Holiday rentals in Castle Island

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Top-rated holiday rentals in Castle Island

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

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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, 546 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, 308 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

Guest favourite
A serene bedroom features a four-poster bed with a light neutral comforter and decorative pillows. Dark curtains frame a large window, allowing natural light to illuminate the space. Side tables with lamps create a balanced aesthetic against a textured patterned wall.
Flat in Boston
5 out of 5 average rating, 11 reviews

Monthly 1BR Retreat | Steps to Harvard

Experience modern comfort in this brand-new luxury 1BR apartment, unbeatable location steps from Harvard’s campus in Cambridge. - Enjoy spacious living with large windows, modern appliances with free coffee & bathroom essentials. - Building offers amenities, including co-working booths, meeting rooms, a game room with poker & billiards, a private cinema, amazing gym, yoga studio & golf simulator. - Perfect place for remote work with access to daily housekeeping, high-speed WiFi & smart lock.

Superhost
The exterior of a two-story blue house is presented, featuring a brick facade and multiple windows. A covered porch with stairs leads to the entrance, surrounded by neatly trimmed shrubs. Sunlight illuminates the scene, highlighting the clear blue sky.
Flat in Winthrop
4.75 out of 5 average rating, 193 reviews

The Price is Right Boston Airport Beach Park Free

Private spacious 1 bedroom 1 bath attic apartment with new rug/paint/ac. Nice little skyline view of Boston in a beautiful safe quiet residential neighborhood. Great place to rest your head or use as a base to Boston The Encore Casino Salem & beyond! Bedroom comfy mattress/sheets 55” Smart TV blackout shade ceiling fan nightstands lamps 2 chairs Living Areas sofa bed 55” Smart TV sitting chair table 2 chairs/lamps Kitchenette fridge microwave Keurig toaster oven dishes silverware glass

Guest favourite
Private room in Boston
4.95 out of 5 average rating, 624 reviews

AKBrownstone: Master Suite park view by T

🏠 Live like a local: designed & spacious Master bedroom w/ private en-suite bathroom, in a classic Boston Brownstone 🚇 5 min walk to the T (Orange Line Subway), 3 stops to city center 👣 Walk to Longwood Medical Area, MFA, Northeastern, & Fenway Park 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking 🌳 Sunny south/west windows viewing park & community garden 🛋️ Clean common spaces, frequently professionally maintained home

Guest favourite
Private room in Everett
4.95 out of 5 average rating, 150 reviews

Sunny room on Third Floor for one person

Modestly furnished bedroom on a quiet street in a busy area. The bedroom is on the third floor of the house, and on the same floor there’s one other bedroom and one bathroom. So, you will be sharing the bathroom with one other guest if there’s one during your stay.Room includes a double bed, nightstand, a desk, a sofa chair and a closet. Myself and my partner live on the first floor of the house, and we can be easily reached in person or through message.

Guest favourite
Private room in Boston
4.96 out of 5 average rating, 251 reviews

A bit of France in Boston

Historic family-owned 1885 Victorian (not a hotel) in quiet area, walking distance to public transportation (Commuter Rail, Red Line T, Bus). Car parking available. Clean & ecological living in a bedroom, with armoire, chairs & table. Organic cotton futon & bedding w/ down comforters. Air mattress available. Shower w/ water filter, ecological soaps. Perfect for a busy day touring or working. Organic Breakfast & dinner available for a fee.

Top guest favourite
Private room in Boston
4.86 out of 5 average rating, 239 reviews

Private Room 3 Min Walk to Savin Hill Subway Stop

A beautiful Victorian house in Savin Hill neighborhood of Dorchester. 3 minutes walk to Savin Hill Red Line station. Convenient commute to Broadway, South Station, Boston Commons, Downtown, MGH, Harvard Square along the Red Line. hardware floor, private bedroom, gas stove kitchen available, 10 minutes walk to the beach, quiet neighborhood. I'm a male professional working in Boston. My home is open to nice and respectful guests.

Guest favourite
Private room in Boston
4.9 out of 5 average rating, 816 reviews

Eastie Cozy Retreat - Chic & Large Priv Bedroom

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!

Guest favourite
A living room is featured with hardwood floors and exposed brick walls, creating a cozy ambiance. A large TV sits atop a white media console. A comfortable blue chair with a patterned cushion provides seating, while a coffee table enhances the space. Artwork decorates the walls.
Flat in Chelsea
4.94 out of 5 average rating, 405 reviews

5 minutes to downtown. Charming. Clean. Cozy.

THE CHELSEA HOUSE: A well-maintained 1900s apartment located on the third floor of a quiet, clean three-family brick building on a small one-way street. It features hardwood floors, exposed brick, and slanted loft ceilings creating a charming, warm, and cozy atmosphere. Parking is included. The Chelsea House is our home away from home, and we have decided to share it with others. Thank you in advance!

Guest favourite
A spacious bedroom features a four-poster bed adorned with decorative pillows and a patterned throw. Natural light enters through two large windows, illuminating the hardwood floor and side tables. Floral curtains and framed artwork add a touch of color to the inviting atmosphere.
Private room in Boston
4.96 out of 5 average rating, 328 reviews

Large Private room in Savin Hill

My place is close to Malibu and Savin Hill Beaches. You’ll love my place because of the neighborhood, and the coziness. This is an old Boston home. We are close to the T, easily accessible from Logan airport. Just a few stops from downtown Boston. My place is good for solo adventurers and business travelers, medical people. All walks of life welcome here. Registered with the City of Boston #STR383505

Guest favourite
Private room in Winthrop
4.77 out of 5 average rating, 630 reviews

House by the beach, boston, airport

Beautiful Victorian in a very lovely coastal town with amazing accessibility to the city, and 1/2 a block from the beach. A lovely private room with a shared bathroom with 3 other rooms. The room is tucked away on the third floor. Come enjoy Boston and the beach. There is free street parking on Winthrop Shore drive. Please review street signs for parking rules.

Popular amenities for Castle Island holiday rentals

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