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Condo vacation rentals in Middlesex County

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Top-rated condo rentals in Middlesex County

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Condo in Cambridge

4.88 out of 5 average rating, 886 reviews

Private studio w/ parking by MIT/Harvard/BU/Fenway

Private room, private bath, private entrance! Off-street parking available. Charming, renovated Victorian style retreat, queen bed, white 650 thread count cotton linens, TV, A/C and free WIFI. Also includes your own fridge, Keurig & microwave. Next to MIT, Harvard, BU, Kendall Sq, Charles River, Boston, Fenway Park, Red & Green line, Flour Bakery, Whole Foods & Trader Joe's. This unit is safely located on the 2nd floor. Please let us know if you have mobility issues, as the staircase is narrow.

Oct. 24 – 31

$300 CAD per night

Condo in Brookline

4.84 out of 5 average rating, 112 reviews

Newly renovated Brookline 1bd Apartment

Private, fully updated apartment in the heart of Brookline Village near Longwood Medical Center. Enter through a private entryway. The unit has a full kitchen, dishwasher, oven and a refrigerator. The living room has a couch and tv with cable. Unit includes washer-dryer, wifi, and utilities. Many restaurants/ shops/ grocery minutes from away. Close access to public transportation. We live upstairs with 2 young kids. Guests may hear them around 7am. Brookline Short Term Rental License # 2023-1

Dec. 23 – 30

$375 CAD per night

Guest favourite

Condo in Jamaica Plain

4.91 out of 5 average rating, 217 reviews

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

Discover serenity in this fully-stocked, 2nd floor unit within a Victorian home in JP. Located on a quiet street near transportation and dining options, it offers access to key destinations like Longwood Medical Area and Downtown Boston. Featuring one bedroom, a cozy living room w/ TV, fully-equipped kitchen, and bathroom, plus a spacious private deck. Rest easy on a plush king-size Tempurpedic bed & a full-sized pullout couch fitting 1 adult or 2 children. Central air for increased comfort.

Nov. 8 – 15

$310 CAD per night

Guest favourite

Condo in Boston

4.93 out of 5 average rating, 140 reviews

comfortable and cozy

Five minutes walking distance to subway station. A newly renovated 2 family victorian home which is located in a diverse neighborhood where you can Walk to cafes, restaurants and parks. Neighborhood is a bike friendly and very close to Zip car. The room is very clean, comfortable and modern The Kichen and bathroom are also located on the same level and they are completely private. The shower stall is approx 3 feet x 4.5 feet. This private bedroom has a separate and convenient access/ exit.

Jan. 26 – Feb. 2

$269 CAD per night

Guest favourite

Condo in Boston

4.95 out of 5 average rating, 375 reviews

Cozy Back Bay Retreat with Parking!

There is not a better location in the city with quick and easy access to everything Boston has to offer, as well as the neighboring communities. You will find the space to be a little sanctuary away from the hustle and bustle of city life whether you are in Boston for work or leisure. Further, the health and safety of my guests is of the utmost importance to me. I have provided Clean Station with hand sanitizer pumps, hand wipes and spray. Kick your feet up, relax and enjoy your stay!

Oct. 22 – 29

$627 CAD per night

Guest favourite

Condo in Boston

4.93 out of 5 average rating, 299 reviews

Luxurious Home in Boston's Historic Charlestown

Featured in Boston Design Guide. Luxurious full floor condo in the historic and charming gaslight district of Boston's Charlestown section. Steps to Bunker Hill Monument and 1.5 miles from Encore Casino. Brand new kitchen with high end copper finishes, new appliances. HD Smart TV with movie and streaming apps. Queen size memory foam mattress, walk in closet, comfy pullout couch, full bathroom w/ newly tiled standing shower, washer/dryer and hotel-like amenities (shampoo, soap, etc.).

Oct. 24 – 31

$496 CAD per night

Guest favourite

Condo in Boston

4.93 out of 5 average rating, 180 reviews

SouthEnd Penthouse

Centrally located penthouse unit in the heart of Boston SouthEnd. Abundance of sunlight, spacious living area, and open kitchen will make your stay a unique and charming experience in a historically preserved area. Ideal to explore the local neighborhood restaurants or walk to Boston commons, the ballpark, downtown or Newbury Street. The neighborhood is historic to Boston with classical brick stone look and the place itself is quite a gem, very quiet and open dining+living room style.

Dec. 29 – Jan. 5

$419 CAD per night

Guest favourite

Condo in Boston

4.91 out of 5 average rating, 417 reviews

BEAUTIFUL BEACON HILL 2 BEDROOM!

Come stay at our charming condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our two bedroom/one full-bath condo is beautifully furnished and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, jump on a Duck Boat Tour, visit a relative at Mass General, shop on Newbury St, or dine on Charles St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

Jan. 10 – 17

$355 CAD per night

Guest favourite

Condo in Boston

5.0 out of 5 average rating, 131 reviews

Stay safe in the heart of Beacon Hill in Boston.

This is true Beacon Hill. Right next to iconic Acorn street! Cozy, clean, quiet apartment. This spacious 1 bedroom apartment includes a comfortable queen bed , 1 full bath room, a sofa, a large flatscreen TV, and high-speed wifi. The kitchen is fully equipped with everything to cook simple meals, included coffee maker, microwave, pots/pans and toaster etc... Location is unbeatable, walking distance to the T, the Boston Commons, restaurants, city tours, night life, and more!

Jan. 19 – 26

$362 CAD per night

Guest favourite

Condo in Cambridge

4.91 out of 5 average rating, 649 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

Dec. 26 – Jan. 2

$482 CAD per night

Condo in Boston

4.83 out of 5 average rating, 183 reviews

Stylish garden level studio with a private patio

Enjoy your stay in this stylish East Boston garden level studio with a private back patio. It is centrally located near restaurants, the waterfront, a running & biking trail, the airport, public transportation, and it is 1 metro stop away from downtown Boston. The metro stop, Maverick, is a 4 minute walk! The studio is equipped with a king bed that has a memory foam mattress, a queen pull out sofa, and a fully equipped kitchen.

Jan. 21 – 28

$232 CAD per night

Guest favourite

Condo in Boston

4.96 out of 5 average rating, 125 reviews

Downtown Loft Boston - Close to everything

Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area-queen bed, also sofa in living room can become a pull-out queen size bed. The bathroom is with shower and tub, a complete kitchen, and laundry room. The unit also offers the highest speed available in the area -1 gig internet access and 55" smart TV.

Jul. 28 – Aug. 4

$470 CAD per night

Vacation rentals for every style

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Apartments

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Popular amenities for Middlesex County condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Condo in Brookline

4.85 out of 5 average rating, 184 reviews

Luxurious Townhouse Close to Coolidge Corner

Oct. 31 – Nov. 7

$802 CAD per night

Guest favourite

Condo in Boston

4.96 out of 5 average rating, 104 reviews

1st floor, free parking off street, 3 min to train

Jul. 9 – 16

$436 CAD per night

Guest favourite

Condo in Boston

4.96 out of 5 average rating, 131 reviews

Entire Apt near Bos Univ/Bos College Free Parking

Jul. 17 – 24

$787 CAD per night

Guest favourite

Condo in Cambridge

4.92 out of 5 average rating, 100 reviews

Pretty private garden-level condo+parking near MIT

Jul. 21 – 28

$439 CAD per night

Guest favourite

Condo in Boston

4.98 out of 5 average rating, 105 reviews

Brand New Deluxe 3-BR (7W) Near Downtown Boston

Jan. 13 – 20

$442 CAD per night

Guest favourite

Condo in Boston

4.93 out of 5 average rating, 253 reviews

Boston Rooftop Retreat

Dec. 27 – Jan. 3

$412 CAD per night

Guest favourite

Condo in Boston

4.95 out of 5 average rating, 235 reviews

Beautiful, spacious South Boston Condo, Near T

Oct. 25 – Nov. 1

$709 CAD per night

Condo in Cambridge

4.84 out of 5 average rating, 215 reviews

Stay Across from Harvard's Campus!

Jul. 7 – 14

$308 CAD per night

Pet-friendly condo rentals

Guest favourite

Condo in Somerville

4.96 out of 5 average rating, 147 reviews

Boston 2Bd Kg&Qn near Harvard MIT Subway w/parking

Jan. 15 – 22

$524 CAD per night

Guest favourite

Condo in Boston

4.87 out of 5 average rating, 108 reviews

Luxury - Pet Friendly 3bd | 3ba South End Condo

Apr. 11 – 18

$1,170 CAD per night

Guest favourite

Condo in Quincy

4.94 out of 5 average rating, 244 reviews

Spacious & Private, Next to Boston & Beach, EVchrg

Jun. 16 – 23

$633 CAD per night

Guest favourite

Condo in Somerville

4.88 out of 5 average rating, 110 reviews

Spacious, cozy home near Boston!

Jan. 27 – Feb. 3

$476 CAD per night

Guest favourite

Condo in Boston

4.93 out of 5 average rating, 153 reviews

Family Home + Near Downtown + Cool Backyard!

Oct. 15 – 22

$631 CAD per night

Condo in Somerville

4.82 out of 5 average rating, 164 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

Aug. 7 – 14

$401 CAD per night

Guest favourite

Condo in Malden

4.84 out of 5 average rating, 104 reviews

Quiet and clean 2 floor 3-bedroom condo w/ parking

Nov. 2 – 9

$379 CAD per night

Guest favourite

Condo in Nashua

4.94 out of 5 average rating, 31 reviews

Huge 2500 SF 2 BR apt., Room for 6

Jun. 12 – 19

$290 CAD per night

Condo rentals with a pool

Condo in Acton

5.0 out of 5 average rating, 3 reviews

Updated cozy one bedroom

Dec. 12 – 19

$153 CAD per night

Condo in Boston

5.0 out of 5 average rating, 4 reviews

Central Boston Common Down Town Wi-Fi Parking

Nov. 13 – 20

$942 CAD per night

Guest favourite

Condo in Cambridge

5.0 out of 5 average rating, 17 reviews

Modern New Lux Apt/ King bed close to MIT Harvard

Dec. 31 – Jan. 7

$488 CAD per night

Room in Stoneham

5.0 out of 5 average rating, 4 reviews

Modern condominium just miles north of Boston.

Jun. 28 – Jul. 5

$226 CAD per night

Room in Marlborough

4.67 out of 5 average rating, 9 reviews

Large room in East Marlborough

Aug. 27 – Sep. 3

$109 CAD per night

Room in Nashua

4.63 out of 5 average rating, 8 reviews

Bliss Beckons You To The Blue Room

Feb. 13 – 20

$143 CAD per night

Room in Medford

5.0 out of 5 average rating, 34 reviews

Private Bed and Bath

Sep. 5 – 12

$514 CAD per night

Room in Shrewsbury

2BD 1.5 Bath full Apt in Shrewsbury Green

Jun. 21 – 28

$154 CAD per night

Destinations to explore