
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.

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.

Country Cottage in the City
This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. The cottage is a studio apartment that has a microwave and mini-fridge as well as sitting area and table. It has a lovely view of the pool and gardens. Besides the pool, there are two garden ponds where we keep ornamental fish. Outside the garden fence there is often a parade of various types of birds, bunnies and even wild turkeys and deer.

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

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.

(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!

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 .

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.

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.

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

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.

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

Charming Guesthouse with Access to Private Beach

2BR/2BA in a Duplex | Private Entry | Downtown

The Rose Cottage *Walkable to Downtown Andover*

Sea Mist Cottage Rockport, MA

The Lane House

Annisquam Village Bunny Cottage

2 bedroom 1 bath w kitchenette

Beautiful Apartment Near Town & Beaches
Guest house rentals with a patio

The Fox Den

Private Suite•Gillette Stadium/Boston•BBQ•Parking

2BR Convenient to Gillette Stadium and Boston

Slow Down| Your Boston Getaway

Cozy Riverside Cambridge Guesthouse & Parking Pass

The Genkan • Scituate's Cozy Harbor Guesthouse

Private guest house

The Pool House
Guest house rentals with a washer and dryer

Private Studio Guest House w/ Free Parking

2 Bedroom Guesthouse in Cohasset

Cozy Maynard duplex: 3BR with Wood stove

The Carriage House

Charming 1880 Historic Carriage House

Enchanted Cottage on 5 Acres

Charles Chateau Guest House w/ King & Queen Beds

Spacious Suite in a Central Location
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,379 GYD | G$29,078 GYD | G$29,287 GYD | G$35,563 GYD | G$34,099 GYD | G$31,379 GYD | G$35,981 GYD | G$35,981 GYD | G$32,425 GYD | G$35,145 GYD | G$31,588 GYD | G$29,287 GYD |
| 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 G$10,460 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
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- Guesthouse rentals Suffolk County
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Brown University
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- New England Aquarium
- Freedom Trail
- Onset Beach
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Boston College
- North Hampton Beach
- Roxbury Crossing Station
- Northeastern University
- Quincy Market
- Tufts University
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