Guesthouse vacation rentals in Boston

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Boston

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guesthouse in Scituate

4.95 out of 5 average rating, 80 reviews

Serenity House

Take a deep breath while relaxing on this 1+ acre wooded estate surrounded by the Hubbell Woodland Preserve and the Hatherly Golf Course across the street. Walk along seaside estates that greet you on your way to swim at Minot Beach which is a short walk away. Ride your bike to Cohasset Harbor while taking in the view of the fishermen catching lobsters and have dinner at the local restaurants. Listen to the waves and smell the salty ocean air and relax and sleep peacefully at Serenity House!

Guest favorite

Guesthouse in Beverly

4.98 out of 5 average rating, 121 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.

Guest favorite

Guesthouse in Melrose

4.97 out of 5 average rating, 74 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/NO KIDS.

Guest favorite

Guesthouse in Brockton

4.82 out of 5 average rating, 45 reviews

Majestic home in Brockton

Welcome to our house, we offer a bright and cozy guest house. Ideal for 4 people looking for the perfect space. Our modern guesthouse is in a beautiful and quiet neighborhood designed to take into consideration every detail you need to enjoy your stay in Brockton. supermarket, & pharmacies. Within 3 miles you have an MBTA commuter station and a Westgate shopping center. This place has been professionally cleaned, and sanitized after each use. Feel free to text me anytime.

Guest favorite

Guesthouse in Cohasset

4.98 out of 5 average rating, 114 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.

Guest favorite

Guesthouse in Duxbury

5 out of 5 average rating, 5 reviews

Duxbury Getaway! Location+Charm!

This charming, peaceful guest house is perfect for your next Duxbury getaway. This beautiful and stylish space is tastefully decorated to create a comfortable experience for you. The location is perfect as it's 2 minutes to the highway, & a short 7 minute drive into the downtown, Duxbury beach, and all the town has to offer. Extremely easy commute to Plymouth and 25 minutes to the Cape Cod Sagamore bridge. The outdoor space is private for your enjoyment.

Guest favorite

Guesthouse in Framingham

4.98 out of 5 average rating, 225 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

Superhost

Guesthouse in South Weymouth

4.74 out of 5 average rating, 39 reviews

The Pool House

Cute and quaint The Pool House has it all. A private stand alone building nestled between the main house and the pool includes a spacious 400 sq ft deck overlooking the pool. Interior updates include two new beds, all new bedding, countertops, vanity and more. The PH is conveniently located to all major highways and the Braintree Plaza. Dedicated parking.

Superhost

Guesthouse in Lexington

4.7 out of 5 average rating, 192 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

Guest favorite

Guesthouse in Westford

4.98 out of 5 average rating, 87 reviews

Detached Waterfront Guest House

Fully furnished and equipped rental in MA. This completely renovated detached private studio guesthouse is ideal with peaceful setting and your own private outdoor deck overlooking the pond. Located in the beautiful town of Westford MA. Just 35 to 40 min northwest of Boston and 10 minutes from the NH border. Five minutes to US Route 3.

Guest favorite

Guesthouse in Marblehead

4.91 out of 5 average rating, 206 reviews

Devereux Beach Suite steps from beach

Enjoy beautiful views from second floor detached guest house with king bed and private entrance. Spend a day at Devereux Beach or stand up paddle board through the harbor, it's only steps away! We are a short walk to downtown shops, restaurants and bars. We have beach chairs, two bikes and a cooler for our guests.

Superhost

Guesthouse in Watertown

4.79 out of 5 average rating, 139 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.