Holiday rentals near Medford Square
We found 3,034 holiday rentals — enter your dates for availability
Take a look at holiday rentals within easy reach of Medford Square that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include a garden and hot tub. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Medford Square
Showing deals for:25 Jul - 1 Aug
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 £5,802
£5,802
£829 per night
includes taxes & fees
Image gallery for Elegant Back Bay Brownstone - Comm Ave - 1+ Bed - One Week Minimum
9.49.4 out of 10 rating
Exceptional
(29 reviews)
Elegant Back Bay Brownstone - Comm Ave - 1+ Bed - One Week Minimum
Boston, MA
8% off
Price is £2,101
£2,101
£300 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
7% off
Price is £5,848
£5,848
£835 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 £6,977
£6,977
£997 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 £7,382
£7,382
£1,055 per night
includes taxes & fees
Image gallery for House near down town Salem
9.89.8 out of 10 rating
Exceptional
(40 reviews)
House near down town Salem
Salem, MA
8% off
Price is £1,860
£1,860
£266 per night
includes taxes & fees
Image gallery for Luxury treat Tuscany style villa just few miles from downtown Boston
1010 out of 10 rating
Exceptional
(5 reviews)
Luxury treat Tuscany style villa just few miles from downtown Boston
Newton, MA
8% off
Price is £14,149
£14,149
£2,021 per night
includes taxes & fees
Image gallery for Gorgeous High End Charlestown Home - Minutes From Downtown And All Of Boston!
1010 out of 10 rating
Exceptional
(28 reviews)
Gorgeous High End Charlestown Home - Minutes From Downtown And All Of Boston!
Boston, MA
8% off
Price is £3,249
£3,249
£464 per night
includes taxes & fees
Image gallery for extended stays
9.69.6 out of 10 rating
Exceptional
(24 reviews)
extended stays
Boston, MA
7% off
Price is £1,389
£1,389
£198 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
(124 reviews)
Harborfront Villa, Charming Mix of Contemporary and Turn of the Century Elegance
Boston, MA
8% off
Price is £4,043
£4,043
£578 per night
includes taxes & fees
Image gallery for Boston-Modern Spacious Family Friendly Apartment w/Parking
1010 out of 10 rating
Exceptional
(89 reviews)
Boston-Modern Spacious Family Friendly Apartment w/Parking
Boston, MA
7% off
Price is £1,545
£1,545
£221 per night
includes taxes & fees
Image gallery for Pleasantly comfortable suburban home for up to 8
1010 out of 10 rating
Exceptional
(9 reviews)
Pleasantly comfortable suburban home for up to 8
Braintree, MA
11% off
Price is £3,029
£3,029
£433 per night
includes taxes & fees
Image gallery for 4-bedroom home just 30 minutes from Boston and many Universities
1010 out of 10 rating
Exceptional
(9 reviews)
4-bedroom home just 30 minutes from Boston and many Universities
Randolph, MA
8% off
Price is £4,219
£4,219
£603 per night
includes taxes & fees
Image gallery for 80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment
9.89.8 out of 10 rating
Exceptional
(7 reviews)
80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment
Boston, MA
7% off
Price is £3,052
£3,052
£436 per night
includes taxes & fees
Image gallery for View the Boston Marathon at mile 23, minutes from this 4 bedroom, 4 bath home
9.49.4 out of 10 rating
Exceptional
(12 reviews)
View the Boston Marathon at mile 23, minutes from this 4 bedroom, 4 bath home
Brookline, MA
8% off
Price is £4,134
£4,134
£591 per night
includes taxes & fees
Image gallery for Located north of Boston/ comfort and relaxation in your home away from home
1010 out of 10 rating
Exceptional
(33 reviews)
Located north of Boston/ comfort and relaxation in your home away from home
Woburn, MA
8% off
Price is £1,324
£1,324
£189 per night
includes taxes & fees
Image gallery for Sunny 2 bedroom in Southie
1010 out of 10 rating
Exceptional
(5 reviews)
Sunny 2 bedroom in Southie
Boston, MA
7% off
Price is £4,863
£4,863
£695 per night
includes taxes & fees
Image gallery for Spacious Triplex with Large outdoor space FreePrkg
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Spacious Triplex with Large outdoor space FreePrkg
Boston, MA
8% off
Price is £17,516
£17,516
£2,502 per night
includes taxes & fees
Image gallery for A beautiful 3BR Apartment near Harvard and MIT
9.69.6 out of 10 rating
Exceptional
(39 reviews)
A beautiful 3BR Apartment near Harvard and MIT
Cambridge, MA
8% off
Price is £2,280
£2,280
£326 per night
includes taxes & fees
Image gallery for 5BR triple decker apartment – 15 mins to City
8.68.6 out of 10 rating
Excellent
(17 reviews)
5BR triple decker apartment – 15 mins to City
Boston, MA
7% off
Price is £3,700
£3,700
£529 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 £2,852
£2,852
£407 per night
includes taxes & fees
Image gallery for Direct Ocean Front Condo with large wrap around balcony
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Direct Ocean Front Condo with large wrap around balcony
Hull, MA
12% off
Price is £2,095
£2,095
£299 per night
includes taxes & fees
Image gallery for Newly Renovated 4BR1BA Apartment
1010 out of 10 rating
Exceptional
(5 reviews)
Newly Renovated 4BR1BA Apartment
Boston, MA
7% off
Price is £2,672
£2,672
£382 per night
includes taxes & fees
Image gallery for Heart of Southie - Hot Tub + Walk to Top Bars
1010 out of 10 rating
Exceptional
(11 reviews)
Heart of Southie - Hot Tub + Walk to Top Bars
Boston, Massachusetts
16% off
Price is £7,059
£7,059
£1,008 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Medford Square
Cozy Near Boston w/Outdoor Space
Sleeps 6 · 2 bedrooms · 1 bathroom
Budget-Friendly Bliss! 2 Posh Units, Close to New England Quilt Museum
Sleeps 6 · 2 bedrooms · 2 bathrooms
ii Serene 3-Bedroom Retreat in Charming Salem, MA
Sleeps 8 · 3 bedrooms · 1+ bathroom
8.08.0 out of 10
Very goodvery good
1 review(1 review)
Top rated rentals - Medford Square
Perfect for family
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
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All the privacy of homeEnjoy full kitchens, pools, gardens and more
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