Profile image

Kaylamay S.

5.0 out of 5 stars
15 repeat clients
Profile image

Kaylamay S.

5.0 out of 5 stars
15 repeat clients

Contact for Drop-In Visits

from $40 per visit

Highlights

Basic background check
20 years of experience
Can administer medication
Special needs experience
Senior dog experience
Can provide daily exercise

Pet care experience

Let me be your pet’s BFF

Hi I’m Kayla May! I’ve been a dog lover since honestly, forever. I love animals, especially dogs and I have a soft spot for rescues. I’ve cared for dogs all my life and have experience with small and large breeds. I have been caring for other pets on Rover since 2016, first in The Bay Area, CA where I am originally from and now here, in the greater NYC area. I have access to a vehicle if needed and I can’t wait to learn more about your pet! Feel free to message me if you have any questions and I will do my beet to respond in a timely fashion.

Cat care experience

Profile image
The Filipina Selina Kyle

Kaylamay also cares for cats. Learn about their cat-specific care experience.

Qualifications

15 repeat pet parents
100% response rate
Usually responds in under an hour
100% bookings with photo updates
Sends updates with Rover Cards
20 years of experience
Oral medication administration
Injected medication administration

Pets

Safety, trust & environment

Meet & greets will be required with first time bookings, and I will ask that you book a drop-in so that my time is compensated and I can get properly aquatinted with your dog/cat and space. During this we will discuss the following; - nicknames? - what activates/triggers - what motivates them - how often then need to be let out, - what their favorite toy is, - do they have any special places in the neighborhood? - Do they have people/other pets they don’t vibe with? - Is there a place they know will give them treats when we walk past? - any other special quirks

Ratings and reviews

5.0
stars
49 ratings
Sabaa S.
5.0 out of 5 stars
House Sitting • Aug 28, 2026

Kaylamay is simply amazing! She was so kind to chewy, was so flexible when my plans had to be slightly amended last minute, and even though he’s very scared of strangers, he warmed up to her in no time! I know he misses her already!

Profile image
Vanessa P.
5.0 out of 5 stars
House Sitting • Aug 25, 2026

Kayla May took the best care of my pup while I was on vacation! She stuck to her daily routines, was super attentive, and consistently checked in with photos/videos and updates making my time away easier on both of us. Lucia loves Kayla May and I can tell feels really loved and cared for when she stays with her.

Profile image
Vanessa P.
5.0 out of 5 stars
Dog Walking • Aug 09, 2026

Kaylamay is always responsive and willing to help out with late bookings when she can. So helpful to me and such a treat for my pup to spend some time with someone she trusts and adores!

Profile image
Sebrina G.
5.0 out of 5 stars
House Sitting • Jul 22, 2026

She was very communicative during her stay with Louie. She sent pictures throughout her stay. Louie looked happy and well taken care of in the photos.

Profile image
Milo d.
5.0 out of 5 stars
House Sitting • Jul 14, 2026

She was great! Sent pics every day and the cat loved her. Always kept me updated. 10/10 would recommend.

Profile image
Teresa W.
5.0 out of 5 stars
House Sitting • Jun 27, 2026

kaylamay was amazing with my senior dog flynn! kind, very attentive, great communication, and i could tell he enjoyed his time with her. definitely recommend!

Profile image

Calendar and availability

Available
Not available
SMTWTFS
Available
Not available
SMTWTFS
SMTWTFS

Schedule

I’ve recently raised my rates to be more attentive to your pets! With that said, I do work from home full time and very flexible with my time, especially during the day. Whether you’re looking for a full time house sitter for your trips, or an occasional drop-in or walk, I am available to discuss what works best for your loved one. Meet & greets will be required with first time bookings, and I will ask that you book a drop-in so that my time is compensated and I can get properly aquatinted with your dog/cat and space.

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Kaylamay can host up to 4 drop-ins per day
Please see answer above if planning a meet & greet/house sitting. Timing is everything, and because I take care of my pet in a specific way I imagine you do as well. If they have a routine, I want to stick to it as close as possible, the last thing I want to do is cause stress while I’m taking care of them. I want them to know that I am a friend and they can trust me while you’re away.
Each sitter joining Rover needs to pass a background check. And by booking on Rover, you can get photo & message updates, 24/7 support, and reimbursement for eligible vet care.