The 10 best holiday rentals in Boston, USA | Booking.com
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Holiday Rentals in Boston

Find the holiday rentals that appeal to you the most

The best holiday rentals in Boston

Check out our pick of great holiday rentals in Boston

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Most booked holiday rentals in Boston and surroundings in the past month

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These holiday rentals in Boston and nearby have options with free cancellation

  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 41 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #8 is an accommodation located in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

    From US$385.89 per night
  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 86 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #15 is an accommodation located in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 4 reviews

    Offering city views, Comfy Beacon Hill Studio Great for Work Travel #13 is an accommodation situated in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

  • Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 66 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #12 is an accommodation located in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 50 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #11 is an accommodation located in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

  • Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 63 reviews

    Offering city views, Downtown Beacon Hill, Convenient, Comfy Studio #10 is an accommodation located in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

  • Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 31 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #9 is an accommodation located in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 55 reviews

    Boasting city views, Comfy Beacon Hill Studio Great for Work Travel #7 provides accommodation with a balcony, around 600 metres from Boston Common.

Highly rated holiday rentals in Boston and nearby

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 23 reviews

    Offering free WiFi and city views, Cozy Downtown Studio, #41 is an accommodation set in Boston, just 1.9 km from Boston Museum of Fine Arts and 1.8 km from Boston Common.

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 21 reviews

    Offering city views, Stylish Downtown Studio in the SouthEnd, C.Ave# 3 is an accommodation situated in Boston, 1.9 km from Boston Museum of Fine Arts and 1.8 km from Boston Common.

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 29 reviews

    In the South End district of Boston, close to Boston Museum of Fine Arts, Beautiful 2Bedroom in the South End Boston - Ground Level Unit features free WiFi and a washing machine.

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 37 reviews

    Offering free WiFi and city views, Furnished Studio in the South End #4 is an accommodation located in Boston, just 1.9 km from Boston Museum of Fine Arts and 1.8 km from Boston Common.

  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 26 reviews

    Right in the heart of Boston, situated within a short distance of Back Bay Station and Fenway Park, Stylish Newbury Street Studio, #11 offers free WiFi, air conditioning and household amenities such...

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 57 reviews

    In the centre of Boston, located within a short distance of Back Bay Station and Fenway Park, Stylish Studio on Newbury St, THIS IS BOSTON!

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 12 reviews

    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.

    From US$709.90 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 562 reviews

    Located 230 metres from the famed Harvard University and set in the heart of Harvard Square, this charming guesthouse offers cozy accommodations, a delicious free daily breakfast and an on-site...

    From US$224.49 per night

Enjoy breakfast in Boston and nearby

  • Beacon Inn 1087

    Brookline
    Breakfast options
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 407 reviews

    This bed and breakfast is located in Brookline and is 5 km from downtown Boston. This 19th century brownstone bed and breakfast offers free Wi-Fi in every room.

    From US$223 per night

  • Beacon Inn 1750

    Brookline
    Breakfast options
    Scored out of 10, guest rating 6.7
    Pleasant - What previous guests thought, 234 reviews

    This bed and breakfast is in Brookline and is one mile from Boston College. This property is a 19th century brownstone and features free Wi-Fi in every room.

    From US$167 per night
  • Scored out of 10, guest rating 5.2
    Passable - What previous guests thought, 7 reviews

    Located in Boston, 300 metres from King's Chapel and Burying Ground and less than 1 km from Beacon Hill, Modern Studio In City Center, Near Boston Common offers air conditioning.

    From US$738.01 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 32 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #6 is an accommodation situated in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 23 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #3 is an accommodation situated in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

  • Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 61 reviews

    Offering city views, Downtown Beacon Hill, Convenient, Comfy Studio #14 is an accommodation situated in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 43 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #2 is an accommodation set in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

  • Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 27 reviews

    Offering city views, Downtown Beacon Hill, Convenient, Comfy Studio #1 is an accommodation located in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

FAQ about holiday rentals in Boston

Holiday rentals that guests love in Boston

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  • Roslindale village condos

    Holiday Rental in Boston
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 173 reviews
    It was very clean and the decorations inside are better than the pictures advertised on the booking app. This property is definitely kin to upscale living and it’s perfect for family getaways. I’m truly impressed. The parking is also readily available; we had 2 vehicles to facilitate our family. I highly recommend this booking to anyone who is seeking a clean, safe neighborhood, and upscale vacation rental.
    Guest review by
    Alejandro
    Family with young children

  • Roslindale village condos

    Holiday Rental in Boston
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 173 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
    Guest review by
    Johanna Fridur
    Family with young children

  • Roslindale village condos

    Holiday Rental in Boston
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 173 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.
    Guest review by
    John
    Young couple

  • Roslindale village condos

    Holiday Rental in Boston
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 173 reviews
    location was just as expected--short walk to Roslindale Village commuter rail and groceries and restautants.
    Guest review by
    schaper
    Family with young children

  • Quarters on DOT by Thatch

    Holiday Rental in Boston
    Avg. price/night: US$145.53
    Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 254 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 :)
    Guest review by
    VLADYSLAV
    Group

  • Roslindale village condos

    Holiday Rental in Boston
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 173 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.
    Guest review by
    Paul
    Family with young children