Holiday rentals in Watertown

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Top-rated holiday 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.
Flat 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.
Flat in Watertown
4.8 out of 5 average rating, 81 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 contemporary living area is showcased with a large flat-screen TV positioned on a wooden console. A cozy armchair and a plush area rug complement the warm hardwood flooring, while a framed artwork decorates the wall above. A decorative item is displayed on the console.
Flat in Belmont
4.92 out of 5 average rating, 90 reviews

Modern Cozy 2 Bed Near Cambridge

Brand new, stylish Airbnb in Cushing Square, Belmont! If you're planning a trip to Boston and seeking a clean, contemporary Airbnb, this is the ideal spot for you. Located in the heart of the recently developed Cushing Village, right across from cafes, restaurants & shops. Mass Pike- 2 miles Watertown Square- 1 mile Star Market - 1 mile Mount Auburn Hospital- 2 miles St. Elizabeth's Hospital- 2.5 miles Harvard- 3 miles MIT- 4 miles Boston Common- 7 miles Close to Route 95, Route 93, & Route 2

Guest favourite
A bright bedroom features a spacious bed with crisp white linens and three decorative pillows. A dark wood dresser and nightstand complement the space, while natural light streams in through a large window. Soft curtains frame the window, adding a touch of elegance.
Flat in Watertown
4.91 out of 5 average rating, 843 reviews

Luxury 2 Bedroom 2 Bath Suite in Watertown Square

Located in Watertown Square, walking distance to Starbucks, CVS, shops and restaurants. Boston is minutes away. You’ll love our place because no one lives there now, it's absent of all the stuff you'd find in someone's home. This is a really nice, really clean, 1,300 SF suite with 2 bedrooms, 2 full baths and a sleeper sofa. The bus stop to Boston and Harvard Square is across the street, rapid transit takes you to all points in the city. Easy and close major highway access and free parking.

Top guest favourite
A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.
Apartment in Salem
4.95 out of 5 average rating, 103 reviews

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Top guest favourite
Flat in Strawberry Hill
4.94 out of 5 average rating, 570 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.

Top guest favourite
Home in Watertown
5 out of 5 average rating, 16 reviews

Spacious Unit Near Boston + Harvard | Free Parking

Stay in a quiet, spacious home just outside Boston with easy access to the city and many places — without the noise or high prices. Perfect for groups (sleeps 6) with free parking and fast WiFi. Enjoy comfortable bedrooms, a bright living area, full kitchen, and 2 modern baths. Located in Watertown near Boston, Cambridge, transit, dining, shops, and hospitals in a safe, quiet neighborhood. Ideal for families or friends traveling together. Great for extended stays or trips.

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.
Apartment in Watertown
4.83 out of 5 average rating, 153 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.

Guest favourite
A well-appointed studio features a light-colored couch adorned with colorful cushions. A large wall art piece with a nautical theme adds interest. The kitchenette, visible in the background, contains modern appliances. Soft lighting enhances the welcoming ambiance in the spacious area.
Guest suite in Arlington
4.9 out of 5 average rating, 299 reviews

Modern and comfortable studio apartment

Cozy modern walk-in studio apartment with on-site parking. Located in the Captain Wyman-Pichette House dating from 1840, across from Spy Pond and in Arlington's Historic Pleasant Street district. Steps from public transit to downtown Boston, a short walk to Arlington Center shops, great restaurants and Minuteman Bike Trail.

Superhost
Flat in Belmont
5 out of 5 average rating, 4 reviews

Apartment - bus ride from Harvard Sq

Kick back and relax in this calm, stylish space. Newly renovated 2 bedroom, 1 bathroom apartment 15 minutes to Harvard Square by car or bus. Walking distance to one of the Belmont's town squares, with coffee shops, wine store, restaurants and more! Off street parking for 1-2 cars. Private Laundry in basement.

Top guest favourite
Home in Strawberry Hill
4.94 out of 5 average rating, 108 reviews

Private Apartment. Dog friendly. Parking

Take advantage of our private, cozy Cambridge home. It is minutes from Harvard Sq. and Boston. Its close proximity to Fresh Pond is a bonus. Our friendly, Strawberry Hill neighborhood offers easy parking, great local eateries or a quiet night in. Dog friendly at no extra fee!

Top guest favourite
A spacious living area features a comfortable grey sectional sofa adorned with blue accent pillows. A dark wooden coffee table sits on a decorative area rug with floral patterns. A flat-screen TV is mounted on the wall, and natural light streams in through large windows.
Townhouse in Watertown
5 out of 5 average rating, 170 reviews

Recently Renovated 2 BR Close to Boston w/Parking!

Take a break and unwind at this peaceful oasis which has all the amenities you would need to be comfortable including a coffee maker, air conditioning, powerful wifi, work desk, washer & dryer and private outdoor patio with dining table and Adirondack chairs.

Popular amenities for Watertown holiday 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 holiday rentals in Watertown

  • Total holiday rentals

    Explore 370 holiday rentals in Watertown

  • Nightly prices starting at

    Watertown holiday rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 20,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wifi availability

    360 of Watertown holiday 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