Holiday rentals in Boston

Monthly Newbury Street Gem

Come and stay at our beautiful brownstone on the best streets in the city, Newbury St. Fully furnished for a short stay or longer term rental. This location is so central, you could walk to almost any attraction or activity in the city. Equidistant to Longwood Medical Center + Mass General Hospital, it's a great location for a travel nurse. Our company provides furnished homes for medical stays, so by choosing us, you'll be helping a family in need :) Ask about our travel nurse discounts.

Penthouse Views / Near Boston + New Build

Where Boston Character Lives - Free parking for 4 vehicles - BONUS parking before сheck-in/after check-out is available - Walkable location near public transit, major attractions, restaurants, shops - Private balcony - Central A/C & Heating with SMART thermostat - TV in each room - FREE luggage STORAGE for early check-in/late check-out - Charming neighborhood near Foss Park - Third-floor unit Welcome to a modern 2-bedroom home! Enjoy living spaces, parking, and easy access to the T-station

Charlestown apartment with private patio

At this peaceful and centrally-located Charlestown apartment you will experience a quiet private garden, juxtaposed with proximity to everything Boston has to offer. This elegant one-bedroom on the first floor of a historic 1860s brownstone has a Tempurpedic bed, spa-like bath and well-appointed kitchen. Walkable to historic Charlestown/North End, Cambridge, TD Garden, Charles river. Easy access to public transportation; close to orange line and bus (92 stops at the bottom of the street.

Beacon Hill - Historic Elegance

Step into 40 Hancock Street, a grand Beacon Hill brownstone suite with soaring ceilings, ornate fireplaces, and elegant bay windows that flood the space with light. This historic yet modern retreat blends timeless Boston charm with upscale finishes. Just steps from Boston Common, the Charles River, and the city’s finest dining, this luxury unit offers an unforgettable stay in one of the city’s most iconic neighborhoods. Entire apartment. No shared spaces. 100% private. 🚫 No pets allowed

The Fleming: Groups • Spacious • Private Patio

Comfortably fits 4-6 visitors! Experience Boston in this beautiful unit with multiple sleeping options! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> Fully Stocked Kitchen -> Washer & Dryer -> 1 Queen Bed + 1 Queen w/ Twin Trundle Air mattress and rolling bed by request! Ideal for group travelers, couples, nurses, and everyone looking to experience Boston in style!

Luxury Boston 2BR,Back Bay, Pru, Copley, Fenway

Stylish, newly renovated 2BR in a classic South End building: on a quiet street, walk to Copley Square, Boston Public Garden, Prudential Sq, Boston Common, and world class restaurants. Enjoy a king bed in the primary room, queen in the second bedroom, central air, 3 smart TVs, a fully stocked kitchen, and a dreamy bay window reading nook. Thoughtfully designed for relaxing after a day in the city. Walk to shops, cafes, and parks, everything Boston has to offer is right outside your door.

The Clare - The Upton Boston, South End

See more photos at our IG @theuptonboston Housed in The Upton's brownstone, you are minutes from restaurants, shopping, galleries, site seeing, & or your family in the South End. The Clare apartment is natural light filled & boasts historic charm. We love how the apartment maintains peacefulness & has a spacious feel perfect for working remote. A laptop desk is stored in addition. The Clare has an original Victorian layout, wood, & doors from the 20th century.

Stay in the Heart of Fenway & Berklee

Experience a unique and comfortable stay in Boston at Maverick Suites' 28 Fenway. Located in the heart of the Fenway District, this modern studio apartment provides luxury and style with a hint of rebellion. Enjoy the convenience of being close to the city's best restaurants, museums, and attractions. With comfortable furnishings, stylish decor, and a spirit of exploration, Maverick Suites' 28 Fenway is the perfect place to experience life in Boston.

The Chester: Penthouse One Bedroom

Discover The Chester, A Boutique Stay in the heart of the South End. Designed to accommodate up to 4 guests, this space features a king bed, a queen pull-out, and a fully equipped kitchen. Enjoy city views, classic Boston Brownstone original crown moldings, smart TVs, and a sleek, modern tiled shower. Expertly decorated with a mix of contemporary and antique furnishings, this urban retreat offers comfort and style at the heart of the vibrant city.

(W11) Vibrant Area, Pizza, Shopping, Parks W/D

🌆 Welcome to Boston’s South End! Stay in one of Boston’s most historic and culturally rich neighborhoods, known for its brownstones, tree-lined streets, and vibrant local scene. From Worcester St, you’re just a short walk to Tremont St’s acclaimed restaurants, cozy cafés, art galleries, and boutique shops. Perfectly situated for exploring the rest of Boston—whether for leisure, business, or medical stays. Charming, convenient, and well-located.

Renovated 1-Bed w/ private deck

Newly-renovated, modern apartment located directly above Remnant Brewing Satellite, in the vibrant and culturally diverse neighborhood of Wellington-Harrington. The location is perfect for someone who wants quick access to: Inman Square, East Cambridge, Harvard Square, Kendall Square, Union Square, Central Square, Davis Square, Charlestown, and Downtown Boston. Easy access to Fenway, TD Bank North, theaters, venues, and the hospitals.

Lavish FIDI 2br/2ba | Close to everything!

This enormous 2 bedroom apartment is located in the heart of the Financial District, just a few blocks from the State House, North End, Fanueil Hall, The Seaport! The unit is accessible by self-check-in via our smart lock system. The unit was formerly operated by another company, and we will be improving the design with new furniture! The unit you check into may look slightly different, but will be much improved!