Apartment holiday rentals in Middlesex County

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Popular amenities for Middlesex County apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Watertown
4.84 out of 5 average rating, 97 reviews

Nice Condo to Harvard, MIT, Fenway, with parking

LiaRating, 5 stars1 week ago
My family had a nice stay at Nancy's place. The apartment is spacious and has a really good living space where we could have dinners and enjoy each other's company. The location is the only minus point for me since Watertown is very residential, but this was a compromise worth taking for a slightly cheaper accommodation in a very busy period for Graduation!
Top guest favourite
Apartment in Boston
5 out of 5 average rating, 30 reviews

Bright Spacious 3Br, Mins From Downtown, Parking

Sang HwanRating, 5 stars3 months ago
We stayed at Elena's apartment for a month and found it very comfortable for a long term stay. Elena was always responsive and was quick to troubleshoot a minor issue at the start of our stay. She also kindly let us check in early when we arrived during a snowstorm. The parking space is a great bonus since we only needed our car when we decided to do some grocery shopping in the suburbs. The house was warm even on the coldest days and we found the beds really comfortable. The wifi was reliably fast and having access to Amazon Prime was a nice perk.
Superhost
Apartment in Boston
4.82 out of 5 average rating, 74 reviews

In the heart of Jamaica Plain near Longwood

ChesterRating, 5 stars1 month ago
I enjoyed my stay very much! There were several good restaurants nearby and the whole area is very walkable. The path around Jamaica Pond was especially nice
Guest favourite
Apartment in Boston
4.98 out of 5 average rating, 89 reviews

2 Bedroom by Longwood Medical Hospitals

KirbyRating, 5 stars1 week ago
Christian was an excellent host! He was very responsive and accommodating. He even gave us some good local recommendations. The location is great within a few minutes walk to Olmsted Park and Jamaica Pond. One block from public transit. Good restaurant options and Whole Foods within walking distance too.
Superhost
Apartment in Arlington
4.91 out of 5 average rating, 33 reviews

Updated condo in Arlington, Ma

TarahRating, 5 stars2 weeks ago
My family and I were in Boston for a graduation. Krishna’s home in Arlington fit our needs. The five bedrooms and 3 1/2 baths gave us plenty of space to spread out. We also appreciated the driveway with parking-no circling the block for a parking space. There are a few restaurants within a 5 minute walk and several restaurants within a 5-10 minute Overall, we were quite comfortable. Krishna is a responsive host and communication was great. We would definitely stay here again.
Guest favourite
Apartment in Somerville
4.97 out of 5 average rating, 30 reviews

Magnificent Mansard Victorian Condo in Somerville

AthanasiaRating, 5 stars1 month ago
Very nice apartment with all amenities that are necessary for a long stay. I stayed for a month. The house is fully equipped. There are washing machine and dryer which are really helpful. The neighborhood is nice and quiet. Easy access to bus station and metro.There are many nice restaurants in the neighborhood of Somerville. Hamed, the host answered all my questions immediately and whenever there was a problem with the electric appliances he was always available to solve it. I would recommend this apartment definitely for long stay in Boston.
Superhost
Apartment in Concord
4.75 out of 5 average rating, 67 reviews

Dreamy Waterfront Condo | 5★ Location, ♛ King Beds

EmilyRating, 5 stars3 weeks ago
Sadi was responsive and caring. The space was immaculate, communication was prompt and detailed, and we felt right at home.
Superhost
Apartment in Boston
4.85 out of 5 average rating, 59 reviews

Marble Home! Sleek, Clean, & Modern!

StellaRating, 5 stars2 weeks ago
Exactly as described and impeccably clean, which is why I need to give 5 stars- but I will say that I wouldn't recommend this for longer stays with a big family. My adult family of 5 was disappointed that there are only 2 seats on the kitchen island and 2 tiny couches, so lounging together in the living room was not comfortable at all, not to mention cooking something in the (beautiful and clean) kitchen and having nowhere to really sit down and eat together. This was something we should have considered before booking though, so that is on us. Bathroom + bedrooms were great, the parking spots were convenient. It's farther out from central Boston than I expected, so keep that in mind. I wish there had been small reading lamps next to the beds, we had to keep on the harsh big lights to read our books. But again, all this is apparent from the listing, so our fault for not checking closely. It is on the more affordable side compared to staying in central Boston. Overall ok for short stays!

Pet-friendly apartment rentals

Superhost
Apartment in Boston
4.89 out of 5 average rating, 114 reviews

Condo in downtown Boston

SusanRating, 5 stars3 weeks ago
This was such a charming place in a wonderful location. Griffin and Carolyn were responsive and took really good care of us. They are great hosts who we highly recommend and would book with again!
Guest favourite
Apartment in Somerville
4.85 out of 5 average rating, 221 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

DanielleRating, 5 stars1 week ago
Shirley & Marie were great hosts. The house was clean and tidy upon our arrival. Check-in & check-out were very easy. They were very easy to communicator with before our arrival. Highly recommend staying here. We will definitely be back!
Guest favourite
Apartment in Boston
4.95 out of 5 average rating, 202 reviews

Family Home + Near Downtown + Cool Backyard!

RogerRating, 5 stars3 months ago
We had a great stay! Quiet, safe neighborhood, easy to get to the city. Lots of space for the six of us to eat and relax together. Beautiful view of the Boston skyline just minutes walk from the place. Comfortable beds and soft sheets too! We also had no troubles parking nearby and leaving our car (for free) for our entire stay.
Guest favourite
Apartment in Boston
4.88 out of 5 average rating, 136 reviews

Right Near Convention Center and Train Station

MollyRating, 5 stars2 days ago
We had a great stay at this South Boston condo! The location was perfect—just a short walk to the Convention Center, and the Seaport area, making getting around the city extremely simple. The space was spotless and clearly well cared for. Communication with the host was smooth and responsive throughout. The main bedroom was quiet and had a great work setup with a desk. The lower bunk bed is set directly on the floor, which actually worked out well—smaller adults in our group found it comfy and easy to sleep on. Parking was limited, but we found street parking without much trouble. Overall, a clean, convenient, and well-located spot—we’d definitely stay here again!
Guest favourite
Apartment in Boston
4.97 out of 5 average rating, 108 reviews

Spacious Dorchester Retreat | 2-bdrm condo

JosefRating, 5 stars1 week ago
The house was adorable and very clean. We weren't there much, but we had everything we needed when we were there. The hosts were very responsive and helpful when needed.
Guest favourite
Apartment in Boston
4.88 out of 5 average rating, 540 reviews

Historic JP Brownstone with Parking. Pets Welcome!

ChristopherRating, 5 stars2 weeks ago
Adorable brownstone in JP! Close to the orange line, quiet neighborhood with lots of families. House was great, lots of space.
Guest favourite
Apartment in Somerville
4.94 out of 5 average rating, 201 reviews

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

IsaacRating, 5 stars1 week ago
Had a great stay. It was exactly as described, clean, and convenient. Would definitely stay again.
Superhost
Apartment in Cambridge
4.85 out of 5 average rating, 103 reviews

#2A MIT & Harvard amazing location!

AdamRating, 5 stars5 months ago
I spent about 10 days at Louisa's apartment near Central Square in Cambridge. This was my second visit: I stayed here for over a month last summer. Obviously I like the place, since I decided to return. :) The apartment is clean and comfortable, with lots of light and large bay windows. It feels spacious for 1 or 2 people. The subway is nearby, and there's lots to do in the area. Recommended!

Private apartment rentals

Guest favourite
Apartment in Boston
4.94 out of 5 average rating, 68 reviews

Cozy Condo in South Boston

YasmeenRating, 5 stars6 days ago
Beautiful apartment with everything we needed for a comfortable stay, and the hosts were very responsive!
Guest favourite
Apartment in Boston
4.99 out of 5 average rating, 90 reviews

1 Bedroom Apartment in Boston/South End

JustinRating, 5 stars2 weeks ago
The place was incredible! It’s a great location on a very pretty street and walkable to all kinds of things: restaurants, parks, train station. And Tim was a wonderful host. The place was cleans and honestly even bigger than it looked in the pictures. Would definitely stay here again!
Superhost
Apartment in Somerville
4.81 out of 5 average rating, 146 reviews

Full 1800 Sq Feet Condo Steps from Hip Davis Sq.

DavidRating, 5 stars4 days ago
Lovely, comfortable, quiet, spacious, well-appointed apartment in a beautiful neighborhood close to many amenities and the T (subway/bus system), which will take you more or less anywhere you want to go. Clear communication from thoughtful hosts. This is a great value and is highly recommended for anyone visiting Boston, especially with children.
Superhost
Apartment in Somerville
4.93 out of 5 average rating, 14 reviews

The Boston Presidential Penthouse Suite

HannahRating, 5 stars1 week ago
Loved the space - very spacious and chic! The area was easy to walk around in and plenty to do, but quick access to the train to go to downtown Boston.
Guest favourite
Apartment in Jamaica Plain
4.9 out of 5 average rating, 261 reviews

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

LoriRating, 5 stars2 weeks ago
Very clean and quiet place in a charming neighborhood. Elena was very responsive and easy to communicate with. Would definitely stay again if we need to come back to Boston.
Guest favourite
Apartment in Boston
4.95 out of 5 average rating, 77 reviews

Charming and Historic Apartment

HannahRating, 5 stars2 weeks ago
This place is AMAZING! An absolute must stay. Close to public transit, restaurants, coffee shops, in the cutest neighborhood. We were in awe of how adorable and perfect and homey the apartment is. Truly one of my most favorite stays. The hosts were communicative and even let us drop our bags off early as we were coming from another air Bnb and didn’t want to lug our suitcases around Boston all day. I had some questions about check in and they responded to me in minutes. Truly wonderful.
Superhost
Apartment in Boston
4.89 out of 5 average rating, 88 reviews

Penthouse 2 Beds /2 Baths luxury in South Boston

KenRating, 5 stars4 days ago
Nicely renovated classic apartment - 3rd floor walk up - spotless and modern amenities. Host Blerina was very nice and responsive. We appreciated the flexibility about checkin. As an alternative to a hotel, with the 2 bd/2 ba layout, this place is a 10/10. Would definitely stay here again.
Superhost
Apartment in Somerville
4.82 out of 5 average rating, 60 reviews

Venn | Monochromatic Luxury Haven wth Rooftop Deck

RudyRating, 5 stars1 week ago
Nice condo and as advertised. Clean, easy to access, and a responsive host. The condo is within walking distance to many shops and restaurants. Great for short stays and similar situated for longer stays. I would rent these accommodations again.

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