Watertown holiday rentals

We found 2,069 holiday rentals — enter your dates for availability
Discover a selection of 9 homes and other holiday rentals in Watertown that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and a pool. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Watertown

Showing deals for:18 Dec - 25 Dec

Dining
Private kitchen
Interior
Exceptional
(96 reviews)

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Boston

8% off
AU$15,632
for 7 nights, 1 home
AU$2,233 per night
includes taxes & fees
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Room
Living area
Private kitchen
Room
Exceptional
(14 reviews)

Huge Single Family Retreat-Work-Vacation-Near Convention Center & South Station

Boston

20% off
AU$7,352
for 7 nights, 1 home
AU$1,050 per night
includes taxes & fees
Huge Single Family Retreat-Work-Vacation-Near Convention Center & South Station
Kitchen
Property grounds
Exterior detail
Sitting room
Exceptional
(20 reviews)

Charming 2-bedroom house with a hidden garden in lovely Cambridge.

Cambridge

8% off
AU$4,686
for 7 nights, 1 home
AU$669 per night
includes taxes & fees
Charming 2-bedroom house with a hidden garden in lovely Cambridge.
Private kitchen
Living area
Outdoor dining
Room
Exceptional
(42 reviews)

Stately on Cedar - Luxe 2-bedroom Beacon Hill apartment with AC, WiFi near MGH

Boston

8% off
AU$7,628
for 7 nights, 1 apartment
AU$1,090 per night
includes taxes & fees
Stately on Cedar - Luxe 2-bedroom Beacon Hill apartment with AC, WiFi near MGH
Interior
Living area
Living area
Dining
Exceptional
(78 reviews)

The Pistachio Room at TPH - Boston

Boston

7% off
AU$1,395
for 7 nights, 1 room
AU$199 per night
includes taxes & fees
The Pistachio Room at TPH - Boston
Dining
Room
Interior
Living area
Exceptional
(45 reviews)

A Cozy 5BR Apartment near Harvard Square and MIT

Cambridge

5% off
AU$5,728
for 7 nights, 1 apartment
AU$818 per night
includes taxes & fees
A Cozy 5BR Apartment near Harvard Square and MIT
Laundry in property
Private kitchen
Overview
Room
Exceptional
(52 reviews)

A beautiful 3BR Apartment near Harvard and MIT.

Cambridge

6% off
AU$4,147
for 7 nights, 1 apartment
AU$592 per night
includes taxes & fees
A beautiful 3BR Apartment near Harvard and MIT.
Located on floor 2 of a classic Boston 1860's Rowhouse
Living area
Interior
Entrance/steps to apartment. Please note, steps required
Exceptional
(89 reviews)

Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!

Boston

8% off
AU$2,286
for 7 nights, 1 apartment
AU$327 per night
includes taxes & fees
Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!
Dining
Room
Terrace/patio
Living area
Exceptional
(23 reviews)

Cozy Cambridge 2bed 2bath w/ Patio & Parking Pass

Cambridge

16% off
AU$3,619
for 7 nights, 1 home
AU$517 per night
includes taxes & fees
Cozy Cambridge 2bed 2bath w/ Patio & Parking Pass
Modern with nice Historic Details, Original Decorative Marble Fireplace
Isabella Stewart Gardner Museum, Walking distance from Inn
Fort Hill Inn, Boston. Main Building forthillinn.com
Room
Exceptional
(83 reviews)

Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center

Boston

8% off
AU$2,286
for 7 nights, 1 apartment
AU$327 per night
includes taxes & fees
Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center
Room
Interior
Exterior
Interior
Wonderful
(14 reviews)

Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches

Winthrop

8% off
AU$1,953
for 7 nights, 1 apartment
AU$279 per night
includes taxes & fees
Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches
Interior
Exterior detail
Dining
Living area
Wonderful
(6 reviews)

Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center

Boston

8% off
AU$3,787
for 7 nights, 1 apartment
AU$541 per night
includes taxes & fees
Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center
Newly Refreshed Kitchen, Compact Dishwasher in cabinet under Sink
Interior
Queen Bedroom #2 on Garden Level
Located on the adjacent Private way. Outdoor Deck for guest use.
Wonderful
(34 reviews)

Fort Hill Inn, Boston *Sunny* 2 bed Duplex, Spacious! ! Minutes to Center!!

Boston

8% off
AU$3,751
for 7 nights, 1 apartment
AU$536 per night
includes taxes & fees
Fort Hill Inn, Boston *Sunny* 2 bed Duplex, Spacious! ! Minutes to Center!!
Newly Renovated interior of The Boston/Public Library
Main Building At 3 Centre Place( You will be staying at 2 centre Place)
Located on a quiet Private Way, In The Fort Hill neighborhood.
Fully Open, bright and airy living Space
Exceptional
(85 reviews)

Fresh Modern City Loft Apt! Easy Access to the city!

Boston

8% off
AU$2,214
for 7 nights, 1 apartment
AU$316 per night
includes taxes & fees
Fresh Modern City Loft Apt! Easy Access to the city!
Interior
Living area
Private kitchen
Room
Exceptional
(19 reviews)

"Fort Hill Inn, Boston" Cozy Studio Suite, Eat in Kitchen, 5 minutes to Center

Boston

8% off
AU$2,165
for 7 nights, 1 apartment
AU$309 per night
includes taxes & fees
"Fort Hill Inn, Boston" Cozy Studio Suite, Eat in Kitchen, 5 minutes to Center
Marina
Exterior detail
Outdoor dining
Interior
Exceptional
(24 reviews)

Charming 1BR w/ Fireplace Near Fenway & Longwood

Brookline

7% off
AU$2,572
for 7 nights, 1 apartment
AU$367 per night
includes taxes & fees
Charming 1BR w/ Fireplace Near Fenway & Longwood
Private kitchen
Interior
Queen size bed
Dining
Exceptional
(38 reviews)

extended stays

Boston

7% off
AU$2,189
for 7 nights, 1 apartment
AU$313 per night
includes taxes & fees
extended stays
Room
Living area
Dining
Exterior detail
Exceptional
(19 reviews)

Harvard, B.U. M.I.T. Fenway Park convenient comfortable & spacious 3BR apartment

Cambridge

8% off
AU$5,333
for 7 nights, 1 apartment
AU$762 per night
includes taxes & fees
Harvard, B.U. M.I.T. Fenway Park convenient comfortable & spacious 3BR apartment
Room
Kitchen with granite counter tops and stainless steel appliances
Eat in kitchen
Living room with plenty of natural light.
Exceptional
(190 reviews)

LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo

Boston

8% off
AU$3,653
for 7 nights, 1 apartment
AU$522 per night
includes taxes & fees
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
Interior
Living area
Exterior
Dining
Exceptional
(35 reviews)

The Sunset Room at TPH - Boston

Boston

7% off
AU$1,362
for 7 nights, 1 room
AU$195 per night
includes taxes & fees
The Sunset Room at TPH - Boston

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The scenic area of Watertown awaits your stay

The riverfront and surrounding scenery provide a peaceful ambience to your holiday home in Watertown. This scenic city is known for its restaurants, shopping and bird watching. Fenway Park and Harvard Square are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Watertown

Are you looking for attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Watertown a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Encore Boston Harbor (6 mi / 9.7 km)
  • Boston Marathon Finish Line (5.5 mi / 8.9 km)
  • LEGO® Discovery Center Boston (5.5 mi / 8.9 km)
  • Samuel Adams Brewery (5.7 mi / 9.1 km)
  • Franklin Park Zoo (6.6 mi / 10.6 km)
  • New England Aquarium (6.8 mi / 11 km)

Exploring the natural features in Watertown

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Watertown. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (6.1 mi / 9.8 km)
  • Copley Square (5.6 mi / 9.1 km)
  • Boston Harbor (6.8 mi / 11 km)
  • Back Bay Fens (4.9 mi / 7.9 km)
  • Commonwealth Avenue Mall (5.1 mi / 8.2 km)
  • Charles River Esplanade (5.6 mi / 9.1 km)

How to get to and around Watertown

The nearest airport is in Boston, MA (BNH-Boston Harbor Seaplane Base), located 7.9 mi (12.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is 8.3 mi (13.4 km) away.

Frequently asked questions

What is the best area to stay in Watertown when booking a holiday rental?
When considering a holiday rental in Watertown, Massachusetts, a popular area to stay is near the vibrant Watertown Square. This neighbourhood offers a delightful mix of local shops, cafes, and restaurants, making it a convenient base for exploring the area. The proximity to the Charles River is a significant highlight, where you can enjoy scenic walks or bike rides along the picturesque paths.Another appealing option is the area surrounding Arsenal Yards, which has undergone a recent transformation into a lively hub filled with dining options, entertainment venues, and retail shops. Here, you'll find attractions such as the Arsenal Centre for the Arts, which hosts a variety of performances and cultural events, adding to the community's charm.In terms of properties, Watertown features a diverse range of holiday rentals, from cosy apartments to family-sized homes, allowing visitors to find suitable accommodation whether they are travelling solo, as a couple, or with a larger group.
What is the most popular type of holiday rental accomodation in Watertown?
In Watertown, apartments are the most popular type of holiday rental, with around 76 available throughout the area. These apartments are typically located in friendly neighbourhoods and come equipped with essential amenities such as fully stocked kitchens, comfortable living areas, and laundry facilities, making them ideal for both short and extended stays. For those seeking more space, approximately 24 holiday houses are also offered, providing multiple bedrooms and outdoor spaces for relaxation. Additionally, there are several condos available, which usually feature modern designs and shared amenities like fitness centres or swimming pools.
Are there any family house rentals in Watertown?
In Watertown, Massachusetts, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The locale features a variety of properties that are spacious and well-equipped, often including full kitchens and ample living areas for family gatherings. Many homes also provide outdoor spaces, superb for kids to play, as well as amenities like Wi-Fi and air conditioning for added comfort during your stay.Watertown's neighbourhoods are conveniently located near parks and recreational areas, such as the picturesque Filippello Park, which offers playgrounds and green spaces for outdoor fun. Additionally, visitors can explore local attractions like the Arsenal Yards, featuring shops, dining options, and entertainment venues, ensuring a delightful experience for families.
Can I rent a holiday home with a pool or hot tub in Watertown?
In Watertown, there are several holiday homes available for rent that feature pools and hot tubs. This charming town, located just outside of Boston, offers a blend of suburban tranquillity and easy access to urban attractions. Many of these properties come equipped with amenities such as private pools and hot tubs, great for relaxation after a day of exploration. Additionally, travellers can expect spacious living areas, fully equipped kitchens, and outdoor spaces ideal for gatherings or family time.
Are there pet-friendly house rentals in Watertown?
In Watertown, Massachusetts, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these holiday homes come equipped with amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like gardens or patios, superb for relaxing after a day of exploring.The neighbourhood offers a suburban charm with easy access to nearby parks, making it ideal for pet owners. For instance, the Charles River Reservation is located close by, where you can enjoy scenic walking trails along the river, allowing for enjoyable strolls with your furry companions. Additionally, the nearby Arsenal Yards features shops and cafes that are pet-friendly, enhancing the overall experience for those travelling with pets.
Are there any remote work holiday rentals in Watertown?
In Watertown, Massachusetts, there are numerous options for remote work holiday rentals, with around 60 available throughout the area. This vibrant suburb of Boston offers a variety of properties that cater to the needs of remote workers. Many of these rentals come equipped with high-speed internet and Wi-Fi, ensuring a reliable connection for work-related tasks.Travellers can expect to find comfortable living spaces that often include designated office areas or desks, making it easy to set up a productive work environment. Additionally, many properties feature amenities such as fully equipped kitchens, laundry facilities, and outdoor spaces for relaxation during breaks.Watertown itself is well-connected, providing easy access to parks, local shops, and restaurants, which adds convenience to the stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Watertown?
In Watertown, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many properties also offer onsite parking, which is convenient for those travelling with their own vehicles. For coffee lovers, rentals typically feature coffee and tea makers to enjoy a warm beverage at any time. Additionally, accommodations are often pet-friendly, welcoming service animals. Many units also provide balconies, ideal for relaxing outdoors and enjoying the local atmosphere.
When is the best time to visit Watertown for a holiday rental?
July is the most popular time to visit Watertown, Massachusetts, as it falls within the peak season from July to September. During this vibrant summer month, you'll find a bustling atmosphere filled with locals and tourists alike, all eager to experience the various outdoor activities, festivals, and historical sites that this charming town has to offer. The warm weather, with temperatures typically ranging from 20 to 30 degrees Celsius, is great for enjoying leisurely strolls along the Charles River or exploring nearby parks.For those who prefer a quieter experience, consider visiting in December. While this is the low season, it offers a unique charm as the town transforms into a winter wonderland. You can enjoy festive decorations, local holiday events, and the cosy ambiance of Watertown's cafés and shops, all while avoiding the crowds.Ultimately, the best time to book a holiday rental in Watertown depends on your preferences: whether you crave the lively summer energy or the more tranquil and festive atmosphere of winter.
What are the top attractions in Watertown?
In Watertown, Massachusetts, visitors can explore a variety of attractions that reflect the area's rich history and community spirit. The Watertown Arsenal, which has been transformed into a vibrant shopping and dining district, features a mix of boutiques, restaurants, and local businesses, making it a great spot for leisurely strolls and dining experiences.The historic Charles River Greenway offers a scenic pathway for walking, jogging, and cycling along the river, providing beautiful views of the water and surrounding landscapes. Additionally, the nearby Mount Auburn Cemetery is a tranquil place to visit, known for its stunning landscapes and popular historical figures buried there.For a taste of local culture, the Armenian Heritage Park is a significant attraction that celebrates the Armenian community's history and contributions. Visitors can also enjoy the local dining scene, with a variety of restaurants offering diverse cuisines, particularly reflecting the area's rich Armenian heritage.
Are all fees included in the Watertown holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Watertown holiday homes with parking?
Stayz offers a wide selection of holiday homes in Watertown with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Watertown holiday homes?
You can find great discounts on holiday homes in Watertown on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Watertown holiday home booking on Stayz?
To find Watertown holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Watertown?
A long-stay holiday home in Watertown is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Watertown holiday home?
Book your Watertown holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Watertown?
Prices for holiday homes in Watertown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Watertown to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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