5 Best Vrbo Vacation Rentals In Boston, Massachusetts - Updated 2024

Hemasudha
Hemasudha 
Updated
| 5 min read

Boston is one of the prominent cities in the United States and the largest city in Massachusetts. It plays a vital role in the American Revolution which is well evident in its famous attractions like Freedom Trail and historical locations. This city is honored as the “city of firsts” which includes the first public park, Boston Common, the first subway system in the US, Tremont Street Subway, and the first public school, Boston Latin. With plenty of parks, playgrounds, and shopping malls, the city has the reputation of being one of the chicest places in the country. With numerous good things to explore and foods to try in Boston, it is packed with some of the best accommodations for visitors. Continue reading to learn more about the best Vrbo vacation rentals in Boston, Massachusetts.

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 April 07, 2024.

1. Comfortable apartment with a kitchen in South Boston (from USD 180)

Experience the feeling of home-away-from-home in Boston by staying in this cozy Vrbo apartment, which is best suited for four guests. Fenway Park and Boston Harbor are minutes away, and the house serves as the perfect base for exploring outdoor activities, such as kayaking, windsurfing, hiking, and cycling.

Furthermore, this apartment’s cozy beds ensure a good night’s rest after a tiring day of exploration. The rental also has air conditioning and heating for a comfy stay all year. Additionally, a well-appointed kitchen awaits should you decide to fix a meal when hunger strikes.

Stayed at this property?
Boston, Massachusetts, United States
2.0 km (1.3 mi) from New England Aquarium
Apartment 4 Guests 2 Bedrooms 1 Bathroom

Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

2. Unique houseboat for two moored at the Boston Harbor (from USD 275)

Located in Boston, this home for rent is a unique houseboat accommodation moored at the harbor. Situated in the serene neighborhood of Charlestown, this Vrbo rental is best suited for a pair of lovebirds on a romantic getaway. The comfy suite has a queen-size bed along with luxury linen for a peaceful night of slumber. Coffee, tea, cream, and water are provided in the suite for refreshments. Additionally, the kitchenette has a refrigerator and microwave for heating leftovers and storing your favorite foods.

Stayed at this property?
Boston, Massachusetts, United States
1.88 km (1.2 mi) from New England Aquarium
house boat 2 Guests 0 Bedrooms 1 Bathroom

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. A spacious apartment close to attractions (from USD 158)

Come and stay on the third floor of an 1890 Victorian home in South Boston and experience the historic greatness of the city. The bus stop is located right at the corner of the house. Subway, restaurants, parks, beach and the Dorchester Heights monument are located in the walkable distance. Major attractions like Freedom Trail, Children’s Museum, Fenway Park, and JFK Library can be accessed within 3 miles (4.8 km) from here. A babysitter is available on-site to take care of your children. This two-bedroom apartment features a king-size bed, double beds, a full-sized futon, and a baby crib.

Stayed at this property?

2.65 km (1.7 mi) from New England Aquarium
209 reviews   Wifi Available
Apartment 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
kitchen is perfect for cooking bedrooms are big ac is nice and cold
beds are comfortable and there is lots of space
Cleanliness:
the place was very clean and the king size bed was very comfortable
said everything was very clean and they loved the location
donna was very accommodating and friendly place was very clean and quiet loved the neighborhood
the property was clean and in a great location
the kitchen and bathrooms are well stocked and clean
Host:
love the neighborhood our hosts were so kind and helpful
donna was a fantastic host who made our stay very enjoyable
we were met at the door by max & donna who were great hosts
donna and max are excellent hosts
donna and max are extremely kind and friendly host
Location:
the location is great
we loved this location for our two couple vacation
location is ideal for any and all boston activities
great safe neighborhood that has multiple stores and restaurants within a quick walk
it is in a great location- walking distance to shops and restaurants
Read more reviews
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. A cozy and clean duplex (from USD 200)

This 1860s two-bedroom apartment is family-friendly and equipped with modern amenities. Located at Jamaica Plain, the Vrbo near downtown Boston is close to Jamaica Pond, Arnold Arboretum, and various parks. Just walk for a minute to reach 39 bus downtown and 8 - 10 minutes to get to the Summer Hill area of JP. Floor-to-ceiling, large windows, mahogany porch, and hardwood floors give a beautiful look to the house. A 40 inches HD digital LED TV, free Wi-Fi, and DVD are available for entertainment purpose. Master bedroom has a queen-sized bed and the secondary bedroom includes a twin bed and a bunk bed. A foldable bed with good memory foam mattress is available for an extra person.

Stayed at this property?

7.78 km (4.9 mi) from New England Aquarium
121 reviews   Wifi Available
Apartment 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The one bathroom being down stairs was a little challenging as well
2 bedrooms small but comfortable Plenty of extra sleeping space for larger families
That can be frustrating when hauling luggage through the narrow passage to the apartment when the driveway is occupied
The bedroom sizes for both bedrooms good size
The only thing I would be aware of is that the bathroom is downstairs and the bedrooms are upstairs
Cleanliness:
and I however if you have
But the bathroom was very clean
The home was clean and in a good neighborhood Fresh smelling flowers and quite
Please note that the one bathroom is downstairs with bedrooms upstairs Very satisfied with our stay and can't wait to finish our Boston exploration another time
Host:
Maria and John were extremely helpful when needed
Maria is incredibly friendly and attentive as the owner She and her family live right next door so very accessible
She was extremely helpful and kind
Maria and John were great hosts helpful but respectful of our privacy
Maria was very welcoming and made us feel at home
Location:
Great location just a 5 minute walk from the main drag where there are great local restaurants and shops and just a 10 min ride on the T to get to Northeastern
It's in a great location in Jamaica Plain--near Centre street--with restaurants stores and markets nearby
Quaint neighborhood and very easy to walk to the train and restaurants
The location of this property is fantastic with lots of restaurants a short walk away
Cozy appartment duplex just outside Boston (15-20 min train ride)
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

Boston Tour Guide

Naim Benmayor

Naim Benmayor

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.By exploring the globe, I was exposed to various cultures, and this uniq... Read more

5. A stunning villa overlooking the harbor (from USD 550)

This wonderful villa overlooks the harbor and vessels. Constitution Beach is at the end of the street. Bicycles are available for sightseeing in the city and kayaks are there for water activity. Numerous shopping options, eateries, museums, parks, and the swan boat ride can be accessed with a few minutes from the house. The kitchen includes a dishwasher, refrigerator, stove, oven, microwave, grill, coffee maker, toaster, blender, coffee grinder, ice maker, lobster pot, and pantry items.

Stayed at this property?

4.78 km (3.0 mi) from New England Aquarium
100 reviews   Wifi Available
villa 10 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 10
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
but with the view of the airport we didn't miss TV
Our favorite room was the sun room where we enjoyed the view of the Boston skyline
Beautiful home right on the water
(Save the driving hassle and parking expense and take the subway )
The property was very spacious plenty of room for the 7 people we had
Cleanliness:
The house was very clean
and we were able to sleep comfortably and had everything we needed
Host:
The hosts were very helpful and friendly
Nelson was so helpful and responded quickly if we had questions
spacious and well furnished
we're good hosts even providing packnplays for us Would definitely return and recommend
Beds were very comfortable Owners were very quick to respond to all questions and offer recommendations when asked Home was clean and well appointed
Location:
The property is very close to the city in a safe neighborhood
makes downtown Boston easily accessible in only a few minutes
the planes are not very loud and not disturbing for sleeping or relaxing A few short blocks to the Blue T subway
lots of games and DVDs and binoculars to view the arrivals and departures at Logan airport located just across the bay
The house is located in such a great spot to be able to get to the city
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

Enjoy a perfect vacation in Boston

Whatever the season, there are so many things to see and do in Boston. Stay in the top Vrbo vacation homes in Boston to enjoy the best of the city.

Frequently asked questions about the best Vrbo vacation rentals in Boston, Massachusetts


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.

History


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

Hemasudha is a dedicated travel writer whose true passion lies in exploring the world. Traveling, for her, is not just a hobby but a profound spiritual experience that she is deeply passionate...Read more

 Want to contribute as a Local Expert?
Explore Boston
x
Good things are meant to be shared!
Back to top
Visited any of these places? Click this button to activate our "Add a Tip" feature to share your experience.