Guesthouse vacation rentals in North Shore

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Popular amenities for North Shore guesthouse rentals

Family-friendly guest house rentals

Guest favorite
A cozy sleeping area is featured with a spacious bed adorned with a colorful quilt. Natural light filters through multiple windows, highlighting the wooden trim and a comfortable sofa nearby. A small side table and an antique cabinet add charm to the room.
Private room in Somerville
4.95 out of 5 average rating, 230 reviews

Private room w/ private bath - single family house

SpencerRating, 5 stars6 days ago
Wonderful location, quiet residential neighborhood but close to Porter Square for the bus, subway, and train. Jane and Alan are such gracious hosts as well!
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
4.86 out of 5 average rating, 84 reviews

Private Guest House

MaryRating, 5 stars3 days ago
Delia & her family were awesome hosts. The guest house was perfect for my husband and I. Very clean and all amenities were exactly as described and pictured. The pool and hot tub were pristine and surrounded by a picture perfect natural setting. It was definitely a relaxing place to stay. We highly recommend 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 stars8 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.
Guest favorite
A modern kitchen is presented with white cabinetry and gray countertops. Essential appliances include a microwave, coffee maker, and dishwasher. A window allows natural light to brighten the space. A blue and white patterned mat lies on the floor near the sink.
Guesthouse in Hampton
4.88 out of 5 average rating, 165 reviews

Cute Beach Cottage

DavidRating, 5 stars4 days ago
My family & I had an amazing stay at Karen's cottage! Karen is a wonderful host to work with, very pleasant and easygoing. The cottage is stocked with everything you need. The beach and boardwalk are in walking distance and the neighborhood was quiet and family friendly. My family looks forward to staying a Karen's cottage again and again!
Guest favorite
A white picket fence with a gate opens to a scenic view of the lake, surrounded by greenery. Flower pots are hung on the fence, adding color to the natural landscape. The calm water reflects the clear blue sky, enhancing the tranquil setting.
Guesthouse in Northwood
4.84 out of 5 average rating, 57 reviews

Lake Front, Beautiful, Private Studio w/Kayaks

KristenRating, 5 stars8 months ago
Fran was a wonderful hostess! She was very flexible and accommodating as our original plans changed and we ended up bringing our kids with us as well. She greeted us when we arrived later at night and graciously allowed us to stay in a larger cottage to accommodate my kids which we are forever grateful for! 🤍 the views are breathtaking - what a serene and peaceful spot! We enjoyed every minute we spent in the cottage as well as exploring the town. We would stay here anytime!
Top guest favorite
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, 196 reviews

Country Cottage in the City

JulieRating, 5 stars3 weeks ago
Beautiful setting in the woods, incredibly peaceful- yet minutes away from a lovely New England village with shops and cafes.
Guest favorite
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
4.89 out of 5 average rating, 62 reviews

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

DenessaRating, 5 stars2 weeks ago
Woody and Pauline are fantastic hosts and their beautiful apartment was the perfect home-base for our recent trip to Boston. The T is really only a block and a half away and you can access all of Boston from the T. Jamaica Plain is adorable and there’s lots of beautiful green spaces nearby. JPizle was fantastic and Evergreen Coffee was also good. Both within easy walking distance. Everyone is super friendly. If you are not familiar with the streets, it can be really hard to navigate getting to the house from the interstate or back again. A tiny neighborhood Whole Foods is a 6 minute drive away. The bedroom downstairs was a little stuffy for us, but we just moved the fan from upstairs down and Pauline said it was okay. Otherwise we were very comfortable and really enjoyed our stay. The antique furniture was lovely, the space was spotless, and the location was perfect!

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, 78 reviews

Charming Guesthouse with Access to Private Beach

TraceyRating, 5 stars2 days ago
We had a wonderful stay at this cozy guest house! Kat & Lucy send us different messages regarding check-in, things to do, best restaurants etc. which made our process easy and our time in Gloucester much more enjoyable. We will definitely be back!
Top guest favorite
A modern living area features a light-colored sectional sofa adorned with yellow and green cushions. A wooden dining table with matching chairs is positioned nearby, complemented by a rug. A wall-mounted television and a circular mirror are visible, enhancing the space.
Guesthouse in Saugus
5 out of 5 average rating, 5 reviews

Modern & Cozy Apartment

CarinaRating, 5 stars3 weeks ago
Edna was very friendly and quick to respond to messages throughout my stay. The space was quiet and cozy. I enjoyed my stay and would definitely stay here again when I return.
Superhost
An inviting living area showcases a sleek dark sofa and a light-colored coffee table, situated on a plush rug. A modern fireplace is framed by decorative plants. Large windows provide natural light, complemented by soft gray curtains and a full-length mirror on the wall.
Guesthouse in Scituate

Sunny Airy Modern Oceanfront Cottage w/ Deck Wi-Fi

YamilRating, 5 stars1 week ago
Very responsive extremely nice
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
4.97 out of 5 average rating, 87 reviews

Adorable 1 bedroom guest house with ocean view

MarleyRating, 5 stars3 days ago
This place is so beautiful and peaceful. The house itself was clean and had everything we needed for a short trip. We traveled to Boston and Salem two of the days and the commute was super easy from this houses location. Brad let us check in early which was very helpful. Overall a very good experience!
Top guest favorite
The kitchen area features modern appliances, including a stove and refrigerator, with stylish cabinetry and open shelving holding decorative items. A wooden dining table is complemented by two upholstered chairs. Natural light enhances the space, creating an inviting atmosphere.
Guesthouse in Concord
5 out of 5 average rating, 29 reviews

The Groveside Guest House

PamelaRating, 5 stars1 month ago
I needed a place to stay for a funeral and was t wanting to be stuck in a hotel so I tried out Catherine’s guest house. It’s a great little house, probably around 800 sqft total on the back side of the main house. Everything was exactly like the picture. Walking distance to a lot of things, including downtown Concord. Catherine was wonderfully responsive and helped me with a few logistical questions I had as well. Would suggest to anyone needing a simple place to stay. Couldn’t really do more than two folks at best who are good sharing a bed. The stairs are steep as well so bear that in mind if it’s an issue as the restroom is upstairs. Great for relaxing and enjoying a trip. Has a nice bird feeder that is visible from the living room area as well. Had birds the entire time, rain or shine.
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
4.97 out of 5 average rating, 64 reviews

Heron's Nest on North Mill Pond

KiahRating, 5 stars2 weeks ago
We had a great stay at the Heron's Nest—the location is walkable to downtown and peaceful with views of the water. Mary Ellen and Walter were very welcoming when we met them. We would stay here again, and I've already recommended it to others!
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, 38 reviews

The Genkan • Scituate's Cozy Harbor Guesthouse

LouiseRating, 5 stars1 month ago
Very peaceful stay in this cool space! Would highly recommend. Really great location for exploring Scituate.
Top guest favorite
A spacious living area features a large sectional sofa adorned with dark blue accent pillows. A low black coffee table sits in the center, complemented by a mustard yellow pouf. Art prints line the wall, and light enters through the window shades.
Guesthouse in Manchester
5 out of 5 average rating, 23 reviews

Luxurious Executive Suite

BrianRating, 5 stars1 month ago
A quiet place to stay for a few days. It's a drive to most places but that was not a problem for us. Tracey was responsive and the stay was as advertised.

Guest house rentals with a washer and dryer

Top guest favorite
A modern kitchen countertop features elegant granite with swirling patterns. A decorative bowl filled with fruit sits beside an open notebook and pen, suggesting a space for planning meals or jotting down notes. Natural light streams through a window, highlighting the serene atmosphere.
Guesthouse in Dover
5 out of 5 average rating, 75 reviews

Luxury Guest House on quiet 4 Acre property

BillRating, 5 stars3 weeks ago
We have had a wonderful experience at this Airbnb. The accommodations are excellent and George is an excellent host. We would highly recommend this to anyone visiting the Dover area. Our dog has been welcomed and appreciated. Bill & Cathy
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
4.93 out of 5 average rating, 45 reviews

Private Studio Guest House w/ Free Parking

RupertRating, 5 stars2 weeks ago
Jame’s place was nice and cozy in-law suite that was clean and tidy. The shower is a bit small but it didn’t bother us and suited our needs. I drove into Boston so the parking space he provided was clutch! I was able to leave my car and travel around Boston via the subway, which was a 5 min walk from the Airbnb. There was a grocery store nearby as well (10 min walk) that was really convenient in case we needed anything. The check-in/check-out process was easy and James was responsive and address all of our questions. I would recommend this place!
Top guest favorite
Guesthouse in Kittery
5 out of 5 average rating, 332 reviews

Newly built, private deck with fire pit.

RajRating, 5 stars3 weeks ago
Such a beautiful stay at Simone's place! She's very responsive and helpful. Highly recommend her place to anyone looking for to return from Kittery/Portsmouth area with wonderful memories.
Top guest favorite
Guesthouse in Maynard
5 out of 5 average rating, 28 reviews

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

GarrettRating, 5 stars6 months ago
We came to Natalie’s place for a baby shower in a neighboring town and are so lucky we found such a homey place! The house is very kid friendly with lots of musical instruments and books around which helped our little one feel at home in a new place. The breakfast treats were tasty and thoughtful. The wood stove was the perfect cozy feature to end each night! Highly recommend!!
Top guest favorite
A charming cottage is set among lush greenery, featuring a gravel pathway leading to the entrance. The exterior showcases a light gray color with multiple windows, surrounded by well-maintained grass and a few trees, creating an inviting and serene atmosphere.
Guesthouse in Framingham
5 out of 5 average rating, 12 reviews

Enchanted Cottage on 5 Acres

CindyRating, 5 stars1 month ago
We have stayed here before and it’s always been wonderful! Truly is an enchanted cottage where you can watch the bunnies in the garden and be secluded from the hustle and bustle of Framingham even tho it’s right in town! Decorated comfortably with antiques and kitchen well stocked! Walkable or easy drive to amenities downtown. Close enough to travel to Brimfield Antique Markets. Barry is so friendly and will do whatever is needed for his guests to be happy and communicates readily! We love it!
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
4.94 out of 5 average rating, 17 reviews

Spacious Suite 15 mi from Boston

MichelleRating, 5 stars2 days ago
They were super friendly and kind to our kiddos. If we find ourselves traveling again we will think about staying there. We are so thankful for this stay.
Guest favorite
The entrance to the Windsor Carriage House is framed by a welcoming archway, featuring a decorative sign and potted flowers. A brick pathway leads to the door, with greenery lining the sides and glimpses of the neighboring structures visible in the background.
Guesthouse in Melrose
4.99 out of 5 average rating, 84 reviews

Modern, Cute 2 BR Carriage House North of Boston

BrianRating, 5 stars4 weeks ago
This place is a gem. Walkable to the Orange Line or a two minute drive with very affordable parking at the T station. It would have been an easy drive but with the T so close….why not use it?! The house is clean, spacious and was great for our family of 4. Melrose itself offers a lot so there’s just so many nice options close by. Will stay here again.
Top guest favorite
A well-lit staircase is shown, featuring wooden steps and a white riser. The handrail is finished in warm wood tones. Light-colored walls flank the staircase, contributing to a bright and welcoming ambiance.
Guesthouse in Scituate
5 out of 5 average rating, 32 reviews

HARBOR VIEW SUITE

TrishRating, 5 stars1 month ago
Lori’s place was wonderful. It is within walking distance to local shops and restaurants and has great views of the harbor. It is so calming and pleasant to sit and watch boats coming and going and knowing the local fish market has the freshest catch each day. She thought of everything you would need and it is also very tastefully decorated. We loved this place and will definitely return. Highly recommend !

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