Guest house holiday rentals in Suffolk County

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 has historic Victorian houses, access to pristine city beaches, the JFK Library and many historic interests.

Location · Value · Nearby

The Lane House

Cozy Studio Cottage set on a quiet dead end street within walking distance of Cohasset Village. Recently completed renovaton with clean open floor plan, vaulted ceilings and full kitchen with stainless steel applainces. The queen Murphy Bed provids a restful night's sleep and additonal floor space when not in use. The bathroom provides you with a tiled shower and washer/dryer unit for added convenience. This space is designed for relaxation and tranquility with a comfortable coastal vibe.

Value · Location · Hospitality

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

NB: For the nights of May 21 - May 26, 2026 only the upstairs unit with kitchen, 1.5 baths, twin beds and lr foldout is available. Off-street parking, keyless entry, Wi-Fi, 2 BR + fold-out, 2.5 baths, lots of sunlight Steps from bus/subway, cafes and restaurants, the perfect base to celebrate a graduation, visit colleges or take in a game. 5-minute drive to Longwood Medical area. About 20 min to Fenway Park (car) or TD Garden (subway), Museum of Fine Arts (bus) or subway to Freedom Trail.

Family · Location · Heating

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.

Family · Location · Sleep quality

2 Bedroom Guesthouse in Cohasset

Bright, open 2 bedroom guesthouse near Cohasset harbor with water views. One bedroom with king bed, second with two full size beds. Sleeps up to 6. Full bathroom, laundry with washer/dryer, and full kitchen with island that opens onto a spacious living room. Large deck provides pleasant outdoor space to relax. Amenities include AC, high speed WiFi, large screen TV with premium channels, and a desk workspace. Guesthouse is 1250 sf on single floor above stand alone four car garage.

Family · Location · Hospitality

(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.

Location · Family · Getting around

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!

Value · Location · Hospitality

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.

Family · Value · Long stay

Slow Down| Your Boston Getaway

Private entrance, 6+ private parking spaces, and a large green outdoor area perfect for relaxing. Quiet family-friendly neighborhood. Features 2 spacious bedrooms with 3 queen beds, smart bathroom, modern kitchen, and smart self check-in with a unique code for each guest. Enjoy complimentary Colombian coffee plus starter essentials including toilet paper and cleaning supplies for a comfortable stay.

Family · Location · Quiet

Cozy Riverside Cambridge Guesthouse & Parking Pass

Relax with the whole family at our peaceful guesthouse. It includes one bedroom with a full size bed, newly updated bathroom, as well as a shared back patio. Only 15 minutes on foot to Harvard or MIT and 7 minutes to the Central Square T stop, get to where you need to go with ease. Excellent WiFi for remote work. *Air conditioning recently added!*

Location · Quiet · Outdoor spaces

City Garden Level Studio

Location is extremely accessible to the Green Line, Red Line, and Orange Line. This charming basement-level studio is located in Magoun Square, steps away from restaurants, the bike path, and buses! Great place for sightseeing in Boston! One Queen bed and twin pull-out sofa available! LGBTQI+ Friendly and Welcoming of all cultures!

Value · Location · Hospitality

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.

Family · Location · Outdoor spaces