Dog Boarding In Countryside Estates

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Top rated Countryside Estates dog boarders

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: Heather D.
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Heather D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
32 repeat clients
25 years of experience
Dunedin, FL, 34698

We are repeat users. Heather was great with our 8 year old male maltese for two weeks. Our pup left happy and enjoyed his playmates and Heather's attention.

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Philip R.
Sitter Profile Image: Athena & Richi E.
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Athena & Richi E.
from
$45
per night
5.0 out of 5 stars
439 reviews
112 repeat clients
18 years of experience
Dunedin, FL, 34698

They took Excellent care of our dogs. Sent pictures consistently to let us know how they were doing. Will totally be requesting their services in the future.

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Sara C.
Sitter Profile Image: Jennifer S.
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Jennifer S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
15 years of experience
Palm Harbor, FL, 34683

Jen was fantastic! She replied promptly to all messages and was wonderful with our dog (his first time visiting). He was able to play with her dog and was very at home. I would highly recommend using her services!

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Jennifer M.
Sitter Profile Image: Norma H.
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Norma H.
Star Sitter
from
$49
per night
5.0 out of 5 stars
153 reviews
66 repeat clients
20 years of experience
Dunedin, FL, 34698

Norma was awesome with my dog who is extremely shy at first. She made him feel very comfortable at her home and sent lots of pictures! I will use her every time I need some to watch my sweet boy!

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Terry B.
Sitter Profile Image: Marquita H.
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Marquita H.
Star Sitter
from
$38
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
20 years of experience
Clearwater, FL, 33756

Marquita took great care of Gentry! Gentry came home happy and peaceful. I truly appreciate all she did to make my girl feel comfortable. Thank you Marquita!!

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Elizabeth D.
Sitter Profile Image: Kayla & Joseph B.
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Kayla & Joseph B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
Clearwater, FL, 33756

My pets felt right at home at Kayla’s house. She took very good care of my babies. She provided a big cat condo for my cat, she provided pictures of my pets. My pets loved being there and felt very comfortable with her. I recommend Kayla to watch your pets! I will bring my pets back to her.

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Ana M.
Sitter Profile Image: Jennifer b.
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Jennifer b.
Star Sitter
from
$44
per night
4.9 out of 5 stars
143 reviews
43 repeat clients
22 years of experience
Keystone Manor, Clearwater, FL, 33755

I can’t express enough gratitude for Jennifer’s incredible care of my mom’s dog, Luna, during a very challenging time for our family. When my mom suddenly fell and had to be hospitalized for several weeks, Jennifer stepped in and truly made a difference. Jennifer was not only accommodating but also exceptionally understanding. She allowed me to extend Luna’s stay **five times** without any issues, which was a huge relief amidst the chaos. Her dedication to Luna’s well-being was evident. Jennifer took excellent care of her, ensuring she was comfortable and happy. In addition, she also helped manage Luna’s ear infection, providing the necessary care and attention that truly showcased her skills and compassion for animals. I highly recommend Jennifer to anyone looking for a reliable and caring pet sitter. Her kindness and professionalism made a stressful situation much more manageable, and Luna came home healthy and happy! Thank you, Jennifer! 🌟

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Jason S.
Sitter Profile Image: Cassie C.
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Cassie C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
30 years of experience
Clearwater, FL, 33761

My first experience with Rover, communication.was very smooth. Cassie kept in touch with me over the three days she had my cat, sending great photos and updates on how my kitty was adjusting to new surroundings. I adopted my cat age 3 didn't know how she'd be with other animals, and she was fine with Cassies dog and cat.

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Valerie S.
Sitter Profile Image: Martha & Brett B.
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Martha & Brett B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
201 reviews
88 repeat clients
20 years of experience
clearwater, FL, 33761

We felt very comfortable leaving our pup with Martha and Brett! She was excited to return to them after her meet and greet and left happy and tired. We appreciated the cute pictures shared from her stay!

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Adriana J.
Sitter Profile Image: Elyse D.
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Elyse D.
from
$50
per night
5.0 out of 5 stars
30 reviews
19 repeat clients
25 years of experience
Misty Springs, Clearwater, FL, 33761

Amazing they cared for my pitty as if i she were theirs. Very great communication the whole time. Definitely recommend and Definitely using her an her family.

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Krista H.
Sitter Profile Image: Jessica & Colin M.
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Jessica & Colin M.
from
$34
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
30 years of experience
Palm Harbor, FL, 34684

Jessica and Colin watched our pup, Hazel, recently and did a great job! Hazel had a great time at their home with their adorable family. Jessica was quick to respond every time I texted , and was very flexible. We will definitely be using Jessica and Colin again if they are available. They are trustworthy, responsible and reliable . Hazel can’t wait to go back! 🐾

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Kathleen C.
Sitter Profile Image: Lisa S.
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Lisa S.
from
$40
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
30 years of experience
Crystal Beach, FL, 34681

We just used Lisa for the first time for two nights. Our pup required a lot of attention due to his health. She met all his needs and had very good communication with me.

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Nancy P.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$30
per night
5.0 out of 5 stars
45 reviews
9 repeat clients
50 years of experience
Clearwater, FL, 33759

About: I’ve taken care of dogs, cats, lizards, fish and turtles. I love taking dogs on walks and to the dog park if that’s something your pet would enjoy. My schedule is flexible and I can make taking care of your pet in your home close to his or her regular schedule work for all of us. I can meet with you at your home to meet your pet(s) and discuss the care instructions at your convenience. I will ensure that you feel comfortable in choosing me.

Sitter Profile Image: Laura R.
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Laura R.
Star Sitter
from
$42
per night
5.0 out of 5 stars
107 reviews
17 repeat clients
3 years of experience
Palm Harbor, FL, 34685

Laura "R" was absolutely wonderful with Hennessy! I am so pleased with the care Hennessy received staying with Laura. Hennessy was always well-fed, walked, and played with every day. Laura kept me updated with regular photos and messages while I was away, which was incredibly reassuring and allowed me to fully relax on my trip. "I especially appreciated how Laura and her family was so welcoming to my Hennessy. The pictures and videos were so comforting and they made me laugh while I was away. Laura was always on time, responsive, and provided daily updates/logs." Henessy, clearly adored Laura and seemed so happy and content when I returned." I do highly recommend Laura and would definitely book Laura's services again. Thank you for the fantastic care!"

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Ruthanne F.
Sitter Profile Image: Jason M.
Verified Enhanced Background Check
Jason M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
20 years of experience
Dunedin, FL, 34698

Jason did a fantastic job with our pup Nugget. He gave us daily updates, and I had peace of mind knowing our pup was in good hands. I would highly recommend Jason, you can tell he is a real pet lover! We will def be bringing nugget back the next time we are away!

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Nicole J.
Sitter Profile Image: Angie T.
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Angie T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
234 reviews
92 repeat clients
35 years of experience
Oldsmar, FL, 34677

Angie is a fantastic sitter for our 4 year old Border Collie! While away for the week Angie continuously sent photos and text updates on what Yeti was up to and how he was adjusting to his new environment. If Yeti could talk, I am sure he would say he is looking forward to returning to Angie's whenever that might be. He loved the large backyard where he was able to chase squirrels and play with other pups, and it sounds like he made himself right at home.

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Samantha L.
Sitter Profile Image: Lori G.
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Lori G.
from
$38
per night
4.9 out of 5 stars
279 reviews
116 repeat clients
11 years of experience
Dunedin, FL, 34698

So far Lori and her son seem great ! Brutus spent the night with them last weekend and will be with again this saturday! She was great about sending photos and responding to my text quickly ! Brutus slept alllll day after his visit so I image he got lots of play time :)

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Priscilla D.
Sitter Profile Image: Christina J.
Verified Background Check
Christina J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
348 reviews
126 repeat clients
50 years of experience
Largo, FL, 33770

My dogs really seemed to enjoy their stay with Christina. For the first time ever at a sitters, they did not bark like crazy when I came back. They were very calm (their usual state when at home) which made me very happy. She sent me photos every day, which was very nice.

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Debbie D.
Sitter Profile Image: JD & Magdalena D.
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JD & Magdalena D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
7 years of experience
Clearwater, FL, 33759

Amazing as always! This is the second time they have watched Ollie and he’s always so happy. I’m sure he’s already looking forward to next time!

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Mary S.
Sitter Profile Image: Leslie P.
Verified Enhanced Background Check
Leslie P.
Star Sitter
from
$49
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
50 years of experience
Dunedin, FL, 34685

Leslie does an awesome job with Benny. She’s calm and attentive to him. Her dog Willa gives him attention too. She’s super flexible with a few last minute changes I had on this trip. So very much appreciated.

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Linda C.
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Countryside Estates dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Olena did a great job with Pina. She looked so happy in every photo. She really did go above and beyond to make Pina feel comfortable. Highly recommend! Thank you so much!!

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Steve D.
Boarding
5.0 out of 5 stars

We are so lucky to have found Faith! We have never left Chesney for a week, especially with someone she didn’t know, but she did great. Faith and her family gave Chesney so much love and attention. Faith provided me with daily updates and photos and I could tell Chesney was well taken care of. When I picked up Chesney I could tell she was very comfortable being there. Faith will be our forever sitter as long as she will have Chesney. Thank you Faith and family for being so caring and attentive!!!

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Sandy H.
Boarding
5.0 out of 5 stars

Debbie is always a pleasure for my Gypsy baby to stay with. She keeps me updated with good communication and the best photos! Thanks Debbie!

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Richard S.
Boarding
5.0 out of 5 stars

Norma was so kind to my little Penny! Even when she had some stomach problems , Norma went out of her way to go to our vet and get the prescription for her! She sent pictures every day and Penny looked sooo happy! Thanks Norma!

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Deborah C.
Boarding
5.0 out of 5 stars

This was our first time using Rover, and we were definitely nervous about trusting someone we didn't know with Marley. Thankfully, our experience was wonderful! Marley came home happy, healthy, and clearly well cared for. We loved knowing he had the chance to play with the other dogs during his stay, and it seemed like he had a great time. It gave us so much peace of mind to know he was in good hands. We would absolutely book again and highly recommend this sitter!

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Ashley T.
Boarding
5.0 out of 5 stars

Jason was absolutely perfect with our dogs. They were loved and well cared for. They are looking forward in a couple weeks to go back

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Lisa S.
Boarding
5.0 out of 5 stars

Thank you for providing such amazing care for my little Buddy. It was a huge relief knowing that he was in such wonderful hands while we were away on vacation. I was kept up to date on how well he was doing and how much fun he was having. Overall, definitely five plus stars experience. 😊❤️

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Artemis B.
Boarding
5.0 out of 5 stars

My 2 dogs had an amazing stay with Jessica and Colin! Their daughters are so sweet and love animals. They treated my pups like family and made them feel right at home :)

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Abigail S.
Boarding
5.0 out of 5 stars

We couldn’t have asked for a better dog sitter! Heather even celebrated our 14 year old beagle with ice cream and a candle🥰 She gave us daily updates whichever truly appreciated. I highly recommend her and so does our pooch.

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Kristina M.
Boarding
5.0 out of 5 stars

Shannon was great He stayed in touch, sent pictures and made us feel that our Gracey was in good hands while we were traveling

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Ed K.
Boarding
5.0 out of 5 stars

Dogs always have a blast and come home exhausted so we know they’re being engaged with and stimulated!

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Ian H.
Boarding
5.0 out of 5 stars

10/10 recommend! They made our dog feel like part of the family while they watched her for a whole week. She got along great with their dogs. They sent lots of pictures and videos. Great communication. Will definitely use again!

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Hannah E.
Boarding
5.0 out of 5 stars

BOOK NOW! this family is amazing and really watch your pet as their own! my puppy is always so happy while she is there

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Anastasia L.
Boarding
5.0 out of 5 stars

Our Molly is a rescue and this was our first time leaving her so we were a bit nervous. After our meet and greet we decided to give Stephen a chance. We were not disappointed. Molly was not only watched but treated like a part of the family. We also received regular pictures and updates showing Molly relaxing and having fun. We are so grateful for the care she was given and plan to have Stephen as our regular sitter.

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Danielle G.
Boarding
5.0 out of 5 stars

Janelle was amazing. She sent lots of photos and gave me updates on my dog. When our flight got delayed, she was so flexible and was able to stay longer to make sure my dog had the best care.

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Kaitlin O.
Boarding
5.0 out of 5 stars

Mauricio was very attentive to my senior Sheppard. He definitely will provide a loving and caring home for your pet.

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PStiz
Boarding
5.0 out of 5 stars

Izzy is amazing. I knew the moment I met her she would be perfect for my Clarkie. He loved staying with her and was excited to play with new friends. We will definitely use Izzy again. Highly responsible and so loving. Thanks, Izzy for making Clarkies stay fun and giving me peace of mind when leaving him. ❤️

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Deborah C.
Boarding
5.0 out of 5 stars

Leslie does an awesome job with Benny. She’s calm and attentive to him. Her dog Willa gives him attention too. She’s super flexible with a few last minute changes I had on this trip. So very much appreciated.

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Linda C.
Boarding
5.0 out of 5 stars

We had an excellent experience with Lori while she cared for our dog, Joey. From the very beginning, Lori was professional, communicative, and genuinely caring. It was clear that Joey was treated like part of the family, and we felt completely at ease knowing he was in such good hands. Lori provided regular updates and showed true attention to Joey’s needs, personality, and comfort. When we picked him up, he was happy, relaxed, and clearly very tired from all the playing he did. We highly recommend Lori to anyone looking for dog boarding experience. We will absolutely be using her services again.

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John M.
Boarding
5.0 out of 5 stars

I was visiting from out of town and needed a dog sitter, which is incredibly nerve wracking! Tuany put me at ease - she’s a pro with a set approach in meeting and greeting us, sending photos, etc. She cared for Dixie like she was her own which is very much appreciated!

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Lisa S.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

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

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  • 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.

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

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Countryside Estates dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

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

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 Countryside Estates.

Rover makes it easy to find Countryside Estates 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.