Doggy Day Care in Windsor, MA

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

Confirmed availability
Memorial day
1. Rachel

Home full time on campus, will run!

Northampton, MA, 01060

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

1 repeat client

"My dog Teddy has some special rules for handling because he's an assistance dog in training. Rachel was more than willing to accommodate him and work with me... (more)"

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2. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

6 repeat clients

"Bryan did an awesome job taking care of my puppy, Obi. He was very accommodating with my arrival time in the morning and Obi was always ready to go when I go... (more)"

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3. Katie

Need a Furry Friend

Williamsburg, MA, 01096

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

3 repeat clients

"I highly recommend Katie as a dog sitter for she is one of the most mature, responsible, hardworking individuals I know, with a commitment and drive for exce... (more)"

Confirmed availability
Memorial day
4. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

Dog Boarding, Doggy Day Care

11 repeat clients

"Excellent care. Maya really loved her time with Ryan and especially with his dog, Willow! She was quite happy and tired when I got her home. (more)"

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5. Laura

Heart-warming and friendly

Hatfield, MA, 01038

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

5 repeat clients

"Laura was so sweet and sent updates and pictures of my furbaby all day! I loved seeing how much fun she was having while I was at work. Thank you Laura! (more)"

6. Melinda

I love dogs!

Pittsfield, MA, 01201

Dog Boarding, Doggy Day Care

"Melinda is a very experienced dog trainer, handler, and owner. Because of her expertise, people ask her for help in resolving issues with their dogs. She ... (more)"

7. Amanda

Fun, Trustworthy,Animal Lover,

Westfield, MA, 01085

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

1 repeat client

"I have known Amanda for 15 years now, and she is the most compassionate animal lover I know! She is very empathetic towards animals and is very protective o... (more)"

8. Emma

Responsible, experienced dog lover!

Lee, MA, 01238

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

6 repeat clients

"I have known Emma for a couple years now and she has watched my dog Lola for me for up to a week at a time. There really is nobody I would trust with my pup ... (more)"

Confirmed availability
Memorial day
9. Kanya

Tender loving care to all your dogs

Amherst, MA, 01002

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

"I have known Kanya going on 3 years now. She is very responsible and friendly to all animals and people alike. Anyone would be lucky if they are able to have... (more)"

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10. Valerie

Dog lover and home full time

Sunderland, MA, 01375

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

"Valerie is really caring and she has taken care of my sick dog before and she gave him so much love and attention. I feel comfortable leaving my dog with Val... (more)"

Confirmed availability
This weekend
11. Nathan

I'll take your dog to the park

Weststockbridge, MA, 01266

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

About: I love animals I'm kind and friendly I am respectful and responsible. I will keep your dog happy and we will become friends. I've had dogs througho... (more)

Confirmed availability
Memorial day
12. Kody

Reliable and flexible dog lover!

North Adams, MA, 01247

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

1 repeat client

"Where do I begin. Kody is a special kind of person. A truely unique blend of kindness, care, and selflessness that isnt frequently found these days. I own a ... (more)"

13. Jeanne

Country setting, lots of hiking

pittsfield, MA, 01201

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

"Jeanne has cared for my dog Millie many times. She loves going there and playing with Stella (Jeanne's dog). There's a lot of room to play inside and outsid... (more)"

Confirmed availability
Memorial day
14. Ben

Work@Home-Frequent yard time/walks

Easthampton, MA, 01027

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

"Ben has taken care of my two dogs many times. He loves animals and would be a great dog sitter to leave your dogs with! He'll give them lots of love and at... (more)"

15. Amy

Dogs are my kinda people!

Hancock, MA, 01237

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

"Amy is a wonderful person, Mom and caregiver. She loves animals and especially dogs. She will care for your dog like it is her own. I am a Rover pet sitt... (more)"

Confirmed availability
Memorial day
16. Karen

Home full time....trail to walk on

Bennington, VT, 05201

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

About: I have a love for animals. I have had a dog over 25 years.. My coworkers ask me my opinion about their pets because they know I have experience. ... (more)


With Rover, you can find a trustworthy, loving pet sitter to take care of your dog while you're at work or have a day full or errands. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover. That way, you're sure to find a doggy day care who's right for your needs. We're proud that 95% of our sitters have 100% 5-star reviews, and we think your dog will love them too. Search for a sitter who offers doggy day care, schedule a Meet & Greet, and book the stay if it seems like a good fit. No matter how often you need day care, you're sure to find a sitter who will treat your dog like family.