Jamaica Plain vacation rentals

Why visit Jamaica Plain

1. Scenic Jamaica Pond: Enjoy leisurely strolls and picnics at this picturesque urban pond, perfect for relaxation.
2. Cultural Vibrancy: Dive into Jamaica Plain's rich arts scene and explore its historical colleges and community spirit.
3. Family-Friendly Activities: Discover various parks and attractions that cater to visitors of all ages, ensuring fun for everyone.
4. Cozy Accommodations: Choose from a range of vacation rentals, from charming apartments to spacious homes, tailored for comfort.
5. Accessible Urban Hubs: Benefit from Jamaica Plain's proximity to Boston's lively urban centers, ideal for business and leisure.

Popular types of accommodation around Jamaica Plain

Discover the perfect getaway in Jamaica Plain with a variety of vacation rentals to choose from! Whether you're seeking cozy apartments, spacious houses, or modern condos, we have options that fit every traveler's needs. Enjoy the vibrant neighborhood while you unwind in a comfortable space that feels like home. Explore our selection of Jamaica Plain apartments and find the ideal rental for your next adventure!

• Apartments: The top choice for vacation rentals in Jamaica Plain, offering spacious living and convenient amenities for solo travelers, couples, or families.
• Houses: Ideal for groups or families, these homes provide a cozy and private environment for a relaxing getaway.
• Condos: A popular option that combines the comforts of home with access to community amenities in Jamaica Plain.
• Cottages: Quaint and charming, these rentals offer a unique and peaceful retreat in the heart of Jamaica Plain.
• House Boats: For an adventurous stay, consider a houseboat experience, providing a unique waterfront perspective of Jamaica Plain.**

Top attractions near Jamaica Plain

Jamaica Plain, Boston, offers a vibrant blend of culture, sports, and family-friendly experiences. Explore historic colleges, scenic urban parks, and lively streets. A must-visit is Jamaica Pond, perfect for leisurely strolls and picnics. Whether you're traveling solo, with family, or friends, Jamaica Plain provides a rich backdrop for your vacation adventures.

1. Fenway Park: A historic sports stadium and home of the Boston Red Sox, Fenway Park offers an exhilarating atmosphere filled with baseball culture and rich history. Enjoy a game or take a tour to explore behind-the-scenes moments of this iconic venue.
2. Boston Common: The oldest urban park in the U.S., Boston Common features lush greenery, walking paths, and family-friendly activities. It’s a perfect spot for picnics, outdoor concerts, or simply enjoying the vibrant city atmosphere.
3. Harvard University: Renowned for its academic excellence, Harvard University boasts stunning architecture and rich cultural heritage. Explore its historic campus and visit museums that showcase art, history, and science.

Things to do recommended for couples

For a romantic getaway in Jamaica Plain, enjoy a lively concert at the House of Blues Boston, only 3 miles away. Explore the arts at the Roxbury Center for Arts, just 2 miles away, or embrace winter fun at Blue Hills Ski Area, 7 miles distant, for unforgettable memories together.

Things to do recommended for families

Families can explore the energetic atmosphere at Agganis Arena, enjoy wellness and relaxation at Larz Anderson Park, or indulge in delicious treats at Wilbur's North, creating memorable experiences together in Jamaica Plain.

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

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, be sure to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

• Traveling to Jamaica Plain with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily narrow down your options for all these preferences and more on Vrbo.
• Traveling to Jamaica Plain with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, as well as look for age-appropriate 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, a family vacation wouldn't be the same without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortably at home.
• Planning for a long term stay visiting Jamaica Plain: If you’re in search of vacation rentals that offer special rates 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 consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Jamaica Plain

Jamaica Plain offers a vibrant mix of culture, history, and community spirit, making it an ideal vacation spot. Explore its friendly neighborhoods, enjoy local parks, and indulge in the area's rich arts scene. Just a short commute away, you’ll find urban hubs that cater to both business and leisure travelers. With options for family-friendly activities and historical attractions, Jamaica Plain is a perfect base for an unforgettable experience in Boston.

• Brookline: Brookline is a vibrant town located 1 mile away from Jamaica Plain, known for its rich cultural scene and sports history. Visitors flock to Brookline for its educational institutions, music concerts, and shopping malls. Highlights include the historic sports stadium and the renowned college university, which provide a glimpse into the area's academic and athletic heritage. Strolling through the charming streets, you can enjoy a blend of modern amenities and historic charm, making it a perfect spot for both leisure and exploration.
• Egleston Square: Just 0.7 miles from Jamaica Plain, Egleston Square is a lively neighborhood that embraces culture and community spirit. It's a fantastic destination for those interested in education and sports, with venues for music concerts and recreational activities like skiing. The area features modern college universities and historic sports stadiums that contribute to its energetic atmosphere. Egleston Square's unique blend of modernity and tradition makes it an exciting place to experience local life and entertainment.
• Jamaica Hills - Pond: Also located 0.7 miles from Jamaica Plain, Jamaica Hills - Pond is a picturesque neighborhood where culture and business thrive. Visitors can expect to find local attractions such as shopping centers, music concerts, and educational venues. The area is home to a historic sports stadium and a modern college university, offering a dynamic mix of past and present. Whether you're looking to enjoy a peaceful walk by the pond or engage with the local community, Jamaica Hills - Pond provides a welcoming atmosphere for all.

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 a breeze

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can be a smart way to take advantage of changing prices. Additionally, opting for a longer stay often leads to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your travel needs!

Unlock savings with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner truly has its perks! By enrolling in our travel rewards program, One Key, you'll gain immediate access to member savings and the ability to earn and redeem OneKeyCash™ on qualifying bookings. Sign up now and start enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient area for you to plan new trips, manage your ongoing plans, or review and organize your reservations. Your saved or booked properties are categorized into Potential, Upcoming, or Current Trips for easy access. To discover Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.