Condo vacation rentals in Boston

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Top-rated condo rentals in Boston

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Guest favorite

Condo in North End

4.93 out of 5 average rating, 108 reviews

Harbor views. Modern north end condo.FREE PARKING!

Modern 3 bedroom North End Waterfront condo with direct views of Boston Harbor.PARKING INCLUDED...rare find in Boston!Watch the ships pass by out of our large 3 living room windows as you enjoy your morning coffee.Contemporary meets old world in this bright, spacious apartment with open concept kitchen and living room with high ceilings & exposed brick throughout.The condo is in a very typical, old school 2 story stair walk up Brick building and the unit has been renovated. 1 block from Hanover

Guest favorite

Condo in Marblehead

4.96 out of 5 average rating, 120 reviews

Luxury 2 Bed, 2 Bath, Plus Loft, Modern Condo

#Clean and modern, two bedroom, two bath, plus loft, 1,200 sq ft luxury condo in Downtown Marblehead. Sleeps 8. Convenient and centrally located, yet tucked away in a quiet courtyard. Short walk to Old Town, the Harbor, and Mid-town shops & restaurants. Fully equipped chef’s kitchen. New bathrooms with a tankless water heater for endless hot water. 55" HD 4K TV, FIOS & WiFi. Washer & dryer in unit. Large deck and private patio with gas grill. 3 car off street parking. 50 Amp J1772 EV charger.

Guest favorite

Condo in Gloucester

4.95 out of 5 average rating, 137 reviews

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN

Looking for the perfect Gloucester retreat for your group or family? Look no further than this spacious and inviting 2-bedroom unit, ideal for families and groups seeking comfort, style, and ample room to relax. Step inside and be greeted by a bright and spacious living area, perfect for gathering together after a day of exploring all that Gloucester has to offer. With its comfortable furnishings and modern amenities, this unit is designed to provide you with the ultimate vacation experience.

Guest favorite

Condo in Winthrop

4.99 out of 5 average rating, 162 reviews

Truly Sea-Facing! Boston Gathering Place: ChezGrey

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.

Guest favorite

Condo in Marblehead

4.99 out of 5 average rating, 171 reviews

Harbor Hideaway

A uniquely detailed single-floor unit in a 2 unit house featuring a large kitchen/dining room, living room, and a private cozy veranda. Queen Bedroom & additional sleeping for 2 with a deluxe air mattress. This space is perfect for couples, families with young children, or a single person. Only one dog allowed no cats. This unit is on the lower floor of a two-family house occasionally you can hear steps from the upstairs. PLEASE note parking on site is very tight small cars compact SUVs only.

Guest favorite

Condo in Roslindale

4.92 out of 5 average rating, 217 reviews

Spacious 5BR Condo w/parking near METRO

Beautiful two floor 5 bedroom condo in a quiet, residential neighborhood of Boston. Two blocks from the trains (T & Amtrak), easy access to Boston's many colleges and universities. Walking distance to cafes and parks. The home is located in the Forest Hills neighborhood of Jamaica Plain (Boston). 15-minutes to Backbay and 20-minutes away from Downtown via the T (trains). Parking available for two mid-sized cars (Driveway parking in tandem). No bigger than a Toyota RAV4, for reference.

Guest favorite

Condo in East Boston

4.95 out of 5 average rating, 219 reviews

CITY APARTMENT NEAR AIRPORT

🏙️ City Apartment Near Airport Station - New Listing! 🏙️ Experience luxury living in this private one-bedroom apartment, ideally situated just one block from the Airport Station. Enjoy easy access to Boston's vibrant attractions, including: Public Library: Just three blocks away, perfect for a quiet afternoon. Bremen's Park: A beautiful green space for relaxation and outdoor activities. Shopping Centers & Trendy Restaurants: Explore a variety of dining and shopping options nearby.

Superhost

Condo in Downtown Boston

4.89 out of 5 average rating, 119 reviews

North End/TD Garden Condo w/Rooftop Deck

Your own condo in the heart of Boston’s historic North End. Walk to Quincy Market, the Aquarium, the Greenway, TD Garden, Harborwalk and more. Steps away from dozens of eateries, the Old North Church and the Freedom Trail. Private rooftop deck, full kitchen and bath, sleeps three, basic cable and wireless. There are no doors but there are different areas of this space, two rooms separated by a galley kitchen. Fourth floor walk up and well worth the climb.

Guest favorite

Condo in Gloucester

4.96 out of 5 average rating, 100 reviews

Luxurious beach house w/ harbor views & near beach

There isn't a better location on Cape Ann! Rocky Neck is the oldest art colony in the US. This luxurious 1br boasts ocean views & was updated w/ designer & custom features. Not only can you walk to the beach, there are amazing restaurants across the street and a wine & cheese bar featuring local art you can peruse while having a cocktail. Come and enjoy sunsets from the deck and everything else Gloucester has to offer!

Superhost

Condo in East Boston

4.88 out of 5 average rating, 120 reviews

Luxury Condo in Boston w/ backyard & parking

2 bedroom 1 bath condo with 1 parking spot, backyard, private outdoor deck and 2 private entrances. Located in East Boston, this condo is a 5 minute drive away from the airport and a 5 minute walk from Constitution Beach. This upscale suburb is a 10 minute drive from downtown Boston and a 10 minute walk from the T (Boston Subway). Located in a residential neighborhood, home to renown Italian and Latin restaurants.

Superhost

Condo in Downtown Boston

4.88 out of 5 average rating, 103 reviews

Condo in downtown Boston

Quintessential Boston Brownstone. Private patio, 2 bedroom, 1.5 bath. Welcome to Bay Village! The most central location in Boston with a safe, residential feel. This condo is perfectly well kept, newly furnished, & comfortable with Central Air. We have a desk set-up for WFH, and kitchenware to cook a fabulous meal. Take a few steps out of the condo and enjoy all the Boston has to offer! STR544848

Guest favorite

Condo in South Boston

4.86 out of 5 average rating, 111 reviews

GREAT LOCATION! Modern 2 BD and 2 BA w/Parking!

My property is an ideal location, in the South Boston neighborhood, and easily accessible by public transportation. It is only a 10 minute car ride to/from Logan Airport. Only a 10 minute walk to the Convention Center if you are coming to Boston for a conference or convention!! Short walk to Downtown/Financial District, Seaport District, neighborhood restaurants and area amenities.