House Sitting in Winchester

Find a loving house sitter to watch over your pets and your home.

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Top rated Winchester house sitters

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

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Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
22 reviews
3 repeat clients
20 years of experience
Glenpool, OK, 74033

Jennifer did a great job with our Maggie. She was punctual, professional, left my home clean, and was very communicative. I would highly recommend!

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Elizabeth R.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$30
per night
5.0 out of 5.0 stars
5 reviews
2 repeat clients
20 years of experience
Bixby, OK, 74008

About: You have my word I will take good care of your animals while away and will treat them as my own, I have worked 31 years in the medical field and have raises guinea pigs, rabbits, fish, dogs, cats, birds, so have a lot of experience with animals. I live alone and flexible, work from home full time, can check on pets before work- lunch hour and after work during week and available weekends I will need to come to your home to take care of animals in their home environment- I can check on them morning , lunch hour or after work and weekends are open - feed water walks clean up after etc I am looking forward to spoiling your pet babies!!!

Sitter Profile Image: Ryan R.
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Ryan R.
Star Sitter
from
$20
per night
5.0 out of 5.0 stars
16 reviews
2 repeat clients
13 years of experience
Sapulpa, OK, 74066

My dogs were friendly and playful with Ryan immediately upon meeting, which I take to be a good sign. Ryan was friendly, transparent and communicated well. I’ll happily be a returning customer.

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sheldon h.
Sitter Profile Image: Rosalie B.
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Rosalie B.
from
$35
per night
5.0 out of 5.0 stars
11 reviews
10 years of experience
Tulsa, OK, 74133

Very good care was given to my pups

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David R.
Sitter Profile Image: Christian E.
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Christian E.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
15 reviews
7 repeat clients
1 year of experience
Broken Arrow, OK, 74014

An excellent house and pet sitter. We can count on Christian to take care of our pets and house. He communicated well and assisted with deliveries and house services. We hope he can come back again and he get our highest recommendation.

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Michael S.
Sitter Profile Image: Addie G.
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Addie G.
from
$35
per night
4.9 out of 5.0 stars
11 reviews
1 repeat client
8 years of experience
Tulsa, OK, 74105

Addie was exceptional in every way. She asked questions, followed my instructions and constantly kept me updated on Bella. I would highly recommend her and will definitely use her again!

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Callvina C.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$50
per night
20 years of experience
Jenks, OK, 74037

About: I’m a lifelong dog lover with an energetic, cuddly 4-year-old goldendoodle. We enjoy daily walks, playtime, and cozy evenings. I can guarantee giving your pet loving and reliable care! ❤️ I work full time Monday-Thursday. My hubby is home during the days, and I am home during the evenings. Your dog will only be alone for 2 hours at the most during the day! I have a fenced yard and a goldendoodle to keep your fur baby company (if they enjoy dog friends!). I can easily crate your dog if needed. Always supervised safe play and calm environment.

Sitter Profile Image: Amy M.
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Amy M.
from
$75
per night
5.0 out of 5.0 stars
21 reviews
7 repeat clients
35 years of experience
Okmulgess, OK, 74447

Amy is the best! So caring and loving to our dogs. Takes care of all of the animals needs and goes out of her way to make them happy/comfortable. The best updates and pictures. Highly recommend booking!

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Samantha G.
Sitter Profile Image: Adam P.
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Adam P.
from
$26
per night
5.0 out of 5.0 stars
28 reviews
14 repeat clients
6 years of experience
Tulsa, OK, 74137

Adam was the best! My boys are super clingy and he gave them both attention. He also took the laundry back and did it all and left the house cleaner than when I left. He will definitely be a go to sitter for me.

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Tina O.
Sitter Profile Image: Stacy C.
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Stacy C.
from
$40
per night
5.0 out of 5.0 stars
1 review
12 years of experience
Tulsa, OK, 74104

Stacy took exceptional care of my dog and cat for 4 days while I was on vacation. She went above and beyond by taking my dog on extra walks, hikes, and spent a lot of time with her. I’m very happy with her care and would recommend Stacy to anyone that wants a very happy puppy to come home to!

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Hannah S.
Sitter Profile Image: Maggie M.
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Maggie M.
from
$32
per night
1 repeat client
9 years of experience
Tulsa, OK, 74137

About: I have been around dogs and cats of all kinds my whole life. I am an experienced pet caretaker and have worked as a pet sitter and a dog daycare attendant At the moment I have flexible availability. I own quite a few cats of my own providing meals twice a day, litter box changes as well as medication and enrichment time I provide not only basic services (ie; walking, feeding) but I try to give the pets the best experience while their owners are away while giving pet parents peace of mind. I often send videos and pictures during visits as well. I will treat your pets as i would my own with any necessary responsibilities or requests.

Sitter Profile Image: Rebecca E.
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Rebecca E.
from
$35
per night
5.0 out of 5.0 stars
12 reviews
1 repeat client
10 years of experience
Tulsa, OK, 74132

Rebecca did great with our pups and all of the instructions. She stayed with them over and above what we asked her to, making our time away much less stressful.

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JUDY M.
Sitter Profile Image: Jaime S.
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Jaime S.
from
$55
per night
5.0 out of 5.0 stars
72 reviews
20 repeat clients
30 years of experience
Tulsa, OK, 74137

Jaime is great with my girls!! Her love for pets is obvious and it relieves a lot of stress knowing they’re getting their fun play time and lots of snuggles while I’m gone. I have booked her with advance notice and last minute for drop-ins and house sitting and is usually available for what I want/need.

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Michelle B.
Sitter Profile Image: Kassidy L.
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Kassidy L.
from
$25
per night
5.0 out of 5.0 stars
2 reviews
15 years of experience
Henryetta, OK, 74437

About: I’ve been caring for pets since I can remember and it’s truly a passion of mine. Over the past 11 + years, I’ve looked after cats, dogs, and small animals for friends, neighbors, and family. Whether it’s feeding, walking, giving medication, or just spending quality time, I treat every pet like they’re my own. I’m reliable, attentive, and always make sure your furry friend feels safe, loved, and happy while you’re away. I also keep pet parents updated with pictures and messages, so you never have to wonder how your pet is doing. I have 8 pets of my own that are all my top priority. I’m a big animal mom and know how important it is to take care of them and make sure that they are in good hands. I care for your pets by following your routine you have for them. I also keep the house tidy and will clean the liter box!

Sitter Profile Image: SJ B.
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SJ B.
Star Sitter
from
$60
per night
5.0 out of 5.0 stars
23 reviews
7 repeat clients
10 years of experience
Terlton, OK, 74081

We loved SJ and would definitely book again! SJ was extremely professional and took great care of our dog. He has anxiety so we appreciated that SJ stayed with him the whole time. She gave us updates each day and sent MANY pictures which we loved. SJ was reliable and we enjoyed the peace of mind that comes with such a professional sitter. We came home to a happy, healthy dog and a well cared for house. It was an excellent experience!

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Rachel N.
Sitter Profile Image: Madisen G.
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Madisen G.
from
$25
per night
11 years of experience
Henryetta, OK, 74437

About: What really sets me apart is the level of care and attention I give to every pet I look after. I treat each animal like my own making sure they feel safe, loved, and comfortable while their owners are away. I’m reliable, patient, and I take the time to learn each pet’s personality and routine so they get consistent care.I also have experience with puppy training helping with crate training, potty training, and basic commands as well as senior pet care, including administering medications, assisting with mobility, and providing extra comfort and attention. Whether it’s a playful puppy or an older dog who needs a gentle hand, I can adjust my care to meet their needs. Pet care fits easily into my routine since I work part-time. I have plenty of flexibility during the day and evenings to give pets the time and attention they need. Whether it’s walks, playtime, or cuddles, I make sure each pet gets consistent care and companionship throughout the week. When caring for pets in my client’s home, I do my best to keep their normal routine feeding, walks, playtime, and any special instructions so they feel comfortable and safe in their own space. I make sure they get plenty of attention, exercise, and affection while keeping their environment clean and stress free.If I’m caring for pets in my home, they’re treated just like part of the family. I provide a safe, cozy space with lots of love, play, and supervision. I always make sure they get the care, comfort, and consistency they deserve.

Sitter Profile Image: Amy K.
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Amy K.
from
$50
per night
4.7 out of 5.0 stars
6 reviews
1 repeat client
14 years of experience
Tulsa, OK, 74146

Amy showed constant love and caring toward Bailey.

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Rebecca L.
Sitter Profile Image: Emily H.
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Emily H.
from
$35
per night
5.0 out of 5.0 stars
4 reviews
10 years of experience
Jenks, OK, 74037

About: Hi, I’m Emily! I’m a lifelong animal lover with years of experience caring for dogs and cats of all ages and sizes. Whether your pet needs cuddles, playtime, or a long walk, I’ll treat them like family while you’re away. I work from home full-time and am able to work from anywhere! I have a flexible schedule that allows me to take breaks as needed to care for your furry friend. When I’m with your pet, they get my full attention. I stick closely to their routine, making sure they feel safe, loved, and stress-free. Whether it’s playtime, walks, feedings, or just quiet companionship, I tailor my care to fit each pet’s unique personality and needs. I’m patient, calm, and always alert to their comfort and well-being—because I know how important it is to feel at ease when you're away from your furry family.

Sitter Profile Image: Michelle A.
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Michelle A.
from
$25
per night
4.8 out of 5.0 stars
7 reviews
1 repeat client
30 years of experience
Tulsa, OK

Michelle was great with Zoey. She stayed overnights for 12 days. She was amazing with Zoey and she sent me pictures and videos of her daily. She even took her for a Starbucks for the Puparchino (not sure of spelling). Will defentially use Michelle again.

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Jackie Z.
Sitter Profile Image: Tate R.
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Tate R.
from
$30
per night
1 repeat client
10 years of experience
Sand Springs, OK, 74063

About: From trained service dog to scared abused pup we can help. I’ve trained my own service dog so I know the effort you have put in to train any pup any level. I also understand not every pup wants in my lap some just don’t want to be alone. I have also owned dogs who have limited use in their back legs to pups who have been hurt and now are scared of people. Your pups comfort comes first. If you want photos of your pup I can also do that. Memory and quieting the anxiety is important. I am currently working part time and saving up for college. I like to hang out with dogs in my free time, so taking care of your pets would be a priority. I love training pups but I can so just sit with your pup or we can play games. Walks are good for everyone as well.

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The median cost per night for house sitting in Winchester is $40

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Sitters in Winchester average 4
repeat house sitting clients

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