
Watertown vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Watertown
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Watertown vacation rentals
Other great vacation rentals in Watertown

Walk to Everything Great about Marblehead!
We loved our stay at this property. The house is much more historic and lived in, if you are after a pristine and modern stay, this might not be the place for you. But the house more than made up for it in character and cozy vibes, and it fit in perfectly in the charming historic neighborhood in Marblehead. The area has a lot of wonderful spots you can walk to, and the host provided historical information about the area and the house as well! We were so grateful for John’s proactive communication, we didn’t have any issues but I’m confident if we had he would have quickly resolved them! Overall my family had a wonderful weekend and we spent the drive home saying home much we’d love to make another trip in the summer to enjoy the ocean more!! Thanks John for a memorable weekend!

60 Jordan-New Construction Townhome
We stayed at this beautiful home in our hometown while dealing with an insurance claim at our own house, and it truly felt like a home away from home. The space was incredibly comfortable, clean, and welcoming. Our hosts were so kind and accommodating, making a stressful time so much easier. We’re so grateful for their hospitality and would absolutely recommend this place to anyone looking for a homey and happy stay.

North shore getaway! Near Salem ,Gloucester
We needed some extra space for family visiting over the holidays and it worked out well.

Master Suite with magnificent views of the ocean
We had a lovely long weekend at Natasha's gorgeous home. Spotlessly clean, with modern upgrades and appliances. The layout is a bit unusual as the house has been renovated and split into at least 2 units. Located on main road into Swampscott, with a view of the ocean (across the road) out the front windows--very beautiful even in the middle of winter! We had snow 2 out of 3 nights, and on the first of these there was a gentleman outside shoveling the driveway and back steps around noon. But by our check out time (noon) on Monday, nobody had cleared the snow. Got our car out ok, and we cleared off the back steps so we could bring our luggage out. There was conflicting info between the listing and what we were told by the owner re check-in and check out times--we messaged owner (twice) to clarify check out time and never heard back from her, so called her on check out morning--she apologized and honored the original listing. Info in owner's instruction booklet at house needs updating.

Nxt to ocean, 5 min dntwn by T
This place was a great place to stay for our week visit in Boston. The apartment is very conveniently located to the subway, so getting around was very easy, and it was close to the airport as well. It was also very clean and fit the four of us very comfortably. The walls are thin so it’s a little loud with street noise in the front bedroom, but nothing some ear plugs didn’t fix. The TV didn’t really work, but as we were there to explore it didn’t really matter.

Detached Waterfront Guest House
This is a nice place, it had everything we needed and was clean. Ian was a great communicator. The shower was a little on the small size.

Charming 3B2B Condo II Near Beach
A nice and clean apartment. We were walking distance to several great restaurants and bars. I would stay again next time I have shows to see in Boston.

Salem/Beverly- Explore Boston's North Shore!
This place was just perfect for what we needed! It was exactly as described, clean and more than roomy enough for our party. The location is great too. Easily accessible to Salem, stores, restaurants and public transportation. Aurelia left a binder with great suggestions and then checked in with me to make sure we were happy and settled. Highly recommended !
Quick stats about vacation rentals in Watertown
Total rentals
380 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
20K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
220 properties have a dedicated workspace
Frequently Asked Questions
Where should I stay in Watertown?
Make yourself at home in Watertown by choosing from our most frequently booked neighborhoods. We have over 430 vacation rentals in Warrendale, over 3,870 vacation rentals in East Watertown, and over 2,030 vacation rentals in Payson Park.
Are there private suite rentals with a dedicated workspace in Watertown?
Yes! Work meets play with ease at over 10 private suite rentals in Watertown featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly condo rentals in Watertown?
Four-legged friends are welcome in Watertown. Choose from more than 10 condo rentals for guests traveling with pets.
Do apartment rentals in Watertown have a gym?
Absolutely! We offer over 20 apartment rentals with a gym in Watertown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Watertown have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Watertown. Enjoy a tailored experience with all the comforts you desire.
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 condo rentals in Watertown?
Watertown has more than 20 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do private suite rentals in Watertown have air conditioning?
Absolutely! We offer over 10 private suite rentals with air conditioning in Watertown. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in townhouse rentals in Watertown?
Experience the best of Watertown with our townhouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Apartment Rentals in Watertown?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a bbq area, over 20 homes with a gym, over 120 homes with air conditioning, over 150 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Boston Vacation rentals
- Cape Cod Vacation rentals
- The Hamptons Vacation rentals
- Hudson Valley Vacation rentals
- Long Island Vacation rentals
- Plainview Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Jersey Shore Vacation rentals
- Pocono Mountains Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Rentals with outdoor seating Watertown
- Kid-friendly rentals Watertown
- House rentals Watertown
- Rentals with a patio Watertown
- Apartment rentals Watertown
- Rentals with a washer and dryer Watertown
- Pet-friendly rentals Watertown
- Condo rentals Watertown
- Rentals with breakfast Watertown
- Fitness-friendly rentals Watertown
- Family-friendly rentals Watertown
- Rentals with a fireplace Watertown
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- North Hampton Beach
- Brown University
- New England Aquarium
- Faneuil Hall Marketplace
- Freedom Trail
- Prudential Center
- Symphony Hall
- Roger Williams Park Zoo
- Oakland Beach
- Boston Public Library
- Crane Beach
- Rye North Beach
- Pinehills Golf Club
- Aaronap Cellars
- John Hancock Tower
- Boston Children's Museum
- Quincy Market
- Pavilion Beach
- Museum of Fine Arts, Boston
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes