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.

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Top guest favorite
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, 187 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 favorite
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, 146 reviews

Jimmy & Donny's AirBnB

2 level guesthouse! PRIVATE 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 favorite
Guesthouse in Melrose
4.96 out of 5 average rating, 50 reviews

Cozy Private Loft, Easy Access to Boston

Welcome to your cozy, sunlit private loft—your perfect home away from home! This modern Boston retreat features a private entrance, kitchenette, chic full bathroom, dedicated office area, gardens, and a comfy queen bed plus a joybird sofa bed for additional guests. Enjoy a peaceful morning Nespresso located just a few steps to the commuter rail, restaurants, downtown Melrose and Gillette. A comfortable, stylish home base to relax, recharge, and experience it all together.

Guest favorite
A modern kitchenette features a sleek white countertop and cabinetry against vibrant blue walls. Glass pendant lights in shades of red and black hang above a dining table set with plates and wine glasses. An array of appliances is organized for easy access.
Guesthouse in Cambridge
4.98 out of 5 average rating, 45 reviews

(3) New Garage Studio Guesthouse

Kick back and relax in our newly renovated studio guesthouse. Conveniently located in North Cambridge, walking distance to Davis Square. Features a beautiful bathroom, kitchenette with a two-burner induction stovetop, a Murphy bed, pull-out couch, and desk space for your convenience. All appliances and features are brand-new. We are long time Airbnb Hosts/Cambridge residents. We live in the house in front of the guesthouse and are available if you have any questions.

Superhost
A comfortable living area is highlighted by a cozy sectional couch adorned with decorative pillows. A round coffee table sits in the center of a soft area rug, with two barstools positioned near a window framed by light-filtering curtains.
Guesthouse in Cambridge
4.84 out of 5 average rating, 68 reviews

Beautiful Cambridgeport Apartment (Central Square)

Modern apartment with a beautifully furnished bedroom (plus office area) and a separate living area with a comfortable couch with a television and a kitchenette (Breville toaster, microwave, Nespresso). Property is located in Cambridge between Charles River and Central Square as well as being centrally located between Harvard and MIT. This beautifully renovated apartment will give you privacy and peace in the heart of Cambridge for you and your family to enjoy!

Top guest favorite
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 Dorchester
4.9 out of 5 average rating, 146 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 and double deck family homes. This community also has historic Victorian houses dating back to the 1700 and 1800's .

Top guest favorite
Guesthouse in Cohasset
4.99 out of 5 average rating, 162 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
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
4.73 out of 5 average rating, 263 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 favorite
A detached studio guesthouse is depicted, featuring a clean, neutral-toned exterior with a welcoming front door. Surrounding greenery includes shrubs and neatly arranged stones. A small wooden well is visible, adding charm to the peaceful outdoor setting.
Guesthouse in Westford
4.97 out of 5 average rating, 128 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.

Top guest favorite
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
4.81 out of 5 average rating, 163 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.

Top guest favorite
A broad view of a coastal landscape is presented, featuring expansive green fields that lead to the shoreline. The blue sky is dotted with soft white clouds, creating a serene backdrop. The calm ocean extends towards the horizon, inviting exploration and relaxation.
Guesthouse in Marblehead
4.92 out of 5 average rating, 258 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.

Top guest favorite
A modern living area features a black sofa and a round table with a vase of pink flowers. Light wood flooring complements the white shiplap walls. A kitchen is visible in the background with gray cabinetry, while large windows invite ample natural light.
Guesthouse in Scituate
4.96 out of 5 average rating, 130 reviews

Private Harbor Hideaway -walk Scituate to harbor!

Our Harbor Hideaway is located above the detached garage one block from Scituate's beautiful harbor shops, restaurants, and marina! Come enjoy our many beaches and relax in your private backyard! *Mini splits provide heat and A/C. *Cleanliness is a priority and have it professionally cleaned after each guest.

Popular amenities for Boston guesthouse rentals

When is the best time to visit Boston?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,358 GYDG$29,058 GYDG$29,267 GYDG$35,539 GYDG$34,075 GYDG$31,358 GYDG$35,957 GYDG$35,957 GYDG$32,403 GYDG$35,121 GYDG$31,567 GYDG$29,267 GYD
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Quick stats about guesthouse rentals in Boston

  • Total vacation rentals

    Explore 30 vacation rentals in Boston

  • Nightly prices starting at

    Boston vacation rentals start at G$10,453 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,800 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Boston vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Boston rentals

  • 4.8 Average rating

    Boston stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Boston's top spots, include Fenway Park, Boston Common, and TD Garden

Destinations to explore