Holiday rentals in Columbia Point, Boston

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Top-rated holiday rentals in Columbia Point, Boston

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Guest favourite
An inviting entryway is adorned with a decorative mirror and a houseplant next to a console table. The living area is visible in the background, featuring a comfortable black sofa, a patterned area rug, and a mounted television on the wall.
Home in Dorchester
4.91 out of 5 average rating, 174 reviews

New Spacious Home in Boston

Welcome to our spacious urban retreat in the heart of Boston. This well maintained 4 bedroom unit is conveniently located near many city attractions. Enjoy quiet patio, backyard and free coffee bar. Great for a quick getaway or special gathering. 5 min walk to access bus and train 10 min drive to UMass Boston and JFK Library 20 min drive to Fenway Park and TD garden sports 10 min drive to the famous Franklin Park Zoo/Golf Course 20 min drive to Historical Downtown Boston and Prudential Shopping

Guest favourite
An outdoor living area is showcased, featuring comfortable seating and a central table. Warm string lights illuminate the space, while an umbrella provides shade over part of the seating. A patterned rug anchors the furniture arrangement against a backdrop of greenery.
Flat in Dorchester
4.96 out of 5 average rating, 185 reviews

🎖The Ashmont Suite | Close to Subway + Downtown🎖

This high end & unique 3 bed / 2 bath unit is brand new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont T station.

Top guest favourite
Flat in South Boston
4.99 out of 5 average rating, 140 reviews

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!

Top guest favourite
The living area includes a spacious wooden coffee table positioned between two comfortable armchairs and a sofa. A partially visible dining area is in the background, with wooden chairs surrounding a table. Natural light enters through the window, enhancing the warm wood tones throughout.
Apartment in South Boston
4.94 out of 5 average rating, 335 reviews

Beautiful, spacious South Boston Condo, Near T

This beautiful townhouse is a 3 min walk to the Andrew Square (subway) station that can take you to anywhere you want in Boston or the surrounding area. Museums, colleges, Fenway Park, TD Garden, the Common, Harvard Square, Faneuil Hall, Cape Cod, Salem, the Convention Center, Boston Harbor and cruise ship terminals are many of the places you can visit. We are also a 15 min walk to the local beaches. Although the place can sleep 6, we only allow 4 guests unless arrangements are made with host.

Guest favourite
A spacious living room is showcased with large windows offering natural light. Comfortable seating includes a light green sectional sofa and a white couch. A wooden coffee table sits atop a colorful area rug. A flat-screen television is mounted on the wall, providing entertainment options.
Apartment in Dorchester
4.96 out of 5 average rating, 166 reviews

1st floor, free parking off street, 3 min to train

1BR private first floor condo that has it all. Suitable for families, vacationing, and remote work. *Please note we live on the 2nd Floor (separate entrance) - FREE PARKING off-street driveway for 1 vehicle - PUBLIC TRANSIT 2 short blocks from Red Line, downtown in 15 min - SMART HOME High Speed dedicated Wi-Fi, smart speakers and lighting - WALKERS PARADISE Walk score 91 , many bars & restaurants & conveniences - PARKS Savin Hill & Beach within 10 min walk, near Carson Beach & Harbor walk

Flat in South Boston
4.78 out of 5 average rating, 9 reviews

Nana's House

Your family will be close to everything when you stay at this centrally-located home. 2 mins away from the beach and a few doors away from a bus to bring you to downtown Boston/Seaport, freedom trail, museums, shopping and entertainment. You will be surrounded by the history and beauty of a family friendly neighborhood. Just a 5 min. walk to Broadway with shops, restaurants and bars for almost 2 miles. Spacious shared backyard. Family lives on premises in other unit if you need anything.

Top guest favourite
A spacious living room features comfortable seating arranged around a central coffee table. A large television is mounted on a wooden cabinet, surrounded by shelves filled with books. Natural light filters through multiple windows, enhancing the bright and airy feel of the room.
Home in Roxbury
4.98 out of 5 average rating, 59 reviews

5-story Luxury Boston Brownstone

Bring lots of friends, or family, together to enjoy Boston in a home spread across 5 stories. This is an 1870s 6-bedroom single-family townhouse renovated in 2025. The basement boasts a pool table and a walkout patio, the entry level has a large kitchen with seating at the island, peninsula, and a 12-person dining table. The 2nd floor has a hangout-inspired living room with puzzles and games, a bedroom, and full bath. The 3rd and 4th floors both have bedrooms and full baths.

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 South Boston
4.96 out of 5 average rating, 274 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

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
4.86 out of 5 average rating, 211 reviews

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.

Guest favourite
The entrance features a dark, ornate door with a glass panel adorned with decorative designs. Surrounding the door, the exterior is painted in warm orange tones, complemented by white trim and a transom window above. Mailboxes are positioned nearby for easy access.
Flat in Dorchester
4.94 out of 5 average rating, 32 reviews

Boston - Great Location-Apt 2nd floor - 8 people

Great Boston location, just a 5-minute walk to the JFK/UMass subway Red Line stop; 10 minute train to downtown Boston. Located in one of Boston’s fastest trendiest neighborhoods. Property has significant appeal from its unique characteristics with private driveway parking . The neighborhood has many local attractions, full of trendy restaurants/entertainment options. Other units in same building available for more people.

Superhost
Home in Boston
4.94 out of 5 average rating, 50 reviews

Home in Boston/Milton

This newly renovated property boasts an open floor plan, offering a modern design with brand-new appliances. Located in a peaceful neighborhood, it provides the perfect balance of tranquil living and convenient access to all that Boston has to offer. Just minutes from Downtown Boston, Blue Hills Reservation, Milton Academy, and local beaches, it's an ideal spot for both relaxation and adventure.

Guest favourite
Flat in Dorchester
4.91 out of 5 average rating, 11 reviews

Brand New Luxury Retreat w/ Pool & Fitness Center

Experience modern South Boston living in this bright 2BR/1BA apartment! Enjoy a fully equipped kitchen with stainless steel appliances, in-unit washer/dryer, and spacious living areas with oversized windows. Relax by the seasonal pool, work out in the 24/7 fitness center, or unwind in the lush courtyard with grilling stations. Just minutes from Carson Beach, Downtown Boston, and the Red Line.

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