Holiday rentals in Governors Island

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Top-rated holiday rentals in Governors Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

The exterior of a historic two-story building is shown, featuring blue siding and white trim. A tall tree stands at the front, providing shade, while a decorative fence encloses the property. Steps lead up to the entrance, enhancing the welcoming appeal of the home.

Apartment in Winthrop

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).

4.98 out of 5 average rating, 123 reviews

Flat in Downtown

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.

5.0 out of 5 average rating, 4 reviews

Top guest favourite

A charming two-story home features a blue exterior and white trim, with porch rocking chairs inviting relaxation. American and rainbow flags adorn the entrance, complemented by red, white, and blue bunting. Lush green landscaping surrounds the porch, creating a welcoming curb appeal.

Private room in Winthrop

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.

4.97 out of 5 average rating, 438 reviews

Superhost

A luxurious hotel entrance is visible, featuring a grand awning adorned with lights and elegant planters filled with flowers. Large glass windows showcase nearby upscale shops, including Tiffany & Co. High ceilings and classic architectural details contribute to the distinguished atmosphere.

Hotel room in Back Bay

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

4.94 out of 5 average rating, 169 reviews

Guest favourite

A queen bedroom features hardwood flooring and natural light from two large windows with white blinds. A bed with a light quilt is positioned beside a nightstand. A sofa with dark fabric sits opposite a dresser, enhancing the room's spacious feel. Wall decorations include a simple cross.

Private room in East Boston

Cozy Queen Bd, 7mn to Aiport, 3 mn walk to Train

This beautiful and cozy queen bedroom is located in first floor single family house in trendy East Boston. Your host will greet you and show you your room upon arrival. Once there, you can be assured of your privacy and there will be no interference with noise or disturbance. The host is dedicated to your needs and will try to please you during your stay. They will be just 3 minutes from Maverick Station, 5 minutes from the Financial District, and 7 minutes from Logan Airport

4.9 out of 5 average rating, 162 reviews

Top guest favourite

The living room features a crimson couch paired with patterned armchairs, arranged around a central coffee table. The space is enhanced by natural light from large windows with shutters. Decorative plants are positioned nearby, contributing to a cozy and welcoming environment.

Home in East Boston

Boston Best with Parking - GREAT reviews

**READ our reviews :) - 10min walk to Airport Blue line subway T-stop - 10min drive to Downtown Boston - Local dining options in walking distance - 1 parking spot available upon request - Spacious and comfortable house Welcome to your Best Boston experience. I am Rafael and I will ensure that you get any attention needed with a text, call, or email. We hope that you enjoy our recommendations for activities and meals - we based them on our lifelong East Boston experiences.

4.98 out of 5 average rating, 222 reviews

Guest favourite

Flat in Winthrop

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.

5.0 out of 5 average rating, 5 reviews

Guest favourite

A bright living area features floor-to-ceiling glass doors that frame scenic waterfront views. A cozy sofa is positioned alongside a wooden table with a potted plant. Sunlight streams in, highlighting the wood-paneled ceiling and warm oak flooring.

Home in East Boston

Waterfront Escape - Close to Airport & Downtown

Experience the best of Boston from the Harborview House. This stunning waterfront home is only 5 minutes from the airport and 15 minutes from downtown Boston - yet feels like a world away. Enjoy panoramic views of the water from every floor, a terraced backyard patio with fire pit, gas grill and Constitution Beach only 1 block away. If you’re looking for a unique, luxury home for your group or family while you’re in Boston, the Harborview House should be your destination!

5.0 out of 5 average rating, 59 reviews

Superhost

A well-lit bedroom features a spacious bed with white bedding and decorative pillows. A bedside lamp stands next to the bed, and a window is dressed with long gray curtains. A mirror reflects the room's light, enhancing the sense of openness.

Flat in South Boston

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.

4.86 out of 5 average rating, 214 reviews

Superhost

Hotel room in South Boston Waterfront

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.

4.79 out of 5 average rating, 84 reviews

Top guest favourite

An inviting outdoor seating area features a dark wicker sectional sofa and a round, patterned area rug. Potted plants add a touch of greenery. The entrance is marked by a black door with a window, and a sign indicates the listing number.

Guest suite in Winthrop

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.

4.94 out of 5 average rating, 1071 reviews

Top guest favourite

The living area features two gray sofas positioned around a round wooden coffee table on a vibrant blue area rug. A cozy fireplace is situated against a striking red wall, complemented by a bookshelf filled with books. Natural light enters through a nearby window.

Apartment in East Boston

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!

4.94 out of 5 average rating, 262 reviews