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Watertown Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Watertown vacation rentals

A living room with a flat-screen TV displaying a streaming service interface, a white sofa, a small side table, and a patterned rug.

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 ￥16,608
￥22,263 total
includes taxes & fees
Nov 16 - Nov 17
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, (11 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is ￥17,794
￥53,126 total
includes taxes & fees
Nov 3 - Nov 4
Bear Retreat - 2-bedroom house in Waterbury
A spacious living room with large windows, a fireplace, and a view of the outdoors.

3. 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 ￥34,639
￥84,937 total
includes taxes & fees
Nov 3 - Nov 4
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.

4. 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 ￥17,399
￥23,172 total
includes taxes & fees
Nov 3 - Nov 4
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.

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
The price is ￥43,180
￥85,260 total
includes taxes & fees
Oct 31 - Nov 1
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A bathroom with a sink, mirror, and blue shower curtain.

6. 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 ￥10,684
￥15,453 total
includes taxes & fees
Nov 4 - Nov 5
Cozy Studio apartment in delightful Waterbury with Central Air
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, (38 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
The price is ￥16,371
￥21,991 total
includes taxes & fees
Nov 3 - Nov 4
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, (20 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is ￥34,007
￥43,695 total
includes taxes & fees
Oct 27 - Oct 28
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A view through a window with a clear sky and lush greenery outside.

9. 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 ￥21,684
￥44,999 total
includes taxes & fees
Nov 15 - Nov 16
Private Apartment in Southbury 101
A modern interior with a central light fixture, seating arrangement, and large windows.

10. Coming Soon! #32- Sleeps 10!

Coming Soon! #32- Sleeps 10!
Plymouth
8.0 out of 10, Very good, (1 review)
"Everything was great, just 2 things… Is only 1 tv for the whole apartment, and there is another apartment upstairs and you can hear everything….other than that everything was great."
United States
Humberto H.
Coming Soon! #32- Sleeps 10!
A staircase with a wooden handrail and a white wall with a large, oval-shaped mirror.

11. 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 ￥44,318
￥122,833 total
includes taxes & fees
Oct 23 - Oct 24
Lakehaven • Hot Tub, Decks, Fires & More
A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.

12. 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.
The price is ￥17,569
￥39,950 total
includes taxes & fees
Oct 25 - Oct 26
Private Apartment in Southbury 102
A spacious kitchen with wooden cabinets, a large island with stools, and a clock on the wall.

13. 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 ￥48,685
￥62,446 total
includes taxes & fees
Oct 27 - Oct 28
The Jefferson Guest House, Spacious, Special Views
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 ￥16,608
￥58,338 total
includes taxes & fees
Nov 5 - Nov 6
Cozy Attic 10 min to Llitchfield
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.
The price is ￥35,613
￥73,007 total
includes taxes & fees
Nov 15 - Nov 16
Escape to Bantam Lake- With Fireplace and Hot tub!
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

16. 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.
The price is ￥10,676
￥22,717 total
includes taxes & fees
Nov 12 - Nov 13
Cozy private room in a shared home with a Full-size bed and private bathroom.
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.
The price is ￥22,270
￥67,302 total
includes taxes & fees
Oct 28 - Oct 29
Cozy Modern Farmhouse Private Apt - 3 Beds
A modern kitchen with a dining area, large windows, and a TV displaying a streaming service.

18. 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, (6 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥23,932
￥37,691 total
includes taxes & fees
Oct 28 - Oct 29
The Perch in the Purchase -- Cozy, unique, and private
A hallway with a patterned wall, a wooden floor, a rug, a door with a wreath, and a bed visible through a glass door.

19. The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
9.0 out of 10, Wonderful, (27 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
The price is ￥10,921
￥40,002 total
includes taxes & fees
Nov 16 - Nov 17
The Sun Filled Cozy Creamery
A spacious living room with a brown leather sofa, a dining area with a wooden table and chairs, and a kitchen with stainless steel appliances.

20. #3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!

#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!
Plainville
8.8 out of 10, Excellent, (15 reviews)
"Great place and good location."
United States
MARC S.
The price is ￥30,817
￥63,456 total
includes taxes & fees
Oct 30 - Oct 31
#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!
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

Wyndham Southbury

Wyndham Southbury

8/10 Good
"Desk staff very accommodating. Restaurant at bar had very good food options. Room needed some updated renovating, I think the hotel may be in process of renovation of rooms. Overall had a very pleasant experience."
Catherine 4-night trip
Posted 5 hours ago
Wyndham Southbury

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 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.