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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 20 – 27

R3,641 ZAR per night

Condo in Boston

4.96 out of 5 average rating, 130 reviews

Entire Apt near Bos Univ/Bos College Free Parking

Self checkin apartment off Comm Ave 1Free parking Easy Public Transportation to Boston College, Boston Univ, Downtown, Fenway Park, Harvard, MIT, TD Garden, etc. 1 minute walk to "The T" (Green Line B train) Griggs Street/Long Avenue station stop and Bus stops 66 & 57) Walking Distance to Many great Allston/Brighton & Brookline Bars/Restaurants Whole Foods Star Market Asian Supermarket St. Elizabeth's Medical Center Starbucks located down the street Longwood Medical 10 mins away (2 miles)

Jul 15 – 22

R9,149 ZAR 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 17 – 24

R4,350 ZAR per night

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.

Jan 16 – 23

R3,383 ZAR per night

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.

Nov 6 – 13

R2,869 ZAR per night

Condo in Boston

4.95 out of 5 average rating, 373 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 23 – 30

R7,251 ZAR per night

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 5 – 12

R5,516 ZAR per night

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

R4,666 ZAR per night

Condo in Boston

5.0 out of 5 average rating, 130 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 17 – 24

R4,226 ZAR per night

Condo in Cambridge

4.91 out of 5 average rating, 644 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

R5,638 ZAR per night

Condo in Boston

4.97 out of 5 average rating, 242 reviews

Gorgeous Beacon Hill 1BR | 1BA

Come stay at our lovely condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our newly renovated 1 bedroom | 1 bathroom condo comfortably sleeps three adults and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, visit a relative at Mass General, or shop on Newbury 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.

Feb 19 – 26

R6,589 ZAR per night

Condo in Boston

4.82 out of 5 average rating, 180 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 18 – 25

R2,803 ZAR per night

Vacation rentals for every style

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Popular amenities for Middlesex County condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Condo in Brookline

4.86 out of 5 average rating, 182 reviews

Luxurious Townhouse Close to Coolidge Corner

Oct 31 – Nov 7

R9,102 ZAR per night

Condo in Boston

4.93 out of 5 average rating, 351 reviews

Victorian Charm, Modern Style w/Private Entrance

Feb 26 – Mar 5

R6,479 ZAR per night

Condo in Cambridge

4.92 out of 5 average rating, 99 reviews

Pretty private garden-level condo+parking near MIT

Jun 26 – Jul 3

R4,338 ZAR per night

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

R4,981 ZAR per night

Condo in Boston

4.95 out of 5 average rating, 233 reviews

Beautiful, spacious South Boston Condo, Near T

Oct 23 – 30

R8,193 ZAR per night

Condo in Cambridge

4.84 out of 5 average rating, 215 reviews

Stay Across from Harvard's Campus!

Jun 9 – 16

R3,478 ZAR per night

Condo in Boston

4.93 out of 5 average rating, 253 reviews

Boston Rooftop Retreat

Dec 14 – 21

R4,737 ZAR per night

Condo in Boston

4.98 out of 5 average rating, 105 reviews

Brand New Deluxe 3-BR Condo Near Downtown Boston

Mar 20 – 27

R8,844 ZAR per night

Pet-friendly condo rentals

Condo in Boston

4.87 out of 5 average rating, 108 reviews

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

Jul 5 – 12

R15,148 ZAR per night

Condo in North Quincy

4.94 out of 5 average rating, 243 reviews

Spacious & Private, Next to Boston & Beach, EVchrg

Aug 14 – 21

R7,420 ZAR per night

Condo in Somerville

4.96 out of 5 average rating, 146 reviews

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

Oct 16 – 23

R10,288 ZAR per night

Condo in Boston

4.93 out of 5 average rating, 152 reviews

Family Home + Near Downtown + Cool Backyard!

Apr 15 – 22

R6,197 ZAR per night

Condo in Somerville

4.88 out of 5 average rating, 110 reviews

Spacious, cozy home near Boston!

Nov 5 – 12

R5,804 ZAR per night

Condo in Somerville

4.82 out of 5 average rating, 163 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

Aug 24 – 31

R4,450 ZAR per night

Condo in Malden

4.84 out of 5 average rating, 103 reviews

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

Jan 15 – 22

R4,484 ZAR per night

Condo in Nashua

4.94 out of 5 average rating, 31 reviews

Huge 2500 SF 2 BR apt., Room for 6

Jun 7 – 14

R3,335 ZAR per night

Condo rentals with a pool

Condo in Acton

5.0 out of 5 average rating, 3 reviews

Updated cozy one bedroom

Nov 4 – 11

R1,916 ZAR per night

Condo in Cambridge

5.0 out of 5 average rating, 17 reviews

Modern New Lux Apt/ King bed close to MIT Harvard

Aug 12 – 19

R8,026 ZAR per night

Room in Stoneham

5.0 out of 5 average rating, 4 reviews

Modern condominium just miles north of Boston.

Jun 23 – 30

R2,631 ZAR per night

Room in Marlborough

4.67 out of 5 average rating, 9 reviews

Large room in East Marlborough

Oct 18 – 25

R1,253 ZAR per night

Room in Nashua

4.63 out of 5 average rating, 8 reviews

Bliss Beckons You To The Blue Room

Mar 27 – Apr 3

R1,545 ZAR per night

Room in Medford

5.0 out of 5 average rating, 34 reviews

Private Bed and Bath

Aug 31 – Sep 7

R6,046 ZAR per night

Room in Shrewsbury

2BD 1.5 Bath full Apt in Shrewsbury Green

Jun 16 – 23

R1,841 ZAR per night

Condo in Boston

5.0 out of 5 average rating, 4 reviews

Central Boston Common Down Town Wi-Fi Parking

Apr 4 – 11

R11,073 ZAR per night

Destinations to explore