Pet Sitting & Drop Ins in Windsor Park, Clearwater, FL

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day
Emma V.
1.
Professional Animal Lover!Clearwater, FL, 33756
House Sitting, Drop-In Visits, Dog Walking

Emma took great care of my dog while I was away. I loved reading the report cards and seeing the pictures she sent. My pup looked so happy! Emma was also very p… (more)

from
$17
per visit
Confirmed availability: Memorial Day
Liza Marie M.
Sunshine and Puppy PawsDunedin, FL, 34698
Drop-In Visits, Dog Walking

Yin and Yang thought Liza Marie was a wonderful cat sitter and hope Mom goes out of town again soon so she can cuddle them, scoop their poop and clean up after … (more)

from
$22
per visit
Calendar Recently Updated
Rachel L.
3.
All Furry Friends Welcome :)Sunset Lake Estates, Clearwater, FL, 33755
Drop-In Visits, Dog Walking

Rachel is an amazing sitter. I trust her very much with my pupper. She is so caring and he loves spending time with her. I would 100% recommend Rachel. (more)

from
$20
per visit
Calendar Recently Updated
Serenah V.
Vegan Animal LoverBrentwood Estates, Clearwater, FL, 33755
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Serenah took care of both my dog and my cat multiple times while I travel. She is very caring and very good with pets especially dogs and cats. She has worked… (more)

from
$20
per visit
Calendar Recently Updated
Lauren T.
5.
Animal lover looking to help!University Park, Clearwater, FL, 33764
Dog Boarding, Drop-In Visits, Dog Walking

Lauren is such a great and caring dog mom herself which in turns projects onto our fur babies. We love how she takes the time to make sure they are her main pri… (more)

from
$25
per visit
Confirmed availability: Memorial Day
6.
Your pet will be walked well!Clearwater, FL, 33755
House Sitting, Drop-In Visits, Dog Walking

Olga has been an amazing dog walker for our family. We have small bread older dog. Sometimes he requires extra attention and she always takes the time to accom… (more)

from
$19
per visit
Confirmed availability: Memorial Day
7.
Caring Dependable Pet-Sitter/WalkerDunedin, FL, 34698
Drop-In Visits, Dog Walking

This is our second time having Stacy and Dominique take care of our sweet Merry. Stacy is very responsive and caring towards our special needs dog. (more)

from
$30
per visit
Confirmed availability: Memorial Day
Full-time Pet Lover! Available Now!Dunedin, FL, 34698
House Sitting, Drop-In Visits, Dog Walking

Jessica was fabulous!!! She bonded with my very shy chihuahua during her drop in visits and really took the time to get to know her and gain her trust. Jessica … (more)

from
$20
per visit
Calendar Recently Updated
9.
Animal whisperer, healer, & friendDunedin, FL, 34698
House Sitting, Drop-In Visits, Dog Walking

Debra was fantastic. She visited Sam and GiGi 3 times a day. She not only took them to the backyard to go potty but she also took time to play with them. It was… (more)

from
$35
per visit
Confirmed availability: Memorial Day
10.
I'm a vegan and love all animals!Dunedin, FL, 34698
Drop-In Visits, Dog Walking

Sabrina was amazing! I saw pictures of my fur babies every visit she made and kept me up to date on my animals well-being. Would definitely use again! (more)

from
$22
per visit
Calendar Recently Updated
11.
I love animals 🐶🐱Clearwater, FL, 33763
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jaclyn was beyond what I expected. She went above and beyond to accommodate me. My baby instantly liked her as did I. For all future needs she will be my only g… (more)

from
$20
per visit
Calendar Recently Updated
12.
Trustworthy & Experienced - DunedinDunedin, FL, 34698
House Sitting, Drop-In Visits, Dog Walking

Brandi did an excellent job of taking care of my T2 while I was gone..Thanks you Brandi!!! I will request you next time I need ROVER services. (more)

from
$15
per visit
Confirmed availability: Memorial Day
I am very caring for all animals.Clearwater, FL, 33759
Drop-In Visits, Dog Walking

Brookelynn was amazing with our cat for 6 days! She came over daily, followed all of our instructions, and sent multiple pictures each drop in! Our cat looked v… (more)

from
$20
per visit
14.
very loving and attentive dog mamaClearwater, FL, 33763
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Ever Since Dana was a little girl, she has been able to befriend all kinds of animals, but especially dogs. She has a natural affinity with them that all dogs … (more)

from
$20
per visit
Calendar Recently Updated
15.
Retired Sitter My Home Or Your's 🙏Dunedin, FL, 34698
Dog Boarding, House Sitting, Drop-In Visits

Tracee was just as amazing this time as she was last time! She loves my pets and they love her. She provide pictures, asks questions and even gives them massage… (more)

from
$25
per visit
Confirmed availability: Memorial Day
16.
This is my dream job!Clearwater, FL, 33755
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Fabulous! So very thankful for Shaina taking care of our cats! She was prompt with her meet & greet, asked all the right questions, and is a very nice person. S… (more)

from
$25
per visit
Calendar Recently Updated
I love pets as if they’re mineClearwater, FL, 33755
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Absolutely perfect. Pictures everyday and updates. Jennifer is a caring and responsible pet lover. I would highly recommend to anyone. (more)

from
$20
per visit
18.
From Pets to Farm Animals!Clearwater, FL, 33755
Drop-In Visits, Dog Walking

Liza is a very caring and compassionate person! She has a dog of her own which she has had for several years "Maple", and you couldn't ask for a better mama the… (more)

from
$20
per visit
Calendar Recently Updated
19.
Animal lover by nature.Clearwater, FL, 33755
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Paola has taken care of my dog when I went out traveling. She was great! She understood how important my dog is for me and did not bother sending me pictures of… (more)

from
$14
per visit
Confirmed availability: Memorial Day
20.
Home full time with fenced yard!Dunedin, FL, 34698
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Kaitlin took great care of my pup while I was away on vacation. She was very communicative about her visits and shared lots of love with my Great Dane, Lola! Ve… (more)

from
$30
per visit

When it comes to pet care and pet sitting, pet owners in Windsor Park, Clearwater, FL trust their pets with sitters on Rover.com. Over 5,453 pet owners have reviewed pet sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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 Windsor Park 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 Windsor Park, 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 Windsor Park pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Windsor Park, Clearwater donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Clearwater.

We're proud to support over 200 organizations across the nation, including: