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The best holiday rentals in Boston

Check out our pick of great holiday rentals in Boston

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Located in Boston, within 5.4 km of Harvard Square and 5.5 km of Brattle Theatre, Natalie House offers accommodation with free WiFi, air conditioning, a garden and a shared lounge. Featuring full-day security, this property also provides guests with a sun terrace. Guests can access the bed and breakfast via private entrance.

Nathalie's place is very nice. Clean, authentic and beautiful ✨️. We stayed in the room located in the 3rd floor and it is really a nice room. Nathalie is very accommodating and very friendly.

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9.3
Superb
108 reviews

Boston Luxury Condo Style Rooms is set in the Dorchester district of Boston, 10 km from Back Bay Station, 10 km from Fenway Park and 10 km from Hynes Convention Center. The air-conditioned accommodation is 7.6 km from JFK Presidential Library & Museum, and guests can benefit from private parking available on site and free WiFi. The property is non-smoking and is located 9 km from Boston Museum of Fine Arts.

The host was beyond accommodating, and the house was wonderful, plus it was close to everything

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9
Superb
9 reviews
Price from
AR$ 138,559
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
36 reviews
Price from
AR$ 390,606
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
6 reviews
Price from
AR$ 752,150
per night

Comfortable loft with private bathroom is situated in Boston, 11 km from Fenway Park, 11 km from Hynes Convention Center, and 12 km from Back Bay Station. Both free WiFi and parking on-site are accessible at the homestay free of charge. The property is non-smoking and is set 10 km from Boston Museum of Fine Arts.

Quiet area, clean and well-equipped

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9
Superb
77 reviews
Price from
AR$ 96,245
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.

What I liked about the property is that fact it was very clean and very quiet. The owners are very nice and welcoming people. They made us feel like we were at home.

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9.9
Exceptional
8 reviews
Price from
AR$ 289,603
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.

Very clean and in a perfect location for us. Close to restaurants, the Arboretum, and the BWF hospital.

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9.2
Superb
93 reviews
Price from
AR$ 339,635
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.

We loved the location and the fact that this was a different experience. It was cheaper than other options available in Boston that week. Chad our host went out of his way to help us and we were grateful for this. We would stay again in the future. Everything was catered for - we loved having a good coffee machine and the opportunity to sit on the deck.

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9.8
Exceptional
12 reviews
Price from
AR$ 502,457
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
AR$ 412,008
per night

With free WiFi, this 2-bedroom holiday home provides a TV, a washing machine and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the holiday home. The accommodation offers a fireplace.

Apartment super well equipped. Wonderful patio. Excellent laundry equipment. Great shower. Enough cupboard space. Pleasant decor. Detailed and practical documentation. Easy move in & move out. Unobtrusive host.

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9
Superb
32 reviews
Price from
AR$ 173,823
per night

Most booked holiday rentals in Boston this month

Enjoy breakfast in Boston!

  • Natalie House
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 108 reviews

    Located in Boston, within 5.4 km of Harvard Square and 5.5 km of Brattle Theatre, Natalie House offers accommodation with free WiFi, air conditioning, a garden and a shared lounge.

    Clean room. The bed is nice memory foam mattress.

  • Boston Luxury Condo Style Rooms
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 9 reviews

    Boston Luxury Condo Style Rooms is set in the Dorchester district of Boston, 10 km from Back Bay Station, 10 km from Fenway Park and 10 km from Hynes Convention Center.

    Felt like home. Nicely decorated and clean. Comfortable bed.

  • Near Train Station Gorgeous 3-Bedroom Apartment with Patios
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 36 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.

  • Comfortable loft with private bathroom
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 77 reviews

    Comfortable loft with private bathroom is situated in Boston, 11 km from Fenway Park, 11 km from Hynes Convention Center, and 12 km from Back Bay Station.

    Cozy place in the suburbs of Boston. Nice surroundings.

  • Boston Luxury 2 Bedroom Private Condo
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 8 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.

    The cleanness and the neighborhood very quiet and nice people around

  • Roslindale village condos
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 93 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.

  • 2BR Spacious & Comfy 43' Yacht - Heat & AC - On the Freedom Trail - Best Nights Sleep
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 12 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.

These holiday rentals in Boston have options with FREE cancellation

  • Beautiful Victorian house, Room
    Free cancellation options available
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 206 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.

    Neat and tidy place. Clean bathroom and joint kitchen and dinning area.

  • Boston Queen Bedroom
    Free cancellation options available
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 225 reviews

    Boston Queen Bedroom is situated in the Dorchester district of Boston, 3.8 km from JFK Presidential Library & Museum, 4.9 km from Boston Museum of Fine Arts and 5.3 km from Boston South Station.

    Las instalaciones eran buenísimas y la cama comodisima!

  • Sonder at Pierce Boston
    Free cancellation options available
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 218 reviews

    Sonder at Pierce Boston provides accommodation within 3.6 km of the centre of Boston, with free WiFi, and a kitchen with a dishwasher, an oven and a microwave.

    Spacious. Light. comfortable. Kids arcade is great.

  • Newbury Guest House
    Free cancellation options available
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 650 reviews

    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.

    Everything was great. They have discontinued breakfast

  • Stylish Studio in Historic Boston - Unit #406
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 9 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.

  • Boston Monadnock Properties
    Free cancellation options available
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 55 reviews

    Situated 2.3 km from Carson Beach and 3.4 km from JFK Presidential Library & Museum, Boston Monadnock Properties features free WiFi and units fitted with a kitchen, patio and seating area.

    Everything is good! owner was kind and place is cozy.

  • Stylish Downtown Studio in the Boston, C.Ave #34
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 22 reviews

    Offering city views, Stylish Downtown Studio in the Boston, C.Ave #34 is an accommodation located in Boston, less than 1 km from Hynes Convention Center and a 16-minute walk from Boston Public Garden.

    Thé localisation was perfect, close to the center but still calm.

  • Stylish Downtown Studio in the SouthEnd, C.Ave #24
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 12 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...

Highly rated holiday rentals in Boston

  • Spacious Apartment in Boston
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 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.

  • Lovely Two Bedroom Condo in South Boston
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 14 reviews

    Set in Boston, 1.6 km from M Street Beach and 2.9 km from Pleasure Bay Beach, Lovely Two Bedroom Condo in South Boston offers a garden and air conditioning.

    Všetko bolo fajn. Veľmi útulný a moderný apartmán.

  • Charming & Stylish Studio on Beacon Hill #15
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 79 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
     · 33 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.

  • Charming & Stylish Studio on Beacon Hill #2
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 24 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #2 is an accommodation set in Boston, 800 metres from Old State House and 700 metres from Boston Common.

    Location was great Private bathroom was a huge bonus

  • 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.

  • 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.

FAQ about holiday rentals in Boston









Holiday rentals that guests love in Boston

  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 93 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.
    Alejandro
    Family with young children
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 93 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
     · 93 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 ($10 to travel all weekend) from Roslindale Village which is a short walk away.
    John
    Young couple
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 93 reviews
    location was just as expected--short walk to Roslindale Village commuter rail and groceries and restautants.
    schaper
    Family with young children
  • Avg. price/night: AR$ 316,497.85
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 5,819 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
  • 6.8
    Scored 6.8
    Pleasant
    Rated pleasant
     · 126 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
     · 93 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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