Condo vacation rentals in Boston Harbor

Boston Rooftop Retreat

A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions! *4th floor apartment -no lift.

Family · Value · Access

*NEW* 3 BR South End Duplex with A/C in the city!

Location, location, location! This 3-BED 1-BATH penthouse duplex in a classic Boston Brownstone has the best of both worlds: a QUIET RESIDENTIAL STREET great for relaxing after a long day but STEPS FROM amazing restaurants, cafes, & bars of the South End. Looking to explore? We are a short walk from shopping on Newbury Street, history of Beacon Hill & Back Bay, or a stroll through Boston Public Garden. Want to see more? Back Bay subway Station is just around the corner! See Boston like a local!

Value · Family · Parking

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.

Value · Location · Parking

Large 1+bed in historic Charlestown, Boston!

Large 1 BR condo. This is a brick 3 story home & the rental condo is on the 1st floor only. Brand new Posturepedic KING mattress on bed, work desk area, living room w/queen pull out sofa bed, fully equipped kitchen & private deck/courtyard. Washer/dryer. Convenient walk to cafes & restaurants, Whole Foods, MBTA, Freedom Trail, Bunker Hill Monument, USS Constitution. Courtyard is broken down Dec-March & NO smoking in house & NO smoking in courtyard. Not suitable for children under 6 years old.

Value · Family · Sleep quality

Truly Oceanfront! Spacious Family Petfriendly Home

Truly ocean-front! Don’t be fooled by Winthrop listings of side-street homes. This is an entire 1st floor unit with a private entrance. In an owner-hosted, classic triple-decker home with normal family/town sounds. Pro-cleaned and pet-friendly. Adjacent to Boston by car, ferry/transit. Family time with everything you need. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all.

Value · Location · Quiet

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

Family · Value · Long stay

The Day-Burrill-Wadsworth-La Voix House

The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. An historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two condos and renovated).

Location · Family · Long stay

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!

Location · Value · Backyard

Penthouse 2 Beds /2 Baths luxury in South Boston

Kick back and relax in this calm, stylish space. You won’t even feel like you are in the center of the city . Everything you need is within a walking distance , bars , coffee shops and many restaurants to choose from. Top floor unit, private balcony with 2 full bedrooms & 2 full bathrooms on opposite sides of the house makes traveling in groups much more comfortable. Brand new build 2023 , this is a hotel like stay professionally managed but with the comfort of a home away from home

Value · Family · Accuracy

Gorgeous Huge Duplex 3 baths sleeps 6 Parking

A new gorgeous two plus-bedrooms, three-bathroom, a den, duplex that sleeps six guests with HD TV in every room. We offer car parking in a parking lot at Sargents Wharf, two blocks away from the water (parking included is rare in Boston.) This lovely, spacious apartment is on a quiet, Italian-style street on the same block as Paul Revere's house near the Sacred Heart Church and Sun Court. It is a short walk to Faneuil Hall, Quincy Market, and the Freedom Trail, A rare find!

Value · Family · Getting around

South End 1800sqft 2BR Audiophile Paradise

Stylish, luxury South End brownstone perfect for work or play. 10 minutes to financial district, 12 minutes to Harvard, less than 10 minutes to Fenway, and walk to Boston Common. Quintessential Boston South End historical district home with TALL ceilings, fantastic natural light, direct view of Columbus Avenue, in the middle of everything South End has to offer Private street parking space almost surely available within 1 minute walk (must coordinate with host in advance)

Location · Family · Kitchen

Luxury apt w/ sauna & deck | by airport, downtown

Welcome to your private oasis just minutes away from Logan Airport AND Boston's bustling streets. Start your day with a walk along the water, then enjoy all that Boston has to offer right nearby. 1 min. walk to the waterfront 5 min. walk to Logan Airport 10 min. Uber (or 1 MBTA stop) to Downtown Boston PARKING IS DIFFICULT: - If you’re coming during the week, parking can be hard to navigate - If you MUST bring a car, do not arrive in the evening or you may not find a spot

Value · Location · Long stay