Holiday rentals in Boston Harbor

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Top-rated holiday rentals in Boston Harbor

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

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Top guest favourite
Private room in Boston
4.98 out of 5 average rating, 1,012 reviews

◇Cape Cod Suite, with Private Bath ◇

PLEASE give an Introduction & STATE NATURE of Your Stay with us, this will give as HomeOwners, Hosts, Confidence, Assurance of Your Booking, Stay! 1880's Victorian Townhome in Dorchester, two blocks from the Redline. Private Bath! With Breakfast! Eclectic decor, make your self at home amongst innumerable paintings and up-cycled 'stuff'... Great kitchen. Private en-suite bathroom with shower. There is Free On-street parking in front of/close proximity of our house! NO Filming In/Outside House

Top guest favourite
Private room in Boston
4.88 out of 5 average rating, 880 reviews

Shelly's Bunk Room

A warm welcome in a cozy apartment in a historic Boston home -- hosts live downstairs. Common space shared with other guests. PERFECT for A PRE-FLIGHT OVERNITE, A LATE NIGHT ARRIVAL, or safe BASE to explore ALL Boston offers! NOOOO CLEANING FEE! 100 yards to Subway! 7 mins. to/from Logan airport, 10 mins. to downtown-- PERFECT SPOT for an AIRPORT STOP-OVER! FULL USE kitchen! Sorry, no children under 7 yrs Free and Safe on-street PARKING! $20 charge for 2nd guest AIRPORT TRANSPORT for small fee

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, 548 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

Top guest favourite
An inviting living area features a navy blue sofa adorned with two patterned cushions, complemented by a round coffee table. Nearby, a dining set is visible beside a kitchen with stainless steel appliances, wood cabinetry, and ample counter space, illuminated by natural light from a window.
Flat in Boston
4.99 out of 5 average rating, 105 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
An open living and dining area is highlighted by a wooden dining table set with decorative plates. The space features grey upholstered chairs and a cozy seating arrangement with light-toned furniture. A circular chandelier hangs above, while exposed brick accents add texture to the room.
Flat in Boston
4.96 out of 5 average rating, 135 reviews

🎖The Ashmont Suite | Close to Subway + Downtown🎖

This high end & unique 3 bed / 2 bath unit is brand spanking 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 are two great restaurants nearby - Molinari’s and Tavolo, as well as a local coffee shop & a Dunkin just across the T Station.

Superhost
A modern living space features a plush gray sofa complemented by a sleek coffee table. A large flat-screen television is mounted on the wall opposite the sofa. Natural light filters in through wide windows, illuminating contemporary wooden wall art and a decorative potted plant.
Flat in Boston
4.82 out of 5 average rating, 39 reviews

The Nightingale-Perfect for Monthly Stays

Experience Boston in this elegant Boston studio with skyline views! Just a 5 min walk from the T and close to BC/Harvard, you can engage with all of Boston and tastefully long term. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed ->Game rooms all across the property Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

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, 985 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 living space features exposed brick walls complemented by warm wooden accents. A spacious sectional sofa is arranged around a circular coffee table, adorned with a vase of flowers. Nearby, framed artwork is displayed on the wall, adding character to the room.
Flat in Boston
4.94 out of 5 average rating, 161 reviews

Quiet brownstone close to city

Welcome! Our cozy 2 bedroom (king+queen beds) haven offers the best: quiet yet close to everything. Piers Park's stunning water & city views are a 2-min walk. 4-min Uber to the airport, 3-min walk to subway (2 stops from downtown), and ferry to Aquarium/North/Seaport. Nearby, find affordable groceries, 4.5+ star dining, and a yoga studio next door. Recently renovated in New England brownstone style. Parking available 3 mins away for an additional fee. Join us for an amazing stay!

Top guest favourite
Private room in Boston
4.95 out of 5 average rating, 117 reviews

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

Top guest favourite
Private room in Boston
4.96 out of 5 average rating, 453 reviews

219 on the Ocean with Private Bath

An old Boston home in Savin Hill. My place is close to The T, overlooks Malibu and Savin Hill Beaches, easy to get here from the airport, and easy to get downtown. We are close to restaurants, the JFK Museum, and the Harbor-walk. You’ll love my place because of the quiet and beauty. You will have your solitude and privacy. My place is good for solo adventurers, business travelers, medical people. All walks of life welcomed here. Registered with the City of Boston #STR383505

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, 222 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

Top guest favourite
A spacious living area is furnished with a dark sofa, a decorative wall art piece, and a round coffee table. Bar stools are positioned near the kitchen, which is visible in the background. Natural light enters through windows covered by green curtains.
Flat in Boston
4.93 out of 5 average rating, 423 reviews

Apartment 1BR mins from JFK/UMASS free parking

Airbnb Superhost offering meticulous and spacious 1 bedroom 1 bath, queen bed plus sleep sofa and airbed (please request it when booking). Free street parking or in the driveway, free laundry, full kitchen, hardwood and tile floors. Wireless internet, smart TV. 10 min walk to Red Line JFK/UMass station and Savin Hill station. Free parking on the street or in our driveway. Well kept front yard and back yard with porch, chairs and table.

Popular amenities for Boston Harbor holiday rentals

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