
Holiday rentals near Monument Square
We found holiday rentals — enter your dates for availability
If you are looking to stay near Monument Square, scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the amenities that you expect and more, which might include a garden and pool. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Monument Square
Showing deals for:3 Oct - 10 Oct
Image gallery for Lowell Entire Home near UMASS

1010 out of 10 rating
Exceptional
(6 reviews)
Lowell Entire Home near UMASS
Lowell, MA
6% off
Price is AU$1,744
AU$1,744
AU$249 per night
includes taxes & fees
Image gallery for Lovely Studio Walk to Wellesley and Babson College

1010 out of 10 rating
Exceptional
(22 reviews)
Lovely Studio Walk to Wellesley and Babson College
Wellesley, MA
8% off
Price is AU$2,310
AU$2,310
AU$330 per night
includes taxes & fees
Image gallery for Spacious & Convenient 1BR unit-20min to Boston

9.89.8 out of 10 rating
Exceptional
(9 reviews)
Spacious & Convenient 1BR unit-20min to Boston
Melrose, MA
8% off
Price is AU$2,515
AU$2,515
AU$359 per night
includes taxes & fees
Image gallery for The Hive: A Honeybee-Themed Retreat. Wi-fi, Video Games, EV Charger, Garden View

1010 out of 10 rating
Exceptional
(8 reviews)
The Hive: A Honeybee-Themed Retreat. Wi-fi, Video Games, EV Charger, Garden View
Billerica, MA
19% off
Price is AU$2,589
AU$2,589
AU$370 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
(35 reviews)
Located north of Boston/ comfort and relaxation in your home away from home
Woburn, MA
8% off
Price is AU$2,941
AU$2,941
AU$420 per night
includes taxes & fees
Image gallery for Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking

8.68.6 out of 10 rating
Excellent
(42 reviews)
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking
Boston, MA
8% off
Price is AU$2,989
AU$2,989
AU$427 per night
includes taxes & fees
Image gallery for Grand piano Apt near T station towards downtown Boston, TD Garden and Hospitals.

9.49.4 out of 10 rating
Exceptional
(69 reviews)
Grand piano Apt near T station towards downtown Boston, TD Garden and Hospitals.
Medford, MA
12% off
Price is AU$3,130
AU$3,130
AU$447 per night
includes taxes & fees
Image gallery for Loft with inspiring view, modern design near grocery store, restaurants.

9.49.4 out of 10 rating
Exceptional
(42 reviews)
Loft with inspiring view, modern design near grocery store, restaurants.
Medford, MA
12% off
Price is AU$3,154
AU$3,154
AU$451 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 AU$3,241
AU$3,241
AU$463 per night
includes taxes & fees
Image gallery for Cozy 2BR-Walk to Tufts & Green Line, Near Boston!

9.49.4 out of 10 rating
Exceptional
(16 reviews)
Cozy 2BR-Walk to Tufts & Green Line, Near Boston!
Medford, MA
12% off
Price is AU$3,308
AU$3,308
AU$473 per night
includes taxes & fees
Image gallery for Beautifully Furnished Private Retreat in Andover!

8.88.8 out of 10 rating
Excellent
(13 reviews)
Beautifully Furnished Private Retreat in Andover!
Andover, MA
7% off
Price is AU$3,347
AU$3,347
AU$478 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 AU$3,420
AU$3,420
AU$489 per night
includes taxes & fees
Image gallery for 15 minutes to Fenway Park! Family-sized unit offers free parking.

9.89.8 out of 10 rating
Exceptional
(21 reviews)
15 minutes to Fenway Park! Family-sized unit offers free parking.
Boston, MA
8% off
Price is AU$3,578
AU$3,578
AU$511 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
14% off
Price is AU$3,634
AU$3,634
AU$519 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
13% off
Price is AU$3,950
AU$3,950
AU$564 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 AU$4,018
AU$4,018
AU$574 per night
includes taxes & fees
Image gallery for Cozy family Apt near casino, Boston City and airport with hassle free parking!

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Cozy family Apt near casino, Boston City and airport with hassle free parking!
Everett, MA
8% off
Price is AU$4,037
AU$4,037
AU$577 per night
includes taxes & fees
Image gallery for Union Square House

9.69.6 out of 10 rating
Exceptional
(74 reviews)
Union Square House
Somerville, MA
8% off
Price is AU$4,082
AU$4,082
AU$583 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$4,312
AU$4,312
AU$616 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 AU$4,323
AU$4,323
AU$618 per night
includes taxes & fees
Image gallery for 14a-Cozy and well decorated apartment in awesome Boston

1010 out of 10 rating
Exceptional
(11 reviews)
14a-Cozy and well decorated apartment in awesome Boston
Boston, MA
6% off
Price is AU$4,488
AU$4,488
AU$641 per night
includes taxes & fees
Image gallery for A beautiful 3BR Apartment near Harvard and MIT

9.69.6 out of 10 rating
Exceptional
(41 reviews)
A beautiful 3BR Apartment near Harvard and MIT
Cambridge, MA
8% off
Price is AU$4,507
AU$4,507
AU$644 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 AU$4,524
AU$4,524
AU$646 per night
includes taxes & fees
Image gallery for Charming Tree Top Victorian - Two Bedroom Retreat

1010 out of 10 rating
Exceptional
(17 reviews)
Charming Tree Top Victorian - Two Bedroom Retreat
Boston, MA
8% off
Price is AU$4,530
AU$4,530
AU$647 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Monument Square
Global Luxury Suites Downtown Boston
Sleeps 3 · 1 bedroom
8.08.0 out of 10
Very goodvery good
565 reviews(565 reviews)
Premier Suites - Bay Village
Sleeps 2 · 1 bedroom
6.26.2 out of 10
171 reviews(171 reviews)
Temple Place Suites
Sleeps 3 · 1 bedroom
6.86.8 out of 10
236 reviews(236 reviews)
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay
Sleeps 2 · 1 bathroom
8.88.8 out of 10
Excellentexcellent
63 reviews(63 reviews)
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy
Sleeps 2 · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
910 reviews(910 reviews)
Beautiful Retreat close to Downtown Boston. Pets friendly.
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
126 reviews(126 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