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.

J
Juan
From
Germany
Fantastic hotel ! best location in the middle of a vibrant street full of restaurants , coffee shops and all kinda of shops. You can walk to the public park in 10min. The bed is lovely, the bathroom new and perfectly clean. The lobby staff is very welcoming and kind. There is free coffee and water which will save you some money!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 629 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$399.60
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.

c
caroline
From
France
Every thing. Beautiful, charming, confortable
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 26 reviews
Price from
US$370.76
1 night, 2 adults
Check availability

Natalie House

Allston/Brighton, Boston

Located in Boston, within 4.9 km of John F. Kennedy Park and 5.5 km of Brattle Theatre, Natalie House offers accommodation with free WiFi, air conditioning, a garden and a shared lounge.

I
Isy
From
Israel
Very nice and cosy place, extremely friendly host + excellent breakfast + short distance (by car🎶) from Boston downtown.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 88 reviews
Price from
US$289
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, 1,010 reviews
Price from
US$153
1 night, 2 adults
Check availability

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.

A
Andrei
From
Lithuania
The place is extraordinary cosy - I felt at home. There's a kitchen with everything you might need for cooking. The room was quite spacious. Super clean. Well connected to the city center
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 251 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.

C
Cindy-Jo
From
Australia
The property was well maintained and located close to food options and a train station. I found the area to be safe and not too noisy. The host also assisted me with giving some items I had to Goodwill as I was unable to take everything with me.
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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The Boston Rental - Multiple Floorplans

Allston/Brighton, Boston

Located in Boston, 2.3 km from John F. Kennedy Park, The Boston Rental - Multiple Floorplans provides accommodation with free WiFi and free private parking.

B
Brid
From
Ireland
The apartment was very clean with everything that we needed for our stay
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 219 reviews
Price from
US$174
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...

I
Ioannis Mageiras
From
Greece
Honestly everything was PERFECT!!! 1) SUPER ORGANISED 2) LOCATION CLOSE TO THE AIRPORT AND THE CITY 3) KINDEST HOST 4) SUPER COMFORTABLE BED 5) CLEAN BATHROOM AMD ROOM 10,10,10 ABSOLUTELY 10
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 665 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.

D
Dhanesh
From
India
Great location, spacious rooms and bathroom, excellent lounge services, highly recommended
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 305 reviews
Price from
US$355.30
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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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, 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, 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.

  • Temple Place Suites

    Theatre District, Boston
    Free cancellation options available
    Scored out of 10, guest rating 6.8
    Pleasant - What previous guests thought, 226 reviews

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

    From US$376.26 per night

  • Temple Place Suites 2+3

    Theatre District, Boston
    Free cancellation options available
    Scored out of 10, guest rating 7.3
    Good - What previous guests thought, 348 reviews

    Temple Place Suites 2+3 features rooms with free WiFi in the centre of Boston. The 5-star apartment features city views and is 200 metres from Freedom Trail.

    From US$309.03 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, 714 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

  • Suites At 143 Arlington Street

    Boston
    Free cancellation options available
    Scored out of 10, guest rating 6.6
    Pleasant - What previous guests thought, 101 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$317.29 per night

  • Global Luxury Suites East Boston

    East Boston, Boston
    Free cancellation options available
    Scored out of 10, guest rating 6.7
    Pleasant - What previous guests thought, 233 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$709.23 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, 401 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 8.1
    Very good - What previous guests thought, 179 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$200 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 8.8
    Fabulous - What previous guests thought, 31 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, 24 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.

  • 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.

Highly rated holiday rentals in Boston and nearby

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 13 reviews

    Offering city views, Centrally located Studio in the SouthEnd, #25 is an accommodation set in Boston, 1.9 km from Boston Museum of Fine Arts and 1.8 km from Boston Common.

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 45 reviews

    Offering free WiFi and garden views, Cheap, Furnished Studio in Downtown Boston #7 is an accommodation situated right in the heart of Boston, just 400 metres from Back Bay Station and 1.9 km from...

  • 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 8.5
    Very good - What previous guests thought, 53 reviews

    In a central area of Boston, located within a short distance of Back Bay Station and Fenway Park, Cozy Studio on Newbury Street, #1 offers free WiFi, air conditioning and household amenities such as a...

  • 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 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 8.5
    Very good - What previous guests thought, 561 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$374.15 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.

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, 251 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