports, and business opportunities. This charming area is home to an array of educational institutions, making it a hub for learning and innovation. Visitors can enjoy a variety of popular activities, such as attending live music concerts or shopping at the local mall. Landmark attractions include historic sports stadiums and renowned colleges, providing a glimpse into the area’s storied past while showcasing its dynamic present.
• Egleston Square: Situated 1.1km away from Jamaica Plain, Egleston Square is a lively neighbourhood known for its cultural diversity and urban charm. Travelers are drawn here for its engaging city atmosphere and sporting events. The area features a range of activities, including educational programs, music concerts, and even skiing opportunities nearby. Notable landmarks in Egleston Square include a modern college university and historic sports stadiums, making it an exciting stop for both history buffs and sports enthusiasts.
• Jamaica Hills - Pond: Also located 1.1km from Jamaica Plain, Jamaica Hills - Pond is a picturesque neighbourhood that offers visitors a delightful mix of culture, sports, and business experiences. The area is perfect for those looking to indulge in educational pursuits, explore shopping centres, or attend vibrant music concerts. Key attractions include local stadiums and historic sports venues, alongside a modern college university, creating a unique backdrop for your explorations.

Best time to go to Jamaica Plain

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

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	30.0°F (-1.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	31.5°F (-0.3°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	37.9°F (3.3°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
April	48.2°F (9.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	58.5°F (14.7°C)	Light Rain	Mostly Sunny	Average	Average
June	66.6°F (19.2°C)	Light Rain	Mostly Sunny	Average	Average
July	73.6°F (23.1°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	72.7°F (22.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	65.7°F (18.7°C)	Light Rain	Mostly Sunny	Average	Average
October	55.6°F (13.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	44.4°F (6.9°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	36.3°F (2.4°C)	Light Rain	Mostly Sunny	Slightly Low	Average

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, extending your stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new trips, manage your ongoing plans, or review and organize your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.