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 October 25, 2025.
1. Comfortable apartment with a kitchen in South Boston
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.
Boston, Massachusetts, United States
2.0 km (1.3 mi) from New England Aquarium
2. Unique houseboat for two moored at the Boston Harbor
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.
Boston, Massachusetts, United States
1.88 km (1.2 mi) from New England Aquarium
Top guest reviews
Host:
jon and karen are great hostsaccommodations and our hosts jon and karen were delightfulwonderful hosts and an amazing placethe hosts are such great people and good communicatorsjon the owner was amazing i don’t state this lightlyLocation:
great location easy to access and everyone we came across in the marina was very friendlyRead more reviewsAmenities & Room:
the houseboat was cozy and extremely well stocked and maintained- not a single complaintabsolutely loved this experience cozy clean and spacious with a gorgeous view of the marinadefinitely better than any hotel room stay in boston
3. A cozy and clean duplex
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.
Boston, Massachusetts, United States
7.78 km (4.9 mi) from New England Aquarium
Top guest reviews
Host:
Maria and John were extremely helpful when neededMaria is incredibly friendly and attentive as the owner She and her family live right next door so very accessibleShe was extremely helpful and kindMaria and John were great hosts helpful but respectful of our privacyMaria was very welcoming and made us feel at homeLocation:
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 NortheasternIt's in a great location in Jamaica Plain--near Centre street--with restaurants stores and markets nearbyQuaint neighborhood and very easy to walk to the train and restaurantsThe location of this property is fantastic with lots of restaurants a short walk awayCozy appartment duplex just outside Boston (15-20 min train ride)Cleanliness:
and I however if you haveBut the bathroom was very cleanThe home was clean and in a good neighborhood Fresh smelling flowers and quitePlease 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 timeRead more reviewsAmenities & Room:
The one bathroom being down stairs was a little challenging as well2 bedrooms small but comfortable Plenty of extra sleeping space for larger familiesThat can be frustrating when hauling luggage through the narrow passage to the apartment when the driveway is occupiedThe bedroom sizes for both bedrooms good sizeThe only thing I would be aware of is that the bathroom is downstairs and the bedrooms are upstairs
4. A stunning villa overlooking the harbor
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.
Boston, Massachusetts, United States
4.78 km (3.0 mi) from New England Aquarium
Top guest reviews
Host:
The hosts were very helpful and friendlyNelson was so helpful and responded quickly if we had questionsspacious and well furnishedwe're good hosts even providing packnplays for us Would definitely return and recommendBeds were very comfortable Owners were very quick to respond to all questions and offer recommendations when asked Home was clean and well appointedLocation:
The property is very close to the city in a safe neighborhoodmakes downtown Boston easily accessible in only a few minutesthe planes are not very loud and not disturbing for sleeping or relaxing A few short blocks to the Blue T subwaylots of games and DVDs and binoculars to view the arrivals and departures at Logan airport located just across the bayThe house is located in such a great spot to be able to get to the cityCleanliness:
The house was very cleanand we were able to sleep comfortably and had everything we neededRead more reviewsAmenities & Room:
but with the view of the airport we didn't miss TVOur favorite room was the sun room where we enjoyed the view of the Boston skylineBeautiful 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
Boston Tour Guide
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 splendid 1850s row house
This historic house is a 1850s brick row house right in the center of Charlestown. Faneuil Hall and Quincy Market are just a few minutes away from the house. There is an espresso machine to serve you hot coffee any time of the day. The high-definition TV is subscribed with a cable package with top channels and Netflix. The house includes a king bed, a queen bed, two single beds, and a double bed in their four bedrooms. You can bring your pets to this accommodation.
2.03 km (1.3 mi) from New England AquariumTop guest reviews
Host:
Excellent location well maintained beautiful property Owner was available and quick to resolve any issuesHosts were responsive and check in was so easyMax and her daughter were extremely helpful with anything we needed and their responses were lightning quickthe manager was very responsive and friendlyWe had a wonderful family vacation in Boston with our family of fiveLocation:
CVS and Starbucks within 3 blocksThe location was perfect close to grocery stores and convenience storesWonderfully updated maintained row house in historic Charlestown on the Freedom Trail Easy walk to North EndIt is in a great locationProperty located in the heart of Bunker Hill Walking distance to Bars and Restaurant Short Uber rides to other landmarks and the city Whole FoodsCleanliness:
It was spacious and very clean Owners very responsive Fantastic location for sightseeingRead more reviewsAmenities & Room:
--the photos do not do itThe kitchen is well stocked for making mealsThe third floor has three bedrooms that share a bathroomIt is charming and everything is top quality - bedding furnishingsWow - that pretty much sums it up
6. A beautiful Beacon Hill condo
This 500 square feet (46.4-square meter) condo has an appealing brick structure. Boston Common and Public Garden are just two blocks away from here. Just walk for one block and explore the shops and eateries on Charles Street. The large windows bring ample light into the house which is complemented by the lofty ceilings. This one-bedroom condo has a queen-sized bed and a futon in the living room. Amenities such as air conditioning, TV with cable channels, books, heater, internet, parking, Wi-Fi, iron & board, fireplace are offered here. The kitchen comes with modern appliances to make a gourmet meal.
37 River St #2
1.76 km (1.1 mi) from New England Aquarium
7. A lovely and well-connected condo for five
The two-bedroom lovely condo is located on Garrison Street with nearness to the popular attractions of Boston. Boston Public Garden, Boston Symphony Hall, Fenway Park, Charles Playhouse, Copley Square, Mistral, Prudential Center, Boston Public Library, and Skywalk Observatory can be reached within a mile from the house. The master bedroom has a king-sized bed, secondary bedroom has a queen-sized bed and the living room has a sleeper sofa. Amenities such as TV with satellite channels, air conditioning, washer & dryer, heater, internet access, iron & board, elevator, and hair dryer are available here.
32 Garrison St
2.9 km (1.8 mi) from New England Aquarium
8. A retreat in a fabulous location
This classy brick townhouse has a large window to bring natural light into the house. The kitchen is equipped with granite counter top, modern equipment, and stainless steel appliances. Freedom Trail, Faneuil Hall, and public transportation are just minutes away from the house. Flat-screen cable TV and uninterrupted, high-speed internet are available here. The house features a queen-sized bed, two single beds, and a pack-n-play crib. A public parking garage is just a block away from this accommodation.
179 Endicott St
854 meters (0.6 ft) from New England Aquarium
9. A luxury condo for six
This gorgeous two-bedroom condo offers a comfortable atmosphere to enjoy a warm vacation in Boston. The luxury condo comes with a 52 inches TV with satellite channels and Wi-Fi service. You can just take a walk to access the notable attractions of Boston like Faneuil Hall, the Statehouse, the Boston Common, Freedom Trail, Frog Pond, Quincy Market, and Charles River Esplanade. The house includes a queen bed and a double bed in the bedrooms along with a double sleeper sofa in the living room.
65 Salem St 2
865 meters (0.6 ft) from New England Aquarium
10. A sophisticated home for a family
If you are business travelers or just casual vacationers, this two-bedroom condo will be perfect for you. Public transportation is very close to the accommodation. There is an indoor pool which is open all seasons for relaxing and unwinding. Attractions like Boston Children’s Museum, Boston Common, Boston Opera House, Boston Public Garden, Boston Tea Party Ships & Museum, Copley Place, Faneuil Hall, and South Station can be reached within a mile from this condo. This two-bedroom condo includes a king-sized bed, a queen-sized bed, and a sleeper sofa.
1.37 km (0.9 mi) from New England AquariumTop guest reviews
Host:
He was incredibly rude and made our experience terrible as soon as we arrivedWe were early and they were not able to check us in and did not offer to take any bagsand they were nice and tried to helpThey finally realized the apartment had been checked in and did not tell usThe concierges were friendly and helpfulLocation:
Just perfect and reasonably pricedThere is a subway station steps away CVS and WalgreensWe stayed three nights in this lovely suite Really loved its location it'sright in the heart of Bston downtown walking distance to everythingGreat location and a good option for familiesGreat location close to the train and walking distance from the CommonCleanliness:
The property was clean and as advertisedCentral to everything Very clean and modernCondo was large although we had air conditioning issues that were fixed but not right awayRead more reviewsAmenities & Room:
I have no doubt the filter needed replacementAs I mentioned the apartment was spacious but was in need of new paint and cleaning of carpetsWe did complain but management could not do anything because that apartment belonged to a residentcarpet extremely stained - needs to be replaced Also could use fans in bathrooms and shelving in showerI opened the air intake to see if there was anything obvious and noticed that the air filter had last been replaced 05/15/2017 (nearly two years ago)
11. An upscale three-bedroom accommodation
This stunning three-bedroom apartment is just one block away from Boston Common. Key attractions like Boston Children’s Museum, Boston Public Garden, Boston Tea Party Ships & Museum, Copley Place, and Faneuil Hall are within a walking distance. Erbaluce, BLR by Shojo, Jacob Wirth, and Mike & Patty’s are some of the notable dining options near the house. The master bedroom has a king-sized bed, the second and third bedroom has queen-sized beds and the living room has a futon. A well-equipped kitchen features dishwasher, refrigerator, stove, oven, microwave, coffee maker, toaster, dishes, and utensils.
1.37 km (0.9 mi) from New England AquariumTop guest reviews
Host:
Adjacent parking garage exists with liquor store and WalgreensBeautiful property with amazing viewsright next store Had some issues with the Wifi that were fixed after a quick call to the staffThe doorman Chuck gave us suggestions where to get groceries and was very helpful and courteous when our check in was lateThe pool was very niceLocation:
Great location to walk to just about everywhere in BostonThe building location was perfect as it was steps away from the Orange line and 2 blocks from the Green lineThis was a great property Walking distance to almost all majors sites in Boston and close to subway to get further out like FenwayWonderful 3 bedroom 2 bathroom condo Easy to get to and great location Can easily walk to many key attractions in BostonIt was located 2 blocks from Boston Commons which was amazingCleanliness:
The bedrooms are clean and the check in process was extremely easyThe unit was large and comfy Location was terrific Close to BostonRead more reviewsAmenities & Room:
The apartment looked exactly like the picturesI'm not against itRoom is huge and the view from the balcony is brilliantArriving and leaving were super easyGreat location and very roomy apartment for us - family of 6 Unusual setting being an apartment in a apartment building that feels part hotel and part apartment
12. A spacious apartment close to attractions
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.
South Boston, Massachusetts, United States
2.65 km (1.7 mi) from New England Aquarium
Top guest reviews
Host:
love the neighborhood our hosts were so kind and helpfuldonna was a fantastic host who made our stay very enjoyablewe were met at the door by max & donna who were great hostsdonna and max are excellent hostsdonna and max are extremely kind and friendly hostLocation:
the location is greatwe loved this location for our two couple vacationlocation is ideal for any and all boston activitiesgreat safe neighborhood that has multiple stores and restaurants within a quick walkit is in a great location- walking distance to shops and restaurantsCleanliness:
the place was very clean and the king size bed was very comfortablesaid everything was very clean and they loved the locationdonna was very accommodating and friendly place was very clean and quiet loved the neighborhoodthe property was clean and in a great locationthe kitchen and bathrooms are well stocked and cleanRead more reviewsAmenities & Room:
kitchen is perfect for cooking bedrooms are big ac is nice and coldbeds are comfortable and there is lots of space
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
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