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Kaylie D.

Ware, MA

5.0 out of 5 stars
4 reviews
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These prices are for 1 dog, including a booking fee of 11%.

Services

Kaylie can care for

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs

Availability

I currently work full-time. I typically do weekends (Friday-Sunday), but am available for extended or week long stays, if the dogs are typically okay for 8+ hours or another sitter to come let me out during the day. I make sure they are fed and have gone out before I leave and feed them and let them out when I get back and make sure it sit them with outside when the weather is nice.

Available
Not available
SMTWTFS
House Sitting Cancellation Policy:

About Kaylie D.

Communication

1 repeat pet parent
87% response rate
Usually responds in under an hour
50% bookings with photo updates
Sends updates with Rover Cards

Dog skills

10 years of experience
Oral medication administration
Injected medication administration
Senior dog experience
Special needs dog experience
Can provide daily exercise

Safety, trust & environment

Dog sitting at the dogs home causes the dogs less anxiety and keeps them comfortable while they miss their family. I love when they are comfortable, show all their quirks, and get into their favorite spots. With providing at home sitting, the dogs don’t have to handle the stress of their family being gone and going to a new place, which every dog reactions different too. All the dogs I care for, I’ve seen the benefits of being in their house with them

Information Kaylie D. would like to know about your pet

Let me know if your dog requires any needs (medication, diet) or has any behaviors to be on the lookout for. This ensures I’m comfortable and your dog can be too

A typical day

I love to do whatever the dogs want! If they want to go for a walk, play outside, or just hang out, I’m down for any of it! I love to play with them and give them all the pets or cuddles they want!

Location

Ware, MA

Kaylie D.'s Neighborhood

Pets

More Belly Rubs, Less Worry

Pet care experience

I grew up with dogs and love every dog I’ve met. I’ve been caring for dogs (and cats, chickens, pigs) for the last 10 years. I’ve cared for all sizes and breeds, mostly in their homes while their families go on vacation. This includes puppy and older dogs, following any instructions and keeping their routines.

Reviews

Jim M.
Drop-In Visits • Apr 22, 2026
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Sounds like Kai has a new friend. Thanks for accommodating the earlier start time. Let me know if you have success with her not jumping. It’s her love language but most people don’t care for it. Hoping as she gets more accustomed to her new home, she’ll be able to stay home ithiut the crate but not yet.

Sandy U.
House Sitting • Apr 17, 2026
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Kaylie came and sat with my two girls overnight last week. She sent me pictures when she arrived. Let me know everything was OK. When I got home, the girls were healthy and happy to see me and you can’t ask for anything more than that! Thank you so much, Kaylie, I’ll look for you next time I have to go away!

Chloe L.
Jan 28, 2026

It is always an added joy to our vacation when we know our pets can be in the comfort of their own home. We have had Kaylie pet sit for us for many years now. She is very dependable, caring and goes the extra to be sure our dogs have TLC.

About Kaylie D.

Communication

1 repeat pet parent
87% response rate
Usually responds in under an hour
50% bookings with photo updates
Sends updates with Rover Cards

Dog skills

10 years of experience
Oral medication administration
Injected medication administration
Senior dog experience
Special needs dog experience
Can provide daily exercise

Safety, trust & environment

Dog sitting at the dogs home causes the dogs less anxiety and keeps them comfortable while they miss their family. I love when they are comfortable, show all their quirks, and get into their favorite spots. With providing at home sitting, the dogs don’t have to handle the stress of their family being gone and going to a new place, which every dog reactions different too. All the dogs I care for, I’ve seen the benefits of being in their house with them

Information Kaylie D. would like to know about your pet

Let me know if your dog requires any needs (medication, diet) or has any behaviors to be on the lookout for. This ensures I’m comfortable and your dog can be too

A typical day

I love to do whatever the dogs want! If they want to go for a walk, play outside, or just hang out, I’m down for any of it! I love to play with them and give them all the pets or cuddles they want!

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.
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Kaylie D.

Ware, MA

5.0 out of 5 stars
4 reviews