Pet Sitting & Drop In Visits in Berkshire, MA

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

Confirmed availability
Memorial day
1. Carol

Professional Dog Trainer

Hoosick Falls, NY, 12090

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

"BOY CAN I TELL YOU ABOUT CAROL LOVES ANIMALS MORE THAN LIFE IT SELF TAKES THE TIME TO GO THE EXTRA STEPS LISTENS TO THE PETS AND THERE OWNERS NEEDS WILL MAKE... (more)"

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2. Heather

Home Full-Time Flexible Hours

Pittsfield, MA, 01201

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

1 repeat client

"We couldn’t be more pleased! Heather does drop-in visits for us to care for our German Shepherd when we’re away and there’s nothing like being able to leave ... (more)"

Confirmed availability
Memorial day
3. Mary

Dog lover! I live on a 8 acre farm

Hoosick falls, NY, 12090

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

1 repeat client

About: I can do all, graduate of equine science I enjoy working with animals and have had dogs my intire life. I’ve taken care of lots of kinds of animals... (more)

Confirmed availability
Memorial day
4. Rachel

Your dog’s future best friend

Valatie, NY, 12184

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rachel is an exceptional caregiver. She's very gentle and attentive with animals and has watched mine many times without incident. Anyone could absolutely tr... (more)"

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5. Amanda

I will play and brush your pup

Watervliet, NY, 12189

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Amanda ! I have three Yorkies and they just love her . She is always on time and very reliable . Amanda always sends me pictures of the d... (more)"

Confirmed availability
Memorial day
6. Ashley

Comes with love

Montgomery, MA, 01085

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashley came back for another drop-in visit while we were out of town for the day. She came right on schedule and even sent us a selfie of her with our dog. T... (more)"

Confirmed availability
Memorial day
7. Alyson

Flexible schedule, love walking

Dalton, MA, 01226

Drop-In Visits, Dog Walking

"Alyson LOVES dogs and loves to hike/walk, she is beyond reliable & trustworthy and I highly recommend her to take care of your beloved pet! (more)"

Confirmed availability
Memorial day
8. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

7 repeat clients

"Kelsey was so sweet to our pets and she was very responsive. Would definitely hire again! (more)"

9. Lauren

Home full time, tons of land!!

Johnsonville, NY, 12094

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

"My experience with Lauren has been great! She's a wonderful pet sitter and my dogs love her. They were well cared for and I don't think they even missed me! (more)"

Confirmed availability
Memorial day
10. Angela

Large Yard for Big Play Times!

Shelburne falls, MA, 01370

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

"Our family has know Angela for years. We travel several times a year for at least a week and always ask her to take care of our animals. We have a dog, two ... (more)"

Confirmed availability
Memorial day
11. Jovan

Won't want to go back! Dog lover!

Lancaster, Albany, NY, 12203

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

"Jovan is great with all dogs and is able to match their energy, going on long runs and providing them lots of love and attention (more)"

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12. Claudia

Runs, walks, socialization!

Troy, NY, 12180

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Claudia is an incredibly kind and responsible individual. She is a great dog owner and very trustworthy. I will always feel comfortable with her looking afte... (more)"

Confirmed availability
Memorial day
13. Brooke

Brooke's Dog Sitting

East Greenbush, NY, 12061

Dog Boarding, Drop-In Visits, Dog Walking

23 repeat clients

About: ****Send your pup on vacation while you travel :)*** I offer dog sitting in your home as well as mine and I have discounted doggie walks **** Hell... (more)

14. Kelly

Family of dogs love them like mine

Stephentown, NY, 12168

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

About: Worked fostering dogs for over 20 years and my mom was a vet tech we have always loved our animals like family they bring so much joy to our lives.... (more)

Confirmed availability
Memorial day
15. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

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

"Samantha takes care of my 7 year old black lab Mr. Cody. She is loving, caring and extremely responsible. Mr. Cody has extremely dry skin and she has surpr... (more)"

Confirmed availability
This weekend
16. 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)

17. Emma

A dog depraved college student!

Williamstown, MA, 01267

House Sitting, Drop-In Visits, Dog Walking

"Emma is a very companionate and fun loving girl. She has a deep love for dogs and is a very great owner of her own dog. She constantly makes sure her dog has... (more)"

18. Taylor

Dog lover with big heart!

Hinsdale, MA, 01235

Drop-In Visits, Dog Walking

"Taylor is a fun and hardworking ray of sunshine. Who better to help you with your family pet than someone who would do anything to make her puppers smile ? R... (more)"

Confirmed availability
This weekend
19. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

1 repeat client

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

Confirmed availability
Memorial day
20. Danielle

10 years of excellent dog boarding!

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Dog Walking

About: My name is Danielle and I have been watching dogs forever. I am currently a manager at a local dog daycare and spent 8 years managing the city’s m... (more)


Rover.com is the simple, savvy way to find and book Berkshire drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Berkshire. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.