
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.

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/KIDS OR SMOKING

Sunny Standalone Private Loft w/ Full Kitchenette
Welcome to your cozy, sunlit private loft—your perfect home away from home! This modern (b. 2024) flexible 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, and downtown Melrose. Quiet, private, and beautifully styled—ideal for solo travelers, couples, or small families.

Cozy Guesthouse Near T-Station - Family Friendly
Welcome to your getaway home! You are sure to enjoy a wonderful experience in this newly renovated Guesthouse Studio, situated in Weymouth Landing. • Just a 5-minute walk to the Commuter Rail station for easy access to Boston and beyond. • Explore local stores, restaurants, and bars, all within walking distance. • Only 10 minutes away from South Shore Hospital. • A short 12-mile drive to Downtown Boston. Perfect for couples, small families, groups, business stays, and long-term rentals.

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.

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 family homes with double and triple deckers but the huge Victorian houses dating back to the 1700 and 1800's are within this community.

(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.

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!

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.

Adorable 1 bedroom guest house with ocean view
Take it easy at this unique and tranquil getaway with an amazing ocean view. Enjoy the oversized deck for sunning, and grilling. 1 Queen bedroom and a pull out sleeper sofa in the family room with TV and WiFi. Kitchen includes basic appliances: mini-fridge, microwave, Keurig, toaster, toaster oven, air fryer, and portable cooktop. Amenities include use of sand volleyball court, linens and towels, window A/C, water toys, and 1 parking spot.

Private Carriage House near Newton Center and BC
Large studio above garage with private entrance located on famous Heartbreak Hill. Kitchenette with Fridge, Microwave, Keurig and full bathroom. Less than 1 mile to Boston College and just minutes to Cambridge and Boston. Easy walk to public transportation and Newton Center with great restaurants, bars, parks, and shopping. Free off-street parking.

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

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.
Popular amenities for Boston guesthouse rentals
Family-friendly guest house rentals

2BR/2BA Home | Private Entry | Downtown Holliston

Charming 1880 Historic Carriage House

Enchanted Cottage on 5 Acres

Lake View New England Cottage in Hamilton, MA

Private guest house on beautiful country road
Guest house rentals with a patio

LUXE 1BR/1BA Designer kitchen – 15 min to Boston

Newly Renovated Chic Loft/Apartment

Modern & Cozy Apartment

The Fox Den

Your home in Boston

Riverside Cambridge Guesthouse w Parking Pass

The Genkan • Scituate's Cozy Harbor Guesthouse

The Pool House
Guest house rentals with a washer and dryer

Private Studio Guest House w/ Free Parking

2 Bedroom Guesthouse in Cohasset

Private Harbor Hideaway -walk Scituate to harbor!

Spacious Suite 15 mi from Boston

The "Beach Haus"

Mordern Guest suit in Marblehead. 1 King Bed.

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

Sunny 1BR w views, close to BC and Boston
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,518 ZAR | R2,381 ZAR | R2,381 ZAR | R2,912 ZAR | R2,792 ZAR | R2,569 ZAR | R2,946 ZAR | R2,946 ZAR | R2,655 ZAR | R2,792 ZAR | R2,415 ZAR | R2,381 ZAR |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
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 R856 ZAR per night before taxes and fees

Verified guest reviews
Over 2,650 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
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