Personalized care for your dog or cat - Countryside Woods

Highly-rated overnight sitters - Countryside Woods

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: Jennifer S.
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Jennifer S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
26 reviews
8 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: Heather D.
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Heather D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
34 repeat clients
25 years of experience
Dunedin, FL, 34698

Highly recommend Heather. My dog always comes home happy and healthy. Heather follows directions and is easy to communicate with. Will continue to use her.

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

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

Levi’s first overnight away from home. Athena & Richi sent me lots of pictures and kept me updated on how he was doing. Definitely would use them again.

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Karen C.
Sitter Profile Image: Angie T.
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Angie T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
235 reviews
94 repeat clients
35 years of experience
Oldsmar, FL, 34677

Angie was amazing!! Our girl had a great time and we loved getting pictures of her while we were away. We will definitely use Angie again in the future!

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angela 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

Lisa did a wonderful job watching my furry son. Took him on walks, updates and pics on how it was going since he isn't away from his Mom and Dad much. Communication was solid and I would recommend her.

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Christopher F.
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
6 repeat clients
16 years of experience
Palm Harbor, FL, 34685

Jean was a wonderful host for our pup! She was great at providing updates and pics and we could tell our pup was having a great time with her and Bernie! We will definitely use them again! Thank you!

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Sarah D.
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
203 reviews
89 repeat clients
20 years of experience
clearwater, FL, 33761

Brett and Martha took extremely good care of our little old man… Sunny is going on 15 years old and can barely see or hear… We were nervous having to switch to a new sitter for him. Brett checked in with us every day via text to let us know how sunny was doing. We felt very confident, and could tell that son he was very happy and well taken care of. We definitely recommend brett and martha to take care of your “fur baby“ We are happy to have a new regular caregiver for sunny… We travel often and are so pleased to have found martha and brett. Thank you guys for taking such good care of Sunny. I bet Ray is happy to have his bed back! Sonny’s says thank you for sharing, Ray!

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Kim P.
Sitter Profile Image: Elyse D.
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Elyse D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
20 repeat clients
25 years of experience
Misty Springs, Clearwater, FL, 33761

Elyse took our dog Buttercup last minute when our plans changed. She kept her for five days. She communicated quickly with any questions I had and sent me updates. Buttercup was very well cared for and seemed very content and comfortable when we picked her up. I would not hesitate to leave her there again. Her and her husband and son are obvious animal lovers.

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Jenny B.
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
77 reviews
24 repeat clients
15 years of experience
Tampa, FL, 33635

Marisa and Bob were amazing sitters for our dog, Oliver. From our first meeting through the actual caretaking of Oliver, it was evident how genuine they were. They were very communicative and thoughtful of Oliver and really made him feel at home. We will absolutely book with Marisa and Bob again!

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

Norma was truly wonderful. Right away you can tell how much she cares and how professional she is. She is so warm, kind and thorough. She really went the extra mile to make sure we and our dogs were comfortable and everything would go well (we have one particularly anxious dog). She always responds quickly and sent lots of pictures. I’m so grateful we found Norma and will absolutely be asking her to watch our dogs again!

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Sarah Ahsiyah A.
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

Cassie was great to work with and accommodating to our schedule. Our dog was well taken care of and came back tired in the best way. Will book with her again.

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Matt C.
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
16 reviews
7 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: 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: Leslie P.
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Leslie P.
Star Sitter
from
$49
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
50 years of experience
Dunedin, FL, 34685

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!!

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Gary W.
Sitter Profile Image: Georgina B.
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Georgina B.
from
$35
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
20 years of experience
Keystone Manor, Clearwater, FL, 33763

Georgina was fabulous with our baby. He loved being with her and she spoiled him rotten. I highly recommend her and plan to use her services again if needed.

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Sandra I.
Sitter Profile Image: Jaime C.
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Jaime C.
from
$40
per night
5 years of experience
Palm Harbor, FL, 34683

About: I am a dependable and caring dog lover with experience caring for dogs of different sizes, ages, and personalities. I can provide feeding, walks, playtime, medication reminders, and lots of attention while you're away. I understand how important pets are to their families and will treat your dog like my own, ensuring they are safe, comfortable, and happy. am off for the summer, so I have a very flexible schedule and plenty of time to care for your pets. I am available for daytime, overnight, weekend, and vacation care. Whether you need someone for a single day, a weekend, or an extended trip, I can provide reliable and attentive care for your dog. Your dog's safety and comfort are my top priorities. I provide a clean, loving, and supervised environment with plenty of attention, exercise, and playtime. I follow each pet's normal routine as closely as possible and will keep you updated with photos and messages so you can enjoy your time away knowing your pet is well cared for.

Sitter Profile Image: Kristen S.
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Kristen S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
12 reviews
7 repeat clients
15 years of experience
Dunedin, FL, 34698

I really appreciate Kristen being available during the holiday season. My pet fit right in with her family pets. Kristen is very friendly and her home is cozy. I hope she is available for my next booking!

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Tina K.
Sitter Profile Image: Betsy L.
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Betsy L.
Star Sitter
from
$40
per night
4.9 out of 5 stars
20 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: Richard & Carmen B.
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Richard & Carmen B.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Palm Harbor, FL, 34684

I left my senior dog with Rick and his family while I went out of town for a week, and I can't thank them enough for taking such good care of her! Rick regularly checked in and sent pictures, and I had piece of mind knowing my girl got plenty of attention while I was away. She had the best time!

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Sarah H.
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Over 4.1 million
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Cat caregivers near you - Countryside Woods

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

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Sitter Profile Image: Courtney H.
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Courtney H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
20 years of experience
Palm Harbor, FL, 34683

Courtney was a wonderful caretaker for our two cats for a week while we were traveling. She even got our tortoiseshell scaredy-cat who is nervous about everything, especially strangers, to come out of her shell to get plenty of petting, brushing, and play time. Courtney was very communicative and provided lots of detailed updates with pictures. It was so reassuring to know that our cats were being so well taken care of while we were away, by someone they formed a real bond with. We would absolutely recommend Courtney to anyone looking for an enthusiastic and caring person to watch their pets!

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Gabriel T.
Sitter Profile Image: Mia P.
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Mia P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
211 reviews
62 repeat clients
20 years of experience
Clearwater, FL, 33763

Excellent job! Cats are masters at hiding, but they were well fed, watered and... *poop scooped"? Packages and mail were brought in as well, great job!

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Michael J.
Sitter Profile Image: Stephanie W.
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Stephanie W.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
74 reviews
29 repeat clients
30 years of experience
Oldsmar, FL, 34677

Stephanie was very attentive to my cats! I always know that they are in good hands with her. Communication was amazing and she sent lots of pictures!!

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Gabby T.
Sitter Profile Image: Lydia & Emmitt J.
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Lydia & Emmitt J.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
369 reviews
54 repeat clients
6 years of experience
Palm Harbor, FL, 34684

So happy that we found Lydia and Emmitt. When we returned home it seemed like our cats may have disappointed that it was us coming through the door and not them! Highly recommend and we will definitely be using in the future.

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Lisa B.
Sitter Profile Image: Alyssa S.
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Alyssa S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
27 reviews
7 repeat clients
33 years of experience
Clearwater, FL, 33761

Alyssa was amazing! She took great care of our three cats, two of which are special needs. She spent quality time making sure they were well fed, cleaned up after, exercised, and loved. Our special needs boys make quite a mess and she endured everything was pristine! I would highly recommend Alyssa! We hope to schedule with her on future trips!

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Ashley W.
Sitter Profile Image: Rebecca U.
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Rebecca U.
Star Sitter
from
$8
per visit
5.0 out of 5 stars
208 reviews
88 repeat clients
10 years of experience
Palm Harbor, FL, 34685

We had Rebecca come every other day to take care of our cat, Dora. Besides checking on food and water and scooping out the litter box, she let Dora out on our screened-in lanai where she gave Dora plenty of affection and played with her. Part of the time Dora sat on her lap and they "chilled" together. Rebecca sent plenty of pictures during her visits. We also have a large dog, Ellie, whom Rebecca did not take care of but did meet and interact with on two occasions. She expressed to me her love of dogs and knew just where to scratch and pet Ellie.

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Jean C.
Sitter Profile Image: Melissa U.
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Melissa U.
from
$12
per visit
5.0 out of 5 stars
37 reviews
14 repeat clients
5 years of experience
Palm Harbor, FL, 34685

Melissa is top notch. Very responsive and very kind. She politely told me she had another pet sitting obligation booked but was able to stop by afterwards which worked even better for me. My boy is older and does not walk stairs real well and she boosted him up the stairs from behind as well. Absolutely everything you hope for when you come on Rover. 5 stars would not be enough. Thank you Melissa!!

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Jason G.
Sitter Profile Image: Chelsea N.
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Chelsea N.
from
$19
per visit
5.0 out of 5 stars
26 reviews
4 repeat clients
7 years of experience
Palm Harbor, FL, 34684

Chelsea is the best. We love the amazing write ups for each visit and the studio quality photos! She always pays so much attention to each of our fur babies and the details she leaves on the visits are so informative we are never left with wondering how they are doing. She spends time giving each some love, over and above just feeding and taking care of their litter boxes.

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Scott S.
Sitter Profile Image: Debbie P.
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Debbie P.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
106 reviews
29 repeat clients
10 years of experience
DUNEDIN, FL, 34698

Debbie did a great job taking care of our kitties and keeping us updated. We were so appreciative that she could add a day at the last minute when our flight home was canceled.

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Carol H.
Sitter Profile Image: Brookelynn E.
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Brookelynn E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
142 reviews
33 repeat clients
8 years of experience
Dunedin, FL, 34698

Brookelynn was great to work with — reliable, communicative, and someone I felt completely comfortable trusting with my pets and home. She kept me updated throughout the stay and made the whole process easy.

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Shannon B.
Sitter Profile Image: Peyton S.
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Peyton S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
82 reviews
29 repeat clients
15 years of experience
Clearwater, FL, 33761

Great with our cats, friendly, and responsive communications! Thanks

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Kyle M.
Sitter Profile Image: Margot O.
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Margot O.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
445 reviews
154 repeat clients
20 years of experience
Palm Harbor, FL, 34684

We are so glad we found Margot! We have used Margot many times and will again for drop-in visits to care for our cat Sophie. It’s a piece of mind knowing she is fed and cared for while we are away on vacation. Thank you Margot for taking good care of our Sophie!

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Diane I.
Sitter Profile Image: Melissa U.
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Melissa U.
Star Sitter
from
$13
per visit
4.9 out of 5 stars
343 reviews
139 repeat clients
10 years of experience
Palm Harbor, FL, 34685

Melissa is reliable and has great communication, we’ve used her every time we’ve went out of town and we are confident that our high maintenance kitties are always cared for while we’re away.

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Sara V.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$18
per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
14 years of experience
Palm Harbor, FL, 34684

We are thrilled to find Ben! He is great with our pups, responsible and attentive. He filled us in with all the details needed at drop-in, and I can tell our dogs were excited to see him. Will book again!

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Sarah S.
Sitter Profile Image: Martha & Brett B.
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Martha & Brett B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
203 reviews
89 repeat clients
20 years of experience
clearwater, FL, 33761

We were very pleased with the care that Martha and Brett gave to our two pets, a dog and a cat! It was the first time that we welcomed them into our home. Our dog had a last minute procedure performed at the vet. She required a cone and four different medications. Martha and Brett did not even blink when they saw the extra care that would be necessary! Martha sent us daily updates and photos! My husband and I relaxed and enjoyed our visit with family knowing that our pets were in loving and capable care! Thank you so much Martha and Brett!

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Bruce L.
Sitter Profile Image: Susan C.
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Susan C.
from
$23
per visit
5.0 out of 5 stars
22 reviews
10 repeat clients
20 years of experience
Oldsmar, FL, 34677

Thank you. I’m so embarrassed I am having the sub pump replaced and my exterminator out this week! Susan was wonderful. My cats are very shy and she found and took photos. She was prompt and a great communicator. No complaints!

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Vicki H.
Sitter Profile Image: Christine B.
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Christine B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
53 reviews
12 repeat clients
30 years of experience
Dunedin, FL, 34683

Christine took care of our three cats for the week of our wedding! She was wonderful, prompt, and made it so we didn’t have worry about little ones while we were off being present during our wedding week. Will definitely be reaching out to rebook in the future :)

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Jeaneva F.
Sitter Profile Image: Alexis R.
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Alexis R.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
41 reviews
6 repeat clients
10 years of experience
Clearwater, FL, 33763

We had a great experience with Alexis! She took wonderful care of our cat and followed all of our instructions perfectly. We really appreciated the updates and photos, they gave us peace of mind while traveling. We would definitely book her again and highly recommend her to others!

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Maria P.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
211 reviews
31 repeat clients
5 years of experience
Clearwater, FL, 33761

Amanda was amazing! Ollie warmed up to her on the first day when he normally hides with strangers. I’d definitely recommend Amanda to anyone who needs pet sitting services ?

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Eric D.
Sitter Profile Image: Regina B.
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Regina B.
from
$23
per visit
4.9 out of 5 stars
39 reviews
13 repeat clients
16 years of experience
Oldsmar, FL, 34677

Regina took great care of our cats.

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Catherine E.
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Perfect for high energy dogs - Countryside Woods

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

1 / 1
Sitter Profile Image: Jennifer S.
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Jennifer S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
26 reviews
8 repeat clients
15 years of experience
Palm Harbor, FL, 34683

Jennifer was communicative with caring for our baby Luna. I can tell she and Olive had a great day playing together! We definitely recommend! Your pup will be in great hands with Jennifer.

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LSS
Sitter Profile Image: Adam B.
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Adam B.
from
$30
per day
4.9 out of 5 stars
47 reviews
20 repeat clients
20 years of experience
Palm Harbor, FL, 34684

Sarah and Adam were fantastic! They had no hesitation when asked without much notice if they could watch our 10 week old pup to give us a much needed break from a hectic few months of life so that we could venture to a show we’d bought tickets for months back. They sent pictures throughout her entire stay. Will definitely be reaching back out again as Ziva was well cuddled and cared for while there and we are sure we will definitely be in need of a break again soon. Thank you!!!!

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Kristin H.
Sitter Profile Image: Athena & Richi E.
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Athena & Richi E.
from
$35
per day
5.0 out of 5 stars
442 reviews
113 repeat clients
18 years of experience
Dunedin, FL, 34698

Fantastic. Took great care of my puppy Louey and we’re super communicative and helpful. Highly recommend them and when I need them again if I go Out of town I’m absolutely going to them !

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Nick D.
Sitter Profile Image: Aaron B.
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Aaron B.
from
$25
per day
5.0 out of 5 stars
14 reviews
5 repeat clients
35 years of experience
Palm Harbor, FL, 34683

AJ has been wonderful with our dog Josie! He has been so patient and kind with her and let her go at her own pace. She has had several visits and is getting more comfortable each time. AJ, Trish, and Goose are tremendous hosts. AJ is the bomb! I strongly recommend him and his family for doggie daycare.

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Danna M.
Sitter Profile Image: Jessica & Colin M.
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Jessica & Colin M.
from
$29
per day
5.0 out of 5 stars
40 reviews
9 repeat clients
30 years of experience
Palm Harbor, FL, 34684

Jessica and Colin were amazing hosts! They have 2 little girls that were amazing and played with her all day! Would 100% recommend and use again!

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Ricardo L.
Sitter Profile Image: Mary S.
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Mary S.
from
$32
per day
5.0 out of 5 stars
51 reviews
13 repeat clients
10 years of experience
Palm Harbor, FL, 34684

My dog starts whimpering on the way over in anticipation of her playdate with Ollie. She always has a great time and is cared for in the best possible way both for day visits and longer stays. So grateful to have found these folks!

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Jan A.
Sitter Profile Image: Teresa F.
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Teresa F.
from
$32
per day
5.0 out of 5 stars
27 reviews
12 repeat clients
35 years of experience
Safety Harbor, FL, 34695

My dogs had a great time at Teresa’s home! I have a coonhound mix who has more energy and she was great with her. We will use Teresa again for daycare services and would recommend her.

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Grace M.
Sitter Profile Image: Kyle A.
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Kyle A.
from
$38
per day
5.0 out of 5 stars
25 reviews
10 repeat clients
20 years of experience
Palm Harbor, FL, 34684

Our dog Coop loves visiting Kyle's home because they love him as much as we do. He literally runs to their front door when we drop him off. Thank you Kyle.

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Kristi D.
Sitter Profile Image: Peggy L.
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Peggy L.
from
$30
per day
5.0 out of 5 stars
39 reviews
18 repeat clients
45 years of experience
Clearwater, FL, 33761

About: I love my animals. I have been taking care of dogs my entire life. I hope to love your pet as much as I love my own I am a retired Christian woman and have plenty of time to give your pet all the attention she/he needs and deserves. Their only job is to eat, sleep and play. I have two dogs of my own to keep your dog busy. WE have plenty of toys and a small pool to cool off in.. I am available to Anna, Melissa and VanAlstyne residents. I live in Pecan Grove in Anna.

Sitter Profile Image: Beata R.
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Beata R.
from
$30
per day
5.0 out of 5 stars
23 reviews
8 repeat clients
17 years of experience
Oak Forest Of Countryside, Clearwater, FL, 33761

Willow loved staying with Beata and her family and meeting new friends and spending a lot of time outside running in her large backyard! Beata was very responsive and sent lots of pictures!

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Bari B.
Sitter Profile Image: Shannon C.
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Shannon C.
Star Sitter
from
$25
per day
4.9 out of 5 stars
73 reviews
34 repeat clients
40 years of experience
Clearwater, FL, 33761

Very caring person to take care of your pet! My dog Leigh girl is very picky and loves being with Shannon and his family. Will be definitely continuing to bring my Leigh girl there when needed! Thanks Shannon!

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Andrea S.
Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
109 reviews
34 repeat clients
25 years of experience
Dunedin, FL, 34698

Heather was able to watch my two dogs at last minute's notice! I am boarding them for 10 days in May, so this was a good trial to see how everything went. They seemed quite happy to be with Heather and the afternoon was a success! Thank you so much Heather!

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Eileen B.
Sitter Profile Image: Denise S.
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Denise S.
from
$40
per day
4.9 out of 5 stars
31 reviews
17 repeat clients
20 years of experience
DUNEDIN, FL, 34698

Fabulous week for Juno our Alaskan Husky mix! She was so settled and happy with Denise and her Border Collie Frankie! Such peace of mind knowing Juno was in good hands and happy. Denise is a wonderful person. She understands dogs and she totally gets dog owners worries too. Would not hesitate to use her again!

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Ann W.
Sitter Profile Image: Ann J.
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Ann J.
from
$35
per day
5.0 out of 5 stars
1 review
60 years of experience
Dunedin, FL, 34698

Ann was absolutely AMAZING! Our puppy loved his time at Ann’s house. She is so welcoming and treated him just like he was her own. We will be using Ann again when we are in the area!

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Raley B.
Sitter Profile Image: Norma H.
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Norma H.
Star Sitter
from
$39
per day
5.0 out of 5 stars
155 reviews
66 repeat clients
20 years of experience
Dunedin, FL, 34698

Norma is an amazing dog sitter, very organized and interested in her clients’ pets. She kept me posted with photos of my dog’s activities throughout the entire time she had him. I highly recommend her, thank you, Norma!

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Corina D.
Sitter Profile Image: Marissa H.
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Marissa H.
Star Sitter
from
$30
per day
5.0 out of 5 stars
54 reviews
13 repeat clients
9 years of experience
Greenbriar Club, Clearwater, FL, 33763

Marissa was amazing! We needed dog sitting for a day, she responded right away with availability. The whole time she had our dog, we were getting updates and photos. When we picked our dog up, he wasn’t ready to leave! We will certainly be using her again

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Alexa D.
Sitter Profile Image: Kenneth G.
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Kenneth G.
from
$30
per day
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Safety Harbor, FL, 34695

Kenny takes very good care of my bulldog. His home is perfect with sliders from his office to a fenced back yard. His kids are also very good with my dog. They are respectful and playful. I’m happy to have found such a trustworthy home away from home for my dog.

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Lucy A.
Sitter Profile Image: Laura R.
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Laura R.
Star Sitter
from
$35
per day
5.0 out of 5 stars
111 reviews
17 repeat clients
3 years of experience
Palm Harbor, FL, 34685

We are so happy we found Laura! Our dog, Chloe, is afraid to be left alone, but having Laura and her family available to care for her has been a life saver! Chloe loves the attention and the peaceful, loving environment of their home. Laura is so nice and very attentive to the needs of Chloe. We feel so blessed to have her in Chloe's life!

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Barbara B.
Sitter Profile Image: Nancy R.
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Nancy R.
from
$35
per day
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Palm Harbor, FL, 34683

Absolute delight, she accommodated is when our flight got delayed and made sure our cat Leo was taken care of. She's absolutely awesome and we'd love to have her petsit again

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Chris C.
Sitter Profile Image: Lori G.
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Lori G.
from
$30
per day
4.9 out of 5 stars
280 reviews
116 repeat clients
11 years of experience
Dunedin, FL, 34698

Lori was great and Eddie had a blast and was a tired puppy

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Christopher G.
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Adventure-ready dog walkers - Countryside Woods

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

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Sitter Profile Image: Adriana D.
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Adriana D.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
40 reviews
18 repeat clients
15 years of experience
Palm Harbor, FL, 34683

Adriana communicate very well and responds quickly. She has come on short notice for me multiple times and is extra attentive! Always rebooking her!

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Stacey D.
Sitter Profile Image: Regina B.
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Regina B.
from
$23
per walk
4.9 out of 5 stars
39 reviews
13 repeat clients
16 years of experience
Oldsmar, FL, 34677

Regina is a very experienced dog walker/pet sitter. Her professionalism is apparent from her first visit. She is not someone who walks dogs to make a few bucks...this is a business she takes very seriously. My dog very much enjoys her daily visits and is very excited when Regina arrives. She makes us aware of any concerns she may have with my dogs heath or if there is any concerns at my house during the visit, which gives me peace of mind. I recommend Regina to anyone looking for a professional and reliable caregiver for their pet.

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Wendy T.
Sitter Profile Image: Lydia & Emmitt J.
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Lydia & Emmitt J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
369 reviews
54 repeat clients
6 years of experience
Palm Harbor, FL, 34684

Lydia took great care of Luna, sent thorough updates and pictures, and we would definitely recommend her to anyone who wants peace of mind while they aren't at home. Thank you for taking great care of our pup!

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Maria B.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
211 reviews
31 repeat clients
5 years of experience
Clearwater, FL, 33761

Amanda has been wonderful for our English Mastiff, Memphis. She takes great care of him, sends update photos, and is very flexible with her schedule. Highly recommend her! :)

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Robyn M.
Sitter Profile Image: Peyton S.
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Peyton S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
82 reviews
29 repeat clients
10 years of experience
Clearwater, FL, 33761

Peyton has been very reliable and accommodating, book her if you want your pet to be taken care of as well as if not better than you do already

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Michael R.
Sitter Profile Image: Martha & Brett B.
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Martha & Brett B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
203 reviews
89 repeat clients
20 years of experience
clearwater, FL, 33761

Martha and Brett are so amazing and caring to our dogs. Our dogs look forward to their walks with Martha and Brett each week. Martha and Brett also communicate with you regarding their walks, and if you need to touch base with them regarding scheduling, questions, or requests, they are very quick to answer and are very helpful.

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Sarah H.
Sitter Profile Image: Rebecca U.
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Rebecca U.
Star Sitter
from
$10
per walk
5.0 out of 5 stars
208 reviews
88 repeat clients
10 years of experience
Palm Harbor, FL, 34685

Rebecca was awesome! She left my a very detailed note of what my dog did before, during, and after the walk. She took a very cute photo and I can tell she gave great care to her. My dog can’t wait to see Rebecca again, we’ll definitely be using her in the future and referring her to my friends!

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Melissa U.
Sitter Profile Image: Melissa U.
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Melissa U.
Star Sitter
from
$17
per walk
4.9 out of 5 stars
343 reviews
139 repeat clients
10 years of experience
Palm Harbor, FL, 34685

Melissa was great and I will definitely book with her again! She loves animals and obviously feels very comfortable around any breed. She took my two mixed breed dogs (one is a pit mix) and gave them lots of TLC on an afternoon walk. She texted me when she arrived and left, as well as sent photos and gave me an update of their activities. My one dog is slow to warm up to new people and she just took her time and waited for him to come around, which he did.

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Kelley D.
Sitter Profile Image: Mia P.
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Mia P.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
211 reviews
62 repeat clients
15 years of experience
Clearwater, FL, 33763

Peanut is always so happy when I get home from work so I know he had a good time on his walks with Mia! Always grateful for the help! Thanks!

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Andrew H.
Sitter Profile Image: Donna V.
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Donna V.
from
$18
per walk
4.9 out of 5 stars
83 reviews
25 repeat clients
22 years of experience
Oldsmar, FL, 34677

Very quick response time and so nice. Donna did everything I asked of her and beyond. Highly recommend she handled my German shepherd with ease

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Julian S.
Sitter Profile Image: Stephanie W.
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Stephanie W.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
74 reviews
29 repeat clients
28 years of experience
Oldsmar, FL, 34677

My dogs love stephanie! She is a great person and very kind. I am very happy with the decision i made. She took picture and updated us during the walk. Thank you for helping us!

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Joslyn E.
Sitter Profile Image: Aaron B.
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Aaron B.
from
$15
per walk
5.0 out of 5 stars
14 reviews
5 repeat clients
35 years of experience
Palm Harbor, FL, 34683

About: I have had a pet in my home since I was born. The first dog I remember was Ginger, then PJ, then Sparkie, then Jenna and Millie, Anja and Argus, then Bonnie and Clyde, and now we have our very friendly buddy, Gustav. They ranged from a miniature Schnauzer and Jack Russels to Rottweilers and German Shepherds. My closest friend's dad bred and trained German Shepherds while I was in high school. I was surrounded by a pack most of my life and loved it. I owned a local pup friendly pub for 14 years and made it a point to great every dog that came in. I am hoping for the chance to see some of those dogs again! My current schedule is very flexible, so I can focus on the pet's care when they need it. I understand that different pets require different things at different times and I am able and willing to accommodate with a bit of forewarning. I have a fenced in yard and a very friendly 10 month old puppy who loves new company. He and I go for walks around our neighborhood daily and we do outings to the park a few times a week. I have 2 cats that are indifferent to dogs and they have their own separate space so they can be alone if they want. I deep clean the litter boxes at least twice a week and would be happy to do the same for your kitties at your home. (Access to a hose outside is very helpful for this) I have room for crates and pets are not left outside unattended. I am very vigilant about picking up poop and want to keep a clean yard for the pups to play in.

Sitter Profile Image: Angelina Y.
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Angelina Y.
from
$15
per walk
5.0 out of 5 stars
6 reviews
15 years of experience
Palm Harbor, FL, 34683

This was my first time using a dog walker, and it was a great experience! She was reliable, professional, and took wonderful care of my dog. Communication was excellent, and I felt completely comfortable knowing my pet was in good hands. We would definitely recommend her and will happily use her services again.

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Samantha W.
Sitter Profile Image: Julie B.
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Julie B.
from
$13
per walk
40 years of experience
Palm Harbor, FL, 34684

About: I’ve had dogs since I was 2 years old. I love them. I love all animals. I treat my own like they are my children. NO spankings, ever, only positive reinforcement. Animals speak to you, if you just listen. I believe a dog and their owner have a special bond and trust based on routine and established habits, boundaries, and routines, and will follow any directions explicitly and with care. I’m here for you! I am free most any day or time, even “off” hours or holidays. I need only a few hours notice, usually, as I’m seeking employment. I can only come to you or take your pup to a park or walk, as my apartment doesn’t allow for visitors, unfortunately. I can feed, water, give treats, play, walkies, cuddles, and of course lots of scratches and belly rubs! I even have a pet stroller if you have an older pet who wants to get out, but has issues walking!

Sitter Profile Image: Richard C.
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Richard C.
from
$15
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
25 years of experience
Palm Harbor, FL, 34683

Rich was great. So grateful to have found him to watch our dog. I highly recommend him to anyone needing a pet sitter.

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Nancy L.
Sitter Profile Image: Stephanie H.
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Stephanie H.
from
$20
per walk
5.0 out of 5 stars
11 reviews
1 repeat client
10 years of experience
OLDSMAR, FL, 34677

Bella and Casper loved Stephanie. You can tell she loves dogs. Now that Casper and Bella met Stephanie's children, my puppies are in love. I would strongly recommend Stephanie.

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Shelley V.
Sitter Profile Image: Kristen S.
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Kristen S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
15 years of experience
Dunedin, FL, 34698

Kristen is the Bees knees! It’s been great having her walk Angel on the days my husband and I are slammed with work! We’re so lucky to have found her!

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Lisa M.
Sitter Profile Image: Joselyn G.
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Joselyn G.
from
$15
per walk
17 years of experience
Palm Harbor, FL, 34684

About: What sets me apart as a dog sitter is my deep, personal experience and genuine love for animals. Having cared for my own dog for 17 wonderful years and cat for 7 years, I understand the attention, patience, and compassion needed for pets of all ages and temperaments. Beyond my own pets, I’ve also been entrusted to care for the beloved pets of family and friends, earning their trust through reliable, attentive, and loving care. I treat every pet as if they were my own, ensuring they feel safe, happy, and well-loved while you’re away I am currently working full time Monday-Thursday from 7:30 am to 6 pm. I am available anytime before or after on Mondays if needed. I have full availability Friday, Saturday and Sunday. I provide loving, attentive care for pets in their own home, ensuring comfort, safety, and happiness through personalized routines, playtime, feeding, and lots of affection.

Sitter Profile Image: Jadin B.
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Jadin B.
from
$18
per walk
2 years of experience
Safety Harbor, FL, 34695

About: Hi! I’m a lifelong animal lover and experienced pet owner. I currently have two cats that I’ve cared for for the past 7 years, and I’ve also owned two dogs, giving me experience with both feline and canine care. Through caring for my own pets, I’ve become familiar with feeding schedules, providing fresh water, cleaning litter boxes, walks, playtime, administering basic care, and recognizing when a pet may need extra attention. In addition to caring for my own pets, I’ve watched friends’ cats on multiple occasions while they were away. I understand that every cat has a unique personality—some love attention and playtime, while others prefer a calm and quiet environment. I take the time to learn each pet’s routine and preferences so they can feel as comfortable as possible while you’re away. As a pet sitter, I strive to be reliable, patient, and attentive. I know how important it is to trust someone with your pets, and I will care for them as if they were my own. Whether your pet needs lots of play and interaction or simply a consistent routine and companionship, I’m committed to providing loving and dependable care. I look forward to meeting you and your pets and helping give you peace of mind while you’re away! 🐾 Pet care is already a regular part of my daily routine. I care for my two cats every day by feeding them, refreshing their water, cleaning their litter boxes, and spending time playing and interacting with them. Having pets for many years has taught me the importance of consistency, patience, and paying attention to their individual needs and behaviors. As a college student, I’m organized and used to managing a schedule, which allows me to be dependable when it comes to pet care responsibilities. Caring for animals is something I genuinely enjoy, and I make time for it every day. Whether it’s providing companionship, sticking to a feeding schedule, or making sure a pet feels safe and comfortable while their owner is away, I take those responsibilities seriously. I provide pet care by following each pet’s normal routine as closely as possible. In a client’s home, I make sure pets are fed on schedule, have fresh water, receive plenty of attention and playtime, and have a clean environment. For cats, this includes litter box cleaning and enrichment through play and interaction. For dogs, this includes walks, exercise, and companionship based on their needs. I also pay close attention to each pet’s behavior and comfort level, respecting their personality and giving them space when needed. My goal is to help pets feel safe, comfortable, and cared for while their owners are away. As a pet owner myself, I understand how important it is to have someone reliable caring for your pets, and I treat every animal as if they were my own.

Sitter Profile Image: Douglas W.
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Douglas W.
from
$14
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
14 years of experience
Palm Harbor, FL, 34684

About: For me, the joys of pet ownership came a little later in life. I grew up in a home with my parents and 3 older brothers. My mom deduced that a house with four boys and a grown man didn't need any more animals! In the 90s, I worked with the local Humane Society and was overwhelmed by love and empathy that I felt for the animals waiting for adoption. Since then, I've jumped at any chance to walk or care for the pets of my friends and family. There's nothing like the feeling I get when a shy or frightened animal lets its guard down and begins to trust. It melts my heart! My wife and I currently live with Molly Mae. She's a gorgeous 14 year old Chihuahua / Italian Greyhound mix and she's a walking, licking, mood-lifting machine! I’m currently creating artwork from my home studio where I can keep my Molly Mae with me all day. I make my own hours and can respond to pet sitting calls and bookings any time of day. I live in a quiet, gated community which is ideal for walking dogs safely. The surrounding neighborhoods are quiet with very little traffic. I have also had many mural jobs where I have been granted access to client’s homes and businesses and have earned a solid trustworthy reputation.

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Countryside Woods

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: Jennifer S.
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Jennifer S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
26 reviews
8 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: Angie T.
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Angie T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
235 reviews
94 repeat clients
35 years of experience
Oldsmar, FL, 34677

Angie was amazing!! Our girl had a great time and we loved getting pictures of her while we were away. We will definitely use Angie again in the future!

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angela 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

Lisa did a wonderful job watching my furry son. Took him on walks, updates and pics on how it was going since he isn't away from his Mom and Dad much. Communication was solid and I would recommend her.

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Christopher F.
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
6 repeat clients
16 years of experience
Palm Harbor, FL, 34685

Jean was a wonderful host for our pup! She was great at providing updates and pics and we could tell our pup was having a great time with her and Bernie! We will definitely use them again! Thank you!

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Sarah D.
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
203 reviews
89 repeat clients
20 years of experience
clearwater, FL, 33761

Brett and Martha took extremely good care of our little old man… Sunny is going on 15 years old and can barely see or hear… We were nervous having to switch to a new sitter for him. Brett checked in with us every day via text to let us know how sunny was doing. We felt very confident, and could tell that son he was very happy and well taken care of. We definitely recommend brett and martha to take care of your “fur baby“ We are happy to have a new regular caregiver for sunny… We travel often and are so pleased to have found martha and brett. Thank you guys for taking such good care of Sunny. I bet Ray is happy to have his bed back! Sonny’s says thank you for sharing, Ray!

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Kim P.
Sitter Profile Image: Elyse D.
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Elyse D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
20 repeat clients
25 years of experience
Misty Springs, Clearwater, FL, 33761

Elyse took our dog Buttercup last minute when our plans changed. She kept her for five days. She communicated quickly with any questions I had and sent me updates. Buttercup was very well cared for and seemed very content and comfortable when we picked her up. I would not hesitate to leave her there again. Her and her husband and son are obvious animal lovers.

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Jenny B.
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
16 reviews
7 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: Leslie P.
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Leslie P.
Star Sitter
from
$49
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
50 years of experience
Dunedin, FL, 34685

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!!

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Gary W.
Sitter Profile Image: Kristen S.
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Kristen S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
12 reviews
7 repeat clients
15 years of experience
Dunedin, FL, 34698

I really appreciate Kristen being available during the holiday season. My pet fit right in with her family pets. Kristen is very friendly and her home is cozy. I hope she is available for my next booking!

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Tina K.
Sitter Profile Image: Betsy L.
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Betsy L.
Star Sitter
from
$40
per night
4.9 out of 5 stars
20 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: Richard & Carmen B.
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Richard & Carmen B.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Palm Harbor, FL, 34684

I left my senior dog with Rick and his family while I went out of town for a week, and I can't thank them enough for taking such good care of her! Rick regularly checked in and sent pictures, and I had piece of mind knowing my girl got plenty of attention while I was away. She had the best time!

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Sarah H.
Sitter Profile Image: Stephen R.
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Stephen R.
from
$39
per night
5.0 out of 5 stars
63 reviews
17 repeat clients
24 years of experience
Clearwater, FL, 33755

Stephen was a great caretaker for our dog! He was communicative and flexible and updated us with lots of photos of how she was doing. Bodhi was really sweet and friendly and welcomed her with ease too!

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Lizzy P.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
2 years of experience
Palm Harbor, FL, 34685

Courtney was very sweet and took great care of my pup! She exceeded expectations by taking my dogo to the doggy park and for frequent walks. Her communication throughout the day was great and she took the best photos of my pup interacting with others. Would definitely use her as a sitter again!

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Gracie B.
Sitter Profile Image: Julia W.
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Julia W.
from
$35
per night
5.0 out of 5 stars
43 reviews
7 repeat clients
30 years of experience
Oldsmar, FL, 34677

If I could give Julia 10 STARS I would! She is absolutely AMAZING! From the moment we met her all throughout the time our pups were with her, she was so kind, understanding, informative, and communicative with me every single step of the way. And, most importantly, she was loving to my fur babies and treated them as if they were her very own which REALLY helped keep my mind at ease and made me feel completely comfortable with having to leave our pups with someone. I would absolutely recommend her to anyone, and I would definitely choose her again!

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Trista W.
Sitter Profile Image: Mary G.
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Mary G.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
14 years of experience
Tampa, FL, 33635

Mary is amazing! She has great communication, a lovely home and Roxy loved her time there!

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Hayley C.
Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
20 years of experience
Dunedin, FL, 34698

Jason was awesome , i felt very comfortable leaving tank with him tank went right with him into the house ...I will definitely be booking with him again ! 😊

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Jackie P.
Sitter Profile Image: Aaron B.
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Aaron B.
from
$26
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
35 years of experience
Palm Harbor, FL, 34683

My high energy puppy Luna had a great time and came home exhausted! We’ll definitely bring her back! Thanks AJ for great communication and all the pictures!

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Mary R.
Sitter Profile Image: Marquita H.
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Marquita H.
Star Sitter
from
$38
per night
5.0 out of 5 stars
40 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: Jennifer b.
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Jennifer b.
Star Sitter
from
$44
per night
4.9 out of 5 stars
144 reviews
44 repeat clients
22 years of experience
Keystone Manor, Clearwater, FL, 33755

Jennifer was exactly what we were looking for to take care of our little pomsky. She did an awesome job. I received many pics and videos which made being away from our puppy bearable. She has a great love for animals and you can tell by how well her own dogs are taken care of. Thank you thank you!!❤️

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Lisa T.
Sitter Profile Image: Lana K.
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Lana K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
53 reviews
22 repeat clients
20 years of experience
Tampa, FL, 33626

Lana was a great host for our pup and will definitely be coming back to visit! She was very responsive and flexible to make everything stress free.

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Maclane B.
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