Watertown holiday lettings

We found 1,903 holiday rentals — enter your dates for availability

Discover a selection of 10 homes, 15 apartments and other holiday rentals in Watertown that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and a pool. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Watertown

Showing deals for:19 Dec - 26 Dec
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Watertown

Find out more about Watertown

The scenic area of Watertown awaits your stay

The riverfront and surrounding scenery provide a peaceful ambience to your holiday home in Watertown. This scenic city is known for its restaurants, shopping and bird watching. Fenway Park and TD Garden are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Watertown

Are you looking for attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Watertown a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • New England Aquarium (6.8 mi / 11 km)
  • Encore Boston Harbor (6 mi / 9.7 km)
  • Boston Marathon Finish Line (5.5 mi / 8.9 km)
  • Samuel Adams Brewery (5.7 mi / 9.1 km)
  • Franklin Park Zoo (6.6 mi / 10.6 km)
  • Harpoon Brewery (7.7 mi / 12.4 km)

Exploring the natural features in Watertown

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Watertown. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (6.1 mi / 9.8 km)
  • Copley Square (5.6 mi / 9.1 km)
  • Chestnut Hill Reservoir (2.8 mi / 4.5 km)
  • Back Bay Fens (4.9 mi / 7.9 km)
  • Commonwealth Avenue Mall (5.1 mi / 8.2 km)
  • Charles River Esplanade (5.6 mi / 9.1 km)

How to get to and around Watertown

The nearest airport is in Boston, MA (BNH-Boston Harbor Seaplane Base), located 7.9 mi (12.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is 8.3 mi (13.4 km) away.

Frequently asked questions

What is the best area to stay in Watertown when booking a holiday rental?
When considering a holiday rental in Watertown, Massachusetts, a popular area to stay is the vibrant Coolidge Square. This neighbourhood is not only charming but also conveniently located, making it an ideal base for exploring the surrounding region. Coolidge Square features a delightful mix of local shops, cafes, and restaurants, creating a lively atmosphere for visitors.

One of the top attractions nearby is the Watertown Arsenal, a historic site that has transformed into a cultural hub, offering museums and art galleries. Additionally, the Charles River Reservation is just a short distance away, providing beautiful walking and biking paths along the river, great for those who enjoy the outdoors.

Another excellent area to consider is the West Watertown neighbourhood, which boasts a more residential feel while still being close to various amenities. This area offers a number of holiday rental properties, appealing to those looking for a peaceful retreat. West Watertown is home to the picturesque Mount Auburn Cemetery, renowned for its stunning landscapes and rich history, as well as the Watertown Mall for shopping and dining options.
How much does it cost to rent a holiday home in Watertown?
Prices for holiday rentals in Watertown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Watertown to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Watertown holiday house rentals?
You can find great discounts on house rentals in Watertown on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Watertown?
In Watertown, apartments are the most prevalent type of holiday rental, with around 13 available in various neighbourhoods. These apartments typically feature fully equipped kitchens, comfortable living areas, and convenient access to local amenities. Additionally, there are several holiday houses and condos scattered throughout the area, providing more spacious options for families or larger groups. These properties often include multiple bedrooms and outdoor spaces, making them ideal for relaxing after a day of exploring nearby attractions such as the Charles River or the vibrant shops and restaurants in Watertown.
Are there any family house rentals in Watertown?
In Watertown, Massachusetts, there are several family-friendly house rentals available, making it a great choice for those travelling with children. The neighbourhoods here often feature spacious homes that come equipped with essential amenities such as full kitchens, comfortable living areas, and outdoor spaces for family activities.
Can I rent a holiday home with a pool or hot tub in Watertown?
In Watertown, Massachusetts, there are several holiday homes available for rent that feature pools or hot tubs. This suburban area, located just a short drive from Boston, offers a mix of residential charm and convenient access to urban attractions. Many properties in the region come equipped with private pools, hot tubs, and spacious outdoor areas, superb for relaxation after a day of exploring. Travellers can also expect amenities such as fully equipped kitchens, comfortable living spaces, and sometimes even game rooms or home theatres, making these rentals ideal for families or groups looking to unwind.
Can I find long-stay holiday rentals in Watertown?
A long-stay holiday rental in Watertown is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Watertown?
In Watertown, Massachusetts, there are several pet-friendly house rentals available, with around eleven options for travellers seeking accommodation that welcomes pets. Many of these homes feature modern amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like private backyards or patios, great for enjoying time with your furry friends.
Are there any remote work holiday rentals in Watertown?
In Watertown, Massachusetts, there are a number of remote work-friendly holiday rentals available, with around 15 options to choose from. These properties are well-suited for those looking to blend work and leisure, offering amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable desks with chairs, making it easy to stay productive during your stay. Many rentals also feature modern comforts like fully equipped kitchens and spacious living areas, allowing for a pleasant work-life balance. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Watertown holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Watertown with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Watertown?
In Watertown, popular holiday rental amenities include free Wi-Fi, fully equipped kitchens, and cookware, dishware, and utensils. Many rentals also feature microwaves, allowing guests to prepare meals with ease. These amenities cater to travellers looking for a comfortable and convenient stay, whether they are visiting for leisure or business.
When is the best time to visit Watertown for a holiday rental?
The best time to visit Watertown for a holiday rental is during the peak season from July to September. This period draws in visitors eager to enjoy the vibrant atmosphere, with July being the most popular month for travellers. The warm summer temperatures, typically ranging from the mid-teens to low 30s Celsius, create an inviting backdrop for exploring local parks, walking trails, and the scenic Charles River.

During these summer months, Watertown buzzes with activity, providing ample opportunities for outdoor adventures, including kayaking and cycling along the river, as well as enjoying various local events and festivals. The community spirit is palpable, making it a wonderful time for socialising and experiencing the area's rich cultural offerings.

For those looking for a more budget-friendly option, consider planning your visit in December. While this month is quieter, it offers a unique charm with festive decorations and seasonal events, allowing for a more relaxed experience.
How early should I book a Watertown holiday rental?
Book your Watertown holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Watertown?
In Watertown, Massachusetts, visitors can explore several intriguing attractions that reflect the town's rich history and vibrant community. The Arsenal Project, a former military facility, has been transformed into a lively shopping and dining destination, featuring a variety of boutiques, restaurants, and entertainment options. Nearby, the Charles River Reservation offers picturesque walking and biking paths along the river, great for outdoor enthusiasts and those wanting to relax in nature.
Can I change or cancel my Watertown home rental booking on Vrbo?
To find Watertown holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Watertown holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

More Holiday Rentals ideas

People also search for