Boston, the capital city of Massachusetts, has an important place in America’s history and in the world’s education. With a large number of technical jobs available, plenty of museums, cultural events, amazing food options, and a diverse and liberal culture, Boston offers an area of comfortable living. Hunker down for the holidays and catch the Boston Tea Party Anniversary, held every 16th of December. You can also book tickets for concerts and acts at the Berklee Performance Center.
Being such a big place, you might get overwhelmed with your stay options while planning the holiday. To help you decide, make sure to take a look at our list of 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. Green Turtle
Green Turtle is an award-winning houseboat rental in the historic and highly coveted area of the Boston Harbor. Perfect for couples in Boston on a romantic getaway, Green Turtle comes with a wharf patio where you can catch the sunrise and sunset. You can also relax with a soak in the hot tub, especially after a day out in town. The microwave kitchenette is good for making small meals, but there are plenty of restaurants in the area.
The Charlestown neighborhood is the home of the USS Constitution, a museum ship that’s within walking distance from the Green Turtle. Other historical places that are nearby include the Boston National Historical Park and the USS Cassin Young museum ship.
Boston, Massachusetts, United States
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
2. Beautiful and well-kept historic home (from USD 274)
You’ll find this historic beauty in Charlestown, near Bunker Hill Museum and Bunker Hill Monument. This Boston rental home is dutifully maintained to provide a warm and welcoming atmosphere for your family. Shops and restaurants are within walking distance, although you’ll have to park your vehicle away from the home in a designated public garage.
For sleeping, the bedroom has a pair of single beds that can combine into a king bed, while the living room sofa can also be converted. Air-conditioning is centralized, but heating has individual controls. It’s worth noting that the fireplace here is for aesthetic purposes only.
Boston, Massachusetts, United States
Top guest reviews
Host:
the owners were so nice and accommodatingshe showed us around had lots of great advice and helpful maps laid outthe owner was wonderful and gave us good advice about the areathe owners are very friendly and helpfulthe friendly hosts live on site and are always ready to help in whatever way they canLocation:
perfect location for visiting bostonlocation was wonderful beautiful close to grocery’s restaurants and right on the freedom trailwe absolutely loved this place and the location (charlestown is amazing and it's close to the t)location is excellent and so are hosts wish we could have stayed longera 10 minute walk to the ‘t’ affords transportation between areas of interest if you prefer not to walkCleanliness:
our stay in boston was nothing short of amazing communication was great and cleanliness was truly 5 starclean well appointed and great locationit is very spacious updated and beautifully decoratedRead more reviewsAmenities & Room:
the property is warm and comfortable
3. The Blue Pearl
The Blue Pearl is a bright and humble houseboat sitting on a scenic spot along Boston Harbor. The holiday rental only has one bedroom, but you can set up sleeping spaces for up to a group of six. Climb up to the outdoor terrace and plop down on the folding chair to enjoy the view with your favorite beverage.
If you’re bringing a car, the designated parking area requires a reservation and charges 25 USD per day. There are also green spaces nearby where you can choose to take a walk, such as Menino Park and the Charlestown Naval Shipyard Park.
boston, Massachusetts, United States
Top guest reviews
Host:
the owner was incredibly responsive and helpfuleveryone was very hospitable sharing knowledge of the area and sincere care for any needsloved everything about the property and deb was very responsivesherry the caretaker was thorough and friendlyLocation:
great experience and perfect locationit's a great locationit's a unique stay and a great location to visit bostonthe marina is beautiful and only a couple of minutes walk to the ferry into the city ($3after walking around and getting soaked it was so warm and inviting to returnCleanliness:
the place was very clean and we had everything we neededthe houseboat was clean and had more space than we expectedwe had everything we needed it was warm and very cleanRead more reviewsAmenities & Room:
the kitchen is well equipped for making breakfast and it’s lovely inside
4. Well-located apartment with river views (from 150 USD)
Located a short walk away from Harvard Square, this two-bedroom apartment with a private room provides access to a large number of restaurants and a happening city life. This sun-filled apartment offers scenic river views from the living area. This hypoallergenic apartment is shared with the owner on weekdays, but he goes away on weekends and the apartment becomes more private.
Guests staying in this apartment have access to the living room as well as the kitchen. There is a pay per use washer/dryer in the basement. Parking is available across the street for two hours Monday to Saturday, with no restrictions after 4 p.m.
Apartment with river views close to Harvard Square
Price: from 150 USD
Number of Guests: 2
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. Charming, cozy, convenient home (from 238 USD)
This spacious three-bedroom duplex apartment is located in a safe neighborhood and provides access to public transit, eateries, and shopping. It is also mere paces away from Boston University, MIT, Harvard and other institutions of higher education. The ground level has a massive living area with a fireplace, a dining space, and a well-equipped kitchen.
There are comfortable queen/bunk beds in the three bedrooms. This duplex features a small patio with a barbecue and private yard. The upper level has three bedrooms and a bathroom.
This spic and span apartment is newly painted with pastel colors and has hardwood floors which provide it a fresh look. The basement is provided with a laundry facility and additional storage space. Parking is available for three vehicles on this property.
Charming, cozy, convenient home
Price: from 238 USD
Number of Guests: 9
6. Luxurious apartment with ocean views (from 139 USD)
Located a half an hour away from downtown, this 111 square meter (1,200 square foot) condo with four bedrooms and two bathrooms can easily accommodate 12 people. Located close to the harbor, this condo boasts a large private deck that provides amazing ocean views. The elegantly decorated house is complete with a lavish couch, cozy fireplace, super-comfy beds and a well-appointed kitchen. This place is perfect for large families planning a Boston vacation or guests visiting this city for wedding functions.
Luxurious four-bedroom Boston apartment overlooking the ocean
Price: from 139 USD
Number of Guests: 12
7. Stylish retreat in Fort Hill (from 210 USD)
Situated in Fort Hill, this newly renovated one-bedroom apartment is located close to the subway as well as downtown. This home is very colorful and has a stylish layout. Carefully selected colors boost the house’s aesthetic appeal. The bedroom comes with two queen beds and daybeds.
Moreover, there are two more convertible beds that can sleep additional people. The kitchen looks trendy with stainless steel appliances, stone surfaces, and cooking essentials. The high ceilings give this home an open feel. Free on-site parking is available at this property.
Upscale, stylish dream home in Fort Hill
Price: from 210 USD
Number of Guests: 7
8. Refurbished condo with a backyard in the heart of downtown (from 360 USD)
This newly renovated two-bedroom condo is located in the city center and can easily accommodate 7 people. The location provides a convenience to visit the tourist attractions, enjoy different cuisines and experience the nightlife. The house is tastefully decorated with stylish furniture.
This house boasts an open concept living space, a cool patio with a full-size grill and a backyard. The house has top-notch amenities which increase the comfort of staying here. At this price, it provides better value for its money than a lot of hotels.
Luxury condo in the heart of downtown with a backyard!
Price: from 360 USD
Number of Guests: 7
9. Completely renovated two-bedroom apartment near Harvard and MIT (from 289 USD)
Located steps away from Harvard & MIT, this newly renovated large two-bedroom apartment can accommodate six people. It is ideal for students, families coming to attend graduation ceremonies, business travelers or even couples. The brightly lit apartment is decorated in a simple manner and features a coffee bar and a fully functional kitchen.
The apartment looks chic with its wooden floors. Two large beds in the bedroom along with a convertible sofa in the living area can easily sleep all six guests. Besides, there is an open-concept kitchen with a large refrigerator. The best part is that there is free laundry on-site.
Completely renovated two-bedroom apartment near Harvard and MIT
Price: from 289 USD
Number of Guests: 6
10. Spacious, classic Victorian brownstone with common area patio (from 280 USD)
Located at the coveted Back Bay, this Victorian brick brownstone apartment offers amazingly comfortable living to the five guests that it accommodates. The convenient location provides easy access to Hynes Convention Center, the Public Gardens, restaurants, and shopping. The living room with hardwood floors, lavish black couches, and a marble fireplace looks high-class.
The kitchen has a black and white checkered floor and white immaculate cabinets, which add to the sophisticated look. The bedroom with an artsy fireplace overlooks a gorgeous patio. Moreover, there is a laundry service in the building.
Spacious, classic Victorian brownstone with common area patio
Price: from 280 USD
Number of Guests: 5
11. Sunny and newly renovated Boston apartment (from 280 USD)
This newly renovated three-bedroom apartment is located near public transportation.and a short walk away from Fenway Park and downtown. This apartment comes with a fully loaded kitchen, fresh linens, private bathroom, double bed, sofa bed, and cable TV. This apartment can house eight people in comfort. It is ideal for people who are okay to stay further from the bustling city center.
Sunny and newly renovated Boston apartment
Price: from 280 USD
Number of Guests: 8
12. Club Quarters Hotel in Boston
Club Quarters is a four-star property that offers central location close to Boston Common as well as the public garden. The vacation rental in this hotel is filled with loads of natural light. The amenities offered include a queen size bed, flat-screen TV with multiple channels, work-space, attached bathroom and much more.
A microwave, as well as a refrigerator, can be provided on request. Guests staying here have access to the hotel’s fitness center. There is a restaurant in the hotel that serves breakfast and other meals. Besides, there is a paid parking service available on-site.
Boston, MA, US
13. The Westin Copley Place
The Westin Copley Place is a 4-star hotel located in the heart of Boston, near Boston Public Garden, Hynes Convention Center, Copley Place and the public library. The airy room is well-decorated and equipped with a 32" LED TV with premium channels and paid movie services, refrigerator, coffee/tea maker, comfortable bed with premium bedding, iron/ironing board and all bathroom essentials.
There are 24-hour room service and housekeeping services available. During their stay here, guests have access to a paid spa service, business center for meetings and dining options at one of the hotel’s four restaurants or coffee shop. A roundtrip airport shuttle is available at an additional charge.
Boston, MA, US
14. Historic Victorian charmer in South Boston
Set in a historic house from the 1890s, this beautiful third-floor apartment features its own entrance via the basement stairs all the way to the accommodations. Available for monthly rentals, this Boston property also makes a great choice if you’re planning to stay for a while for the holidays. You can even bring along a small pet to join you, but you will be charged a 150 USD cleaning fee.
Heating and air-conditioning are available, with the latter centralized. The kitchen is fully equipped if you want to try making your own dishes after dining at one of Boston’s wonderful seafood restaurants.
South Boston, Massachusetts, United States
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
Be a part of Boston's revolutionary spirit and liberal attitude
Boston has a number of not so pricey options, as well as a rich history and enriching culture. These vacation rentals are a perfect place to explore Boston’s culture and history and imbibe its wonderful spirit at an economical price.
Frequently asked questions about Vrbo vacation rentals in Boston
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