Doggy Day Care in Winston

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Top rated Winston doggy day care sitters

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Sitter Profile Image: taylor m.
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taylor m.
from
$25
per day
5 out of 5.0 stars
121 reviews
41 repeat clients
6 years of experience
Dubuque, IA, 52003

Taylor was great about communicating with us about the day and pick up times. We felt super comfortable leaving Bear and Winnie with her, and they must’ve had a great day playing because they both slept GREAT last night!! We’d definitely use Taylor again!! Thanks so much!

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Emily U.
Sitter Profile Image: Mya G.
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Mya G.
Star Sitter
from
$50
per day
5 out of 5.0 stars
84 reviews
39 repeat clients
15 years of experience
Dubuque, IA, 52002

Mya was great! She helped out fairly last minute dog sitting while we had movers at our house. Ollie had a great time playing with the other dogs, but was given some indoor puppy naptime/snuggle time too. She sent photo updates throughout the day. Highly recommended.

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Karen S.
Sitter Profile Image: Jacqueline M.
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Jacqueline M.
from
$30
per day
5 out of 5.0 stars
3 reviews
10 years of experience
Dubuque, IA, 52001

Jacqueline took great care of Sammy. She’s a loving pet sitter. HIGHLY recommend!!!

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Deanna P.
Sitter Profile Image: Karen V.
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Karen V.
Star Sitter
from
$25
per day
5 out of 5.0 stars
198 reviews
114 repeat clients
45 years of experience
Platteville, WI, 53818

Louie loves going to daycare at Karen’s! He’s so excited to socialize with Bella and run around the play yard. I can always tell he gets plenty of exercise because he snoozes soon after we get home. Karen goes above and beyond with being flexible and is fast with communication. Thank you Karen for taking care of Louie!

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Katina S.
Sitter Profile Image: Tamara D.
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Tamara D.
Star Sitter
from
$30
per day
5 out of 5.0 stars
40 reviews
13 repeat clients
30 years of experience
Dubuque, IA, 52003

Tammy and her family are awesome. Our guy had a nice big fenced in yard to run around in and he had plenty of attention and playtime. Communication with her is quick and easy. She is also very good about asking for info on my dog when she needed something and giving us an update as the day went on. Definitely planning to rebook with Tammy.

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Cathy M.
Sitter Profile Image: Mark S.
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Mark S.
from
$25
per day
5 out of 5.0 stars
5 reviews
15 years of experience
Dubuque, IA, 52002

About: My wife and I have grown up with many pets and farm animals. We love dogs and want our kids to learn and love pets as well! Throughout our lives we have had Labs, Golden Retrievers, Coon Hounds, Spaniels, Beagles, and Huskies. We love spending time with pets and only will board one family’s dogs at a time so you can be sure they get the attention they need. Our kids are 8 and 10 and will also provide love and playtime for your dog. Our yard is not fenced, but your dog will be walked a minimum of once in the morning and once at night with bathroom breaks every 2-4 hours. Melissa my wife works from home and will with your pet during the day. We also have a large 4x8 foot kennel which your pet will stay in when they are not in the house. We do require dogs to potty trained and not have a history of aggression as they will be with our kids. They also need to be trained to not chew on non toys unless they are still puppies which we fully understand and can work with! We look forward to having an opportunity to meet you and keeping you pets well loved! My wife and I have vast experience with pets and pet training. I will be giving the dogs a majority of the walks in the morning and night, and my wife works part time from home where she can be around to watch your dog during the day. We also have two kids that love to play and give dog’s attention and love. However, there are breeds of dogs are kids are allergic too so we will have to review your dog before agreeing to watch them. We have a large yard in a quiet neighborhood. However, it is not fenced. We will walk your dog a minimum of 2x per day, with bathroom breaks every 2-4 hours. Your dog will spend much of their time in our house, or in the large 4x8 kennel we have. We do require the breeds of dogs that we let in our house to not be breeds our kids are allergic too. For pets in our house we also request they do not have extensive history chewing on things they shouldn’t. We’re also good with puppies as we understand they are still learning!

Sitter Profile Image: Calista C.
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Calista C.
from
$25
per day
15 years of experience
Dubuque, IA, 52003

About: I grew up taking care of horses and a cat. Once I got a place of my own, I adopted two dogs and got a cat. I currently have a puppy who I am teaching basic commands. I have always been an animal lover and enjoy meeting new furry friends! My family and I love animals and look forward to meeting yours! I currently work full time from home with limited travel, but I do have a flexible schedule that allows me to plan around work to walk dogs or do potty breaks. I have a fenced in yard with two friendly dogs and a cat. I can easily crate your pet if needed. I enjoy walking and my son loves to play fetch with dogs!

Sitter Profile Image: Diane M.
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Diane M.
from
$25
per day
5 out of 5.0 stars
10 reviews
3 repeat clients
50 years of experience
Thomson, IL, 61285

About: I have taken care of my pets and others all my life. Raised on a farm, I have extensive experience with various animals. We have 2 cats and 1 dog. I'm recently retired, making my availability accessible to care for other people's pets. My two cats and our dog depend on my care daily. We own 2 SUVs for transportation of your pet. We do have a fenced in play area, approximately 8'x30'. This is only for dogs that are experienced being enclosed, or smaller dogs. Also, we have a large yard for exercise and play. Our small subdivision in the country is off the main street. Neighbors walk their dogs on the street, because we have limited, slow traffic. In our home, if your pet is allowed to be on furniture or beds in your home, they are welcome on ours. I will do my best to follow routines you have developed with your pets. Same situation if I am caring for your pet in your home.

Sitter Profile Image: Lottie C.
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Lottie C.
from
$25
per day
5 out of 5.0 stars
15 reviews
2 repeat clients
10 years of experience
Dubuque, IA, 52002

If you want someone you can truly trust! I’d 100% recommend Lottie, she was awesome. I was passing through town and needed my puppy watched for the day while I went to some of the museums. Bella came back exhausted and Lottie was super communicative. 10/10000 recommend if you’re coming into town!

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Brooke C.
Sitter Profile Image: Katherine H.
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Katherine H.
from
$25
per day
14 years of experience
Dubuque, IA, 52002

About: I’ve been a dog lover my whole life, and recently said goodbye to my sweet golden doodle of 14 years. He was my bud, and caring for him from puppyhood into his older years taught me so much about love, patience, and the little things dogs need to feel safe and happy. Over the years, I’ve also helped care for neighbors’ and friends’ dogs, everything from energetic puppies to older dogs who needed a gentler care. I’m confident giving medication, following feeding routines, and making sure every dog feels loved. I know how important it is to trust someone with your pet, and I treat every dog like family. I’ll send plenty of updates, give lots of love, and make sure your dog is well cared for while you’re away. I’m home for the summer and have a super flexible schedule thanks to my internship, so pet care fits into my days really easily! Whether it’s morning walks, midday check-ins, or evening playtime, I have plenty of time and flexibility to give your dog the attention they need. Whether I’m caring for pets in my home or yours, I always focus on making them feel safe, comfortable, and loved. I stick closely to their usual routines, feeding, walks, playtime, and any special care they might need, so things feel familiar while you’re away.

Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$35
per day
10 years of experience
Thomson, IL, 61285

About: I am a stay at home mom so I will have plenty of time to interact with your dog! We are available for boarding during the week or weekends! We are an active family who enjoys the great outdoors! I am a stay at home mother of 3 kids whom I homeschool so we will have plenty of time to interact with your dog! We are available for boarding during the week or weekends! We have 2 large fenced in areas for dogs to run around in. We also live close to a park with a walking path and the Mississippi River for walks!

Sitter Profile Image: Heather C.
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Heather C.
from
$35
per day
5 out of 5.0 stars
3 reviews
40 years of experience
Galena, IL, 61036

Heather watched my puppy for a day when I needed someone last minute. She was very flexible and accommodating! She took great care of my puppy and took her on 3 walks.

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Griselda A.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$25
per day
30 years of experience
Galena, IL, 61036

About: I've been taking care/helping to take care of dogs since my earliest years. We've had everything from Miniature Dachshunds to Weimaraners to Greyhounds. My step-mom owns Courage Kennels (breeding and showing champion Rhodesian Ridgebacks) in Arizona, so I have some limited experience in training from being around that while growing up. I currently work during the days on Saturdays and Sundays, but during the week I work from home, so my schedule is very flexible. I get home Sunday evening, so I can generally do pet sitting and boarding from after 6pm Sunday until Friday evenings. I have an area in my backyard that is fenced with a 6ft chain link fence, so they have a safe area to run around outside on occasion. Otherwise, we mostly hang out in the house while I do my work-from-home job duties, or go on walks if the weather is nice enough for it.

Sitter Profile Image: Anthony R.
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Anthony R.
from
$50
per day
5 out of 5.0 stars
2 reviews
16 years of experience
Apple River, IL, 61001

About: With a spacious lakefront property, I provide endless walks, frequent potty breaks, and serene relaxation spots, ensuring your pets enjoy a blissful, loving care experience. Retired and pet free, I’ll dedicate my days to your fur babies, offering long walks, play, and snuggles by the lake, ensuring their happiness is my top prioroty. In my home or yours, I provide attentive, personalized care tailored to each pet’s needs, from engaging play sessions to soothing snuggles, ensuring a comfortable, joyful environment.

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Sitter Profile Image: taylor m.
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Sitter Profile Image: taylor m.
Verified Enhanced Background Check

taylor m.

Dog Behavior Specialist
Dubuque, IA, 52003
21.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
121 reviews
41 repeat clients
Profile image

Taylor was great about communicating with us about the day and pick up times. We felt super comfortable leaving Bear and Winnie with her, and they must’ve had a great day playing because they both slept GREAT last night!! We’d definitely use Taylor again!! Thanks so much!

Availability updated 12 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mya G.
Verified Background Check
Sitter Profile Image: Mya G.
Verified Background Check

Mya G.
Star Sitter

Dog mom and animal lover!
Dubuque, IA, 52002
22.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per day
5 out of 5.0 stars
84 reviews
39 repeat clients
Profile image

Mya was great! She helped out fairly last minute dog sitting while we had movers at our house. Ollie had a great time playing with the other dogs, but was given some indoor puppy naptime/snuggle time too. She sent photo updates throughout the day. Highly recommended.

Availability updated 21 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jacqueline M.
Verified Enhanced Background Check
Sitter Profile Image: Jacqueline M.
Verified Enhanced Background Check

Jacqueline M.

Pet lover who is patient and loving
Dubuque, IA, 52001
19.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
3 reviews
Profile image

Jacqueline took great care of Sammy. She’s a loving pet sitter. HIGHLY recommend!!!

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Karen V.
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Sitter Profile Image: Karen V.
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Karen V.
Star Sitter

kind, loving care for your dog
Platteville, WI, 53818
25.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
198 reviews
114 repeat clients
Profile image

Louie loves going to daycare at Karen’s! He’s so excited to socialize with Bella and run around the play yard. I can always tell he gets plenty of exercise because he snoozes soon after we get home. Karen goes above and beyond with being flexible and is fast with communication. Thank you Karen for taking care of Louie!

Availability updated yesterday
Sitter Profile Image: Tamara D.
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Sitter Profile Image: Tamara D.
Verified Enhanced Background Check

Tamara D.
Star Sitter

We love all dogs!!
Dubuque, IA, 52003
19.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
40 reviews
13 repeat clients
Profile image

Tammy and her family are awesome. Our guy had a nice big fenced in yard to run around in and he had plenty of attention and playtime. Communication with her is quick and easy. She is also very good about asking for info on my dog when she needed something and giving us an update as the day went on. Definitely planning to rebook with Tammy.

Availability updated 17 days ago
Sitter Profile Image: Mark S.
Verified Enhanced Background Check
Sitter Profile Image: Mark S.
Verified Enhanced Background Check

Mark S.

Your Dog Will Be Part Of The Family
Dubuque, IA, 52002
22.6 mi. away
Boarding, Doggy Day Care
from
$25
per day
5 out of 5.0 stars
5 reviews

I have had Mark watch/walk my dog Rawly many times. He is reliable and responsible. I would recommend Mark to anyone who is in need of these services.

Availability updated yesterday
Sitter Profile Image: Calista C.
Verified Enhanced Background Check
Sitter Profile Image: Calista C.
Verified Enhanced Background Check

Calista C.

Dog and cat mom!
Dubuque, IA, 52003
19.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
1 review

I would trust Calista with any pets I’ve ever owned. I’ve gotten the pleasure of being around her with her own cat and dogs, and I have gotten to see how she handles others animals. She genuinely cares about their wellbeing and understand how important communication is being herself and pet owner!

Availability updated 2 days ago
Sitter Profile Image: Diane M.
Verified Enhanced Background Check
Sitter Profile Image: Diane M.
Verified Enhanced Background Check

Diane M.

Life long experience in pet care
Thomson, IL, 61285
26.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
10 reviews
3 repeat clients

Diane is great with all animals. She treats hers and ours like family. She loves the outdoors and making homemade treats for all cute babies.

Availability updated 5 days ago
Sitter Profile Image: Lottie C.
Verified Enhanced Background Check
Sitter Profile Image: Lottie C.
Verified Enhanced Background Check

Lottie C.

Can’t wait to meet your best friend
Dubuque, IA, 52002
22.2 mi. away
Boarding, Doggy Day Care
from
$25
per day
5 out of 5.0 stars
15 reviews
2 repeat clients
Profile image

If you want someone you can truly trust! I’d 100% recommend Lottie, she was awesome. I was passing through town and needed my puppy watched for the day while I went to some of the museums. Bella came back exhausted and Lottie was super communicative. 10/10000 recommend if you’re coming into town!

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

Katherine H.

Lifelong Dog Lover & Doodle Fan
Dubuque, IA, 52002
23.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
2 reviews

I have two dogs and two cats and I have gone long weekend trip trips while kate has watched my pets. She had the responsibility of feeding, taking my dogs on walks, changing the cat litter and spending quality time with them. I trust her with any of my animals for a long period of time as they always seem very well taken care of once I get back from my trip

Availability updated 11 days ago
Sitter Profile Image: Stephanie B.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie B.
Verified Enhanced Background Check

Stephanie B.

Need A Reliable, Dog-Loving Family?
Thomson, IL, 61285
29.3 mi. away
Boarding, Doggy Day Care
from
$35
per day
10 years of experience

About: I am a stay at home mom so I will have plenty of time to interact with your dog! We are available for boarding during the week or weekends! We are an active family who enjoys the great outdoors! I am a stay at home mother of 3 kids whom I homeschool so we will have plenty of time to interact with your dog! We are available for boarding during the week or weekends! We have 2 large fenced in areas for dogs to run around in. We also live close to a park with a walking path and the Mississippi River for walks!

Availability updated 4 months ago
Sitter Profile Image: Heather C.
Verified Enhanced Background Check
Sitter Profile Image: Heather C.
Verified Enhanced Background Check

Heather C.

Home is not a home without fur
Galena, IL, 61036
6.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
3 reviews
Profile image

Heather watched my puppy for a day when I needed someone last minute. She was very flexible and accommodating! She took great care of my puppy and took her on 3 walks.

Availability updated 18 days ago
Sitter Profile Image: Lauren M.
Verified Enhanced Background Check
Sitter Profile Image: Lauren M.
Verified Enhanced Background Check

Lauren M.

Animals are my favorite people!
Galena, IL, 61036
6.6 mi. away
Boarding, Doggy Day Care
from
$25
per day
30 years of experience

About: I've been taking care/helping to take care of dogs since my earliest years. We've had everything from Miniature Dachshunds to Weimaraners to Greyhounds. My step-mom owns Courage Kennels (breeding and showing champion Rhodesian Ridgebacks) in Arizona, so I have some limited experience in training from being around that while growing up. I currently work during the days on Saturdays and Sundays, but during the week I work from home, so my schedule is very flexible. I get home Sunday evening, so I can generally do pet sitting and boarding from after 6pm Sunday until Friday evenings. I have an area in my backyard that is fenced with a 6ft chain link fence, so they have a safe area to run around outside on occasion. Otherwise, we mostly hang out in the house while I do my work-from-home job duties, or go on walks if the weather is nice enough for it.

Availability updated 84 days ago
Sitter Profile Image: Anthony R.
Verified Enhanced Background Check
Sitter Profile Image: Anthony R.
Verified Enhanced Background Check

Anthony R.

Experienced Pet Pal
Apple River, IL, 61001
12.5 mi. away
Boarding, House Sitting, Doggy Day Care
from
$50
per day
5 out of 5.0 stars
2 reviews

I have known Tony as a highly engaging pet owner and caregiver. He takes the time to connect with all pets he encounters and they always greet him as their best friend. Tony is a highly trustworthy person that will go the extra mile to make your pet feel safe and well cared for.

Availability updated 62 days ago

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