Boston holiday rentals
We found 4,608 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Boston, MA (BOS-All Airports)
Showing deals for:7 Nov - 14 Nov
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
8% off
Price is AU$4,290
AU$4,290
AU$613 per night
includes taxes & fees
Image gallery for Garden Getaway 2BR Minutes to Salem, Beach, and train to Boston!
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Garden Getaway 2BR Minutes to Salem, Beach, and train to Boston!
Beverly, MA
8% off
Price is AU$4,143
AU$4,143
AU$592 per night
includes taxes & fees
Image gallery for Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
1010 out of 10 rating
Exceptional
(64 reviews)
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Boston, MA
8% off
Price is AU$18,271
AU$18,271
AU$2,610 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
(62 reviews)
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
Boston, MA
15% off
Price is AU$4,232
AU$4,232
AU$605 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
8% off
Price is AU$3,256
AU$3,256
AU$465 per night
includes taxes & fees
Image gallery for Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Gloucester, MA
8% off
Price is AU$6,637
AU$6,637
AU$948 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 AU$6,971
AU$6,971
AU$996 per night
includes taxes & fees
Image gallery for Luxury and Modern Apt near Mall/ Hospital
1010 out of 10 rating
Exceptional
(32 reviews)
Luxury and Modern Apt near Mall/ Hospital
Danvers, MA
8% off
Price is AU$3,423
AU$3,423
AU$489 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, Massachusetts
15% off
Price is AU$7,055
AU$7,055
AU$1,008 per night
includes taxes & fees
Image gallery for Spacious and Charming 6-Bed Beach House in Salisbury
1010 out of 10 rating
Exceptional
(5 reviews)
Spacious and Charming 6-Bed Beach House in Salisbury
Salisbury, MA
8% off
Price is AU$8,324
AU$8,324
AU$1,189 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
(43 reviews)
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
Quincy, MA
8% off
Price is AU$4,150
AU$4,150
AU$593 per night
includes taxes & fees
Image gallery for Cozy Modern 3-bedroom / 2 Bath apartment in downtown Dover with AC, WiFi
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Cozy Modern 3-bedroom / 2 Bath apartment in downtown Dover with AC, WiFi
Dover, NH
8% off
Price is AU$2,026
AU$2,026
AU$289 per night
includes taxes & fees
Image gallery for House near down town Salem
9.69.6 out of 10 rating
Exceptional
(49 reviews)
House near down town Salem
Salem, MA
8% off
Price is AU$4,323
AU$4,323
AU$618 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 AU$3,320
AU$3,320
AU$474 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
12% off
Price is AU$5,220
AU$5,220
AU$746 per night
includes taxes & fees
Image gallery for Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston
8.68.6 out of 10 rating
Excellent
(153 reviews)
Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston
Boston, MA
6% off
Price is AU$4,116
AU$4,116
AU$588 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
8% off
Price is AU$2,742
AU$2,742
AU$392 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 AU$7,655
AU$7,655
AU$1,094 per night
includes taxes & fees
Image gallery for Travelers Choice Best of Boston Houseboat Suite 2!
9.89.8 out of 10 rating
Exceptional
(43 reviews)
Travelers Choice Best of Boston Houseboat Suite 2!
Boston, MA
8% off
Price is AU$4,722
AU$4,722
AU$675 per night
includes taxes & fees
Image gallery for Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.
8.88.8 out of 10 rating
Excellent
(36 reviews)
Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.
Hull, MA
8% off
Price is AU$2,412
AU$2,412
AU$345 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
8% off
Price is AU$4,499
AU$4,499
AU$643 per night
includes taxes & fees
Image gallery for A few summer weeks are still open! Come experience the beauty of Plum Island!
1010 out of 10 rating
Exceptional
(122 reviews)
A few summer weeks are still open! Come experience the beauty of Plum Island!
Newbury, MA
6% off
Price is AU$3,120
AU$3,120
AU$446 per night
includes taxes & fees
Image gallery for Award Winning House in Portmouth's South End
1010 out of 10 rating
Exceptional
(29 reviews)
Award Winning House in Portmouth's South End
Portsmouth, NH
9% off
Price is AU$8,581
AU$8,581
AU$1,226 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 AU$6,709
AU$6,709
AU$958 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Boston
Take An Amazing Vacation! Pet-Friendly Property, Near Liberty Ride Trolley Tour!
Sleeps 4 · 1 bedroom · 1 bathroom
7.67.6 out of 10
Goodgood
12 reviews(12 reviews)
Charming bedroom in Victorian house in cool Brookline with WiFi
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Graceland - Steps to the Beach
Sleeps 15 · 5 bedrooms · 1+ bathroom
Studio Close to Beach, Boston, Logan Airport & Train Station
Sleeps 3 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Barnacle Bay - Perfect Location Near The Beach
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
60/3 - SPRING GETAWAY 10% OFF !Newly built & cozy apartment in Boston
Sleeps 15 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Top rated rentals - Boston
Highly-Recommended Getaway in Marblehead
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value