Holiday rentals in Governors Island

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Guest favourite

The Day-Burrill-Wadsworth-La Voix House

The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. An historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two condos and renovated).

Kasa at Boston Common | Three Bedroom

Stellar location meets generous space at Kasa at Boston Common. Choose from 1, 2, 3, or 4-bedroom furnished apartments with full kitchens and in-unit laundry, giving you more reason to stay longer, and with more room for people you want to travel with. The feeling of home, with all of downtown Boston’s best dining, shopping and attractions right at your doorstep. Our tech-enabled rooms offer self check-in at 4pm, 24/7 guest support by text and Virtual Front Desk accessed via mobile device.

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Guest favourite

Sky harbor wine lounge experience Plane Watching

Treat yourself to a getaway at my newly renovated nautical themed home nestled in Winthrop’s charming friendly seaside neighborhood close to Logan Airport and downtown Boston. We are delighted to offer you a spacious private bedroom with full bed, refrigerator & AC. You’ll share my home with me (Shirley) my two cats, Caleb & Otto and one other airbnb guest room. For an additional $40 you have access to the Sky Lounge overlooking Boston harbor. You would share the rest of my home with us.

Timeless Stay | Freedom Trail. Fitness Center

Explore a beautifully reimagined luxury hotel, The Newbury Boston, where the bustle of the Back Bay is your playground and the idyllic Boston Public Garden your front yard. Attractions just nearby: ✔Boston Expressionist paintings and Chinese ceramics at Museum of Fine Arts ✔Deep dive into history at Boston’s Tea Party Museum ✔Sharks, rays, penguins at New England Aquarium ✔400 years of Boston’s history and the story of nation’s pursuit of liberty, Freedom Trail ✔Downtown Boston

Ocean view 2 bedroom spacious apartment w/parking

Welcome to our cozy spacious top-floor apartment. This bright and comfortable home features two bedrooms, one full bathroom, and a fully equipped space perfect for families, couples, or business travelers. The sofa in the living room expands to queen sleeper. Enjoy the convenience of a dedicated driveway parking spot and a peaceful location close to local attractions, restaurants, shopping, and the waterfront. Relax, unwind, and enjoy a comfortable stay that feels like home.

Seaport Hotel® Boston, Deluxe room king bed

Deluxe room one king bed features a king bed with a pillowtop mattress, local artwork, and city or Boston Harbor views. Enjoy a 55-inch HDTV, complimentary wifi, Keurig coffee maker, mini refrigerator, laptop-sized safe, and a beautifully appointed bathroom with Gilchrist and Soames BeeKind toiletries, fog free mirror, and walk-in shower or tub. Additional amenities include complimentary bottled water, rolling desk, Tivoli audio system, and access to the Wall Street Journal.

Cozy suite in the city!

Enjoy a stylish experience at this centrally-located place in an extremely vibrant neighborhood of Boston. While staying at the AIRBNB, you will be in close proximity to the BCEC if you are in town for work. If you are in town for a pleasure, you will be very close to Downtown Boston, Fenway Park, the Seaport District, Faneuil Hall and the historic North End. You’ll be pleasantly surprised of how easy public transportation is to navigate around the city from the AIRBNB.

In The Heart of Boston’s Seaport + Rooftop Bar

The Envoy Hotel connects Boston with food, drink, and skyline views that define the city. At Para Maria, Chopped champion Tatiana Rosana serves eclectic dishes inspired by French training, Cuban roots, her wife’s Korean heritage, and New England grit. Rooftop at The Envoy offers craft cocktails and fire pits with stunning harbor views. With art‑filled spaces, vibrant design, and Seaport originality, The Envoy delivers hospitality that rises above the ordinary.

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Guest favourite

Family Home + Near Downtown + Cool Backyard!

Welcome to our family home. It's convenient, comfortable, safe, and close to downtown Boston! We have a backyard and open space with a beautiful deck. It's a great place to spend time and enjoy a peaceful outdoor setting in the city. Located in the waterfront neighborhood of Jeffries Point, East Boston. A 5-minute walk to lovely parks and the HarborWalk. And just ONE SUBWAY STOP to downtown Boston. We love Boston - and hope we can share it with you!

Top guest favourite

Guest favourite

Winthrop Hideaway | Near Airport, Beaches & Boston

Escape to Get to the Point Boston, a cozy private studio in charming Winthrop just minutes from Logan Airport and downtown Boston. Enjoy free off-street parking, high-speed WiFi, premium linens, a Nespresso coffee station, complimentary snacks, and no cleaning fee. Walk to beaches, parks, restaurants, and stunning Boston skyline sunsets. Perfect for couples, business travelers, airline crews, and weekend explorers seeking comfort, convenience, and value.

Modern & Bright-Great Location-Mins to Logan

Welcome to Boston! This bright, modern private room is perfect for solo travelers or couples. Located in East Boston, you’re just 5 minutes from Logan Airport and 2 subway stops to Downtown, the North End, Seaport, and more. Enjoy a comfy bed, fast Wi-Fi, and a secure room with key access. Thoughtfully designed shared spaces include a fully equipped kitchen. Walk to parks and cafes, a. We look forward to hosting you!

The House On Myrtle

Each room has great space with it's each individual character. We are 10 minutes from the airport. 20 minutes from boston. 5 minutes to the T stop and a minute walk to the bus. We are a half a block from the beach. Could you ask for more? There is easy street parking but it requires a sticker. I️ only have 2 available. It is first come first serve. If you are driving please ask.