Vacation rentals in Watertown

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Top-rated vacation rentals in Watertown

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Top guest favourite
A welcoming entrance is framed by neatly trimmed shrubs and seasonal planters, featuring vibrant flowers and a pumpkin. The stairs lead to a door with a yellow hue, flanked by windows with green shutters, set against the backdrop of a quiet neighborhood.
Apartment in Belmont
4.76 out of 5 average rating, 170 reviews

Quiet, convenient and cozy!

Clean and comfortable. 2 bedrooms, full bath and kitchen, and free parking spot. 1st floor of 2-family. Owner lives upstairs. Door to the guest's residence is through a rear hallway. Hallway is occasionally shared with owner. 1 block to 15 min bus ride to Harvard Sq. (directions below) Easy access to Boston but in green and quiet neighborhood. There's no living room but there is comfortable sitting area in one of the bedrooms. Work space can also be arranged. Please let us know what you need.

Superhost
A comfortable living area features a light-colored sofa with decorative yellow cushions, accompanied by two armchairs. A round dining table is visible, with a well-equipped kitchenette in the background. Soft lighting from two lamps creates a welcoming ambiance.
Apartment in Watertown
4.8 out of 5 average rating, 80 reviews

Entire Apartment, Spacious & Cozy Private entrance

Spacious,Cozy, updated apartment, walk to transportation and restaurants. A short bus ride away to Arsenal Yards (shopping/restaurants/movie theater), Harvard Square, Fenway Park and Downtown Boston. Take a scenic nature walk on the Charles River walking trail only 2 blocks away. Walk to several breakfast and dinner restaurants. Fresh, clean hotel grade bedding and linens, along with A/C and fans ensure a perfect nights sleep. Free off street parking. Repeat Guests receive 15% Discount.

Guest favourite
A tranquil garden area is framed by a white picket fence, showcasing a lush green lawn adorned with colorful flowers in pots. Blue decorative pieces hang from an overhanging tree, creating a serene ambiance. A brick building with a window is visible in the background.
Guest suite in Huron Village
4.88 out of 5 average rating, 344 reviews

Convenience, Cozy, and Free Parking

Due to severe allergies that my spouse has, we are UNABLE to host any animals on our property as we share a central AC/heating. Furnished basement STUDIO- cozy, comfortable, and luxurious place- historic neighborhood with peace. Private laundry in the unit-kitchenette, Hi-speed Internet - free parking on street 3/4 min walking to MBTA bus lines 71,74and 75 20 -/+ mins walking to Harvard Square Walking dist to Hospitals, supermarkets, restaurants, cafes, Fresh Pond Lake and Mount A. Cemetery

Top guest favourite
A welcoming living area features a gray sofa and a green couch, complemented by a patterned area rug. A television sits on a stand against the wall, while indoor plants add a touch of greenery. Natural light illuminates the space from well-placed ceiling lights.
Home in Newtonville
4.95 out of 5 average rating, 154 reviews

Newly Renovated Lovely 2 bedroom unit - Newton MA

Only a 10 minute drive to the heart of Boston's downtown area and other central Boston colleges and universities. This is a newly renovated 2 bedroom unit with 2 bathrooms on the first floor for parties up to 7 people (convertable couches) in a quiet and peaceful Irish suburban community. Driveway and street parking is always available. About an 11 minute walk to the nearest commuter rail line. Laundry access in the basement. No indoor smoke and no open flames, fines will be issued if caught.

Guest favourite
Apartment in Strawberry Hill
4.94 out of 5 average rating, 565 reviews

Spacious Strawberry Hill Suite (West Cambridge)

This 3rd floor suite is less than 2 miles west of Harvard Sq. You'll have exclusive access to the space, which has a full bathroom and kitchenette. There is a queen bed suitable for two people and the couch in the living room converts to a bed for one. Our neighborhood is friendly, safe, and has a lot to offer. Public transportation (bus) is a 5 minute walk. The trip to Harvard Square is 10-15 minutes. I live in the home downstairs and am available should you need me during your stay.

Guest favourite
A sleek kitchen features modern stainless steel appliances, including a gas stove and a kettle. White cabinetry complements the glossy white subway tile backsplash. Light reflects off the countertops, enhancing the bright and clean appearance of the space.
Condo in Watertown
4.84 out of 5 average rating, 148 reviews

Nice Condo to Harvard, MIT, Fenway, with parking

3 bedrooms with queen bed and an extra sunroom with twin bed. This condo is located in a very quiet neighborhood with off street parking. Newly renovated. It's on the second floor. Very convenient location, 3 miles to Harvard, MIT, Boston College and 15 minutes to Boston University, Northeastern, Fenway, Newbury street. Bus 70, 71 are in walking distance directly to Harvard or MIT. Arsenal mall is in walking distance. Excellent restaurants from all the ethnicities.

Superhost
A spacious living area is arranged with a comfortable sectional sofa adorned with colorful cushions. A round coffee table sits on a natural fiber rug, alongside a small side table with a lamp. Natural light filters through a window, and framed art is displayed on the walls.
Condo in Watertown
4.84 out of 5 average rating, 25 reviews

Remodeled Townhouse in Watertown

Enjoy a stylish experience at this centrally-located townhouse , 2 Bedrooms 1 Bath, Bring your entire family or Travel with colleagues & friends, Sleeps 6. You will enjoy easy access to everything from this centrally located place near Charles River, Harvard University, MIT, Cambridge and Boston Downtown. Bus routes in walking distance to Boston Downtown or Cambridge. Restaurants and shopping at Arsenal Mall.

Guest favourite
Apartment in Watertown
5 out of 5 average rating, 23 reviews

Charming Spring Getaway - Home Away From Home 2

Welcome to our perfect home away from home! Our charming 4-bedroom apartment offers comfort and convenience in an unbeatable location. Situated just minutes from Boston and Cambridge and top universities. Whether you're in town for a quick trip or an extended stay, our apartment offers a perfect blend of convenience and comfort. Book your stay today and experience the best of the city.

Superhost
Home in Strawberry Hill
5 out of 5 average rating, 6 reviews

Whole House - Watertown/Cambridge Border

This beautiful gem lies on the borderline of Cambridge & Watertown. Few minutes from eateries, coffee shops, and grocery stores. Private parking in the rear of the home. Making it easily accessible for families. This home is a 10-minute drive to Harvard Square, with a local bus stop steps away that goes directly into Harvard Square.

Guest favourite
A modern living area is furnished with a sectional couch and a vibrant red chair. A large television is mounted on the wall above a dark wood entertainment unit, which holds decorative items. Wooden floors and recessed lighting contribute to a bright and welcoming environment.
Home in Watertown
4.96 out of 5 average rating, 141 reviews

Absolutely Gorgeous 3 Bedroom Close to Boston

Enjoy a stylish experience at this recently-renovated, modern 3-bedroom apartment. Centrally-located, modern, bright and located in a historic Boston suburb on a quiet, private-way with plenty of free, off-street parking and within walking distance to the town center, river walk, bike paths and dog park.

Top guest favourite
A modern living area features a cozy sectional sofa and vibrant yellow armchairs arranged around a circular coffee table. Natural light filters through large windows, illuminating artwork on the walls and enhancing the welcoming ambiance of the open floor plan.
Apartment in Brighton
4.99 out of 5 average rating, 434 reviews

Executive Garden Apartment

Private, modern one bedroom, one bathroom apartment with an open floor plan design and an exclusive-use outdoor patio. This urban oasis has a private entrance, off street parking for one car and is located two blocks from the Boston College “T” stop on the Green Line.

Top guest favourite
A spacious outdoor area features a dining table surrounded by chairs, complemented by loungers and a hot tub. An umbrella provides shade over the seating area, while lush greenery and well-maintained landscaping create a peaceful environment. The in-ground pool is visible in the foreground.
Guesthouse in Newton Corner
4.94 out of 5 average rating, 247 reviews

Charming 2-story private Guesthouse

The guesthouse is located on a lovely quiet street, less than 1 mile to I-90 and just minutes to Boston. Enjoy a kitchen, dining, living space, bedroom, 2 baths, solarium & deck with table & chairs. Space includes 2 twin beds & queen sleep-sofa.

Popular amenities for Watertown vacation rentals

When is the best time to visit Watertown?

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Frequently Asked Questions

  • What are the best places to stay in Watertown?

    Stays around the Arsenal Yards area and residential neighborhoods are frequently suggested for access to shopping, dining, and riverside parks. Many vacation rentals feature outdoor spaces or traditional New England architectural styles.

  • What are the best things to do in Watertown with kids?

    Families enjoy interactive play spaces, walking paths by the Charles River, and hands-on exhibits at the local museum. Seasonal markets and community events often set up child-friendly activities and performances.

  • What are some of the best things to do in Watertown?

    Explore waterfront paths along the Charles River, discover exhibits at the Armenian Museum of America, and visit art galleries in the Arsenal Yards area. Local markets and creative eateries add a welcoming atmosphere to your visit.

  • How is the weather in Watertown?

    Watertown has cold winters with temperatures averaging 18–37°F (-8–3°C), and warm summers near 62–85°F (17–30°C). Rainfall is steady throughout the year, and spring and fall bring comfortable temperatures with occasional showers.

  • When is the best time to visit Watertown?

    Late spring and early fall are frequently suggested for milder temperatures and blooming landscapes. Summer brings outdoor concerts and market events, while winter appeals to those who enjoy crisp New England weather.

  • What are the best places to visit in Watertown?

    The Armenian Museum of America is often recommended for its cultural exhibits, while Mount Auburn Cemetery invites reflection amid historic landscapes. The Arsenal Yards area includes shopping, dining, and creative spaces for visitors.

  • What are some hiking trails in Watertown?

    Explore paths along the Charles River Greenway, which is known for scenic water views and walkable trails. Mount Auburn Cemetery has peaceful walking routes with interesting landscape features and notable memorials.

  • What are some family activities we can do in Watertown?

    Families can explore interactive exhibits at the Arsenal Yards area, enjoy play spaces and nature walks in nearby parks, and discover local history at the museum. Public libraries often host engaging programs for children.

  • What are some of the best day trip ideas from Watertown?

    Consider exploring nearby historical sites, coastal towns with boardwalks, or forested preserves for hiking and nature observation. Regional art museums and botanical gardens around Greater Boston are also frequently suggested.

  • Are there any pet friendly accommodations available in Watertown?

    Watertown has a variety of pet-friendly vacation rentals, especially in residential neighborhoods near outdoor parks. Many hosts welcome pets, and nearby green spaces make it easy to explore the area with your dog.

  • What are some local tips for visiting Watertown?

    Locals often recommend exploring neighborhood bakeries for fresh pastries and taking relaxing walks at sunset along the Charles River. Public transit makes it easy to access markets and cultural sites, while early mornings tend to be quieter.

  • What is Watertown known for?

    Watertown is known for its Armenian heritage, a vibrant mix of local eateries, and historic sites reflecting regional history. The city’s riverfront parks and creative community make it welcoming for visitors.

  • What are the best hidden gems to explore in Watertown?

    Watertown has leafy waterfront parks, local shops with handcrafted goods, and art galleries that highlight regional creativity. The Armenian Museum of America is frequently suggested for learning about cultural history, along with smaller bakeries and cozy cafés around town.

  • What are the best foods to try in Watertown?

    Watertown is known for Armenian bakeries serving freshly prepared pastries, as well as locally rooted Mediterranean cuisine. Neighborhood cafés offer hearty breakfast options and homemade desserts.

  • What should I bring for a trip to Watertown?

    Pack layers to adjust to varying seasons, as winters are cold and summers warm. Comfortable walking shoes are useful for parks and historical sites, and a rain jacket is recommended in spring and late fall.

  • What is the nightlife in Watertown like?

    Nightlife in Watertown is relaxed, with neighborhood bars, local breweries, and cozy restaurants serving evening crowds. Occasional live music and arts events add a creative touch around cultural spots and marketplaces.

  • What are the most popular events or festivals in Watertown?

    Watertown hosts community events year-round, including arts festivals, cultural celebrations with Armenian heritage, and summer concerts in local parks. Seasonal farmers markets are also frequently suggested for fresh local produce and crafts.

  • Are there family friendly vacation rentals in Watertown?

    Watertown has many family-friendly vacation rentals, especially in residential areas near parks and playgrounds. Listings often feature kitchen and living spaces suitable for groups or longer stays.

Quick stats about vacation rentals in Watertown

  • Total vacation rentals

    Explore 360 vacation rentals in Watertown

  • Nightly prices starting at

    Watertown vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 21,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wifi availability

    350 of Watertown vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Watertown rentals

  • 4.7 Average rating

    Watertown stays receive an average rating of 4.7 out of 5 from guests