House holiday rentals in South Boston

Find and book unique houses on Airbnb

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Popular amenities for South Boston house rentals

House rentals with a pool

Top Guest favourite
Home in Newton
5 out of 5 average rating, 14 reviews

Villa with private Pool in Boston's Elite Enclave

LucyRating, 5 stars2 weeks ago
Serge was helpful with marathon weekend details and was very responsive. House is as described, quite spacious and easily sleeps 8 adults. The game room includes billiards, darts, a massage chair, and 3 comfortable theater chairs. The kitchen is fully equipped with everything needed to prepare large family meals. It’s a 30 minute walk to the Newton Center green line train stop, which is recommended for transportation to and from downtown Boston. The price was a little high, but everything in the area was increased for marathon weekend. Would recommend.
Top Guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 13 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

ChristopherRating, 5 stars2 weeks ago
Everything was as listed and very responsive and great host. The property was in a very nice and in a great town. We enjoyed our time there.
Guest favourite
Home in Arlington
4.93 out of 5 average rating, 30 reviews

Beautiful Spacious 4BRM House!

KarenRating, 5 stars1 week ago
We enjoyed our stay at Maxine’s place. We had 7 people and this home was spacious and clean. Maxine was also very responsive and helpful. I had forgot my jacket here after checkout and was able to arrange to pick it up. The area was also nice and peaceful.
Top Guest favourite
Home in Norwood
4.97 out of 5 average rating, 37 reviews

the house of id; vintage shop, accessible space

LeeAnnRating, 5 stars2 days ago
UNBRIDLED JOY. Dara and Paige's house is welcoming right away, with a comfortable open living, dining, and kitchen area filled with fun, bright decor. The house radiates joy and fun and comfort. My friend and I took a last-minute getaway here, and it was exactly what we needed. The colors are both cheerful and calm, and the place is furnished for relaxing cozily. We had a blast shopping the items in the house, which is a wonderful unique twist. Everything was exactly as described and better. Communication was SUPERB. You couldn't ask for two kinder or more caring hosts. We especially appreciated the attention to accessibility since I have some mobility issues. We can't wait to go back again. Everything about this house raises our spirits and makes us laugh out loud with delight. We loved every moment and are already looking forward to our next stay. THANK YOU!!!!!
Top Guest favourite
Home in Weston
4.98 out of 5 average rating, 92 reviews

Spacious vacation unit in premium suburban town

JenniferRating, 5 stars1 week ago
I had a wonderful stay at this Airbnb in Weston, MA. The house was spacious, spotless, and located in a peaceful, wooded neighborhood right next to Cat Rock Park—perfect for relaxing or enjoying nature. It was incredibly quiet, which made for a restful stay. Parking was convenient, and check-in was seamless. Everything about the experience was easy and comfortable. I would absolutely recommend this place to anyone looking for a clean, quiet, and well-located home away from home.
Guest favourite
Home in Hull
4.96 out of 5 average rating, 23 reviews

Spacious 3-BR Furnished Beach Home

BriannaRating, 5 stars10 months ago
We had a wonderful stay. Perfect place for families with children. So close to the beach with all the beach and home necessities you need while on vacation! Quaint town that was quiet but still has plenty of restaurants to visit. Overall, a great place!
Superhost
Home in Canton
4.87 out of 5 average rating, 23 reviews

Hidden Gem near Boston w/ Private lake access

ShannonRating, 5 stars6 months ago
The property was stunning and impeccably clean, matching the description perfectly. We had a wonderful time and enjoyed the convenient location with a trail to see horses and access to the lake. The host was incredibly accommodating, and we are looking forward to returning with our family. One suggestion for improvement would be to provide garage access to the house for elderly guests who may have difficulty with stairs, as the pathway, although beautiful, was quite lengthy for my elderly parents. Nonetheless, we all had a fantastic time. Thank you.
Guest favourite
Home in Waltham
4.89 out of 5 average rating, 45 reviews

Quiet/Private Neighborhood

JeffRating, 5 stars2 weeks ago
Our stay at Michelle's was absolutely fantastic! I can't say enough good things about the house and the amenities. The kitchen was fully stocked and she really seemed to think of everything, including a gift basket! I stay at a lot of Air B&Bs and the small touches Michelle put on the house and the amount she cared for her guests was second to none! I could not recommend staying here more.

Weekly house rentals

Guest favourite
Home in Brighton
4.93 out of 5 average rating, 326 reviews

All the comforts of home, quiet city neighborhood

CharlieRating, 5 stars1 week ago
Steve and Rebecca's place is a very cozy and warm little house. We had everything we needed inside for our very first visit to Boston. Each room is very well furnished with comfortable beds and a nice comfy couch to unwind in after walking through the city all day. The house is tucked into a corner on top of a steep hill which gives a very nice and quiet private spot to stay. This is a wonderful spot! I do have to mention a few little quirks that should be noted. The hill could cause some issues for parking for some depending on your vehicle since the spot can be a little tricky getting in or out. I recommend using an uber, which what we did to get around rather then fiddling with the parking. Also, there is a downstairs area that is obviously off limits and is clearly marked as such behind the curtain in the kitchen area. Having a door with a lock for both sides seems like a more comfortable solution for both parties. Otherwise, this is a wonderful find!
Guest favourite
Home in South Weymouth
4.93 out of 5 average rating, 118 reviews

Entire House Near South Shore Hospital/Whole Foods

ChloeRating, 5 stars1 month ago
My groups stayed at Trang’s home for 2 night and our stay was perfect. The home was exactly as pictured in the listing and was very clean and spacious. Check-in instructions were straight forward and easy to understand. Would definitely stay again in the future if we ever find ourselves in the area.
Guest favourite
Home in South End
4.96 out of 5 average rating, 134 reviews

Charming South End Farmhouse - Near Northeastern!

RyanRating, 5 stars2 weeks ago
What a lovely place! Perfectly decorated, incredibly well-maintained, tons of space, sparkling clean, and in a wonderful location. Five minute walk to Northeastern, super easy walk to Fenway, and less than a 30 minute very scenic walk to the Back Bay area (it was such a beautiful walk, we did it multiple times during our stay). The homes (including this one) are amazing, great places to eat nearby, etc. This is definitely one of my favorite places, and I would absolutely book it again. I've already recommended it to some friends who will be traveling to Boston over the summer! Thank you for the wonderful stay!
Guest favourite
Home in Wrentham
4.84 out of 5 average rating, 455 reviews

Charming Lake Cottage access Boston and Providence

KateRating, 5 stars1 month ago
David’s place was such a lovely weekend escape. The art and the character of the cottage itself made it such a fun place to stay.
Guest favourite
Home in Lexington
4.92 out of 5 average rating, 119 reviews

Mid-Century Modern in Historic Lexington

MichaelRating, 5 stars1 month ago
Great place for our coaches to meet up and sleep after a full day of coaching in Boston area. Very comfortable space. Highly recommend this home.
Superhost
Home in Brighton
4.84 out of 5 average rating, 182 reviews

Comfortable house w garden and parking, close to T

JakubRating, 5 stars4 months ago
Great stay: - Easy check-in/access — we arrived very late at night and entry was well lit and straightforward - House was cozy with effective and responsive heating (we stayed during cold weather, so this was a big deal) - Clean house, comfy beds, variety of pillows (soft to v hard) - Easy check-out with zero weird instructions/requests - Host super communicative for basic Q&A I’d book again! Thanks!
Superhost
Home in Woburn
4.88 out of 5 average rating, 136 reviews

Large 4Bed 2Bath Clean Alternative to Hotel Living

AshleeRating, 5 stars2 weeks ago
The apartment was as listed, and very clean, with all the amenities we needed to stay there. It was centrally located to all the areas we went to. The directions to get in were very clear. Dev was very responsive when I contacted him and it was overall a great stay.
Guest favourite
Home in Framingham
4.97 out of 5 average rating, 145 reviews

2BR—Charming 1900s Home—1st Floor—25min to Boston

NathanRating, 5 stars6 months ago
Amazing price and amazing place to spend Halloween! Great places to eat and adventure around! The house was peaceful but had very friendly atmosphere with the neighbors. If I could have Andrea be the host for every air bnb I would be greatful knowing I have someone that's reliable and great with communication. She will treat you right and has great recommendations!

Private house rentals

Guest favourite
Home in Watertown
4.84 out of 5 average rating, 106 reviews

Luxury large house minutes to Cambridge and Boston

RonaldRating, 5 stars3 weeks ago
This house worked really well for our family. the rooms are well-proportioned, the beds were comfy and the house was clean. there were a few bakeries and eateries within walking distance and a star market a 7 min drive away. There's a public park with a runni g track 2 min walking distance away. Overall great house!
Top Guest favourite
Home in Tewksbury
4.98 out of 5 average rating, 54 reviews

Tewksbury, MA --5 night minimum stay--4 beds, 2.5 baths, quiet street, 5 min drive to shops

MaureenRating, 5 stars4 months ago
Lauren’s house was the perfect place to stay for Christmas. It had everything we could possibly need and the garage was so convenient. I appreciated the night lights throughout the house. I felt very much at home and would highly recommend staying at Lauren’s!
Guest favourite
Home in Reading
4.95 out of 5 average rating, 61 reviews

Charming Home in Reading with a Large Yard

T.J.Rating, 5 stars3 weeks ago
We thoroughly enjoyed our stay. The location was wonderful and the hosts were extremely easy to work with
Top Guest favourite
Home in Norwood
4.95 out of 5 average rating, 39 reviews

The Cozy Colonial - 4 BDRM house with parking

CalebRating, 5 stars3 weeks ago
What an absolutely lovely home that our family was thrilled to stay at! Very clean, quiet, and comfortable. Close to everything!! Certainly a 5 star stay!
Top Guest favourite
Home in Swampscott
5 out of 5 average rating, 22 reviews

The House by the Sea

AngelicaRating, 5 stars6 months ago
This was the PERFECT place for my family’s girls trip to Salem. It was only a 12 minute drive into town. The house is breathtaking!!! The pictures do not do it any justice. Everything is spotless and very welcoming. The private beach is a 3 minute walk up the road. The neighborhood is very peaceful and the neighbors were also very friendly. Tracy was an amazing host!!! 10/10 recommendation.
Guest favourite
Home in Scituate
5 out of 5 average rating, 11 reviews

Oceanfront Getaway: Private Beach and Porch Dining

KimRating, 5 stars4 months ago
Our stay at the house was everything we hoped for and more. We stayed over Christmas vacation, which is not a typical time of year to stay in this coastal community, and we loved it! We greatly appreciated the quiet peaceful surrounding of the ocean and the beautiful homes all decorated for the season. Walking on the beach, with the crisp air and sound of the waves, priceless. The home was clean, comfortable and relaxing, the fireplace adding to that special holiday feel. We were able to utilize the space the home had, with beautiful views of the marsh, as we were able to meet with old friends, and share a dinner together. Our contact, Jim, was readily available for any questions or concerns we may have had, quickly answering his phone or responding to text. We left, feeling like renting this home, was the best decision we could have made. I highly recommend this home and ITrip Boston.
Top Guest favourite
Home in Peabody
4.74 out of 5 average rating, 78 reviews

Beautiful home away from home!

AngieRating, 5 stars4 months ago
Mark and Suzanne's home is what we needed on our trip to Peabody. It is clean and the kitchen is well equipped. It is in a quiet cul de sac and the backyard is beautiful. Won't mind staying here again next time we are back in Peabody.
Superhost
Home in Framingham
4.85 out of 5 average rating, 80 reviews

Near Boston Beautiful 3 Bedroom in Framingham, MA

KarenRating, 5 stars4 months ago
The house was clean and the beds were comfortable. The location provides quick access to a number of highways. The kitchen is well stocked with dishware and cookware. Everyone loved the heated floors and we were glad to be able to bring our dog and take him on walks in a quiet neighborhood.

Quick stats about house rentals in South Boston

  • Total rentals

    30 properties

  • Nightly prices starting at

    $92 AUD before taxes and fees

  • Total number of reviews

    3.2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

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