Pet Sitting in Winchester

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Winchester pet sitters

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Sitter Profile Image: Alycia H.
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Alycia H.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
87 reviews
28 repeat clients
25 years of experience
Kirkwood, MO, 63122

Alycia did an amazing job taking care of my pups while I was away. She even came out during snow and freezing temperatures. I would definitely recommend her.

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Nichole A.
Sitter Profile Image: Callie L.
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Callie L.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
51 reviews
18 repeat clients
15 years of experience
Chesterfield, MO, 63017

Callie did a great job keeping us informed of her drop-in visits with our dog. We were happy to see the pics. We will book with Callie again!

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Christi A.
Sitter Profile Image: Jessica L.
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Jessica L.
Star Sitter
from
$19
per visit
5 out of 5.0 stars
64 reviews
28 repeat clients
6 years of experience
Ballwin, MO, 63021

I highly recommend Jessica! Jessica does a wonderful job caring for pets! She videos her visits and keeps the owner posted in a timely manner. My quirky dogs enjoyed her visits so much! She provided scheduled medications and feedings and potty breaks as requested during stormy weather and hectic holiday schedules! How wonderful to be able to have our pets at home with someone so professional and reliable! We will call on her again

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Gretchen F.
Sitter Profile Image: Kiffin M.
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Kiffin M.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
98 reviews
13 repeat clients
25 years of experience
Des Perese, MO, 63131

Excellent care and lots of TLC for our new puppy! Kiffin will treat your pet like her own! Will definitely request her again for future visits.

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Kathy G.
Sitter Profile Image: Kate B.
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Kate B.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
24 reviews
8 repeat clients
40 years of experience
Fenton, MO, 63026

I love Kate! Very friendly and her communication is consistent. She constantly sent pictures and Bailey loved her. Definitely helped ease my nerves in leaving her behind. Will be using her again for sure.

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Victoria L.
Sitter Profile Image: Barbara B.
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Barbara B.
from
$22
per visit
5 out of 5.0 stars
99 reviews
27 repeat clients
40 years of experience
Ballwin, MO, 63021

I am always impressed with Barb's care for my 2 cats. She finds out their preferences and caters to them. She spends time both helping them feel comfortable with her for affection and plenty of play time. She is observant of behaviors and communicated each visit with many photos and updates. Plus, she is a pleasure to work with herself!

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Ellen M.
Sitter Profile Image: Amy N.
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Amy N.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
32 reviews
17 repeat clients
10 years of experience
Manchester, MO, 63011

Amy is lovely, caring, and flexible. I am so lucky to have found her to care for my super senior dog who can’t be alone anymore while we are away at work.

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Justine S.
Sitter Profile Image: Bella D.
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Bella D.
from
$16
per visit
5 out of 4.8 stars
7 reviews
2 repeat clients
10 years of experience
Ballwin, MO, 63011

You can depend on Bella to arrive on time and to take great care of your animals & home. She communicates well and is a sweet, honest person. Bella treated my chickens and dog like they were her own.

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Joanne H.
Sitter Profile Image: Nikki W.
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Nikki W.
from
$20
per visit
5 out of 4.9 stars
56 reviews
32 repeat clients
10 years of experience
Ballwin, MO, 63021

Awesome is the perfect word to describe her! She was available last minute when my wife went into labor. She took such good care of our babies. Would recommend to anyone asking for pet care.

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Daniel C.
Sitter Profile Image: Paige W.
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Paige W.
from
$15
per visit
5 out of 5.0 stars
6 reviews
4 repeat clients
16 years of experience
Ballwin, MO, 63021

This was our first time looking for a sitter in MO and picked well! She addressed my main concern while gone which was locating the hiding cat-not an easy feat! We will definitely be using her again!

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Meg P.
Sitter Profile Image: Charles F.
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Charles F.
from
$20
per visit
5 out of 5.0 stars
11 reviews
10 years of experience
Ballwin, MO, 63021

Charles really knows his dog stuff! He was also readily available every last minute for my senior boy. I would recommend him to everyone nearby!

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Jay S.
Sitter Profile Image: Danny & Jennifer C.
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Danny & Jennifer C.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
101 reviews
13 repeat clients
8 years of experience
Des Peres, MO, 63131

This was my first time using a pet sitter and it couldn’t have gone any better. Danny and Jennifer were wonderful! They’re very communicative and let me know exactly what was going on with my older dog and sent lots of pictures. It really set my mind at ease knowing she was being so well cared for. 10/10 would highly recommend them.

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Chris P.
Sitter Profile Image: Mason C.
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Mason C.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
26 reviews
6 repeat clients
18 years of experience
Ballwin, MO, 63011

We recently hired Mason to take care of our Labrador, Jet, while we were away, and we couldn't be happier with his service. Mason was professional, caring, and went above and beyond to ensure Jet was well looked after. He provided us with regular updates and photos, which gave us peace of mind. Jet clearly loved spending time with Mason, and we returned to a happy and healthy pet. We highly recommend Mason to anyone in need of a reliable and loving pet sitter. He is truly a five-star caregiver!

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Jeswin R.
Sitter Profile Image: Hollis W.
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Hollis W.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
23 reviews
7 repeat clients
8 years of experience
Ballwin, MO, 63011

Hollis is the best! I am a travel nurse, and am out of town half of the week. I’ve got 2 very elderly cats, each doing their own thing, and Hollis takes care of them every week. She is amazing with them. My cats love her and I always come home to them being happy and well cared for ❤️

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Arien R.
Sitter Profile Image: Alicia S.
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Alicia S.
Star Sitter
from
$13
per visit
5 out of 5.0 stars
13 reviews
4 repeat clients
20 years of experience
Ballwin, MO, 63011

Alicia was a great sitter. Took awesome care of our puppies and was an awesome communicator. She performed all the puppy duties and counted everything through rover including all the walks. I highly recommend Alicia!. Loved the pictures

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Tim B.
Sitter Profile Image: Finnley W.
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Finnley W.
from
$15
per visit
2 years of experience
Manchester, MO, 63021

About: I have worked in dog care for multiple years and have again many skills from this. As well as gained a lot of exposure to different dogs and their needs! I do work at a dog kennel currently, but wanted to try something on my own but I would work this around my work schedule as I am only part time. Firstly I will always respect your space! I would love in-depth instructions to ensure no confusion. I will complete all tasks properly and meet all their needs. Their safety is most important as well as caring for them properly:)

Sitter Profile Image: Susan K.
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Susan K.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
76 reviews
22 repeat clients
3 years of experience
Ballwin, MO, 63011

Susan took such great care of my little fur baby while I was away for the holidays. She kept me updated with her visits and I knew my little Kiwi was in a great, loving hands while I was gone. I highly recommend Susan if you want someone who truly loves dogs and who'll care for them like they're her own. I will be using Susan to car for my fur baby whenever I need to travel.

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Connie M.
Sitter Profile Image: Cammie R.
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Cammie R.
from
$20
per visit
5 out of 5.0 stars
19 reviews
5 repeat clients
6 years of experience
Ballwin, MO, 63021

It was nice to be at ease while at our son’s wedding knowing our dogs were in good hands. Thanks Cammie!

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Tracy B.
Sitter Profile Image: Blanca B.
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Blanca B.
from
$24
per visit
5 out of 5.0 stars
4 reviews
18 years of experience
Ballwin, MO, 63021

About: Choosing someone to care for your dog is a big decision, and you want peace of mind knowing they're in capable, loving hands. I've had the pleasure of caring for many dogs over the years, both in their own homes and in mine. This experience has taught me how to truly care for dogs, making sure they feel happy, safe, and loved. You can rest assured your dog will be well-cared for, receiving plenty of attention, playtime, and comfort. Since I work from home, your dog seamlessly becomes part of my day! They'll get consistent attention and supervision because I'm around most of the time. This means no long stretches of being alone; instead, they'll be right in the mix of a lively, active household. We'll fit in plenty of potty breaks, playtime, and even just cozy lounging nearby while I'm at my desk. My schedule is super flexible, so it's easy to make sure they get their walks, meals, and individual play sessions right on time. When caring for pets, I treat them like part of the family—whether in my home or yours. I follow their usual routine, including feeding, walks, playtime, and any special instructions you provide. In my home, we have a fully fenced-in yard for safe outdoor play, and I can easily crate your dog if needed or requested. I provide a clean, secure, and comfortable environment where your pet can feel at ease. In your home, I’m respectful of your space while making sure your pet feels safe and loved. I also send regular updates with messages and photos so you can relax knowing your pet is in good hands.

Sitter Profile Image: Hannah D.
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Hannah D.
from
$20
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
14 years of experience
Ballwin, MO, 63021

About: I have been caring for dogs since I was just a pup! I have two babies of my own and understand the importance of having a trustworthy person to support them when you can’t. My dogs are members of the family and I can ensure that yours will be the same when they’re in our care. I am fluent in walking, stimulation, play and nurture. Please allow me to go on patrol when you need to pawz! I am a teacher, so I am available to cater to your babies on weekends full time, and have limited availability throughout the week. I have the summers off, so I am also available daily to give your babies the attention they deserve! We have a fenced in backyard at our home location and two of my own dogs to keep your baby busy! Our basement has a doggy designed space created with our fur babies specifically in mind. Your fur baby will be able to roam freely and enjoy our space both indoor and outdoor. I could also easily crate your baby if that is your wish.

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Sitter Profile Image: Alycia H.
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Sitter Profile Image: Alycia H.
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Alycia H.
Rover 101
Star Sitter

Compassionate & Convenient Pet Care
Kirkwood, MO, 63122
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
87 reviews
28 repeat clients
Profile image

Alycia did an amazing job taking care of my pups while I was away. She even came out during snow and freezing temperatures. I would definitely recommend her.

Availability updated 2 days ago
Sitter Profile Image: Callie L.
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Sitter Profile Image: Callie L.
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Callie L.
Rover 101
Star Sitter

Pro dog lover at your service!
Chesterfield, MO, 63017
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
51 reviews
18 repeat clients
Profile image

Callie did a great job keeping us informed of her drop-in visits with our dog. We were happy to see the pics. We will book with Callie again!

Availability updated today
Sitter Profile Image: Jessica L.
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Sitter Profile Image: Jessica L.
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Jessica L.
Star Sitter

Will send frequent updates!
Ballwin, MO, 63021
2.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
64 reviews
28 repeat clients
Profile image

I highly recommend Jessica! Jessica does a wonderful job caring for pets! She videos her visits and keeps the owner posted in a timely manner. My quirky dogs enjoyed her visits so much! She provided scheduled medications and feedings and potty breaks as requested during stormy weather and hectic holiday schedules! How wonderful to be able to have our pets at home with someone so professional and reliable! We will call on her again

Availability updated 9 days ago
Sitter Profile Image: Kiffin M.
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Sitter Profile Image: Kiffin M.
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Kiffin M.
Star Sitter

Dog Lover Excited to Play
Des Perese, MO, 63131
5.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
98 reviews
13 repeat clients
Profile image

Excellent care and lots of TLC for our new puppy! Kiffin will treat your pet like her own! Will definitely request her again for future visits.

Availability updated 3 days ago
Sitter Profile Image: Kate B.
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Sitter Profile Image: Kate B.
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Kate B.
Star Sitter

Best dog momma ever!
Fenton, MO, 63026
5.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
24 reviews
8 repeat clients
Profile image

I love Kate! Very friendly and her communication is consistent. She constantly sent pictures and Bailey loved her. Definitely helped ease my nerves in leaving her behind. Will be using her again for sure.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Barbara B.
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Sitter Profile Image: Barbara B.
Verified Background Check

Barbara B.
Rover 101

Retired, pet lover!
Ballwin, MO, 63021
1.7 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
99 reviews
27 repeat clients
Profile image

I am always impressed with Barb's care for my 2 cats. She finds out their preferences and caters to them. She spends time both helping them feel comfortable with her for affection and plenty of play time. She is observant of behaviors and communicated each visit with many photos and updates. Plus, she is a pleasure to work with herself!

Availability updated today
Sitter Profile Image: Amy N.
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Sitter Profile Image: Amy N.
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Amy N.
Star Sitter

Loving home of dog lovers!
Manchester, MO, 63011
0.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
32 reviews
17 repeat clients
Profile image

Amy is lovely, caring, and flexible. I am so lucky to have found her to care for my super senior dog who can’t be alone anymore while we are away at work.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Bella D.
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Sitter Profile Image: Bella D.
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Bella D.

10+ years experience! Reliable
Ballwin, MO, 63011
0.8 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 4.8 stars
7 reviews
2 repeat clients
Profile image

You can depend on Bella to arrive on time and to take great care of your animals & home. She communicates well and is a sweet, honest person. Bella treated my chickens and dog like they were her own.

Availability updated 8 days ago
Sitter Profile Image: Nikki W.
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Sitter Profile Image: Nikki W.
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Nikki W.

Love is a four legged word!
Ballwin, MO, 63021
3.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
56 reviews
32 repeat clients
Profile image

Awesome is the perfect word to describe her! She was available last minute when my wife went into labor. She took such good care of our babies. Would recommend to anyone asking for pet care.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Paige W.
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Sitter Profile Image: Paige W.
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Paige W.

What would we do without our pets!
Ballwin, MO, 63021
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
6 reviews
4 repeat clients
Profile image

This was our first time looking for a sitter in MO and picked well! She addressed my main concern while gone which was locating the hiding cat-not an easy feat! We will definitely be using her again!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Charles F.
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Sitter Profile Image: Charles F.
Verified Enhanced Background Check

Charles F.
Rover 101

Fur real, I've got this!
Ballwin, MO, 63021
1.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
11 reviews
Profile image

Charles really knows his dog stuff! He was also readily available every last minute for my senior boy. I would recommend him to everyone nearby!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Danny & Jennifer C.
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Sitter Profile Image: Danny & Jennifer C.
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Danny & Jennifer C.
Star Sitter

WFH Programmer Loves Cats & Dogs!
Des Peres, MO, 63131
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
101 reviews
13 repeat clients
Profile image

This was my first time using a pet sitter and it couldn’t have gone any better. Danny and Jennifer were wonderful! They’re very communicative and let me know exactly what was going on with my older dog and sent lots of pictures. It really set my mind at ease knowing she was being so well cared for. 10/10 would highly recommend them.

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mason C.
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Sitter Profile Image: Mason C.
Verified Enhanced Background Check

Mason C.
Star Sitter

Your Pet's Second Best Friend
Ballwin, MO, 63011
2.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
26 reviews
6 repeat clients
Profile image

We recently hired Mason to take care of our Labrador, Jet, while we were away, and we couldn't be happier with his service. Mason was professional, caring, and went above and beyond to ensure Jet was well looked after. He provided us with regular updates and photos, which gave us peace of mind. Jet clearly loved spending time with Mason, and we returned to a happy and healthy pet. We highly recommend Mason to anyone in need of a reliable and loving pet sitter. He is truly a five-star caregiver!

Availability updated 22 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Hollis W.
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Sitter Profile Image: Hollis W.
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Hollis W.
Star Sitter

An animal lover and happy to help!
Ballwin, MO, 63011
1.6 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
23 reviews
7 repeat clients
Profile image

Hollis is the best! I am a travel nurse, and am out of town half of the week. I’ve got 2 very elderly cats, each doing their own thing, and Hollis takes care of them every week. She is amazing with them. My cats love her and I always come home to them being happy and well cared for ❤️

Availability updated 79 days ago
Sitter Profile Image: Alicia S.
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Sitter Profile Image: Alicia S.
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Alicia S.
Star Sitter

A loving home for your fur baby
Ballwin, MO, 63011
2.0 mi. away
Boarding, Drop-In Visits
from
$13
per visit
5 out of 5.0 stars
13 reviews
4 repeat clients
Profile image

Alicia was a great sitter. Took awesome care of our puppies and was an awesome communicator. She performed all the puppy duties and counted everything through rover including all the walks. I highly recommend Alicia!. Loved the pictures

Availability updated 33 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Finnley W.
Verified Enhanced Background Check
Sitter Profile Image: Finnley W.
Verified Enhanced Background Check

Finnley W.

Let me love your dog for you!
Manchester, MO, 63021
1.9 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
3 reviews

If you're looking for someone who will care for your pets like they’re her own, look no further than Finnley Wright. I have the privilege and honor of being Finnley’s mom and I can say without hesitation that she is one of the most dependable and hard-working people I know. Whether it’s showing up early, staying late, or going the extra mile to make sure everything is just right, Finnley brings a level of commitment that gives total peace of mind. What truly sets her apart, though, is her deep love and compassion for animals—especially dogs. She has a natural way with them, earning their trust quickly and treating them with the perfect mix of kindness, attentiveness, and playful energy. Finnley understands that pets are family, and she takes that responsibility seriously. If you want a dog walker or pet sitter who is reliable, loving, and absolutely trustworthy, Finnley is your person. Your pets will thank you!

Availability updated 5 days ago
Sitter Profile Image: Susan K.
Verified Background Check
Sitter Profile Image: Susan K.
Verified Background Check

Susan K.
Star Sitter

Friendly, fun vacation for your pet
Ballwin, MO, 63011
1.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
76 reviews
22 repeat clients
Profile image

Susan took such great care of my little fur baby while I was away for the holidays. She kept me updated with her visits and I knew my little Kiwi was in a great, loving hands while I was gone. I highly recommend Susan if you want someone who truly loves dogs and who'll care for them like they're her own. I will be using Susan to car for my fur baby whenever I need to travel.

Availability updated 3 days ago
Sitter Profile Image: Cammie R.
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Sitter Profile Image: Cammie R.
Verified Enhanced Background Check

Cammie R.

Life's so much better with a pet!!!
Ballwin, MO, 63021
1.7 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
19 reviews
5 repeat clients
Profile image

It was nice to be at ease while at our son’s wedding knowing our dogs were in good hands. Thanks Cammie!

Availability updated 12 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Blanca B.
Verified Enhanced Background Check
Sitter Profile Image: Blanca B.
Verified Enhanced Background Check

Blanca B.

Reliable & Loving Pet Sitter/Walker
Ballwin, MO, 63021
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$24
per visit
5 out of 5.0 stars
4 reviews

Blanca B. walked both of our dogs, and she was absolutely wonderful! She is super nice, caring, and attentive—our pups loved her right away. Blanca always made sure they were safe and happy during their walks, and she genuinely cares about animals. I highly recommend her to any pet parent looking for a trustworthy and loving dog walker. She’s truly an awesome human being!

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Hannah D.
Verified Enhanced Background Check
Sitter Profile Image: Hannah D.
Verified Enhanced Background Check

Hannah D.

PawzPatrol: You pawz, we patrol!
Ballwin, MO, 63021
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
6 reviews
1 repeat client

Hannah is an exceptional pet caregiver! With her attentive nature and genuine love for animals, she goes above and beyond to ensure pets are happy and well-cared for. Highly recommended!

Availability updated 10 months ago

Winchester pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Kind, helpful, clear communicator, reliable and loving to my best boy. No hesitation to rehire or recommend Alicia. Thank you again.

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Kandi M.
Drop-In Visits
5 out of 5.0 stars

Jillian was super w the doggos. They seemed super happy in all the photos she kept me updated with. Definitely will book again! Highly recommend!

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James F.
Drop-In Visits
5 out of 5.0 stars

Charles was very responsive. He sent pictures from each visit:) We would highly recommend him. Our dog is a pit ull mix and can be a little high strung. Charles interacted well with her.

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julie p.
Drop-In Visits
5 out of 5.0 stars

You can count on Bella to take great care of your home and pets while you are away. She responds quickly to messages and works hard.

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Joanne H.
Drop-In Visits
5 out of 5.0 stars

Gabrielle was awesome with Roadie and would recommend to anyone needing a dog sitter. Was nice and very easy to communicate with through it all.

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Seth O.
Drop-In Visits
5 out of 5.0 stars

Kelsey took such good care of the pups and is a lovely person. Anyone would be lucky to have her watch their pups!

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David U.
Drop-In Visits
5 out of 5.0 stars

Cynthia was awesome! We video chatted prior to the visits and my daughter showed her how to mix the food for Geico, the crested gecko. We also showed her the 2 tanks so she would know what to look for. Cynthia sent us pics from her visit which was appreciated. Since these drop ins were for 2 geckos Cynthia was the perfect person because she has a bearded dragon and experience with reptiles. Highly recommend Cynthia, especially if your pet is not the norm!

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Cindy M.
Drop-In Visits
5 out of 5.0 stars

Morgan was on time, sent me a picture and gave my two dogs a great break in the middle of their day. She made time for a meet and greet on short notice which I really appreciated.

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Pat D.
Drop-In Visits
5 out of 5.0 stars

Paige was awesome. Timely. Friendly. Updated me along the way. Was so sweet and gentle with my elderly dog! She even got the mail and took our trash cans to the curb!

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Michelle A.
Drop-In Visits
5 out of 5.0 stars

Second time using Abbey and will continue to use her. Always shows up on time and takes great care of the cattos. The place even smells good like she cleaned lol. Sweet girl, super friendly, and great with pets!

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Tarek T.
Drop-In Visits
5 out of 5.0 stars

I have rebooked with Natalie multiple times. If it is one cat or three she will take care of them. She also sends pictures which is so appreciated when I’m not there. Thank you Natalie! ❤️🐈

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Marye D.
Drop-In Visits
5 out of 5.0 stars

Ashley was AMAZING! Emi was very happy and very well taken care of. Ashley made sure to make some time for play and cuddles and was very responsive. She even went out of her way to clean anything in the space that needed cleaning up, took out the trash, and wiped Emi’s messes without me asking. Super trustworthy and a fantastic experience!

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Camila D.
Drop-In Visits
5 out of 5.0 stars

We were very pleased with how Connor took care of our almost 17-year old dog. He was responsible, easy to work with, took initiative and his communication was excellent. His daily updates and pictures gave us peace of mind while we were gone. We will be happy to have him take care of Benji in the future.

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Rose B.
Drop-In Visits
5 out of 5.0 stars

I was worried about letting a stranger watch my dog but my fears were settled the first day. She obviously loves animals. She sent great pictures of them having fun and left me some Polaroid pictures with a nice thank you card the first day. The rest of the week went great to. She showed up at the right time and spent extra time with him. Did everything I asked her to do and we communicate great about needs my dog had during the week. I highly recommend her.

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D E.
Drop-In Visits
5 out of 5.0 stars

Taylor is absolutely wonderful! We are really looking forward to having her watch our dogs and cats while we’re away on vacation, and wanted to have her come and hang out with them for a drop in - she made time for us, played with our pups and helped me feel so much more relaxed about being away from our babies for a whole week. I’m so grateful that we found her!

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Karissa B.
Drop-In Visits
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The median cost per night for pet sitting in Winchester is $20

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Sitters in Winchester average 6 repeat pet sitting clients

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