Discover a selection of 500 vacation rentals in Watertown, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $99 per night, and houses and condos are popular options for a stay in Watertown. Either way, you'll find a rental for everyone's needs.
Destination guide

A place to make your base in Boston

The site of one of the earliest English settlements in the New World, Watertown is welcoming community in the Greater Boston area. With its proud American Revolutionary War history and large Armenian population, Watertown is a draw for history buffs and culture vultures. The neighborhood vibe, local shops and restaurants, and plenty of family-friendly activities there are many reasons to choose to stay in one of the Watertown vacation rentals, while the area also makes an ideal base for exploring the iconic sights and attractions of Boston and Cambridge – not least Harvard and MIT.

Things to do

Explore Massachusetts from Watertown

Downtown Boston can be reached in less than half an hour from Watertown, so choosing a Watertown vacation rental is convenient for the many duck tours, sightseeing tours, and cultural attractions of Boston. If you're staying at your Watertown vacation rental with kids, don't miss the Boston Children's Museum or the the riveting Revolutionary War experience on the Boston Tea Party Ships & Museum. Art lovers are spoiled for also choice: the Institute of Contemporary Art, Boston Museum of Fine Arts, and Isabella Stewart Gardner museum are all waiting to beguile you in the city.


Discover historic Watertown

Watertown's most famous landmark is probably Mount Auburn, America's first landscaped cemetery and a National Historic Landmark. It marks the boundary of Watertown and Cambridge, and visitors are welcome to walk the tranquil avenues, arboretum, and nature paths. You'll also encounter many historic buildings as you walk around this charming town. To the south of Watertown, the Charles River meanders towards Boston Harbor and Massachusetts Bay. Beside its banks, walkers and cyclists can pick up the Dr. Paul Dudley White Bike Path, a long riverside greenway which connects Galen Street in Watertown with the Museum of Science in Boston.


Watertown through the seasons

New England is famed for its autumnal color and there is no doubting that fall is a wonderful time to visit the Boston area. As winter approaches, temperatures plummet and snow is not uncommon – making for an atmospheric winter sojourn at any Watertown vacation rental. Spring and summer are equally pleasant times to visit, with the riverside locations and green spaces very pleasant to explore in the sunshine. The summer months are also the perfect time to charter a boat and set sail across Boston Harbor – or take a tour on a classic schooner.

Natural features

Get outdoors in Watertown

As well as the Watertown Armory Park, and Boston Commons in downtown Boston, Franklin Park is a ravishing green space worth visiting. The great country park sprawls for hundreds of acres, and has a golf course, sports facilities, a lake, picnic areas, old stone ruins, and large forested areas. As well as being the site of Schoolmaster Hill, where Ralph Waldo Emerson once resided, it is also home to the Franklin Park zoo. The zoo draws visitors from across the Greater Boston area and exhibits include lions, tigers, gorillas, and other exotic animals from around the world.

How to get there

Traveling to and around Watertown

The nearest airport is in Boston, MA (BOS-Logan Intl.), located 8.1 mi (13 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is 8.6 mi (13.8 km) away.

How many vacation rentals are available around Watertown, MA?

Our 2020 property listings offer a large selection of 600 vacation rentals around Watertown. From 54 house rentals to 479 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a city-center property in Watertown?

Small and soulless hotel rooms are easy to forget. Living like a local in the bustling heart of a thrilling new place is not. Vrbo has 99 city center vacation homes available. Open to other suggestions? Vrbo has loads more options to browse through, including:

  • 24 beach vacation rentals.
  • 16 seaside vacation rentals.
  • 8 ocean-view vacation rentals.

Can I rent an apartment in Watertown?

Having space to spread out, home-cooked meals, sprawling views — if any of this appeals to you, an apartment could be a terrific choice. You'll be able to select from 223 different options on Vrbo. How does $50 a night sound? That's what you're looking at spending if you don't leave it too long! If that doesn't suit your family's taste, we have a range of other property types available, such as:

  • Hotel: 105 vacation homes. Prices start from $28 per night.
  • Condo: 64 vacation homes. Prices start from $43 per night.
  • House: 43 vacation homes. Prices start from $65 per night.

Can I stay in Watertown in a large group?

Vacations with your favorite people can be oodles of fun, particularly when you're staying under the same roof somewhere new! If you're visiting with a large group, Vrbo can help out. Currently, apartment vacation homes are the latest thing for big groups of travelers here, and we have 23 featured on our database. Rental properties in the area that are just right for bigger groups include:

  • Are you searching for vacation homes that can hold 6 of you? We have 52 that will fit the bill. The prices start from $90 per night.
  • After a rental property for 5 people? We have 48 that will serve you well. Prices start from $117 per night.
  • Organizing a trip away with a group of 8? We offer 24 vacation homes that will be ideal. Prices begin at just $152 a night.

You and all your besties will be more than satisfied when you arrange your Watertown vacation through us!

Where are the cheapest rentals in Watertown?

Vrbo has a wide range of fantastic economical rentals. Treat your crew to a fancy meal out or stay a few extra nights with the money you have left over. Strawberry Hill is a good area to consider if you want to keep your budget under control. Vrbo has 19 rentals, and the average price is an agreeable $259 per night. Another 157 Vrbo rentals are on offer in or around Jamaica Plain. With an average price of $283 per night, you're sure to snatch a deal worth bragging about.

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