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

Watertown Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Watertown holiday rentals

A modern living room with a flat-screen TV mounted on a white wall, a clock, and a minimalist design.

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$746
HK$1,014 total
includes taxes & fees
9 Nov - 10 Nov
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
A two-story house with a porch, a front door with a wreath, and a small garden area.

2. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (9 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is HK$911
HK$2,684 total
includes taxes & fees
12 Oct - 13 Oct
Bear Retreat - 2-bedroom house in Waterbury
A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

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.
The price is HK$863
HK$1,150 total
includes taxes & fees
12 Oct - 13 Oct
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A spacious living room with large windows, a fireplace, and a view of the outdoors.

4. 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$1,719
HK$4,238 total
includes taxes & fees
12 Oct - 13 Oct
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A compact kitchen with wooden cabinets, a microwave, a sink, and a chair.

5. 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
The price is HK$530
HK$766 total
includes taxes & fees
13 Oct - 14 Oct
Cozy Studio apartment in delightful Waterbury with Central Air
A spacious living room with large windows, a fireplace, and a view of the outdoors.

6. 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$2,142
HK$4,230 total
includes taxes & fees
12 Oct - 13 Oct
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A white house with a wooden staircase leading to a porch.

7. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (37 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
The price is HK$692
HK$953 total
includes taxes & fees
18 Oct - 19 Oct
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.

8. 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, (19 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is HK$1,687
HK$2,160 total
includes taxes & fees
12 Oct - 13 Oct
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A modern kitchen with white cabinets, stainless steel appliances, and a dining table with chairs.

9. 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$946
HK$2,067 total
includes taxes & fees
12 Oct - 13 Oct
Private Apartment in Southbury 104
A view through a window with a clear sky and lush greenery outside.

10. 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$1,075
HK$2,231 total
includes taxes & fees
4 Nov - 5 Nov
Private Apartment in Southbury 101
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
9.0 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$1,004
HK$2,142 total
includes taxes & fees
4 Nov - 5 Nov
Private Apartment in Southbury 102
A kitchen with a marble island, wooden cabinets, a clock, and a window with a view of trees.

12. The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (9 reviews)
"Everything about Jefferson House was perfect. It was located in a beautiful part of Connecticut adjoining a state park. The house was beautifully decorated. The kitchen was fully equipped and had a large island for dining. The bed, pillows and living room furnishings were very comfortable. The house was well up-to-date with two TVs, a charging device with multiple cords, a double oven (!), and countless thoughtful touches. I cannot recommend it highly enough!"
United States
genevieve
The price is HK$2,415
HK$3,098 total
includes taxes & fees
29 Oct - 30 Oct
The Jefferson Guest House, Spacious, Special Views
A living room with a sectional sofa, a small side table, and a floor lamp.

13. Lakehaven • Hot Tub, Decks, Fires & More

Lakehaven • Hot Tub, Decks, Fires & More
Plymouth
10.0 out of 10, Exceptional, (1 review)
"Great find!! Amazing views, house was superb!"
United States
Iva B.
The price is HK$2,718
HK$6,760 total
includes taxes & fees
12 Oct - 13 Oct
Lakehaven • Hot Tub, Decks, Fires & More
A two-story house with a front porch, a small balcony, and a white picket fence.

14. 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.
The price is HK$931
HK$3,032 total
includes taxes & fees
10 Nov - 11 Nov
Cozy Attic 10 min to Llitchfield
A modern kitchen with a dining area, large windows, and a TV displaying a streaming service.

15. 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, (5 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$1,144
HK$1,828 total
includes taxes & fees
25 Oct - 26 Oct
The Perch in the Purchase -- Cozy, unique, and private
A spacious room with a wooden staircase, a dining area with chairs and a table, and a large window with a view of trees.

16. Bristol Condo Near ESPN HQ & Lake Compounce!

Bristol Condo Near ESPN HQ & Lake Compounce!
Bristol
The price is HK$1,036
HK$2,407 total
includes taxes & fees
12 Oct - 13 Oct
Bristol Condo Near ESPN HQ & Lake Compounce!
A deck with a white chair and a table, a sliding glass door, and a potted plant.

17. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
The price is HK$1,373
HK$2,463 total
includes taxes & fees
12 Oct - 13 Oct
Bristol Condo Near Espn HQ & Lake Compounce!
A modern kitchen with stainless steel appliances, a central island, and a dining area with a sofa.

18. #27- Luxury Collection

#27- Luxury Collection
Southington
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home, well designed and spacious rooms. Host was fantastic and communication was great! Thank you"
United States
C B.
The price is HK$1,632
HK$3,634 total
includes taxes & fees
20 Oct - 21 Oct
#27- Luxury Collection
A living room with a sectional sofa, a glass coffee table, and a view of a lake.

19. 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, (5 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.
The price is HK$2,354
HK$4,540 total
includes taxes & fees
2 Nov - 3 Nov
Escape to Bantam Lake- With Fireplace and Hot tub!
A modern living room with a blue sofa, a coffee table, and a dining area with a kitchen in the background.

20. #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)
"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "
United States
Ryan A.
#23 COMFORT & LUXURY 3 BR/2 BA House
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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Top Watertown Hotel Reviews

Best Western Danbury/Bethel

Best Western Danbury/Bethel

8/10 Good
"The room was efficient as expected. The room was clean and neat. TV was interesting to say the least to use, maybe put out some directions. Honestly, a good stay and really no major complaint."
Jim 1-night trip
Posted 18 hours ago
Best Western Danbury/Bethel

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 Abbey of Regina Laudis.

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.