A mountainous landscape with autumn foliage, a valley, and distant buildings.

Watertown Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Watertown holiday rentals

Interior

1. Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.4 out of 10, Very good, (12 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is HK$831
HK$1,112 total
includes taxes & fees
15 Sept - 16 Sept
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Interior

2. Cozy Studio apartment in delightful Waterbury with Central Air

Cozy Studio apartment in delightful Waterbury with Central Air
Waterbury
The price is HK$677
HK$935 total
includes taxes & fees
14 Sept - 15 Sept
Cozy Studio apartment in delightful Waterbury with Central Air
Exterior

3. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (36 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is HK$726
HK$992 total
includes taxes & fees
22 Sept - 23 Sept
Cozy One Bedroom Apartment Centrally Located in Southbury
Interior

4. 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
The price is HK$2,139
HK$4,224 total
includes taxes & fees
14 Sept - 15 Sept
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Interior

5. 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.
The price is HK$862
HK$1,148 total
includes taxes & fees
8 Sept - 9 Sept
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Interior

6. 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.
The price is HK$1,716
HK$4,255 total
includes taxes & fees
14 Sept - 15 Sept
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Coffee/tea maker, fridge, microwave, oven

7. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (4 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is HK$846
HK$1,959 total
includes taxes & fees
2 Sept - 3 Sept
Private Apartment in Southbury 103
Interior

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.
The price is HK$878
HK$1,995 total
includes taxes & fees
2 Sept - 3 Sept
Private Apartment in Southbury 101
Interior

9. 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, (15 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is HK$1,685
HK$2,173 total
includes taxes & fees
1 Sept - 2 Sept
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Interior

10. Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.0 out of 10, Wonderful, (6 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.
The price is HK$1,042
HK$2,208 total
includes taxes & fees
9 Sept - 10 Sept
Private Apartment in Southbury 102
Coffee/tea maker, fridge, microwave, oven

11. 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.
The price is HK$1,113
HK$2,304 total
includes taxes & fees
9 Sept - 10 Sept
Private Apartment in Southbury 104
Exterior

12. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.4 out of 10, Exceptional, (6 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.
The price is HK$658
HK$2,112 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Attic 10 min to Llitchfield
Exterior

13. 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.
The price is HK$1,012
HK$2,689 total
includes taxes & fees
27 Aug - 28 Aug
Cozy Modern Farmhouse Private Apt - 3 Beds
Outdoor dining

14. The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$1,143
HK$1,833 total
includes taxes & fees
8 Sept - 9 Sept
The Perch in the Purchase -- Cozy, unique, and private
Interior

15. The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
9.0 out of 10, Wonderful, (26 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
The price is HK$541
HK$1,988 total
includes taxes & fees
30 Aug - 31 Aug
The Sun Filled Cozy Creamery
Interior

16. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
The price is HK$1,371
HK$2,459 total
includes taxes & fees
1 Sept - 2 Sept
Bristol Condo Near Espn HQ & Lake Compounce!
Interior

17. Bristol Condo Near ESPN HQ & Lake Compounce!

Bristol Condo Near ESPN HQ & Lake Compounce!
Bristol
The price is HK$1,034
HK$2,427 total
includes taxes & fees
1 Sept - 2 Sept
Bristol Condo Near ESPN HQ & Lake Compounce!
Smart TV, fireplace

18. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (19 reviews)
"Wow what an enjoyable stay! Clean, fresh, relaxing, and wonderful to meet owners Corin and Jen… gracious and hospitable hosts. Very comfortable, great location, well appointed… everything we were looking for!"
United States
James M.
The price is HK$1,254
HK$2,181 total
includes taxes & fees
31 Aug - 1 Sept
Pristine Cozy Walkable Downtown 2BR Getaway
Private kitchen

19. 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
The price is HK$533
HK$1,130 total
includes taxes & fees
1 Sept - 2 Sept
Cozy private room in a shared home with a Full-size bed and private bathroom.
Smart TV

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

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
8.8 out of 10, Excellent, (23 reviews)
"Great place clean and quiet "
United States
James P.
The price is HK$1,016
HK$1,717 total
includes taxes & fees
30 Aug - 31 Aug
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Watertown Hotel Reviews

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites

10/10 Excellent
"Staff are so helpful and accommodating to your needs"
Jessie 2-night trip
Posted less than an hour ago
Best Western Plus New England Inn & Suites

Find out more about Watertown

Search for holiday rentals in Watertown on Expedia! You can easily find your home rentals, villas, holiday apartments in Watertown using one of the methods below:

  • View our selection of featured holiday rentals in Watertown
  • Use the map to find apartments and other holiday homes in the Watertown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Watertown while they last

Look no further and take a look at our great range of rental properties in Watertown!

Frequently asked questions

Can I find holiday rentals in Watertown?

Yes, there are holiday rentals close to the most popular sights in Watertown, or you can select a more secluded option if you're looking for a relaxing stay. Watertown is known for its parks.

What are some of the best holiday rentals that Watertown has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Watertown offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Watertown?

Expedia has 6 holiday 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 wider area, you’ll find Black Rock State Park and Lake Quassapaug.

What’s a holiday rental in Watertown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Watertown. Holiday rentals offer extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for small groups.