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Best Vrbo Vacation Rentals Near Fenway-Kenmore, Boston, Massachusetts - Updated 2020

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The Boston area’s many colleges and universities make it an international centre of higher education, including law, medicine, engineering, and business, and the city is considered to be a world leader in innovation and entrepreneurship, with nearly 2,000 startups. The city has one of the highest costs of living in the United States as it has undergone gentrification, but it remains high on world livability rankings. Boasting a plethora of historical landmarks, museums, universities, restaurants and cafés, Boston’s Fenway-Kenmore neighbourhood is what you definitely would not want to miss. So make sure you bring along and charge up your cameras and phones because Boston is a sight to behold and you would not want to miss it! Check out the best Vrbo accommodations near Fenway-Kenmore, Boston, for a great stay here.

1. Perfect apartment for a family (from USD 150)

vrbo boston near fenway | perfect apartment for a family
Source: Vrbo

Family- and pet-friendly apartment, situated in a convenient and happening locale, this accommodation is close to the local T station (green line), bus stations, supermarts (Trader Joe’s) and art museums (Boston Museum of Fine Arts). It is also a perfect accommodation if you intend to attend events at the nearby Fenway Park. The apartment boasts a fully furnished kitchen, the idea of preparing your own meals will definitely appeal to you.

Renovated,Walk To Longwood,Fenway, Coolidge Corner,Brookline Vill,pkg,transport
Brookline, MA, US
33 reviews
Apartment 4 Guests 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
If you don't mind climbing three steep floors of stairs
The apartment could use a bit of an update in the bathtub
Also it needs exhaust as one shower makes the whole apartment rather wet
The problem is the three flights of stairs to get to the apartment
(The stairs were great exercise for me )
Cleanliness:
It was centrally located to restaurants and stores and public transportation
There were clean towels for use all week
and it was very peaceful
Quick response when we had questions
Host:
Kama was responsive to any questions we had
from the airport and James was awesome
Communication with Kama from first enquiry to arrival and departure instructions faultless Would definitely stay again
Generous snack basket and coffee greeted me as well as surprise slippers and plentiful quality towels
the stairwell is broken up with landings so not as bad as a straight stairwell
Location:
The location is in a neighborhood just off the busyness of Beacon Street
The neighborhood is a Historical area and has a beautiful ball field is across the street
Located in a beautiful area and convenient to transportation
In a nice and safe neighborhood so we felt safe Easy walk to restaurants
The green line D train in close walking distance and a straight shot to tour Fenway Park
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2. Spacious flat ideal for the customary Boston experiences (from USD 109)

Boasting a luxurious, gigantic apartment with an array of state-of-the-art amenities, its own courtyard as well as floor-to-ceiling windows, you will definitely be blown away by this avant-garde standout establishment, which also is located in the heart of Fenway. It is conducive for families, children and pets. Located near restaurants, museums, parks, theatres and nightlife, your accommodation here might just be what makes your Boston stay that much better.

Luxury Apartments | Fitness Center | Heart of Fenway |
Boston, MA, US
3 Guests 1 Bedroom 1 Bathroom

3. Cozy one-room rental

Fenway-Kenmore is home to vacation rentals of every size. This apartment has just one bedroom and is perfect for a small family or couples. It comes along with a sleek, fully equipped kitchen, a rooftop pool and a communal gym. Feeling lazy? Turn on the TV, comfy up or prepare something to eat in the kitchen. Feeling sporty? Head to the pool or the gym. Feeling outdoorsy or craving for comfort food? Head to the nearby popular and upscale Beehive Restaurant which provides live jazz music, or the Franklin Café to compliment your night with some cocktails in hand.

Chic 1BR in Fenway by Sonder
4 reviews
Apartment 2 Guests 1 Bedroom 2 Bathrooms
Top guest reviews
Amenities & Room:
Wrong address on the app Sonders told me to use for check in Room needed attention
Cleanliness:
Bed is very comfortable and the apartment was very clean
Host:
needed dusting and floors mopped and vacummed The pictures looked very staged many things from pictures were missing
Location:
Walking distance to Northeastern University and across the street from Fenway Park Great property with a friendly staff at the front door
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4. An upscale open-concept studio for two (from USD 132)

If you are into open concept studios, you will be in for a treat. Though just for a small family or for couples, this is all the intimate space you need for a good vacation. This sonder has everything you need, having every detail meticulously designed and considered with the modern traveller in mind. For relaxation, take advantage of the building’s game room, workout centre, and multiple high-rise lounges. For work, the apartment is outfitted with plenty of desk space and high-speed internet for whatever you’re working on (even if it’s from the couch).

Sonder | Pierce Boston | Peaceful Studio + Lounge
Boston, MA, US
7 reviews
Apartment 2 Guests 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the place was as beautiful as in the pictures
It was perfect for the 3 of us
Almost everything you need is at the apartment and the manager was really helpful with everything
that it feels like home without actually being someone's home with very personal stuff in the space
no shelves or soap dish in the shower or at any other sink and no hot water in the kitchen sink
Host:
Great location Very well equipped and helpful staff Would go back and stay
We cooked breakfast in the apartment almost every morning Pots and plans were supplied as well as small bottles of olive oil and salt and pepper
very nice Cable television and the ability to sign into Netflix was a nice touch for late nights
Location:
It was very way to get in and out of
The location is prime as you're only about 5 medine away from the T Boston's main mode public transportation
It's also close to the Museum of Fine Arts which we visited twice
well kept and only a couple blocks away from Fenway
The bed is a tempurpedic which was
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5. Luxurious space for a large family (from USD 207)

vrbo boston near fenway | luxurious space for a large family
Source: Vrbo

Apartment boasting three bedrooms, perfect for big families, and a plus if you delight in using hotel amenities without the hotel formality. While staying here, take advantage of the building’s game room, workout centre, and multiple highrise lounges. It is located in Fenway-Kenmore near Fenway Park and the Boston Prudential Shopping Centre.

Sonder | Pierce Boston | Calming 3BR + Game Room
Boston, MA, US
8 reviews
Apartment 6 Guests 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
We loved the floor to ceiling windows in every room
The apartment was great - just as portrayed in photos
Wow The views from all of the windows including the bathroom and incredible
The arcade on the 18th floor was a plus
No clocks/bed-side alarms which was strange
Host:
They could not accommodate even a 30 min early check in and told me they could not arrange for bag storage before 10 am (or in the alternative provide for a 45 minute late check out)
Location:
it was a quick walk to Fenway and the subway
Great place and great location
They instructed me to pay for bag storage at a business
Read more reviews

6. Apartment in the heart of eateries and cafes

An upscale and modern apartment, it is considered a very lively space due to natural lighting. There is an Israeli coffee place and a Mexican margarita esque restaurant right downstairs and a mini Whole Foods is a block away. It is also close to the Fenway Park which is known for its baseball and beer. This is a great place for travellers with babies and small kids.

Sonder | St. Mary's | Beautiful 1BR + Laundry
3 reviews
Apartment 3 Guests 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
Apartment had everything we needed Great shower
Cleanliness:
Walking distance for everything we wanted and needed Very comfortable and clean
Host:
Sonder was very responsive by text to questions we had about the lockbox Will definitely use VRBO again
My only suggestion to improve the experience would be better quality towels
Location:
Loved the location So convenient to the transit system stops blue bike rentals
a great restaurant is right downstairs and
Read more reviews

7. Panoramic and happening place for four (from USD 273)

A two bedroom two bathroom home in the Boston neighbourhood is blessed with many restaurants around. If you are coming to the Fenway area for baseball or to have good access to the medical area, this couldn’t be a better place. The apartment is located in the heart of a happening area, features floor-to-ceiling windows that attract natural light and offers you a lively stay.

Sonder | Pierce Boston | Polished 2BR + Game Room
Boston, MA, US
14 reviews
Apartment 4 Guests 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
Loved the natural light with the floor to ceiling windows
Master bedroom had no air conditioning vent so the room was too hot to sleep comfortably
new building great amenities like the Gym
They need to use fitted sheets on the bed flat sheets come off of mattress too easily
The only downside was we didn't have access to the pool
Cleanliness:
The location was perfect and the condo was clean and exactly as listed
Regina pizza and Citizen public house
Host:
Absolutely surpassed our expectations Will look for Sonder properties for all our vacations definitely
My husband loved the gym Not sure of purpose of 2 microwaves - one not usable Not enough bath linens Would definitely stay again
was easy and the condo staff was very nice and helpful
We loved the location and the people that worked there were extra friendly
Loved being in walking distance to Fenway which was purpose of our trip Good security
Location:
Beautiful space in a neighborhood with many restaurants
great location close to Fenway stadium and many restaurants to choose from like wahlburgers which has scrumptious burgers
I loved the location and enjoyed my stay
Convenient location to Fenway and the surrounding areas
This Fenway location was super convenient for all the activities we had planned in Boston Check in
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8. Elegant apartment on Beacon Street

This apartment boasts an airy, open-concept living area coupled with a sleek fully equipped kitchen with modern appliances and an ensuite laundry for your utmost convenience. If you’re in the mood for a slice or two of pizza, head to the gourmet pizzeria OTTO which is within walking distance. You can also check out the Brown Sugar Cafe which serves delicious Thai Cuisine. Also, visit the nearby malls and historical landmarks such as the Audubon Circle.

Sonder | St. Mary's | Pleasant 1BR + Laundry
10 reviews
Apartment 3 Guests 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
The apartment itself had many amenities like laundry and a dishwasher
The apartment was everything that it was advertised to be - good size
Very comfortable well appointed many kitchen amenities
the T and easy car access on Beacon Highly recommended
The apartment was so much more than I expected
Cleanliness:
The apartment itself is immaculately kept it was clean and well stocked with dishes towels
Host:
A person came by and fixed one of 3 issues
fantastic location for what we needed (BU graduation) and very responsive property management
It served as a great home base in between exporations into the city
They aren't huge but are plenty comfortable enough particularly for a property in the heart of the city
The Sonder team is very responsive to emails as well Highly recommend staying here
Location:
Great place to stay location great to Boston University and Fenway park
the city centre but it's easy to get to by train or walking
It's easy walking distance to BU Fenway Park and a host of other Boston attractions depending on your walking tolerance (
It's a great location with everything you need around it
cafe's 10 minute walk to Fenway
Read more reviews

9. A modernized brownstone for large groups

A huge apartment for an extended family vacation. Boasting five bedrooms, three bathrooms and a parking space, this space is able to house a total of sixteen guests for an extremely affordable rate. Designed with lots of natural lighting in mind, this modern and artsy apartment is situated a stone’s throw away from the Hynes Convention Center, The Marathon Finish Line and the Symphony Hall. This 3000-sq ft (278.7 sqm) home offers all the modern amenities you have come to expect while maintaining the old-world charm of a brownstone. The apartment is a quick walk to Isabella Stewart Gardner Museum, Museum of Fine Arts, and Fenway.

Modern & Artsy Brownstone, Sleeps 16 w/ Parking
14 reviews
House 16 Guests 5 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
The decor was comfortable and attractive
One thing to be aware of there are not 5 full bedrooms with closing doors
The owner also updated his cooking pans to accommodate a larger group
there are four bedrooms (with doors) and a loft type area outside two the bedrooms
We did not make use of the deck much as it was short on comfortable seating out there
Host:
Some maintenance is needed with the carpet and minor things but
We recommend this brownstone and the host Great experience
The back deck was very nice
The back deck was wonderful
We loved the location of the property and the decorating was cool
Location:
There are many great restaurants within walking distance and shopping at Whole Foods right around the corner made things really convenient
The townhouse is on a quiet side street just a block away from Symphony Hall with ready access to everything Boston has to offer
The local eateries are great for lunch
Literally right around the corner from a local pub a grocery store
We had a lot of fun exploring the neighborhood in addition to the more traditional sites downtown Lost of beds and space
Read more reviews

Boston livin' on a Boston vacation

From its stadiums that host their famous baseball Red Sox games, museums that showcase ancient as well as contemporary art, theatres that showcase artistic plays and movies, historic buildings that showcase exemplars like the brownstone concept, Fenway-Kenmore is the place for everything. The place is not too far spread out for the old, sightseeing is plentiful for the traveller, and life here in Boston is robust as can be. As you can tell, vacation rentals like these help to fine tune the guests’ travel experience. With all the open-concept, brownstone and floor-to-ceiling designs incorporated into the 21st-century modern living, the worst thing about your Boston vacation can only possibly be the end of your vacation. So what are you waiting for, hit the ‘to book’ tab now and have a comfortable vacation where a comfortable living space awaits!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Linguist by day but an all-day wanderluster - if there exists such word. She dreams of living in a house surrounded by lush palm trees and an ocean at her doorstep. Having a love-hate relationship...Read more

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