Condo vacation rentals in South Boston

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Popular amenities for South Boston condo rentals

Weekly condo rentals

Guest favorite
Condo in South End
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 East 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 favorite
Condo 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
Condo in Roxbury
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.
Guest favorite
Condo in Beacon Hill
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 favorite
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 Arlington
4.86 out of 5 average rating, 90 reviews

♥ Lovely Studio - Spotless, W/D, Parking, Private

BrandiRating, 5 stars3 weeks ago
Hosts were very friendly and responsive unit was clean and private perfect for what I needed it for walking distance to our destination neighborhood nice and quiet great experience all around
Guest favorite
Condo in South Boston
4.97 out of 5 average rating, 38 reviews

Sunny Southie Modern 2 Bedroom with Deck

DanielRating, 5 stars5 days ago
My Stay at Anda's was great! The condo was spotless and heck-in instructions were clear and easy to follow. The living space was really comfortable and the setup was perfect. Both bedrooms were extremely clean and private. The apartment had a lot of natural light and the kitchen was fully equipped.

Pet-friendly condo rentals

Guest favorite
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 Bay Village
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 favorite
Condo 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 favorite
Condo in Roslindale
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 favorite
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 favorite
Condo 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
Condo in Winter Hill
4.83 out of 5 average rating, 197 reviews

Spacious, cozy home near Boston!

StephaneRating, 5 stars5 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!
Superhost
Condo in Cambridge
4.86 out of 5 average rating, 104 reviews

#2A MIT & Harvard amazing location!

LisaRating, 5 stars2 weeks ago
Great stay! Perfect for our needs while visiting our son. Cute and comfortable living space, comfortable bed, hot shower, great coffeemaker with pods provided, nice dining table, good location. Really appreciated the offer to check in early/out late, though we didn't end up taking advantage of it. We'll be back!

Private condo rentals

Top guest favorite
Condo in Cambridgeport
4.92 out of 5 average rating, 780 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

DavidRating, 5 stars2 days ago
Dan's place is equidistant to Harvard and MIT, a short walk to great restaurants and cafes, and a wonderful base for exploring Cambridge. Would happily stay here again with my family.
Superhost
Condo in Brookline Village
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 favorite
Condo in Salem
4.96 out of 5 average rating, 257 reviews

My Place - 2 Bedroom Condo with Parking

Birdie NewmanRating, 5 stars3 days ago
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 favorite
Condo in Jamaica Plain
4.9 out of 5 average rating, 263 reviews

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

DanielleRating, 5 stars1 week ago
This is a beautiful and I would say luxurious apartment. Felt just like home. Very nice kitchen and living space and beautiful back porch. The house itself is gorgeous and the location is great. Very peaceful and comfortable! Elena was very responsive and helpful. We liked it so much we added an extra day to our visit and Elena was helpful in making that change. Would highly recommend!
Guest favorite
Condo in North End
4.93 out of 5 average rating, 129 reviews

Boston Harbor View!Free Parking!North End 3 bed

DeirdreRating, 5 stars2 weeks ago
Simply perfect. The location is perfect. The apartment is a delightful family friendly home. We loved it. Ideal with young adults and a new baby alike. So well equipped. The beds all so comfortable. The hosts could not have been more helpful. Our best ever experience with Airbnb. Thank you so much.
Superhost
Condo in East Boston
4.89 out of 5 average rating, 148 reviews

Luxury Condo in Boston w/ backyard & parking

LisaRating, 5 stars2 weeks ago
Had a nice weekend visiting our son in Boston with his sisters. We spent less time in the Airbnb than we had expected (never got to check out the local beach but also it was a colder weekend than we'd hoped for anyway) but the kitchen was pristine, beds were comfy, shower and bathroom was well stocked and it was nice to know that there were extra chairs and towels if we had needed them. Thanks for hosting!
Top guest favorite
Condo in North End
4.98 out of 5 average rating, 304 reviews

"La Gemma" - a gem in the North End

GretchenRating, 5 stars2 weeks ago
Highlights: Location, location, location! Quiet. Easy access. Fantastic shower. Dishwasher. Place to stop outside for loading and unloading. We thoroughly enjoyed our stay! Gina was extremely responsive and welcoming. The wine hit the spot after a long day of walking. The spiral staircase added excitement and drama! The beds were comfortable and we slept well. We look forward to staying again!
Superhost
Condo in Somerville
4.86 out of 5 average rating, 121 reviews

Fairies Nest (full unit w/ desk & kitchen)

JuliaRating, 5 stars3 weeks ago
This place was awesome! In the winter I think it would be a little far from public transit if you’re not used to the cold weather, but the airbnb itself was fantastic. The host is responsive and the place looks as advertised. No laundry so that is annoying for long term. I would recommend this flat for anyone who can climb steep stairs and likes to walk.

Quick stats about condo rentals in South Boston

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$10,457 GYD before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Family-friendly rentals

    20 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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