7 Vacation Rentals In Boston, Massachusetts

| 5 min read

Known as the oldest cities of the United States, and the most populous city of New England, Boston is the food and cultural capital of Massachusetts. Travelers will be pampered by the huge range of art galleries, museums, libraries, and not to mention the endless list of restaurants and retail shops. A true haven for avid travelers where they will be exposed to the diverse culture. Do not be surprised to find the buzzing Chinatown or the Italian neighborhood known as the North End, where there are numerous pizzerias, and eating outlets. Whether you are looking to shop, eat, or even hike and get outdoorsy, Boston is your next best travel destination. If you’re looking for a private apartment with decent or luxurious amenities then check out our list of vacation rentals in Boston, Massachusetts, USA below.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 03, 2024.

1. Beautiful condominium near Old North Church

An opportunity to explore Boston’s rich history awaits you in this one-bedroom condominium unit for up to three. Situated just across Old North Church, this home guarantees you an experience oozing with history as the surrounding neighborhood is full of shops, restaurants, and attractions that call back to American history.

With a queen-sized bed and a living area that features 19th-century elements such as exposed heavy timbers on the ceiling, original bricks, and a brick oven with original cast iron hardware, you are sure to have a great time relaxing and appreciating the days of yore.

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Boston, Massachusetts, United States
1.03 km (0.7 mi) from New England Aquarium
789 reviews   Wifi Available
ENTIRE CONDO 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
we had a great stay worked remote and the wifi worked great
the place was clean check in was easy and communication was excellent
the condo was very clean and styled well
the place was clean and an easy check in experience
the place is quite contained and very comfortable clean and the host is very responsive
great location and very clean
host makes entry safe and easy
and the hosts were very responsive and helpful with parking and bags
the host was great at communicating before during & after the trip
the fact that the host lived just upstairs from the apartment gave us an additional sense of security
i recommend this host and this property and hope to stay there again
the location was absolutely perfect
amazing location so much character
amazing location right in the north end close to everything
the location is great good food options walking distance
great location nice old apartment
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2. Studio near Charles River (from USD 139)

Conveniently located in Central Square, this immaculate accommodation invites three guests to enjoy a wonderful stay while visiting Boston. Just close to the property are several attractions including the Charles River where guests can partake in fun outdoor activities such as a boat ride, kayaking, bicycling among others. There are restaurants and bars as well where you can tease your taste buds. The studio has two bathrooms, a kitchenette, and a patio. The bright and immaculate bedroom is very inviting. It has a slight vintage influence from its enticing furniture. The host can provide a street parking permit upon request.

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4.56 km (2.9 mi) from New England Aquarium
32 reviews   Wifi Available
Apartment 3 Guests 0 Bedrooms 1 Bathroom

Accommodates: 3
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
Had basic amenities needed for our limited time in the apartment which was great
The accommodations met our needs although a little on the small side Heavy-set people might find it difficult
Only downfall was not having cable TV since the Masters was on
Limited grocery shopping compact apartment with no laundry but
The convenience of the laundry mat downstairs was a plus
Great location very clean and had everything we needed
Everything was as described and was very clean and felt like home
Mass Ave and subway access Communication with the owner was great as I had a couple of questions
Ken & family run a great business
The hosts were tentative in answering any questions
At groundfloor there's a laundromat 24 hKen always quickly answersVery good
and he responded immediately I will stay again when back in the area
A Great place great location close to stores restaurants
a Target shops and restaurants Felt very safe and comfortable
just a few minutes walk to the underground train on Mass Ave
Very close to TVery little bathroom
The apartment is just a few blocks from Mass Ave with lots of places to eat and a really cool vibe
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Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

3. Luxurious condo with free parking (from USD 125)

This luxurious spacious apartment is located in the Boston college area in a safe neighborhood just some minutes’ away from a reservoir. Perfect for a family holiday, the interior of the apartment oozes decadence and comfort with a twist of a rustic chic element. Part of the house wall is made of bricks, and wooden ceilings. There are two well-appointed bedrooms with one shared bathroom, a fully stocked kitchen with appliances, and a living room with comfy sofas. The host will provide a free, reserved parking spot upon request.

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9.01 km (5.6 mi) from New England Aquarium
86 reviews   Wifi Available
condo 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The apartment is beautiful and well appointed including kitchen staples shamp
The beds are incredibly comfortable and all the rest of the accommodations were similarly excellent
The loft is exactly as described Loved the parking space since we were in town for 6 days & only needed the car 1 day
The property was spotless with all the amenities you could need
A wonderful apartment that is appointed with the finest amenities of any other VRBO stays The owner Greg was
Greg was an amazing host Responds quickly to all inquiries (even when he had already sent the info
Greg was very welcoming and available for questions or issues
He provided us with recommendations for everything
The communication with Greg was awesome
more than accommodating and helpful Location is great as well
Condo is in great location easy to get on and off
Easy access to T BC restaurants
The location is perfect for doing side trips from Boston and right on the metro line to go into the heart of the city
The location of the condo is perfect for access to the Green line From there you can get pretty much anywhere in town very easily
Located close to train for easy access to city and easy walking distance to cafes/diners
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Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

4. Charming rustic apartment in Chinatown

Located in the bustling Chinatown area, this rustic-chic studio apartment offers guests a convenient staying experience. The apartment is ideal for four guests looking for a spacious setting with a chic contemporary outlook. The interior has a grey undertone, with a rustic touch. The entire apartment has hardwood floors, and parts of it consist of gorgeous wooden ceilings. There are a shared bathroom and a fully equipped kitchen where guests can cook their own food from local produce. Enjoy the high-speed Wi-Fi connection, the comfort of the crisp linens, and an immaculate interior setting.

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Boston, Massachusetts, United States
1.38 km (0.9 mi) from New England Aquarium
112 reviews  
Entire apartment 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the tv / cable was great as was the wifi connection
only one bedroom but we were sleeping comfortably since all sofas in the living room are sofabeds
awesome experience beautiful view of downtown and a cozy place to stay
extremely clean and had convenient amenities like coffee shower accessories etc
excellent location beautiful loft with lots of room and amenities
the loft is clean and modern
everything was clean and prepared for us
spacious clean and convenient
apartment was sparkling clean and very stylish
it was clean and had a good vibe
the host responds to texts pretty fast
the host treat me very welcome that make me feel like living in my own house
easy check-in easy check-out quick and responsive customer service
for my first time using airbnb sonder has been an excellent host for my friends and i
sonder are very kind and careful for us
great location and comfortable space
perfect location for walking around boston
fantastic location and a great space
great space and really central
excellent location great stay for two in downtown
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Boston Tour Guide

Naim Benmayor

Naim Benmayor

<p>As a Boston tour guide, I have the added experience of being a world traveler. For many years, I frequently visited Europe, Asia, and Latin America on business. During this time, I also organized tours of the USA, Europe and Asia for my business clients. I now bring this passion, excitement and expertise to the Boston area.</p><p>By exploring the globe, I was exposed to various cultures, and this unique perspective has taught me what appeals to people when visiting a new part of the country or a new part of the world. My fluency in English and Turkish, and my advanced skills in Spanish and intermediate skills in French, also help me to service a wider range of tourists and business people.</p><p>I moved to Boston, Massachusetts several years ago, and I now reside in Brookline. I have three children, so I develop my tours to accommodate families with kids, couples, and individuals who want to visit and learn about the rich history and culture of Boston. As a parent, I know that Boston is a great place for higher education, and I have knowledge of the colleges and universities in the area.</p><p>I customize tours to suit the needs and preferences of my customers. Whether you want a walking tour, a riding tour, or a little of both, I can create an itinerary that showcases the best of what Boston has to offer.</p><p>My one day tours are educational and entertaining, and include the history, culture, personalities, architecture and, even the shopping areas of this renowned city. At the end of the tour you will be happy and satisfied when you realize you&#39;ve seen so much in just a short time.</p><p>I am here to share my knowledge of Boston, Cambridge and all of New England with you, and help you to enjoy your visit so you can explore the must-see parts of this great city. I look forward to meeting you and guiding you around the city, so please send me a message if you have any questions.</p><p>Thank you for reading.</p>

5. Stylish one-bedroom apartment

This stylish one-bedroom apartment is located in the center of Downtown Boston. Guests will be certainly taken by the sublime interior decor accentuated by the beautiful hardwood floor. There are sleek wooden furniture and modern home appliances for use. The bright living room is spacious and has white couches which can be converted into sofa beds. The kitchen is well equipped and features a refrigerator, cooking area, and elegant cupboards. The famous Italian pizzeria Regina is located nearby.

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Boston, Massachusetts, United States
834 meters (0.6 ft) from New England Aquarium
231 reviews  
Entire condominium 2 Beds 3 Guests 0 Bedrooms 1 Bathroom

6. Chic apartment in the North End

If you are someone who loves Italian cuisine then choose to stay in this quirky and yet chic apartment located in the North End, the Italian side of Boston. This apartment is immaculate, bright, and has a rustic touch especially with its fine hardwood floor. The interior is adorned with elegant furniture which adds to the artistic outlook. There are some splashes of white and blue color. The apartment can cater for three guests and has a shared bathroom. There is a kitchen, a working space, and Wi-Fi access. There are numerous Italian restaurants and cafes.

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Boston, Massachusetts, United States
690 meters (0.5 ft) from New England Aquarium
373 reviews  
Entire apartment 2 Beds 1 Bedroom 1 Bathroom

7. Modern apartment with free parking

This studio apartment is tastefully decorated to welcome discerning couples who wish to spend a quiet holiday break. Located in the Beacon Hill section of Boston, the apartment comes with a free parking area and a patio. There is a bedroom, a well-furnished living room with a pale brown undertone, an indoor fireplace, a small kitchen area, and a private bathroom. The interior is set in a gorgeous contemporary style and has art history paintings hanging on the contrasting pale walls.

Stayed at this property?
Boston, Massachusetts, United States
1.6 km (1.0 mi) from New England Aquarium
319 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
fast and reliable wifi as well :) thanks
it's a cozy place with a nice courtyard for sitting outside
lovely studio apartment big bed and any amenities you might need
comfortable bed lots of amenities and a great location
the place was very clean and wifi coffee maker fridge and tv aok
very clean and private
very clean and comfortable
space was clean and well equipped
jim’s place was very clean and comfortable
charming and clean apartment with everything you would need
very nice host
jim was a great host answering any questions and providing recommendations when asked
jim was very responsive and his instructions were very clear
jim was so helpful and quick to respond with any questions
jim is a great host very responsive
great location in the city
great location in beacon hill walking distance from 2 different subway stations
great location just a short walk to the t
great location for accessing the subway
nice location at base of beacon hill central to everything in boston
Read more reviews

The must-visit cultural capital Boston

Visit the food and cultural capital Boston while staying in one of the best vacation rentals in the area. Have a wonderful holiday.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Heyleena is a passionate travel writer who enjoys writing travel articles for people who seek to explore new places in a more conscious way. From travel guides to recommended vacation rentals, get...Read more

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