Boston holiday rentals
We found 4,567 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Boston, MA (BOS-All Airports)
Showing deals for:19 Sept - 26 Sept
Image gallery for Historic Townhouse in the Heart of Boston
9.69.6 out of 10 rating
Exceptional
(34 reviews)
Historic Townhouse in the Heart of Boston
Boston, MA
8% off
Price is AU$8,272
AU$8,272
AU$1,182 per night
includes taxes & fees
Image gallery for Back-Bay Upscale Central Penthouse W Roof-top
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Back-Bay Upscale Central Penthouse W Roof-top
Boston, Massachusetts
16% off
Price is AU$9,025
AU$9,025
AU$1,289 per night
includes taxes & fees
Image gallery for Luxurious apartment in Fenway
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Luxurious apartment in Fenway
Boston, MA
8% off
Price is AU$11,390
AU$11,390
AU$1,627 per night
includes taxes & fees
Image gallery for Fenway 2 bed 2 bath condo
8.88.8 out of 10 rating
Excellent
(5 reviews)
Fenway 2 bed 2 bath condo
Boston, MA
8% off
Price is AU$11,390
AU$11,390
AU$1,627 per night
includes taxes & fees
Image gallery for Beautiful Boston Brownstone!
1010 out of 10 rating
Exceptional
(67 reviews)
Beautiful Boston Brownstone!
Boston, MA
8% off
Price is AU$6,884
AU$6,884
AU$983 per night
includes taxes & fees
Image gallery for Luxury apartment seaport
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Luxury apartment seaport
Boston, MA
8% off
Price is AU$13,465
AU$13,465
AU$1,924 per night
includes taxes & fees
Image gallery for Back-Bay 2BR Penthouse w Roof top and GYM
8.48.4 out of 10 rating
Very good
(6 reviews)
Back-Bay 2BR Penthouse w Roof top and GYM
Boston, Massachusetts
16% off
Price is AU$8,952
AU$8,952
AU$1,279 per night
includes taxes & fees
Image gallery for The Witch Den - Trendy and Historical Home in the heart of Salem
1010 out of 10 rating
Exceptional
(13 reviews)
The Witch Den - Trendy and Historical Home in the heart of Salem
Salem, MA
8% off
Price is AU$17,943
AU$17,943
AU$2,563 per night
includes taxes & fees
Image gallery for MAJESTIC 1800s stately home on Chestnut street. The Nathaniel West House!
1010 out of 10 rating
Exceptional
(11 reviews)
MAJESTIC 1800s stately home on Chestnut street. The Nathaniel West House!
Salem, MA
21% off
Price is AU$14,323
AU$14,323
AU$2,046 per night
includes taxes & fees
Image gallery for Stylish Studio - ✓Sanitized ✓Private ✓Spotless
1010 out of 10 rating
Exceptional
(6 reviews)
Stylish Studio - ✓Sanitized ✓Private ✓Spotless
Arlington, MA
8% off
Price is AU$1,635
AU$1,635
AU$234 per night
includes taxes & fees
Image gallery for Sweeping saltmarsh & river views, birdwatching, great restaurants, cozy peace.
1010 out of 10 rating
Exceptional
(20 reviews)
Sweeping saltmarsh & river views, birdwatching, great restaurants, cozy peace.
Gloucester, MA
8% off
Price is AU$8,387
AU$8,387
AU$1,198 per night
includes taxes & fees
Image gallery for extended stays
9.69.6 out of 10 rating
Exceptional
(25 reviews)
extended stays
Boston, MA
8% off
Price is AU$2,732
AU$2,732
AU$390 per night
includes taxes & fees
Image gallery for Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem
1010 out of 10 rating
Exceptional
(5 reviews)
Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem
Salem, MA
16% off
Price is AU$6,487
AU$6,487
AU$927 per night
includes taxes & fees
Image gallery for Sandcastles Contest at Hampton Beach June 12-14
1010 out of 10 rating
Exceptional
(7 reviews)
Sandcastles Contest at Hampton Beach June 12-14
Hampton, NH
8% off
Price is AU$5,498
AU$5,498
AU$785 per night
includes taxes & fees
Image gallery for Harborfront Villa, Charming Mix of Contemporary and Turn of the Century Elegance
1010 out of 10 rating
Exceptional
(126 reviews)
Harborfront Villa, Charming Mix of Contemporary and Turn of the Century Elegance
Boston, MA
8% off
Price is AU$7,902
AU$7,902
AU$1,129 per night
includes taxes & fees
Image gallery for Spacious 2 bdrm apartment 1.8 mils from Harvard Sq
1010 out of 10 rating
Exceptional
(7 reviews)
Spacious 2 bdrm apartment 1.8 mils from Harvard Sq
Watertown, MA
8% off
Price is AU$4,348
AU$4,348
AU$621 per night
includes taxes & fees
Image gallery for 14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton
9.69.6 out of 10 rating
Exceptional
(5 reviews)
14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton
Milton, MA
8% off
Price is AU$3,920
AU$3,920
AU$560 per night
includes taxes & fees
Image gallery for Private Woodland Cottage Near Beaches and Shopping
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Private Woodland Cottage Near Beaches and Shopping
Kittery, ME
8% off
Price is AU$2,858
AU$2,858
AU$408 per night
includes taxes & fees
Image gallery for Beautiful Dorchester Home in Boston!
1010 out of 10 rating
Exceptional
(5 reviews)
Beautiful Dorchester Home in Boston!
Boston, MA
8% off
Price is AU$6,693
AU$6,693
AU$956 per night
includes taxes & fees
Image gallery for Summer at Rye Beach! Just down the street from Rye Harbor
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Summer at Rye Beach! Just down the street from Rye Harbor
Rye, NH
8% off
Price is AU$7,629
AU$7,629
AU$1,090 per night
includes taxes & fees
Image gallery for Historic Federal Period brick mansion on fabled Chestnut Street, Salem, MA
1010 out of 10 rating
Exceptional
(62 reviews)
Historic Federal Period brick mansion on fabled Chestnut Street, Salem, MA
Salem, MA
8% off
Price is AU$16,514
AU$16,514
AU$2,359 per night
includes taxes & fees
Image gallery for Welcome to Marsh-Mellow! Seabrook Beach, NH
1010 out of 10 rating
Exceptional
(13 reviews)
Welcome to Marsh-Mellow! Seabrook Beach, NH
Seabrook, NH
13% off
Price is AU$2,493
AU$2,493
AU$356 per night
includes taxes & fees
Image gallery for Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England
9.89.8 out of 10 rating
Exceptional
(66 reviews)
Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England
Andover, MA
8% off
Price is AU$5,383
AU$5,383
AU$769 per night
includes taxes & fees
Image gallery for Unique Cathedral Ceiling Condo W/D, Parking
1010 out of 10 rating
Exceptional
(8 reviews)
Unique Cathedral Ceiling Condo W/D, Parking
Arlington, MA
8% off
Price is AU$3,098
AU$3,098
AU$443 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Boston
Showing deals for: 15 Sept - 18 Sept
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)
The current price is AU$626
AU$626
for 3 nights, 1 room
AU$209 per night
includes taxes & fees
Barefoot'n Resort Kissimmee Orlando
Sleeps 4 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
105 reviews(105 reviews)
The current price is AU$537
AU$537
for 3 nights, 1 room
AU$179 per night
includes taxes & fees
Lovely 2 bedroom condo 5 mins from downtown
Sleeps 4 · 2 bedrooms · 3 bathrooms
5.05.0 out of 10
2 reviews(2 reviews)
The current price is AU$3,098
AU$3,098
for 3 nights, 1 home
AU$1,033 per night
includes taxes & fees
Family-Friendly Salem Apt: Near Dtwn Sites!
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
The current price is AU$2,847
AU$2,847
for 3 nights, 1 apartment
AU$949 per night
includes taxes & fees
Graceland - Steps to the Beach
Sleeps 15 · 5 bedrooms · 1+ bathroom
The current price is AU$2,216
AU$2,216
for 3 nights, 1 home
AU$739 per night
includes taxes & fees
Newly Listed Summer Cottage Fun! Minutes from the Beach
Sleeps 8 · 2 bedrooms · 1 bathroom
The current price is AU$2,262
AU$2,262
for 3 nights, 1 cottage
AU$754 per night
includes taxes & fees
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