Holiday rentals in Watertown Town

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Top-rated holiday rentals in Watertown Town

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious in-law suite is shown, featuring a large bed covered with a soft blue blanket. A comfortable sitting area is visible, with a sofa and armchair. Natural light floods in through large windows, illuminating the room and revealing a cozy balcony space.
Private room in Watertown
4.98 out of 5 average rating, 316 reviews

Newly Renovated Suite near Boston w/Priv. Bathroom

Spacious in-law suite on 3rd floor of our house conveniently located in Watertown, a few steps away from Harvard Square bus line as well as a 20 minutes drive to downtown Boston. Free parking spot for your car. The main studio has a sitting area, working desk as well as a cozy dining space, with a BONUS separate bedroom and PRIVATE bathroom with shower. NO KITCHEN. When weather permits, you can relax on the balcony and enjoy the sunset while sipping your drinks. We have ample closet space.

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, 376 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, 551 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, 10 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.

A living room is depicted, featuring a gray sofa adorned with decorative pillows. A glass coffee table sits in the center, with a simple floral arrangement displayed. A wall-mounted television is present, accompanied by a door and a window that allows natural light to enter.
Townhouse in Watertown
4.68 out of 5 average rating, 149 reviews

Nice Townhouse near Boston college, Harvard, MIT

This 3 levels large town house welcomes you with a comfortable and clean set up. Extremely convenient location. It’s great for you getting away for the weekend or looking for an extended stay with a discounted rate. Arsenal mall full of entertainment and daily shopping is within walking distance. There are lots of restaurants within walking distance, from all the ethnicities. Only ONE car parking is available. Laundry only available for 5+ day stay. Dryer is coin operated.

Superhost
A modern studio room features a cozy queen bed, layered with a blue throw blanket. Soft lighting enhances the relaxing ambiance. A comfortable sofa complements the space, and a small nightstand holds a lamp. A large window allows natural light to brighten the room.
Flat in Brighton
4.86 out of 5 average rating, 37 reviews

The Lister-Luxurious Studio Near Heart of Boston

Stylish Studio Minutes from Downtown Boston! Stay just 5 minutes from the T and 10 minutes from Harvard & Boston College. This modern studio features ultra-fast WiFi, a 65" Roku TV, a comfy queen bed, a full kitchen, and an in-unit washer/dryer. Enjoy access to premium amenities including a gym, lounges, and co-working spaces. Ideal for nurses, couples, and business travelers. Walk to top restaurants, bars, shops, and Whole Foods. Parking is available upon request!.

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
4.85 out of 5 average rating, 137 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
Loft in Newton
4.91 out of 5 average rating, 11 reviews

Modern 3BR Loft by Charles River | Sleeps 7

Welcome to your bright, spacious 3-bed modern retreat in the heart of Newton, MA! With two private bedrooms, a loft queen, and two full baths, this elegant apartment comfortably sleeps up to 7 guests. Enjoy over 1,000 sq ft of open-concept living with floor-to-ceiling windows, a fully equipped kitchen, and sleek modern design. Perfect for families, business travelers, or groups seeking comfort, style, and easy access to downtown Boston and the Charles River Trail.

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, 445 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 cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.
Flat in Stoneham
4.87 out of 5 average rating, 365 reviews

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Guest favourite
Flat in Watertown
4.89 out of 5 average rating, 9 reviews

Cozy Stay on Historic Mt Auburn • 5 Min to Harvard

Walk in and you’ll encounter a roomy living/dining area with natural light that streams through well-placed windows. The kitchen is thoughtfully laid out and fully functional. Two cozy bedrooms offer restful sleep, and the single well-maintained bathroom lets you freshen up with ease. With approximately 1,200–1,300 sq ft of space, you have room to spread out and make yourself at home.

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
4.77 out of 5 average rating, 155 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.

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 € 17 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!