House Sitting In Winchester, MO

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Top rated Winchester house sitters

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Sitter Profile Image: Kayla A.
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Kayla A.
Star Sitter
from
$45
per night
5 out of 5.0 stars
62 reviews
20 repeat clients
7 years of experience
St. Louis, MO, 63131

Kayla is an amazingly awesome sitter, she sent many pics keeping me updated thought out her stay watching our pets. She truly went above and beyond. Highly recommend!

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Summer M.
Sitter Profile Image: Callie L.
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Callie L.
Star Sitter
from
$50
per night
5 out of 5.0 stars
41 reviews
16 repeat clients
15 years of experience
Chesterfield, MO, 63017

Callie did a fantastic job of caring for Maybel and our home while we were out of the country for an extended period of time. She treated our dog and our home as if they were her own. We got daily updates and photos too!

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Calli W.
Sitter Profile Image: Alex F.
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Alex F.
Star Sitter
from
$60
per night
5 out of 5.0 stars
116 reviews
37 repeat clients
25 years of experience
Chesterfield, MO, 63017

Alex and Christina were very sweet. They sent lots of updates and spent a lotttt of time with our separation-anxiety cat while we were away for the week, and she seemed perfectly content when we returned home! We were glad to have them to help us!

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Maisy E.
Sitter Profile Image: Faith W.
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Faith W.
from
$40
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
5 years of experience
Ballwin, MO, 63011

Faith was amazing! She took such great care of our dogs and her communication was so great! We were able to relax and know our dogs were taken care of while we were gone!

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Amanda E.
Sitter Profile Image: ROSEMARY B.
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ROSEMARY B.
from
$40
per night
5 out of 5.0 stars
10 reviews
1 repeat client
30 years of experience
Chesterfield, MO, 63017

Great sitter. Rosemary sent photos and communicated frequently. Most importantly, she seemed to truly enjoy working with Sydney. Our dog can be a little difficult sometimes and we often come back to a dehydrated, depressed pup. She seemed to be in great spirits and that’s a credit to Rosemary. Would definitely recommend!

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Clint M.
Sitter Profile Image: Lauren S.
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Lauren S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
43 reviews
10 repeat clients
3 years of experience
St. Louis, MO, 63141

Lauren was so great with our stubborn bull dog. She is excellent with communication and provided regular updates while we were gone which was so helpful. We knew our pup was in great hands with her. We would definitely recommend her!

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Allison M.
Sitter Profile Image: Abby G.
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Abby G.
from
$45
per night
5 out of 5.0 stars
26 reviews
9 repeat clients
20 years of experience
Fenton, MO, 63026

Super sweet dog-sitter! The dogs loved her. And we appreciate her so much! Abby communicated well and set our hearts at ease. We were able to have a wonderful weekend away knowing the dogs were in great care with Abby. Will hire again!

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Deanna V.
Sitter Profile Image: Katie B.
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Katie B.
from
$40
per night
5 out of 5.0 stars
19 reviews
2 repeat clients
20 years of experience
Kirkwood, MO, 63122

Katie house sat for us and loved on our lab, Fran! She is probably one of the best communicators and sent frequent pictures and videos throughout our 6 day vacation. She was also kind, courteous, and trustworthy. We will definitely reach out to Katie for our next vacation when Fran needs care!

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Courtney R.
Sitter Profile Image: Audrey B.
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Audrey B.
from
$45
per night
5 out of 5.0 stars
63 reviews
30 repeat clients
15 years of experience
Chesterfield, MO, 63017

Audrey (and her friend Devin) were amazing! She was very flexible with arrival and departure times for our Moose, a 3 year old pup, who loved playing with her fur baby, Duke, as well! She was able to stop by our home twice before the dates we needed her for to meet her and her fur baby and they were both very sweet. Audrey updated me while I was away to ensure my dog was okay and also was very great with giving him plenty of love and attention all throughout the day! Moose was very tired the next day so I know she got plenty of play time and exercise in during her stay. We came home to a clean house that was exactly how we left it. Audrey was overall was very accomodating, sweet, trustworthy, and made it very easy for me to feel comfortable leaving my pup. Thank you Audrey and Devin! Moose can't wait to see you again next weekend ?

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Chelsea E.
Sitter Profile Image: Perrin W.
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Perrin W.
from
$48
per night
5 out of 5.0 stars
7 reviews
1 repeat client
40 years of experience
Ballwin, MO, 63021

She took great care of my kitties while I was out of town! She sent pictures often and left my house in wonderful condition. I would absolutely trust her again to take care of my fur babies.

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Erin V.
Sitter Profile Image: Amber K.
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Amber K.
Star Sitter
from
$63
per night
5 out of 5.0 stars
15 reviews
6 repeat clients
10 years of experience
Ballwin, MO, 63021

Amber was absolutely the best!! J never had to wonder how things were going, she kept me updated with pictures and videos the whole time. I think my pets like her more than me at this point- highly recommend and will definitely be having her pet sit for me again!

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Rachael F.
Sitter Profile Image: Reilly F.
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Reilly F.
from
$30
per night
5 out of 5.0 stars
2 reviews
11 years of experience
Ellisville, MO, 63011

Reilly was great! She sent updates and took great care of our dog! Will definitely book again.

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Sara V.
Sitter Profile Image: Jason K.
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Jason K.
from
$30
per night
35 years of experience
Ballwin, MO, 63021

About: I treat pets like family – Every walk, meal, and cuddle comes with genuine love and care. I offer overnight stays – Giving pets comfort in their own home (or yours) while their humans are away. I am reliable and trustworthy – Always on time, communicative, and consistent—clients can relax knowing their pets are in safe hands. I specialize in dogs and cats – Confident, experienced care for both, from walks to purr therapy. I build bonds – Pets love me! I am not just a sitter—I am their second-best friend. I am detail-oriented – Meds, feeding schedules, routines—I don’t miss a thing. I go the extra mile – Whether it's cleaning up messes, sending photo updates, or squeezing in a few extra belly rubs, I do it all with heart. I currently work from home, which allows me time to spoil your furry friend and give them the love and attention that they all deserve. Daily Basics Feed on time (follow the owner's instructions exactly—type of food, portion size, schedule) Fresh water always available Daily walks & exercise tailored to the dog’s age, breed, and energy level Bathroom breaks regularly, especially in the morning, after meals, and before bed 🧠 Mental & Emotional Care Playtime with toys or games they enjoy Affection & attention (petting, brushing, cuddles—if they like it) Stick to routine to reduce anxiety while their owner is away 🏥 Health & Safety Watch for signs of illness or distress (vomiting, limping, excessive barking, etc.) Give meds if needed (make sure you're trained and authorized) Keep dogs leashed or fenced—never assume recall is perfect

Sitter Profile Image: Cynthia S.
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Cynthia S.
from
$40
per night
5 out of 5.0 stars
6 reviews
30 years of experience
Ballwin, MO, 63021

Cynthia is amazing. Thoughtful, communicative, flexible. My dogs fell in love with her immediately and I felt such peace of mind knowing how well she was caring for my babies. Cynthia went well over above and beyond and I would recommend her to anyone who will listen. Thank you Cynthia!! 💚💚

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Cassandra H.
Sitter Profile Image: Kayla J.
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Kayla J.
from
$60
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
8 years of experience
Manchester, MO, 63021

Kayla was great! Followed all our instructions and sent tons of pics!

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Victoria C.
Sitter Profile Image: Aymee S.
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Aymee S.
from
$26
per night
5 years of experience
Manchester, MO, 63021

Great communicator!

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Victoria C.
Sitter Profile Image: Kate M.
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Kate M.
from
$50
per night
5 out of 4.9 stars
10 reviews
3 repeat clients
20 years of experience
Ballwin, MO, 63011

I had complete confidence in Kate since our first meet and greet with the pups. She took her time to earn their trust and the whole pack agreed she was the one.

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Amee V.
Sitter Profile Image: Alisa G.
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Alisa G.
from
$60
per night
5 out of 5.0 stars
16 reviews
5 repeat clients
15 years of experience
Ballwin, MO, 63021

Alisa was able to help lucky last minute and we are very appreciative. Thank you for taking such good care of him and sending pics.

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Megan D.
Sitter Profile Image: Emma N.
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Emma N.
from
$62
per night
5 out of 5.0 stars
2 reviews
1 repeat client
11 years of experience
Ballwin, MO, 63021

Emma is the best! Sherman loved loved loved being able to spend time with her! House was so clean & everything went perfect!

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Brooklynn D.
Sitter Profile Image: Margaret O.
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Margaret O.
from
$27
per night
5 out of 5.0 stars
2 reviews
1 repeat client
15 years of experience
Ballwin, MO, 63021

Did a great job , thank you for pics znd updates !

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Scott W.
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Sitter Profile Image: Kayla A.
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Sitter Profile Image: Kayla A.
Verified Background Check

Kayla A.
Star Sitter

Dog-Walker & Animal Lover! 🌻
St. Louis, MO, 63131
4.3 mi. away
House Sitting, Drop-In Visits
from
$45
per night
5 out of 5.0 stars
62 reviews
20 repeat clients
Profile image

Kayla is an amazingly awesome sitter, she sent many pics keeping me updated thought out her stay watching our pets. She truly went above and beyond. Highly recommend!

Availability updated 6 days ago
Sitter Profile Image: Callie L.
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Sitter Profile Image: Callie L.
Verified Enhanced Background Check

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
$50
per night
5 out of 5.0 stars
41 reviews
16 repeat clients
Profile image

Callie did a fantastic job of caring for Maybel and our home while we were out of the country for an extended period of time. She treated our dog and our home as if they were her own. We got daily updates and photos too!

Availability updated today
Sitter Profile Image: Alex F.
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Sitter Profile Image: Alex F.
Verified Background Check

Alex F.
Star Sitter

Loving Pet Sitter!
Chesterfield, MO, 63017
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
116 reviews
37 repeat clients
Profile image

Alex and Christina were very sweet. They sent lots of updates and spent a lotttt of time with our separation-anxiety cat while we were away for the week, and she seemed perfectly content when we returned home! We were glad to have them to help us!

Availability updated yesterday
Sitter Profile Image: Faith W.
Verified Enhanced Background Check
Sitter Profile Image: Faith W.
Verified Enhanced Background Check

Faith W.

Familiar with all kinds of animals
Ballwin, MO, 63011
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Faith was amazing! She took such great care of our dogs and her communication was so great! We were able to relax and know our dogs were taken care of while we were gone!

Availability updated 3 days ago
Sitter Profile Image: ROSEMARY B.
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Sitter Profile Image: ROSEMARY B.
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ROSEMARY B.

Animal Lover will love yours, too!!
Chesterfield, MO, 63017
3.9 mi. away
Boarding, House Sitting
from
$40
per night
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Great sitter. Rosemary sent photos and communicated frequently. Most importantly, she seemed to truly enjoy working with Sydney. Our dog can be a little difficult sometimes and we often come back to a dehydrated, depressed pup. She seemed to be in great spirits and that’s a credit to Rosemary. Would definitely recommend!

Availability updated yesterday
Sitter Profile Image: Lauren S.
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Sitter Profile Image: Lauren S.
Verified Enhanced Background Check

Lauren S.
Star Sitter

My childhood dream come true! | WFH
St. Louis, MO, 63141
5.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
43 reviews
10 repeat clients
Profile image

Lauren was so great with our stubborn bull dog. She is excellent with communication and provided regular updates while we were gone which was so helpful. We knew our pup was in great hands with her. We would definitely recommend her!

Availability updated 7 days ago
Sitter Profile Image: Abby G.
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Sitter Profile Image: Abby G.
Verified Enhanced Background Check

Abby G.

Expert Animal Lover <3
Fenton, MO, 63026
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
26 reviews
9 repeat clients
Profile image

Super sweet dog-sitter! The dogs loved her. And we appreciate her so much! Abby communicated well and set our hearts at ease. We were able to have a wonderful weekend away knowing the dogs were in great care with Abby. Will hire again!

Availability updated 23 days ago
Sitter Profile Image: Katie B.
Verified Enhanced Background Check
Sitter Profile Image: Katie B.
Verified Enhanced Background Check

Katie B.

An animal lover you can trust ♡
Kirkwood, MO, 63122
6.0 mi. away
House Sitting
from
$40
per night
5 out of 5.0 stars
19 reviews
2 repeat clients
Profile image

Katie house sat for us and loved on our lab, Fran! She is probably one of the best communicators and sent frequent pictures and videos throughout our 6 day vacation. She was also kind, courteous, and trustworthy. We will definitely reach out to Katie for our next vacation when Fran needs care!

Availability updated 3 days ago
Sitter Profile Image: Audrey B.
Verified Enhanced Background Check
Sitter Profile Image: Audrey B.
Verified Enhanced Background Check

Audrey B.
Rover 101

Come Join My Woof Pack!
Chesterfield, MO, 63017
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
63 reviews
30 repeat clients
Profile image

Audrey (and her friend Devin) were amazing! She was very flexible with arrival and departure times for our Moose, a 3 year old pup, who loved playing with her fur baby, Duke, as well! She was able to stop by our home twice before the dates we needed her for to meet her and her fur baby and they were both very sweet. Audrey updated me while I was away to ensure my dog was okay and also was very great with giving him plenty of love and attention all throughout the day! Moose was very tired the next day so I know she got plenty of play time and exercise in during her stay. We came home to a clean house that was exactly how we left it. Audrey was overall was very accomodating, sweet, trustworthy, and made it very easy for me to feel comfortable leaving my pup. Thank you Audrey and Devin! Moose can't wait to see you again next weekend ?

Availability updated 8 days ago
Sitter Profile Image: Perrin W.
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Sitter Profile Image: Perrin W.
Verified Enhanced Background Check

Perrin W.

I grew up with pets, love them
Ballwin, MO, 63021
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

She took great care of my kitties while I was out of town! She sent pictures often and left my house in wonderful condition. I would absolutely trust her again to take care of my fur babies.

Availability updated 2 days ago
Sitter Profile Image: Amber K.
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Sitter Profile Image: Amber K.
Verified Enhanced Background Check

Amber K.
Star Sitter

Expert Care for Every Dog
Ballwin, MO, 63021
2.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$63
per night
5 out of 5.0 stars
15 reviews
6 repeat clients
Profile image

Amber was absolutely the best!! J never had to wonder how things were going, she kept me updated with pictures and videos the whole time. I think my pets like her more than me at this point- highly recommend and will definitely be having her pet sit for me again!

Availability updated 11 days ago
Sitter Profile Image: Reilly F.
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Sitter Profile Image: Reilly F.
Verified Enhanced Background Check

Reilly F.

Reliable & Loving Pet Sitter
Ellisville, MO, 63011
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 5.0 stars
2 reviews
Profile image

Reilly was great! She sent updates and took great care of our dog! Will definitely book again.

Availability updated today
Sitter Profile Image: Jason K.
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Sitter Profile Image: Jason K.
Verified Enhanced Background Check

Jason K.

"Loving Care When You're Not There"
Ballwin, MO, 63021
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
1 review

Jason has watched my pups on several occasions. I have an elderly 14 year old pup, that moves a little slower, and Jason has all the patience with her on their walks as she enjoys sniffing all the things. He has also cared for my pup with epilepsy and provides snuggles and tennis ball plays to keep him engaged and his energy in check. I know my pups are well cared for and they enjoy Jason spending time with them as they are quick to greet him and bring him a toy to play with or belly up for some scratches and ear rubs. I highly recommend Jason if you need a pet sitter!

Availability updated 8 days ago
Sitter Profile Image: Cynthia S.
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Sitter Profile Image: Cynthia S.
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Cynthia S.

Flexible schedule, any type of pet!
Ballwin, MO, 63021
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
6 reviews
Profile image

Cynthia is amazing. Thoughtful, communicative, flexible. My dogs fell in love with her immediately and I felt such peace of mind knowing how well she was caring for my babies. Cynthia went well over above and beyond and I would recommend her to anyone who will listen. Thank you Cynthia!! 💚💚

Availability updated today
Sitter Profile Image: Kayla J.
Verified Enhanced Background Check
Sitter Profile Image: Kayla J.
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Kayla J.

Lover of all animals (:
Manchester, MO, 63021
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
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Kayla was great! Followed all our instructions and sent tons of pics!

Availability updated yesterday
Sitter Profile Image: Aymee S.
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Sitter Profile Image: Aymee S.
Verified Enhanced Background Check

Aymee S.

Paws, Relax, I've Got Your Pet
Manchester, MO, 63021
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$26
per night
5 reviews
Profile image

Great communicator!

Availability updated 24 days ago
Sitter Profile Image: Kate M.
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Sitter Profile Image: Kate M.
Verified Enhanced Background Check

Kate M.

Dog trainer in training 🫡
Ballwin, MO, 63011
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.9 stars
10 reviews
3 repeat clients
Profile image

I had complete confidence in Kate since our first meet and greet with the pups. She took her time to earn their trust and the whole pack agreed she was the one.

Availability updated 33 days ago
Sitter Profile Image: Alisa G.
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Sitter Profile Image: Alisa G.
Verified Enhanced Background Check

Alisa G.

Reliable Pet Sitter For Any Pet!
Ballwin, MO, 63021
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
16 reviews
5 repeat clients
Profile image

Alisa was able to help lucky last minute and we are very appreciative. Thank you for taking such good care of him and sending pics.

Availability updated today
Sitter Profile Image: Emma N.
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Sitter Profile Image: Emma N.
Verified Enhanced Background Check

Emma N.

Loving, Reliable Pet + Home Care
Ballwin, MO, 63021
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$62
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Emma is the best! Sherman loved loved loved being able to spend time with her! House was so clean & everything went perfect!

Availability updated 22 days ago
Sitter Profile Image: Margaret O.
Verified Enhanced Background Check
Sitter Profile Image: Margaret O.
Verified Enhanced Background Check

Margaret O.

Teacher on Summer Break
Ballwin, MO, 63021
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Did a great job , thank you for pics znd updates !

Availability updated 3 days ago

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