Condo holiday rentals in Boston Harbor

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Popular amenities for Boston Harbor condo rentals

Weekly condo rentals

Guest favourite
Condo in Boston
4.88 out of 5 average rating, 41 reviews

Eastie near the airport Great location

EvelynRating, 5 stars2 months ago
Thank you for sharing your home! I found this a very convenient location to the T which brought us right to downtown Boston. I especially appreciated the umbrella that was left for use in the living room as I forgot mine and it was a rainy weekend. This apartment was spotless and I loved the espresso machine!
Superhost
Condo in Boston
4.88 out of 5 average rating, 26 reviews

Stunning Waterfront Condo with Boston Skyline View

JulieRating, 5 stars1 week ago
Beautiful house! Enjoyed the patio with beautiful water views!
Top Guest favourite
Condo 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.
Guest favourite
Condo in Boston
4.93 out of 5 average rating, 89 reviews

Boston Townhouse - 3bd / 2.5ba - Central Location

HarrietteRating, 5 stars1 week ago
Great spot for attending a convention - 20 minute walk. Neighborhood has groceries, banks, restaurants and a drug store. Host was very responsive and the place was super clean with everything we needed.
Guest favourite
Condo in Boston
4.95 out of 5 average rating, 77 reviews

Charming and Historic Apartment

HannahRating, 5 stars4 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.
Top Guest favourite
Condo in Winthrop
4.99 out of 5 average rating, 68 reviews

The Day-Burrill-Wadsworth-La Voix House

JoanneRating, 5 stars1 week ago
Had a lovely stay in the cute town of Winthrop. The house was an old, but very newly renovate with all the quaintness you find in a well cared for historic home. The beds were comfortable. It was in a great location and there were so many nice ammenities that other places I’ve stayed did not have. The little extras like the laundry detergent, the Keurig and pods, a bottle of wine All meant so much. I was with my son and daughter in law and two granddaughters, and everybody felt immediately at home. Will definitely return.
Superhost
Condo in Boston
4.89 out of 5 average rating, 89 reviews

Penthouse 2 Beds /2 Baths luxury in South Boston

FabianRating, 5 stars1 week ago
My daughter and I arrived slightly early and I asked if I could possibly arrive a little early and the answer was absolutely yes! We could drop off our luggage since they were still in the midst of cleaning from earlier guests and this was greatly appreciated. We were even recommended a wonderful restaurant within walking distance (Lincoln Tavern). Once we were able to check in we noticed the water pressure was excellent and the apartment appeared extremely clean and looked like the photos. The neighborhood has plenty of amenities and good coffee shops with pastries. I would stay here again if I ever make it back to Boston. Please note that this apartment is on the 3rd floor.
Top Guest favourite
Condo in Cambridge
4.97 out of 5 average rating, 34 reviews

Beautiful Cambridge Apartment

RachelRating, 5 stars2 weeks ago
I had a fantastic stay at Sarah’s apartment. Her place is as pictured, and it was clean, quiet and had everything I needed for my stay. The apartment is close to MIT and the T (15-20 minute walk). Sarah was extremely communicative (and flexible!). I would highly recommend Sarah as a host and her place for a stay in Cambridge.

Pet-friendly condo rentals

Guest favourite
Condo in Somerville
4.85 out of 5 average rating, 223 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

GaleRating, 5 stars1 week ago
Shirley's place is as described. It is comfortable and generous in size. There is parking available both in the driveway and on the street(with a supplied parking pass) for two cars altogether. Fresh linens are plentiful and the kitchen is very practical for cooking and eating in. Outdoor furniture on the back porch allowed us to invite over friends and socialize in nice weather. It is simple, but comfortable.
Superhost
Condo in Boston
4.89 out of 5 average rating, 114 reviews

Condo in downtown Boston

SusanRating, 5 stars1 month 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
Condo in Gloucester
4.96 out of 5 average rating, 157 reviews

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN

SteveRating, 5 stars2 weeks ago
What more can I say that hasn't already been said by other guests? The place was perfect for our 35th anniversary get-a-way. Darryl was so on top of things. We had a question and it was answered within 2 minutes. He really is a SUPER HOST.
Guest favourite
Condo in Boston
4.88 out of 5 average rating, 137 reviews

Right Near Convention Center and Train Station

MollyRating, 5 stars1 week 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
Condo in Boston
4.89 out of 5 average rating, 109 reviews

Transit friendly condo on quiet street

KimberlyRating, 5 stars2 weeks ago
We loved Andy’s place! Comfortable beds, hot strong shower, very roomy. Two balconies! Shops, restaurants, diners, grocery stores, discount stores, all in easy walking distance. There are quite a lot of steps to get up to the apartment, but they’re well-lit and there are hand rails everywhere. My sister lives less than a mile away from Andy’s house and doesn’t always have room for all of us. We’ll definitely be back!
Top Guest favourite
Condo in Lakeside Marblehead
4.99 out of 5 average rating, 225 reviews

Harbor View Suite

KaitlinRating, 5 stars1 week ago
This was the second time we had stayed at Kristin’s. We loved it so much last year we had to come back! Nothing beats the view from the rooftop deck. Everything you need, to include ample public water access, is just a short walk. We plan on making this a yearly stay. The fact you can bring your pup is an added bonus!
Guest favourite
Condo in Boston
4.88 out of 5 average rating, 540 reviews

Historic JP Brownstone with Parking. Pets Welcome!

ChristopherRating, 5 stars3 weeks ago
Adorable brownstone in JP! Close to the orange line, quiet neighborhood with lots of families. House was great, lots of space.
Superhost
Condo in Somerville
4.83 out of 5 average rating, 197 reviews

Spacious, cozy home near Boston!

StephaneRating, 5 stars6 days ago
What a gem!! Ana's appartement is amazing. The bedrooms are large with good mattresses and furniture. Kitchen is great too. There is a nice patio to sit on at the back. Ana's house is extrememy clean, cosy and very well maintained, we will definitely stay here again when we visit Boston!

Private condo rentals

Guest favourite
Condo in Boston
4.94 out of 5 average rating, 71 reviews

Cozy Condo in South Boston

WadeRating, 5 stars5 days ago
Stayed at Andrew's place in Boston for 3 nights to attend a Sox game and a couple nights of concerts. No parking at the house but Andrew was perfect in describing where I can park a short 2 blocks away. It's about 2-3 miles from anything you'd want to do in the city....Fenway Park, the Aquarium and waterfront etc....easy 10 minute drive (city traffic). The place had everything you'd need, was clean as a whistle and Andrew was super quick to respond with anything I asked, whether it was about parking, nearby places to eat, etc....he really was right on top of everything. I don't really go to Boston for much but if I find myself there again I'll definitely be looking at Andrew's place as my first choice!
Guest favourite
Condo in Boston
4.99 out of 5 average rating, 91 reviews

1 Bedroom Apartment in Boston/South End

JustinRating, 5 stars3 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
Condo in Boston
4.9 out of 5 average rating, 101 reviews

2Bedroom - WALK to subway, hospitals, food, & more

RegieRating, 5 stars1 week ago
Christian's place was perfect for our Boston Trip. We were a short walk from all the public transportation stops and it was easy to get to and from the area to the bulk of Boston. Christian was a great host and very helpful, attentive, and all around made our stay that much better. The space was perfect for four adults.
Top Guest favourite
Condo in Swampscott
4.99 out of 5 average rating, 92 reviews

Newly Renovated Victorian close to Boston

DouglasRating, 5 stars1 week ago
Excellent hosts - great access to train to Boston (15 minutes) - Swampscott is beautiful- near Salem and Marblehead - what a wonderful location near an historic harbor …
Top Guest favourite
Condo in Medford
4.99 out of 5 average rating, 120 reviews

Tufts 2 Bed + Office - Free Parking

EmilyRating, 5 stars1 week ago
Joseph’s place was lovely. The home was spotless and hosted a family of four perfectly. The extra effort of a little snack basket upon arrival was a nice touch. We took full advantage! The location is a great jump off point for Boston and surrounding areas. Joseph was very responsive and easy to talk to. We would recommended.
Guest favourite
Condo in Salem
4.83 out of 5 average rating, 358 reviews

Modern Farmhouse Living, Steps From Downtown Salem

DebRating, 5 stars1 week ago
We enjoyed our stay in Salem. The accommodations were top notch. It was a perfect place for 2 couples. I would recommend this place to others looking to stay in Salem.
Superhost
Condo 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
Superhost
Condo in Boston
4.66 out of 5 average rating, 32 reviews

Stunning Victorian with Office | Mins to Downtown

NathanRating, 5 stars1 week ago
Nice place to stay, convenient to all things Boston. 15-20 minutes to everything! Comfortable, nice TV, nice mattresses, and very responsive hosts. The water pressure in the shower is a bit low - something to be aware of if you have long hair to wash. Overall it’s a great place to stay and was the perfect fit for four people to spend a nice weekend exploring Boston. Thanks again.

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