Find Vacation Rentals in Watertown, Middlesex County

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Popular Watertown Vacation Rentals

Find the perfect Watertown vacation rental

Apartment Watertown
from $105 per night
4 guests ∙ 1 bedroom

Apartment

5.0
Outstanding(6 ratings)
Watertown, Middlesex County, Massachusetts, United States
Vrbo
Details
House Watertown
from $79 per night
2 guests ∙ 2 bedrooms

House

Watertown, Middlesex County, Massachusetts, United States
Vrbo
Details
House Watertown
from $394 per night
House ∙ 12 guests ∙ 7 bedrooms

205 m² House

4.9
Outstanding(147 ratings)
Watertown, Middlesex County, Massachusetts, United States
Vrbo
Details
Apartment Watertown
from $177 per night
2 guests ∙ 1 bedroom

Apartment

4.4
Very good(43 ratings)
Watertown, Middlesex County, Massachusetts, United States
Vrbo
Details
House Watertown
from $193 per night
12 guests ∙ 4 bedrooms

House

5.0
Outstanding(2 ratings)
Watertown, Middlesex County, Massachusetts, United States
Vrbo
Details
Apartment Watertown
from $137 per night
Apartment ∙ 4 guests ∙ 1 bedroom

31 m² Apartment

4.7
Excellent(123 ratings)
Watertown, Middlesex County, Massachusetts, United States
Vrbo
Details
Apartment Watertown
from $587 per night
10 guests ∙ 5 bedrooms

Apartment

4.9
Outstanding(45 ratings)
Watertown, Middlesex County, Massachusetts, United States
Vrbo
Details
Condo Watertown
from $360 per night
5 guests ∙ 3 bedrooms

Condo

5.0
Outstanding(37 ratings)
Watertown, Middlesex County, Massachusetts, United States
Vrbo
Details
Apartment Watertown
from $119 per night
5 guests ∙ 2 bedrooms

Apartment

4.9
Outstanding(20 ratings)
Watertown, Middlesex County, Massachusetts, United States
Vrbo
Details
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Recommended Rentals With Pools

Apartment  Watertown
from $269 per night
Apartment ∙ 4 guests ∙ 1 bedroom

65 m² Apartment

4.0
Very good(14 ratings)
Watertown, Middlesex County, Massachusetts, United States
Pool
Vrbo
Details
Apartment  Watertown
from $122 per night
Apartment ∙ 4 guests ∙ 1 bedroom

56 m² Apartment

Watertown, Middlesex County, Massachusetts, United States
Pool
Vrbo
Details
Apartment  Watertown
from $203 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

186 m² Apartment

5.0
Outstanding(11 ratings)
Watertown, Middlesex County, Massachusetts, United States
Pool
Vrbo
Details
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Pet-Friendly Homes and Apartments

House  Watertown
from $843 per night
10 guests ∙ 5 bedrooms

House

4.9
Outstanding(80 ratings)
Watertown, Middlesex County, Massachusetts, United States
Pet-friendly
Vrbo
Details
House  Watertown
from $534 per night
House ∙ 10 guests ∙ 4 bedrooms

167 m² House

4.5
Excellent(8 ratings)
Watertown, Middlesex County, Massachusetts, United States
Pet-friendly
Vrbo
Details
Condo  Watertown
from $177 per night
5 guests ∙ 2 bedrooms

Condo

Watertown, Middlesex County, Massachusetts, United States
Pet-friendly
Vrbo
Details
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Vacation rentals with a balcony

House  Watertown
from $227 per night
House ∙ 6 guests ∙ 4 bedrooms

130 m² House

4.0
Very good(14 ratings)
Watertown, Middlesex County, Massachusetts, United States
Balcony
Vrbo
Details
Apartment  Watertown
from $327 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

94 m² Apartment

Watertown, Middlesex County, Massachusetts, United States
Balcony
Vrbo
Details
House  Watertown
from $788 per night
14 guests ∙ 6 bedrooms

House

4.5
Excellent(6 ratings)
Watertown, Middlesex County, Massachusetts, United States
Balcony
Vrbo
Details
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Frequently Asked Questions

How much does it cost to book a vacation rental in Watertown?

Accommodation in Watertown cost from $75 per night.

Can I book a vacation rental in Watertown?

You can find and compare 1,187 offers in Watertown and book an ideal place for your next getaway.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Watertown Information

About Watertown

Watertown is a city in the Greater Boston area of Massachusetts, just over 5 miles outside of the big city itself. Though it’s close to a major urban center, Watertown retains its more small community feel, making it a wonderful place to visit and experience the charms of New England.

Things to do in Watertown

Watertown is primarily a residential community rather than a tourist destination, so it’s attractions are limited. It does have two museums, however. The Armenian Library and Museum of America is stationed in the city, which is home to one of the largest Armenian populations in the country. There is also The Plumbing Museum, which is exactly what it sounds like. You can see performances at one of the city’s two theaters: Arsenal Center for the Arts and the New Repertory Theatre. And, if you’re feeling energetic, venture to the Central Rock Gym to do some climbing or to Launch Trampoline Park. Because you’re close, you should also take the 20 minute drive over to Boston and explore the main tourist attractions of that city, including walking the three-mile Freedom Trail to see the city’s historic monuments, visiting the neighborhood of Beacon Hill, and taking in a game at Fenway Park.

Day trips from Watertown

Boston is so close that it hardly counts as a day trip, so if you want to get out and about venture a bit farther. If it’s summer, head to the Cape and spend a day at the beach, or visit the little town of Rockport on Cape Ann and spend a day strolling the charming shops and cafes. If you’re not going somewhere to appreciate the weather, check out historical sites such as Salem, which is perhaps most famous for the witch trials that took place in colonial days, but it packed with other interesting sites as well. History lovers can also visit nearby spots such as Plymouth, where the Pilgrims are famous for settling after journeying from England, and Concord, where literary figures such as Ralph Waldo Emerson and Bronson Alcott made their home.

Watertown accommodations

There are six different neighborhoods in Watertown: Bemis, Brigham Historic District, Watertown Square, Coolidge Square, East Watertown, and West End. The Coolidge Square neighborhood, in East Watertown, is a beautiful residential area centered around the Coolidge Square itself, which has multiple Middle Eastern markets, three parks and the Arts Center. The Brigham Historic District has homes built in the late 19th or early 20th century. Watertown Square is the city center, which is desirable because it is highly walkable. And, if you’re looking for less expensive rentals, check the West End.

Transportation in Watertown

Watertown is served by the Massachusetts Bay Transportation Authority (MBTA), which serves the Greater Boston Area. Bus lines 71 and 73 take visitors to Harvard Square, and the 502 and 504 go to Boston from Watertown Yard. Bus fares are $2 on board for a local ride. Once you get to Boston, the MBTA also has subway lines.

Vacation Rentals in Watertown

Looking for the perfect vacation rental for your Watertown getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Watertown offers 31 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 29 properties with high-speed WiFi Internet, 2 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Watertown has 31 gorgeous homes with 10 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 5 vacation rental sites in Watertown where the top providers in that area are HomeAway, TripAdvisor, and HRS Holidays. There are 17 HomeAway rentals, 4 TripAdvisor short term rentals and 4 HRS Holidays vacation rentals.

About Watertown

Watertown is a city in the Greater Boston area of Massachusetts, just over 5 miles outside of the big city itself. Though it’s close to a major urban center, Watertown retains its more small community feel, making it a wonderful place to visit and experience the charms of New England.

Things to do in Watertown

Watertown is primarily a residential community rather than a tourist destination, so it’s attractions are limited. It does have two museums, however. The Armenian Library and Museum of America is stationed in the city, which is home to one of the largest Armenian populations in the country. There is also The Plumbing Museum, which is exactly what it sounds like. You can see performances at one of the city’s two theaters: Arsenal Center for the Arts and the New Repertory Theatre. And, if you’re feeling energetic, venture to the Central Rock Gym to do some climbing or to Launch Trampoline Park. Because you’re close, you should also take the 20 minute drive over to Boston and explore the main tourist attractions of that city, including walking the three-mile Freedom Trail to see the city’s historic monuments, visiting the neighborhood of Beacon Hill, and taking in a game at Fenway Park.

Day trips from Watertown

Boston is so close that it hardly counts as a day trip, so if you want to get out and about venture a bit farther. If it’s summer, head to the Cape and spend a day at the beach, or visit the little town of Rockport on Cape Ann and spend a day strolling the charming shops and cafes. If you’re not going somewhere to appreciate the weather, check out historical sites such as Salem, which is perhaps most famous for the witch trials that took place in colonial days, but it packed with other interesting sites as well. History lovers can also visit nearby spots such as Plymouth, where the Pilgrims are famous for settling after journeying from England, and Concord, where literary figures such as Ralph Waldo Emerson and Bronson Alcott made their home.

Watertown accommodations

There are six different neighborhoods in Watertown: Bemis, Brigham Historic District, Watertown Square, Coolidge Square, East Watertown, and West End. The Coolidge Square neighborhood, in East Watertown, is a beautiful residential area centered around the Coolidge Square itself, which has multiple Middle Eastern markets, three parks and the Arts Center. The Brigham Historic District has homes built in the late 19th or early 20th century. Watertown Square is the city center, which is desirable because it is highly walkable. And, if you’re looking for less expensive rentals, check the West End.

Transportation in Watertown

Watertown is served by the Massachusetts Bay Transportation Authority (MBTA), which serves the Greater Boston Area. Bus lines 71 and 73 take visitors to Harvard Square, and the 502 and 504 go to Boston from Watertown Yard. Bus fares are $2 on board for a local ride. Once you get to Boston, the MBTA also has subway lines.

Popular Day Trips Near Watertown

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