House Sitting In Windsor Park

Find a loving house sitter to watch over your pets and your home.

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Top rated Windsor Park house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Stephanie A.
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Stephanie A.
Star Sitter
from
$44
per night
4.9 out of 5 stars
46 reviews
15 repeat clients
10 years of experience
Dunedin, FL, 34698

Stephanie was absolutely amazing! I know my babies were in great hands and were loved beyond belief. Stephanie has the ability the juggle multiple pet sittings as once! She will take extra care of your animals as if they are her own. She sent pictures the whole time so I could see their furry faces! She will constantly make sure you are updated and in the loop and has a fast response time. She even went so much as to empty our garbage and empty the litter box even though she did not have to. 10/10 recommend and will be rebooking so my babies can see Auntie Steph!!

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Michelle D.
Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
8 repeat clients
20 years of experience
Dunedin, FL, 34698

Jason was wonderful, patient with our anxious dogs. We lost both our sitters as they moved. So we’re working on finding new sitters. At first our little one was very scared and vicious.. Jason gave him treats and won him over in no time. He just stayed the day, but definitely call him again. He’s definitely a dog whisperer.👍💜🐾

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Angela H.
Sitter Profile Image: Brooke H.
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Brooke H.
Star Sitter
from
$78
per night
5.0 out of 5 stars
66 reviews
28 repeat clients
1 year of experience
Dunedin, FL, 34698

We’re so happy with Brooke taking care of our fur baby, Maggie Mae! She’s absolutely amazing for overnight stays—we trust her completely in our home, and everything is always just as we left it. On top of that, she’s gone above and beyond for us. While we were away, she graciously was willing to deal with roofers and show them exactly where the leak was—such a huge help! Also, Brooke is incredibly accommodating and understanding, especially when our travel plans shift due to airline delays or cancellations. She sends plenty of pictures (which we love, because we miss our Mags!) and is always super communicative, positive, and reliable. Highly, highly, highly recommend! We are thankful for her.

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Christine D.
Sitter Profile Image: Taylor B.
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Taylor B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
34 reviews
8 repeat clients
18 years of experience
Clearwater, FL, 33755

Taylor and Bruno were fantastic taking care of my cat Shadow. He was happy and well taken care of. Shadow gets stressed when I go away and usually winds up with a bladder infection but Taylor took such great care of him that he had no infection and was calm and stress free. I highly recommend them to watch your fur baby’s.

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Mary S.
Sitter Profile Image: Mary W.
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Mary W.
from
$55
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
33 years of experience
Ozona, FL, 34660

Mary was an amazing caregiver to our dog Gracie while we attended our daughters wedding in Washington State. I appreciate her staying the entire time so my dog didn't get lonely. She is a kind, caring and trusting person. I would highly recommend Mary to stay with you furry loved ones.

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Linda E.
Sitter Profile Image: Alyssa S.
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Alyssa S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
2 years of experience
Clearwater, FL, 33761

Alyssa was incredibly communicative and loving to our pup, and when we returned, the house was just as we left it. It’s so special to know your baby is being so well taken care of. Will definitely rebook.

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Mary M.
Sitter Profile Image: Kadence H.
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Kadence H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
10 years of experience
Dunedin, FL, 34698

Kadance was communicative and had fun with our energetic pup. She was thorough and took notes on the needs of our dog. Will definitely use her again.

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Mary M.
Sitter Profile Image: Mason H.
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Mason H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
64 reviews
20 repeat clients
10 years of experience
Clearwater, FL, 33763

Mason did an awesome job even under the circumstance my dog got hurt the day I was leaving and needed medical attention the whole time with Mason! He sent me pictures the entire time, the dogs were so happy too. He was extremely communicative and understanding of everything going on. I highly recommend him to anyone with 3 crazy dogs like mine haha!

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Alexandra M.
Sitter Profile Image: David L.
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David L.
Star Sitter
from
$45
per night
4.9 out of 5 stars
47 reviews
14 repeat clients
10 years of experience
Clearwater, FL, 33764

It was a pleasure meeting David. We felt very comfortable leaving our somewhat high energy young german shepherd with him. He's not a super friendly dog with people but David was cool with that and won him over. Highly recommended!

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Elizabeth D.
Sitter Profile Image: Jayna L.
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Jayna L.
from
$45
per night
20 years of experience
East Memphis-Colonial-Yorkshire, Clearwater, FL, 33756

About: I'm a lifelong dog person that likes them all, big and small! I stay pretty busy dog sitting, especially in the summer, and I'd love to hangout with your four-legged friends. I'm comfortable with cats and other pets as well, just ask! I have had dogs and cats my entire life (not currently) and have experience with several breeds and some medical issues, such as epileptic seizures. I am compassionate and caring, and love puppy snuggles (if they want to give them). I will stay in your house or come by as needed. Along with the pet-sitting, if I'm staying at your place, I'm happy to bring in the mail, roll out the trash, and even take care of your pool if you've got one! work part-time and have some flexible side work, which allows me to structure my schedule around the needs of the pets I care for. I always make sure I have plenty of time for walks, feeding, playtime, cuddles, and keeping animals comfortable and cared for. Being around animals is something I truly enjoy, so it’s an easy and fulfilling part of my routine. I care for pets in my client’s home, where they’re most comfortable and familiar with their surroundings. I usually stay with them and try to keep their normal routine as consistent as possible, including meals, walks, playtime, cuddles, and downtime. I know being away from their family can be stressful for pets, so I focus on helping them feel safe, calm, and cared for while their humans are away.

Sitter Profile Image: Alexandra M.
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Alexandra M.
Star Sitter
from
$125
per night
5.0 out of 5 stars
133 reviews
23 repeat clients
20 years of experience
Palm Harbor, FL, 34683

Alexandra was a good communicator, punctual and above all kind and loving with my dogs. She sent lots of updates with photos and left the house clean. I will definitely hope to use her services again.

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Rebecca C.
Sitter Profile Image: Peyton S.
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Peyton S.
Star Sitter
from
$70
per night
5.0 out of 5 stars
74 reviews
26 repeat clients
10 years of experience
Clearwater, FL, 33761

Peyton was really good with Ginger, sent at least 1 photo daily, kept in contact with us about Gingers care and anything that seemed a little off. Ginger seemed happy with her.

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Brad V.
Sitter Profile Image: Linda S.
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Linda S.
Star Sitter
from
$34
per night
5.0 out of 5 stars
82 reviews
26 repeat clients
50 years of experience
Clearwater, FL, 33764

This was the first time in my 3-year-old dog's life that I was away from her for a few days. Linda took great care of Stella. I'm so happy I found her!

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Mindy P.
Sitter Profile Image: Callie C.
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Callie C.
from
$50
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
25 years of experience
Safety harbor, FL, 33759

Callie took care of my Lily and did an amazing job! She took her on walks on the beach, gave her a bath, and entertained her all weekend! She also provided pictures of my dog to keep me updated.

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Lexie H.
Sitter Profile Image: Mackenzie B.
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Mackenzie B.
from
$20
per night
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Clearwater, FL, 33763

About: I’ve cared for dogs and cats of all ages, from energetic puppies to calm seniors. I focus on making pets feel safe, loved, and comfortable while keeping their routines consistent. Whether it’s walks, playtime, or quiet companionship, I treat every pet like my own. I m a full time employee as a school teacher so I am off by 2pm everyday and free for the entire weekend. I will be able to handle your pets care with consistency and dependability. I have a comfortable home with a fenced in yard. I have a dog that does very well with others and loves playing with new friends so your pet will have plenty of company. My home is my pets’ home , they are allowed on furniture and beds so that they can feel comfortable and at ease. I have trails nearby, so there is plenty of new places to explore!

Sitter Profile Image: Laryssa O.
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Laryssa O.
from
$42
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
20 years of experience
Dunedin, FL, 34698

Laryssa is amazing! She was incredible with the dogs and kept a solid line of communication with us while we were away on vacation. She sent pictures and videos to help us feel at ease. I would highly recommend using her. She’s kind, caring, clean and great with our dogs! Thank you much Laryssa and we look forward to working with you in the future!

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J D.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$20
per night
5.0 out of 5 stars
44 reviews
9 repeat clients
50 years of experience
Dunedin, FL, 34698

Jennifer is the cat whisper and gives total devotion to your pet. Words cant express the enjoyment in my heart when they bonded and I knew after the first day of just meet n grèet she was in great hands. Thank you so much.

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Stephanie J.
Sitter Profile Image: Janelle M.
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Janelle M.
from
$70
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Winding Wood, Clearwater, FL, 33763

Janelle was great. Henry loved her and she kept me updated the entire visit. I will be using her services again.

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Barb S.
Sitter Profile Image: Anthony H.
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Anthony H.
from
$45
per night
4.8 out of 5 stars
68 reviews
29 repeat clients
20 years of experience
Largo, FL, 33771

Anthony was great! Took good care of a Denver with lots of walks and trips to our dog park. Very easy to communicate with him , it was nice to know Denver was in good hands. He even sent pictures everyday of her!

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Laurie H.
Sitter Profile Image: Carson G.
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Carson G.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
16 years of experience
Clearwater, FL, 33755

About: I’ve taken care of cats and dogs since I was 10 years old. I am now in my 20’s taking care of my dogs, cats, and pocket pets. My current work schedule is during the day time, so I can drop into care for animals in the evening or later night time hours. I have a fenced in backyard I have to enrich my dogs playtime. I have cages for my animals if/when they are needed during the day.

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Windsor Park pet parents share their Rover experiences

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5.0 out of 5 stars

Stephanie was a perfect kitty sitter for Zoe. She sent me reports and photos that assured me all was going well. I can recommend her and will hire her again.

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Claire G.
House Sitting
5.0 out of 5 stars

Liz watched my two dogs and housesat while I was away for four days. I received pictures of my dogs twice a day and everything went smoothly. The dogs enjoyed their time while I was away so I did not worry for one second. I certainly will continue to use Liz and my dogs agree.

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Joan K.
House Sitting
5.0 out of 5 stars

Taylor and Bruno are the best!!! They are my go to people and my dog loves them. Can’t speak more highly of the two of them and their care :)

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Hillary S.
House Sitting
5.0 out of 5 stars

My dogs fell in love with Michael the moment they met. He is responsible, on time and it’s obvious he truly loves animals! Thank you so much Michael for making my day away a blast for my doggies:)

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Fiona S.
House Sitting
5.0 out of 5 stars

Jason was so great with both dogs. One dog is so scared.. barks, nips. Jason was patient and caring, and soon they were buddies. Jason goes above and keeps house and yard clean. We’ll definitely call on Jason again.

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Angela H.
House Sitting
5.0 out of 5 stars

Brooke was wonderful! Our initial visit made us extremely comfortable leaving our babies in her care! She updated us often with lots of photos, and updates! She left our home tidy, and just how we left it! I commend her, because even when she had a difficult family situation, she continued to give our babies the love they needed while we were away!

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Alexa N.
House Sitting
5.0 out of 5 stars

Peyton did a great job watching our 2 dogs. My dog gets so stressed when I am away but he warned up to her and was cuddling in no time She also did a great job caring for my home.

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Aileen S.
House Sitting
5.0 out of 5 stars

Kadence comes highly recommended by our family, most especially our Pup. She took great care of the house and our precious Brady.

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Mary M.
House Sitting
5.0 out of 5 stars

Linda is great! She loves Flo and Flo loves her. We are so happy when she is available to stay with our baby!

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Denise C.
House Sitting
5.0 out of 5 stars

We love Mason! He was absolutely amazing with our dogs. One of our pups is a feisty Chihuahua, and somehow Mason had him wrapped around his finger in no time! He was great about providing updates and keeping both dogs on their regular schedule while we were away for an extended weekend, which gave us so much peace of mind. It was clear our dogs were happy, comfortable, and well cared for. We would definitely book Mason again and highly recommend him to anyone looking for a trustworthy and caring sitter!

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Leah M.
House Sitting
5.0 out of 5 stars

Bethany was amazing!! Communication was stellar, our puppers seemed oh so comfortable and in-routine. My little worry wart heart was fully able to enjoy our night out. 10/10 can’t recommend Bethany enough.

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Jennifer S.
House Sitting
5.0 out of 5 stars

We always know our pups are well taken care of and happy when Brandi sits! We can leave them with no stress!

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Rachel G.
House Sitting
5.0 out of 5 stars

Kristin was great! My animals loved her and she sent pics after every visit. When I returned home my kitten became ill (to no fault of Kristin’s) and she was awesome in letting me know what his behavior was on the last visit and then helping me figure out what could be bothering him - return urinary pair. She even provided a vet recommendation since she knew we were newer to the area. I will definitely use her again!’

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Corrie F.
House Sitting
5.0 out of 5 stars

David was our first experience with Rover - and he exceeded all expectations. After first reaching out to him, he responded quickly, offering to come over for a meet and greet. Upon his visit, our family decided quickly that he was a great fit! He was a very likable young man, who we could tell knew his stuff and would be respectable to our home while away. He texted us, with photos, at arrival and departure from our home. He is always quick to respond to keep in touch as needed. We have already booked him again for a week this summer. I would highly recommend him to friends and family!

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Nicole M.
House Sitting
5.0 out of 5 stars

I have booked with Jessica several times with my pups. I always have confidence they are in good hands.

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Jeanine C.
House Sitting
5.0 out of 5 stars

Debra is a 5+ sitter! My dogs enjoyed their time with her. Debra took great care of them and I am so grateful for her attention towards them! Debra is very professional, very knowledgeable about caring for dogs, attentive to details as to how to make the doggies happy and feel safe, and extremely considerate as a house guest. I would highly recommend Debra! Luna and Kaia send you a big doggie hug!

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Maria P.
House Sitting
5.0 out of 5 stars

This was our 2nd time using Allyson to house sit our dog and she was wonderful! Constant updates, pictures, and spent quality time with our big guy while we were away!

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Baron H.
House Sitting
5.0 out of 5 stars

Ana was absolutely amazing! It was my first time ever having a pet sitter for my dog and she did such a phenomenal job, making me feel comfortable. My dog warmed up to her so quickly! I couldn’t have asked for a better sitter!

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Rachel F.
House Sitting
5.0 out of 5 stars

I know my dog Pickles is in great hands when Richi comes to pet sit for him. Pickles loves lots of attention and love and Richi is so caring and always sends me photos to enjoy. I highly recommend these two pet lovers for times we need to be away from our fur babies.

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Laura P.
House Sitting
5.0 out of 5 stars

Gabriela was great! Kept me updated and sent photos. My pups were very well taken care of. Easy booking and great communication with her as well especially for a last minute request.

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Ann W.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Windsor Park house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Windsor Park.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windsor Park house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.