House Sitting in Chester

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

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.

1 / 1
Sitter Profile Image: Maren N.
Verified Enhanced Background Check
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.

Profile image
Barrett S.
Sitter Profile Image: Peyton M.
Verified Enhanced Background Check
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!

Profile image
Jodi H.
Sitter Profile Image: Sydney S.
Verified Enhanced Background Check
Sydney S.
from
$19
per night
5.0 out of 5 stars
2 reviews
1 repeat client
1 year of experience
Sioux Falls, SD, 57107

About: I hope your dog likes Vizslas! Kill two birds with one stone by letting them socialize while I care for them. Got an energetic pup? I’m a distance runner! I’ll take them running with me and return them to you tired and happy! I just moved to the area, can be very flexible with time, and would love to meet the local dog lovers and help them out as we all need a pet sitter here and there! Dog sitting also ties in to my business as a Field Rep with Life’s Abundance pet food! Contact me if you’re looking to switch to a healthier meal for your best friend! I’ll keep up with Crate training, leash training and any other daily lessons needed, daily exercise will depend on the dog’s energy demands, will follow owner’s instructions exactly on how to feed and time of day.

Sitter Profile Image: Elise R.
Verified Enhanced Background Check
Elise R.
from
$26
per night
10 years of experience
Sioux Falls, SD, 57107

About: I love dogs, and all animals for that matter. i’ve had pets all throughout my life and got my first dog of my own when I was 8. I love playing and cuddling. every dog, size and breed is amazing. I have a very flexible schedule, and would love to fill up my free time watching and taking care of dogs and cats. I hope you take my application into consideration, thank you. I have a very open and flexible schedule and can play and care for your pups and kitties for as long as needed, as I work part time. I have a clean home with a lot of back yard space for playing. I can easily crate your dog if it is necessary. I can follow feeding schedules and walking routines.

Sitter Profile Image: Ava L.
Verified Enhanced Background Check
Ava L.
from
$30
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.

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

We couldn’t be more pleased with Josephine watching Bailey! She got walks which she loved! She will be our first choice for home sitting our Bailey!

Profile image
Linda K.
Sitter Profile Image: Anna K.
Verified Enhanced Background Check
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

Id highly recommend Anna ! I appreciate how she kept in good contact about my cat during my vacation; and she maintained my apartment perfectly while I was gone. She gives off nothing but a positive vibe 🙂

Profile image
Charity W.
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: Christopher G.
Verified Enhanced Background Check
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: BRADY B.
Verified Enhanced Background Check
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!

Profile image
Sam F.
Sitter Profile Image: Cassia B.
Verified Background Check
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: Darby B.
Verified Enhanced Background Check
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: 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: 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.

1 / 1
View more sitters

Over 4
pet parents in Chester have booked house sitting

Chester pet parents share their Rover experiences

1 / 1
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!

Profile image
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 $35

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 $35 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 106 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge