Jamaica Plain, a neighborhood in Boston, is home to this vacation home. Boston Harbor and Encore Boston Harbor are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Boston Common and Revere Beach. Looking to enjoy an event or a game? See what's going on at Fenway Park or TD Garden.
Boston, MA (BNH-Boston Harbor Seaplane Base) - 31 min drive
Restaurants
‪Eugene O'Neill's - ‬12 min walk
‪Brassica Kitchen & Cafe - ‬12 min walk
‪Dunkin' - ‬10 min walk
‪Jeanie Johnston Pub - ‬6 min walk
‪Mike's Donuts - ‬14 min walk
Frequently asked questions
Is City's Hippest Neighborhood.
pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at City's Hippest Neighborhood.
?
As of Oct 25, 2026, prices found for a 1-night stay for 2 adults at City's Hippest Neighborhood.
on Nov 1, 2026 start from $838, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Onsite parking is available at the property.
What time is check-in at City's Hippest Neighborhood.
?
Check-in begins at 3:00 PM.
What time is check-out at City's Hippest Neighborhood.
?
Check-out is at 10:30 AM.
Where is City's Hippest Neighborhood.
located?
Located in Jamaica Plain, this vacation home is 1.1 mi (1.7 km) from Franklin Park Zoo and 2.5 mi (4.1 km) from Northeastern University. Longwood Medical Area and Brigham and Women's Hospital are also within 3 mi (5 km). Green Street Station is 8 minutes by foot and Stony Brook Station is 17 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
This was a beautiful home located in a great neighborhood. We just loved staying at the property! The accommodations were great for our family. I would highly recommend renting this VRBO!
What a divine and relaxing home! This is our favorite home we’ve ever rented. The patio and garden was also such a treat. Perfect location near the T and my favorite Fiore’s Bakery.
We loved our Jamaica Plain VRBO. Margaret was very accessible, her home was very comfortable, and we loved the area. There was a nearby park for morning walks, several walking distance eateries and grocery stores, and the commuter train station was just a few blocks away, making it easy to get in to Boston or head over to Harvard. The neighborhood was very friendly and easy to navigate. I would definitely stay at Margaret's home again.
The house was perfect for our family weekend in Boston. Nice neighborhood close to many restaurants. Beautiful outside area to grill or hangout. Spacious bedrooms and well stocked kitchen. Couldn’t have been better.
The property is an older, occupied home. The owner's personal effects can be found throughout, such as clothes under the beds and books and papers on the bookshelves in the bedrooms. We cooked a few meals, and it was nice to have kitchen basics, as well as ground coffee and tea bags, provided. It was conveniently located near a bus stop to Prudential Center and the Orange line on the T. Parking is on the street only, but we found spots near the house and mostly took public transportation.
Stayed 5 nights in Jun 2026
Response from VrboOwner on Jul 6, 2026
To visitors: the City only allows short term rentals by permanent residents who open their homes to guests. It's part of Boston's charm to stay in our carefully restored historical dwellings. If you want new, look for a rental outside of the City proper.
This home was a perfect place for our group of 6 adults to stay. Wonderful walkable neighborhood and easy access to the train system to get where we needed to go in Boston.
Our first time in Boston and it did not disappoint! The vrbo was perfect- Location: short walk to T station, restaurants, Jamaica Pond, quiet neighborhood, good backyard space to relax.House: very charming, ample space, very usable kitchen- had groceries delivered a couple times and everything we needed in kitchen to prepare a few meals.Check in/Check Out: by far the easiest of anywhere we have stayed! Host: Fantastic! Available, helpful, friendly
We had a fabulous stay! Margaret was a very delightful hostess - very good communication and had wonderful suggestions and recommendations. House is beautiful, yard is big and beautiful. Short walk to the orange line so easy to get places.
Ideal for group of old friends to get together and do some Boston events where we all went to college in the early 1980s. Great, quiet neighborhood with easy walk to Orange Line.
Perfect place for our family vacation. Loved the location, all the amenities, easy check-in and checkout and friendly host. The only thing to mention for young families are that the stairs are very steep for infants. Host had baby gate and large playpen which helped.
Very clean and spacious with lovely decor. Pretty side yard. Close to everything. We rented both units which accommodated 13 family members. I would highly recommend this property.
This house was perfect for our family vacation to Boston. Plenty of restaurants within walking distance and the train was nearby for when we went downtown Boston. Nice, clean house with plenty of space.