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Condo vacation rentals in Watertown

Find and book unique condos on Airbnb

Quick stats about condo rentals in Watertown

  • Total vacation rentals

    Explore 30 vacation rentals in Watertown

  • Nightly prices starting at

    Watertown vacation rentals start at $83 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,320 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Watertown vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Watertown rentals

  • 4.8 Average rating

    Watertown stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated condo rentals in Watertown

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

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Guest favourite
A well-lit bedroom contains a queen bed with white linens and two neatly folded towels placed at the foot. Two windows provide natural light, while a decorative chandelier hangs from the ceiling. A small lamp and a console table are positioned nearby.
Condo in Cambridge
4.86 out of 5 average rating, 1123 reviews

Private studio w/ parking by MIT/Harvard/BU/Fenway

Private room, private bath, private entrance! Off-street parking available. Charming, renovated Victorian style retreat, queen bed, white 650 thread count cotton linens, TV, A/C and free WIFI. Also includes your own fridge, Keurig & microwave. Next to MIT, Harvard, BU, Kendall Sq, Charles River, Boston, Fenway Park, Red & Green line, Flour Bakery, Whole Foods & Trader Joe's. This unit is safely located on the 2nd floor. Please let us know if you have mobility issues, as the staircase is narrow.

Top guest favourite
The private rooftop deck features a shaded seating area with sectional sofas adorned with cushions. Potted plants add greenery, while views of neighboring buildings and trees are visible in the background under a partially cloudy sky.
Condo in Roxbury
4.94 out of 5 average rating, 365 reviews

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.

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.
Condo in South Boston
4.94 out of 5 average rating, 333 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.

Top guest favourite
Condo in Winthrop
4.99 out of 5 average rating, 241 reviews

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.

Top guest favourite
A spacious bedroom features a metal bed frame with a colorful patterned coverlet and two soft pillows. Natural light filters through two large windows adorned with blinds. A wooden dresser adds additional storage, complementing the blue wall and vaulted ceiling.
Condo in Somerville
4.84 out of 5 average rating, 194 reviews

Full 1800 Sq Feet Condo Steps from Hip Davis Sq.

A clean, sunny, and spacious home with modern amenities. Located within a short walk of the T that gets you anywhere in Cambridge, Brookline, and Boston. 5-minute walk to Tufts University. **Updated 2/23/25** We started hosting when AirBnB first launched, and the pics are from a pro photographer AirBnB offered as a complementary incentive to bring more hosts onboard. The only things that have changed since then are that we had twins, and there is minor evidence of that throughout the house.

Top guest favourite
The exterior of a historic two-story building is shown, featuring blue siding and white trim. A tall tree stands at the front, providing shade, while a decorative fence encloses the property. Steps lead up to the entrance, enhancing the welcoming appeal of the home.
Condo in Winthrop
4.98 out of 5 average rating, 120 reviews

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).

Top guest favourite
The modern kitchen features sleek stainless steel appliances and a spacious island with seating. Natural light fills the area from multiple windows, highlighting the granite countertops. A dining table sits within the open layout, creating an inviting space for meals.
Condo in Medford
4.96 out of 5 average rating, 113 reviews

Modern, Spacious, Top Floor Condo in A++ Location!

Modern, sunny second floor space with chef's kitchen! Newly renovated with gleaming hardwood floors, ample free parking, in-suite laundry, seventy five inch 4K smart TV, dining area, two generous bedrooms (one has king bed), separate living room, and sun porch. All this located in an exceptional location just steps from the Wellington Station Orange Line MBTA (the T) / Station Landing, Starbucks, Encore Boston, Life Time Sports Club, Planet Fitness, Restaurants, CVS, Assembly Row, & morer

Superhost
A spacious bedroom features two neatly made beds, one larger and one smaller, adorned with white bedding. A bedside table holds a lamp, and a window with light curtains allows natural light to enter, complemented by warm LED ceiling lights.
Condo in Waltham
4.83 out of 5 average rating, 151 reviews

Lovely one bedroom apartment condo, with parking

The whole group will enjoy easy access to everything from this centrally located place. Entire unit. In the heart of Waltham Large and comfortable one bedroom apartment in quite condominium style place. Great location 5 minutes walk to train or bus to Boston, 6 minutes walk to Moody street where all the restaurants and attractions are currently open. Also 7 minutes drive from Brandeis university or Bentley College . We are located near everything you would need to do in Waltham. The

Guest favourite
A modern living area features a black leather sofa paired with decorative pillows. A white area rug lies beneath a coffee table, complemented by an accent chair with a geometric pattern. Natural light filters through the two windows, creating a bright and inviting space.
Condo in Cambridge
4.93 out of 5 average rating, 900 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

Guest favourite
Condo in Cambridge
4.85 out of 5 average rating, 331 reviews

Cambridge Base Steps to Porter Square

The perfect Cambridge base, tucked on a quiet residential street steps from shops, restaurants, and the Red Line subway at Porter Square. This bright 2-bedroom first floor apartment features everything to work or unwind between adventures. Reach Harvard Square in one T stop. Downtown Boston is about 20 minutes via Red Line or 10 minutes by car. One street-parking permit is included. Settle in, explore on foot, and enjoy the best of Cambridge just outside your door.

Guest favourite
Condo in Cambridge
4.98 out of 5 average rating, 188 reviews

Phil's Harvard Home - MIT Set

Right at the heart of Harvard University, we are seconds away from university facilities and key attractions, making it a perfect place to stay if you are interested in exploring Harvard. The apartment is part of a beautiful Victorian-style house with classic architectural charm and rich history. Your space is completely private with a bedroom, a bath, and a full kitchen. The interior apartment was recently updated and renovated in 2026.

Superhost
Condo in Somerville
4.9 out of 5 average rating, 269 reviews

Bright Modern Condo 10 mins to Boston with Parking

Our beautiful Somerville condo is less than 4 miles from the heart of Boston! With convenient access to public transportation and limited free parking, you can get around the city with ease. After a day of exploring Boston, retreat to the tranquility of Somerville and make dinner at home or enjoy the neighborhood restaurants. If you're visiting the nearby universities, it's only a mile from Tufts, 2.5 miles to Harvard and 3 miles to MIT.

Popular amenities for Watertown condo rentals

When is the best time to visit Watertown?

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