Pet Sitting & Drop In Visits in Shelter Island, NY

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

1. Tyler

Tyler’s Menagerie: Home & Pet Care

Hampton Bays, NY, 11968

House Sitting, Drop-In Visits, Dog Walking

About: Hi there! My name is Tyler and I hope you'll hire me to watch your pup for you whenever you need! I've lived with animals of all sizes througho... (more)

2. Maria

Maria's Happy Tails boarding

Sag Harbor, NY, 11963

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

6 repeat clients

About: I'm a long time volunteer with Friends of the Homeless Animals and PAWS (Pioneers for Animal Society) and I have three rescue dogs of my own. I lo... (more)

3. Stephanie

Currently a veterinary assistant

OLD SAYBROOK, CT, 06475

House Sitting, Drop-In Visits, Dog Walking

About: Have worked as a veterinary technician for over 3 years, currently working as an assisitant working my way up the scale to be a tech! Worked in Ari... (more)

4. Nick

Flexible hours + outdoor enthusiast

East Hampton, NY, 11937

Drop-In Visits, Dog Walking

"Nick was very careing and loving with my dog, Lily. The minute he walked in she lick attacked him and cried when he left. She is a picky eater and had some p... (more)"

5. Cheryl

Baxter's Buddies

Niantic, Niantic, CT, 06357

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

3 repeat clients

"Cheryl was fabulous with our corgi on Zelda's first drop-in visits ever. Right on schedule and gave us super-fast updates. Our dog was nice and calm when we... (more)"

6. Grace

I’ve never not loved a dog ☻

Sag Harbor, NY, 11963

House Sitting, Drop-In Visits, Dog Walking

About: Although I am not parent to any pets right now, growing up we had over a dozen happy animal companions in and out of the house, I loved every crazy... (more)

7. Katrina

Will Love And Care For Your Dog

Sag Harbor, NY, 11963

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

About: I have plenty of years of caring for pets, especially dogs. I used to have a lot of animals in my home growing up, as they provided a sense of resp... (more)

8. Sara

I’ll run and hike with your dog!

Old Saybrook, CT, 06475

House Sitting, Drop-In Visits, Dog Walking

About: I have loved dogs ever since I was a kid and my family has had a black lab mix named Rowland for 6 years! Whenever I am home on the weekend or have... (more)

9. roger

Dog Lovers/Fosters & dog portraits

Southampton, NY, 11968

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

3 repeat clients

About: Amy and I work both from home so we have plenty of time to take very good care of dogs, go for walks on the bay beach 5 minutes away. We fostered m... (more)

10. Chandler

Lifelong Dog Lover!

Clinton, CT, 06413

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Chandler has helped us out on numerous occasions and has been a great hit with both us and our dog. Her love of dogs is apparent from the moment you meet he... (more)"

11. Ariel

Extremely trustworthy pet sitter!

Old Saybrook, CT, 06475

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ariel was great - receptive and communicative about my fur babies, despite their lack of social skills. A relief to have conscientious care. (more)"

12. Heather

Loving, trustworthy & reliable

Watermill, NY, 11976

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

1 repeat client

"Heather was responsive and kind to my dog. Her follow up was terrific and I would certainly use her again (more)"

13. Jen

VanaStay Pet Sitting

Cutchogue, NY, 11935

House Sitting, Drop-In Visits

"Jen was amazing from the start. She quickly responded to any message I sent Her passion for her job and the seriousness which she approaches it made us feel... (more)"

14. Kelly

Licensed Vet Tech

Mattituck, NY, 11952

Drop-In Visits, Dog Walking

1 repeat client

"Kelly did an excellent job and was great with the cats. (more)"

15. Matthew

Graduate Student who loves animals

Southampton, NY, 11968

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a graduate student for Physical Therapy at Stonybrook Southampton. I am in my second year of three and will receive my doctorate nex... (more)

16. Meredith

Energetic, fun and dependable

East Hampton, NY, 11937

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

6 repeat clients

"Very pleased with Meredith. We did a meet and greet and got a good vibe from her. Booked her to do a visit to the house. Pup seems to like her and she provid... (more)"

17. Elizabeth

Dog Mom 30+ years, Give Lots of TLC

Southold, NY, 11971

House Sitting, Drop-In Visits, Dog Walking

"I am pleased to be writing a recommendation for Elizabeth C. and her side kick teenage son, Michael. Together they team up to be the pet sitting and dog wal... (more)"

18. Marissa

Gives walks on the beach

Southold, NY, 11971

House Sitting, Drop-In Visits, Dog Walking

About: Hi my name is Marissa! I'm a part time college student and a part time animal enthusiast! As a child, I was lucky to have grown up with pets of all... (more)

19. Alexa

Dog lover. Responsible.

East Hampton, NY, 11937

Drop-In Visits, Dog Walking

About: I really enjoy working with dogs. I took care of a Golden Retriever for about 4 years. I am a hard working person and very responsible. I worked fo... (more)

20. Damaris

Lover of dogs & cats!

Westbrook, CT, 06498

Drop-In Visits, Dog Walking

About: I have had either a dog, cat or both for over 25 years now. My (pets) are Not pets at all, they are my Babies and I treat them as such. I look at a... (more)


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