Pet Sitting & Drop In Visits in Holland, MA

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

Tip: Contact sitters now to confirm availability.
1. Lindsay

Your pets are your babies.

Southbridge, MA, 01550

House Sitting, Drop-In Visits, Dog Walking

About: HI! My name is Lindsay, i have grown up with animals all my life. I myself just lost my best friend Sunny (15 years!) and not ready to move on to a... (more)

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2. Kara

Stay at home animal loving mom

Stafford Springs, CT, 06076

Dog Boarding, Drop-In Visits, Dog Walking

"Kara's big heart, patients, and love for all types of pets, along with her bubbly personality makes her the perfect person to call to check in on your pets w... (more)"

Confirmed availability
4th of July
3. Zaprinca

Friendly, energetic dog lover!

Ashford, CT, 06278

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

About: I am Zaprinca and I’m a part time student preparing to become a licensed massage therapist. I live with my parents and my brother. I’m a friendly, ... (more)

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4. Claire

Trustworthy and compassionate care

Brimfield, MA, 01010

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

About: I provide genuine, transparent care. I'm very open about how me and pets click and if it's a good fit for everyone. I like finding new places to br... (more)

5. John

Live on farm with plenty of space

sturbridge, MA, 01566

House Sitting, Drop-In Visits, Dog Walking

"John has a special connection with dogs that I haven't seen in anyone else, he loves them so much and they are always comfortable with him. I've seen the way... (more)"

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6. Christopher

Fenced Yard, Runner, Pet Friend.

Monson, MA, 01057

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

"Christopher is by far my first choice when I need a dog sitter. I have used his service on several occasions, the last one for a week. During that time, Chr... (more)"

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7. Hayley

Dog Handler, Dog Lover

Charlton, MA, 01550

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

"Hayley has been wonderful with our two dogs. They took a liking to her immediately! They love their walks! Hayley stops by twice a week when we aren’t able t... (more)"

Confirmed availability
4th of July
8. Alicia

Home all day, Animal lover!

Monson, MA, 01057

House Sitting, Drop-In Visits, Dog Walking

About: I’ve owned dogs my entire life, ranging from mini pinschers and Pomeranians to German Shepherds and golden retrievers. Available from 8am-9:30pm m... (more)

10. Patricia

Peace of mind is what I offer.

Stafford Springs, CT, 06076

Drop-In Visits, Dog Walking

About: Having had dogs in my life since I was very young I understand the importance of providing the care you expect and your pet deserves. I will do my ... (more)

Confirmed availability
This weekend
11. Brittany

Flexible and fun pet sitter

Charlton, MA, 01507

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

About: I have worked with dogs all my life. I use to work/help my mom at a kennel at the young age of 7 and our household was always full of dogs! I have ... (more)

Confirmed availability
4th of July
12. Dan

Coach with a passion for dogs

Monson, MA, 01057

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

"Dan is an extremely punctual and responsible individual. He takes amazing care of his 8 month old black lab mix. He has experience with both puppies and adul... (more)"

Confirmed availability
This weekend
13. Jennifer

Home during the day

Sturbridge, MA, 01518

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

"This was our first time with Jen. We have two cats and wanted her to visit twice during our trip. Jen was great! Right from our first visit she was exactly w... (more)"

Confirmed availability
4th of July
14. Kevin

Voted #1 best cuddler

Southbridge, MA, 01550

House Sitting, Drop-In Visits, Dog Walking

About: First off, thank you for considering letting me into your dogs life. I've loved dogs all my life but finally got my own only a few years ago. They ... (more)

Confirmed availability
4th of July
15. Victoria

Aggression/special needs helper!

Sturbridge, MA, 01566

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

"Victoria has worked as our cat sitter for over 2 years. During that time, she has taken on many challenges including emergency trips to the vet and speciali... (more)"

16. Brian

Extremely moral, ethical.Luv dogs 2

Ashford, CT, 06278

Drop-In Visits, Dog Walking

About: I am 43 years old and honestly can't remember ever not owning a dog or dogs. I feel a dog greatly enriches our lives with their unconditional love,... (more)

17. Mikayla

Half Nursing Student/Half Dog Lover

Southbridge, MA, 01550

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

About: I am a nursing student and I have a female French Bulldog that is about 1 year and 7 months old. She is very sweet and LOVES playing with other dog... (more)

Confirmed availability
This weekend
18. Dennis

Home full time dog lover

Southbridge, MA, 01550

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

About: My name is Dennis Beaulieu (bowl- E-OH). I've lived in Southbridge, MA for over 30 years. I'm a father of one kind and sweet little boy. My wife an... (more)

19. Patricia

I love all animals!

Sturbridge, MA, 01566

Drop-In Visits, Dog Walking

About: I love all animals (except rodents) and will give your pet the same love I extend to my dog and cats. I've been a pet owner all my life and will t... (more)

20. Madison

i’ll take dogs for a run or walk

Woodstock, CT, 06281

Drop-In Visits, Dog Walking

"Overall Madison is a great model for work, and has shown so countless times. From her volunteer work with young kids to her every day life as a person in gen... (more)"


Rover.com is the simple, savvy way to find and book Holland 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 Holland. 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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.