Guesthouse vacation rentals in Boston

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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, 219 reviews

Private room w/ private bath - single family house

KeatonRating, 5 stars1 month ago
Had an absolutely wonderful time, and my friend and I loved the room that Jane and Alan provided. Somerville is a beautiful little town, and we would love to visit here again! The hosts were super kind and responsive, and the banana bread was delicious! I hope to stay again soon!

Guesthouse in Wayland

4.84 out of 5 average rating, 38 reviews

Lakefront home just west of Boston

AleishaRating, 5 stars27 months ago
We had a lovely stay at Tim’s place during our vacation. Niko the cat is the sweetest and the house was more than we expected - super cozy in a great location! Tim was super helpful and checkin was easy. Highly recommend 😊

Guesthouse in Hyde Park

4.74 out of 5 average rating, 145 reviews

Boston’s Luxury Cellar Apartment, Comfy & Cozy

Mark J WhiteRating, 5 stars2 months ago
Silvia was a fantastic host during my stay! She was incredibly responsive, ensuring that all my questions were answered promptly. The place itself was cozy and clean, making it a perfect retreat. I truly appreciated her hospitality and attention to detail. I highly recommend staying at Silvia's place for anyone looking for a comfortable and welcoming experience!
Guest favorite
A spacious bedroom features a striped bedspread resting on a comfortable bed. Two bedside lamps provide soft lighting, and a cozy seating area is situated alongside a window fitted with a skylight. Light blue walls complement the room's serene atmosphere.

Guesthouse in Salem

4.97 out of 5 average rating, 76 reviews

Spacious 3 bedroom Suite Sleeps 6-8. 4 Beds

PeterRating, 5 stars4 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.
Superhost

Guesthouse in Jamaica Central - South Sumner

4.88 out of 5 average rating, 58 reviews

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

RebeccaRating, 5 stars3 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

Guest favorite
An aquarium is featured in the background, housing colorful fish and aquatic plants, adding a lively element to the space. A light-grey sofa with decorative cushions sits in the foreground, complemented by a cozy ottoman. Natural light flows through a nearby window.

Guesthouse in Salem

5 out of 5 average rating, 36 reviews

The Fox Den

TarynRating, 5 stars3 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!
Guest favorite

Guesthouse in Melrose

4.98 out of 5 average rating, 92 reviews

Jimmy & Donny's AirBnB

LaliRating, 5 stars4 months ago
Such a lovely home! Definitely enjoyed my stay here. Upon arrival, Jim and Donny greeted us and took our bags upstairs through the main house , and showed us where to retrieve the key to the guest house. They supplied slippers for inside use, and snacks. Everyday we ate the delicious blueberry muffins they'd leave for us in the morning. The location was great for the activities we had planned. They also left a packet of suggestions for restaurants, things to do and see. We were gone for most of our stay so it was refreshing to come in after a long day to relax and enjoy the space. The only downside was that it got quite cold at night. Overall this was such a great and peaceful place to stay!
Superhost

Guesthouse in Cohasset

5 out of 5 average rating, 4 reviews

Quiet and Cozy Cottage at Sandy Cove

DebraRating, 5 stars1 month ago
Peaceful with lovely yard for our winter stay. Roger was very communicative and helpful from booking to check out!
A modern living area features a black sectional sofa adorned with decorative pillows, complemented by a stylish coffee table with green accents. The space is illuminated by recessed lighting, with warm orange curtains framing the windows and artwork displayed on the walls.

Guesthouse in Malden

4.83 out of 5 average rating, 65 reviews

Northern Suburb

KylieRating, 5 stars3 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 stars6 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
A well-lit sleeping area features two spacious beds with neutral bedding. A decorative blanket in blue patterns lies across the beds. Glass paneled doors lead to a small sitting area with a chair and a bright yellow door visible in the background.

Guesthouse in South Weymouth

4.68 out of 5 average rating, 63 reviews

The Pool House

EllyRating, 5 stars3 months ago
My boyfriend and I with our fur baby had a wonderful stay. Loved that the bathroom is extremely clean and had all the supplies that we need. They graciously offered extra towels too. We didn’t really mind that there was no television because even without the wifi, reception was great. Beds were super comfy even the couch. Pool was covered during the time we went. The property was spacious which our fur baby loved exploring. We got the chance to meet the cleaner and was super nice and gave lots of recommendations where to go and where to eat which was fab. William always checked on us and made sure we’re okay and safe. 200% recommended ❤️
Guest favorite
A private balcony overlooks a serene waterway, bathed in sunlight. Two comfortable chairs, with plush cushions, are positioned beside a railing, enhancing the view of the surrounding landscape and sky.

Guesthouse in Salem

5 out of 5 average rating, 8 reviews

Salem Waterfront Couples Retreat - Walk Downtown!

LaurenRating, 5 stars1 month ago
Wow, what a beautiful spot! We stayed at David’s place over New Year’s and ended up canceling our plans to enjoy the views, comfortable couch, and cozy vibes a little longer. It was a quiet, luxurious, and relaxing stay, and we’d highly recommend this airbnb to others looking for a place to stay near Salem and Marblehead.
Guest favorite

Guesthouse in Scituate

5 out of 5 average rating, 5 reviews

Oceanview 2 bedroom 2 bath!

CarolRating, 5 stars2 months ago
Bruce and Rohani were wonderful hosts. They left us a warm welcome note, snacks, water and clear directions about the local area, restaurants, etc. the house was lovely and spacious and the view was incredible. Make sure to get up early to watch the sunrise, you won’t regret it! Looking forward to our next visit!

Guest house rentals with a washer and dryer

Guest favorite
The entrance to the studio guest house is highlighted by green siding and white trim. A welcoming door with a decorative glass insert sits beneath a gently striped awning. Lush hostas and decorative stones line the walkway, enhancing the outdoor space.

Guesthouse in Dorchester

4.93 out of 5 average rating, 29 reviews

Private Studio Guest House

JeanneRating, 5 stars1 month ago
Would definitely recommend James and Nancy's place. James was very responsive and helpful. We were able to use the driveway which was very nice. Location was perfect for our visit. We did not use the public transit, but it is very close by and walkable to many places to eat. It was just too cold to walk during our visit. The guesthouse was very clean, the bed was super comfortable, and it was very quiet. Would stay again the next time we are in the Boston area.
Guest favorite
A comfortable living area features a soft sectional sofa, a round coffee table with a woven basket, and a reptilian-patterned rug. Natural light enters through two large windows adorned with light curtains. A potted plant, floor lamp, and stylish accent chairs create an inviting ambiance.

Guesthouse in Maynard

5 out of 5 average rating, 27 reviews

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

ZachRating, 5 stars3 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
A comfortable bedroom features a spacious bed layered with soft linens and a textured throw. Natural light fills the room through a large window dressed with sheer curtains. A ceiling fan provides airflow, while a wall-mounted TV and minimalist decor enhance the serene atmosphere.

Guesthouse in Abington

5 out of 5 average rating, 99 reviews

Cozy In-Law Apartment

JasonRating, 5 stars1 day ago
Went to this lovely Airbnb for a Valebtines retreat, the place was quiet and had in-home cozy vibe to escape the cold. Couldn't of ask for a better host and a nice place to hunker down the the night.
Guest favorite

Guesthouse in Norwood

5 out of 5 average rating, 7 reviews

Spacious Suite 15 mi from Boston

MelanieRating, 5 stars3 weeks ago
Stayed here with friends for a baby shower - location was convenient for us and this place had everything we needed!
Guest favorite
The exterior of Sea Mist Cottage is showcased, featuring a blue oval sign with white lettering. Below, a hanging planter with pink flowers adds a touch of color. A decorative blue buoy hangs nearby, enhancing the coastal theme of the property.

Guesthouse in Rockport

5 out of 5 average rating, 236 reviews

Sea Mist Cottage Rockport, MA

LeslieRating, 5 stars3 months ago
We just can’t say enough about how wonderful this place is! A true hidden gem right in town. Both John and Linda are extremely kind! Wonderful recommendations for restaurants and places to see and do! We walked alot to downtown-you don’t need your car to get around Rockport. John was wonderful with checking in as we arrived pretty late after stopping in New Hampshire to have dinner and visit with our son. He actually called us to tell us not to worry, that he was taking care of everything! That was such a relief to not have that worry! From the complementary wine and beer to meeting Zoe, their sweet dog, walking around Rockport and driving all over Cape Ann, we just had a wonderful week! We are heading home to Texas feeling so much more relaxed after our amazing vacation! We look forward to coming back someday, hopefully soon! If you’re looking in Rockport, this is where you want to stay!! You will not regret it! Pictures in the listing are exactly what you will get!
Guest favorite
A spacious living area features a large sectional couch adorned with accent pillows in various colors. A light-toned coffee table is centered on a patterned area rug, while natural light filters through sheer curtains. A dining table for six is visible in the background.

Guesthouse in Melrose

5 out of 5 average rating, 76 reviews

Modern, Cute 2 BR Carriage House North of Boston

LauraRating, 5 stars1 week ago
Cheerful, Clean, and Comfortable Carriage house!!! We totally enjoyed our stay as we awaited the birth of our first granddaughter. The kitchen was well-equipped which made meal prep for the new mother easy! Sam was immediately responsive to any questions and we appreciate her kind attention!! Thank you and we can't wait to return!!
Guest favorite
The open living area showcases a light-filled space with a comfortable gray sofa facing a large set of glass doors that lead to a private terrace. A glass dining table is surrounded by modern white chairs, with sunflowers adding a touch of color on the counter.

Guesthouse in Chestnut Hill

4.99 out of 5 average rating, 80 reviews

Sunny 1BR w views, close to BC and Boston

ARating, 5 stars3 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.
Guest favorite

Guesthouse in Danvers

5 out of 5 average rating, 13 reviews

Cozy house, close to downtown

JeanRating, 5 stars3 weeks 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.

Quick stats about guesthouse rentals in Boston

  • Total rentals

    30 properties

  • Total number of reviews

    2.7K 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

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