Personalized care for your dog or cat - Cypress Gardens

Highly-rated overnight sitters - Cypress Gardens

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: Marie W.
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Marie W.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
42 years of experience
Winter Haven, FL, 33884

About: I have looked after dogs for over 40 years and we are a very loving animal family. I have rescued, cared for the sick, old and disabled furry friends. Our home has been adapted into a beautiful boarding, English style with lots of play and creature comforts. Homemade treats and lots of cuddles, your pups will love coming to Henry’s Little Haven I work from home in my office and sewing room and have a specially adapted dog bedroom in my home for all my customers comforts I have a specially adapted fenced in dog park safe and monitored 24/7 with an area for play, keeping cool in the paddling pool or in their own a/c living area

Sitter Profile Image: Sary B.
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Sary B.
Star Sitter
from
$38
per night
5.0 out of 5 stars
58 reviews
16 repeat clients
25 years of experience
Winter Haven, FL, 33884

Nacho and Gigi love their stay with Sary. She makes them feel like home. She shared pictures and videos during their stay. They had a great time! Thank you Sary!

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Giovanna O.
Sitter Profile Image: Katie Z.
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Katie Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
197 reviews
62 repeat clients
18 years of experience
Winter Haven, FL, 33881

Katie was absolutely amazing we loved her she kept us updated on how Roman was doing with pictures and videos would absolutely use her again next time we go on vacation. Our lil Roman was well taken care of

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Candie P.
Sitter Profile Image: Labern R.
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Labern R.
Star Sitter
from
$29
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
5 years of experience
Winter Haven, FL, 33884

Labern was so amazing! She took such great care of my doggie. I never once had to ask how Venus was doing, she sent me an update and photo every single day! I loved that so much! I hope she's available to watch her again because Labern has become my favorite Rover in all of Florida. Thank you so so much!

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Arieanne Y.
Sitter Profile Image: Jennifer P.
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Jennifer P.
from
$28
per night
5.0 out of 5 stars
6 reviews
4 years of experience
winter haven, FL, 33884

Muy contnta con su servicio y mi hijo perruno muy feliz , ella va a ser mi dog sitter permanente, siempre pendiente a los mensajes y dejandome saber como hiba todo cada vez q le prwguntaba. Mas q agradecida

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AIXA R.
Sitter Profile Image: Vlasta W.
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Vlasta W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
30 years of experience
Dundee, FL, 33838

We were recommended Mrs. Vlasta's Boarding services when we urgently needed them the following morning. When we contacted her, we were fortunate to find she was available, she immediately said yes, and not only that, but she was also able to pick up our Golden Retriever from the hotel where we were staying. She was very generous, kind, and full of affection for our Van Gogh. She also sent us many messages and photos. We could see how comfortable, attentive, and playful our dog was during his short stay. We recommend her 100% and hope to use her services once again!

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Stephanie R.
Sitter Profile Image: Vivian R.
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Vivian R.
from
$30
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Eagle Lake, FL, 33839

Thank you! I am completely satisfied. She kept me informed the entire time with photos and videos of my dog. I definitely know that I can leave my dog with her again in the future. My dog looked happy.

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Shakyra L.
Sitter Profile Image: Hailey C.
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Hailey C.
from
$32
per night
5.0 out of 5 stars
65 reviews
29 repeat clients
10 years of experience
Winter Haven, FL, 33880

Hailey was simply AWSOME! Always in communication in regards to my dog Cody. Totally felt comfortable having her care for him. Definitely will use her whenever I need to have Cody cared for. Thank you Hailey!

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David C.
Sitter Profile Image: Javid G.
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Javid G.
from
$35
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33884

Zeus was well taken care of! Provided me with pictures and videos. Thank you!

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Alfredo L.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$30
per night
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Winter Haven, FL, 33880

She did a wonderful job I would recommend her anytime

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Gregory R.
Sitter Profile Image: Melinda M.
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Melinda M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
109 reviews
38 repeat clients
20 years of experience
Winter haven, FL, 33880

Melinda took great care of our 4 pups. I would hire her again to care for them. Also Melinda was very accommodating with the timeframes changing. Very grateful for her.

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Selah & Kenneth T.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
32 reviews
8 repeat clients
13 years of experience
Winter Haven, FL, 33881

Angel was great, he took very good care of Luna and sent us pictures. It was a very last minute booking and he was able to accommodate us and was very responsive. We will definitely be back. When we picked Luna up it was obvious she was well taken care of.

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Stephanie C.
Sitter Profile Image: Melina C.
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Melina C.
from
$28
per night
5.0 out of 5 stars
39 reviews
8 repeat clients
12 years of experience
Winter Haven, FL, 33881

I can’t say enough good things about Melina and her family! I have never taken my dog somewhere else. I usually have a sitter in my home. I was nervous how my girl would do, but Melina and her husband took the time to meet with us beforehand and talked through everything. When I dropped my girl off I felt comforted knowing she was staying in a home that loved dogs and made accommodations to make her feel at home and comfortable! Thank you!

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Sydni D.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$40
per night
5.0 out of 5 stars
54 reviews
11 repeat clients
15 years of experience
Winter Haven, FL, 33881

Charlie had a great time with Sarah & Mike. I got great photos and videos of my boy! I am always a little nervous leaving Charlie with new Rover sitters! But I lucked out with Sarah (and Mike and their 5 dogs)!!

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Janet D.
Sitter Profile Image: Mason & Kassandra F.
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Mason & Kassandra F.
Star Sitter
from
$29
per night
5.0 out of 5 stars
40 reviews
14 repeat clients
15 years of experience
Lake Alfred, FL, 33850

We have used Mason and Kassandra for our 2 Aussies before, and we’re sure we will again :-) They are great with our dogs, and our dogs love going to stay with them. We love the updates, pictures and videos, and mostly the fact that they treat our dogs so well!

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Teresa G.
Sitter Profile Image: Chris C.
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Chris C.
from
$35
per night
5.0 out of 5 stars
204 reviews
87 repeat clients
13 years of experience
Haines City, FL, 33844

Absolutely the BEST sitters we have ever had!!! The amount of care and love they showed our babies was amazing. We received updates, pics and videos everyday, the communication was over the top astounding. We have never had that before when boarding our babies, and will Absolutely use them again. Thank you so much Chris for all the love and heartfelt care you and your wife gave our babies! 100% recommend 🥰

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Stephanie P.
Sitter Profile Image: Estefany E.
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Estefany E.
Star Sitter
from
$30
per night
5.0 out of 5 stars
165 reviews
46 repeat clients
10 years of experience
Haines City, FL, 33844

Estefany is truly amazing, she really takes pride in what she does. My dog had a great time with her and her fur babies. I really appreciate all the pictures and videos she sent…I would 100% recommend!

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Tiffany V.
Sitter Profile Image: Norma P.
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Norma P.
from
$26
per night
30 years of experience
Winter Haven, FL, 33884

About: Hi! I’m a retired dog lover with over 30 years of experience caring for dogs of all sizes, ages, and personalities. Since I’m home full-time, your pet will receive lots of attention, companionship, care, and supervision throughout the day. I love spending time with dogs, taking them on walks, keeping them comfortable, and making sure they feel safe and loved while you’re away. I also have a dog of my own, so caring for pets has always been part of my everyday life. I speak both English and Spanish, and I understand how important it is for pet parents to feel at ease and know their dog is in caring hands. I treat every dog like family and provide a calm, loving, and trustworthy environment. Special skills include: 30+ years of dog care experience Comfortable with small and large dogs Patient with senior dogs and shy pets Daily walks and companionship Bilingual communication (English & Spanish) Full-time availability and flexible schedule Calm, loving, family-style care for every pet I’m retired and home full-time, so I have a very flexible schedule and plenty of time to care for your dog throughout the day. Pet care fits naturally into my daily routine because I truly enjoy providing companionship, walks, attention, and a calm environment for pets while their owners are away. Your dog will be cared for in a safe, calm, and loving home environment. I pay close attention to each pet’s routine, comfort, and needs to help them feel secure and relaxed. I have over 30 years of experience caring for dogs and understand the importance of patience, supervision, regular walks, and making pets feel like family while in my care.

Sitter Profile Image: Raquel M.
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Raquel M.
from
$35
per night
5.0 out of 5 stars
73 reviews
11 repeat clients
20 years of experience
Lake Wales, FL, 33853

Raquel was great with our fur babies! She treated them as her own. Nothing but caring, loving and kind. Raquel was suppose accommodating, sent us pictures frequently and kept us updated daily. Will definitely be booking again.

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Jayla M.
Sitter Profile Image: Libertad M.
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Libertad M.
from
$25
per night
4.8 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Haines City, FL, 33837

Libertad was such a nice lady. Responded daily with videos and pictures. Lucy and Ginger were treated like family. We were in the process of getting a new place and Libertad happily modified our reservation many times. She is a gem and a blessing. Your furry family will be treated the best.

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Nancy M.
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Cat caregivers near you - Cypress Gardens

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

1 / 1
Sitter Profile Image: Erika K.
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Erika K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
35 reviews
14 repeat clients
10 years of experience
Winter Haven, FL, 33884

Erika exceeds all requirements: very clean house, safe and friendly environment, private area for cats (if needed), great communication, photos. Will use again.

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samantha r.
Sitter Profile Image: Bonnie B.
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Bonnie B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
51 reviews
18 repeat clients
35 years of experience
Winter Haven, FL, 33881

Bonnie has been my saving grace this past week. This was my first time away from my kitten Jade and it was tough, but she sent me adorable pictures everyday and took such good care of my baby. I will definitely recommend her to everyone I know, and I will definitely be rebooking with her too.

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NHAQUEES M.
Sitter Profile Image: Samantha J.
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Samantha J.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
40 reviews
13 repeat clients
5 years of experience
Winter Haven, FL, 33884

Samantha was wonderfully thorough and took very good care of my kitties. She is kind and does the little things like spend time playing with them and giving them catio time!

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Linda P.
Sitter Profile Image: Lindsey C.
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Lindsey C.
from
$10
per visit
4.9 out of 5 stars
18 reviews
3 repeat clients
7 years of experience
Winter Haven, FL, 33884

Outstanding conscientious communication . Photos and updates are great. Lindsey’s commitment to the wellbeing of our precious pets is commendable. I’m so glad she made the time for their tender, loving care!

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Laurie Q.
Sitter Profile Image: Melina C.
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Melina C.
from
$15
per visit
5.0 out of 5 stars
39 reviews
8 repeat clients
12 years of experience
Winter Haven, FL, 33881

Melinda was fantastic with our cats and went above and beyond! Highly recommend her watching over your cats, and I'll be using her services again for our next trip!

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Sara M.
Sitter Profile Image: Mary B.
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Mary B.
from
$15
per visit
5.0 out of 5 stars
30 reviews
7 repeat clients
10 years of experience
Winter Haven, FL, 33884

Mary always does a fantastic job looking after my cat Rosie.

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Joseph C.
Sitter Profile Image: Hailey C.
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Hailey C.
from
$18
per visit
5.0 out of 5 stars
65 reviews
29 repeat clients
10 years of experience
Winter Haven, FL, 33880

Hailey was AMAZING. She was attentive and loving, sending regular updates and lots of pictures! It was a relief knowing my cat was well cared for while i was away. Excellent sitter, so glad we found her. HIGHLY recommend!

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Pamela P.
Sitter Profile Image: Kayla L.
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Kayla L.
from
$15
per visit
5.0 out of 5 stars
112 reviews
49 repeat clients
10 years of experience
Lake Wales, FL, 33859

She was fantastic! My cat was brand new, she helped me with her training, and when kitty peed on my clothes, Kayla ran a wash cycle for me to save my clothes! Awesome person! Can’t say enough positive things about her!

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Ainsley H.
Sitter Profile Image: Ralinda R.
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Ralinda R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
134 reviews
34 repeat clients
18 years of experience
Haines City, FL, 33844

Ralinda has been fantastic to work with and very reliable! She leaves great feedback rover cards and pictures from the visit which makes traveling much more comforting knowing she is taking care of my pet! Would absolutely recommend!!

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Amy R.
Sitter Profile Image: Dianne F.
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Dianne F.
from
$14
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
35 years of experience
Winter Haven, FL, 33884

Diane is very nice and is good with the dogs.

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Steve S.
Sitter Profile Image: Mackenzie G.
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Mackenzie G.
from
$15
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Winter Haven, FL, 33880

Mackenzie was great! She was consistent with the schedule we discussed. Makenzie posted pictures of every visit. I would recommend Mackenzie to take care of your fur babies she took great care of my cat Josie.

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Stacy S.
Sitter Profile Image: Ashley W.
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Ashley W.
from
$18
per visit
5.0 out of 5 stars
34 reviews
11 repeat clients
13 years of experience
winter haven, FL, 33884

Ashley went above and beyond caring for my moms cats while we were on vacation! The day to day updates and all she did during the drop in visits were very appreciated. Highly recommend and will for sure book with her in the future!

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Hannah S.
Sitter Profile Image: Caitlyn M.
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Caitlyn M.
from
$13
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Winter Haven, FL, 33884

Caitlyn was great! My kitties loved her. She was attentive and sent a message and photos each day. Will definitely book again.

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Amanda O.
Sitter Profile Image: Angel F.
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Angel F.
from
$15
per visit
5.0 out of 5 stars
1 review
15 years of experience
Winter Haven, FL, 33884

Angel was the best! Will definitely book again

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Lauren
Sitter Profile Image: Emily B.
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Emily B.
from
$14
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
7 years of experience
Lake wales, FL, 33859

Emily was sweet and kind to my animals. She did a great job feeding and handling the litter boxes.

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Justina L.
Sitter Profile Image: Bradley L.
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Bradley L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
268 reviews
95 repeat clients
15 years of experience
Bartow, FL, 33830

Bradley was an absolutely excellent cat sitter! From our meet and greet, to while we were traveling, we knew our cats were in good hands. Great communication the whole time, and will definitely not hesitate to reach out again the next time we need someone to watch our cats!

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Christine
Sitter Profile Image: Crystal C.
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Crystal C.
from
$23
per visit
5.0 out of 5 stars
87 reviews
19 repeat clients
20 years of experience
Winter Haven, FL, 33884

Appreciate you thank you for what you've done for me

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Zane W.
Sitter Profile Image: Brandie H.
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Brandie H.
from
$22
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Winter Haven, FL, 33880

My dogs loved Brandie. Highly recommend her to take care of your fur babies..

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Kim B.
Sitter Profile Image: Aleah W.
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Aleah W.
from
$20
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
8 years of experience
Winter haven, FL, 33884

I hired Aleah for two one-hour drop-ins for my cat as she loves to spend time outdoors and feel the sun. Aleah was always punctual and responded quickly. She was attentive and spoiled my girl with so much loving. Got the most precious pictures as well that will now be my lockscreen. Thank you so much Aleah! Will definitely be booking again in the future!

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Yereleen N.
Sitter Profile Image: Debra A.
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Debra A.
from
$18
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33881

Debra was great and sent lots of pictures! The kitties loved hanging out with her for the weekend!

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Amanda H.
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Perfect for high energy dogs - Cypress Gardens

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: Marie W.
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Marie W.
from
$20
per day
5.0 out of 5 stars
3 reviews
1 repeat client
42 years of experience
Winter Haven, FL, 33884

Marie was wonderful. She has great set up for her guests and made mine feel really loved. I would recommend Marie wholeheartedly to anyone needing care for their fur babies.

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Martha P.
Sitter Profile Image: Jennifer P.
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Jennifer P.
from
$25
per day
5.0 out of 5 stars
6 reviews
4 years of experience
winter haven, FL, 33884

About: I care for my own dog every day and have been pet sitting for family and friends for the past 2 years. I always treat every pet as my own, giving them love, attention, and care. I’m comfortable with puppies, adult dogs, and seniors, and I make sure each pet feels safe, happy, and loved while in my care. I do school at home, which allows me to take frequent breaks to care for pets throughout the day. I’m usually home, so your dog won’t be left alone, and I make sure they get plenty of attention, love, and exercise. I provide a safe and loving environment for pets in my home. Your dog will be supervised at all times, cared for with attention and affection, and given plenty of playtime and walks. I make sure each pet feels comfortable, happy, and like part of the family while in my care. To make sure every pet has a safe and happy stay, I can only host dogs who are spayed/neutered and not in heat. This helps keep things calm, fun, and stress-free for all the pups in my care. Thank you for understanding! 💕🐾

Sitter Profile Image: Melinda M.
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Melinda M.
Star Sitter
from
$30
per day
5.0 out of 5 stars
110 reviews
38 repeat clients
20 years of experience
Winter haven, FL, 33880

Melinda is great! Charlie had a doggie day with her in preparation for an upcoming longer stay. I love she sends me pictures of my Charlie! Looking forward to having Charlie stay again!

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Janet D.
Sitter Profile Image: Javid G.
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Javid G.
from
$30
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33884

About: I’ve been taking care of animals as far as I can remember. such as dogs, cats, birds and fish lol. So trust me when I says your fur babies are in great hands. I have a German Shepard/lab dog so taking care of your fur baby will blend right in with our daily walk sessions when the weather allows us to do so. Your for baby will be an excellent hands with the help of our dog Jacob. We have a huge backyard which is more than enough room for the babies to play. Not to worry they are never left unattended

Sitter Profile Image: Jenn B.
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Jenn B.
Star Sitter
from
$35
per day
4.9 out of 5 stars
103 reviews
33 repeat clients
20 years of experience
Winter Haven, FL, 33880

Jenn helped us as we traveled to Tampa for the weekend with our dog and need last minute dog day care with late hours. My husband and I were most appreciative of the service she povided and the interaction Winter was able to have with the othe dogs. Thank you again, Jenn!

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Lisa C.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$30
per day
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Winter Haven, FL, 33880

Elizabeth was amazing!! she did great with my pup and sent pictures the whole time to keep me updated!! would for sure recommend her to anyone and will be coming back!

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Jordan C.
Sitter Profile Image: Norma P.
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Norma P.
from
$23
per day
30 years of experience
Winter Haven, FL, 33884

About: Hi! I’m a retired dog lover with over 30 years of experience caring for dogs of all sizes, ages, and personalities. Since I’m home full-time, your pet will receive lots of attention, companionship, care, and supervision throughout the day. I love spending time with dogs, taking them on walks, keeping them comfortable, and making sure they feel safe and loved while you’re away. I also have a dog of my own, so caring for pets has always been part of my everyday life. I speak both English and Spanish, and I understand how important it is for pet parents to feel at ease and know their dog is in caring hands. I treat every dog like family and provide a calm, loving, and trustworthy environment. Special skills include: 30+ years of dog care experience Comfortable with small and large dogs Patient with senior dogs and shy pets Daily walks and companionship Bilingual communication (English & Spanish) Full-time availability and flexible schedule Calm, loving, family-style care for every pet I’m retired and home full-time, so I have a very flexible schedule and plenty of time to care for your dog throughout the day. Pet care fits naturally into my daily routine because I truly enjoy providing companionship, walks, attention, and a calm environment for pets while their owners are away. Your dog will be cared for in a safe, calm, and loving home environment. I pay close attention to each pet’s routine, comfort, and needs to help them feel secure and relaxed. I have over 30 years of experience caring for dogs and understand the importance of patience, supervision, regular walks, and making pets feel like family while in my care.

Sitter Profile Image: Vivian R.
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Vivian R.
from
$25
per day
5.0 out of 5 stars
5 reviews
10 years of experience
Eagle Lake, FL, 33839

About: I treat every pet like my own. I have experience with puppies who need patience and basic training, as well as senior pets who need extra care and attention. I’m reliable, attentive, and always focused on keeping pets safe and comfortable. IG:thepetnanyy Pet care fits naturally into my daily routine. I plan my schedule around feeding, walks, playtime, and check-ins, making sure each pet gets consistent attention and care throughout the day and week. I follow the pet’s usual routine as closely as possible, whether I’m caring for them in my home or in a client’s home. This includes feeding on schedule, walks or playtime, cleaning up after them, and giving lots of attention. I also make sure their space is safe, clean, and comfortable, and I keep owners updated so they feel at ease while they’re away.

Sitter Profile Image: Deidre "Dee" N.
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Deidre "Dee" N.
from
$31
per day
5.0 out of 5 stars
10 reviews
2 repeat clients
30 years of experience
Lake Hamilton, FL, 33851

Very professional. Grateful for last minute acceptance of my Chipper Dawg! Thanks for taking care of my fur baby!

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Dawn S.
Sitter Profile Image: Melina C.
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Melina C.
from
$22
per day
5.0 out of 5 stars
39 reviews
8 repeat clients
12 years of experience
Winter Haven, FL, 33881

We booked Melina so last minute and I’m so grateful. She and her whole family took such great care of my dog. I appreciate her attentiveness and flexibility. You’ll be in good hands !!

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Khadijah G.
Sitter Profile Image: Heidy G.
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Heidy G.
from
$35
per day
4.9 out of 5 stars
28 reviews
4 repeat clients
15 years of experience
Winter Haven, FL, 33881

Heidy and her family is super friendly and nice! It was pleasure to meet them and we left our puppy without any hesitation! Heidy texted me how my dog felt, sent me some pictures and I’m glad that my pet had a lot of fun while we were in LEGOLAND with kids.

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Maria R.
Sitter Profile Image: Cassandra V.
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Cassandra V.
from
$30
per day
5.0 out of 5 stars
2 reviews
2 years of experience
Winter heaven, FL, 33884

Amazing, Replied in a timely manner, and kept us updated on outlr dog named Lily. I would highly recommend her.

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Jose a.
Sitter Profile Image: Vlasta W.
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Vlasta W.
Star Sitter
from
$40
per day
5.0 out of 5 stars
15 reviews
6 repeat clients
30 years of experience
Dundee, FL, 33838

Lucy enjoyed her time with Vlasta 🐶😊 Very clean and pet friendly environment! Will definitely rebook next time we’re in the area!

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Alison T.
Sitter Profile Image: Teresa J.
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Teresa J.
from
$25
per day
4.9 out of 5 stars
46 reviews
4 repeat clients
40 years of experience
Winter Haven, FL, 33884

Teresa & Terry were absolutely wonderful with Finley. We were in town for the weekend and heading to Legoland for the day and this was our first time using a sitter for Finley. They took great care of him, sent photos throughout the day and kept us in the loop of how he was doing. We appreciate the kindness they shown our little guy and 100% recommend them. Only wish we lived closer to be able to use them regularly!

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Marla P.
Sitter Profile Image: Amy L.
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Amy L.
from
$35
per day
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Winter Haven, FL, 33881

Amy did great with my Willow girl! I felt very safe leaving Willow with her. She kept me updated throughout the day and gave me an overview of how the day went at pickup. She also offers training and other services, I would highly recommend booking Amy!

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Megan D.
Sitter Profile Image: Brittany N.
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Brittany N.
from
$35
per day
5.0 out of 5 stars
12 reviews
1 repeat client
14 years of experience
Winter haven, FL, 33884

About: I have many years of experience taking care of your fur babies. Any service needed I've stepped up to the challenge. Young puppies who need to get their energy out, old pups who just need some extra loving, big puppies who require a strong grip and extra patience. I also have experience in fostering and rescuing with having rescued over 20 cats/kittens and provided medical and rehabilitative care. I am a veteran with medical experience who is currently in school to receive my bachelors. I’m on summer break right now so I will have plenty of time for any pet and any service they require. I will be flexible to work with any schedule conflicts long term or part time. My goal is to make your life easier! I live in a house. Although I do not have a fenced yard, I live in a beautiful golf course gated community with tons of space for long walks. I do have one cat who is friendly with other pets. If your pet is one to cuddle they will be allowed on beds and couches or if you prefer them to be crated I will follow along with your instructions as well.

Sitter Profile Image: Paola O.
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Paola O.
from
$45
per day
2 repeat clients
2 years of experience
Dundee, FL, 33838

About: A few months ago, we lost our boy to cancer. We aren’t ready for a new dog of our own, but love having furry visitors, so I’ve just got myself all set up on Rover. I’m currently a stay-at-home mom. I have time everyday anytime of the day if you need me. I also walk in the morning,afternoon and the evening behind my house I have a lake that’s has a path to walk and it’s 1 mile around the lake. I also have a dog park near by my house. I'm really great with communication. If you have any rules for your fur baby I will follow. I also have three really friendly dogs. I can easily crate your dog if needed (again if that okay with you).

Sitter Profile Image: Tony S.
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Tony S.
from
$45
per day
5.0 out of 5 stars
26 reviews
5 repeat clients
20 years of experience
WinterHaven, FL, 33880

Tony was fantastic! Not only was he able to watch our Bailey on Christmas Eve and Christmas Day, he made sure that celebrating with his family didn’t distract from making sure Bailey got plenty of walks in. I was updated throughout the day with photos and videos, which was a nice addition. We will definitely use Tony again when we are in town. Could not be more satisfied! Thanks Tony!

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Lauren H.
Sitter Profile Image: Estefany E.
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Estefany E.
Star Sitter
from
$30
per day
5.0 out of 5 stars
165 reviews
46 repeat clients
10 years of experience
Haines City, FL, 33844

Muchas gracias al esposo de Stephanie y a su hijo que cuidaron de mi Mateo. Si alguien está leyendo este review quiero decirles que Stephanie y su familia son muy buenos cuidando mascotas les doy ⭐️⭐️⭐️⭐️⭐️

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Miryam A.
Sitter Profile Image: Claudia M.
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Claudia M.
from
$28
per day
5.0 out of 5 stars
14 reviews
5 repeat clients
25 years of experience
Winter Haven, FL, 33880

She was helpful and made adjustments for our late request.Thanks.We will definitely go back to her.

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Anil P.
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Adventure-ready dog walkers - Cypress Gardens

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Sitter Profile Image: Erika K.
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Erika K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
35 reviews
14 repeat clients
10 years of experience
Winter Haven, FL, 33884

About: I’ve had pets almost all my life right now I have two cats and two dogs. I always try to give them a healthy lifestyle I have recently become a stay at home mom so I have plenty of time to care and play with your fur babies I am available for boarding any day of the week I have plenty of space with a large fenced yard and a covered pool area, crates when needed and plenty of beds to choose from

Sitter Profile Image: Samantha J.
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Samantha J.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
40 reviews
13 repeat clients
5 years of experience
Winter Haven, FL, 33884

Fast replies and great caregiver

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Lia D.
Sitter Profile Image: Lindsey C.
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Lindsey C.
from
$15
per walk
4.9 out of 5 stars
18 reviews
3 repeat clients
7 years of experience
Winter Haven, FL, 33884

Lindsey was great! I hired her for 3 days of twice a day dogs walks. She was on time, polite and worked with my schedule. Would totally recommend and use her again!

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Martha S.
Sitter Profile Image: Evangelynn S.
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Evangelynn S.
from
$23
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
11 years of experience
Winter Haven, FL, 33884

About: I’ve taken care of cats and dogs for 11 years. I’ve taken care of family and friends pets. I know how important it is to take care of your family member. I’m originally from Colorado. But moved to Florida 10 years ago. I have three dogs and a cat I love dearly. And only want the best for them. I don’t settle for less. They are worth having special moments with all the time. Walking, running, hiking, playing fetch and just lounging out. I know I will do my very best to make your pets happy. I also want to include that I do senior care. And also puppy care one year old or older. Let me know what you need. And I’ll take care of it. While you’re at work or taking a vacation I will update you daily with photos and texts. If you need to call. I’ll happily answer for any questions you might have. Btw I have no problem bringing in the mail, grab the trash cans and bring them back into/by the garage and water your plants while you’re away. 🪴💖 My weekly routine is very flexible. I’m an artist that works from home but also I have a part time job. I can work around my schedule if needed to accommodate your pet. I will come by and have a meet and greet to get the details of what you would like me to do for your pets. At that time I’ll get the details and specific instructions from you. Please let me know if anything that is most important to you. And I will take care of it.

Sitter Profile Image: Melina C.
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Melina C.
from
$18
per walk
5.0 out of 5 stars
39 reviews
8 repeat clients
12 years of experience
Winter Haven, FL, 33881

Melina was amazing and she did a great job. She was super sweet and took wonderful care of my dog. She was always on time, professional and the pictures I got show my dog very happy. I highly recommend and I will definitely use next time. Thank you Melina!

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Ana Cecilia B.
Sitter Profile Image: Crystal C.
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Crystal C.
from
$20
per walk
5.0 out of 5 stars
87 reviews
19 repeat clients
20 years of experience
Winter Haven, FL, 33884

Crystal is our new go-to dog sitter!! My baby Chance had kennel cough a week and a half before our vacation so we couldn’t board him. Crystal was an absolute life saver when we were scrambling for a last minute booking. She went above and beyond for our fur baby and helped us craft a schedule that would be perfect for his needs. She truly treated him like he was her own! Seeing all the cute pictures and her detailed notes gave me and my husband such peace of mind on our vacation. We highly recommend her!

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Elizabeth B.
Sitter Profile Image: Dianne F.
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Dianne F.
from
$14
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
35 years of experience
Winter Haven, FL, 33884

About: Dogs, cats, and birds have always been a part of my life! I currently have two beautiful puppies. I will provide morning, afternoon, and evening walks, playtime and feed your pets. I also have experience with my own dogs including senior care and administering medication as needed. I will be happy to send you pictures and videos during my visits. I am currently retired and available to take care of your pets in the morning, afternoon and/or evening. You can just let me know how long you would like me to spend time with your babies! I will come to your home and provide walks, feeding, playtime and medication if needed. I will also send pictures of your pets. I will treat your pets as my own!

Sitter Profile Image: Ashley V.
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Ashley V.
from
$25
per walk
5.0 out of 5 stars
58 reviews
20 repeat clients
9 years of experience
Winter haven, FL, 33881

Ashley Thank you so much for taking care of Roxy she was happy. I can see the difference between before we had you. She seems very happy, I will continue using your services while I'm away or not able to care for her. She has a little gift for you from all us as a token of appreciation!!

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Lilly Z.
Sitter Profile Image: Javid G.
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Javid G.
from
$22
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33884

About: I’ve been taking care of animals as far as I can remember. such as dogs, cats, birds and fish lol. So trust me when I says your fur babies are in great hands. I have a German Shepard/lab dog so taking care of your fur baby will blend right in with our daily walk sessions when the weather allows us to do so. Your for baby will be an excellent hands with the help of our dog Jacob. We have a huge backyard which is more than enough room for the babies to play. Not to worry they are never left unattended

Sitter Profile Image: Hailey C.
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Hailey C.
from
$20
per walk
5.0 out of 5 stars
65 reviews
29 repeat clients
10 years of experience
Winter Haven, FL, 33880

Hailey was fantastic. She was always on time with her visits, provided plenty of photos and went above and beyond to make sure my pet was properly cared for. Would recommend 1000000000%. Thank you!!

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Vince P.
Sitter Profile Image: Mary B.
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Mary B.
from
$25
per walk
5.0 out of 5 stars
30 reviews
7 repeat clients
10 years of experience
Winter Haven, FL, 33884

Mary is the best. I trust her completely with my fur baby

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Beatriz P.
Sitter Profile Image: Emely C.
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Emely C.
from
$19
per walk
5.0 out of 5 stars
103 reviews
34 repeat clients
10 years of experience
Eagle Lake, FL, 33839

Emely was amazing! My boy took immediate liking to her at the meet and greet. She has a very friendly personality, is very professional, and gave me a great sense of security. I knew my dog was in great hands and I will definitely seek her out in the future.

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Andrew B.
Sitter Profile Image: Devon C.
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Devon C.
from
$14
per walk
1 repeat client
15 years of experience
Cypress Gardens, FL, 33884

About: Hi! I enjoy hiking and spending most of my free time outdoors with my dogs. I have 3 dogs and 2 cats. I love all animals. I’m experienced with dogs of all sizes and I’ve had dogs my whole life. I treat every animal as I would treat my own. I ensure their happiness and safety any time I am with them. My experience with dog sitting includes sitting for family and friends when they go out of town for just one day or up to a week. I also do home check-ins to feed or anything asked for animals during the day. I look forward to meeting you and your pup! I work full time on the weekends. I’m available most Weekdays, but I’m off most of the week. Let me know what days you need! I always ensure the safety of pets. I start with double checking harnesses are secure and leashes are attached. I'm always aware of my surroundings and take extra precautions while walking dogs in the neighborhood.

Sitter Profile Image: Brandie H.
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Brandie H.
from
$22
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Winter Haven, FL, 33880

Brandie was awesome. She too the time to get to know my two dogs individually and was wonderful. Super trustworthy, accommodating, and great communication! Will definitely be booking her again.

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Caitlyn D.
Sitter Profile Image: stephanie t.
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stephanie t.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
30 reviews
9 repeat clients
38 years of experience
Lake Wales, FL, 33898

About: I've been taking care of dogs since I was 14. Family, friends and neighbors have trusted me to feed, walk, give medications and bathe their dogs. I have many years of experience in caring for all animals. Dogs and cats are not the only pets I cared for, I have cared for lizards, snakes, hamsters, gerbils, chinchilla and Guinea pig I am currently working part time and I will have plenty of time to spend with the pets I care for. I will be able to stay weekends and holidays with your pets. Your pet comes first. They will be a part of my family and give excellent care whether they are staying at home or with me.

Sitter Profile Image: Mackenzie G.
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Mackenzie G.
from
$15
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Winter Haven, FL, 33880

About: Since the day I was born, not a day has passed that I haven't had pets in my life! I grew up with dogs, cats, and sugar gliders. I have experience with newborn pet care and senior pet care, as well as exotics, farm animals, and wildlife. At 17 years old, I got my first job working for a local pet store where I lived in Michigan, and I worked there until I was 24. I gained experience with just about every species of pet you could think of, and I have owned almost as many. I was also able to pet sit for many of our regular customers. In my own home, I have cats, rabbits, chinchillas, a degu, and a parrot! I make a lot of my own pet food, so I am no stranger to raw feeding or pet meal prep. I'm also a huge plant lover, and would take great care in making sure that any household plants would be taken care of if a client needed it. The last photo that I posted is an example of the post-sitting rundown that you can expect from me! I work long weekend hours as a vet assistant so I'm not available for dog sitting on Saturdays and Sundays, but I can do drop-in visits after work. During the week, I'm available most anytime! I would prefer to meet with clients and their pets beforehand at least once, if not a couple times, to make sure that pets are acquainted with me and that I am comfortable and confident with their normal routine. In a client's home, I would like to follow all the steps that they follow to ensure that their animals are as safe and happy with me as they are on an everyday basis.

Sitter Profile Image: Teresa J.
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Teresa J.
from
$30
per walk
4.9 out of 5 stars
46 reviews
4 repeat clients
40 years of experience
Winter Haven, FL, 33884

About: I love dogs and love all their different personalities they all have. They can be groomed by brushing, scratching their bellies, running and playing in the yard. They will get pampered like they were my own. They will have the time of their lives here at the Jones' resort. Caring and pampering for your pets are just a few of the perks that your special pet would experience. They can run, play, corral, lounge and sleep and relax as much as they may need. PS. As much as is allowed, special treats will be given. Your pet will be supervised by an experienced and trained retired Law Enforcement officer. I'm trained in first aide and CPR. I want to thank you in advance for the opportunity to spoil your furry baby! Anyone looking for somewhere close to Lego Land To leave your furry baby. We are here for you.

Sitter Profile Image: Debra A.
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Debra A.
from
$15
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33881

About: I have taken care of animals for years including lots of strays. I have had many varieties and love them all. Can keep dogs and cats. I am willing to help with horses or cows if needed. I am retired now for three years and do volunteer work one day a week on Wednesdays. I do own a small dog, Rudy. He is vibrant and energetic. I have a roomy condo and walk my dog four times a day. We play once a day with balls and he keeps me fit.

Sitter Profile Image: Yereleen N.
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Yereleen N.
from
$25
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
8 years of experience
Winter Haven, FL, 33884

About: *House sittings do not include overnight care* I love animals, always have, and working and training animals is my dream one day. I am currently in school studying Animal Health and Behavior and have experience working at a pet hospital. I've had pets my whole life (currently own a dog, cat and a turtle) and have taken care of other pets as well, such as my family members pets (a pit bull, two spaniels, a husky and a German shepherd to be specific.) I have encountered many different dog and cat species with varied behaviors at work as well. While you are out you can stay relaxed knowing your pup is being well taken care of! From fetching to chasing, your pup will be getting lots of play time, as well as cuddles and kisses if that's what they like! I am a little bit of a perfectionist and pay attention to details so if your pup needs medication in his food or a strict schedule to follow you can be assured it'll get done just as usual. I’m excited and looking forward to meeting you and your precious pets! I work doing gig deliveries so am avaliable at any time for walks and drop-ins. *House sittings do not include overnight care. I offer a type of day care that will happen at your place so your pet is more comfortable while you are out. I do not offer pets staying in my own home as my own pets are not friendly with their species. I will treat your home with respect and leave everything as I found it.

Sitter Profile Image: Sally R.
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Sally R.
from
$20
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
25 years of experience
Winter Haven, FL, 33884

Sally did great. On time and stayed in communication

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Beau B.
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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 - Cypress Gardens

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: Sary B.
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Sary B.
Star Sitter
from
$38
per night
5.0 out of 5 stars
58 reviews
16 repeat clients
25 years of experience
Winter Haven, FL, 33884

Nacho and Gigi love their stay with Sary. She makes them feel like home. She shared pictures and videos during their stay. They had a great time! Thank you Sary!

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Giovanna O.
Sitter Profile Image: Katie Z.
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Katie Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
197 reviews
62 repeat clients
18 years of experience
Winter Haven, FL, 33881

Katie was absolutely amazing we loved her she kept us updated on how Roman was doing with pictures and videos would absolutely use her again next time we go on vacation. Our lil Roman was well taken care of

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Candie P.
Sitter Profile Image: Vivian R.
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Vivian R.
from
$30
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Eagle Lake, FL, 33839

Thank you! I am completely satisfied. She kept me informed the entire time with photos and videos of my dog. I definitely know that I can leave my dog with her again in the future. My dog looked happy.

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Shakyra L.
Sitter Profile Image: Hailey C.
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Hailey C.
from
$32
per night
5.0 out of 5 stars
65 reviews
29 repeat clients
10 years of experience
Winter Haven, FL, 33880

Hailey was simply AWSOME! Always in communication in regards to my dog Cody. Totally felt comfortable having her care for him. Definitely will use her whenever I need to have Cody cared for. Thank you Hailey!

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David C.
Sitter Profile Image: Javid G.
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Javid G.
from
$35
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33884

Zeus was well taken care of! Provided me with pictures and videos. Thank you!

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Alfredo L.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$30
per night
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Winter Haven, FL, 33880

She did a wonderful job I would recommend her anytime

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Gregory R.
Sitter Profile Image: Melinda M.
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Melinda M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
109 reviews
38 repeat clients
20 years of experience
Winter haven, FL, 33880

Melinda took great care of our 4 pups. I would hire her again to care for them. Also Melinda was very accommodating with the timeframes changing. Very grateful for her.

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Selah & Kenneth T.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
32 reviews
8 repeat clients
13 years of experience
Winter Haven, FL, 33881

Angel was great, he took very good care of Luna and sent us pictures. It was a very last minute booking and he was able to accommodate us and was very responsive. We will definitely be back. When we picked Luna up it was obvious she was well taken care of.

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Stephanie C.
Sitter Profile Image: Melina C.
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Melina C.
from
$28
per night
5.0 out of 5 stars
39 reviews
8 repeat clients
12 years of experience
Winter Haven, FL, 33881

I can’t say enough good things about Melina and her family! I have never taken my dog somewhere else. I usually have a sitter in my home. I was nervous how my girl would do, but Melina and her husband took the time to meet with us beforehand and talked through everything. When I dropped my girl off I felt comforted knowing she was staying in a home that loved dogs and made accommodations to make her feel at home and comfortable! Thank you!

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Sydni D.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$40
per night
5.0 out of 5 stars
54 reviews
11 repeat clients
15 years of experience
Winter Haven, FL, 33881

Charlie had a great time with Sarah & Mike. I got great photos and videos of my boy! I am always a little nervous leaving Charlie with new Rover sitters! But I lucked out with Sarah (and Mike and their 5 dogs)!!

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Janet D.
Sitter Profile Image: Mason & Kassandra F.
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Mason & Kassandra F.
Star Sitter
from
$29
per night
5.0 out of 5 stars
40 reviews
14 repeat clients
15 years of experience
Lake Alfred, FL, 33850

We have used Mason and Kassandra for our 2 Aussies before, and we’re sure we will again :-) They are great with our dogs, and our dogs love going to stay with them. We love the updates, pictures and videos, and mostly the fact that they treat our dogs so well!

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Teresa G.
Sitter Profile Image: Chris C.
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Chris C.
from
$35
per night
5.0 out of 5 stars
204 reviews
87 repeat clients
13 years of experience
Haines City, FL, 33844

Absolutely the BEST sitters we have ever had!!! The amount of care and love they showed our babies was amazing. We received updates, pics and videos everyday, the communication was over the top astounding. We have never had that before when boarding our babies, and will Absolutely use them again. Thank you so much Chris for all the love and heartfelt care you and your wife gave our babies! 100% recommend 🥰

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Stephanie P.
Sitter Profile Image: Estefany E.
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Estefany E.
Star Sitter
from
$30
per night
5.0 out of 5 stars
165 reviews
46 repeat clients
10 years of experience
Haines City, FL, 33844

Estefany is truly amazing, she really takes pride in what she does. My dog had a great time with her and her fur babies. I really appreciate all the pictures and videos she sent…I would 100% recommend!

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Tiffany V.
Sitter Profile Image: Norma P.
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Norma P.
from
$26
per night
30 years of experience
Winter Haven, FL, 33884

About: Hi! I’m a retired dog lover with over 30 years of experience caring for dogs of all sizes, ages, and personalities. Since I’m home full-time, your pet will receive lots of attention, companionship, care, and supervision throughout the day. I love spending time with dogs, taking them on walks, keeping them comfortable, and making sure they feel safe and loved while you’re away. I also have a dog of my own, so caring for pets has always been part of my everyday life. I speak both English and Spanish, and I understand how important it is for pet parents to feel at ease and know their dog is in caring hands. I treat every dog like family and provide a calm, loving, and trustworthy environment. Special skills include: 30+ years of dog care experience Comfortable with small and large dogs Patient with senior dogs and shy pets Daily walks and companionship Bilingual communication (English & Spanish) Full-time availability and flexible schedule Calm, loving, family-style care for every pet I’m retired and home full-time, so I have a very flexible schedule and plenty of time to care for your dog throughout the day. Pet care fits naturally into my daily routine because I truly enjoy providing companionship, walks, attention, and a calm environment for pets while their owners are away. Your dog will be cared for in a safe, calm, and loving home environment. I pay close attention to each pet’s routine, comfort, and needs to help them feel secure and relaxed. I have over 30 years of experience caring for dogs and understand the importance of patience, supervision, regular walks, and making pets feel like family while in my care.

Sitter Profile Image: Raquel M.
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Raquel M.
from
$35
per night
5.0 out of 5 stars
73 reviews
11 repeat clients
20 years of experience
Lake Wales, FL, 33853

Raquel was great with our fur babies! She treated them as her own. Nothing but caring, loving and kind. Raquel was suppose accommodating, sent us pictures frequently and kept us updated daily. Will definitely be booking again.

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Jayla M.
Sitter Profile Image: Annabelle M.
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Annabelle M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
6 years of experience
Haines City, FL, 33844

Our dog Kaiba had an amazing experience with Annabelle and her family. We got great picture and video updates and are confident he received lots of love, individualized attention and play time. Kaiba felt right at home; we have already booked another visit.

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Jennifer Y.
Sitter Profile Image: Mary D.
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Mary D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
108 reviews
22 repeat clients
20 years of experience
Lake Wales, FL, 33898

Nick and Mary were amazing as usual! This is our third time leaving Leo with them and they never disappoint. Leo truly loves time spent with them. Thank you so much!

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Breanna S.
Sitter Profile Image: Claudia M.
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Claudia M.
from
$32
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
25 years of experience
Winter Haven, FL, 33880

Claudia was AMAZING! She sent photos & videos of Huck and genuinely loved on him. I am so blessed we got to work with her & can’t wait to use her in the future!?

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Heather H.
Sitter Profile Image: Krystal B.
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Krystal B.
from
$30
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
3 years of experience
Auburndale, FL, 33823

Krystal was amazing! She worked with our super early time frames, and was very attentive to instructions and our pooch. Would definitely reccomend and will absolutely be using her services in the future. Can not say enough great things about her!

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Ameir R.
Sitter Profile Image: Eyran K.
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Eyran K.
Star Sitter
from
$43
per night
5.0 out of 5 stars
67 reviews
21 repeat clients
45 years of experience
Haines City, FL, 33844

Eyran was great! Our fur baby was always getting the love that we give him at home. Eyran took time to send pics and updates. We felt like we were there even though we were halfway around the world. Thank you Eyran for keeping Randy so happy and healthy. He looks forward to his next visit.

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Andrew K.
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1Global data from Rover (November 2025)