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. Andi

Great hands that you can trust

east hampton, NY, 11937

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Our boys did great with Andi! We will be using her again! (more)"

Confirmed Memorial day Availability
2. Shelby

I’ll run and play with your dog!

Peconic, NY, 11958

House Sitting, Drop-In Visits, Dog Walking

"Shelby is a dog lover. She has dog sat and walked my family’s dogs Rosie, Louie, and Millie throughout the years and never disappoints! She is both reliable ... (more)"

3. Payge

Currently raising a service dog!

Greenport, NY, 11944

Drop-In Visits, Dog Walking

"I have known Payge C. for 14 years and she is a smart, conscientious, and kind person who has always had many pets in her life. Besides having cats and dogs... (more)"

Confirmed Memorial day Availability
4. Meggie

*Experienced* & Loving Pet-sitter!

Sag Harbor, NY, 11963

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

About: *Available for domestic & INTERNATIONAL house-sitting* Hi! I am a 29 year old Syracuse University graduate and published playwright/staff writer... (more)

5. Maria

Maria's Happy Tails boarding

Sag Harbor, NY, 11963

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

7 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)

6. Grace

I’ve never not loved a dog ☻

Sag Harbor, NY, 11963

House Sitting, Drop-In Visits, Dog Walking

About: Growing up we had over a dozen happy animal companions in and out of the house, I loved every crazy minute of it. I started pet sitting two years... (more)

7. Nick

Flexible hours + outdoor enthusiast

East Hampton, NY, 11937

Drop-In Visits, Dog Walking

"I highly recommend Nick as a dog sitter. In cases where I have been unable to dog sit, Nick is always my first contact to suggest on the East End. He is incr... (more)"

8. Nina

7+ years of experience with dogs.

Greenport, NY, 11944

House Sitting, Drop-In Visits, Dog Walking

About: With 5+ years of experience taking care of my neighbors dogs, and my own, I can provide any services that are needed. I work with any size dog and ... (more)

9. 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)

10. Jennifer

Former Vet Receptionist Care 4 Dogs

Southampton, NY, 11968

House Sitting, Drop-In Visits, Dog Walking

"Jennifer took excellent care of Tommy while I was out of town for a few days. She was attentive to his needs including administering medication, spent tim... (more)"

Confirmed Memorial day Availability
11. Lyndsey

Loving, Reliant and Caring

Hamptons, NY, 11962

Drop-In Visits, Dog Walking

"You won’t find a more kind hearted, loyal or honest person. Lyndsey has been watching my 2 babies, LouLou and Delilah for years and our family is blessed to ... (more)"

12. 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)

Confirmed Memorial day Availability
13. Heather

Loving, trustworthy & reliable

Watermill, NY, 11976

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

2 repeat clients

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

14. 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)"

Confirmed Memorial day Availability
15. 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)"

16. Matthew

Graduate Student who loves animals

Southampton, NY, 11968

House Sitting, Drop-In Visits, Doggy Day Care, 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)

17. 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)"

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. 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)"

20. 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)


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.