
Guesthouse vacation rentals in North Shore
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Top-rated guesthouse rentals in North Shore
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for North Shore guesthouse rentals
Family-friendly guest house rentals

Private room w/ private bath - single family house
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!

Private Guest House
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!

Spacious 3 bedroom Suite Sleeps 6-8. 4 Beds
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.

Cute Beach Cottage
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!

Lake Front, Beautiful, Private Studio w/Kayaks
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!

Country Cottage in the City
Beautiful setting in the woods, incredibly peaceful- yet minutes away from a lovely New England village with shops and cafes.

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

Charming Guesthouse with Access to Private Beach
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!

Modern & Cozy Apartment
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.

Sunny Airy Modern Oceanfront Cottage w/ Deck Wi-Fi
Very responsive extremely nice

Adorable 1 bedroom guest house with ocean view
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!

The Groveside Guest House
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.

Heron's Nest on North Mill Pond
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!

The Genkan • Scituate's Cozy Harbor Guesthouse
Very peaceful stay in this cool space! Would highly recommend. Really great location for exploring Scituate.

Luxurious Executive Suite
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

Luxury Guest House on quiet 4 Acre property
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

Private Studio Guest House w/ Free Parking
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!

Newly built, private deck with fire pit.
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.

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

Enchanted Cottage on 5 Acres
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!

Spacious Suite 15 mi from Boston
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.

Modern, Cute 2 BR Carriage House North of Boston
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.

HARBOR VIEW SUITE
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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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- York Harbor Beach
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Faneuil Hall Marketplace
- Long Beach
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Long Sands Beach
- Good Harbor Beach
- Prudential Center
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston
- Things to do North Shore
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