Dog Boarding in Charter Oaks, Clearwater, FL

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Top rated Charter Oaks 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
$30
per night
5.0 out of 5 stars
95 reviews
25 repeat clients
25 years of experience
Dunedin, FL, 34698

Heather took the best of care of our little old man and even went out of her way to help us with drop off and met us at a convenient location! She kept us up to date with pictures and updates. We will definitely have her watch our pup again!

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Alicia P.
Sitter Profile Image: Ashleigh Y.
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Ashleigh Y.
from
$45
per night
5.0 out of 5 stars
314 reviews
108 repeat clients
20 years of experience
Keystone Manor, Clearwater, FL, 33755

Ashleigh is amazing! She sent us pictures and updates every day, which made us feel confident and happy. Without any doubt, I would choose her again to take care of my dog.

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Pedro G.
Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
3 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: Athena & Richi E.
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Athena & Richi E.
from
$45
per night
5.0 out of 5 stars
406 reviews
99 repeat clients
18 years of experience
Dunedin, FL, 34698

Athena & Richi made us feel super comfortable leaving our pups while we went on a weekend trip. They sent us so many updates and photos of our dogs & we could tell they were having the best time. We’ll definitely use them again!! Thank you guys!

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Jessica F.
Sitter Profile Image: Kayla B.
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Kayla B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
4 reviews
2 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
$45
per night
4.9 out of 5 stars
125 reviews
39 repeat clients
22 years of experience
Keystone Manor, Clearwater, FL, 33755

Excellent from greet and meet picking up. Awesome daily updates photos and videos how happy and well taken care of my dog was. One of the most kind loving people I have met. I was 💯 sure my dog was loved and taken care of.. after loading my dog she wanted to come back out to greet Jennifer !!!👍😁❤️

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Jon L.
Sitter Profile Image: Norma H.
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Norma H.
Star Sitter
from
$49
per night
5.0 out of 5 stars
137 reviews
63 repeat clients
20 years of experience
Dunedin, FL, 34698

Excellent service and accommodations. I would absolutely be using Norma again. I couldn’t be happier. The dogs thoroughly enjoyed themselves.

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Michael W.
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
31 reviews
10 repeat clients
7 years of experience
Clearwater, FL, 33759

Magda & JD cared for our dog, Nyla, for 3 nights and 4 days. They sent us updates and pictures periodically and whenever we inquired. Nyla is newly adopted by us just 3 months ago, so we had “new parent” needs for reassurance that they met graciously. Nyla enjoyed playing with their dogs, Maizee and Harley. We feel very good about this experience and plan to book with them in the future!

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Leslie S.
Sitter Profile Image: Lauren K.
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Lauren K.
Star Sitter
from
$34
per night
5.0 out of 5 stars
91 reviews
26 repeat clients
30 years of experience
Clearwater, FL, 33764

Amazing! Lauren was super communicative, sweet, shared pictures, and stories about Copper each day. It was so adorable how he bonded with her little one. We will definitely be booking with her again. :) Thank you!

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Dillyn R.
Sitter Profile Image: Jessica & Colin M.
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Jessica & Colin M.
Star Sitter
from
$34
per night
5.0 out of 5 stars
36 reviews
7 repeat clients
30 years of experience
Clearwater, FL, 33759

We had an amazing experience with Jessica and Colin! They watched Lulu for three weeks and took such wonderful care of her. It was clear from the updates and photos that she was happy, comfortable, and getting lots of love and attention. We came home to a very happy pup! Highly recommend to anyone looking for a responsible, caring, and trustworthy sitter

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Jaylynne W.
Sitter Profile Image: Christina J.
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Christina J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
327 reviews
123 repeat clients
50 years of experience
Largo, FL, 33770

I will often not go on trips because I don't want to leave my dog. I've had her for 16 years and trusting someone else to care for her, keep her safe and happy, is difficult for me. She's only ever had one other caregiver outside of immediate family and that woman is still a dear friend, but she's in another geographical state. Thanks to Rover, I have now found Christina and she's the perfect solution for me and my dog. The way Christina managed every aspect of my senior dog's needs and communication with me, is a relief second to none. Thank you, Christina!

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Melissa B.
Sitter Profile Image: Stephen R.
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Stephen R.
from
$39
per night
5.0 out of 5 stars
60 reviews
16 repeat clients
24 years of experience
Clearwater, FL, 33755

Stephen took special care of my mini poodle Cocoa. He sent me pictures throughout the day showing how comfortable Cocoa was . He watched him for 8 days and I had peace of mind that my baby was well cared for while I was away.

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Laura Jean L.
Sitter Profile Image: Jennifer S.
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Jennifer S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
10 reviews
6 repeat clients
15 years of experience
Palm Harbor, FL, 34683

Jenn & her sweet daughter were the greatest sitters! They were very accommodating and sent frequent photos! Yeti loved her stay and made new best friends!

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Gracie B.
Sitter Profile Image: Lou S.
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Lou S.
from
$35
per night
5.0 out of 5 stars
75 reviews
45 repeat clients
30 years of experience
Bay Towne East, Safety Harbor, FL, 34695

Lou was great!! I feel fortunate that I was able to have him care for my fur-baby. Lou knew what to do to make my dog comfortable and eat. Gordie (my dog) is very picky about eating but loves to sit with somebody on the couch and sleep in bed with them. Lou did all that with him to make Gordie feel better away from home.

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May F.
Sitter Profile Image: Jonathan W.
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Jonathan W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
15 years of experience
Clearwater, FL, 33756

Since she seems to be in love with Ciara and the baby, things couldn’t have gone better ❤️ thank you for the updates and for taking such good care of my girl.

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Leslie P.
Sitter Profile Image: Leslie P.
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Leslie P.
Star Sitter
from
$49
per night
5.0 out of 5 stars
16 reviews
4 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: Laura R.
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Laura R.
Star Sitter
from
$42
per night
5.0 out of 5 stars
76 reviews
15 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: Lori G.
Verified Background Check
Lori G.
Star Sitter
from
$38
per night
4.9 out of 5 stars
272 reviews
116 repeat clients
11 years of experience
Dunedin, FL, 34698

Lori picked up our pup and dropped him off for us, which was a HUGE help. She is extremely reasonably priced in comparison to others we saw on Rover. We are very happy with her services!

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Sophie S.
Sitter Profile Image: Yessica S.
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Yessica S.
Star Sitter
from
$43
per night
5.0 out of 5 stars
58 reviews
15 repeat clients
25 years of experience
Wyatt Street, Clearwater, FL, 33756

Yessica is a very nice person and she loves animals. She took excellent care of my two dogs and she even bathed them before I picked them up. She has a large fenced in yard for the dogs to play and Yessica sent me many pics of my dogs. I rate her a 10 in dog care!

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Gary O.
Sitter Profile Image: Alli W.
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Alli W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
123 reviews
21 repeat clients
8 years of experience
Clearwater, FL, 33764

Alli is a fabulous pet sitter and a true professional! My Havanese, Milo, has mild separation anxiety in most instances but felt very comfortable and happy with Alli’s care. I highly recommend her services and have already booked another stay for Milo! Thank you Alli for taking such good care of Milo! We really enjoyed the pictures you sent us too!

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Kathy S.
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Charter Oaks dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jonathan took such great care of our 3 large dogs when we had to go out of town for a wedding. We will definitely be using him in the future!!!

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Alexandra H.
Boarding
5.0 out of 5 stars

Mazie is well taken care of by Jason. She is very excited every time we drop her off. We are so happy we have found the perfect pet sitter for our little pup.

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Andrea A.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

Norma and her family were great with my dog, and if I ever need someone for an overnight stay, I plan on booking with them again.

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Emily K.
Boarding
5.0 out of 5 stars

Max had a great time at Jennifer B's. She showed him a lot of TLC and gave him the attention and exercise that our active, fun-loving dog needs. She gave us great updates and photos that described his experience. He loved playing with her dog! We definitely had a great experience and will work with her again in the future.

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Laurie M.
Boarding
5.0 out of 5 stars

Bethany was great! She took awesome care of my dog, Ginger, and sent pictures daily so I knew Ginger was in good hands. I would definitely book Bethany again and think any pet is in great hands with her :)

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Codi S.
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

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.
Boarding
5.0 out of 5 stars

We felt very comfortable leaving Bella and Monty with Jessica and Colin. Our dogs were happy to see us when we picked them up, but felt no need to leave immediately and went right back to laying down and playing with their toys. A sure sign they'd been well taken care of. Definitely recommend.

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Cindy T.
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

It worked out well with this Rover dog caretaker, Jeff, for our dog Luna in all respects. I would highly highly recommend Jeff and his wife.

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John V.
Boarding
5.0 out of 5 stars

Wow, Ashleigh was wonderful with our dog Jake. He had a wonderful time and was worn out from all the play he had while he was there! Received lots of photo updates. Highly recommend!!

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Valerie G.
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
5.0 out of 5 stars

Penny just got home from Paige and Stephen’s and is already sleeping like a baby which I know means she had a great visit. Our deaf senior girl is always comfy in their home and she’s a picky dog. We always miss her when we are apart but never worry about her when she’s with these guys.

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Eva H.
Boarding
5.0 out of 5 stars

Our 3 pups love their time with Athena, Richi and friends. Daily pictures and videos of their dinner are always a highlight for us when work takes us out of town.

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L Kevin L.
Boarding
5.0 out of 5 stars

My Archie loved his stay with Beata and her family. Bentley welcomed him and they became great friends during the 6 days. She sent lots of pics and videos. I have a plan to use her again soon.

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Phyllis P.
Boarding
5.0 out of 5 stars

Debbie loves her dogs. Mine got a little lonely but I appreciate Debbie taking care of her while I was gone.

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Nicholas S.
Boarding
5.0 out of 5 stars

Leslie and Aaron showed kindness and patience with our dog who is an energetic 1 1/2 year old, 55lbs mixed terrier. They took him for walks, made him feel at home and sent pictures to me regularly. They took good care of Toby who has health issues and they were very accommodating with their schedule for both drop-off and pick-up. Leslie was super responsive to any questions throughout the 6 days of boarding. I would use them again.

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M J.
Boarding
5.0 out of 5 stars

Georgina made me felt comfortable to leave Sparky with her for the first time. I can tell that Sparky got all the love and attention from her. Thank you for taking care of him.

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Pen B.
Boarding
5.0 out of 5 stars

Lindsey and Brady were fantastic! They were extremely communicative and kept us updated with plenty of messages and photos. We really appreciated that they invited us into their home at drop-off so we could see where our pup would be staying—it immediately put us at ease. Our boy was clearly very well cared for, and we couldn’t be happier. We’ll definitely be using Lindsey and Brady again moving forward!

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Michelle H.
Boarding
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Frequently asked questions about Rover

If you’re searching for a Charter Oaks 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 Charter Oaks.

Rover makes it easy to find Charter Oaks 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.