Dog Boarding in Windsor Park, Clearwater, FL
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Top rated Windsor Park dog boarders

“Super nice and very friendly. I would recommend her. Be aware you have to be able to carry your pet up a ladder before booking, but my husband was with me so it was not a problem. I wouldn’t have been able to do it myself. I am sure the host would have helped if needed.”


“This was our first time boarding Ruby using Rover, and Stephen was a wonderful host! He was calm and reassuring and sent plenty of pictures and videos to keep us at ease while we were away. We'll definitely be booking with him again!”


“My bully Rex stayed with Jenn for 3 nights. He has a lot of anxiety and doesn’t do well in unfamiliar places but he did great with her. She kept me updated throughout each day with pictures and video. Will be using her in the future and recommend her to others! Thanks Jenn 🐾”


“Wonderful with Hunter! Checked in with update on how he was everyday. Loved all the pictures and updates. Would recommend highly to watch your fur baby”


“Debbie is wonderful.Peyton loved the attention she received and I felt very grateful to have someone so kind to watch over my girl. She sent me photos daily keeping me updated.”


“Norma was amazing with my two French Bulldogs. They had the time of their lives! They’re already missing all the fun they had while staying with her. She kept me updated with pictures so I could see all the fun they were having. I’m someone who usually worries constantly about my 2 pups, but was very comfortable with Norma since she has so much experience with dogs plus always kept me up to date. I was able to enjoy my vacation with no worries and they got their own little vacation! 😊”


“My puppy was well cared for and in loving hands. I received frequent updates throughout his stay and the personalized letter and polaroid picture was such a sweet and thoughtful touch. I highly recommend their services!”


“Jessica and Colin made our little Mira feel like she was at home. It was her vacation home. I felt so comfortable leaving her with them and their 2 children. I love that they sent me updates on how she was doing even sent a picture of Mira with their older daughter. It was very sweet to have had the daughter make Mira a clay bone as a gift. I would 110% rebook with Jessica and Colin any time. <3 <3”



“Eve had a good time with Georgina for boarding for a week. I was very satisfied with Georgina's service. I received pictures daily. Eve seems to be very happy and I would book with Georgina again. Precious is a sweet dog and got along with Eve very well.”


“Marissa was the best! She is communicative, kind, and very sweet. This was my first time ever boarding my dog and it was such a great experience. She sent many photos throughout the day along with updates on my dog. When I picked him up, she even sent him home with a report card and cute Polaroid of him. What a thoughtful gesture. I know Patch had a great time with her and was well cared for. Will definitely rebook and recommend her to friends and family if they are looking for a pet sitter. 🥰 Thank you Marissa!”


“Leslie provided our Lab, Ruger, with the best care and attention that you can only wish for. From our initial meet and greet, a 7 day stay, and to the day we picked Ruger up Leslie communicated, sent photos daily, and we could tell that Ruger was thoroughly enjoying himself. It was a very comfortable experience for all. Leslie exceeded our expectations! We will definitely call on her in the future. Thank You!!”


“Kate took exceptional care of my little 4lb 16 year old poodle dog. Even as my pup is aging she was able to decipher her hearing and eyesight is going and ensured she had something in her belly. Pictures and even videos were sent while eased my mind while away on vacation. She really did go the extra mile and so grateful to have found her.”


“JD and Magdalena are wonderful!! We left our fur baby with them for a week after doing a meet and greet with them and their pups, which was great. We got pictures of her everyday and I could tell she was having a great time. They are super nice people and we def recommend booking with them!!”



“Ricky loved his first stay with Lori. He was a happy boy and made new friends. It’s obvious that Lori is a true lover of animals. Ricky is looking forward to his stay again next week!! ?”


“Left my kitten Leo over a holiday weekend with her on short notice. She was accomindating, friendly, and gave good updates/photos so I did not have to worry. Leo came back healthy and happy. Good experience.”


“This is our first time using this service and we could not have imagined a better experience for us or our pup. Bella and Richard along with their friendly pup, made Gracie feel so welcome she didn’t even notice when we left. We were provided with pics and daily updates and came home to find a very happy, healthy and relaxed pup! We will definitely book them again and highly recommend! Thank you!”


“Great experience for both my dog and me. Lavinia's personality and experience made me feel confident in leaving my dog in her care. My dog quickly made herself right at home. I would definitely recommend her!”


“Linda was very accommodating and took good care of our old boy, Chewy. She sent frequent updates and even has a dog stroller for older pups that may need help getting around. <3”

Loving dog boarding sitters in your neighborhood
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Heather D.Star Sitter

“Super nice and very friendly. I would recommend her. Be aware you have to be able to carry your pet up a ladder before booking, but my husband was with me so it was not a problem. I wouldn’t have been able to do it myself. I am sure the host would have helped if needed.”


Stephen R.


“This was our first time boarding Ruby using Rover, and Stephen was a wonderful host! He was calm and reassuring and sent plenty of pictures and videos to keep us at ease while we were away. We'll definitely be booking with him again!”


Jennifer b.

“My bully Rex stayed with Jenn for 3 nights. He has a lot of anxiety and doesn’t do well in unfamiliar places but he did great with her. She kept me updated throughout each day with pictures and video. Will be using her in the future and recommend her to others! Thanks Jenn 🐾”


Ashleigh Y.Star Sitter

“Wonderful with Hunter! Checked in with update on how he was everyday. Loved all the pictures and updates. Would recommend highly to watch your fur baby”


Debbie T.Star Sitter

“Debbie is wonderful.Peyton loved the attention she received and I felt very grateful to have someone so kind to watch over my girl. She sent me photos daily keeping me updated.”


Norma H.Star Sitter

“Norma was amazing with my two French Bulldogs. They had the time of their lives! They’re already missing all the fun they had while staying with her. She kept me updated with pictures so I could see all the fun they were having. I’m someone who usually worries constantly about my 2 pups, but was very comfortable with Norma since she has so much experience with dogs plus always kept me up to date. I was able to enjoy my vacation with no worries and they got their own little vacation! 😊”


Athena & Richi E.
Star Sitter


“My puppy was well cared for and in loving hands. I received frequent updates throughout his stay and the personalized letter and polaroid picture was such a sweet and thoughtful touch. I highly recommend their services!”




Christina J.
Star Sitter

“Another great time, will continue to use Christina. Makes traveling and not being able to take the dogs a great relief to know they are well taken care of.”


Jessica & Colin M.

“Jessica and Colin made our little Mira feel like she was at home. It was her vacation home. I felt so comfortable leaving her with them and their 2 children. I love that they sent me updates on how she was doing even sent a picture of Mira with their older daughter. It was very sweet to have had the daughter make Mira a clay bone as a gift. I would 110% rebook with Jessica and Colin any time. <3 <3”


Jonathan W.
“Jonathan and his family provided the best experience for my dog to date on this app. He was responsive, and very helpful with my dog who has severe storm anxiety. Highly recommend!”




Georgina B.

“Eve had a good time with Georgina for boarding for a week. I was very satisfied with Georgina's service. I received pictures daily. Eve seems to be very happy and I would book with Georgina again. Precious is a sweet dog and got along with Eve very well.”


Marissa H.Star Sitter

“Marissa was the best! She is communicative, kind, and very sweet. This was my first time ever boarding my dog and it was such a great experience. She sent many photos throughout the day along with updates on my dog. When I picked him up, she even sent him home with a report card and cute Polaroid of him. What a thoughtful gesture. I know Patch had a great time with her and was well cared for. Will definitely rebook and recommend her to friends and family if they are looking for a pet sitter. 🥰 Thank you Marissa!”


Leslie P.

“Leslie provided our Lab, Ruger, with the best care and attention that you can only wish for. From our initial meet and greet, a 7 day stay, and to the day we picked Ruger up Leslie communicated, sent photos daily, and we could tell that Ruger was thoroughly enjoying himself. It was a very comfortable experience for all. Leslie exceeded our expectations! We will definitely call on her in the future. Thank You!!”


Kate W.

“Kate took exceptional care of my little 4lb 16 year old poodle dog. Even as my pup is aging she was able to decipher her hearing and eyesight is going and ensured she had something in her belly. Pictures and even videos were sent while eased my mind while away on vacation. She really did go the extra mile and so grateful to have found her.”


JD & Magdalena D.Star Sitter

“JD and Magdalena are wonderful!! We left our fur baby with them for a week after doing a meet and greet with them and their pups, which was great. We got pictures of her everyday and I could tell she was having a great time. They are super nice people and we def recommend booking with them!!”




Lori G.
Star Sitter


“Ricky loved his first stay with Lori. He was a happy boy and made new friends. It’s obvious that Lori is a true lover of animals. Ricky is looking forward to his stay again next week!! ?”


Leslie A.Star Sitter

“Left my kitten Leo over a holiday weekend with her on short notice. She was accomindating, friendly, and gave good updates/photos so I did not have to worry. Leo came back healthy and happy. Good experience.”


Isabella & Richard L.Star Sitter

“This is our first time using this service and we could not have imagined a better experience for us or our pup. Bella and Richard along with their friendly pup, made Gracie feel so welcome she didn’t even notice when we left. We were provided with pics and daily updates and came home to find a very happy, healthy and relaxed pup! We will definitely book them again and highly recommend! Thank you!”


LAVINIA C.

“Great experience for both my dog and me. Lavinia's personality and experience made me feel confident in leaving my dog in her care. My dog quickly made herself right at home. I would definitely recommend her!”


Linda M.Star Sitter

“Linda was very accommodating and took good care of our old boy, Chewy. She sent frequent updates and even has a dog stroller for older pups that may need help getting around. <3”
Windsor Park dog parents share their Rover experiences
as always Jennifer took beyond amazing care of my pup!! not only did I always get updates, but she also went above and beyond and gave my dog a bath while she was staying with Jennifer and her dogs for the week! we both love Jennifer and will always rebook!! never worried about the care she provides she’s the best!

Valarie is amazing! She followed all my neurotic instructions, walked him daily, sent pics and updates and gave him all the love and treats he needed. I loved the meet and greet first and her communication was on point. I can't say enough great things about her and her accommodations for my precious Mo!. I will definitely use her again and give her my highest recommendation!

Popular requests near you
Select a filter and find qualifying Windsor Park sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Windsor Park.
Rover makes it easy to find Windsor Park dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
