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

Holiday Homes in Watertown

  • 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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Watertown holiday homes

Interior

1. 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 NZ$249
includes taxes & fees
8 Sept - 9 Sept
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
3 bedrooms, iron/ironing board, free WiFi

2. Dream Vacation Home

Dream Vacation Home
Derby
The price is NZ$430
includes taxes & fees
8 Sept - 9 Sept
Dream Vacation Home
Coffee/tea maker, fridge, microwave, oven

3. #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 NZ$827
includes taxes & fees
11 Aug - 12 Aug
#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
TV

4. Newly Remodeled 1-BR Close to Everything yet Very Private

Newly Remodeled 1-BR Close to Everything yet Very Private
Wallingford
10.0 out of 10, Exceptional, (10 reviews)
"Best stay ever! Parking lot was easy; apartment was clean and felt like home. Bed comfortable. Would booked this apartment next trip. My only recommendation that was the kitchen did not have a toaster. "
United States
Linda v.
The price is NZ$497
includes taxes & fees
13 Aug - 14 Aug
Newly Remodeled 1-BR Close to Everything yet Very Private
1 bedroom, iron/ironing board, WiFi, bed sheets

5. Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is NZ$497
includes taxes & fees
13 Aug - 14 Aug
Once the old Schools house now a newly furnished Apartment
Coffee/tea maker, fridge, microwave, oven

6. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
Newhallville
The price is NZ$858
includes taxes & fees
9 Aug - 10 Aug
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
Iron/ironing board, WiFi, bed sheets

7. The Cottage by the Woods -private getaway to relax

The Cottage by the Woods -private getaway to relax
Meriden
The price is NZ$1,075
includes taxes & fees
15 Aug - 16 Aug
The Cottage by the Woods -private getaway to relax
TV, fireplace

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

#41- Available 12/8! - sleeps 14
Southington
The price is NZ$893
includes taxes & fees
9 Aug - 10 Aug
#41- Available 12/8! - sleeps 14
Private kitchen

9. 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 NZ$245
includes taxes & fees
9 Aug - 10 Aug
Cozy private room in a shared home with a Full-size bed and private bathroom.
Exterior

10. Peaceful Private Stay in Shared Home Near Yale

Peaceful Private Stay in Shared Home Near Yale
West New Haven
10.0 out of 10, Exceptional, (1 review)
"This place was just perfect for us and our stay. The neighborhood was safe, and the property was easy to find. Bedroom was cozy, and the communication with the host was phenomenal. Thank you!"
United States
McKenna S.
The price is NZ$350
includes taxes & fees
16 Aug - 17 Aug
Peaceful Private Stay in Shared Home Near Yale
Outdoor dining

11. 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, (68 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is NZ$867
includes taxes & fees
17 Aug - 18 Aug
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Property grounds

12. Sun Filled Lake House Living

Sun Filled Lake House Living
Avon
6.6 out of 10, (4 reviews)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
United States
Joseph C.
The price is NZ$622
includes taxes & fees
5 Sept - 6 Sept
Sun Filled Lake House Living
2 bedrooms, free WiFi, bed sheets

13. Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
The price is NZ$403
includes taxes & fees
1 Sept - 2 Sept
Peaceful and cozy 1 bed 1 bath in quaint Winchester
TV, books

14. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is NZ$913
includes taxes & fees
12 Aug - 13 Aug
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Exterior

15. Sumak Kawsay - Life in harmony. Waterfront Hot Tub + NYC

Sumak Kawsay - Life in harmony. Waterfront Hot Tub + NYC
Newtown
10.0 out of 10, Exceptional, (1 review)
"What a beautiful, cozy and super well kept place. We absolutely enjoyed our stay and the place had everything we needed. My favorite part was sitting on the back deck watching the boats go by. So peaceful. The place is super close to a cute town which we didn’t have time to explore but we will be back!"
United States
Linsey B.
The price is NZ$504
includes taxes & fees
26 Aug - 27 Aug
Sumak Kawsay - Life in harmony. Waterfront Hot Tub + NYC
Cookware/dishes/utensils

16. Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (11 reviews)
"Nicole is a wonderful host. We had a fantastic stay at her house. The home was beautifully prepared, and we felt very comfortable throughout our visit. Even though it was a rainy weekend, we were still able to enjoy the huge hot tub and had a great time playing the card games and board games provided. Thank you!!"
United States
W Y.
The price is NZ$1,278
includes taxes & fees
16 Aug - 17 Aug
Awesome Lake Home with tons of fun!
Terrace/patio

17. The Old Avon 1800 Manor

The Old Avon 1800 Manor
Avon
7.0 out of 10, Good, (2 reviews)
"Wonderful place and host very responsive and friendly!"
United States
Anonymous traveller
The price is NZ$868
includes taxes & fees
17 Aug - 18 Aug
The Old Avon 1800 Manor
Exterior

18. Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Middletown
9.8 out of 10, Exceptional, (17 reviews)
"Large, comfortable house in a tranquil part of town. "
United States
Daryl R.
The price is NZ$1,552
includes taxes & fees
8 Sept - 9 Sept
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Outdoor dining

19. Candlewood Lake Retreat with Private Dock

Candlewood Lake Retreat with Private Dock
New Milford
10.0 out of 10, Exceptional, (56 reviews)
"Great property for a family to enjoy the lake!"
United States
Jenny B.
The price is NZ$3,641
includes taxes & fees
25 Aug - 26 Aug
Candlewood Lake Retreat with Private Dock
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

Cozy cottage with AC and lake access in charming Connecticut suburb.

Cozy cottage with AC and lake access in charming Connecticut suburb.

10/10 Excellent
"The house was clean and cozy. The outside was beautiful. No issues using the lake. Great,quick communication from host. Lots of little things stocked in case needed. Will book on our next trip. Plenty of blankets and pillows, didnt use fireplace but it was there. AC worked so well!! Check in and out was super easy and felt almost wrong to have no hassle. Cute community"
Kristina C. 6-night trip
Posted 7 hours ago
Cozy cottage with AC and lake access in charming Connecticut suburb.

Find out more about Watertown

Watertown Holiday Homes information

Number of reviews
120
Accommodation
283 Holiday Homes
Lowest Price
NZ$245
Highest Price
NZ$3,641