Holiday rentals in Castle Island

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Top-rated holiday rentals in Castle Island

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Top guest favourite
A spacious sleeping area features a king bed with a plush white duvet and decorative pillows. Warm light is provided by bedside lamps, while a colorful rug adds texture to the wooden floor. A decorative door, showcasing a lighthouse scene, leads to another room.
Guest suite in Boston
4.97 out of 5 average rating, 551 reviews

One by Land BCEC History-Cruise- PVT Bath/Entry

*5 STAR ★★★★★ *Distinctive Suites **No Chores! No To-Do List!** *Sparkling Clean and Sanitized *Yes a Private Bathroom *Historic and charming home. *South Boston trendy neighborhood *Beach two blocks *Dedicated Luxury Suites *Key-less Coded Access *King EuroTop Bed *Edloe Finch Sofa *Workstation Free WIFI *Minutes to Airport/Downtown/Convention Center *Netflix Limited street parking. Check the photos for free overnight street parking. Paid parking located at: 12 Drydock Ave, Boston, MA 02210

A modern living area showcases an open layout with a comfortable seating arrangement. Natural light fills the space through large windows. A dining table is set nearby, complemented by stainless steel appliances in the kitchen. Decorative elements enhance the overall design.
Flat in Boston
4.91 out of 5 average rating, 310 reviews

Swanky unit Convenient to Downtown nr Restaurants

My Swanky pad is a modern renovated garden level unit with a great open layout. Is very clean, comfortable, has private entrance, high ceilings, large windows which project great natural light into the space. Consist of: -- Kitchen w. Dining Space (work space) --Stainless steel appliances, full stove, refrigerator & over the range microwave --Keurig Coffee ( Complimentary coffee ), Electric hot water kettle --Large closets --55" Smart Tv in living room --High Speed WIFI --Full Bath with Tub

Top guest favourite
A modern kitchen features dark cabinetry contrasted by light granite countertops. A stainless steel dishwasher and a kettle are positioned on the countertop, along with a small sink under a window. Natural light illuminates the space, highlighting wooden floors and a black chair with a red cushion.
Private room in Arlington
4.98 out of 5 average rating, 355 reviews

Arlington Craftsman Blue Room, Int. Well Restored

Private room, shared bath. The immaculate Interior of this classic craftsman has been lovingly restored. Bus stops are short walk. Bus is 15 mins. to Harvard Sq. Natural ponds nearby. NOTE: House Exterior is old, not yet restored. Fresh flowers, soft towels, high thread-count damask sheets. Lock on door. Simple breakfast: cereal, bread, fruit, coffee, tea, milk. Use of microwave & toaster. No oven/stove use. Note: It's 25 stairs to front door +14 stairs to 2nd fl bedrm. No Pets, No Smoking.

Guest favourite
Flat in Boston
4.89 out of 5 average rating, 18 reviews

Monthly Skyline Apartment

Welcome to your next retreat, a waterfront haven of fully furnished corporate housing that blends luxury with urban ease. Highlights: • Exceptional location 5-min to the center of downtown • Direct Harborwalk access near Lo Presti Park • Rooftop lounge with skyline vistas, and cozy seating • Pool terrace with grills and herb garden • Chef’s kitchen, billiards, and stylish social spaces • 24/7 fitness center with Peloton and harbor views • Private work rooms and a creative music studio

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
4.95 out of 5 average rating, 994 reviews

Cozy studio, near beaches and city skyline views

The Boston Skyline sunsets are beautiful during the summer, just a minute down the street from your Airbnb. This cozy studio, with private entrance, and bathroom includes FREE off-street parking, high-speed internet access, comfy and cozy queen bed with premium linens, nespresso, fridge, with complimentary munchies and NO cleaning fee. Check out the beaches and restaurants. Relax watching your favorite show on the HD smart television or catch up on work with the spacious desk area.

Guest favourite
A cozy lofted bedroom features a spacious bed with white bedding and a low ceiling with angled walls. Natural light enters through a nearby window. A small nightstand stands beside the bed, while a minimalist shelf holds personal items along the wall.
Private room in Boston
4.92 out of 5 average rating, 607 reviews

AKBrownstone: Loft rooftop views by T

🏠 Live like a local: cozy, lofted bedroom, in a classic Boston Brownstone 🚾 Frequently professionally maintained home, clean shared bathroom 🚇 5 mins walk to the T (Orange Line Subway), 3 stops to Back Bay city center, or go on bike & walking path 👣 Walk to Longwood Medical Area, Museum of Fine Arts, Northeastern, & Fenway Park 🌳 Sunny south/west windows overlooking a park & community garden 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

Superhost
A full kitchen is featured, showcasing a large granite counter with seating and a blend of modern appliances, including a gas stove and refrigerator. Exposed brick walls add texture, while natural light enters through windows, creating a bright and functional space.
Flat in Boston
4.79 out of 5 average rating, 182 reviews

A King Bed | Apartment | Middle of Boston

Located in the geographical middle of Boston you can get to anywhere in the city within 20 minutes including Harvard/MIT, Downtown, Fenway, Hynes Convention Center, Seaport and more. This pseudo apartment on the first floor is separate from the rest of the house and has its own private entrance, a private bathroom and a dedicated off street parking spot. The full kitchen with oversized counter is great for eating; comfy living room for relaxing and an office nook for working.

Top guest favourite
A light-filled interior features a wooden dining table positioned near a decorative fireplace. The walls are painted in soft blue, creating a calm setting. A glimpse of a modern kitchen is visible in the background, and a framed artwork adds a touch of character.
Flat in Boston
4.96 out of 5 average rating, 230 reviews

4br SouthBoston free parkg nrBeach, 6 min>BCEC

Bring the whole family or team -- you'll love our quiet, safe, beachside neighborhood. Our location on the South Boston peninsula means more peace and less traffic, yet a short scenic walk up K Street brings you to great restaurants. <5min walk to a great grocery store, the legendary L St Tavern and L St Bathhouse. <1.5 mi to Convention Center & Seaport. 3 BRs w queen beds and 1 sm BR w bunks, large kitchen, liv & dining rooms, & bonus sunroom w/desk. Call us today -- we'd

Guest favourite
Private room in Boston
4.96 out of 5 average rating, 106 reviews

Large Sunny room free parking

Our address is 42 Brooksdale road Brighton MA 02135. The room is with shared one kitchen and three bathrooms. Easy access to Mass pike/128. Free parkings. From our house to Downtown Boston is about 15 minutes drive. Near Harvard university, Boston college, Fenway. Bus 64 station is 5 minutes away from our house to center square/MIT. Bus 57 is about 15 minutes walk distance to kenmore square/Coply. Bus 86 station is also 15 minutes walk distance to Harvard university.

Top guest favourite
Flat in Everett
5 out of 5 average rating, 7 reviews

Sterling 1BR at Everett | Pool & Gym

Enjoy contemporary comfort in this bright and inviting 1BR/1BA apartment in Everett. The home features a modern kitchen with stainless steel appliances, convenient in-unit laundry, and a naturally lit living space designed for relaxation. Make the most of the community’s outdoor courtyard pool, 24/7 fitness center, and cozy lounge areas with fire pits. Located minutes from Encore, Assembly Row, and key highways, it offers easy access to all of Greater Boston.

Superhost
Private room in Boston
4.87 out of 5 average rating, 118 reviews

Boston Queen Room 1.1

This beautiful Boston private bedroom is outfitted with a queen sized Casper mattress, Casper pillows, hypoallergenic bedding, free wifi and digital door lock. This space also has a shared kitchen, shared living room and shared bathroom with all the amenities needed to feel at home. NO PARTIES, NO EVENTS, NO DRUGS On the morning of your arrival the full check-in instructions will be sent, including all codes to make your self check-in process seamless.

Guest favourite
Flat in Boston
5 out of 5 average rating, 6 reviews

Luxury Double King • Rooftop • Airport + Train

Enjoy a premium Double King Suite just 5 minutes from Logan Airport. Features a king bed, king sleeper, park views, designer kitchen, and spa-style bath. Access the rooftop lounge, gym, and yoga studio. EV garage parking available at an additional fee. No smoking, parties, or unregistered guests. Quiet hours 10 PM–7 AM. ID verified before check-in. Professionally managed by Platinum Stays for a seamless stay.

Popular amenities for Castle Island holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Suffolk County
  5. Boston
  6. Castle Island