Holiday rentals in Watertown Town

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Top-rated holiday rentals in Watertown Town

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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, 371 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, 547 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.

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, 342 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 cozy living room is highlighted by wood paneling and exposed beams. Plush seating includes a sofa and two armchairs. A coffee table is centered in the space, with a television displaying programming. Natural light fills the room through multiple windows adorned with soft curtains.
Home in Brighton
4.93 out of 5 average rating, 350 reviews

All the comforts of home, quiet city neighborhood

Sleep peacefully in this beautiful home above Oak Square>Brighton>Boston. Updated, comfortably furnished, well-stocked with electronics, appliances, and housewares. Driveway parking spot. Ideal for couples, solo adventurers, and business travelers with auto or use ride services. Laundry service one mile away. Newbury Street: 8 miles away, North End: 9 miles, Seaport: 9 miles, Logan airport: 11 miles. Close to BC/Harvard; 1 mile from I-90/Mass Pike in Newton Corner, restaurants, attractions.

Top 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, 840 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.

Guest favourite
A decorative welcome sign hangs on a wooden door, featuring a light green and white striped background. The words 'welcome to our home' are displayed, with a star accent integrated into the phrase, conveying a friendly invitation.
Flat in Brighton
4.82 out of 5 average rating, 394 reviews

Cozy Stay Near Harvard/BU/BC With Parking

Cozy, roomy apartment in a safe, quiet neighborhood with free guest parking right outside. Minutes from the Charles River for scenic walks, plus plenty of local restaurants, cafés, and shops in Allston/Brighton. Close to public transit and a quick drive to Downtown Boston, Fenway Park, Harvard, MIT, BU, BC, and Northeastern. A perfect spot for families, business travelers, or anyone wanting to explore Boston while enjoying a peaceful, private place to relax and recharge.

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
4.84 out of 5 average rating, 134 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 spacious living area features soft furnishings with patterned upholstery and a light-colored coffee table. Natural light filters through the large windows draped with sheer curtains. The kitchenette is visible, along with a small dining table and chairs, creating a welcoming environment.
Flat in West Newton
4.95 out of 5 average rating, 443 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!

Top guest favourite
A spacious studio features natural wood beams overhead and a combination of seating areas. A comfortable bed is positioned alongside a decorative side table. A dining table with chairs is visible, and light streams in through the windows, enhancing the bright and inviting atmosphere.
Guest house in Chestnut Hill
4.94 out of 5 average rating, 137 reviews

Private Carriage House near Newton Center and BC

Large studio above garage with private entrance located on famous Heartbreak Hill. Kitchenette with Fridge, Microwave, Keurig and full bathroom. Less than 1 mile to Boston College and just minutes to Cambridge and Boston. Easy walk to public transportation and Newton Center with great restaurants, bars, parks, and shopping. Free off-street parking.

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, 700 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 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.
Flat in Brighton
4.99 out of 5 average rating, 424 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 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, 142 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 Town holiday rentals

When is the best time to visit Watertown Town?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Watertown?

    Yes! Work meets play with ease at over 190 vacation rentals in Watertown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for Condo Rentals in Watertown?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with air conditioning, over 20 homes with a kitchen, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Watertown?

    Four-legged friends are welcome in Watertown. Choose from more than 70 vacation rentals for guests traveling with pets.

  • Do private suite rentals in Watertown have wifi?

    Absolutely! We offer over 10 private suite rentals with wifi in Watertown. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Watertown?

    Watertown has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do townhouse rentals in Watertown have air conditioning?

    Absolutely! We offer over 10 townhouse rentals with air conditioning in Watertown. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Watertown have free parking?

    Absolutely! We offer over 70 apartment rentals with free parking in Watertown. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Watertown?

    Make yourself at home in Watertown by choosing from our most frequently booked neighborhoods. We have over 450 vacation rentals in Warrendale, over 1,990 vacation rentals in Payson Park, and over 3,770 vacation rentals in East Watertown.

  • Do townhouse rentals in Watertown have a kitchen?

    Absolutely! We offer over 10 townhouse rentals with a kitchen in Watertown. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Watertown?

    Experience the best of Watertown with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about holiday rentals in Watertown Town

  • Total holiday rentals

    Explore 340 holiday rentals in Watertown Town

  • Nightly prices starting at

    Watertown Town holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 19,920 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

    190 properties have a dedicated workspace

  • Wifi availability

    340 of Watertown Town holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Watertown Town rentals

  • 4.8 Average rating

    Watertown Town stays are highly rated by guests – averaging 4.8 out of 5!