Pet Sitting & Drop Ins in Westchester Lake, Clearwater, FL

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kayla B.
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Sitter Profile Image: Kayla B.
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1. Kayla B.

Catch-All Caretaker
Clearwater, FL, 33761
0.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$20
per visit

Kayla has been the best sitter for our two giant dogs. She went above and beyond while stopping in to check on our dogs for a few days - cleaning the floors after they tracked in dirt and tidying up any messes they made. Thank you, Kayla!

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Sitter Profile Image: Michelle T.
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Sitter Profile Image: Michelle T.
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2. Michelle T.

Animal lover and care professional
Clearwater, FL, 33764
5.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
112 reviews
31 repeat clients
from
$18
per visit

Michelle has watched my two dogs several times. I always get pictures and know when she has been with them through the app. She does an amazing job. They are always happy when I get back home showing me they have been well taken care of. She comes everyday on our agreed times and feeds, walks, and spends time with them. My mind is at ease knowing Michelle is taking care of my little guys. Thanks!!

Sitter Profile Image: Rebecca U.
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Sitter Profile Image: Rebecca U.
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3. Rebecca U.

Dog loving college student
Palm Harbor, FL, 34685
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
166 reviews
81 repeat clients
from
$12
per visit

Rebecca has been sitting for me for years and is always fantastic! I’m never the best at scheduling as I should and she always helps last second when she can. Absolutely great to our pets over the years and one of the only people I trust to take care of them. Book her!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lisa R.
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Sitter Profile Image: Lisa R.
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4. Lisa R.

Loving Pet Caregiver
Safety Harbor, FL, 34695
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$19
per visit

We had a wonderful vacation this year thanks to Lisa! Lisa is very professional and offers great recommendations. She is on time twice a day, loves our two cats as seen in her many photos she sent, and plays with the “boys” during her half hour visits. Lisa informed us when the A/C was set too high, when the front door did not work and when our fish tank was dark. She would have taken care of my indoor and outdoor plants 🪴 if I would’ve let her. 😊 Oh, almost forgot, she also turned the outdoor lights on/off and got the mail. Now…., THAT is SUPER cat sitting service! We will definitely utilize her expertise again very soon. Thank you Lisa!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Erika L.
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Sitter Profile Image: Erika L.
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5. Erika L.

I'm here to love them like you do!
Dunedin, FL, 34698
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
14 repeat clients
from
$15
per visit

Erika was wonderful while watching our kitties! She left very detailed notes, and took cute pictures :) We can tell they enjoyed their time with her! We will definitely use her again!

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Sitter Profile Image: Carrie R.
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Sitter Profile Image: Carrie R.
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6. Carrie R.

I'll love your pets like you do
PALM HARBOR, FL, 34684
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$14
per visit

Carrie did a great job taking care of our Dara! Spent extra time with her and turned the TV on for her. Would definitely recommend and use her again for our pet sitting needs.

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Sitter Profile Image: Debbie P.
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Sitter Profile Image: Debbie P.
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7. Debbie P.

Tender loving care for your furbaby
DUNEDIN, FL, 34698
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
59 reviews
20 repeat clients
from
$17
per visit

Debbie went above and beyond! Very reliable and a great communicator! We were confident our fur babies were in great hands when she was watching them. Even our shy cat loved her!!

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Sitter Profile Image: Shauna K.
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Sitter Profile Image: Shauna K.
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8. Shauna K.

Passionate Pet Care🐈‍⬛🐶🐈
Clearwater, FL, 33763
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
72 reviews
21 repeat clients
from
$22
per visit

Shauna has gone above and beyond for us to make sure our babies were comfortable on our trip out of town. Highly recommend her! Her communication was clear and she exceeded expectations every step of the way.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Samantha C.
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Sitter Profile Image: Samantha C.
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9. Samantha C.

Trust worthy & Reliable 🐶🐱
Clearwater, FL, 33761
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
8 repeat clients
from
$20
per visit

First time I’ve tried, Samantha, and she knocked it out of the park. My three cats, who normally are very shy with strangers, took to her right away. She was knowledgeable and took excellent care of them and my house. She played with them which they live. Came home to happy, healthy fur babies. I very highly recommend Samantha and will be using her in the future.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mariah G.
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Sitter Profile Image: Mariah G.
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10. Mariah G.

Mariah’s home away from home!:)
Clearwater, FL, 33761
0.8 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
16 reviews
7 repeat clients
from
$20
per visit

About: Hello 2 and 4 legged friends! My name is Mariah, I’m in the veterinary field and have a passion for all animals. I have had pets of all kinds for as long as I can remember. I have 1 large and very sweet dog of my own, his name is Jovi. He gets along great with other dogs and has fostered many puppies himself! I am currently working part-time, so I would be able to spend lots of time with your pet. I offer boarding 7 days a week. I also offer daycare on weekends (depending on if I have boarders). I can also do drop-ins for feeding, watering, and going out in the afternoon. I have a large fenced yard for play time and potty time. I can kennel your pet at night if that is what you, or they, prefer. I can practice training if you would like, I do offer bathing, ear cleaning, and I can administer medication if needed. To me dogs are family, and I plan to treat yours as such.

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Sitter Profile Image: Leslie P.
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Sitter Profile Image: Leslie P.
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11. Leslie P.

Dog days are the best days!
Safety Harbor, FL, 34695
1.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
3 repeat clients
from
$10
per visit

Great with the pups and amazing communication!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leah P.
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Sitter Profile Image: Leah P.
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12. Leah P.

Last minute Affordable Petsitter?
Dunedin, FL, 34698
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$20
per visit

Leah was amazing. My chihuahua his very stubborn and my cat is less than a year old so very shy. By day two they loved her. I loved all her reports and pictures. It was such a relief to feel confident that they were in good hands. I will be using her again and highly recommend her. It’s so evident that she really cares and loves animals!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Danielle K.
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Sitter Profile Image: Danielle K.
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13. Danielle K.

Rover 101
Caring Animal Lover
Dunedin, FL, 34698
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
81 reviews
21 repeat clients
from
$20
per visit

You are wonderful! The pups just adore you and we are so lucky to have you. Sorry they were so full of energy this week. Between the storms and the heat, we didnt get out "regular" walks in! Thank you for everything you do. Best dog sitter in the world!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rachel D.
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Sitter Profile Image: Rachel D.
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14. Rachel D.

veterinary technician, nutritionist
Clearwater, FL, 33763
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$20
per visit

Thank you so much for loving on my babies!! She is the best ever! Willing to go above and beyond. Will def use her again

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Sitter Profile Image: Laura L.
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Sitter Profile Image: Laura L.
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15. Laura L.

Happy Tails Guaranteed
Clearwater, FL, 33759
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit

The Lyonsden6 are very caring, responsible, and serious about their pets' safe keeping. I recommend them to take care of animals with their loving attitudes.

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Sitter Profile Image: Janelle A.
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Sitter Profile Image: Janelle A.
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16. Janelle A.

I love dogs, and enjoy time playing
Clearwater, FL, 33763
1.0 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit

If your looking for a reliable, responsible, patient & kind caregiver you are in the right spot. Janelle has had my pup for hours all the way up to a week & he always has the best time & even though he's always excited to see his real mom you can surely tell he had a great time on each stay. She really takes the time to get to know your pet and it's needs. Definitely gives you piece of mind so you can enjoy vacation,road trips or firework fun without worrying about your pet.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Martha & Brett B.
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Sitter Profile Image: Martha & Brett B.
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17. Martha & Brett B.

Rover 101
Work from Home-Large Fenced in Yard
clearwater, FL, 33761
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
161 reviews
69 repeat clients
from
$25
per visit

Last minute I needed someone to come see my older dog over the weekend and Martha & Brett were great and quickly accepted my drop-in request and were excellent communicators. I’d highly recommend them and their services!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Abigail S.
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Sitter Profile Image: Abigail S.
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18. Abigail S.

Pet Pro: Walks & Care🐾
Clearwater, FL, 33763
1.3 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit

Abby is a lover of all animals I can tell! She is very caring for her own and has been awesome with mine as well. I would recommend her to anyone!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tabatha M.
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Sitter Profile Image: Tabatha M.
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19. Tabatha M.

Available 24/7, accepts last minute
Springdale, Clearwater, FL, 33761
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
5 repeat clients
from
$15
per visit

About: My dogs have had me now for 9 years and I can’t imagine life without them. I love all dogs and have tons of love in my heart. I’m available 7 days a week 24/7 so my schedule is super flexible. I work from home so I can meet most schedules and help you out. I take drop off's as early as 4:30am to accommodate everyone's schedule. I have a fenced yard with a doggie door leading to a dedicated dog run and run of a full yard for them to play in and a swimming pool for those that are swimmers 🐶!!

Sitter Profile Image: Anna A.
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Sitter Profile Image: Anna A.
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20. Anna A.

Lover of all pets
Clearwater, FL, 33761
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$17
per visit

Anna is a reliable, friendly lover of dogs who we have used for many years for pet-walking. She is always loving and naturally attentive to our pets and has distinguished herself as a "go-to" resource, even on short notice. I would highly recommend her services to anyone looking for a pet-sitter or dog walker.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Westchester Lake:

Pet parents in Westchester Lake, Clearwater, FL love dog sitters on Rover.com. 5453 owners have reviewed sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Westchester Lake pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Westchester Lake, Clearwater, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Westchester Lake pet sitters and avoid the kennel.

Drop-In Visits