Holiday rentals in Watertown

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Top-rated holiday rentals in Watertown

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Top guest favourite
A washing machine and dryer are positioned side by side against a wall. A small dining table with white chairs is situated near a window, while a desk and chair are also present in the space. Light-colored walls and a nautical-themed clock add to the room's design.
Flat in Waltham
4.97 out of 5 average rating, 393 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
The exterior of a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.
Flat in Newtonville
4.87 out of 5 average rating, 564 reviews

Country Charm minutes from the Hub - 1st Floor Apt

Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Top guest favourite
Flat in Watertown
5 out of 5 average rating, 14 reviews

3 Bedroom Apartment Close to Everything

All of the Boston area is at your fingertips with easy access to Harvard Square, Arsenal Yards, Allston, Brighton, and Brookline, plus Storrow Drive & Memorial Drive, and major highways in close proximity. When you’re not out exploring the area, you can relax in the living room with 50” Roku TV, cook a meal in the fully-equipped kitchen, and dine in the full-size dining room with seating for up to 7. There is also parking for 2 cars, and smart locks with keyless entry and check-in options.

Top guest favourite
The kitchenette features white cabinetry and a dark countertop. A microwave, coffee maker, and a small refrigerator are included. Natural light flows in through the glass-paneled door, which leads to the outside. The area is designed for convenience with ample workspace.
Guest suite in Watertown
4.92 out of 5 average rating, 317 reviews

Private 1BR Pied-a-terre

Fully furnished suite with private entrance; walk in at ground level. Picture window view of, and use of, large back yard. Separate sitting and sleeping areas (full size bed), desk/workspace, bathroom with shower, kitchenette with small fridge, coffeemaker and microwave (no stove). Great take-out nearby. No pets, no smoking permitted. Car? There is off-street covered parkling. No car? 71 Bus to Harvard Square stops at our corner; short walk to other buses and public transportation.

Guest favourite
Flat in Strawberry Hill
4.94 out of 5 average rating, 563 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
The living area features a large wall-mounted television against a striking black and red accent wall. A round mirror and a modern pendant light hang above a small dining table with four chairs. A cozy white sofa is positioned for relaxation.
Flat in Brighton
4.81 out of 5 average rating, 37 reviews

The Finsen: Full Kitchen • City Access • W/D • Gym

Welcome to your new home away from home right by the heart of the city! Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston long term. Additional sleeping arrangements can be provided Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> Fully Stocked Kitchen -> Washer & Dryer -> 1 Queen Bed Ideal for business travelers, couples, nurses, and everyone looking to stay long term in Boston.

Superhost
A cozy bedroom features a spacious bed with a white duvet and decorative pillows. The room is illuminated by natural light from a nearby window. Two bedside tables with lamps are placed on either side of the bed, contributing to a clean and simple design.
Flat in Brighton
4.78 out of 5 average rating, 63 reviews

2 BR Apt close to Boston/Cambridge free parking

This updated first-floor unit in a two-family home is about 1000 SF, sleeps up to 4 guests, perfect for families visiting Boston. 2 bedrooms, each with a queen-sized bed Located on the first floor of a two-family home Full bathroom Comfortable living area Fully equipped kitchen Free in-unit laundry Air conditioning Free driveway parking Walking distance to commuter rail, subway, and bus lines Great location for exploring Boston and surrounding areas

Superhost
A well-lit bedroom features a spacious bed with a light purple coverlet and matching pillows. A wooden dresser stands against the wall, adjacent to a mirror. Sunlight filters through a window, illuminating the warm wooden floor and adding to the room's inviting feel.
Flat in Belmont
4.6 out of 5 average rating, 85 reviews

Private Floor w Private Entry/Bath. Near Harvard

100% Private (Third floor) with private entrance & private bath! Minutes walk to bus. 3 miles to Harvard Sq. Easy access to all points Cambridge and Boston. Beautiful & historic house in beautiful neighborhood surrounded by other multi-million dollar homes. minutes walk to local reataurants and shops.. free Overnight parking at Local School, 5-7 min walk, from 9pm-7am. can park on street other hours

The living room features two gray sofas arranged around a central coffee table, complemented by a decorative area rug. A large flat-screen TV is positioned against the wall, with a piece of cityscape art hanging above. Soft lighting enhances the modern ambiance.
Guest house in Watertown
4.76 out of 5 average rating, 159 reviews

Modern, Spacious, bright, private apartment

Newly renovated, modern design apartment with private entrance located in the center of Watertown. Just minutes away from public transportation to Harvard Square and Downtown Boston. Book stays of 31 days or more for discount. No parties or extra guests who are not on the reservation allowed in the unit.

Top guest favourite
A spacious living area features a sectional sofa and a wooden coffee table on a patterned rug. A single armchair in a rich hue complements the brick chimney, while natural light enters through a large skylight, enhancing the comfortable atmosphere.
Guest suite in Newton Corner
4.98 out of 5 average rating, 716 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.

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.
Flat in North Cambridge
4.97 out of 5 average rating, 368 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.

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, 153 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 360 holiday rentals in Watertown

  • Nightly prices starting at

    Watertown holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 21,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 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

    350 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