Guesthouse vacation rentals in North Shore

Find and book unique guesthouse rentals on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for North Shore guesthouse rentals

Family-friendly guest house rentals

Guest favorite
A shared yard is shown, featuring a grassy area surrounded by trees and plants. A small circular table with four chairs is positioned in the center, inviting relaxation amidst the greenery. The exterior of the surrounding houses is visible, adding charm to the peaceful setting.
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
An open living space features a comfortable sofa, a coffee table, and a twin bed with a white bedspread. Large windows allow natural light to fill the room. A dining table is visible in the adjacent area, enhancing the inviting layout.
Guesthouse in Windham
4.85 out of 5 average rating, 82 reviews

Private Guest House

JacintaRating, 5 stars3 months ago
Delia was amazing! We needed a place to stay with 3 dogs while our house in NH sold and We could close on new house. She was so good to us! Has a beautiful property, We enjoyed the fenced in yard & hot tub
Superhost
A well-maintained yard extends beyond a set of rustic wooden stairs. Lush greenery is visible, with mature trees and shrubs creating a natural border. A charcoal grill is positioned on the deck, while pathway lights illuminate the space, enhancing the outdoor ambiance.
Guesthouse in Derry
4.67 out of 5 average rating, 3 reviews

Beautiful Lakefront Home

MarianneRating, 5 stars45 months ago
This property offers a beautiful view of Beaver Lake with a waterfront area that includes a firepit with adirondack chairs, hammock, steel pier, canoe, kayak and a paddle board. The house is located across the street from the lake and was very comfortable. There are four bedrooms, two bathrooms, Wifi, two televisions with premium channels, air conditioning and fans, and a fully stocked eat-in kitchen. We rented the property for a week and the longer we were there the more we enjoyed it.
Top 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 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.
Superhost
Guesthouse in Boston
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
A cozy bedroom is presented with warm wooden walls and ceiling. A spacious bed is adorned with a colorful blanket, complemented by decorative pillows. Natural light filters in through several windows, offering views of the surrounding greenery. A door leads to an outdoor area.
Guesthouse in Gloucester
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
The exterior of a coastal cottage is displayed, featuring light-colored shingle siding and a welcoming white deck with railings. Sunlight reflects off the front, creating a bright atmosphere. The landscape includes grass and decorative stone accents, with a glimpse of the water visible in the background.
Guesthouse in Marshfield
4.98 out of 5 average rating, 81 reviews

Adorable 1 bedroom guest house with ocean view

DebRating, 5 stars5 months ago
2nd visit to this wonderful ocean front cottage. Sounds of the waves lulled us to sleep. Perfect place for a respite and recharge. Thanks so much! We will be back…
Top guest favorite
Guesthouse in Melrose
4.98 out of 5 average rating, 94 reviews

Jimmy & Donny's AirBnB

NatalieRating, 5 stars3 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
The exterior of the cottage features a welcoming entrance with a light blue door framed by dark shutters. A mixture of shrubs and greenery adorns the front yard, complemented by seasonal decorations such as pumpkins. Soft lighting is provided by a hanging fixture on the porch.
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.
Top guest favorite
A picturesque backyard features a well-maintained lawn bordered by trees and flower beds. Seating areas are arranged on a wooden deck, overlooking a serene water view. Paths lead through the garden, creating a tranquil outdoor space for relaxation.
Guesthouse in Portsmouth
4.96 out of 5 average rating, 57 reviews

Heron's Nest on North Mill Pond

LeonaRating, 5 stars6 months ago
We adored the Heron's Nest! The pictures cannot capture the charm of this place. It was the perfect size for the two of us and offered everything we needed. All spaces and amenities were not only clean and comfortable, but well thought out. It seemed that every detail for guests' comfort is considered. Mary Ellen and Walter were extremely communicative and welcoming. We loved the backyard view and we would definitely stay at the Heron's Nest again!
Superhost
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 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!
Top guest favorite
The Great Room features large windows that allow natural light to fill the space, revealing a blend of comfortable seating arrangements, including a black couch and a tufted mustard yellow sofa. A wooden coffee table sits center stage, complemented by a decorative rug and wall art.
Guesthouse in Scituate
5 out of 5 average rating, 37 reviews

The Genkan • Scituate's Cozy Harbor Guesthouse

JessicaRating, 5 stars4 months ago
Wonderful stay over Thanksgiving weekend. The space is very easy to keep clean and everything I needed or wanted was already there. Easy walk to the harbor and a Main Street full of restaurants and shops. Thank you Zarla!

Guest house rentals with a washer and dryer

Top guest favorite
The exterior of a cozy carriage house is displayed, featuring warm wooden siding. A small set of white stairs leads to the main entrance, flanked by trees and lush greenery. Two white Adirondack chairs are positioned on the manicured lawn, inviting relaxation.
Guesthouse in Dover
5 out of 5 average rating, 74 reviews

Luxury Guest House on quiet 4 Acre property

MelindaRating, 5 stars3 months ago
Wonderful host, comfortable bedding and cozy quaint house! It snowed and George even plowed the sidewalk, steps and driveway for us. Will definitely be back when we come to visit our son and his family!
Top 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 Boston
4.92 out of 5 average rating, 36 reviews

Private Studio Guest House w/ Free Parking

SteveRating, 5 stars2 weeks ago
Conveniently located spot. James is very communicative and it’s a comfortable stay.
Top guest favorite
Guesthouse in Maynard
5 out of 5 average rating, 27 reviews

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

ZachRating, 5 stars5 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!
Top guest favorite
A screened porch offers a serene view of the surrounding landscape, with a turquoise swing positioned for relaxation. Natural light brightens the space, enhanced by the blue ceiling and wooden flooring.
Guesthouse in Framingham
5 out of 5 average rating, 11 reviews

Enchanted Cottage on 5 Acres

JackieRating, 5 stars5 months ago
The well named enchanted cottage was fabulous. We had a lovely stay, lucky with the weather. Easy reach of Boston on the train. Whole foods just down the road - I cooked in most evenings- as the kitchen had everything we needed. We sat out on the deck chairs and contemplated the Universe over a bottle of wine, watching the birds, squirrels and fall colours. We did a couple of day trips- Concord (loved the antique shops), the Nashoba Winery (get some of the Northern Comfort Apple, Cranberry and Maple Brandy…. Wish I’d bought two, it goes great with Mince Pies). We did the Union Oyster Bar in Boston and Legal Seafood (the oysters were amazing). I would highly recommend The Enchanted Cottage (very comfy beds).
Top guest favorite
The kitchen features modern white cabinetry, stainless steel appliances, and a well-organized countertop. A dining table is set with tableware, and natural light enters through the window, illuminating the space. The adjacent area includes a doorway leading to a dining space with black chairs.
Guesthouse in Abington
5 out of 5 average rating, 106 reviews

Cozy In-Law Apartment

paulRating, 5 stars4 days ago
beautiful space. exactly as described and very clean. an excellent host
Guest favorite
A covered porch features two comfortable chairs with striped cushions arranged next to a wicker side table. Large windows allow natural light to fill the space, while a ceiling fan provides ventilation. Lush greenery is visible beyond the railing, adding a serene touch.
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
The exterior of the Carriage House is shown, featuring a distinctive shingled design and a dark door. A staircase leads up to the entrance, surrounded by a paved pathway and greenery.
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
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 Newton
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.

Destinations to explore