
Holiday rentals near Calderwood Pavilion
We found 3,110 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals close to Calderwood Pavilion that provide the perfect home base for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Calderwood Pavilion
Showing deals for:7 Nov - 14 Nov
Image gallery for Beautiful Boston Brownstone!

1010 out of 10 rating
Exceptional
(77 reviews)
Beautiful Boston Brownstone!
Boston, MA
8% off
Price is £3,149
£3,149
£450 per night
includes taxes & fees
Image gallery for NEW 2BR Historic Marblehead Home+Minutes to Beach

1010 out of 10 rating
Exceptional
(9 reviews)
NEW 2BR Historic Marblehead Home+Minutes to Beach
Marblehead, MA
7% off
Price is £1,795
£1,795
£256 per night
includes taxes & fees
Image gallery for 80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment

9.49.4 out of 10 rating
Exceptional
(15 reviews)
80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment
Boston, MA
14% off
Price is £1,954
£1,954
£279 per night
includes taxes & fees
Image gallery for Spacious vacation townhome unit with a pool

1010 out of 10 rating
Exceptional
(12 reviews)
Spacious vacation townhome unit with a pool
Weston, MA
8% off
Price is £2,021
£2,021
£289 per night
includes taxes & fees
Image gallery for Garden Getaway 2BR Minutes to Salem, Beach, and train to Boston!

9.09.0 out of 10 rating
Wonderful
(11 reviews)
Garden Getaway 2BR Minutes to Salem, Beach, and train to Boston!
Beverly, MA
8% off
Price is £2,044
£2,044
£292 per night
includes taxes & fees
Image gallery for Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

1010 out of 10 rating
Exceptional
(65 reviews)
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Boston, MA
8% off
Price is £9,234
£9,234
£1,319 per night
includes taxes & fees
Image gallery for Modern 2BR/ Close to Boston with a lovely outdoor space

9.49.4 out of 10 rating
Exceptional
(22 reviews)
Modern 2BR/ Close to Boston with a lovely outdoor space
Melrose, MA
7% off
Price is £1,625
£1,625
£232 per night
includes taxes & fees
Image gallery for West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

9.89.8 out of 10 rating
Exceptional
(63 reviews)
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
Boston, MA
14% off
Price is £2,130
£2,130
£304 per night
includes taxes & fees
Image gallery for Spacious Fully Loaded Retreat near forest, sea & easy access to Boston

1010 out of 10 rating
Exceptional
(5 reviews)
Spacious Fully Loaded Retreat near forest, sea & easy access to Boston
Cohasset, MA
8% off
Price is £3,008
£3,008
£430 per night
includes taxes & fees
Image gallery for Back-Bay Upscale Central Penthouse W Roof-top

9.49.4 out of 10 rating
Exceptional
(11 reviews)
Back-Bay Upscale Central Penthouse W Roof-top
Boston, MA
14% off
Price is £3,597
£3,597
£514 per night
includes taxes & fees
Image gallery for 39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse

9.69.6 out of 10 rating
Exceptional
(44 reviews)
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
Quincy, MA
15% off
Price is £1,883
£1,883
£269 per night
includes taxes & fees
Image gallery for Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.
Medford, MA
14% off
Price is £1,262
£1,262
£180 per night
includes taxes & fees
Image gallery for 76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

9.69.6 out of 10 rating
Exceptional
(7 reviews)
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
Boston, MA
11% off
Price is £2,621
£2,621
£374 per night
includes taxes & fees
Image gallery for Historic 1686 Home Near Downtown l 5BR Retreat

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Historic 1686 Home Near Downtown l 5BR Retreat
Beverly, MA
8% off
Price is £3,968
£3,968
£567 per night
includes taxes & fees
Image gallery for Stunning South End/Back Bay Penthouse!

1010 out of 10 rating
Exceptional
(89 reviews)
Stunning South End/Back Bay Penthouse!
Boston, MA
8% off
Price is £3,505
£3,505
£501 per night
includes taxes & fees
Image gallery for Lovely Studio Walk to Wellesley and Babson College

1010 out of 10 rating
Exceptional
(24 reviews)
Lovely Studio Walk to Wellesley and Babson College
Wellesley, MA
8% off
Price is £1,395
£1,395
£199 per night
includes taxes & fees
Image gallery for SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston

9.69.6 out of 10 rating
Exceptional
(26 reviews)
SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston
Boston, MA
14% off
Price is £1,668
£1,668
£238 per night
includes taxes & fees
Image gallery for 14b-Charming, beautiful 3-bedroom apartment in Boston

9.89.8 out of 10 rating
Exceptional
(8 reviews)
14b-Charming, beautiful 3-bedroom apartment in Boston
Boston, MA
7% off
Price is £2,250
£2,250
£321 per night
includes taxes & fees
Image gallery for 3 bedroom condo nestled in Historic fishing village - dog friendly

9.69.6 out of 10 rating
Exceptional
(67 reviews)
3 bedroom condo nestled in Historic fishing village - dog friendly
Swampscott, MA
21% off
Price is £1,651
£1,651
£236 per night
includes taxes & fees
Image gallery for Sherizee Home close to beach and 3 miles to Salem's Haunted happenings

1010 out of 10 rating
Exceptional
(8 reviews)
Sherizee Home close to beach and 3 miles to Salem's Haunted happenings
Marblehead, MA
12% off
Price is £1,976
£1,976
£282 per night
includes taxes & fees
Image gallery for Great Apartment on River/ Harvard Square two blocks

9.09.0 out of 10 rating
Wonderful
(17 reviews)
Great Apartment on River/ Harvard Square two blocks
Cambridge, MA
7% off
Price is £1,280
£1,280
£183 per night
includes taxes & fees
Image gallery for Pleasant and fully furnished 4-bedroom and two bathrooms house in Braintree MA

1010 out of 10 rating
Exceptional
(6 reviews)
Pleasant and fully furnished 4-bedroom and two bathrooms house in Braintree MA
Braintree, MA
21% off
Price is £2,608
£2,608
£373 per night
includes taxes & fees
Image gallery for Boston Luxury Home, Free parking, 5 mins to the Casino, 10 minutes to airport.

9.89.8 out of 10 rating
Exceptional
(64 reviews)
Boston Luxury Home, Free parking, 5 mins to the Casino, 10 minutes to airport.
Everett, MA
8% off
Price is £1,594
£1,594
£228 per night
includes taxes & fees
Image gallery for Adams Village 6-Bed Apt: City Perks, Suburban Vibe

8.68.6 out of 10 rating
Excellent
(8 reviews)
Adams Village 6-Bed Apt: City Perks, Suburban Vibe
Boston, MA
7% off
Price is £3,314
£3,314
£473 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Calderwood Pavilion
Global Luxury Suites Downtown Boston
Sleeps 3 · 1 bedroom
8.08.0 out of 10
Very goodvery good
573 reviews(573 reviews)
Temple Place Suites
Sleeps 3 · 1 bedroom
7.07.0 out of 10
Goodgood
257 reviews(257 reviews)
Premier Suites - Bay Village
Sleeps 2 · 1 bedroom
6.26.2 out of 10
198 reviews(198 reviews)
Bay Village Suites
Sleeps 1 · 1 bedroom
6.46.4 out of 10
189 reviews(189 reviews)
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay
Sleeps 2 · 1 bathroom
8.88.8 out of 10
Excellentexcellent
68 reviews(68 reviews)
Take An Amazing Vacation! Pet-Friendly Property, Near Liberty Ride Trolley Tour!
Sleeps 4 · 1 bedroom · 1 bathroom
7.47.4 out of 10
Goodgood
13 reviews(13 reviews)
Top rated rentals - Calderwood Pavilion
Memorable
1010 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
We really enjoyed our stay in Jack and Greg’s condo it was super clean and it was supplied with everything you would need and more . Would love to return if we were back Boston as it was within walking distance to all amenities.👍👍
gary d.
Stayed Sept 2024
Cool Boston bolthole
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Takara and Will have put a lot of effort into making this place comfortable and stylish in a low key slightly boho sort of way. It’s spacious with lots of nice touches (thanks for the yoga mat) and it really is as nice as the photos suggest. A self contained flat on the downstairs of a large property containing the owners upstairs and tenants in another part of house.
Had great chats with both Will and Takara who had great tips for things to do in the area and Boston more generally. Roxbury is the historic part of Boston with Victorian era buildings and lots of character and interesting cafes and restaurants reflecting the dynamic and diverse demographic. Some might find it a little rough around the edges, but it is undeniably an ‘emerging’ district and on the up.
Not far from downtown, though nearest T station is a bus ride away. Uber and Lyft good options too.
I loved it.
Adrian B.
Stayed Apr 2024
Lovely place
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
This was a really lovely apartment in a great location to access Back Bay and T stops to get you elsewhere. Very close to convenience stores and restaurants also and on a quiet street. Cillian was great also. Highly recommend.
David K.
Stayed Nov 2023
Fabulous Apartment
1010 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
This is the second time we have stayed in this apartment. We loved it so much last year that we booked it again for this year and I can’t see us staying anywhere else when we visit Boston. Why? Firstly it is a lovely, beautifully decorated and well fitted apartment in a historic brownstone. It has everything you need for a short stay - we were there for a week. Secondly, it is ideally located in the lovely South End district and is within walking distance to many great restaurants and shops. It’s not far to the nearest T so you can get to anywhere in Boston very easily. Finally, it is run by Stephanie and Alex, two of the nicest people you will ever meet. Friendly and helpful, nothing is too much trouble and we now look on them as friends. We feel very fortunate to have discovered this wonderful place.
Sue S.
Stayed Nov 2019
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