Drop-In Visits in Pittsfield

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Rachael

Full time student part time dog nut

Cheshire, MA, 01225

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

4 repeat clients

"Reliable... sent pictures - too cute; Piper ❤️ Spending time with you! I will use Racheel again!!!! (more)"

Confirmed Holiday Availability
2. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"Very professional and saved me in the last minute! (more)"

Available this weekend
3. Brooke

DOGS=FAMILY

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Dog Walking

About: I've had my older dog, Bianca since she was a pup. She's almost 10 now. We just adopted Suki this past February. They're both good dogs, house trai... (more)

Confirmed Holiday Availability
4. Taylor

The animals always come first.

Granville , MA, 01034

House Sitting, Drop-In Visits, Dog Walking

"Taylor is a very smart and caring woman who loves caring for all types of pets. She has a sweet disposition and has a lot of experience that allows her to ca... (more)"

5. Caitlin

Walk N Roll Pet sitting

ballston lake, NY, 12019

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

3 repeat clients

"I am so happy I found Caitlin for drop-in visits with our dog while I was traveling and my husband was working long days. He seemed so happy and so was I whe... (more)"

6. Brittany

Loving, responsible & attentive!

Pittsfield, MA, 01201

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

1 repeat client

About: Hi, I'm Brittany! My home is safe and Dog friendly! Im a huge animal lover and I've had animals around my entire life. I'm very experienced with... (more)

Confirmed Holiday Availability
7. Samantha

In-home care by dog daycare manager

Lanesboro, MA, 01237

House Sitting, Drop-In Visits, Dog Walking

"I have found Samantha to be a very knowledgable and careing dog lover that is very conscious of my dogs needs and desires . Samantha has taken care of my... (more)"

8. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

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

"I have known Meredith for several years as she finished college and began working in the Greenville area. She is pleasant and dependable. So when I needed ... (more)"

9. Darian

Should've been a dog myself!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a resort staff member at an awesome boarding facility. There, I have learned just how special each and every dog is. With personalit... (more)

10. Rachael

Full time student part time dog nut

Cheshire, MA, 01225

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

4 repeat clients

"We are happy to report that Rachael took exceptionally good care of our little Caesar! He's on a few supplements and meds, so that gave her a bit more to sch... (more)"

Confirmed Holiday Availability
11. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"Ava is not just a good pet-sitter but an EXTRAORDINARY one. I've know her for 20+ years and when she was still in high school my husband and I entrusted her... (more)"

Confirmed Holiday Availability
12. Taylor

The animals always come first.

Granville , MA, 01034

House Sitting, Drop-In Visits, Dog Walking

"Taylor is a very smart and caring woman who loves caring for all types of pets. She has a sweet disposition and has a lot of experience that allows her to ca... (more)"

13. Caitlin

Walk N Roll Pet sitting

ballston lake, NY, 12019

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

3 repeat clients

"Sophie had a wonderful time with Caitlin.She played all day long and was petted to her heart's content. Caitlin is a wonderful dog sitter, totally responsibl... (more)"

14. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

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

"Meredith was terrific. Making arrangements was easy and Meredith was great at getting back to us. She sat at our house for 2 weeks, and kept us informed dur... (more)"

Confirmed Holiday Availability
15. Samantha

In-home care by dog daycare manager

Lanesboro, MA, 01237

House Sitting, Drop-In Visits, Dog Walking

"We have known Sam for many years and she has taken care of our beagle Emmy for the past two years She's is extremely reliable, took the time to get to kno... (more)"

16. Brittany

Loving, responsible & attentive!

Pittsfield, MA, 01201

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

1 repeat client

About: Hi, I'm Brittany! My home is safe and Dog friendly! Im a huge animal lover and I've had animals around my entire life. I'm very experienced with... (more)

17. Darian

Should've been a dog myself!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a resort staff member at an awesome boarding facility. There, I have learned just how special each and every dog is. With personalit... (more)

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