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

Watertown Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
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 vacation rentals

House (3 Bedrooms) | Interior

1. 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 AED 1,003
AED 1,980 total
includes taxes & fees
14 Sep - 15 Sep
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Interior

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.
The price is AED 804
AED 1,994 total
includes taxes & fees
14 Sep - 15 Sep
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Coffee/tea maker, fridge, microwave, oven

3. 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 AED 1,131
AED 1,461 total
includes taxes & fees
25 Aug - 26 Aug
The Jefferson Guest House, Spacious, Special Views
Interior

4. 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, (14 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is AED 790
AED 1,022 total
includes taxes & fees
26 Aug - 27 Aug
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
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 AED 404
AED 538 total
includes taxes & fees
7 Sep - 8 Sep
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Exterior

6. 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 AED 340
AED 465 total
includes taxes & fees
22 Sep - 23 Sep
Cozy One Bedroom Apartment Centrally Located in Southbury
Dining

7. Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Torrington
10.0 out of 10, Exceptional, (1 review)
"Good communication. Clean place in good location. Would stay again. "
United States
Jaimie S.
The price is AED 859
AED 1,914 total
includes taxes & fees
25 Aug - 26 Aug
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Coffee/tea maker, fridge, microwave, oven

8. 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 AED 551
AED 1,118 total
includes taxes & fees
11 Sep - 12 Sep
Private Apartment in Southbury 104
Outdoor dining

9. Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (69 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is AED 1,031
AED 1,795 total
includes taxes & fees
26 Aug - 27 Aug
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Interior

10. #11 -* 4 Bedrooms, 3 Baths! Sleeps up to 10

#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 10
Plainville
10.0 out of 10, Exceptional, (3 reviews)
"Great weekend with friends!"
United States
Neil R.
The price is AED 1,293
AED 2,512 total
includes taxes & fees
28 Aug - 29 Aug
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 10
Smart TV, fireplace

11. 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 AED 588
AED 1,018 total
includes taxes & fees
31 Aug - 1 Sep
Pristine Cozy Walkable Downtown 2BR Getaway
Dining

12. Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfectly located for where we needed to be. The host was amazing, would stay again. Unit was comfy and cozy with perfect little homey touches. "
United States
Brittany M.
The price is AED 516
AED 1,595 total
includes taxes & fees
25 Aug - 26 Aug
Art House 3 Beds Close to Warner Theater
TV, fireplace

13. #41- Available 12/8! - sleeps 14

#41- Available 12/8! - sleeps 14
Southington
The price is AED 979
AED 2,106 total
includes taxes & fees
26 Aug - 27 Aug
#41- Available 12/8! - sleeps 14
Coffee/tea maker, fridge, microwave, oven

14. 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 AED 408
AED 931 total
includes taxes & fees
27 Aug - 28 Aug
Private Apartment in Southbury 103
Coffee/tea maker, fridge, microwave, oven

15. #16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Southington
9.0 out of 10, Wonderful, (8 reviews)
"We enjoyed our stay! And happy with most!!!!"
United States
Dawn H.
The price is AED 1,136
AED 2,202 total
includes taxes & fees
15 Sep - 16 Sep
#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Interior

16. 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 AED 253
AED 932 total
includes taxes & fees
30 Aug - 31 Aug
The Sun Filled Cozy Creamery
Exterior

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 AED 474
AED 1,261 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Modern Farmhouse Private Apt - 3 Beds
Interior

18. 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 AED 444
AED 980 total
includes taxes & fees
30 Aug - 31 Aug
Private Apartment in Southbury 101
Outdoor dining

19. 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 Perch in the Purchase -- Cozy, unique, and private
Interior

20. Private Apartment in Berlin

Private Apartment in Berlin
Berlin
9.0 out of 10, Wonderful, (7 reviews)
"Clean, convenient, and great location."
United States
Shaun L.
The price is AED 337
AED 913 total
includes taxes & fees
25 Aug - 26 Aug
Private Apartment in Berlin
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

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"Staff- very professional Rooms- very clean Laundry for person items- needed better clarification Overall the experience was exceptional"
Krystina 10-night trip
Posted less than an hour ago
Courtyard by Marriott Waterbury Downtown

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 5 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 Lake Quassapaug.

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.