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

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The best holiday rentals in Boston

Check out our pick of great holiday rentals in Boston

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Newbury Guest House

Hotel in Back Bay, Boston

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.

D
Deirdre
From
Ireland
The Central location was perfect, facilities and staff were exceptional
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 630 reviews
Price from
US$259
1 night, 2 adults
Check availability

90 - 4BR Dorchester - Sleek Apt near Marina Bay

Dorchester, Boston

Located in Boston in the Massachusetts region, 90 - 4BR Dorchester - Sleek Apt near Marina Bay has a balcony. This property offers access to a terrace, free private parking and free WiFi.

M
Malena
From
Canada
Very clean and spacious apartment. We were six (4 adults and 2 children), we had access to 2 rooms and slept very comfortably. It is close to everything (Fenway, public garden, the beach)!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 49 reviews
Price from
US$207.40
1 night, 2 adults
Check availability

2BR Spacious & Comfy 43' Yacht - Heat & AC - On the Freedom Trail - Best Nights Sleep

Boston

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.

J
Jennifer
From
United States
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!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 26 reviews
Price from
US$396.80
1 night, 2 adults
Check availability

Oasis Guest House

Fenway Kenmore, Boston

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.

F
Florence
From
Canada
I really enjoyed my stay. The place was cozy, comfortable, and the host was very kind and accomodating. I felt really safe in this B&B and everything was at walking distance. Would recommand!
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,022 reviews
Price from
US$153
1 night, 2 adults
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Boston Monadnock Properties

Dorchester, Boston

Situated 2.2 km from Carson Beach and 3.6 km from Jfk Presidential Library & Museum, Boston Monadnock Properties features free WiFi and units fitted with a kitchen, patio and seating area.

O
Olaf
From
Germany
Very helpful staff, we forgot a ring in the house and the staff sent it to us.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 250 reviews
Price from
US$49
1 night, 2 adults
Check availability

Beautiful Victorian house, Room

Dorchester, Boston

Set in Boston, 4.2 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.

S
Sabine
From
Austria
Its a rral beautiful room in beautiful house. The owner is vwry kind. The police station is right behind tje house, so we did not have to worry about safety.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 348 reviews
Price from
US$86
1 night, 2 adults
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Boston Queen Bedroom

Dorchester, Boston

Located in Boston within 2.6 km of Carson Beach and 4 km of Jfk Presidential Library & Museum, Boston Queen Bedroom provides rooms with free WiFi.

P
Pooja
From
Ireland
The house was well furnished and equipped. Very close bus stop and grocery stores
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 307 reviews
Price from
US$129
1 night, 2 adults
Check availability

Private Rooms, Shared Bath in a Private Home Minutes From Logan Airport

East Boston, Boston

Private Rooms, Shared Bath in a Private Home Minutes From Logan Airport in Boston provides accommodation with free WiFi, 1.9 km from Constitution Beach, 4.1 km from Boston North Station and 4.1 km...

S
Svetlana
From
Spain
Cosy and relaxed atmosphere, friendly hosts and close proximity to the airport
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 662 reviews
Price from
US$115
1 night, 2 adults
Check availability

Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

Fenway Kenmore, Boston

Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway 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.

S
Stephen
From
United Kingdom
The location was perfect. It was an apartment with an open plan kitchen, living room and separate bedroom and bathroom.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 303 reviews
Price from
US$304.30
1 night, 2 adults
Check availability

Boston Lodge and Suites

Dorchester, Boston

Situated 3.2 km from JFK Presidential Library & Museum, Boston Lodge and Suites features a tennis court and free WiFi.

U
Ulrich
From
Germany
Very well equipped apartment with all amenities in a rather central Boston suburb. Good access to public transportation. Check-in was very easy.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 219 reviews
Price from
US$208.25
1 night, 2 adults
Check availability
All holiday rentals in Boston

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

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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, 400 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$312 per night
  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 180 reviews

    Situated in Winthrop in the Massachusetts region, with Donovan Beach nearby, Château sur Mer Bed & Breakfast features accommodation with free WiFi and free private parking.

  • Beacon Inn 1750

    Brookline
    Breakfast options
    Scored out of 10, guest rating 6.7
    Pleasant - What previous guests thought, 235 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$223 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 85 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 8.6
    Fabulous - What previous guests thought, 42 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.

  • 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, 25 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 8.0
    Very good - What previous guests thought, 26 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.

Highly rated holiday rentals in Boston and nearby

  • 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.

  • Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 838 reviews

    Located within a 800 metres radius of Harvard Square and Harvard University, this Cambridge inn offers free WiFi access throughout the property.

    From US$271.25 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 46 reviews

    Located in Brookline, 2.6 km from Fenway Park and 3.2 km from Boston University, A Stylish Stay w/ a Queen Bed, Heated Floors.. #34 offers a shared lounge and air conditioning.

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 26 reviews

    Set in Brookline, 2.6 km from Fenway Park and 3.2 km from Boston University, Large Studio w/ Queen AND Sofa Bed..#38 offers a shared lounge and air conditioning.

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 25 reviews

    Set in Brookline, 2.8 km from Fenway Park and 3.5 km from Boston University, A Stylish Stay w/ a Queen Bed, Heated Floors.. #35 offers a shared lounge and air conditioning.

  • Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 8 reviews

    Situated in Brookline, 2.8 km from Fenway Park and 3.5 km from Boston University, A Stylish Stay w/ a Queen Bed, Heated Floors.. #32 offers a shared lounge and air conditioning.

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 32 reviews

    Featuring city views, A Stylish Stay w/ a Queen Bed, Heated Floors.. #23 features accommodation with a shared lounge and a balcony, around 2.8 km from Fenway Park.

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 18 reviews

    Set in the centre of Boston, 500 metres from Freedom Trail and less than 1 km from Boston South Station, Downtown Studio Apt, Near Grocery And Hospitals offers free WiFi and air conditioning.

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

  • Temple Place Suites

    Theatre District, Boston
    Free cancellation options available
    Scored out of 10, guest rating 6.8
    Pleasant - What previous guests thought, 229 reviews

    The property is set in Boston, 300 metres from Freedom Trail and 400 metres from Boston Tea Party Ship & Museum.

    From US$416.36 per night

  • Harmony Medical Suites ChinaTown

    Chinatown, Boston
    Free cancellation options available
    Scored out of 10, guest rating 6.1
    Pleasant - What previous guests thought, 18 reviews

    Attractively located in Boston, Harmony Medical Suites ChinaTown features air-conditioned rooms with free WiFi and private parking.

    From US$944.90 per night
  • Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 717 reviews

    In the Chinatown district of Boston, close to Boston South Station, Global Luxury Suites Downtown Boston has a shared lounge and a washing machine.

    From US$984.17 per night

  • Bay Village Suites

    Boston
    Free cancellation options available
    Scored out of 10, guest rating 5.8
    Passable - What previous guests thought, 396 reviews

    Bay Village Suites in Boston provides accommodation with free WiFi, 1.1 km from Boston Common, 1 km from Freedom Trail and 1.5 km from Boston South Station.

    From US$319.64 per night

  • Suites At 143 Arlington Street

    Boston
    Free cancellation options available
    Scored out of 10, guest rating 6.6
    Pleasant - What previous guests thought, 102 reviews

    Suites At 143 Arlington Street in Boston provides accommodation with free WiFi, 1.1 km from Boston Common, 1 km from Freedom Trail and 1.5 km from Boston South Station.

    From US$351.49 per night

  • Global Luxury Suites East Boston

    East Boston, Boston
    Free cancellation options available
    Scored out of 10, guest rating 6.8
    Pleasant - What previous guests thought, 231 reviews

    Providing quiet street views, Global Luxury Suites East Boston is located in the East Boston district of Boston, 3.9 km from Boston North Station and 3.9 km from TD Garden.

    From US$659.34 per night
  • Scored out of 10, guest rating 6.5
    Pleasant - What previous guests thought, 2 reviews

    Offering city views, Stylish Downtown Studio in the SouthEnd, C.Ave #43 is an accommodation situated in Boston, 1.9 km from Boston Museum of Fine Arts and 1.8 km from Boston Common.

    From US$350.60 per night
  • Scored out of 10, guest rating 7.1
    Good - What previous guests thought, 19 reviews

    In the Allston/Brighton district of Boston, close to Central Square, Boston Historical Urban Oasis features a private beach area and a washing machine.

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, 169 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, 169 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, 169 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, 169 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
    Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 250 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, 169 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