Holiday houses in Watertown

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Top-rated holiday rentals in Watertown

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Top Guest favourite
An aerial view of a spacious backyard showcases a private swimming pool surrounded by a patio area. Chairs and umbrellas are positioned around the pool, with a barbecue grill nearby. The home features light-colored siding and multiple outdoor seating options, creating an inviting outdoor space.
Apartment in Waltham
4.97 out of 5 average rating, 415 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Top Guest favourite
A comfortable living space is highlighted by a dark upholstered sofa and a low coffee table. A patterned area rug with geometric shapes adds color to the warm wooden floor. Natural light filters through the large windows, enhancing the inviting ambiance of the room.
Condo in Watertown
4.96 out of 5 average rating, 46 reviews

Sleek & Stylish Master Suite

Modern master suite designed for ultimate comfort and sophistication. Featuring a custom made queen size bed, designer lighting and contemporary decorations. This space is perfect for solo travelers, couples, or business guests who appreciate luxury in the details. Enjoy: >A private stylish bathroom with a rain shower >High-speed WFI and a dedicated workspace for remote work >Blackout curtains, smart TV + Streaming apps, Nespresso coffee machine >shared kitchen with the host for extra $20/day

Top Guest favourite
Home in Newton
4.96 out of 5 average rating, 160 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
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, 846 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 Cambridge
4.94 out of 5 average rating, 579 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, 21 reviews

Entire 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.

Superhost
Condo in Watertown
4.82 out of 5 average rating, 158 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
Condo in Watertown
4.86 out of 5 average rating, 28 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
4.87 out of 5 average rating, 91 reviews

Furnished 3BR Home | Fast WiFi | 30+ Day Rental

Welcome to our newly renovated home in East Watertown. This fully furnished space is available for 30+ day stays and is ideal for extended stays, including professionals, students, and families. Conveniently located near Cambridge, Harvard Square, and many universities in the Boston area. Utilities and WiFi are included for a comfortable and hassle-free monthly stay.

Top Guest favourite
Guest suite in Newton
4.98 out of 5 average rating, 738 reviews

Spacious suite with private entrance, parking spot

Spacious suite on the third floor of a Victorian home. Private entrance. Off-street parking for one car. Short walk to Boston express bus and other bus lines to Fenway, downtown, Cambridge and other areas. Less than two miles from Boston College. Seven miles from the center of Boston. City of Newton Registration Number: STR-26-5

Top Guest favourite
Home in Cambridge
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!

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 $34 NZD 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