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The 10 Best Holiday Rentals in Boston, USA

Check out our pick of great holiday rentals in Boston

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

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Brand New Luxury Rooms near downtown Boston features air-conditioned guest accommodation in Boston, 3.8 km from Boston Museum of Fine Arts, 4.1 km from JFK Presidential Library & Museum and 4.2 km from Hynes Convention Center. This guest house features free private parking and private check-in and check-out. The guest house has family rooms.

Clean good facilities, not far from transport. The owner was very helpful.

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9
Superb
110 reviews

Located in Boston, 3.5 km from Freedom Trail and 3.6 km from Boston North Station, Location+Comfort+Convenience offers air conditioning. Among the facilities at this property are luggage storage space and a concierge service, along with free WiFi throughout the property. The property is non-smoking and is set 3.6 km from TD Garden.

We loved our stay in this charming two-story apartment. It was perfect for our family of four! The place was spotlessly clean and cozy. The kitchen was well equipped, and there was washing machine and dryer. Our kids were thrilled with their own rooms upstairs!

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9
Superb
16 reviews
Price from
£401
per night

A recently renovated apartment located in the Dorchester district of Boston, Near Train Station Gorgeous 3-Bedroom Apartment with Patios offers accommodation with with a garden, parking on-site and free WiFi. The air-conditioned accommodation is 7.1 km from JFK Presidential Library & Museum. The property is non-smoking and is situated 8.8 km from Boston Museum of Fine Arts.

Very roomy, Beautifully renovated with great hardwood floors and a lovely bathroom. Lovely dinning room with table and chairs that would seat 8. Well stocked and full kitchen.

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9.2
Superb
34 reviews
Price from
£341
per night

Situated in Boston, 3.5 km from Central Square Theatre and 3.5 km from John F. Kennedy Park, Spacious Apartment in Boston offers air conditioning. The property is set 3.6 km from Boston University, 3.7 km from Harvard University and 3.7 km from Harvard Square. Free WiFi is available throughout the property and Fenway Park is 3.2 km away.

A great apartment located about 15 min outside the centre on the green T line, the stop was just 5 mins walk making it easy to get about. The apartment was clean, tidy and fitted with what looked like all new appliances. There were loads of restaurants / bars / shops within easy walking distance making it perfect for our needs. The property manager was really helpful and provided great comms.

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9.8
Exceptional
5 reviews

Set in Boston, 10 km from Boston Museum of Fine Arts and 11 km from Fenway Park, Comfortable loft with private bathroom offers air conditioning. Both free WiFi and parking on-site are accessible at the homestay free of charge. The property is non-smoking and is situated 11 km from Hynes Convention Center.

Cozy place in the suburbs of Boston. Nice surroundings.

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9
Superb
73 reviews
Price from
£107
per night

Set within 10 km of Back Bay Station and 10 km of Fenway Park, Boston Luxury 2 Bedroom Private Condo offers rooms with air conditioning and a shared bathroom in Boston. With free private parking, the property is 7.8 km from JFK Presidential Library & Museum and 9 km from Boston Museum of Fine Arts. Hynes Convention Center is 10 km away and Boston South Station is 11 km from the apartment.

The cleanness and the neighborhood very quiet and nice people around

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9.8
Exceptional
6 reviews
Price from
£259
per night

In a central area of Boston, located within a short distance of Boston South Station and Boston Tea Party Ship & Museum, Beach Street Loft offers free WiFi, air conditioning and household amenities such as a fridge and coffee machine. The property features city views and is 1.3 km from Boston Public Garden and 1.2 km from Custom House. The property is non-smoking and is situated 1.1 km from Boston Common.

Details, fully equipped, very near the convention center, near china town, near supermartket, clear instruction, design

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9.3
Superb
7 reviews
Price from
£222
per night

A recently renovated apartment in Boston and within 8.1 km of Boston Museum of Fine Arts, Roslindale village condos features free bikes, comfortable allergy-free rooms and free WiFi. There is a private entrance at the apartment for the convenience of those who stay. The apartment has family rooms.

Beautifully presented, easy parking, good location to subway and shops. Great communication

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9.2
Superb
87 reviews
Price from
£244
per night

Boasting air-conditioned accommodation with a balcony, 2BR Spacious & Comfy 43' Yacht - Heat & AC - On the Freedom Trail - Best Nights Sleep is situated in Boston. Free WiFi is available throughout the property and private parking is available on site. The property is non-smoking and is set 2.3 km from Freedom Trail.

Beautiful spot and lovely accommodation. Easy and very nice communication with Chad and Holly, so helpful! Such a fantastic and peaceful place to be. Very comfortable! We are grateful and hope to get back sometime!

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9.8
Exceptional
10 reviews
Price from
£313
per night

Clarendon Square provides accommodation located 2 km from the centre of Boston and features a tennis court and a terrace. The property has city and quiet street views, and is 600 metres from Back Bay Station. Providing free WiFi throughout the property, the bed and breakfast is allergy-free and features a hot tub.

There was great coffee but only bananas for breakfast. The location was fantastic. The decor was fabulous, room was spacious and comfortable. Staff was VERY responsive. The room was extremely quiet even with the guests right next door.

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9.5
Exceptional
28 reviews
Price from
£379
per night

Most booked holiday rentals in Boston this month

Enjoy breakfast in Boston!

  • Oasis Guest House
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 1,182 reviews

    Located 5 minutes’ walk from Symphony Hall, this Boston guest house features shared outdoor terraces. Fenway Park, home of the Boston Red Sox, is 1 mile away.

    Staff always friendly and willing to help with everything.

  • Brand New Luxury Rooms near downtown Boston
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 110 reviews

    Brand New Luxury Rooms near downtown Boston features air-conditioned guest accommodation in Boston, 3.8 km from Boston Museum of Fine Arts, 4.1 km from JFK Presidential Library & Museum and 4.2 km...

    The hosts were marvelous, our room was clean and new.

  • Location+Comfort+Convenience
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 16 reviews

    Located in Boston, 3.5 km from Freedom Trail and 3.6 km from Boston North Station, Location+Comfort+Convenience offers air conditioning.

    Beautiful apartment with every modern convenience. Very clean 😊

  • Near Train Station Gorgeous 3-Bedroom Apartment with Patios
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 34 reviews

    A recently renovated apartment located in the Dorchester district of Boston, Near Train Station Gorgeous 3-Bedroom Apartment with Patios offers accommodation with with a garden, parking on-site and...

    All good . Clean. Close to subway. Nice friendly hosts.

  • Spacious Apartment in Boston
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Situated in Boston, 3.5 km from Central Square Theatre and 3.5 km from John F. Kennedy Park, Spacious Apartment in Boston offers air conditioning.

  • Boston Luxury 2 Bedroom Private Condo
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 6 reviews

    Set within 10 km of Back Bay Station and 10 km of Fenway Park, Boston Luxury 2 Bedroom Private Condo offers rooms with air conditioning and a shared bathroom in Boston.

  • Beach Street Loft
    Breakfast options
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 7 reviews

    In a central area of Boston, located within a short distance of Boston South Station and Boston Tea Party Ship & Museum, Beach Street Loft offers free WiFi, air conditioning and household amenities...

  • Roslindale village condos
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 87 reviews

    A recently renovated apartment in Boston and within 8.1 km of Boston Museum of Fine Arts, Roslindale village condos features free bikes, comfortable allergy-free rooms and free WiFi.

    Le service, la propreté, les 2 salles de bain etc.

These holiday rentals in Boston have options with FREE cancellation

  • Comfortable loft with private bathroom
    Free cancellation options available
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 73 reviews

    Set in Boston, 10 km from Boston Museum of Fine Arts and 11 km from Fenway Park, Comfortable loft with private bathroom offers air conditioning.

    Cozy place in the suburbs of Boston. Nice surroundings.

  • Beautiful Victorian house, Room
    Free cancellation options available
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 194 reviews

    Set in Boston, 4 km from JFK Presidential Library & Museum and 6.9 km from Boston Museum of Fine Arts, Beautiful Victorian house, Room offers accommodation with free WiFi in a historic building.

    Good value for money. Spacious room. Other residents were friendly

  • Stylish Studio in Historic Boston - Unit #406
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 6 reviews

    Set in Boston, 1.5 km from Hynes Convention Center and 1.1 km from Fenway Park, Stylish Studio in Historic Boston - Unit #406 offers air conditioning.

  • Stylish Downtown Studio in the SouthEnd, C.Ave #24
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 11 reviews

    Offering city views, Stylish Downtown Studio in the SouthEnd, C.Ave #24 is an accommodation situated in Boston, less than 1 km from Hynes Convention Center and a 16-minute walk from Boston Public...

  • Charming & Stylish Studio on Beacon Hill #15
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 78 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #15 is an accommodation located in Boston, 800 metres from Old State House and 700 metres from Boston Common.

    La ubicación excelente. Muy bien equipada la cocina

  • Downtown Beacon Hill, Convenient, Comfy Studio #10
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 32 reviews

    Offering city views, Downtown Beacon Hill, Convenient, Comfy Studio #10 is an accommodation located in Boston, 800 metres from Old State House and 700 metres from Boston Common.

    old world charm with modern conveniences. close to everything

  • Charming & Stylish Studio on Beacon Hill #3
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 15 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #3 is an accommodation situated in Boston, 800 metres from Old State House and 700 metres from Boston Common.

    Pokój w pięknej kamienicy. Blisko do centrum i innych atrakcji.

  • Downtown Beacon Hill, Convenient, Comfy Studio #1
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 13 reviews

    Offering city views, Downtown Beacon Hill, Convenient, Comfy Studio #1 is an accommodation located in Boston, 800 metres from Old State House and 700 metres from Boston Common.

Highly rated holiday rentals in Boston

  • Charming Studio in Boston Brownstone, C.Ave#5
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 13 reviews

    Offering city views, Charming Studio in Boston Brownstone, C.Ave#5 is an accommodation set in Boston, less than 1 km from Hynes Convention Center and a 16-minute walk from Boston Public Garden.

  • Stylish Downtown Studio in the SouthEnd, C.Ave# 2
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 8 reviews

    Located in Boston, less than 1 km from Hynes Convention Center and a 16-minute walk from Boston Public Garden, Stylish Downtown Studio in the SouthEnd, C.Ave# 2 provides city views and free WiFi.

  • Stylish Downtown Studio in the South End, #8
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 7 reviews

    Set in Boston, Stylish Downtown Studio in the South End, #8 offers city views and free WiFi, less than 1 km from Hynes Convention Center and a 16-minute walk from Boston Public Garden.

  • Stylish Newbury Street Studio, #4
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 45 reviews

    Right in the centre of Boston, set within a short distance of Hynes Convention Center and Back Bay Station, Stylish Newbury Street Studio, #4 offers free WiFi, air conditioning and household amenities...

    great location, very clean! loved the street and neighborhood!

  • Stylish Newbury Street Studio, #2
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 36 reviews

    In a central area of Boston, located within a short distance of Hynes Convention Center and Back Bay Station, Stylish Newbury Street Studio, #2 offers free WiFi, air conditioning and household...

    Small comfortable apartment. Easy entrance and fun area.

  • Furnished Studio in the South End #4
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 34 reviews

    Located in Boston, less than 1 km from Hynes Convention Center and a 16-minute walk from Boston Public Garden, Furnished Studio in the South End #4 provides city views and free WiFi.

    Gorgeous apartment. Excellent location. The design of the apartment is splendid.

  • 2BR Spacious & Comfy 43' Yacht - Heat & AC - On the Freedom Trail - Best Nights Sleep
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 10 reviews

    Boasting air-conditioned accommodation with a balcony, 2BR Spacious & Comfy 43' Yacht - Heat & AC - On the Freedom Trail - Best Nights Sleep is situated in Boston.

    es como estar en un hotel, muy limpio y ordenado ! me encanto !!! regresare !

  • Clarendon Square
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 28 reviews

    Clarendon Square provides accommodation located 2 km from the centre of Boston and features a tennis court and a terrace.

    Excelente lugar, muy amable y servicial, es como tener tu casa en Boston.

FAQ about holiday rentals in Boston








Holiday rentals that guests love in Boston

  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 87 reviews
    We were in an apartment on the top floor, very nice and big enough for a family of four, though the single beds could be a little longer, our kids just fitted in them, so it was ok this time and everybody happy. We had a car so the location was great in any direction and no problem to park the car. We took the train downtown once, very easy and the trainstation just a couple of steps away. Would stay there again and will definitely recommend Roslinde Village Condos to those travelin to Boston
    Johanna Fridur
    Family with young children
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 87 reviews
    The location was good. It's a nice, quiet suburb. Local people were really nice. The accommodation was spacious, cosy and clean. No problems with on street parking. We were warned in advance that some visitors found the noise from the upper floor intrusive. We didn't, we were conscious of people upstairs walking about and of pipes gurgling from time to time, but it wasn't problematic. Traffic in Boston was horrible, so we mostly chose to use the train ($10 to travel all weekend) from Roslindale Village which is a short walk away.
    John
    Young couple
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 87 reviews
    location was just as expected--short walk to Roslindale Village commuter rail and groceries and restautants.
    schaper
    Family with young children
  • 8.0
    Scored 8.0
    Very good
    Rated very good
     · 5,734 reviews
    Nice and old building very well positioned near city centre and city park. Room was pretty tight and small but it should not be a problem for short term stays.
    Ivan Kokic
    Young couple
  • 6.9
    Scored 6.9
    Pleasant
    Rated pleasant
     · 115 reviews
    The description of the property and photos - are 99% match with reality. Haven't had some big expectations from the property, so took it easy - a reasonable place to stay for a short term. Groceries, coffee and bars/restaurants in the area. Ok public connection to the city center, I even walked a couple of times. Responsive staff, even welcomed marathon runners with free fruits and biscuits :)
    VLADYSLAV
    Group
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 87 reviews
    The Condo was situated in a really quiet area .The Condo was very cozy and cleanliness was second to none. Just a 10 minute walk from Roslindale Village where there were a good selection of nice restaurants and bars to choose from. Plenty of buses go to Forest Hills where you can pick up the T transit system. We are definitely thinking of a return at some point in the future. I would definitely recommend staying there.
    Paul
    Family with young children

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