Dog Sitting Sherwood

Book a Sherwood dog sitter to watch your dog in your sitter’s home or yours.

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

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Sitter Profile Image: Miiks T.
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Miiks T.
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
19 years of experience
Green bay, WI, 54311

About: I’ve had my own pets since I was little. I’ve had hamsters, goldfish, frogs, bunnies, hamsters and a dog. I also have a few years experience with taking care of my grandmas cats. I have my own online business so I am very flexible with my schedule! & I can work around your pets schedule and needs 😊 Again I will be able to adjust my work schedule to your pets schedule. I am a very organized person so I will keep everything clean and tidy.

Sitter Profile Image: Kirsten N.
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Kirsten N.
from
$15
per visit
15 years of experience
New Holstein, WI, 53061

About: My mom’s friends have always trusted me to watch their pets. I have had to take care of senior dogs including my own having to give them their pills. After work on Tuesdays, Wednesdays, Fridays and the weekend until I can make enough money to do this full time! I want to be a able to quit my current job to do this full time! Giving them enough attention whether it be playing and taking them for walks getting them outside as much as possible. Feeding, bathing, training. Making sure to not leave them alone too long.

Sitter Profile Image: Katie R.
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Katie R.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
17 years of experience
Winneconne, WI, 54986

“Very reliable! Katie took excellent care of our cats, bearded dragon, frogs, hermit crab and fish while we were on vacation. She sent pictures every day and communicated about how they were doing.”

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Linda E.
Sitter Profile Image: Em S.
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Em S.
from
$40
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
22 years of experience
Black Creek, WI, 54106

About: Pet care for 20+ years! I have a true heart for animals and a passion for exercising with them to promote their physical, mind and spiritual health! I will love yours like my own!❤️ I work full time M-F in pediatric health care and take care of our animals before and after work. I am also free most weekends! My husband works from home and has a flexible schedule during the day. Our daughter (11 years old) also loves to help with the animals! We are an outdoorsy, nature-loving family! We love to walk the dogs in the neighborhood and let them play and sniff all over our large yard. We currently have 2 dogs living with us - Oreo, a terrier, and Duke, a tripod yellow lab! Both are friendly rescue pups:)

Sitter Profile Image: Cassandra S.
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Cassandra S.
from
$35
per visit
5.0 out of 5 stars
• 1 review
15 years of experience
Appleton, WI, 54913

About: -responsible and punctual -15 years experience with childhood dogs -online school suitable for flexibility in dog walking and home visits Hello! Ever since a little kid I have had deep love for dogs. They are amazing, loving animals that I could not live without! I am becoming a rover due to extra money to pay for college. I live in a duplex in Howard. I have a yard I go on runs/walks daily and throughly enjoy being outside! I am very responsible, reliable, and respectful. I will give your dog the love and care it deserves. Your dog will be in great hands! I am currently working full-time as a Reading Specialist. Although during the weekend I have lots of time to play with your pups! Sometimes during the week as well! I do not have a fenced yard. Although there is plenty of room once a leash is put on to run! No other dogs are here.

Sitter Profile Image: Sara G.
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Sara G.
from
$28
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
13 years of experience
Fontenoy, WI, 54208

“Sara has been a blessing for my cat and I. My cat used to be very anxious when I come home due my work hours; however, since having Sara's drop-ins she is very calm, sweet and playful when I come home-!!. Sara is very sweet and has a calm demeanor. She follows the given instructions , responds to messages on time, send you awesome pictures and videos and you can tell she tries to take care of your pet like one of her own. I would highly recommend her!!”

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Fatima D.
Sitter Profile Image: Rebecah & David C.
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Rebecah & David C.
from
$13
per visit
5.0 out of 5 stars
• 33 reviews
18 repeat clients
10 years of experience
Sheboygan, WI, 53083

About: My husband and I have been watching dogs in our home for over 10 years. Our busy lives of work and family have always held us back from owning our own dog. To satisfy our love for dogs we started watching our friends and families dogs and over the years thru word of mouth we have started getting phone calls asking if we would take on more dogs and then joined Rover. We have experience with small to large dogs, dogs with special dietary needs, dogs that need to be able to run, dogs that want to sit on your lap, to dogs that have medical needs. We believe that dogs should be treated as part of the family. We allow them to sit on furniture, sleep in bed etc.. Our jobs have afford us the ability to be able to adjust our schedules to be flexible and have the option to work from home when we have a dog staying with us. This allows us to be home with your dog to ensure they are getting plenty of play time, outside time and lots of attention. It is very rare that your dog will be home alone for a period of time. Our home is your dogs home... we give the dogs full access to the house. We are non smokers and do not have any pets of our own or small children. We walk the dogs twice a day and have an acre of land that dogs are free to roam, run and play -we like to play ball and tug a rope. We do provide a ground stake with a leash for those that like to run "free". We have ability to work from home and have very flexible schedules when needed. Which in turn allows us to very rarely leave your dog home alone We treat the dogs just as if they were our very own pet.. as part of the family. They have free range of the house .. on the furniture and beds.

Sitter Profile Image: Julia S.
Verified Enhanced Background Check
Julia S.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 58 reviews
19 repeat clients
10 years of experience
Oconto Falls, WI, 54154

About: My husband, Adam and I are huge animal lovers and work together to ensure the best care for your pets. We currently have 3 trained hunting dogs. We love spending time training, walking and playing with all pets. We have indoor and outdoor capabilities. I am currently home full-time. So your pets will never be left alone. Our dogs love all pets but are kenneled outdoors and will be kept separately unless a play date is requested. We have a 5 acre woods with 3 outdoor kennels. I can easily crate your pets if necessary. Actively training dogs and actively UBT certified.

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The median cost per visit for dog sitting in Sherwood is $20

Dog parents share their Rover experiences - Sherwood

1 / 1
5.0 out of 5 stars

Katie has been watching our dogs for over a month now. I can tell how amazing she is with them by our dogs behavior when we get home. Thanks Katie!

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Ashley H.
Drop-In Visits
5.0 out of 5 stars

Kloie was great with our pups. We asked her for a last minute booking and she was able to help us out. She was very responsive and sent a pic. Will definitely book her again!

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Lindsay K.
Drop-In Visits
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  • 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.

How to book dog sitting

  1. 1. Search

    Browse profiles of sitters near you who offer dog 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 dog sitting - Sherwood

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Sherwood average 5
repeat dog sitting clients

FAQs for Dog Sitting - Sherwood

Frequently asked questions about Rover

The average cost of Dog Sitting in Sherwood is $17 per visit as of October 2026. Most bookings cost between $16 and $17 per visit. On Rover, 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 703 sitters on Rover offering Dog Sitting across Sherwood. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 Sherwood 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!

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 .

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

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 .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Sherwood with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 89% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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.

sitters on Rover set their own , 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.

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