Madison Vacation Rental - Vacation Rentals in Harvard Square

Historic and Charming Brownstone From US $1,450
         

9.8 (58 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cambridge From US $236
         

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8.8 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Encore Boston Harbor From US $278
         

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9.6 (3859 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Bluebird Suites near MIT From US $143
         

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8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Lenox Hotel Boston From US $378
         

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9.6 (1575 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Cozy Harvard/MIT Victorian From US $448
         

9.4 (22 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Renovated, Chic, one bed, Sleeps 4,Steps to Transit From US $89
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Four Seasons Hotel One Dalton Street, Boston From US $873
         

Top Of The World Charlestown Boston Ma. From US $915
         

9.8 (66 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
UltraLuxe Apt in Boston Brownstone in Prime Area From US $608
         

10.0 (76 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Remodeled Spacious Apartment in Perfect Location From US $751
         

10.0 (30 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
3BR2Bth TD Garden/BOS/MIT/Harvard/3 Parking Spaces From US $531
         

10.0 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
3BR2Bth TD Garden/MIT/Harvard/BOS/3 Parking Spaces From US $531
         

10.0 (24 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Colonial Two Bedroom Basement Apartment From US $255
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Back-Bay Upscale Central Condo Rooftop & Parking From US $734
         

10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
3BR2Bth MIT/Harvard/TD Garden/BOS/3 Parking Spaces From US $579
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Newly furnished 1 bed, 1 bath. Views of the whole city! From US $153
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Back-Bay Upscale Central Condo Bos Common Downtown From US $899
         

10.0 (11 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Pro Tip: Madisonvacationrental makes it easy to compare the best listings on Madisonvacationrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Madisonvacationrental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Harvard Square.

Weather in Harvard Square

View the weather forecast for Harvard Square before booking your Harvard Square Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Harvard Square Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Harvard Square?
How many vacation rentals are available in Harvard Square?

Currently, the total number of properties listed in 2026 is over 3239 in the Harvard Square area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Harvard Square.