
Guesthouse holiday rentals in Boston
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Top-rated Guesthouses in Boston
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Boston guesthouses
Family-Friendly guesthouses

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!

Beautiful Apartment Near Town & Beaches
I stayed two nights. Enjoyed the apartment. Close to town, quiet and clean. Joëlle was great.

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.

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!
Guesthouses with a patio

Newly Renovated Chic Loft/Apartment
We had an amazing stay! The place was clean, comfortable, and exactly as described. The host was kind and responsive, which made everything even better. We would definitely stay here again and highly recommend it to anyone visiting the area.

Charming Guesthouse with Access to Private Beach
Absolutely beautiful spot and hosts were wonderful. Access to the local beach was an awesome bonus to this adorable spot.

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

The Fox Den
We had a wonderful stay here. Amazing sunrise every single day! Right on the ocean with tide pools and rocky coast, exactly what we were hoping for. Mary was a great host, provided lots of great info, most importantly on the parking in town because otherwise we would've racked up some tickets lol. We really hope to be back again!

Adorable 1 bedroom guest house with ocean view
We enjoyed our 2 day stay at Brad’s cottage. Home was easily accessible and the location was fantastic. We watched the sunrise from the bedroom and enjoyed late afternoon walks on the beach. As our son may be relocating to this area of Mass, we spent the days exploring the area. The cottage was comfortable and clean. Brad was readily accessible and responsive. We would definitely return .

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

Walk-to-ocean beach suite |4 beds| Private parking
Pleasant stay, quiet and private. Very responsive and let us check in a little early which was nice. Mostly clean although did find a dead bug on the bed soon after arriving. No other issues
Guest house rentals with a washing machine and dryer

Private Studio Guest House w/ Free Parking
Cosy and convenient stay with all the amenities we could ask for. A few minutes walk to the red line, giving quick transport connections throughout the city.

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
Mia’s place looks better than the pictures, very clean, communication was nice and smooth. Check out time is 10am instead of the 11am the app stills shows but she communicates everything in a time matter

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.

Sunny 1BR w views, close to BC and Boston
We stayed at Mary and Dave’s place for a week for my wife’s graduation. We absolutely loved the place - it was clean, peaceful, adequately spaced and had spectacular views. They even had toys, books and a play structure which my three year old daughter absolutely loved. Mary and Dave were gracious hosts and were very kind and helpful in their communication with us. We would definitely look to stay again when we visit Boston. Highly recommend staying here. Thanks again for hosting us, Mary/Dave.

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 !

Plum Cove Cottage with king suite!
I spent 3 weeks at Christine’s fabulous cottage while working in the area. I felt a pang of sadness as I closed the door for the last time…this comfortable, charming little retreat had become home! It is airy and bright, the full kitchen is well-appointed and functional, the bathroom is clean and well-designed, and the sleeping loft is cozy and breezy at the same time! Christine is a responsive and pleasant host, check-in is easy. I will be back!
Quick stats about guesthouse rentals in Boston
Total rentals
30 properties
Total number of reviews
2.5K reviews
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
Fenway Park, Boston Common and TD Garden
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Good Harbor Beach
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston
- Oakland Beach
- Quincy Market
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