House Sitting Chester

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

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Over 23
pet parents in Chester have booked house sitting

Chester, Find top rated house sitting

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: Andrea A.
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Andrea A.
Star Sitter
from
$34
per night
4.9 out of 5 stars
• 194 reviews
68 repeat clients
10 years of experience
Rochester, MN, 55902

“Andrea was so helpful! She sent so many pictures and always kept us updated. Not to mention our cat, Maximus, loved her. Would recommend her to anyone and will definitely be booking with her again.”

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Emily P.
Sitter Profile Image: Mara G.
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Mara G.
from
$27
per night
5.0 out of 5 stars
• 86 reviews
29 repeat clients
15 years of experience
Rochester, MN, 55901

“Mara was a great sitter for my pets! She was responsive, gave me updates, and even left a card to explain all that she’d done before she left! Will use her again!”

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Ryan H.
Sitter Profile Image: Mia T.
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Mia T.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 152 reviews
57 repeat clients
5 years of experience
Rochester, MN, 55902

“Mia took such good care of our pets, that when we came home we could tell! They weren’t overly needy, a good sign of excessive cuddling with Mia! She also left our place more clean than how we left it. We are so impressed with her.”

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Josephine A.
Sitter Profile Image: Alexis A.
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Alexis A.
Star Sitter
from
$27
per night
5.0 out of 5 stars
• 9 reviews
6 repeat clients
5 years of experience
Rochester, MN, 55901

“Very communicative and kind! Took care of Obie exceptionally well. Would recommend to everyone looking for a sitter/dog walker.”

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Kelli L.
Sitter Profile Image: Hannah Q.
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Hannah Q.
from
$55
per night
4.8 out of 5 stars
• 24 reviews
5 repeat clients
8 years of experience
Rochester, MN, 55902

“Hannah is great! The pups love her. She even cleans up and puts her sheets in the laundry. We will definitely have her back! Thanks Hannah for taking such good care of our fur babies!”

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Kerry G.
Sitter Profile Image: Bre E.
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Bre E.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
12 years of experience
Rochester, MN, 55906

“Bre took such great care of Harley and my home while I was away this weekend. She provided great updates and photos with very prompt responses. It’s very apparent her love and knowledge of animals, especially dogs. Thank you again Bre !”

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Carissa S.
Sitter Profile Image: Anna L.
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Anna L.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 27 reviews
6 repeat clients
20 years of experience
Rochester, MN, 55901

“Anna is kind and the animals seem to love her. She stayed in house while we were out of town for a weekend and kept me updated by text messages and pictures.”

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Melissa W.
Sitter Profile Image: Joanna M.
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Joanna M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 128 reviews
28 repeat clients
10 years of experience
Rochester, MN, 55902

“Awesome home and dog sitter for our Springer Spaniels. Responsible, thoughtful, careful & dependable! Have booked Joanna 3 times this year and are very happy with her care. Appreciated her check ins and pictures while we were gone. Thank you Joanna!”

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Bonnie M.
Sitter Profile Image: Hallie T.
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Hallie T.
from
$40
per night
5.0 out of 5 stars
• 21 reviews
3 repeat clients
25 years of experience
Rochester, MN, 55904

About: I’ve been a Nanny for the last 20 years and will dutifully treat your pups with the same care, love and safety as a child. I’m a full time Household manager and have full flexibility with my daily shedule and love to add in doggie walks and visits to help break up long days home alone. I will keep your pets safe, loved and active, while following their normal daily shedule. I’m very attentive and will also freely communicate and share pictures!

Sitter Profile Image: Kyle B.
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Kyle B.
Star Sitter
from
$27
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Rochester, MN, 55906

“Our puppies love Kyle! He's been a great housesitter on multiple occasions and makes us feel much better about leaving our dogs at home.”

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alina b.
Sitter Profile Image: Jessica K.
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Jessica K.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
35 years of experience
Rochester, MN, 55901

“Jessica was great with our pup once again while we were on vacation! Prompt responses during booking, daily updates/pics, and always a clean house when we get back. :)”

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Sydney W.
Sitter Profile Image: Matthew M.
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Matthew M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Rochester, MN, 55902

“Matt did a wonderful job taking care of my Tuck! Matt sent lots of pictures and updates and was very attentive to all of Tuck’s special needs.”

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Jennifer A.
Sitter Profile Image: Kelle M.
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Kelle M.
from
$52
per night
4.9 out of 5 stars
• 19 reviews
4 repeat clients
22 years of experience
Rochester, MN, 55901

“Kelle was wonderful with Dany and Sadie — caring, reliable, and attentive. She gave us regular updates, which gave us real peace of mind. We truly appreciated her and would happily work with her again!”

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Natasha S.
Sitter Profile Image: Diana Z.
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Diana Z.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
20 years of experience
Rochester, MN, 55901

“Diane was great - one of our biggest concerns is to have someone with our pups pretty much full-time, and to get on-going communication. She was great on both counts - she did need to leave briefly at one point, but let us know ahead of time, and followed our instructions for doing that, and she checked in frequently with updates, photos, and videos to let us know how they were doing! We have Diana scheduled for a short vacation sit, and feel confident that our pups will be well cared for in our absence.”

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Valerie S.
Sitter Profile Image: Dylan P.
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Dylan P.
from
$50
per night
4.5 out of 5 stars
• 3 reviews
10 years of experience
Rochester, MN, 55902

“Dylan has consistently been reliable and honest in taking care of Vanilla.”

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Kimberly C.
Sitter Profile Image: Magnolia H.
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Magnolia H.
from
$25
per night
5.0 out of 5 stars
• 3 reviews
9 years of experience
Rochester, MN, 55906

“Responsive, accommodating, and professional. Will book again!”

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Michael S.
Sitter Profile Image: Erin G.
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Erin G.
from
$65
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
11 years of experience
Rochester, MN, 55906

“Erin was awesome! She was very respectful, and kept us updated with pictures and questions. She consistently let out our babies and made sure the house was clean when we got home. Thank you!!”

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Naomi J.
Sitter Profile Image: Victoria L.
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Victoria L.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
7 years of experience
Rochester, MN, 55904

About: I have experience with extra large dogs breeds, bully breeds, and puppies. Cats and kittens, Includes special needs pets! I have several years of experience with reactive dogs as well and I am comfortable caring for them. I have the ability to sit during the day and evenings. I can remain at the home or just do drop ins. Whatever your preference is! I treat your furry friends like I would my clients in any other job. With care and respect for the duration of their time with me. I also enjoy sending daily reviews and photos so you can see all the fun your loved one is having while you are away. Please do not hesitate to reach out with any questions :) I have the ability to be wherever whenever and for however long as long as I’m not booked out! I am an early riser so pets get let out early and frequently. Our home has a fenced in back yard with plenty of room for your furry friend to run! I have two dogs who are very friendly and love to play. If I am providing care at your home I prefer to meet up once prior to providing care so you can give me the rundown on the cares your furry friend requires.

Sitter Profile Image: Emily V.
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Emily V.
from
$40
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
2 years of experience
Rochester, MN, 55901

“Emily was great with our puppers and kitties! She handled our anxious girly with great care and made sure all the pets were loved and their needs met.”

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Talyia F.
Sitter Profile Image: Alex P.
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Alex P.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Rochester, MN, 55902

About: I grew up with a wide variety of pets my whole life: dogs, ducks, chickens, and even a hedgehog! My love for dogs in particular is strong and rooted in my families history of owning them since I was a baby! We have dogs from all ages in our house- from senior dogs to just puppies, I am comfortable caring for any age and any breed! I work from home with very flexible hours so I am able to care for my pets diligently everyday without worry of potentially conflicting scheduling. My care typically involves feeding them, grooming them if needed, giving them their medication if necessary, play time whether that involves going on walks/runs, enrichment time, or practicing basic commands.

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

Pet parents share their Rover experiences - Chester

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5.0 out of 5 stars

Anna was a phenomenal sitter and took excellent care of my four senior dogs. She was kind and attentive, sending periodic updates while I was away. I will be using her services again in the future, and I highly recommend her to others for house/dog sitting.

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Eleann M.
House Sitting
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for house sitting - Chester

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Sitters in Chester average 5
repeat house sitting clients

FAQs for House Sitting - Chester

Frequently asked questions about Rover

The average cost of House Sitting in Chester on Rover is $72 per night as of October 2026. Most bookings cost between $56 and $89 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 159 sitters on Rover offering House Sitting across Chester. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Chester walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Chester maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chester choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Chester. On Rover:

  • 100% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 91% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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