Holiday houses in Watertown

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Top-rated holiday rentals in Watertown

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

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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, 378 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 modern kitchen features dark cabinetry contrasted by light granite countertops. A stainless steel dishwasher and a kettle are positioned on the countertop, along with a small sink under a window. Natural light illuminates the space, highlighting wooden floors and a black chair with a red cushion.
Private room in Arlington
4.98 out of 5 average rating, 355 reviews

Arlington Craftsman Blue Room, Int. Well Restored

Private room, shared bath. The immaculate Interior of this classic craftsman has been lovingly restored. Bus stops are short walk. Bus is 15 mins. to Harvard Sq. Natural ponds nearby. NOTE: House Exterior is old, not yet restored. Fresh flowers, soft towels, high thread-count damask sheets. Lock on door. Simple breakfast: cereal, bread, fruit, coffee, tea, milk. Use of microwave & toaster. No oven/stove use. Note: It's 25 stairs to front door +14 stairs to 2nd fl bedrm. No Pets, No Smoking.

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, 555 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 well-lit bedroom features a spacious bed covered in a warm yellow quilt. Two teal cushions and a decorative pillow add a pop of color. Light streams in through two window frames with wooden blinds, creating a bright and inviting atmosphere.
Private room in Watertown
4.96 out of 5 average rating, 133 reviews

Charming 2nd floor Suite w/ a Separate Entrance

Welcome to our retro-inspired one-bedroom apartment/suite with a separate entrance on the second floor of our two-family home. The space is newly renovated and includes all new linens, a rug, pillows, and a comfortable bed. It's perfect for those who want a homier feel than a hotel but don't need access to a kitchen. The suite includes an electric kettle and a mini-fridge, but no microwave or TV. Please note there is a flight of stairs to access the unit. Come enjoy a stay in our neighborhood.

Top Guest favourite
Private room in Watertown
4.99 out of 5 average rating, 300 reviews

Large sunny room with lovely sitting area.

A beautiful, spacious, and sunny bedroom with a sitting area equipped with coffee maker, electric kettle, and small fridge at a single-family house with porches and a nice yard, right on the 71 bus line, 15 minutes from Harvard Square. Gretchen prepares homemade granola and freshly baked cookies. Fridge stocked with yogurts and beverages. We have a home filtration system providing clean water at every tap. We have 2 friendly cats. Second bedroom with double bed available for larger parties.

Top Guest favourite
Apartment 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.

Top Guest favourite
A spacious living area features a vaulted ceiling, large windows allowing natural light, and a comfortable sofa. A wooden coffee table sits at the center, complemented by patterned armchairs. Adjacent, a farmhouse dining table accommodates six, enhancing the open layout.
Place to stay in Sherborn
4.98 out of 5 average rating, 322 reviews

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

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, 141 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 features a gray sectional sofa adorned with bright yellow and pink cushions. Natural light filters through a small window. A round coffee table holds books, while a vibrant area rug adds color to the space. A floor lamp provides additional lighting.
Private room in Watertown
4.96 out of 5 average rating, 275 reviews

NEW Modern Apartment Near Boston & Harvard Square.

New modern design apartment located in East Watertown, just a minute away from public transportation to Harvard Square and Downtown Boston. Our one bedroom apartment with queen size bed has a private entrance, a full kitchen, and a pullout sofa in the living room and includes one parking spot. You will feel energized in our freshly finished and tastefully decorated basement apartment and enjoy being very close to many local restaurants and bakeries.

Home in Belmont
5 out of 5 average rating, 4 reviews

Modern Spacious 2BR/2BA Near Harvard

Recently renovated bright 2BR/2BA duplex in Belmont with driveway parking, fast WiFi, and two dedicated workspaces. Fully stocked kitchen, in-unit laundry, central AC/heat, and screened porch. Steps to bus to Harvard Square, minutes to Arsenal Yards, quick access to Cambridge & Boston. Please note: we have a cat and a dog when we stay in Boston; unit is professionally cleaned but may not suit guests with severe allergies.

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.
Guesthouse in Watertown
4.77 out of 5 average rating, 156 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.

Guest favourite
Home in Dedham
4.84 out of 5 average rating, 570 reviews

Private apartment close the city!

New couch! New towels and linens! Fresh paint! New flooring coming soon. This private apartment is part of my home but has a separate entrance, full bath, living room and private bedroom. We're in a family neighborhood close to the city, and very convenient for those visiting with a car.

Popular amenities for Watertown holiday rentals

When is the best time to visit Watertown?

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Avg. price$163 NZD$154 NZD$171 NZD$193 NZD$219 NZD$207 NZD$214 NZD$231 NZD$200 NZD$214 NZD$173 NZD$183 NZD
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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 House Rentals in Watertown?

    Enhance your stay in our House Rentals with the most popular amenities: over 100 homes with a kitchen, over 80 homes with free parking, over 120 homes with wifi, over 110 homes with air conditioning, 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 condo rentals in Watertown have wifi?

    Absolutely! We offer over 30 condo 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 apartment rentals in Watertown have air conditioning?

    Absolutely! We offer over 120 apartment 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 3,770 vacation rentals in East Watertown, over 1,990 vacation rentals in Huron Village, and over 1,990 vacation rentals in Payson Park.

  • Do house rentals in Watertown have a kitchen?

    Absolutely! We offer over 100 house 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

  • Total holiday rentals

    Explore 340 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 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 holiday rentals include Wi-Fi access

  • Popular amenities for guests

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

  • 4.8 Average rating

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