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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

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.

4.86 out of 5 average rating, 1122 reviews
Guest favourite
The open-plan living area features large floor-to-ceiling windows filling the space with natural light. A combination of a leather sofa and a cozy white couch is accompanied by a glass coffee table. A sleek dining table is positioned beside the modern kitchen, showcasing granite countertops.
Condo in Back Bay

Spacious, Sun~filled Brownstone in Heart of Boston

Welcome to your elegant, luxury condo quality 3 bed 3 bath in the HEART of Boston: 5-10 min walk to Boylston, Copley, Boston Commons, Newbury, Prudential, Back Bay, South End & etc! This expansive, sun-drenched duplex offers a tranquil residential vibe in the center of Boston. Admire the dreamy, modern decor of the open-plan living space & peaceful surroundings. Perfect for weekend getaway, business trip, staycation, work-from-home, or relaxing home base while exploring all Boston has to offer.

4.95 out of 5 average rating, 137 reviews
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

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. A historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two apartments and renovated).

4.98 out of 5 average rating, 120 reviews
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

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.

4.94 out of 5 average rating, 365 reviews
Top guest favourite
Condo in Winthrop

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.

4.99 out of 5 average rating, 241 reviews
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

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.

4.84 out of 5 average rating, 194 reviews
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

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

4.96 out of 5 average rating, 113 reviews
Top guest favourite
A well-lit bedroom featuring a spacious bed with blue accent pillows. The room is complemented by nightstands with lamps on either side. A closet is visible, along with a cozy seating area. Soft gray walls and blue curtains create a calming atmosphere.
Condo in Brighton

Entire Apt near Bos Univ/Bos College Free Parking

Self Check-in apartment off Comm Ave with 1 Free parking (savings $25-$45/day) 1 minute walk to The T (Green Line B train) Griggs Street Station 5 Stops to Boston Univ 5 minutes walk to Bus Stop 57 & 66 6 Stops to Boston College 8 Stops to Fenway Park 13 Stops Downtown Walking Distance to Many great Allston/Brighton & Brookline Restaurants Whole Foods Star Market Asian Supermarket Boston Medical Center (Brighton) Starbucks located down the street Longwood Medical 10 mins away (2 miles)

4.96 out of 5 average rating, 218 reviews
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

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

4.83 out of 5 average rating, 150 reviews
Top 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

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.

4.93 out of 5 average rating, 900 reviews
Guest favourite
Condo in Cambridge

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.

4.85 out of 5 average rating, 330 reviews
Guest favourite
Condo in Cambridge

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.

4.98 out of 5 average rating, 187 reviews

Popular amenities for Watertown condo rentals

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