Apartment holiday rentals in Downtown, Boston

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Popular amenities for Downtown, Boston apartment rentals

Weekly apartment rentals

Superhost
Apartment in East Boston
4.88 out of 5 average rating, 40 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!
Guest favourite
Apartment in South End
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 East Boston
4.88 out of 5 average rating, 25 reviews

Stunning Waterfront Condo with Boston Skyline View

Anne MarieRating, 5 stars1 week ago
We had an amazing stay. The home looks as depicted in the photos. Beautiful spaces indoors and out. We were very comfortable and had everything we needed. The property manager, Jay, lives nearby and came over upon our arrival to show us around the property and make suggestions for things to do in the area.
Guest favourite
Apartment in South Boston
4.93 out of 5 average rating, 89 reviews

Boston Townhouse - 3bd / 2.5ba - Central Location

HarrietteRating, 5 stars6 days 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
Apartment in East Boston
4.95 out of 5 average rating, 83 reviews

E. Boston Condo| Airport, Downtown, Convention ctr

JudithRating, 5 stars5 days ago
We had a great stay at Trevor's. The apartment is clean and comfortable and the kitchen seemed well stocked with cooking supplies. It is about an 8-10 minute walk to the Maverick T station. We were pleasantly surprised that even though the apartment is very close to the airport, there was no flight noise at all! In fact, the street was super quiet.
Guest favourite
Apartment in Winter Hill
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 South Boston
4.89 out of 5 average rating, 89 reviews

Penthouse 2 Beds /2 Baths luxury in South Boston

FabianRating, 5 stars5 days 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
Apartment in Somerville
4.96 out of 5 average rating, 28 reviews

Modern, luxury 2 bedroom condo centrally located

Ericka And JimRating, 5 stars3 days ago
As a superhost myself I understand what it takes to have a top listing and Peter definitely hits the mark. The apartment has everything you need and then some. It had Toto Japanese toilets in both bathrooms and everything you might need for a short or long term stay right where you expect it. The beds are super comfortable and living room kitchen is very large and comfortable. Parking is easy on the street in front of the house. We also took the T into Boston several times and it’s an easy walk.

Pet-friendly apartment rentals

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

A Cozy 3 Bedroom Home Close To Boston & Parking

GaleRating, 5 stars3 days 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.
Guest favourite
Apartment in East 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 Cambridge
4.88 out of 5 average rating, 101 reviews

#3A-Cambridge Walk to MIT+Harvard Amazing Location

ErenRating, 5 stars3 months ago
We had a fantastic stay at Louisa’s beautiful place! The home was spotless, filled with great natural light, and equipped with everything we needed for a comfortable stay. The location was perfect—just a short walk to Harvard, making it incredibly convenient. Our time here was not only enjoyable but also highly productive, thanks to the peaceful atmosphere and charming surroundings of this lovely street. We will definitely be returning to Louisa’s amazing home, where we truly felt like we had a home away from home. A special thanks to Louisa and James for their hospitality and for making this trip so wonderful and unforgettable.
Guest favourite
Apartment in South 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
Apartment in Roxbury
4.97 out of 5 average rating, 109 reviews

Spacious Dorchester Retreat | 2-bdrm condo

AnoushikaRating, 5 stars4 days ago
Wonderful host and wonderful place!! Would definitely come back!
Guest favourite
Apartment in Roslindale
4.89 out of 5 average rating, 108 reviews

Transit friendly condo on quiet street

HarvinderRating, 5 stars1 month ago
It’s a lovely and peaceful neighborhood. The home was really good. Very spacious bedrooms, well stocked kitchen and living room. Wish we had more time to spend indoors. Andy was else quick on responses and proactively addressed any questions we had. Grocery store is just around the corner so that’s a big plus too. Overall a great experience
Guest favourite
Apartment in Jamaica Plain
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
Apartment in Winter Hill
4.83 out of 5 average rating, 197 reviews

Spacious, cozy home near Boston!

StephaneRating, 5 stars1 day 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 apartment rentals

Guest favourite
Apartment in South Boston
4.94 out of 5 average rating, 70 reviews

Cozy Condo in South Boston

WadeRating, 5 stars1 day 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
Apartment in Davis Square
4.9 out of 5 average rating, 140 reviews

Bright & Spacious Home in Davis Sq, Somerville

JoyRating, 5 stars2 weeks ago
We had a great stay at Cayla's home. Cayla was very responsive and flexible. We appreciated the availability of street parking (with permit provided) and laundry in the basement. Would definitely stay again!
Guest favourite
Apartment in Charlestown
4.96 out of 5 average rating, 113 reviews

Luxe Historic Elegance Overlooking Thompson Square

SherryRating, 5 stars2 months ago
We LOVED our stay. I gasped when I first laid eyes on the interior of the apartment--the photos do not do it justice. I turned and said to my friend that I could believe myself in a Parisian pied-à-terre. It was elegant and beautiful AND comfortable. We cooked several delicious meals in the first-rate kitchen. Whole Foods is literally across the street and my friend appreciated the even-closer Starbucks a lot. The subway is 0.4 miles away and made traveling to and from TD Garden--we were there for World Figure Skating Championships--really easy. Also, Kristen is a terrific host--fast and clear communications. I'm already missing our time there!
Top guest favourite
Apartment in Salem
4.96 out of 5 average rating, 257 reviews

My Place - 2 Bedroom Condo with Parking

Birdie NewmanRating, 5 starstoday
Located in a lovely neighborhood, this place is a gem! So well appointed, there was nothing we could have needed that wasn’t there! The decor was beautiful and Kelly provided so many extra touches. The kitchen was well equipped, including spices, Keurig Cup Pods, tons of dishes, and utensils. The bedrooms were lovely and very comfortable beds. We can’t wait to come back!!!
Guest favourite
Apartment in Roxbury
4.97 out of 5 average rating, 71 reviews

Modern & Stylish 1-BR Condo near Downtown

MarkRating, 5 stars2 weeks ago
Great place for our trip to Boston! Quick drive into the city. The space had everything we needed. Highly recommend.
Top guest favourite
Apartment in Dorchester
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 Roxbury
4.66 out of 5 average rating, 32 reviews

Stunning Victorian with Office | Mins to Downtown

NathanRating, 5 stars4 days 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.
Top guest favourite
Apartment in Winthrop
4.99 out of 5 average rating, 68 reviews

The Day-Burrill-Wadsworth-La Voix House

JoanneRating, 5 stars6 days 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.

Quick stats about apartment rentals in Downtown, Boston

  • Total rentals

    60 properties

  • Nightly prices starting at

    $64 SGD before taxes and fees

  • Total number of reviews

    5K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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