Pet Sitting Woodland

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Sitter Profile Image: Brandi K.
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Brandi K.
from
$13
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Iron Ridge, WI, 53035

About: I have grown up around dogs my whole life and I've had my first (adult life) dog for three and a half year. Wila Rose is an Australian Cattle Dog mix. About a year and a half ago we added another rescue, Buckley Quinn. He is a smart but goofy boy. They both go backpacking with us and we do a lot of hiking on our local public land areas. We enjoy playing around in our yard with our limited dog agility set and learning new tricks. We occasionally go swimming but love jumping and exploring new water areas and hiking trails. Wila and Buckley are a huge part of my life. We enjoy hiking, being outdoor, and traveling as much as possible. We do quite a but of training included but not limited to: agility, scent training, shed training, and just some fun party tricks. I am new to Rover so please feel free to reach out with any questions. I have an acre of land (not fenced in). We love to go on walks and sniffaris at our local parks. Buckley loved to play with other dogs and Wila is more of a people dog. They even loves to go backpacking and hiking which often include 10+ miles a day.

Sitter Profile Image: Katie H.
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Katie H.
from
$25
per visit
4.8 out of 5 stars
• 8 reviews
2 repeat clients
3 years of experience
Juneau, WI, 53039

“Katie was amazing with our 2 cats! They came out to greet her each time she stopped by and she was extremely attentive, respectful, and responsive. Katie was there when she said she would be and provided top-notch feedback/updates. It was our first time using a sitter that wasn’t a friend or family and we were so happy we went with her! Absolutely will be contacting Katie again for future needs!”

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Natalie B.
Sitter Profile Image: Mckenna Z.
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Mckenna Z.
from
$15
per visit
8 years of experience
Mayville, WI, 53050

About: I’ve had dogs all my life! I always helped walk, feed, train, and take care of them my entire life. My boyfriend and I got our own fur baby about a year ago and we love her to death. I am a super empathetic person towards animals, I love every animal just as much as others. I love taking funny photos of my own doggo, and getting a good laugh. It brings me joy to see dogs thrive in their homes or with someone people can trust with their fur babies. I am a 20 year old college student going to Marian University for Nursing. I am currently working at the Emergency Department at the West Bend Froedtert Hospital. I work there as an Emergency/ Trauma Technican. On my days where I typically don’t work and when I am done with classes i’m looking for more ways I can earn money doing something I love! I have a big backyard that has lots of woods and isn’t near any big roads or many houses. Plenty of areas for doggos to feel comfortable and plenty of room for play/potty time!

Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 50 reviews
27 repeat clients
20 years of experience
Slinger, WI, 53086

“Cheryl and Josh provided drop in service for our 2 cats. They did an excellent job making sure there was food and water, and cleaning liter boxes. Most importantly they had play time with our cats and sent cute pictures and updates. I highly recommend them and will use them again when we are out of town.”

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Terri L.
Sitter Profile Image: Lisa W.
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Lisa W.
from
$16
per visit
5.0 out of 5 stars
• 86 reviews
43 repeat clients
30 years of experience
Hartland, WI, 53029

“Lisa is amazing! She makes sure your dog feels safe and secure while you are away. She goes the extra mile to assure your pet has a good experience with her every single visit!”

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Stephanie A.
Sitter Profile Image: Bella B.
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Bella B.
from
$27
per visit
5.0 out of 5 stars
• 40 reviews
18 repeat clients
15 years of experience
Watertown, WI, 53094

“Bella did a terrific job caring for our 4 cats. She took time to play with them, and gave us extra details about how they were doing. She was reliable and left everything neat and tidy. I had to change my schedule at the last minute due to illness, and she was flexible and understanding. We would highly recommend Bella to care for your fur babies when you're away!”

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Sue & Matt S.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$25
per visit
5.0 out of 5 stars
• 52 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

“This is our second time using Cindy...she is amazing! After a 13 hour travel day, it was great coming home to clean litter boxes and our cats that have been very well cared for! You can't put a price on peace of mind, and we won't hesitate to use her again!”

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Julie D.
Sitter Profile Image: Alexandria M.
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Alexandria M.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 49 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

“Alex did a great job keeping me updated and sending photos! Will book again”

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Nathan W.
Sitter Profile Image: Kayla S.
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Kayla S.
from
$13
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Waupun, WI, 53963

“Yolanda was wonderful. Very thorough. I wasn't afraid at all because I knew she'd be there to take care of KIDDEY! I would definitely suggest Rover to a friend and have them choose Yolanda”

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Kathleen T.
Sitter Profile Image: Cassie K.
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Cassie K.
from
$13
per visit
10 years of experience
Dousman, WI, 53118

About: I have 10 years of experience house/pet-sitting. I do the best I can to continue your pet's routine while you're away including watering/feeding, walking, playing, taking your pet on outings like the dog-park for example, admistering medications, cleaning up pet waste, or anything else you'd like me to do! I have experience taking care of all different kinds of pets such as chickens, ducks, fish, cats, dogs, hamster, hermit crab, turtle, and hedgehog. I also can provide overnight care for your pets including housesitting if needed. Housesitting responsibilites include watering plants, getting your mail, mowing the grass, putting out your garbage, or any other household tasks you'd like done while you're away including taking care of your pet and/or pets. I'm also available this summer Monday through Friday to drop-in to take care of pets from 1:30pm-6:00pm. This could include watering/feeding, walking, or anything your pet may need. I'd be happy to give referneces if needed. Thank you for considering me! I'm available all week to provide pet care in your home-drop in, overnight care, and house-sitting.Thank you for your time and considering me for your pet and home care needs! I do not offer pet care in my home, but can provide pet care in your home including drop-in/overnight pet-care in your home/house-sitting and I'd be happy to provide references if you'd like.

Sitter Profile Image: Myah P.
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Myah P.
from
$13
per visit
5.0 out of 5 stars
• 1 review
15 years of experience
Sullivan, WI, 53178

About: I’ve taken care of dogs since I was young. We have 3 family dogs that I currently live with at home. My friends and my family all have dogs too and I love spending time with them and playing with them as well. I also work as a Caretaker at a Doggy Boarding/Daycare lodge and I enjoy my job very much! I adore dogs and hope to help you with yours! I currently work at a daycare dog lodge. I would ultimately have to work around that. I typically work mornings which are 6am-1:30pm. Other than that your dog has all my attention and will get all the love+ cuddles! I have a fenced in yard where all my 3 dogs play and hangout. They absolutely love it! All my dogs are very friendly. I don’t offer at home sitting just because one of my dogs is unpredictable! But i’m more than happy to come to yours and do all that you need me to do for your pup!

Sitter Profile Image: Madi D.
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Madi D.
from
$40
per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
10 years of experience
Waterloo, WI, 53594

About: I have taken care of pets my whole life. My Dad went to school to be a Veterinarian, so we have always been around different animals. I have two cats at home, and recently just lost my beloved dog, Lexi! I currently work as a flight instructor so my schedule is very flexible! I typically start later in the day or early in the morning. Plenty of time to help out!! I can walk, feed, clean-up after any pets. I have no preference, little, big, cats and dogs. I am able to understand pets all have very special needs and want to fulfill those.

Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 382 reviews
117 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

“Travis will treat your fur babies as if they were his own! This was our first experience using Rover & we were very satisfied. I would wholeheartedly recommend Travis to take care of your pets while you are away. We had 100% peace of mind & no worries or concerns. We will use him again!!!”

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Larry B.
Sitter Profile Image: Erin N.
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Erin N.
from
$22
per visit
5.0 out of 5 stars
• 28 reviews
2 repeat clients
3 years of experience
Wauwatosa, WI, 53226

About: I have grown up with pets all my life and love both dogs and cats. We currently have a 3 year old dog and a senior cat that we love. We have a big fenced in backyard and our dog loves to play with others! I am a registered nurse so I have a more flexible schedule to sit for pets every week. My husband is also very flexible in his schedule, so between the two of us we always make sure your pets will be well cared for! We have a large fenced in backyard and our pup loves to play. We also have a cat that is comfortable with other dogs. I have no problem coming into clients homes to care for both cats and dogs.

Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
• 13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.

Sitter Profile Image: Alex M.
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Alex M.
from
$30
per visit
4.6 out of 5 stars
• 83 reviews
19 repeat clients
10 years of experience
Cudahy, WI, 53110

“Alex did an amazing job! She came early to meet the pups and make sure they were comfortable with her before confirming our drop in visits. She sent lots of photos to keep me updated during her visit and the dogs looks very happy to have her there to play!”

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Meghan S.
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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.

How to book pet sitting

  1. 1. Search

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

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

    It's that easy! All payments are processed through Rover's secured platform.

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FAQs for Pet Sitting - Woodland

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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 .

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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