Guesthouse holiday rentals in North Shore

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in North Shore

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

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Top Guest favourite
A cozy living area features a dark upholstered couch and wooden dining furniture set for four. Natural light enters through a skylight and a window, illuminating the space. A patterned rug lies beneath a coffee table surrounded by books and games, enhancing the inviting atmosphere.
Guesthouse in Dunbarton
5 out of 5 average rating, 160 reviews

Bear Brook Trail Side Getaway & RV Park

Come stay in our peaceful one bedroom black bear themed unit. Cozy living room with games, smart tv, wifi, dvd player and movies. Great work space in bedroom. Unit has a full kitchen drinkable water, full bath. Enjoy axe throwing, shoot hoops or sit by the campfire (pending fire bans in drought conditions.) Hike to the brook and enjoy our trails on 15 acres. Check out our guidebook for ideas on tons of local dinning and activities. Min from Hopkinton/Everett trail system and Clough state park.

Top Guest favourite
A spacious front porch is adorned with cheerful yellow curtains and comfortable seating. Planters filled with vibrant flowers add a touch of color. An American flag gently waves in the breeze, complementing the peaceful outdoor setting.
Guesthouse in Melrose
4.99 out of 5 average rating, 138 reviews

Jimmy & Donny's AirBnB

Beautiful, 2 level guesthouse! Private entrance, bedroom/bath/living area. NOTE: BEDROOM/BATHROOM ON SECOND FLOOR UP SPIRAL STAIRCASE. Large porch. Melrose is located 7.5 miles north of Boston, 2 convenient train stops, 20 minutes away, into downtown Boston. A short walk to The Fells Reservation, hiking & kayaking, or visit the Stone Zoo. We have Italian/Seafood/Mexican/Spanish/Mediterranean & Revolutionary Style Tavern restaurants in Melrose. Owners always on property. NO PETS/KIDS OR SMOKING

Top Guest favourite
French doors open into a cozy living area where a sectional sofa is visible. A small green table with a bouquet of flowers sits in front, while sunlight illuminates the space. Outside, garden views reveal lounge chairs and vibrant flowers.
Guesthouse in Gloucester
4.96 out of 5 average rating, 296 reviews

Annisquam Village Bunny Cottage

This beautiful Annisquam Village cottage was renovated to the highest level of quality by two artist's. Located just 5 minutes from Lighthouse Beach, Cambridge Beach and Talise Restaurant. Bunny Cottage has beautiful gardens, is surrounded by water on 3 sides, and has peek-a-boo views of Wingaersheek Beach from the bedroom window. The house is charming, with top notch amenities, like, heated floors, air conditioning (indoor/outdoor living). Mass Dept. of Revenue Certificate Number: #C0022781070

Top Guest favourite
The entrance to the carriage house is framed by a welcoming black door, adorned with a seasonal wreath. Soft lighting from a lamp illuminates the pathway, while lush greenery and flowers create a serene atmosphere around the doorway.
Guesthouse in Beverly
4.98 out of 5 average rating, 184 reviews

Adorable 1-bedroom carriage house

Kick back and relax in this quaint refurbished carriage house, centrally located in Beverly, Massachusetts. The first floor offers a kitchen space (complete with a toaster oven and mini fridge) and a dining area, as well as a spacious living room set that is perfect for nights in after a day of exploring. If you prefer, the patio also has cozy outdoor seating! Upstairs, you can find a comfortable Queen-sized bed, a private bathroom, and a desk space that's perfect for working from home.

Top Guest favourite
The historic carriage house is presented in a charming turquoise color, surrounded by lush greenery and flowering plants. Tall windows provide ample natural light. A spacious yard is visible, framed by a low stone wall and iron fence.
Guesthouse in Rockport
4.99 out of 5 average rating, 149 reviews

Gingerbread House | Hot Tub | Dog Friendly

Our historic carriage house in Downtown Rockport has everything you need for the perfect getaway, all year long! A two-minute walk to beaches, shops, galleries, parks, and playground. A peaceful family and pet-friendly space with all the amenities you need for a comfortable stay: laundry, full kitchen, queen sized bed with en-suite bathroom and a sun room that converts to an extra sleeping space perfect for kids. A 5 minute walk to the train for day trips to Salem, Gloucester, and Boston!

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, 140 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 family homes with double and triple deckers but the huge Victorian houses dating back to the 1700 and 1800's are within this community.

Guest favourite
A quaint stone cottage is surrounded by lush greenery and colorful flowers, with a well-maintained garden featuring clusters of purple blooms. The cottage's rustic charm is complemented by a sloped lawn and mature trees, creating a serene outdoor atmosphere.
Guesthouse in Gloucester
4.93 out of 5 average rating, 116 reviews

Plum Cove Cottage with king suite!

A quaint 1900's cottage Plum Cove beach is just 500 ft away! The full gourmet kitchen has granite counters and stainless steel appliances. There is also a spa shower, romantic king bedroom with maple spiral stairs and 3 skylights which provide amazing light throughout. Watch the spectacular sunsets voted one of the best in the world by National Geographic. This is the premier location to begin your exploration of Cape Ann. Beach umbrellas and chairs provided.

Guest favourite
An open living space features a comfortable sofa and a round coffee table set atop a patterned area rug. Light floods through large windows dressed in colorful curtains, illuminating an adjoining kitchen with bar seating.
Guesthouse in Rockport
4.88 out of 5 average rating, 271 reviews

Beautiful Apartment Near Town & Beaches

Sunny one bedroom apartment with seasonal views! Fully equipped kitchen, open floor plan, balcony and everything to make your stay pleasant and comfortable. The apartment is on the second floor of a garage. Some noise may come from the garage between 9am and 5pm. We're 1.5 miles from the heart of town and beaches, a 20 minute walk along the ocean. Also about 1.5 miles from the train station. Parking on site, off street is available for 1 car only.

Top Guest favourite
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
4.96 out of 5 average rating, 105 reviews

Adorable 1 bedroom guest house with ocean view

Take it easy at this unique and tranquil getaway with an amazing ocean view. Enjoy the oversized deck for sunning, and grilling. 1 Queen bedroom and a pull out sleeper sofa in the family room with TV and WiFi. Kitchen includes basic appliances: mini-fridge, microwave, Keurig, toaster, toaster oven, air fryer, and portable cooktop. Amenities include use of sand volleyball court, linens and towels, window A/C, water toys, and 1 parking spot.

Top Guest favourite
A cozy entrance is seen under a covered porch, featuring two small chairs and a welcoming door. The area is surrounded by green grass and trees, with a gravel driveway leading up to the entrance. A picnic table is positioned on the lawn nearby.
Guesthouse in Durham
5 out of 5 average rating, 202 reviews

"Oyster River Flat" new construction, walk to town

Enjoy our cozy guest flat on the same 1-acre property as our 1917 home, but with its own entrance, parking, full kitchen and bath. Walking distance to downtown Durham, the Oyster River, and Great Bay, with many hiking trails a short drive away. Take a walk to the historic Mill Pond Dam or to Tideline Public House (food truck park). This efficient space is for 1-2 people, with one queen bed available.

Top Guest favourite
The image displays a modern, two-story home with a brown exterior featuring horizontal siding. A unique sculpture is situated on the front lawn, surrounded by landscaped greenery. A stone pathway leads to the entrance, which is framed by tall trees and shrubs.
Guesthouse in Lexington
4.74 out of 5 average rating, 257 reviews

Unique Loft/ Studio Guesthouse (super convenient)

Unique, double-height loft / studio - with 1 queen bed, and one sleeping/pull-out couch; Super convenient to Lexington town center - 3 min walk to restaurants, Starbucks, all the historical attractions and buses to Alewife (last stop of subway to Boston). Minutes to Rt 2 and Hwy 95 for business travelers to get to other parts of metro Boston

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
4.8 out of 5 average rating, 142 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.

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