Guesthouse vacation rentals in Boston

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Boston guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Private room in Somerville
4.95 out of 5 average rating, 222 reviews

Private room w/ private bath - single family house

CharlesRating, 5 stars1 week ago
This is my 2nd stay here and is always the first place I look into when I visit Somerville or Cambridge. Super close to restaurants, the red line and star market grocery. I definately plan to stay here on future trips to the area.
Guest favorite
Guesthouse in Rockport
4.88 out of 5 average rating, 257 reviews

Beautiful Apartment Near Town & Beaches

MichelleRating, 5 stars5 months ago
Super place! Wish we could’ve stayed longer. In town for one night. Very clean and beautifully decorated. Comfy and quiet. Close to everything. Great view! We watched the sun while having coffee on the little deck. Friendly and responsive host. Would stay again!
Top guest favorite
Guesthouse in Salem
4.97 out of 5 average rating, 76 reviews

Spacious 3 bedroom Suite Sleeps 6-8. 4 Beds

PeterRating, 5 stars6 months ago
Wendy and Doug’s upstairs suite of rooms is roomy, very comfortable, quiet and super convenient to downtown Salem without being right in the middle of the crowds. We walked to downtown easily. Wendy was so helpful especially when we had a last mins dress alterations project, offering up her sewing machine so the work was done in time for the evening’s event. Overall a lovely stay.
Top guest favorite
Guesthouse in West Roxbury
4.95 out of 5 average rating, 192 reviews

Country Cottage in the City

BeckyRating, 5 stars5 months ago
Lovely place to stay, very peaceful. Mark and Merry were great hosts! Thank you very much!
Superhost
Guesthouse in Jamaica Central - South Sumner
4.88 out of 5 average rating, 59 reviews

Airy new apt for 2-6. Near subway. Free parking.

RebeccaRating, 5 stars5 months ago
We had a great stay at Woody’s place. He was a very responsive and helpful host. The area is fabulous - very close to the Orange Line stop and a short walk from great shops and restaurants. A note for families: the downstairs bedroom is well insulated, so if you have a kiddo upstairs, bring a monitor to hear!

Guest house rentals with a patio

Top guest favorite
Guesthouse in Annisquam
4.94 out of 5 average rating, 65 reviews

Charming Guesthouse with Access to Private Beach

DonaldRating, 5 stars1 week ago
The cabin was great, clean, and very enjoyable. I would definitely stay there again.
Top guest favorite
Guesthouse in Salem
5 out of 5 average rating, 36 reviews

The Fox Den

TarynRating, 5 stars6 months ago
This was such a fun stay! We came at peak tourist season (weekend before Halloween), but accessing the Airbnb was easy and Uber/Lyft had no problems locating us. Everything was clean, warm, and very cute! The beds were super comfortable - plenty of blankets and soft pillows! More than enough towels for your stay - and if you needed anything washed, there was detergent for the washer & dryer. We also really enjoyed the BEAUTIFUL views over the water. Absolutely stunning & so serene. Highly recommend and I hope to stay again the future!
Top guest favorite
Guesthouse in Melrose
4.98 out of 5 average rating, 94 reviews

Jimmy & Donny's AirBnB

NatalieRating, 5 stars4 days ago
We had a wonderful stay at Jimmy and Donny’s Airbnb. There were thoughtful touches throughout the guesthouse, the bed was super comfortable and there was so much space. Location is perfect - an easy uber ride into the city/to the airport or a short walk into peaceful Melrose. Jimmy was super responsive to any requests or queries and he made the most amazing muffins daily! We really enjoyed getting to know you and would love to return one day :-) Natalie and Owen x
Guest favorite
Guesthouse in Cohasset
5 out of 5 average rating, 5 reviews

Cozy Cottage & Private Beach

CourtneyRating, 5 stars2 weeks ago
This is a beautiful, peaceful getaway in Cohasset, and very walkable to town in about 20min. Roger was so responsive and helpful, we had a great time visiting the area.
Superhost
Guesthouse in Malden
4.83 out of 5 average rating, 65 reviews

Northern Suburb

KylieRating, 5 stars5 months ago
This was a great stay for my family vacation. This 3 bedroom home was perfect for a larger family stay right in the middle of Malden, MA. The area was quiet during the evening and there were many restaurants within walking distance of the home. Only a few complaints: Upon entering the foyer there was an overwhelming smell of fish that had been attempted to be covered by lots of air freshener spray. Once you entered the home the smell went away so it caused no issue to the stay. Our most major complaint was the parking. The host was so gracious in allowing us to have our own parking space in the back of the home marked accordingly, however, if you are not good at backing in you may have some issues. The street is lined on both sides with many cars and it is very narrow to begin with. There are some very steep stairs to get into the home and to reach the 3rd floor so be careful if elderly are staying with you. Overall this was a fantastic stay and we would absolutely stay again!
Guesthouse in Rockport
4.6 out of 5 average rating, 10 reviews

Walk-to-ocean beach suite |4 beds| Private parking

SabinaRating, 5 stars8 months ago
Pleasant stay, quiet and private. Very responsive and let us check in a little early which was nice. Mostly clean although did find a dead bug on the bed soon after arriving. No other issues
Guesthouse in South Weymouth
4.71 out of 5 average rating, 69 reviews

The Pool House

LindaRating, 5 stars1 week ago
The PH was just the right size and easy access to places we needed to go to before visiting family. William and Paula were very responsive with anything that came up. Quick results. This was our first AirBnB I will consider going there again. Very flexible checkin and checkout. William had let us know we didn’t have to rush for the checkout. Had early flight so we did leave early. It was a very night place/very New England! ❤️

Guest house rentals with a washer and dryer

Top guest favorite
Guesthouse in Scituate
4.98 out of 5 average rating, 111 reviews

Private Harbor Hideaway -walk Scituate to harbor!

BernardoRating, 5 stars6 months ago
Emily was very responsive and quick with any questions or requests. She seemed to enjoy and take pride in hosting visitors. The location is quiet and easy to find. It was a 3 minute drive to stores and shops. The unit was bright and updated. One downside, but also a positive, are the multiple skylights. They made the unit bright and welcoming. However, that also meant early mornings when the sun starts shining. Would recommend and stay at again in the future.
Top guest favorite
Guesthouse in Maynard
5 out of 5 average rating, 27 reviews

Cute mill house: 3BR•Wood stove *Brkfst included*

ZachRating, 5 stars6 months ago
This Maynard stay is incredible, definitely one of the best Air BnB stays I have had. The host had thought of everything that one could possibly need. Stocked with all types of device chargers, breakfast and snack items that were great, hygiene products, nice adult beverages and more. We loved the awesome wood burning stove, and it made our stay so peaceful. The host was clear and concise when it came to check-in / check-out. The one bathroom could be tough, but its very doable. Awesome, clean, and friendly homey place! It was confusing when it came to what was compostable to those who aren’t used to it, but we made do!
Guest favorite
Guesthouse in Norwood
5 out of 5 average rating, 10 reviews

Spacious Suite 15 mi from Boston

KerryRating, 5 stars2 weeks ago
We had a great stay at Mia's place in Norwood. My husband and 3 kids all felt welcomed, the place was clean and had everything we needed, extra linens, towels, a stocked kitchen and open space to play and be inside during some rainy weather. The location was perfect for us to get into Boston easily or visit friends and family in surrounding neighborhoods. We would definitely recommend Mia's place to anyone looking for a great, spacious and quiet place to stay!
Guest favorite
Guesthouse in Melrose
4.99 out of 5 average rating, 81 reviews

Modern, Cute 2 BR Carriage House North of Boston

BrandonRating, 5 stars1 week ago
This was a great place to stay. The description was accurate, and the space was clean and quiet.
Top guest favorite
Guesthouse in Chestnut Hill
4.99 out of 5 average rating, 80 reviews

Sunny 1BR w views, close to BC and Boston

ARating, 5 stars5 months ago
This is one of the nicest Airbnb apartments we have stayed in. It is perfect for a couple or a couple with a small child. The apartment is filled with sunshine and has a view across to the Prudential and you can even see a bit of ocean. It is breathtaking and unusual to have such a view in Newton. Kitchen was great, space for us to work and hang out. The bed is very comfortable. A great place to stay.
Top guest favorite
Guesthouse in Danvers
5 out of 5 average rating, 13 reviews

Cozy house, close to downtown

JeanRating, 5 stars3 months ago
We were in town for a family funeral and it was a perfect space for our family to gather. Ina and Eddy were so accommodating as our plans changed twice but they were so flexible and helpful getting back to us quickly. I can't say enough about how helpful they were.
Top guest favorite
Guesthouse in Scituate
5 out of 5 average rating, 31 reviews

HARBOR VIEW SUITE

PaulRating, 5 stars6 months ago
We had a lovely time at Lori’s!!! The location was perfect and allowed us to walk almost everywhere in the city. Hope to stay again soon!
Superhost
Guesthouse in Gloucester
4.92 out of 5 average rating, 90 reviews

Plum Cove Cottage with king suite!

JeroenRating, 5 stars3 weeks ago
We had a marvellous stay at Christine place The house has everything you need. It’s very nice decorated and the kitchen is really full equipped! We have visited Christine place end of March and the weather was mixed. So we had very nice moments having a beach walk and sitting on the terrace or we stayed inside in the cosy house. When we visit Cape Ann next time we definitely will book again Jeroen & Andrea

Quick stats about guesthouse rentals in Boston

  • Total rentals

    30 properties

  • Total number of reviews

    2.5K reviews

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Fenway Park, Boston Common, and TD Garden

Destinations to explore