Skip to main content

The best holiday rentals in Boston Metropolitan Area

Check out our pick of great holiday rentals in Boston Metropolitan Area

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

Bowers House offers modern accommodation in Somerville, conveniently located right in Davis Square and a 20-minute metro ride from Boston city centre. Free parking is available and continental breakfast is served daily. The metro station is less than a 5-minute walk. The location of the property is so good that you could get to the red line in less than 10 minutes walk, from there you could easily navigate around Boston, especially the dream schools :-). They also offer free parking which is so rare and convenient in Boston. Also,there are so many restaurant choices around that house you could easily find the one you like. Plus an H Mart within 5 mins walk. It just couldn’t be nicer! Christina and Steven are so nice that they offered us so many advices both for our trip and our rising senior son. Hope we could meet again in Beijing!

Show more Show less
9.1
Superb
493 reviews
Price from
US$195
per night

This historic guest house is located in Boston's Back Bay district, only 2 minutes' walk from the Hynes Convention Center and various shops along Newbury Street. The guest house offers free Wi-Fi and a 24-hour front desk. This location was excellent. close to food and shops. Highly recommend will stay again when in town. Parking was tricky to get to but very convient behind hotel. Staff was super friendly and accomodating

Show more Show less
9
Superb
616 reviews
Price from
US$239
per night

Set in the heart of Boston, 400 metres from Boston Museum of Fine Arts, Stylish Studio in Historic Boston - Unit #406 offers air-conditioned accommodation with free WiFi and a TV. It is located 2.5 km from Massachusetts Institute of Technology and features a lift. The property is non-smoking and is situated 1 km from Fenway Park. This property was great! Awesome location, close to lots of bars, restaurants and because walks by the lakes! The room was fully equipped with everything you need. We cooked our breakfast, lunches and dinners. Wifi was great, laundry was easy to use. The black towel for makeup is an excellent idea.

Show more Show less
9.2
Superb
25 reviews
Price from
US$211.60
per night

Spacious Medford Gem is set in Medford, 4.4 km from Inman Square, 4.7 km from Brattle Theatre, and 5.1 km from John F. Kennedy Park. The air-conditioned accommodation is 4.3 km from Peabody Museum, and guests can benefit from private parking available on site and free WiFi. The property is non-smoking and is situated 4.4 km from Cambridge College. Never been to Boston before, so staying out of the downtown in a walkable neighbourhood was fun for my family. Easy access to the subway and lots of restaurants, including the famous Kelly's diner and the barber down the street.

Show more Show less
9.7
Exceptional
27 reviews
Price from
US$289.17
per night

Situated in Medford, 4.2 km from Peabody Museum and 4.4 km from Cambridge College, Traveler’s Den in Medford offers air conditioning. It is set 4.4 km from Inman Square and features a 24-hour front desk. There is a picnic area and guests can make use of free WiFi, free private parking and an electric vehicle charging station. The spotless room was excellently appointed with helpful amenities. The private entrance was a plus, very accessible yet nicely set back. The Den is a perfect, homey base for exploring Medford, Somerville, Cambridge, or Boston.

Show more Show less
9.2
Superb
32 reviews
Price from
US$202.50
per night

Set 3.9 km from Central Square, 3.9 km from Peabody Museum and 4.5 km from Massachusetts Institute of Technology, Cozy Get Away Somerville features accommodation located in Somerville. The air-conditioned accommodation is 2.6 km from Cambridge College, and guests can benefit from private parking available on site and free WiFi. The property is non-smoking and is situated 3.1 km from Inman Square.

Show more Show less
9.2
Superb
12 reviews
Price from
US$215
per night

Modern Red Door Haven +5mins to Boston is located in Milton, 10 km from Jfk Presidential Library & Museum, 11 km from Back Bay Station, as well as 11 km from Fenway Park. This property offers access to a balcony, free private parking and free WiFi. The property is non-smoking and is situated 10 km from Boston Museum of Fine Arts. We thoroughly enjoyed our stay at this property. The property was beautifully decorated, very clean and comfortable. The host did not skip on anything…… The host provided snacks and bottled water to greet us. That was very thoughtful and much appreciated after our traveling journey. The home was fully stocked with all the amenities of home. The location of the property is just a short drive to downtown Boston. We will definitely stay at this property again should we come to Boston again.

Show more Show less
9.6
Exceptional
7 reviews
Price from
US$253.50
per night

Revere Vacation Rental Near MBTA about 7 Mi to Boston! is situated in Revere, 8 km from Boston North Station, 8 km from TD Garden, and 8.1 km from Old North Church. The property is around 8.3 km from Old State House, 8.4 km from Custom House and 8.5 km from King's Chapel and Burying Ground. Free WiFi is available throughout the property and Revere Beach is 1.2 km away. The rental was clean. The contact was exceptional to work with. The location was excellent

Show more Show less
9.2
Superb
5 reviews
Price from
US$235
per night

Located in Brookline, 2.7 km from Fenway Park and 2.7 km from Boston Museum of Fine Arts, Skyrise Two Stories - Centrally Located offers air conditioning. Both free WiFi and parking on-site are available at the apartment free of charge. The property is non-smoking and is situated 4 km from Boston University. Conveniently located, the host were very involved in making us feel comfortable and asking us if there’s anything more than they can do, really refreshing

Show more Show less
9.4
Superb
9 reviews
Price from
US$421.85
per night

Located in Boston, 4.7 km from Jfk Presidential Library & Museum and 5.6 km from Boston Museum of Fine Arts, 233-1 4BR Boston - Cozy Apt near MBTA Station offers air conditioning. This apartment provides free private parking, a 24-hour front desk and free WiFi. The property is non-smoking and is situated 6 km from Boston South Station. The apartment was very clean and there was plenty of room for myself and my siblings. The booking agent was easy to contact prior to our arrival.

Show more Show less
9.2
Superb
5 reviews
Price from
US$249
per night

Most booked holiday rentals in Boston Metropolitan Area this month

FAQs about holiday rentals in Boston Metropolitan Area

Holiday Rentals that guests love in Boston Metropolitan Area