Dog Boarding in Winchester, CT

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Alan & Luis

Fenced in yard, excellent service

Bloomfield, CT, 06002

Dog Boarding, Doggy Day Care

49 repeat clients

"My dogs have never been so happy. Large house, huge fenced yard they love, lots of attention and great care. My young Tibetan Terrier mix gets to run aroun... (more)"

2. Kelly

Kel's Canines

BURLINGTON, CT, 06013

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

5 repeat clients

About: Hi, thank you for considering me to care for your fur-baby while you are away! I have had dogs and cats (and once a chinchilla!) my entire life an... (more)

3. Vesta

I have a big heart for small dogs!

Weatogue, CT, 06089

Dog Boarding

2 repeat clients

"Vesta is a wonderful sitter. She asked many questions about Manny's care and made me feel comfortable about leaving him with her. Manny felt right at home. I... (more)"

Available this weekend
4. Mallory

Doggy day care/in home doggy care

Terryville, CT, 06786

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

3 repeat clients

"I booked last minute due to a international trip for work. They took Jack no problem and he had a great stay. By the time I got back he was one of the pack. ... (more)"

Available this weekend
5. Cruz Maria

PICK ME, PICK ME

avon, CT, 06001

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

47 repeat clients

"Our dog was a rescue and can be timid and nervous around new people and in new places. We have used Maria's services three times and each time our dog is mo... (more)"

6. Tammy

Dog loving family

Southwick, MA, 01077

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

9 repeat clients

"Tammy is great. It gave me peace of mind while on vacation knowing Millie was in great hands. Tammy sent updates throughout the week so I would know how Mil... (more)"

7. Paul

Involve my dogs in everything I do

N-Granby, CT, 06060

Dog Boarding, Drop-In Visits, Dog Walking

"Paul is the most caring and kind animal lover I know. He is honest, reliable and loyal and your pet will be in excellent care. (more)"

8. Kristin

Large fenced in yard :)

Torrington, CT, 06790

Dog Boarding, Drop-In Visits, Dog Walking

About: We are a loving couple with two dogs in the home. We are only out of the home about 5 hrs a day and willing to take any dog of any size (if you ar... (more)

9. Tony & Kerry

Burlington dog lovers!

Burlington, CT, 06013

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

11 repeat clients

"Tony and Kerry gave my dog Quincy an excellent home away from home. They followed my directions to a "T" even including giving him medicine every day. I did... (more)"

10. Jesse

Your dog is my little buddy!

Granby, CT, 06035

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Jesse has worked for my business for the past seven years. Part time while in school, and this past year full time. Jesse is a very important part of my busi... (more)"

11. Faith

Loves dogs, Jesus, and coffee.

Monterey, MA, 01245

Dog Boarding, House Sitting, Drop-In Visits

"Faith was very sweet and thoughtful taking care of out pup. (more)"

12. Mikaila

Your pooch will enjoy there vacay

Morris, CT, 06763

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

19 repeat clients

"As usual, Shadow had an amazing time with Mikaila. She lept out of the car as soon as we pulled up into the driveway and never turned back. Mikaila shared ... (more)"

13. Evelyn

Mature, Loving and Responsible Care

Burlington, CT, 06013

Dog Boarding, Drop-In Visits, Dog Walking

"Evelyn and her home are warm and welcoming for your little loved fur babies!! She has had my 2 1/2 year old French Bulldog stay twice at her home. He takes m... (more)"

14. Iris

I am a dog whisperer and magnet.

Norfolk, CT, 06058

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Iris took fabulous care of Hank and kept us in the loop with snapshots and texts while we were away. (more)"

15. Kaitlin

Your dog will be tired of me!

New Hartford, CT, 06057

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I have known Kaitlin for 28 years and I am more than confident that she would be an asset to Rover. When I knew her growing up, she was very responsible for ... (more)"

Available this weekend
16. Zara

Our home is your dog's home away from home

Terryville, CT, 06786

Dog Boarding, Doggy Day Care

13 repeat clients

"This was Shylo's first stay with Zara and her husband. They have a nice fenced in back yard for the dogs to play in.I'm sure Shylo loved the company of all t... (more)"

17. Suzanne and Matthew

Canine Comfort Inn 10 ac. / Medical

Northwest Harwinton, Harwinton, CT, 06791

Dog Boarding, Doggy Day Care

20 repeat clients

"Our experience, and Taffy's, with Suzanne and Matthew was fantastic! They were the better than we could possibly have hoped for. The whole family was very... (more)"

18. Erik J. and Chris

Experienced Animal Enthusiasts!!!

Winsted, CT, 06098

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi!!! We are Chris and Erik. We both are very excited about starting to pet sit and would love to take an opportunity to share why we would make an... (more)

19. Martha

Each dog treated with love and attention

Thomaston, CT, 06787

Dog Boarding, Doggy Day Care

2 repeat clients

"Martha was absolutely amazing She kept me so well informed every day! I never worried about my dogs for my whole vacation because I knew she had it all und... (more)"

20. Jay

Fun and energetic.

Avon, CT, 06001

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I had a bichon for over 15 years and now I have shih tzu/bichon puppy that i just a bundle of joy. When your puppy/dog stays over, he/she will be ... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Never beg a friend to watch your dog again, and no more dog kennels. Rover offers in home dog boarding in Winchester, which means your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Winchester who can provide the care your dog needs, when they need it.