
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.

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, 1121 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. 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
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
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
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, 112 reviews
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
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
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.
4.93 out of 5 average rating, 254 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.
4.93 out of 5 average rating, 900 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.
4.85 out of 5 average rating, 330 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.
4.98 out of 5 average rating, 187 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.
4.9 out of 5 average rating, 268 reviewsPopular amenities for Watertown condo rentals
Weekly condo rentals

Perfectly Renovated Home w/ Private Outdoor Oasis
4.97 out of 5 average rating, 147 reviews
Full 1800 Sq Feet Condo Steps from Hip Davis Sq.
4.84 out of 5 average rating, 194 reviews
The Raven!
4.96 out of 5 average rating, 120 reviews
Modern Luxury | Free Parking, Near T | Home Cinema
4.95 out of 5 average rating, 156 reviews
Beautiful, spacious South Boston Condo, Near T
4.94 out of 5 average rating, 332 reviews
Peaceful Chelsea Street |Top Floor Apt| Roof Deck|
4.82 out of 5 average rating, 119 reviews
Boston 2Bd Kg&Qn - Harvard MIT Subway w/parking -2
4.92 out of 5 average rating, 265 reviews
2 Bedroom by Longwood Medical Hospitals
4.98 out of 5 average rating, 127 reviewsPet-friendly condo rentals

Family Home + Near Downtown + Cool Backyard!
4.94 out of 5 average rating, 257 reviews
Spacious, cozy home near Boston!
4.82 out of 5 average rating, 263 reviews
Penthouse 2 Beds /2 Baths luxury in South Boston
4.89 out of 5 average rating, 148 reviews
Condo in downtown Boston
4.88 out of 5 average rating, 171 reviews
Boston Townhouse - 3BR/2.5BA - Seaport BCEC
4.95 out of 5 average rating, 133 reviews
Ocean View Coastal Retreat | Walk to Beach | Salem
4.94 out of 5 average rating, 106 reviews
Next to Boston & Beach, King Beds, Free Parking+EV
4.95 out of 5 average rating, 296 reviews
Luxury apt w/ sauna & deck | by airport, downtown
4.94 out of 5 average rating, 221 reviewsCondo rentals with a pool

Back Bay Hub for Red Sox & Campus Move-In
5.0 out of 5 average rating, 3 reviews
Private Room in Boston Apartment
4.8 out of 5 average rating, 5 reviews
Modern condominium just miles north of Boston.
5.0 out of 5 average rating, 4 reviews
Room 2 in Spacious Modern Apartment in Boston
3.67 out of 5 average rating, 3 reviewsWhen is the best time to visit Watertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 CAD | $152 CAD | $184 CAD | $197 CAD | $245 CAD | $290 CAD | $229 CAD | $248 CAD | $219 CAD | $230 CAD | $183 CAD | $180 CAD |
| Avg. temp | -2 °C | -1 °C | 3 °C | 9 °C | 15 °C | 20 °C | 23 °C | 22 °C | 18 °C | 11 °C | 6 °C | 1 °C |
Destinations to explore
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- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Boston College
- Canobie Lake Park
- Northeastern University
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Tufts University
- Crane Beach
- Harvard Square
- Quincy Market
- Saquish Beach
- Jenness Beach





