Holiday rentals in Castle Island

Extraordinary 1-Bedroom Apartment in South Boston!

Cozy, comfortable, centrally-located one-bedroom unit in Southie. Unbeatable location, steps from Carson Beach, L Street Bathouse, BCEC, Sail Boston, World Cup 2026! This property presents endless possibilities for creating your perfect getaway! Convenient private entrance ensures hassle-free coming and going. Whether commuting to work, enjoying a concert/game/event/the vibrant local scene, or simply indulging in the beach and parks nearby, you are sure to enjoy it at this very special home!

Sea Forever - Oceanfront Home in Nahant

Experience oceanfront luxury in this stunning 3 bed, 3 bath Nahant home with breathtaking water views on every level. Spanning three beautifully designed floors, this upscale retreat features high-end finishes, open-concept living, and plenty of space to relax. Overlooking the bay and Short Beach, you're just a short stroll from both Short and Long Beach and near top-rated local restaurants, A rare coastal gem offering comfort, elegance, and unbeatable location—your dream seaside escape awaits.

J&K's BnB .... Private studio Airbnb with parking

Our non-smoking private Studio Bnb is located by the airport in Point Shirley; a small safe seaside community. Daily continental breakfast is provided. No cooking allowed, kitchenette with a microwave, coffee maker, a refrigerator. Private bathroom with corner shower, free 5G wireless WiFi, RokuTV, one car off-street parking. Due to our severe medical health allergies to animal hair, fur & feathers, Airbnb has granted us an exemption not to host guests service or emotional support animals.

Bright Southie Retreat | Private Deck + Walkable

Enjoy a bright and spacious South Boston retreat with a private deck with outdoor lounge + TV. The condo features large bay windows, an open living area, fully equipped kitchen, workout equipment and dedicated workspace - ideal for both weekend getaways and longer stays. Located in the heart of Southie, you’ll be within walking distance of restaurants, coffee shops, bars, markets, and the waterfront. Public transit and quick Uber/Lyft rides make exploring the city simple and convenient.

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Ideal for families with young children, traveling professionals, campus visitors, and tourists! Spacious and recently renovated townhome in South Boston: 3 miles from Logan Airport, 3miles Fenway Park, 2 miles to Seaport, 1 mile to the Boston Convention Center, 1.6 miles to South Station (Commuter Rail/Amtrak), <1 mile to the Red Line (Broadway T-Station) to Kendall Sq (Harvard, MIT) and 1 block from the 9 Bus to Copley (~15min ride to Copley Sq). Great location for World Cup visitors!

Paul Revere Suite PVT Entry/BATH QN Bed History

*5 STAR ★★★★★ **No Chores! No To-Do List!** Yes, Private Bathroom! Cleaned and Sanitized *Luxury and Comfort *Historic and charming home. *South Boston trendy neighborhood *Beach two blocks *National Historic Sites *Dedicated Luxury Suites *Key-less Coded Access *Queen Pillow Top Bed *Private bath with shower *Great Bath Amenities *Workstation Free WIFI *Minutes to Airport/Downtown/Convention Center *Netflix Limited street parking. Check the photos for free overnight street parking.

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.

Private patio retreat steps from Red Line

Welcome to your private South Boston retreat on Telegraph Hill - a cozy, self-contained apartment with a private patio and entrance, just steps from great dining and the Red Line. - Sleeps 4 | 1 bedroom | 2 beds | 1 bath - Private patio, fully fenced backyard & outdoor dining area - Full kitchen w/ GE gas stove, dishwasher & coffee maker - 55" HDTV & Wifi - Free in-unit washer & dryer - long term stays welcome - Pet-friendly | Self check-in w/ keypad | Crib available on request

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

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!

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.

Luxurious Open-Concept Home with Roof Skyline View

Enjoy a luxurious stay at this centrally located home, just minutes from the airport, downtown, and Encore Casino. Featuring an open-concept design with high ceilings and stunning views of Everett’s city skyline, this home is perfect for both relaxation and adventure. • Prime Location: Close to key attractions and entertainment. • Modern Comforts: Rooftop deck, Spacious, stylish, and equipped with everything you need.