House Sitting in Chester

Find a loving dog sitter to watch your dog overnight in your home.

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Top rated Chester 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: Paige T.
Verified Enhanced Background Check
Paige T.
from
$30
per night
10 years of experience
Dell Rapids, SD, 57022

About: What sets me apart is my ability to care for dogs at every stage of life. I have special experience with puppies and can reinforce training routines like potty and crate training. I also provide attentive, patient care for senior dogs who may need extra monitoring and comfort. i am currently in college with prn jobs but i have plenty of time throughout the week to spend time taking care of your animals. When caring for pets in my home or a client’s home, I focus on keeping their routine as consistent and comfortable as possible. I follow the owner’s instructions for feeding schedules, exercise, medication if needed, and any specific care requirements. Pets receive plenty of attention, playtime, and supervision to make sure they feel safe and relaxed while their owner is away. For puppies, I help reinforce routines like potty training, crate training, and positive behaviors. For senior dogs, I provide a calmer environment, frequent check-ins, and extra attention to comfort and mobility. I also keep owners updated with messages and photos so they can feel confident that their pet is happy and well cared for.

Sitter Profile Image: Hope W.
Verified Background Check
Hope W.
from
$45
per night
12 years of experience
Crooks, SD, 57020

About: I’ve been around dogs and cats my entire life and have hands-on experience caring for pets of all ages, sizes, and personalities. Growing up with animals taught me how to read their behavior, provide daily care, and make them feel comfortable and safe. I have experience feeding, walking, cleaning up after pets, administering basic care, and giving them plenty of attention and exercise. I also have experience helping train puppies, including basic commands, leash manners, house-training routines, and positive reinforcement techniques. I enjoy working with young dogs and helping them learn good habits while building their confidence. I currently care for my own pets and understand how important it is to treat every animal as if they were my own. My goal is to provide dependable, loving care so pet owners can feel confident their pets are in good hands. Pet care fits easily into my daily routine because I have a flexible schedule and am available most weekdays, including mornings, afternoons, and evenings. This allows me to give pets the time, attention, and care they deserve, whether that means walks, playtime, feeding, check-ins, or overnight stays. While I generally prefer not to work weekends, I may be available on a case-by-case basis with advance notice. My goal is to provide reliable, attentive care and make sure pets feel comfortable, safe, and loved while their owners are away. When caring for pets in a client’s home, I do my best to keep their routine as normal as possible. I carefully follow all instructions regarding feeding schedules, exercise, medications, and any special needs. I make sure pets have fresh water, a clean environment, plenty of attention, and lots of love while their owners are away. I pay close attention to pets’ behavior and wellbeing and will communicate with owners if I notice anything unusual. I understand that trust is important when someone is caring for a beloved pet, so I treat every animal and home with respect and care. My goal is to provide a safe, comfortable, and stress-free experience for both pets and their owners.

Sitter Profile Image: Cassia B.
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Cassia B.
from
$30
per night
15 years of experience
Colton, SD, 57018

About: I have lived with and taken care of numerous animals in my life. Growing up on a farm gave me a love for animals and taught me how to properly care for them. I grew up living with cats, horses, dogs, etc. I currently have one cat named Blaze who is a part of the family. Due to Blaze being intolerant to dogs I will not be offering any in-home dog sitting services. I will be more than happy to take care of your family through drop-in playtime, walks, or overnight stays depending on your needs. I am currently enrolled at the local university pursuing a major in architecture. Through my career of personal aid visiting different families in need, I have become familiar with the neighborhoods around town as well as the parks you may want your pet to visit. I am looking forward to meeting you and your family. I currently work on the weekend, and I also attend college. This frees up a lot of my time during the week. I love helping out others and seeing the animals in our community. As mentioned I have one cat, he loves to engage in chase and will either chase me or a Lazer pointer. I will meet all of you requirements as well as provide cuddles and play.

Sitter Profile Image: Maren N.
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Maren N.
from
$29
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
12 years of experience
Colman, SD, 57017

Great communication, easy to work with, will use again.

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Barrett S.
Sitter Profile Image: Josephine S.
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Josephine S.
from
$36
per night
5.0 out of 5 stars
11 reviews
1 repeat client
20 years of experience
Brookings, SD, 57006

Our Bailey cries when she comes in the door. She had to pick her up as soon as Josephine puts down whatever she was holding. She is like family to us.

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Linda K.
Sitter Profile Image: Peyton M.
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Peyton M.
from
$25
per night
4.9 out of 5 stars
12 reviews
4 repeat clients
4 years of experience
Brookings, SD, 57006

I highly recommend Peyton for any pet care needs. She took great care of our lab when we were away for almost two weeks. Her messages, pictures and videos made it possible for us to enjoy our vacation without any concerns about our dog. She came and met him before we left, and assured me that she had him covered until we returned, in case we ran into any delays. Our dog enjoyed his vacation as much as we enjoyed ours, thanks to Peyton!

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Jodi H.
Sitter Profile Image: Anna K.
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Anna K.
from
$100
per night
4.8 out of 5 stars
21 reviews
6 repeat clients
5 years of experience
Sioux Falls, SD, 57106

Anna did a great job with our two puppies and under unusual circumstances because the maintenance people needed access to our townhome while she was there to fix an electrical issue so they were in an out. She was very communicative and it was great to have her. I’ve had her watch a dog of mine before and was impressed now as I was then. Thanks Anna!

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Doug W.
Sitter Profile Image: Darby B.
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Darby B.
from
$50
per night
5 years of experience
Hartford, SD, 57033

About: As far back as I can remember, my family always had at least one dog/cat, each one of them holding a special place in my heart. I, now, am a proud dog parent of two Blue Heelers, Izzy and Brutus. I love every kind of dog and cat. I have experience with elder dog care and puppy care. I have a job where I work Sunday, Monday, and Wednesday. All 12 hour days. So, I would be completely booked up on those days. The other days I would be incredibly happy to spend time with your little loved one! I would make sure to have clear and open conversations with you about your animals throughout the day/night. I can give updates on when they go to the bathroom. I can, also, send pictures of them.

Sitter Profile Image: Rikki H.
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Rikki H.
from
$60
per night
4.9 out of 5 stars
43 reviews
21 repeat clients
40 years of experience
Sioux Falls, SD, 57108

Rikki was fantastic with our boys! She sent pictures and they were both so relaxed when we got home. Would definitely recommend Rikki to take care of your fur babies and will use her again!

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Jen S.
Sitter Profile Image: Christopher G.
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Christopher G.
from
$35
per night
5 years of experience
Sioux Falls, SD, 57107

About: I’ve spent over 4 years caring for my own pittie and grew up surrounded by dogs of all sizes and personalities. That hands-on experience taught me patience, consistency, and how to handle both high-energy pups and laid-back seniors. I’m confident with daily routines, exercise, and giving pets the love and attention they deserve. I am available on weekday evenings and throughout the weekends, offering flexible and reliable pet care to accommodate your schedule and your pet’s unique needs. I provide pet care in the comfort of your home, where your pets feel safest. Whether it’s daily walks, potty breaks, or pet sitting, I follow your pet’s routine and any special instructions closely. I focus on creating a calm, positive environment while keeping your pets happy, healthy, and secure.

Sitter Profile Image: Sheena J.
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Sheena J.
from
$35
per night
40 years of experience
Sioux Falls, SD, 57110

About: I have taken care of dogs even worked at friends for life dog shelter. I love dogs. They are always so sweet I groom mine all the time. I rescue dogs instead of buy dogs when they are young. I feel that all dogs deserve a good home and treated like gold they are so special the brighten up people's live especially elderly. I've been a caregiver for elderly and they always have a dog in nursing homes to keep the people up and in good spirits. 🐕🦮🐕‍🦺🐩🐈🐈‍⬛ Everything day my dog goes to the the dog park and gets walks and gets home made food. They say if you make dog food they will live longer I've grieved so many dogs over the years of having them they are so special to me. My dogs have a doggie door so they can Rome free around the house and the definitely sleep in my bed they don't share alot of space but it's nice to have them to cuddle every night. Cures loneliness.

Sitter Profile Image: Haley S.
Verified Background Check
Haley S.
from
$200
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Baltic, SD, 57003

About: With over 10 years of experience, I combine a passion for animals with professional expertise. As a nurse, I understand the importance of compassionate care, and that’s exactly what I provide for your furry family members. Meet the Team: As a seasoned pet sitter, I’ve cared for countless dogs, cats, and other critters. My own pets are my pride and joy, and I treat every pet I care for as if they were my own. My Little Helpers: With three children under the age of 7, our home is always bustling with energy and laughter. Your pets will enjoy the playful company of our little ones during their stay. I am also a professional photographer and would love to capture some fun photos of your furry friend! Ask me about my add on photography service! Between my husband and I, someone is always home. It would not be a problem if your pet would need frequent bathroom breaks. As a part time nurse, I have plenty of time to care for your pet. I also have a cat that keeps to himself. He is allowed to free roam the main floor. They play outside whenever I am out. Your animal will be treated like my own pet with your typical rules and requests respected.

Sitter Profile Image: Ava L.
Verified Enhanced Background Check
Ava L.
from
$32
per night
5.0 out of 5 stars
6 reviews
1 repeat client
16 years of experience
Arlington, SD, 57212

Ava did an amazing job watching our two Goldens! She provided pictures & kept me super updated on how they were doing.

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Jaici S.
Sitter Profile Image: BRADY B.
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BRADY B.
from
$36
per night
5.0 out of 5 stars
2 reviews
1 repeat client
1 year of experience
Sioux Falls, SD, 57106

Brady was PHENOMENAL with my pack of 4 doggos! He sent updates, and asked questions, which made me feel more than comfortable! 10/10 would recommend, and we’ll be using him again in the future!

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Sam F.
Sitter Profile Image: Brandi R.
Verified Enhanced Background Check
Brandi R.
from
$26
per night
5 years of experience
Harrisburg, SD, 57032

About: Hi! I’m a dependable and caring pet sitter/dog walker, and I know how important it is to have someone you can truly trust with your pets. I’ve taken care of various types of animals since I was little! Whether your dog needs a quick potty break, a long walk to burn energy, or calm in-home care while you’re away, I focus on keeping their routine consistent and stress-free. I’m comfortable with dogs of all sizes, energy levels, and temperaments—including strong pullers and shy or anxious pups. I currently work full time, but usually I have a day or two off during the week and most weekends off. I will be able to provide care for your pet before or after the days I work, or most days/weekends that I am off. My townhome community has small grassy backyard patio areas and a dog park less than 100 feet away from my home, and I have one 3 year old pup named Tank (white shepherd/lab mix) who would love to become best friends with your pup!

Sitter Profile Image: Chelsea S.
Verified Enhanced Background Check
Chelsea S.
from
$60
per night
25 years of experience
Sioux falls, SD, 57107

About: Chelsea's barks and purrs, pet-care. Whether you want check in visits, house/pet sitting, or scheduled walks! I am here to assist you! Good with potty training I work full time but still have plenty of time to play with and care for your pet. Here to help with your pet needs. Contact me for further arrangements. I have 2 cats to keep your pets company or I can come to your home. I get an hr break to spend with your pet and all evening after work and all day sat and Sunday.

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Chester pet parents share their Rover experiences

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5.0 out of 5 stars

Sydney did a great job watching our puppy, Roe! She was very communicative the entire time and sent lots of updates and pictures, which we really appreciated while we were away. Roe is still very young and in the middle of potty training, and Sydney was patient and understanding with her, even when there were a few accidents. She made sure Roe got plenty of playtime and attention, and it was clear she was being well cared for and having fun. Sydney was also flexible and easy to coordinate with, which made the whole experience stress-free. We’re very thankful for her help and would definitely trust her to watch Roe again. Highly recommend!

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Keeley Shae R.
House Sitting
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Chester is $36

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Chester average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Chester on Rover as of Jun 2026 was about $36 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Chester house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 192 house sitters in Chester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Chester house sitters respond in under an hour.

House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Chester.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Chester house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Chester house sitting needs. On Rover, it's easy to find a loving dog sitter in Chester who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Chester house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Chester for your dog — people who'll treat him like family.

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