Doggy Day Care in Winter Haven

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Winter Haven doggy day care sitters

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Sitter Profile Image: Katie Z.
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Katie Z.
Star Sitter
from
$30
per day
5 out of 5.0 stars
165 reviews
50 repeat clients
18 years of experience
Winter Haven, FL, 33881

I booked daycare with Katie at the last minute. She is kind and provided timely responses. Katie sent me a video and plenty of pictures, so it was nice to see my dogs having a good time! They seem like they enjoyed and I would definitely recommend having your dogs stay with her.

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Stephanie M.
Sitter Profile Image: Jenn B.
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Jenn B.
Star Sitter
from
$35
per day
5 out of 4.9 stars
95 reviews
32 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: Melinda M.
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Melinda M.
Star Sitter
from
$30
per day
5 out of 5.0 stars
66 reviews
21 repeat clients
20 years of experience
Winter haven, FL, 33880

Melinda was reliable, professional and flexible. I contacted her last minute to watch Ruby. Would definitely leave my dog with her again!

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Melissa B.
Sitter Profile Image: Ashley D.
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Ashley D.
from
$35
per day
5 out of 5.0 stars
17 reviews
8 repeat clients
15 years of experience
Auburndale, FL, 33823

Ashley is the kindest person that treats your “baby/babies” just like they are her “baby/babies”. She is reliable and makes all of my fears disappear. Makes work easier knowing my boy is well taken care of.

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Tara W.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$30
per day
5 out of 5.0 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: Ashley F.
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Ashley F.
Star Sitter
from
$25
per day
5 out of 5.0 stars
73 reviews
22 repeat clients
7 years of experience
Winter Haven, FL, 33880

Ashley was amazing! I will definitely use her again when we return to the area! She was great and very knowledgeable of dogs! She updated me and made sure my dog was well taken care of and had fun with her kiddo! I definitely recommend her 100%!

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Micaela S.
Sitter Profile Image: Cassandra V.
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Cassandra V.
from
$25
per day
5 out of 5.0 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: Sasha R.
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Sasha R.
from
$25
per day
15 years of experience
Winter Haven, FL, 33881

About: Growing up I cared for many pets and always wanted to be a veterinarian. Now that my children are older I can finally care for more pets again. This is another way I can do that and help some families out as well! I would love to be there person your family can rely on to help care for your fur babies while you’re away! I live right next to a park and would love to go for walks, play in my large fenced in back yard, or play in the park. I love animals and can’t wait to meet yours 🥰 Currently a stay a home mom I feel like this would be perfect for me and my kids. I would love to use these times as an opportunity to also show them how to care for and be responsible for when it comes to having their own pets. My yard is completely fenced in, and there is plenty of space for your fur baby to run free, outside and inside, and still be safe and secure!

Sitter Profile Image: Erika K.
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Erika K.
from
$24
per day
5 out of 5.0 stars
17 reviews
5 repeat clients
10 years of experience
Winter Haven, FL, 33884

I couldn’t be happier with the care my dog received during their stay at Erika’s home! She went above and beyond to make sure my girl felt comfortable, even sending updates with photos and videos. It was such a relief to see my Chi playing, getting exercise, and playing fetch! The space was clean, well-maintained, and equipped for dogs of all sizes. My girl came home happy, tired, and clearly well-loved. I highly recommend Erika for doggy daycare. If you’re looking for someone who truly loves what they do and will treat your furry friend like family.

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grace w.
Sitter Profile Image: Emely C.
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Emely C.
from
$25
per day
5 out of 5.0 stars
91 reviews
34 repeat clients
10 years of experience
Eagle Lake, FL, 33839

You were amazing. Thank you for being so understanding. And taking such great care of my baby. Your the best!

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Bianca C.
Sitter Profile Image: Tania G.
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Tania G.
from
$25
per day
5 out of 5.0 stars
8 reviews
26 years of experience
Winter Haven, FL, 33881

About: I am a dog-mom to a 12 year old Great Pyrenees /Mastiff and a grand to 3 more pups, an 8 year Border Collie mix, a 6 year old Australian Shepherd, and a 3 yo pit mix. My prior dog lived 14 years before crossing the rainbow bridge. I am an empty nester, so my pup, Lance, is like a child to me. Lance joins my husband and me on most of our adventures. I have a background in caring for dogs of all ages and sizes. My experience includes walking, exercising, feeding, and bathing dogs. I will always carry “doggie bags” and clean up after your pet while on walks or outside. I am also comfortable administering oral and topical medications as well as transporting your pet to and from vet appointments or the dog park, if needed. My belly rubs are the best!! I am currently semi-retired in the cardiology field, and I am a PT caregiver for my in-laws . Although my schedule varies, I am available most days during the week. I am looking to occupy my extra time with something I enjoy, and what better way to do it than nurturing your pet while you are away! I will come to your home to walk, feed, medicate, bathe, and play with your dog based on an agreed upon schedule. Overnight stays and house sitting services at your home are available on a limited basis. My mid sized SUV is large enough to accommodate your pet to and from appointments, as needed. My goal is to provide a safe and loving environment for your pet and make the time away from you more comfortable. Don’t worry…I will send you lots of pictures of your pup!

Sitter Profile Image: Sary B.
Verified Enhanced Background Check
Sary B.
Star Sitter
from
$25
per day
5 out of 5.0 stars
39 reviews
12 repeat clients
25 years of experience
Winter Haven, FL, 33884

We brought our two dogs Bruno and Rosie to Sary for daycare while we visited Legoland. Sary is fantastic and very knowledgeable with dogs and did a great job. We immediately knew,when we first met Sary, that we didn't need to worry about the dogs. She sent us several videos and photos during their stay. We would highly recommend Sary and come back again if we are in this area another time. Thank you so much!

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Miriam F.
Sitter Profile Image: Angelica M.
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Angelica M.
from
$20
per day
25 years of experience
Winter Haven, FL, 33880

About: I’m currently a stay at home mom. So I have time to watch your precious babies while you’re at work or on vacation. I have two puppies and two older dogs that love to play and run around. They haven’t met a treat they didn’t like lol. And they love company. As for myself I keep busy with my fur babies and my human babies, and one of my hobbies is baking and crocheting. I do have cats at home which coexist with my dogs. We are just a big family. I’m a stay at home mom so I’m available anytime for potty breaks, walks and Feeding time and playtime and don’t forget belly rubs lol My babies have enough room to play and sleep lol and my house stays cool all day. My pet babies are never left outside with out me being there to watch them. Or long since the weather is hot and humid. Water is always available for my babies when they come in from outside

Sitter Profile Image: Savannah C.
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Savannah C.
from
$45
per day
5 out of 5.0 stars
8 reviews
2 repeat clients
6 years of experience
Winter Haven, FL, 33881

Jasper and Pringles had a great time. Once I picked them up they seemed as if they had a good time away from home so I was very happy with their care. I will definitely be booking Savannah and her husband again.

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Adamary H.
Sitter Profile Image: Eva M.
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Eva M.
from
$38
per day
5 out of 5.0 stars
6 reviews
1 repeat client
15 years of experience
Winter Haven, FL, 33880

About: One doggie at a time! Will take care of your baby as my own! Your fur baby can sleep in bed or sofa if they like! NO CAGES or CRATES! Free to roam around the house! I've taken care of dogs since I was a child. My family always had many dogs and other animals (Guinea pigs, cats, rats, flying squirrel, birds), some of them were rescued. I always loved animals and love being around and taking care of them. You will have a peace of mind when you are away that your doggie is in a safe and in a very nice and happy environment. I will be updating you (with pictures and videos) few times a day, so you wouldn't have any worries. I will alway be available if you need to follow up with me. I'm home every day and you wouldn't need to worry for your doggie being alone. It works very well for dogs with high separation anxiety, who is afraid and stressed of being home alone. I have a large fenced backyard where your dog can play, but will never be left alone or unattended. I will always have my eyes on your dog to keep it safe. Your pup will always have my full attention! In addition I put an Apple Air Tag Tracker on every dog that is my care, so you can have a piece of mind knowing that your dog is safe.

Sitter Profile Image: Steven G.
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Steven G.
from
$25
per day
5 out of 5.0 stars
11 reviews
4 repeat clients
15 years of experience
Winter Haven, FL, 33880

Thank you so much for taking great care of my pup today! It’s so hard leaving them when they are young but you really made me feel at ease. I

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Expedited S.
Sitter Profile Image: Saan A.
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Saan A.
from
$40
per day
5 out of 5.0 stars
8 reviews
3 repeat clients
10 years of experience
Winter haven, FL, 33881

About: I’ve been around and taking care of dogs since I was a kid, I’ve always had a way with and got along good with animals, it’s almost like I can speak their language. As you can see in almost all my pictures my dogs are very well behaved and don’t always require a leash when I’m walking them in public, I like to teach obedience in my dogs and or any dog I encounter and encourage fun activities but also discipline behind it so they know right from wrong and are not just running all over you Ofcourse. I’m very good with dogs and I’m sure I’ll be the best sitter/walker for your pet!!! NOTE: Please if your dog is in any way aggressive this is not the place for him/her. I have multiple dogs and they are not aggressive at all in fact they are the most friendly and loving dogs I’ve ever encountered. So please if your dog does not get along with other dogs, I can not take care of him/her. Thank you! I’m currently not working I like to work with dogs so this works perfect for me. I can dedicate all my time to pet care. I myself have 3 dogs at home that I care for and let’s just say they love life, they love to go outside and play so your furry friend will have very loving friends to play with, I also have crates if needed.

Sitter Profile Image: Amy L.
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Amy L.
from
$35
per day
5 out of 5.0 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: Britni G.
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Britni G.
from
$25
per day
5 out of 5.0 stars
1 review
10 years of experience
Winter haven, FL, 33881

About: I’ve always had a variety of pets since childhood. I currently have a dog, cat and turtle. My kids and I enjoy taking our dog in long walks at our local park. I am employed full time working from home. It leaves me a lot of time to care for pets and frequent walks/ potty breaks in the yard. I have a cat that minds his own business and a very friendly dog that loves company. I also have Plenty of outdoor space on my screened in porch for some fresh air if the weather permits. I’d be happy to care for pets away from my home as well.

Sitter Profile Image: Carmen G.
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Carmen G.
from
$30
per day
1 repeat client
20 years of experience
Winter Haven, FL, 33880

About: I’ve take care of dogs of every kind since more 20 years. I have more of 2 dogs al of my life. I like to take care of dogs I’m currently working remote part time. I’m in my house all the day and I have the enough time to take care of your babies. I have a fenced yard for the security of dogs. I have friendly dogs that will accompany your dogs. We stay inside my house and go to the back yard for play and do the needs.

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Sitter Profile Image: Katie Z.
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Sitter Profile Image: Katie Z.
Verified Background Check

Katie Z.
Star Sitter

You Leave Em’, We Love Em’.
Winter Haven, FL, 33881
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
165 reviews
50 repeat clients
Profile image

I booked daycare with Katie at the last minute. She is kind and provided timely responses. Katie sent me a video and plenty of pictures, so it was nice to see my dogs having a good time! They seem like they enjoyed and I would definitely recommend having your dogs stay with her.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jenn B.
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Sitter Profile Image: Jenn B.
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Jenn B.
Rover 101
Star Sitter

🐾Your pet’s home away from home 🐾
Winter Haven, FL, 33880
3.7 mi. away
Boarding, House Sitting, Doggy Day Care
from
$35
per day
5 out of 4.9 stars
95 reviews
32 repeat clients
Profile image

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!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Melinda M.
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Sitter Profile Image: Melinda M.
Verified Enhanced Background Check

Melinda M.
Star Sitter

Where Pets are Treated like Family.
Winter haven, FL, 33880
3.6 mi. away
Boarding, Doggy Day Care
from
$30
per day
5 out of 5.0 stars
66 reviews
21 repeat clients
Profile image

Melinda was reliable, professional and flexible. I contacted her last minute to watch Ruby. Would definitely leave my dog with her again!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ashley D.
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Sitter Profile Image: Ashley D.
Verified Enhanced Background Check

Ashley D.

Expert Care & Love for Pets!
Auburndale, FL, 33823
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
17 reviews
8 repeat clients
Profile image

Ashley is the kindest person that treats your “baby/babies” just like they are her “baby/babies”. She is reliable and makes all of my fears disappear. Makes work easier knowing my boy is well taken care of.

Availability updated 14 days ago
Sitter Profile Image: Elizabeth J.
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Sitter Profile Image: Elizabeth J.
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Elizabeth J.

Simple Life
Winter Haven, FL, 33880
4.2 mi. away
Boarding, Doggy Day Care
from
$30
per day
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

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!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ashley F.
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Sitter Profile Image: Ashley F.
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Ashley F.
Star Sitter

Future veterinarian 🐾
Winter Haven, FL, 33880
4.9 mi. away
Boarding, Doggy Day Care
from
$25
per day
5 out of 5.0 stars
73 reviews
22 repeat clients
Profile image

Ashley was amazing! I will definitely use her again when we return to the area! She was great and very knowledgeable of dogs! She updated me and made sure my dog was well taken care of and had fun with her kiddo! I definitely recommend her 100%!

Availability updated 26 days ago
Sitter Profile Image: Cassandra V.
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Sitter Profile Image: Cassandra V.
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Cassandra V.

I Love pet’s
Winter heaven, FL, 33884
4.2 mi. away
Boarding, Doggy Day Care
from
$25
per day
5 out of 5.0 stars
2 reviews
Profile image

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

Availability updated 25 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sasha R.
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Sitter Profile Image: Sasha R.
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Sasha R.

Pets just make life way better 🥰
Winter Haven, FL, 33881
2.2 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$25
per day
1 review

Sasha and I have known each other for years and aside from seeing her with her own animals and how good she is and how much she loves them, I’ve also seen her around my own and she’s very very sweet with my Mercury girl. I’ve been away from home for days at a time sometimes weeks and she’s always able to check on her for me (my cat) and make sure her food and water are good and gives her treats and loves. She’s a great caregiver and I fully trust her with my fur baby and I think you’ll love her too!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Erika K.
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Sitter Profile Image: Erika K.
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Erika K.

Loving care for your fur babies
Winter Haven, FL, 33884
3.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$24
per day
5 out of 5.0 stars
17 reviews
5 repeat clients
Profile image

I couldn’t be happier with the care my dog received during their stay at Erika’s home! She went above and beyond to make sure my girl felt comfortable, even sending updates with photos and videos. It was such a relief to see my Chi playing, getting exercise, and playing fetch! The space was clean, well-maintained, and equipped for dogs of all sizes. My girl came home happy, tired, and clearly well-loved. I highly recommend Erika for doggy daycare. If you’re looking for someone who truly loves what they do and will treat your furry friend like family.

Availability updated 23 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Emely C.
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Sitter Profile Image: Emely C.
Verified Enhanced Background Check

Emely C.
Rover 101

Love + Fun = the best day
Eagle Lake, FL, 33839
3.6 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
91 reviews
34 repeat clients
Profile image

You were amazing. Thank you for being so understanding. And taking such great care of my baby. Your the best!

Availability updated 22 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tania G.
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Sitter Profile Image: Tania G.
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Tania G.

Experienced & Loving Dog-Mom
Winter Haven, FL, 33881
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
8 reviews

Mrs. Tania has been a long time friend of mine who I have had watch my pets several times while on trips. My dog is always so excited to see her when she arrives at the front door as they both know they’re gonna have fun! Tania is very trustworthy and I would highly recommend her.

Availability updated 29 days ago
Sitter Profile Image: Sary B.
Verified Enhanced Background Check
Sitter Profile Image: Sary B.
Verified Enhanced Background Check

Sary B.
Star Sitter

Their home away from home!
Winter Haven, FL, 33884
4.1 mi. away
Boarding, Doggy Day Care
from
$25
per day
5 out of 5.0 stars
39 reviews
12 repeat clients
Profile image

We brought our two dogs Bruno and Rosie to Sary for daycare while we visited Legoland. Sary is fantastic and very knowledgeable with dogs and did a great job. We immediately knew,when we first met Sary, that we didn't need to worry about the dogs. She sent us several videos and photos during their stay. We would highly recommend Sary and come back again if we are in this area another time. Thank you so much!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Angelica M.
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Sitter Profile Image: Angelica M.
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Angelica M.

Love all my fur babies
Winter Haven, FL, 33880
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$20
per day
25 years of experience

About: I’m currently a stay at home mom. So I have time to watch your precious babies while you’re at work or on vacation. I have two puppies and two older dogs that love to play and run around. They haven’t met a treat they didn’t like lol. And they love company. As for myself I keep busy with my fur babies and my human babies, and one of my hobbies is baking and crocheting. I do have cats at home which coexist with my dogs. We are just a big family. I’m a stay at home mom so I’m available anytime for potty breaks, walks and Feeding time and playtime and don’t forget belly rubs lol My babies have enough room to play and sleep lol and my house stays cool all day. My pet babies are never left outside with out me being there to watch them. Or long since the weather is hot and humid. Water is always available for my babies when they come in from outside

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Savannah C.
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Sitter Profile Image: Savannah C.
Verified Enhanced Background Check

Savannah C.

A luxurious vacation for your pet
Winter Haven, FL, 33881
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Jasper and Pringles had a great time. Once I picked them up they seemed as if they had a good time away from home so I was very happy with their care. I will definitely be booking Savannah and her husband again.

Availability updated 10 months ago
Sitter Profile Image: Eva M.
Verified Enhanced Background Check
Sitter Profile Image: Eva M.
Verified Enhanced Background Check

Eva M.

Happy Place for your Fur Baby🐶❤️🏠
Winter Haven, FL, 33880
1.9 mi. away
Boarding, Doggy Day Care
from
$38
per day
5 out of 5.0 stars
6 reviews
1 repeat client

Eva was very patient and kind with my very needy dog, have had two bookings with her so far. I would recommend her 100% !!!!!

Availability updated 45 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Steven G.
Verified Enhanced Background Check
Sitter Profile Image: Steven G.
Verified Enhanced Background Check

Steven G.

Steves Animal Getaway
Winter Haven, FL, 33880
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
11 reviews
4 repeat clients
Profile image

Thank you so much for taking great care of my pup today! It’s so hard leaving them when they are young but you really made me feel at ease. I

Availability updated 5 months ago
Sitter Profile Image: Saan A.
Verified Enhanced Background Check
Sitter Profile Image: Saan A.
Verified Enhanced Background Check

Saan A.

We are PAWsitively the best!!!
Winter haven, FL, 33881
2.3 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
8 reviews
3 repeat clients

Sa’an is a wonderful pet sitter who takes excellent care of my dog ! Right off the bat when I first met him I got an excellent first impression.he is very well connected and friendly and was great with my pet! When i came home after our weekend away my dog was relaxed and happy.

Availability updated over 1 year ago
Sitter Profile Image: Amy L.
Verified Enhanced Background Check
Sitter Profile Image: Amy L.
Verified Enhanced Background Check

Amy L.

Experienced, Intuitive Pet Care
Winter Haven, FL, 33881
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

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!

Availability updated 3 months ago
Sitter Profile Image: Britni G.
Verified Enhanced Background Check
Sitter Profile Image: Britni G.
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Britni G.

Pet lover
Winter haven, FL, 33881
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
1 review

About: I’ve always had a variety of pets since childhood. I currently have a dog, cat and turtle. My kids and I enjoy taking our dog in long walks at our local park. I am employed full time working from home. It leaves me a lot of time to care for pets and frequent walks/ potty breaks in the yard. I have a cat that minds his own business and a very friendly dog that loves company. I also have Plenty of outdoor space on my screened in porch for some fresh air if the weather permits. I’d be happy to care for pets away from my home as well.

Availability updated over 1 year ago
Sitter Profile Image: Carmen G.
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Sitter Profile Image: Carmen G.
Verified Enhanced Background Check

Carmen G.

I love and enjoy to take care dogs
Winter Haven, FL, 33880
1.0 mi. away
Boarding, Doggy Day Care
from
$30
per day
1 review
1 repeat client

Carmen G. would be an excellent pet sitter due to her compassionate nature and strong sense of responsibility. Her attention to detail and genuine love for animals ensure that your pet would receive safe and loving care. Carmen's dedication to providing exceptional customer service would also make her a reliable and trustworthy choice for any pet owner seeking peace of mind while away.

Availability updated 9 months ago

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