Boston holiday homes
We found 3,128 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental within easy reach of Logan International Airport (BOS). Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and cable TV. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Boston, MA (BOS-Logan Intl.)
Showing deals for:24 Oct - 31 Oct
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 NZ$12,680
NZ$12,680
NZ$1,811 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 NZ$12,680
NZ$12,680
NZ$1,811 per night
includes taxes & fees
Image gallery for NEW 2BR Historic Marblehead Home+Minutes to Beach
1010 out of 10 rating
Exceptional
(7 reviews)
NEW 2BR Historic Marblehead Home+Minutes to Beach
Marblehead, MA
8% off
Price is NZ$9,784
NZ$9,784
NZ$1,398 per night
includes taxes & fees
Image gallery for Back-Bay Upscale Central Penthouse W Roof-top
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Back-Bay Upscale Central Penthouse W Roof-top
Boston, Massachusetts
15% off
Price is NZ$9,651
NZ$9,651
NZ$1,379 per night
includes taxes & fees
Image gallery for Historic Townhouse in the Heart of Boston
9.49.4 out of 10 rating
Exceptional
(35 reviews)
Historic Townhouse in the Heart of Boston
Boston, MA
6% off
Price is NZ$10,710
NZ$10,710
NZ$1,530 per night
includes taxes & fees
Image gallery for Cozy 1 Bedroom Apartment in Historic BeaconHill
8.88.8 out of 10 rating
Excellent
(15 reviews)
Cozy 1 Bedroom Apartment in Historic BeaconHill
Boston, MA
8% off
Price is NZ$3,536
NZ$3,536
NZ$505 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 NZ$21,352
NZ$21,352
NZ$3,050 per night
includes taxes & fees
Image gallery for Spacious Triplex with Large backyard FreePrkg
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Spacious Triplex with Large backyard FreePrkg
Boston, MA
8% off
Price is NZ$39,400
NZ$39,400
NZ$5,629 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 NZ$4,495
NZ$4,495
NZ$642 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
22% off
Price is NZ$5,426
NZ$5,426
NZ$775 per night
includes taxes & fees
Image gallery for Great for large group mins from DowntownBostonFenway Convention Grill Free Prkg
8.48.4 out of 10 rating
Very good
(6 reviews)
Great for large group mins from DowntownBostonFenway Convention Grill Free Prkg
Boston, MA
8% off
Price is NZ$12,236
NZ$12,236
NZ$1,748 per night
includes taxes & fees
Image gallery for Stella Maris, 6 bedroom 3 bath coastal home, water views, private access
1010 out of 10 rating
Exceptional
(67 reviews)
Stella Maris, 6 bedroom 3 bath coastal home, water views, private access
Scituate, MA
8% off
Price is NZ$10,980
NZ$10,980
NZ$1,569 per night
includes taxes & fees
Image gallery for Spacious 4BR with Modern Amenities – Family-Friendly
8.08.0 out of 10 rating
Very good
(5 reviews)
Spacious 4BR with Modern Amenities – Family-Friendly
Randolph, MA
7% off
Price is NZ$5,318
NZ$5,318
NZ$760 per night
includes taxes & fees
Image gallery for Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
Manchester-by-the-Sea, MA
8% off
Price is NZ$7,523
NZ$7,523
NZ$1,075 per night
includes taxes & fees
Image gallery for Spacious & Comfy 2BR/2Bath Yacht - Heat & AC - On Freedom Trail-Walk to Downtown
9.89.8 out of 10 rating
Exceptional
(64 reviews)
Spacious & Comfy 2BR/2Bath Yacht - Heat & AC - On Freedom Trail-Walk to Downtown
Boston, MA
8% off
Price is NZ$8,673
NZ$8,673
NZ$1,239 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
(25 reviews)
SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston
Boston, MA
8% off
Price is NZ$4,006
NZ$4,006
NZ$572 per night
includes taxes & fees
Image gallery for 76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
9.49.4 out of 10 rating
Exceptional
(6 reviews)
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
Boston, MA
12% off
Price is NZ$5,681
NZ$5,681
NZ$812 per night
includes taxes & fees
Image gallery for 284-Cozy House with free huge parking
9.89.8 out of 10 rating
Exceptional
(67 reviews)
284-Cozy House with free huge parking
Quincy, MA
8% off
Price is NZ$6,530
NZ$6,530
NZ$933 per night
includes taxes & fees
Image gallery for Mermaid of HULL ~ Looking at Nantasket Beach ~ Events Allowed
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Mermaid of HULL ~ Looking at Nantasket Beach ~ Events Allowed
Hull, MA
8% off
Price is NZ$6,320
NZ$6,320
NZ$903 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 NZ$8,191
NZ$8,191
NZ$1,170 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 NZ$5,139
NZ$5,139
NZ$734 per night
includes taxes & fees
Image gallery for A Cozy 5BR Apartment near Harvard Square and MIT
9.89.8 out of 10 rating
Exceptional
(41 reviews)
A Cozy 5BR Apartment near Harvard Square and MIT
Cambridge, MA
8% off
Price is NZ$8,711
NZ$8,711
NZ$1,244 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 NZ$7,276
NZ$7,276
NZ$1,039 per night
includes taxes & fees
Image gallery for Beach Getaway! Sun, Sand, & Dreamy Summer Deals!
1010 out of 10 rating
Exceptional
(5 reviews)
Beach Getaway! Sun, Sand, & Dreamy Summer Deals!
Hull, MA
6% off
Price is NZ$3,123
NZ$3,123
NZ$446 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: 20 Oct - 23 Oct
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 NZ$677
NZ$677
for 3 nights, 1 room
NZ$226 per night
includes taxes & fees
Hidden Gem 2 BR/1BA near Zoo 3 mil downtown Fenway
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
The current price is NZ$1,990
NZ$1,990
for 3 nights, 1 apartment
NZ$663 per night
includes taxes & fees
You found it! Close to it All! Pets Allowed, Short Drive to Memorial Stadium!
Sleeps 4 · 1 bedroom · 1 bathroom
4.04.0 out of 10
8 reviews(8 reviews)
The current price is NZ$813
NZ$813
for 3 nights, 1 room
NZ$271 per night
includes taxes & fees
Getaway with Friends! FREE Parking, Minutes to Downtown Boston and Woburn Mall!
Sleeps 2 · 1 bedroom · 1 bathroom
7.27.2 out of 10
Goodgood
5 reviews(5 reviews)
The current price is NZ$677
NZ$677
for 3 nights, 1 home
NZ$226 per night
includes taxes & fees
The Sunset Room at TPH - Boston
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
The current price is NZ$710
NZ$710
for 3 nights, 1 room
NZ$237 per night
includes taxes & fees
Global Luxury Suites East Boston
Sleeps 4 · 1 bedroom
6.86.8 out of 10
152 reviews(152 reviews)
The current price is NZ$1,892
NZ$1,892
for 3 nights, 1 room
NZ$631 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