Holiday houses in Watertown

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Top-rated holiday rentals in Watertown

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Superhost
Apartment 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 modern living room features a sleek fireplace beneath a wall-mounted television. Two stylish blue armchairs complement a sectional sofa adorned with textured cushions. A geometric rug anchors the space, and natural light flows in through large sliding doors that lead to a balcony.
Home in Watertown
4.89 out of 5 average rating, 123 reviews

Luxury large house minutes to Cambridge and Boston

Whether you looking for a vacation house or just work from home, call this perfect luxury house your home! Wonderfully located, spacious and comfortable house for all. The house has fully equipped kitchen, chef grade appliances, TV/Game room. There are four bedrooms, two full baths and two half baths, TV room and work from home desk setup. The home also has a beautiful backyard with outdoor furniture for you to relax and enjoy. FREE PARKING driveway for 2 cars, and inbuilt with Tesla charger

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.
Apartment 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
Apartment in Strawberry Hill
4.94 out of 5 average rating, 574 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
4.95 out of 5 average rating, 19 reviews

Spacious Unit Near Boston + Harvard | Free Parking

Enjoy a spacious and comfortable 2-bedroom, 2-bath home that sleeps up to 6 guests, perfect for families, groups, or business travelers. Located in a quiet area of Watertown, MA, you’ll be just minutes from Harvard, Cambridge, and downtown Boston—with the added bonus of free parking, a rare convenience this close to the city. Whether you’re visiting for a weekend getaway or a longer stay, this home is designed for comfort, convenience, and easy access to everything Boston has to offer.

Top Guest favourite
A cozy living area is presented with a comfortable gray sofa and a dark wooden coffee table. A small dining table with two chairs is positioned near the patio doors, which are flanked by light curtains. A patterned area rug adds warmth to the hardwood floor.
Apartment in Newton
4.93 out of 5 average rating, 393 reviews

Conveniently Located Private Garden Apartment

Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay. Newton Short Term Rental - STRA-23

Superhost
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
4.82 out of 5 average rating, 156 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 light-filled living area features a soft blue sofa adorned with cushions in vibrant colors. Large windows offer views of the serene water outside, while greenery and a stylish glass coffee table enhance the inviting atmosphere.
Guest suite in Beverly
4.99 out of 5 average rating, 104 reviews

Shoreview Studio Lounge

This historic Victorian residence, is today host to this seaside studio lounge. Once inside, you’ll fall captive to the seascape off Independence Park. The Atlantic panorama provides an awe-inspired sunrise daily. From its elevated perch, the studio has a contemporary feel with its private observation deck to its sophisticated lighting and wet bar design. Comforts include heated floors, air conditioning and powered room-darkening blinds.

Guest favourite
Apartment in West Newton
4.95 out of 5 average rating, 455 reviews

Sunny apartment in gracious Victorian

Relax into your Boston stay! We offer a sunny in-law apartment on the first floor of a gracious owner-occupied Victorian house. Quiet, safe residential neighborhood. Private entrance. Spacious bedroom, living room with sofabed, kitchenette & bath. Strong Wi-fi. Driveway parking. Contactless check-in, Easy access to Boston, Cambridge, Rts. 128 & 90, and Charles River bike path. Let us welcome you!

Guest favourite
Apartment in Watertown
5 out of 5 average rating, 26 reviews

Home Away From Home

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.

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, 300 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.

Top Guest favourite
A brick exterior is adorned with colorful foliage, including grapevines. A wooden bench is positioned near the entrance, surrounded by potted plants. A mailbox is visible, completing the welcoming look of the outdoor space.
Apartment in North Cambridge
4.97 out of 5 average rating, 377 reviews

Picture-perfect Cambridge guest apartment, parking

Welcome to Cambridge: Red brick, cottage green trim, grape vines, roses and dogwood. Living room, kitchen, bedroom, bath. All the amenities, separate entrance, gas fireplace, off street parking. Walk to: Davis Square, subway, cafes, restaurants, playground, bike path and bikes.

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 $28 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wi-Fi availability

    360 of Watertown holiday rentals include Wi-Fi 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