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Guesthouse holiday rentals in Suffolk County

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Suffolk County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite
Guesthouse in Cohasset
5 out of 5 average rating, 5 reviews

The Lane House

Cozy Studio Cottage set on a quiet dead end street within walking distance of Cohasset Village. Recently completed renovaton with clean open floor plan, vaulted ceilings and full kitchen with stainless steel applainces. The queen Murphy Bed provids a restful night's sleep and additonal floor space when not in use. The bathroom provides you with a tiled shower and washer/dryer unit for added convenience. This space is designed for relaxation and tranquility with a comfortable coastal vibe.

Top Guest favourite
A driveway paved with red bricks leads to a garage with black doors, situated at the front of a duplex building painted in soft yellow and accented with black trim. Bright sunlight illuminates the scene, highlighting the inviting exterior.
Guesthouse in Boston
4.91 out of 5 average rating, 75 reviews

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

NB: For the nights of May 21 - May 26, 2026 only the upstairs unit with kitchen, 1.5 baths, twin beds and lr foldout is available. Off-street parking, keyless entry, Wi-Fi, 2 BR + fold-out, 2.5 baths, lots of sunlight Steps from bus/subway, cafes and restaurants, the perfect base to celebrate a graduation, visit colleges or take in a game. 5-minute drive to Longwood Medical area. About 20 min to Fenway Park (car) or TD Garden (subway), Museum of Fine Arts (bus) or subway to Freedom Trail.

Top Guest favourite
An open living space features a kitchen island with black granite countertops, complemented by white cabinetry. Arched windows allow natural light, highlighting the light wood flooring. A comfortable seating area with a couch and a work desk are visible, creating a multifaceted environment.
Guesthouse in Cohasset
5 out of 5 average rating, 13 reviews

2 Bedroom Guesthouse in Cohasset

Bright, open 2 bedroom guesthouse near Cohasset harbor with water views. One bedroom with king bed, second with two full size beds. Sleeps up to 6. Full bathroom, laundry with washer/dryer, and full kitchen with island that opens onto a spacious living room. Large deck provides pleasant outdoor space to relax. Amenities include AC, high speed WiFi, large screen TV with premium channels, and a desk workspace. Guesthouse is 1250 sf on single floor above stand alone four car garage.

Top Guest favourite
A modern kitchenette features a sleek white countertop and cabinetry against vibrant blue walls. Glass pendant lights in shades of red and black hang above a dining table set with plates and wine glasses. An array of appliances is organized for easy access.
Guesthouse in Cambridge
4.98 out of 5 average rating, 45 reviews

(3) New Garage Studio Guesthouse

Kick back and relax in our newly renovated studio guesthouse. Conveniently located in North Cambridge, walking distance to Davis Square. Features a beautiful bathroom, kitchenette with a two-burner induction stovetop, a Murphy bed, pull-out couch, and desk space for your convenience. All appliances and features are brand-new. We are long time Airbnb Hosts/Cambridge residents. We live in the house in front of the guesthouse and are available if you have any questions.

Top Guest favourite
A well-maintained front yard showcases a variety of plants and flowers, with stone steps leading to the entrance. The entryway features a welcoming door adorned with a wreath, complemented by a decorative planter filled with yellow flowers. A smooth, dark asphalt pathway is visible.
Guesthouse in Boston
4.9 out of 5 average rating, 145 reviews

Prime City Location: Private Suite-separate entry.

This quiet residential neighborhood has easy access to a transportation hub (subway/bus/trolley/taxi), is 7 miles from the airport and has restaurants and services nearby - many within easy walking distance. My Codman Hill neighborhood is a premium area and represents the best of suburbia in the city. The neighborhood hosts primarily single and double deck family homes. This community also has historic Victorian houses dating back to the 1700 and 1800's .

Top Guest favourite
The living area features a light-colored sofa and matching armchairs, arranged around a central coffee table. A stylish rug anchors the space. Natural light is filtered through two windows, and decorative starfish are mounted on the wall, adding a coastal touch.
Guesthouse in Cohasset
4.99 out of 5 average rating, 161 reviews

Lovely 1 Bedroom Guest House. Downtown Cohasset

Lovely guest house. Newly renovated, nicely furnished & clean. Spacious living room/dining room with fully equipped kitchen. Large 1 bedroom & 2 full baths. Convenient location--walk to downtown, harbor, restaurants, churches and the Common. Train to Boston"s South Station 5 min away. Cohasset is the quintessential New England seaside village located on the South Shore of Massachusetts between Boston and Cape Cod. Host lives next door on property.

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
4.81 out of 5 average rating, 69 reviews

Private Studio Guest House w/ Free Parking

Detached Studio Guest House with FREE off-street parking, in the rear of owner-occupied main home. Located on a quiet street in a vibrant neighborhood in the City of Boston. Ideal for solo travelers or couples! • 15 mins from Logan Airport & Downtown. • Steps away from MBTA Red Line. • Nearby Restaurants, Cafes, Markets, Local Parks/Playgrounds, UMASS Boston, JFK Museum, Carson Beach, Castle Island.

Top Guest favourite
An exterior view of the studio showcases bright orange and light yellow striped walls. A small window and a white door are present on the lower level, surrounded by greenery. A concrete path leads to the entrance, which is framed by steps that ascend to a higher level.
Guesthouse in Arlington
4.82 out of 5 average rating, 159 reviews

300 sqft studio

Discover the charm of our delightful 300 sqft studio, thoughtfully designed for your comfort. This cozy space features a well-equipped mini fridge, microwave, and kettle, ensuring your convenience during your stay. Rest soundly on the plush queen bed, and for extra accommodation, the sofa easily transforms into a second bed.

Guest favourite
Guesthouse in Cambridge
5 out of 5 average rating, 7 reviews

Cozy Riverside Cambridge Guesthouse & Parking Pass

Relax with the whole family at our peaceful guesthouse. It includes one bedroom with a full size bed, newly updated bathroom, as well as a shared back patio. Only 15 minutes on foot to Harvard or MIT and 7 minutes to the Central Square T stop, get to where you need to go with ease. Excellent WiFi for remote work.

The living room features two gray sofas arranged around a central coffee table, complemented by a decorative area rug. A large flat-screen TV is positioned against the wall, with a piece of cityscape art hanging above. Soft lighting enhances the modern ambiance.
Guesthouse in Watertown
4.76 out of 5 average rating, 160 reviews

Modern, Spacious, bright, private apartment

Newly renovated, modern design apartment with private entrance located in the center of Watertown. Just minutes away from public transportation to Harvard Square and Downtown Boston. Book stays of 31 days or more for discount. No parties or extra guests who are not on the reservation allowed in the unit.

Top Guest favourite
A bright bedroom features a spacious bed with a white coverlet and colorful pillows. Natural light filters through multiple windows, enhancing the wooden accents of the walls and furniture. A television is mounted on the wall above a wooden dresser, creating a comfortable and inviting space.
Guesthouse in Dedham
4.95 out of 5 average rating, 207 reviews

Country Cottage in the City

This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. Besides the pool, there are two garden ponds where we keep decorative fish, and a regular parade of various types of birds and even wild turkeys and deer.

Top Guest favourite
A spacious outdoor area features a dining table surrounded by chairs, complemented by loungers and a hot tub. An umbrella provides shade over the seating area, while lush greenery and well-maintained landscaping create a peaceful environment. The in-ground pool is visible in the foreground.
Guesthouse in Newton
4.94 out of 5 average rating, 248 reviews

Charming 2-story private Guesthouse

The guesthouse is located on a lovely quiet street, less than 1 mile to I-90 and just minutes to Boston. Enjoy a kitchen, dining, living space, bedroom, 2 baths, solarium & deck with table & chairs. Space includes 2 twin beds & queen sleep-sofa.

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