Dog Boarding in Cypress Bend, Clearwater, FL
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Cypress Bend 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.”


“Lauren is always so great with my labradoodle, Rocky! She sends updates and pictures regularly and her kids are great with Rocky. Rocky loves playing with her doggy too.”


“I am so grateful for Stephen! For opening up his home & taking such good care of Kovu while I was away. It was my first time leaving my fur baby, I was nervous but Stephen made this process so smooth! Kovu was sooo happy being there, I don’t think he had time to even miss me. I received multiples photos throughout the day which made me smile each time. I will without a doubt be booking with Stephen again!”


“TOP TIER CARE! Jennifer took excellent care of my babies in her home. She clearly takes pride in her job and takes her responsibility seriously. She provided frequent updates, including photos and videos, and responded in the app with lightning speed. My dogs were returned to me happy, tired, and just as clean as when I left them.”


“Batman is a little tired today but we can tell he had a lot of fun. I caught him staring out, I wonder if he misses his friends lol. My test for writing a review is how my dog feels when he comes back. Its a vibe kind of thing and seems Batman also gives this stay a paws up. Thanks again!”


“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”


“Athena and Richi are incredible dog sitters! They took great care of Oscar, providing daily updates a few times a day and ensuring daily exercise. Oscar was so calm, happy, and energetic when we picked him up. This shows how well Athena and Richi cared for him. Thank you so much!”


“Debbie is a kind soul who will love your pup like her own. She watched our two pups during Hurricane Helene and even without power she made sure she updated us. She does an amazing job creating a peaceful place so your pups feel welcomed and at home. She definitely made our pups feel like family. 💕”

“Norma was great! Tiko was extremely positive and well behaved after we picked him up. We received pictures of him having fun in the patio and enjoying walks. I definitely recommend her to anybody looking for a fun and caring environment for their pet.”

“We left our 2 dogs with this wonderful couple for multiple days. Their home is clean and comfortable. Our dogs came home happier than ever! Can't beat the great communication and peace of mind. Will use them again!”


“Jeff and Magda were an outstanding duo when it came to dog sitting our Odin. They went above and beyond, adjusting their schedule when our flight was rescheduled for an earlier departure. Every day, they sent us updates on Odin, keeping us well-informed about how he was doing. Their dogs were wonderful and welcomed Odin as part of their pack. I highly recommend them to anyone in need of exceptional pet sitters!”


“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!”


“What a find. Kate is wonderful loving very capable dog person. I was very anxious to leave my 13-year-old Sebrina with just anybody. We had a meet and greet that almost lasted 2 hours. We hit it off and more importantly Sebrina did too. Sebrina was spoiled she got to sleep in a people's bed. My husband was picking up Sebrina and Kate wanted to see a picture of him, so she wouldn't give her to just anybody. That impressed me.”


“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!”


“Leslie, Willa & company did an absolutely fantastic job caring for our Benny. She sent us regular photos and updates and he came home healthy, happy and relaxed. She has a relaxed yet attentive manner which fits perfectly with our boy’s personality. Her girl Willa welcomed Benny and both set their boundaries maturely, quickly and fairly. A+ for Willa too! Always a treasure to find someone who takes such great care of our little man. We’ll definitely rebook with Leslie in the future. Highly recommend!”



“Great Pet Sitter! Grateful to Tuany for caring for our little daschund mix while we traveled. Tuany only takes one pet at a time, which allowed her to give Lucy plenty of attention in a quiet setting. When we picked up Lucy, she was relaxed and happy, consistent with an excellent stay. One could tell that Lucy had developed a real affection for Tuany and her little boy. Tuany was great about communicating with me by text. She provided an occasional photo and update while we were away, just as I had requested. Tuany is an excellent pet sitter and genuinely lovely person.”


“Thank you for watching our little Dixie! She loves being over at your house:) She had a blast with all the fun activities you and your family had for her!”


“Jace was fantatsic- we were traveling from out of town, so normal meet and greet was not possible. They were very accomodating and reassuring. The home was adorable and in a great neighborhood for walks and things. I got lots of cute pix and awesome communication the whole time. Argo had a blast and slept the whole 3 hour drive home. It was a perfect choice and l look forward to using again!”

Loving dog boarding sitters in your neighborhood
Search Results


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.”


Marisa & Robert C.Star Sitter

“As always they did a great job. If you have an older dog or a dog that needs extra care, you have to use Mei Li and Robert (Marisa and Bob).”


Lauren K.Star Sitter

“Lauren is always so great with my labradoodle, Rocky! She sends updates and pictures regularly and her kids are great with Rocky. Rocky loves playing with her doggy too.”


Stephen R.


“I am so grateful for Stephen! For opening up his home & taking such good care of Kovu while I was away. It was my first time leaving my fur baby, I was nervous but Stephen made this process so smooth! Kovu was sooo happy being there, I don’t think he had time to even miss me. I received multiples photos throughout the day which made me smile each time. I will without a doubt be booking with Stephen again!”


Jennifer b.

“TOP TIER CARE! Jennifer took excellent care of my babies in her home. She clearly takes pride in her job and takes her responsibility seriously. She provided frequent updates, including photos and videos, and responded in the app with lightning speed. My dogs were returned to me happy, tired, and just as clean as when I left them.”


Ashleigh Y.Star Sitter

“Batman is a little tired today but we can tell he had a lot of fun. I caught him staring out, I wonder if he misses his friends lol. My test for writing a review is how my dog feels when he comes back. Its a vibe kind of thing and seems Batman also gives this stay a paws up. Thanks again!”


Matthew & Nicole P.Star Sitter

“Our pups had a great stay with Matty and Nicole. Great communication and responsive to any messages. Thanks for taking care of Boyd and Rocco!”


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”


Athena & Richi E.
Star Sitter


“Athena and Richi are incredible dog sitters! They took great care of Oscar, providing daily updates a few times a day and ensuring daily exercise. Oscar was so calm, happy, and energetic when we picked him up. This shows how well Athena and Richi cared for him. Thank you so much!”


Debbie T.Star Sitter
“Debbie is a kind soul who will love your pup like her own. She watched our two pups during Hurricane Helene and even without power she made sure she updated us. She does an amazing job creating a peaceful place so your pups feel welcomed and at home. She definitely made our pups feel like family. 💕”


Norma H.Star Sitter
“Norma was great! Tiko was extremely positive and well behaved after we picked him up. We received pictures of him having fun in the patio and enjoying walks. I definitely recommend her to anybody looking for a fun and caring environment for their pet.”


Brian M.

“We left our 2 dogs with this wonderful couple for multiple days. Their home is clean and comfortable. Our dogs came home happier than ever! Can't beat the great communication and peace of mind. Will use them again!”


JD & Magdalena D.Star Sitter

“Jeff and Magda were an outstanding duo when it came to dog sitting our Odin. They went above and beyond, adjusting their schedule when our flight was rescheduled for an earlier departure. Every day, they sent us updates on Odin, keeping us well-informed about how he was doing. Their dogs were wonderful and welcomed Odin as part of their pack. I highly recommend them to anyone in need of exceptional pet sitters!”


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!”


Kate W.

“What a find. Kate is wonderful loving very capable dog person. I was very anxious to leave my 13-year-old Sebrina with just anybody. We had a meet and greet that almost lasted 2 hours. We hit it off and more importantly Sebrina did too. Sebrina was spoiled she got to sleep in a people's bed. My husband was picking up Sebrina and Kate wanted to see a picture of him, so she wouldn't give her to just anybody. That impressed me.”


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!”


Leslie P.

“Leslie, Willa & company did an absolutely fantastic job caring for our Benny. She sent us regular photos and updates and he came home healthy, happy and relaxed. She has a relaxed yet attentive manner which fits perfectly with our boy’s personality. Her girl Willa welcomed Benny and both set their boundaries maturely, quickly and fairly. A+ for Willa too! Always a treasure to find someone who takes such great care of our little man. We’ll definitely rebook with Leslie in the future. Highly recommend!”




Tuany L.

“Great Pet Sitter! Grateful to Tuany for caring for our little daschund mix while we traveled. Tuany only takes one pet at a time, which allowed her to give Lucy plenty of attention in a quiet setting. When we picked up Lucy, she was relaxed and happy, consistent with an excellent stay. One could tell that Lucy had developed a real affection for Tuany and her little boy. Tuany was great about communicating with me by text. She provided an occasional photo and update while we were away, just as I had requested. Tuany is an excellent pet sitter and genuinely lovely person.”


Beata R.Star Sitter

“Thank you for watching our little Dixie! She loves being over at your house:) She had a blast with all the fun activities you and your family had for her!”


Jace W.Star Sitter

“Jace was fantatsic- we were traveling from out of town, so normal meet and greet was not possible. They were very accomodating and reassuring. The home was adorable and in a great neighborhood for walks and things. I got lots of cute pix and awesome communication the whole time. Argo had a blast and slept the whole 3 hour drive home. It was a perfect choice and l look forward to using again!”
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 Cypress Bend.
Rover makes it easy to find Cypress Bend 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.
