Holiday houses 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.
Apartment in Waltham
4.97 out of 5 average rating, 377 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)

Guest favourite
Townhouse in Somerville
4.96 out of 5 average rating, 155 reviews

Modern Somerville Cottage

My place is a beautiful new house located in the Hip neighborhood of Davis Sq in Somerville. Conveniently on the bike bath leading to Davis Sq with its T stop and all its great restaurants and bars (15 min walk). 2 Mins walk to the new Green line extension that takes you to Cambridge and Boston. Modern furnishings throughout with amazing light from all sides and double height cathedral ceilings in the living/dinning room. I also have 2 beautiful condos in Killington VT please ask for info

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.
Apartment 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
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.

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.
Condo in Watertown
4.85 out of 5 average rating, 138 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 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
4.92 out of 5 average rating, 379 reviews

Conveniently Located Private Garden Apartment

Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy to take in all the 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.

Guest favourite
A bright and airy room is furnished with a spacious bed covered in white linens and a colorful throw. A Smart TV is positioned across from the bed, with a wooden dresser and desk nearby. Windows allow natural light to filter in, enhancing the inviting ambiance.
Guest suite in Brighton
4.78 out of 5 average rating, 377 reviews

Boston College Room conveniently near Harvard & BC

This garden level space is perfect if you're on a budget and desire privacy, comfort and cleanliness. Renovated using top-end finishes including Imported Spanish Tile flooring as well as many other high-end materials. Enjoy peaceful slumbers on our new Gel Memory Foam mattresses and white linen sheets while enjoying streaming services on SmartTV. Located minutes away from Boston Landing Train, easy access to Fenway Park & Copley Sq.

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.
Apartment 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!

Guest favourite
A dining area is shown with a long wooden table set with neutral placemats. Four tan chairs surround the table, and a decorative flower arrangement is placed at its center. Natural light filters through three large windows, framed by soft gray shades.
Home in West Newton
4.91 out of 5 average rating, 173 reviews

Convenient 2BR Condo W/Private Parking in Newton

This is a duplex condo that can comfortably accommodate two families. The upper level has 2 bedrooms and 1.5 bathrooms, suitable for 2–4 guests. The lower level (basement) has 1 bedroom and 1 bathroom, also suitable for 2–4 guests. If you would like to use the basement space, please let us know in advance. The basement suite will be opened for group of 6 guests or more.

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, 705 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.
Apartment in North Cambridge
4.97 out of 5 average rating, 362 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, 144 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 $30 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    340 of Watertown Town holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Watertown Town rentals

  • 4.8 Average rating

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