Dog Boarding In Trails Of Countryside

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Top rated Trails Of Countryside dog boarders

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

1 / 1
Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
108 reviews
32 repeat clients
25 years of experience
Dunedin, FL, 34698

Heather and her family were so great with our little dog. She was super easy to get in touch with, sent updates on how the dog was doing, and made drop off and pick up a breeze.

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Chelsea N.
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: Athena & Richi E.
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Athena & Richi E.
from
$45
per night
5.0 out of 5 stars
438 reviews
110 repeat clients
18 years of experience
Dunedin, FL, 34698

This was Charlie’s first time away from home for the night. Athena and Richie kept me posted about how she was doing, sent photos and videos, and answered my questions. Charlie loved her stay! Don’t think twice. Thai is an amazing place to leave your loved one.

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Nicole B.
Sitter Profile Image: Richard & Carmen B.
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Richard & Carmen B.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Palm Harbor, FL, 34684

Richard and Carmen are amazing people! They loved on Luna and made her feel comfortable and right at home from the first night! They sent pictures regularly, and loved her like their own. We will definitely be using them again when we have the need, and refer our friends their way!

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

Laura was amazing with my Edna, who is not a very confident dog. Laura has a warm and gentle nature and made friends with Edna in minutes. Her activity notes and photos showed Edna very comfortable and enjoying attention from other family members as well. Laura is communicative and attentive to detail. But I think Edna only cared about all the affection. I hope we will be able to board with Laura again!

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Ann D.
Sitter Profile Image: Betsy L.
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Betsy L.
from
$40
per night
4.8 out of 5 stars
13 reviews
2 repeat clients
13 years of experience
Tarpon Springs, FL, 34689

Betsy is awesome she watched 3 of my pups for a week they had a great time she’s super responsive and attentive I will only go through her in the future!:)

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Devon M.
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: 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

Lisa was wonderful! She kept me in the loop and I could tell Chassie was being cared for well with nice walks and a safe place to call home while we were away. We look forward to booking with her again!

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Michelle O.
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
8 repeat clients
30 years of experience
Clearwater, FL, 33759

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: Jean B.
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Jean B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
28 reviews
5 repeat clients
16 years of experience
Palm Harbor, FL, 34685

This was my first experience using a pet sitter. We've always used a kennel, but for a two-week trip, I wanted to try something different. I chose to do a meet-and-greet with Jean because of her great reviews. She texted photos of my beagle daily enjoying his walks, hanging out on the couch, and relaxing on the back patio. I think he had as much fun as we did. It was wonderful being able to enjoy our vacation without any worries whatsoever about our dog. Jean is competent and conscientious following all of our instructions and tips. She really made an effort to understand our dog's routine and I think he felt completely at home. I will definitely book her again and will try to schedule future trips around her availability.

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

As always, Angie was amazing at taking care of my two dachshunds! They came home very relaxed and happy after I picked them up. You can tell how much she really cares for animals, and she puts a lot of time and effort into making sure that their stay is positive. I would definitely recommend Angie to anyone to watch their animals anytime!

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Laura H.
Sitter Profile Image: Brian M.
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Brian M.
from
$45
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
19 years of experience
Palm Harbor, FL, 34684

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!

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Ash V.
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
200 reviews
88 repeat clients
20 years of experience
clearwater, FL, 33761

Martha and Brett were great! I know they had so much patience with our pups (our Doxie can be a handful). Appreciate them so much for working with us semi- last minute and for a short stay. Will definitely be in touch again. Thank you!! ◡̈

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Melissa U.
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
13 reviews
5 repeat clients
10 years of experience
Clearwater, FL, 33756

kayla and her husband have provided me such peace of mind. I have not been in Florida long so I have not boarded Brooklyn my dog in Florida. They’ve sent me pictures. They’ve been overall just amazing. Definitely booking again. Awesome amazing people.

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Heather P.
Sitter Profile Image: Jennifer T.
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Jennifer T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
49 reviews
15 repeat clients
23 years of experience
Trinity, FL, 34655

We had such a wonderful experience leaving our dog, Ruby, with Jennifer and her family over the weekend! Jennifer was incredibly communicative—she sent regular updates and plenty of adorable photos, which gave us total peace of mind while we were away. Ruby was clearly very well cared for and loved every minute of her stay. It’s such a relief to know she was treated like family. We’re so grateful to have found Jennifer and will absolutely be using her pet-sitting services anytime we need care for Ruby in the future!

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Emily M.
Sitter Profile Image: Daniel K.
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Daniel K.
from
$44
per night
5.0 out of 5 stars
14 reviews
1 repeat client
10 years of experience
Palm Harbor, FL, 34684

Daniel was amazing. He sent updates on Bailey and pictures. I’m so glad I found him!

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Judy F.
Sitter Profile Image: Marisa & Robert C.
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Marisa & Robert C.
Star Sitter
from
$38
per night
5.0 out of 5 stars
74 reviews
23 repeat clients
15 years of experience
Tampa, FL, 33635

Robert & Marisa were absolutely the best sitters Lillybelle’s had. We were out of the country on vacation for twelve days. This was the longest we’ve had a sitter for her, and I was nervous about leaving her with someone that long. They arranged a meet and greet so Lillybelle could check it out and meet their sweet dog, Goldie. Marisa was very kind, reassuring, and answered all my fur baby mom questions. During our trip, “Mr. Bob”, sent messages and photos of her living her best “vacation” life. I really appreciated it, and it helped me feel at ease. I truly felt he cared for her like is own. When our flight home was delayed, he was very understanding and even offered to keep her another night if it would make it easier on us although it wasn’t needed. I highly recommend this sitter, and we will use them again. Lillybelle loved her time with Mr. Bob.

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

Norma was absolutely amazing! She took great care of my dog, had great communication throughout the stay, and I felt safe in the environment he was in. She sent videos and pictures throughout of him playing with the others dogs so I know he had a good time. We will definitely be booking in the future!

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Emily P.
Sitter Profile Image: Leslie P.
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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, 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!

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Linda C.
Sitter Profile Image: Lindsay D.
Verified Background Check
Lindsay D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
17 years of experience
Holiday, FL, 34690

Lindsay took incredible care of my dog. She was very communicative and provided me frequent updates and photos. My dog didn’t want to leave when I came to pick him up. Normally he goes on a hunger strike when I’m away on a trip but he felt so comfortable with Lindsay that he even ate. Will be using Lindsay again for sure!

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Foti K.
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Trails Of Countryside dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Could not have hoped for more caring and attentive sitter than Jennifer and her little helper. Plenty of photos and reports on his well being. She was very helpful and accommodating with logistics. Will give her two big thumbs up and would definitely recommend her. Will ask her again when looking for a sitter.

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Jeffrey Z.
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

Norma was wonderful. When my wife and I met her we were immediately impressed by her and her setup for dog boarding. It all made us comfortable with boarding our small Shi Tzu and Maltese mixed girl while we were away for a week. From the photos she sent us to the demeanor or our dog when i picked her up I could tell that our dog was in good hands while we were away.

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Jim P.
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

Literally the best experience with boarding my dogs. They were taken care of as though they were his 💕 I highly recommend!!

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Tyne H.
Boarding
5.0 out of 5 stars

Courtney was absolutely wonderful and took exceptional care of our pet while we were away. She was always on time, extremely courteous, and kept everything very clean and organized. We especially loved all the beautiful pictures and updates she sent throughout the stay — it gave us so much peace of mind knowing our pet was happy and well cared for. She took him on many walks, gave him lots of love and attention, and truly treated him like her own. Courtney is caring, dependable, professional, and clearly has a genuine love for animals. We could not have asked for a better sitter and would highly recommend her to anyone looking for excellent pet care!

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Maurice L.
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

Angie took great care of our dog. She was prompt with replies, sent photos, and made the process very easy. We were very comfortable having our dog stay with her and would seek her services again in the future.

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Kevin C.
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

My dog Cori had a great time with Debbie and came back home all tuckered out from her weekend at her house. Thanks for keeping my girl safe and happy!

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Brandi N.
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

You can tell Patrick enjoys all the pets he gets to care for. Communication was excellent; pictures were received every day. I would recommend Patrick and would definitely use him again!

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Leslie P.
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

Mike and Jaime do a great job of making your dog feel at home. Great dogs to blend and play with while you are away. Thank you so much for offering your home and time to watch dogs.

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Kimberly V.
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

Sam is an excellent dog sitter. She sends plenty of pictures you can see Toby is always eager to be there.

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Linda T.
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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Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Trails Of Countryside 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 Trails Of Countryside.

Rover makes it easy to find Trails Of Countryside 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.