Holiday rentals near Longwood Medical Area
We found 2,482 holiday rentals — enter your dates for availability
Select the perfect holiday home that's close to Longwood Medical Area. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and parking. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Longwood Medical Area
Showing deals for:10 Oct - 17 Oct
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 NZ$11,109
NZ$11,109
NZ$1,587 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$12,690
NZ$12,690
NZ$1,813 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 NZ$9,537
NZ$9,537
NZ$1,362 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 NZ$15,152
NZ$15,152
NZ$2,165 per night
includes taxes & fees
Image gallery for Luxury Modern Home - Family Friendly Close to Boston and Gillete Stadium!
1010 out of 10 rating
Exceptional
(14 reviews)
Luxury Modern Home - Family Friendly Close to Boston and Gillete Stadium!
Dedham, MA
8% off
Price is NZ$9,848
NZ$9,848
NZ$1,407 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
(61 reviews)
Spacious & Comfy 2BR/2Bath Yacht - Heat & AC - On Freedom Trail-Walk to Downtown
Boston, MA
8% off
Price is NZ$12,590
NZ$12,590
NZ$1,799 per night
includes taxes & fees
Image gallery for July 2nd + 3rd "Boston Harborfest /Fireworks 2025 on the Harbor" Fireworks 7/2
9.89.8 out of 10 rating
Exceptional
(43 reviews)
July 2nd + 3rd "Boston Harborfest /Fireworks 2025 on the Harbor" Fireworks 7/2
Boston, MA
8% off
Price is NZ$5,063
NZ$5,063
NZ$723 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$7,192
NZ$7,192
NZ$1,027 per night
includes taxes & fees
Image gallery for Beautiful Oceanfront Luxurious 2 bedroom 2 story condo, mins from Boston!
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Beautiful Oceanfront Luxurious 2 bedroom 2 story condo, mins from Boston!
Revere, MA
8% off
Price is NZ$4,704
NZ$4,704
NZ$672 per night
includes taxes & fees
Image gallery for Cody's Place Winthrop Boston Logan Airport Beaches
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Cody's Place Winthrop Boston Logan Airport Beaches
Winthrop, MA
8% off
Price is NZ$2,862
NZ$2,862
NZ$409 per night
includes taxes & fees
Image gallery for Luxe & Luminous – 4BR Urban Escape
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Luxe & Luminous – 4BR Urban Escape
Boston, MA
7% off
Price is NZ$5,961
NZ$5,961
NZ$852 per night
includes taxes & fees
Image gallery for Terrific vacation house only 4.5 miles away from downtown Boston
1010 out of 10 rating
Exceptional
(42 reviews)
Terrific vacation house only 4.5 miles away from downtown Boston
Boston, MA
9% off
Price is NZ$6,893
NZ$6,893
NZ$985 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
6% off
Price is NZ$4,922
NZ$4,922
NZ$703 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 NZ$3,423
NZ$3,423
NZ$489 per night
includes taxes & fees
Image gallery for Comfy, Stylish Apt. Near Uni's, Driveway
1010 out of 10 rating
Exceptional
(6 reviews)
Comfy, Stylish Apt. Near Uni's, Driveway
Somerville, MA
8% off
Price is NZ$5,659
NZ$5,659
NZ$808 per night
includes taxes & fees
Image gallery for Spacious bright family home near Hospitals, Encore casino, T station, restaurant
9.09.0 out of 10 rating
Wonderful
(96 reviews)
Spacious bright family home near Hospitals, Encore casino, T station, restaurant
Medford, MA
6% off
Price is NZ$3,785
NZ$3,785
NZ$541 per night
includes taxes & fees
Image gallery for Milton Retreat, 5 min to Boston ,major highways . Safe family neighborhood . 😀
9.89.8 out of 10 rating
Exceptional
(49 reviews)
Milton Retreat, 5 min to Boston ,major highways . Safe family neighborhood . 😀
Milton, MA
8% off
Price is NZ$5,184
NZ$5,184
NZ$741 per night
includes taxes & fees
Image gallery for Perfect Getaway in Historic NewtonHighland (CDC Safe)
8.88.8 out of 10 rating
Excellent
(18 reviews)
Perfect Getaway in Historic NewtonHighland (CDC Safe)
Newton, MA
8% off
Price is NZ$3,770
NZ$3,770
NZ$539 per night
includes taxes & fees
Image gallery for Comfortable and conveniently located.
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Comfortable and conveniently located.
Medford, MA
23% off
Price is NZ$4,373
NZ$4,373
NZ$625 per night
includes taxes & fees
Image gallery for Newly Renovated 4BR1BA Apartment
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Newly Renovated 4BR1BA Apartment
Boston, MA
8% off
Price is NZ$5,662
NZ$5,662
NZ$809 per night
includes taxes & fees
Image gallery for 30/1 - SPRING GETAWAY 10% OFF! Fully furnished 1st floor apartment in Boston
9.29.2 out of 10 rating
Wonderful
(7 reviews)
30/1 - SPRING GETAWAY 10% OFF! Fully furnished 1st floor apartment in Boston
Boston, MA
15% off
Price is NZ$3,583
NZ$3,583
NZ$512 per night
includes taxes & fees
Image gallery for 3 Bed 2 Bath Tourist House near Kendall Square
9.89.8 out of 10 rating
Exceptional
(10 reviews)
3 Bed 2 Bath Tourist House near Kendall Square
Cambridge, MA
6% off
Price is NZ$10,277
NZ$10,277
NZ$1,468 per night
includes taxes & fees
Image gallery for Lovely 3 bedroom 2 bath “6 miles from downtown”
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Lovely 3 bedroom 2 bath “6 miles from downtown”
Boston, MA
7% off
Price is NZ$6,078
NZ$6,078
NZ$868 per night
includes taxes & fees
Image gallery for 14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton
9.09.0 out of 10 rating
Wonderful
(6 reviews)
14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton
Milton, MA
16% off
Price is NZ$3,844
NZ$3,844
NZ$549 per night
includes taxes & fees
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Showing deals for: 5 Oct - 8 Oct
Maverick Suites at 28 Fenway
Sleeps 2 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
233 reviews(233 reviews)
The current price is NZ$1,318
NZ$1,318
for 3 nights, 1 apartment
NZ$439 per night
includes taxes & fees
II New apartment with Luxury amenities in Boston
Sleeps 4 · 2 bedrooms · 1 bathroom
6.86.8 out of 10
8 reviews(8 reviews)
The current price is NZ$934
NZ$934
for 3 nights, 1 room
NZ$311 per night
includes taxes & fees
Bay Village Suites
Sleeps 1 · 1 bedroom
6.46.4 out of 10
168 reviews(168 reviews)
The current price is NZ$858
NZ$858
for 3 nights, 1 room
NZ$286 per night
includes taxes & fees
Cozy 2-bedroom apartment in charming Boston with WiFi, AC
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
The current price is NZ$1,591
NZ$1,591
for 3 nights, 1 apartment
NZ$530 per night
includes taxes & fees
Beautiful New Apartment near Moody St / Commuter Rail Into Boston
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
54 reviews(54 reviews)
The current price is NZ$1,455
NZ$1,455
for 3 nights, 1 apartment
NZ$485 per night
includes taxes & fees
The Tower Room at TPH - Boston
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
The current price is NZ$710
NZ$710
for 3 nights, 1 room
NZ$237 per night
includes taxes & fees
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All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
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