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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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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.

A
Andrew
From
Singapore
Very well located hotel with comfortable rooms and friendly staff
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 583 reviews
Price from
US$259
1 night, 2 adults
Check availability

233-1 4BR Boston - Cozy Apt near MBTA Station

Boston

Located in Boston, 4.7 km from Jfk Presidential Library & Museum and 5.6 km from Boston Museum of Fine Arts, 233-1 4BR Boston - Cozy Apt near MBTA Station offers air conditioning.

W
William
From
Ireland
Really lovely apartment which was spotlessly clean with beautiful welcome touches all round the apartment Fabulous TV and really comfortable couch
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews
Price from
US$288.15
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, 50 reviews
Price from
US$292.40
1 night, 2 adults
Check availability

Stylish Studio in Boston Brownstone, C.Ave #21

South End, Boston

Offering city views, Stylish Studio in Boston Brownstone, C.Ave #21 is an accommodation located in Boston, 1.9 km from Boston Museum of Fine Arts and 1.8 km from Boston Common.

M
Matthew
From
United Kingdom
Good location short walk from metro station, quite clean and comfortable.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 15 reviews
Price from
US$98.33
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.

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, 278 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.

B
Beatrice
From
Italy
The room is large and welcoming. It is 5 minutes away from the subway. Also tre owner of the house is very kind. I absolutely recommend!
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 350 reviews
Price from
US$95
1 night, 2 adults
Check availability

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.

K
Kuo-Hsiang
From
Taiwan
The landlord was very friendly and provided us with a lot of assistance.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 238 reviews
Price from
US$102.37
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.

P
Penelope
From
United Kingdom
It was comfortable and well situated
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 232 reviews
Price from
US$178.50
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.

K
Katherine
From
United Kingdom
The guesthouse had an excellent location, close to a subway station, lots of local eateries and walking distance to downtown Boston. The staff were very helpful and a a full self-service continental breakfast was available. Facilities were spotless and the room was thoughtfully furnished. Good value accommodation by Boston standards.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 933 reviews
Price from
US$173
1 night, 2 adults
Check availability

Location+Comfort+Convenience

East Boston, Boston

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

E
Elaine
From
United Kingdom
Fantastic light and airy apartment with plenty of space for myself and two adult children. Really comfortable beds, spotlessly clean and a kitchen equipped with everything we needed and more. Super close to metro and river ferry and a few mins into downtown Boston. Loads of shops and restaurants all really close to the front door. I recommend the spothero app to find very affordable and convenient parking nearby as 2 hour limit everywhere. The owners could not have been more helpful and friendly. Thank you so much
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 61 reviews
Price from
US$427.90
1 night, 2 adults
Check availability
All holiday rentals in Boston

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

See all

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 232 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 7.3
Good - What previous guests thought, 360 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 350 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 71 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 19 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 278 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 1,116 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 731 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 933 reviews

Popular with guests booking holiday rentals in Boston

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 583 reviews

Highly rated holiday rentals in Boston and nearby

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 39 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$303.93 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 33 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, 27 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.

From US$264.27 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 19 reviews

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

From US$174.45 per night
Scored out of 10, guest rating 8.7
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.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 56 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.

From US$211.80 per night
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 25 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$245.30 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 65 reviews

Situated in Boston, 1.9 km from Boston Museum of Fine Arts and 1.8 km from Boston Common, Charming Studio in Boston Brownstone, #6 features city views and free WiFi.

From US$245.30 per night

Holiday Rentals with swimming pools in Boston and nearby

Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 240 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$255.13 per night

Set in Boston, 1.5 km from Beacon Hill and 1.8 km from Central Square Theatre, Well-located Kendall Sq 1BR w balcony BOS-389 offers air conditioning.

Situated in Boston, 1.1 km from Massachusetts Institute of Technology and 1.5 km from Beacon Hill, Kendall Square 1BR w Concierge Gym nr MIT BOS-714 offers air conditioning.

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, 58 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.

From US$248.81 per night
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 7.3
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.

From US$254.56 per night
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 70 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.

From US$258.52 per night
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 44 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, 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.

From US$258.52 per night
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 44 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...

From US$258.52 per night
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 731 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$219.03 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, 403 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$122 per night

Beacon Inn 1750

Brookline
Breakfast options
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 231 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$122 per night
Scored out of 10, guest rating 6.4
Pleasant - 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$498.81 per night

Located in a central area of Boston, 600 metres from Boston Common, Beacon Hill 2br w wd nr Boston Common BOS-828 provides air-conditioned accommodation with free WiFi and a TV.

Scored out of 10, guest rating 8.0
Very 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.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 79 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$248.81 per night
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.

From US$248.81 per night
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 32 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$258.52 per night

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, 176 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, 176 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, 176 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, 176 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, 268 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, 176 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

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