Watertown Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Watertown vacation rentals

A two-story house with a porch, a front door with a wreath, and a small garden area.

1. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (13 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
$273 nightly
The price is $312
Nov 7 - Nov 8
Total with taxes and fees
Bear Retreat - 2-bedroom house in Waterbury
A spacious living room with large windows, a fireplace, and a view of the outdoors.

2. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Watertown
9.0 out of 10, Wonderful, (6 reviews)
"In town to visit our new grandchild. It was just my husband and me. It had more then enough room and was very comfortable."
United States
Elizabeth H.
$452 nightly
The price is $515
Nov 7 - Nov 8
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A modern kitchen with white cabinets, a microwave, stove, and sink. There is a dining area with a table and chairs.

3. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
$122 nightly
The price is $139
Nov 8 - Nov 9
Total with taxes and fees
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A building entrance with a brick facade, a green awning, and a glass door.

4. Cozy Studio apartment in delightful Waterbury with Central Air

Cozy Studio apartment in delightful Waterbury with Central Air
Waterbury
2.0 out of 10, (1 review)
"The place wasn’t how the pictures were on the app. It was hard to find the room. The keys for the room are very hard to open the room door . It’s like you have to struggle just to get inside . The room is inside of an abandoned building… some staff in the building was telling me that I shouldn’t be staying there or they wouldn’t stay there so it made me feel unsafe… the bed doesn’t match the head board. Everything just doesn’t match the images the host posted.."
United States
zynaisha
$89 nightly
The price is $101
Dec 2 - Dec 3
Total with taxes and fees
Cozy Studio apartment in delightful Waterbury with Central Air
A spacious living room with large windows, a fireplace, and a view of the outdoors.

5. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
$469 nightly
The price is $539
Nov 7 - Nov 8
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A white house with a wooden staircase leading to a porch.

6. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (39 reviews)
"Charles was super responsive and the bed was amazingly comfortable. Also the shower head great water pressure :-)"
United States
Lisbeth
$116 nightly
The price is $131
Dec 1 - Dec 2
Total with taxes and fees
Cozy One Bedroom Apartment Centrally Located in Southbury
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

7. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (21 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
$232 nightly
The price is $264
Nov 8 - Nov 9
Total with taxes and fees
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A view through a window with a clear sky and lush greenery outside.

8. Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
$235 nightly
The price is $267
Dec 6 - Dec 7
Total with taxes and fees
Private Apartment in Southbury 101
A front view of a house with a wooden staircase leading to a front door, a small porch area, and a garage door.

9. 1-bedroom vacation home 22 minutes from Quinnipiac University

1-bedroom vacation home 22 minutes from Quinnipiac University
Wolcott
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and the host was great "
United States
David G.
$337 nightly
The price is $384
Nov 30 - Dec 1
Total with taxes and fees
1-bedroom vacation home 22 minutes from Quinnipiac University
A modern kitchen with white cabinets, stainless steel appliances, and a dining table with chairs.

10. Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
10.0 out of 10, Exceptional, (1 review)
"Pro Unit very clean, check in was easy and host was responsive to issues 24/7.Unit is large with new appliances in full kitchen.It is located in a beautiful rural area of CT. I highly recommend it"
United States
Daniel R.
$230 nightly
The price is $262
Dec 6 - Dec 7
Total with taxes and fees
Private Apartment in Southbury 104
A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.

11. Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.2 out of 10, Wonderful, (7 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
$216 nightly
The price is $246
Dec 1 - Dec 2
Total with taxes and fees
Private Apartment in Southbury 102
A spacious kitchen with wooden cabinets, a large island with stools, and a clock on the wall.

12. The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (9 reviews)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
United States
Jennifer A.
$361 nightly
The price is $361
Nov 8 - Nov 9
Total with taxes and fees
The Jefferson Guest House, Spacious, Special Views
A two-story house with a front porch, a small balcony, and a white picket fence.

13. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.6 out of 10, Exceptional, (7 reviews)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
United States
Nicole N.
$306 nightly
The price is $354
Nov 8 - Nov 9
Total with taxes and fees
Cozy Attic 10 min to Llitchfield
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

14. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"I really enjoyed my four night stay here."
United States
Jim B.
$115 nightly
The price is $130
Nov 9 - Nov 10
Total with taxes and fees
Cozy private room in a shared home with a Full-size bed and private bathroom.
A spacious living room with a large window overlooking a lake, wooden ceiling, and comfortable seating.

15. Escape to Bantam Lake- With Fireplace and Hot tub!

Escape to Bantam Lake- With Fireplace and Hot tub!
Morris
10.0 out of 10, Exceptional, (6 reviews)
"This house is a dream. First, the views are incredible. Second, it’s beautifully decorated and very cozy. Lastly, the property location is perfect. I can’t wait to stay again!"
United States
Shannon M.
$427 nightly
The price is $486
Nov 18 - Nov 19
Total with taxes and fees
Escape to Bantam Lake- With Fireplace and Hot tub!
A hallway with a patterned wall, a wooden floor, a rug, a door with a wreath, and a bed visible through a glass door.

16. The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
8.8 out of 10, Excellent, (28 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
$219 nightly
The price is $234
Nov 29 - Nov 30
Total with taxes and fees
The Sun Filled Cozy Creamery
A two-story house with a front porch, a small balcony, and a white picket fence.

17. Cozy Modern Farmhouse Private Apt - 3 Beds

Cozy Modern Farmhouse Private Apt - 3 Beds
Torrington
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
$350 nightly
The price is $406
Nov 8 - Nov 9
Total with taxes and fees
Cozy Modern Farmhouse Private Apt - 3 Beds
A modern living room with a sectional sofa, a coffee table, and a kitchen in the background.

18. #23 *COMFORT & LUXURY* 3 BR/2 BA House

#23 *COMFORT & LUXURY* 3 BR/2 BA House
Southington
9.8 out of 10, Exceptional, (9 reviews)
"Perfect for our family stay this past weekend in ct. Close to shopping and restaurants. The house had everything we would of needed to whip together a meal. Beds were comfy and clean."
United States
Lynn O.
#23 *COMFORT & LUXURY* 3 BR/2 BA House
A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

19. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Southington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
United States
Cindy M.
$437 nightly
The price is $498
Nov 8 - Nov 9
Total with taxes and fees
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
A modern living room with a dark sofa, a small side table, and a kitchen area with a refrigerator and microwave.

20. Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.0 out of 10, Wonderful, (26 reviews)
"Great place clean and quiet "
United States
James P.
$173 nightly
The price is $197
Dec 7 - Dec 8
Total with taxes and fees
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find vacation rentals that suit your style

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Top Watertown Hotel Reviews

A hotel lobby with a modern design, featuring a seating area with sofas, a fireplace, and a television mounted on the wall.
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
Waterbury

10/10 Excellent

People smoking right outside
United States
Courtney
Reviewed August 12, 2025
Courtyard by Marriott Waterbury Downtown

Find out more about Watertown

Everything you need to know about Watertown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Watertown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Watertown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Watertown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Watertown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Watertown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $100 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Watertown rentals

At Expedia, we put the best Watertown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Watertown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Watertown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Watertown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Watertown?

Yes, we have vacation rentals near top points of interest in Watertown, or you can choose a more secluded option if you want a relaxing place to stay. Watertown is known for its parks.

What are some of the best vacation home rentals in Watertown?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This vacation home rental outside of Watertown offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Watertown?

Expedia has 6 vacation rentals for your stay in Watertown.

What’s there to see and do in Watertown?

Explore the area and family-friendly sights such as The Christmas Shop, or get out into nature at a spot like Lake Winnemaug. In the larger area, you’ll find Black Rock State Park and Abbey of Regina Laudis.

What’s a vacation rental in Watertown like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Watertown. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a small group gathering.

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