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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

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

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Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 266 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 304 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 6.9
Pleasant - What previous guests thought, 481 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 354 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 724 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 605 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 5.8
Passable - What previous guests thought, 388 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 963 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 328 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 1,128 reviews

Enjoy breakfast in Boston and nearby

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 963 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.

From US$235.65 per night

Beacon Inn 1087

Brookline
Breakfast options
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 405 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$177 per night

Beacon Inn 1750

Brookline
Breakfast options
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 227 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$156 per night

Located in a central area of Boston, 300 metres from Old State House, Downtown 1BR w Gym WD nr Faneuil Hall BOS-562 provides air-conditioned accommodation with free WiFi and a TV.

Scored out of 10, guest rating 6.4
Pleasant - What previous guests thought, 8 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.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 41 reviews

Located in the centre of Boston, just 500 metres from King's Chapel and Burying Ground and 600 metres from Boston Common, Cozy Furnished Studio in Beacon Hill #4 provides accommodation with city views...

Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 218 reviews

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

From US$252.41 per night
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 354 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$189.90 per night

Highly rated holiday rentals in Boston and nearby

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 40 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$318.47 per night
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 8.7
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, 30 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 8.7
Fabulous - What previous guests thought, 60 reviews

Located in Boston, 3.6 km from Boston North Station and 3.6 km from TD Garden, Location+Comfort+Convenience offers air conditioning.

From US$459.72 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 24 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.

From US$274.85 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 55 reviews

Offering city views, Stylish Downtown Studio in the Boston, C.Ave #34 is an accommodation located in Boston, 1.9 km from Boston Museum of Fine Arts and 1.8 km from Boston Common.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 21 reviews

Set in Boston, 1.9 km from Boston Museum of Fine Arts and 1.8 km from Boston Common, Stylish Downtown Studio in the South End, #8 offers city views and free WiFi.

From US$295.54 per night

Holiday Rentals with swimming pools in Boston and nearby

Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 235 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$315.63 per night

Offering a shared lounge and city view, S End Loft w Pool Art Gallery Steps to T BOS-359 is set in Boston, 1.3 km from Back Bay Station and 2.6 km from Massachusetts Institute of Technology.

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

Scored out of 10, guest rating 7.9
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.

From US$280.54 per night
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 59 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 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 7.5
Good - What previous guests thought, 65 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.

From US$288.47 per night
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 58 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, 67 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.

From US$286.28 per night
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 56 reviews

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

FAQ about holiday rentals in Boston

Holiday rentals that guests love in Boston

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Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 177 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
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 177 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
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 177 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
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 177 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
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 262 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
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 177 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