Pet Sitting Ross Crossing

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Ross Crossing, Find top rated pet sitting

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: Colleen H.
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Colleen H.
from
$20
per visit
30 years of experience
New Glarus, WI, 53574

About: Every dog is unique, and my goal is to provide personalized, high-quality care that matches your dog’s specific routine, energy level, and health needs. Whether they need high-energy playtime or a calm, comforting presence, I treat every pet like family. I am entirely comfortable and experienced with dogs who need a little extra TLC or medical management. You can travel with peace of mind knowing I can handle: Medication Administration: Experienced with oral medications, supplements, and precise topical treatments. Injectables (Insulin): Comfortable and practiced with administering insulin for diabetic pets, maintaining strict adherence to their schedule. Basic Medical Needs: Skilled at monitoring senior dogs or pets recovering from minor procedures, keeping a close eye on their comfort and well-being. I worked from home 3 days a week and stay close to home most weekends. I can be available mornings and evenings. Midday visits may be a little more tricky during the weekend depending on your pets needs When caring for pets in a client's home, my top priorities are safety, strict adherence to instructions, and maintaining a secure environment. I am highly attentive to household security—constantly vigilant about watching doors and preventing any potential escapes. I follow your home and pet care routines exactly as requested to maintain consistency for your pet. Throughout my stay, I closely monitor your pet's well-being and will immediately report any changes in their behavior, health, or mood, ensuring you have total peace of mind while you're away

Sitter Profile Image: Hillary H.
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Hillary H.
from
$20
per visit
5.0 out of 5 stars
• 20 reviews
8 repeat clients
30 years of experience
New Glarus, WI, 53574

“Hillary did an awesome job checking in on my cats while we were away for a few days. They are both very shy, but she got them to come out the first day she fed them!”

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Brandon F.
Sitter Profile Image: Janelle W.
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Janelle W.
from
$25
per visit
16 years of experience
Verona, WI, 53593

About: I have been caring for animal since birth and currently have my own 7 year old dachshund, Pacey. I have experience with diverse breeds, shy/anxious pets, those with dietary needs and administering medical aid. I structure my day so there’s plenty of time for walks, play, and care. My schedule is flexible, which means I can adjust to each pet’s routine and keep things as close as possible to what they’re used to at home. I am available for early morning potty breaks, midday walks, or evening wind-down time. I treat the space with respect and care for pets exactly as you would. I stick to their familiar routines to minimize stress — including feeding, potty breaks, playtime, and any medications. I send regular updates with photos or videos so you know your pet is happy and well cared for. My goal is to keep pets safe, comfortable, and loved while you’re away.

Sitter Profile Image: Emily V.
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Emily V.
from
$20
per visit
5.0 out of 5 stars
• 20 reviews
6 repeat clients
18 years of experience
Oregon, WI, 53575

“Thanks again”

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Katharine C.
Sitter Profile Image: Madalynn L.
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Madalynn L.
from
$15
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
15 years of experience
Brooklyn, WI, 53521

“I'd highly recommend Madalynn to other families. She did a great job with my rowdy dogs. I will use her again.”

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Ashley B.
Sitter Profile Image: Erin S.
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Erin S.
from
$25
per visit
20 years of experience
Verona, WI, 53593

About: Currently I’m work from home with a very flexible schedule. I love all animals and currently have another Vizsla named Kiwi who is 2. I used to run with my previous vizsla while I trained for marathons and triathlons. I like going for hikes and being outdoors so open to longer trips to the dog parks if preferred or just a stroll around the neighborhood. I enjoy playing with the fur buddies or snuggle up with them. My family includes 3 kids who are currently in college and all out on their own so I have extra time on my hands. I would love the opportunity to be of any help and once again have a flexible schedule to meet your needs. I’m very attentive to details and safety is my number 1 priority. I have dog obedience and training skills to help communicate with our furry friends. I currently work from home with a very flexible schedule. This allows me time to help busy clients and spend time with your furry friend. I am adaptable to various needs, attention to details and truly honored to help. Safety is my number one priority when caring for someone’s pet. I pay attention to body language and social cues of your dog and others that may be around to help keep everyone happy and safe.

Sitter Profile Image: Emily J.
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Emily J.
from
$20
per visit
5.0 out of 5 stars
• 18 reviews
7 repeat clients
7 years of experience
Verona, WI, 53593

“Emily is so wonderful! She has always been available and takes wonderful care of Frost. I couldn't ask for a more reliable, friendly puppy sitter for Frost!”

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Alicia O.
Sitter Profile Image: Lilly W.
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Lilly W.
from
$13
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Fitchburg, WI, 53719

About: I love dogs! I grew up with dogs, as well as have a wide range of experience with caring for puppies, senior dogs, and dogs with disabilities. My apartment at this moment does not allow for dogs, so I really am looking for some dogs to give some tender loving care to in the meantime! I am a teacher, so I am free afternoons and evenings, as well as weekends! I am a teacher- so afternoons and evenings, as well as weekends work for me! During the summer, I have a lot more flexibility as well. I am currently offering drop-in visits, as well as dog walking! I am looking for dogs to love on, as I can not have my own in my current apartment.

Sitter Profile Image: Lisa T.
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Lisa T.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
2 years of experience
Madison, WI, 53719

“Lisa took fantastic care of our kitties during our almost two weeks vacation. She kept us updated every day, took the time to play with them, and kept our house in great condition.”

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James W.
Sitter Profile Image: Kate S.
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Kate S.
from
$40
per visit
5.0 out of 5 stars
• 27 reviews
10 repeat clients
32 years of experience
Fitchburg, WI, 53575

“We had Kate do several drop in visits while we were out of town. She was very responsive, took great care of our 2 cats, and even brought some Christmas treats for them after confirming they were allowed to have them. We would definitely book with Kate in the future!”

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Emma B.
Sitter Profile Image: Monica M.
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Monica M.
from
$30
per visit
5.0 out of 5 stars
• 12 reviews
1 repeat client
15 years of experience
Fitchburg, WI, 53711

“Monica was absolutely wonderful with my dog! She watched her for a few hours and made sure she was comfortable, happy, and well cared for the entire time. I really appreciated the updates and the clear love she has for animals. I would 100% trust her again and highly recommend her to anyone looking for a reliable and caring sitter! I can’t wait to book with her again the next time we need it”

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Jackson R.
Sitter Profile Image: Amanda R.
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Amanda R.
from
$30
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
30 years of experience
Oregon, WI, 53575

“Amanda did a great job for us! I would feel very comfortable having her watch my dog and cats again.”

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Keely W.
Sitter Profile Image: Celeste T.
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Celeste T.
from
$30
per visit
4.8 out of 5 stars
• 5 reviews
2 repeat clients
17 years of experience
Summit Woods, Madison, WI, 53711

About: I have grown up on a farm taking care of animals from birth to passing. I have always been a very passionate animal lover and owner. I have previously owned cats, goats, and chickens. And I have taken care of dogs, horses, turtles, and fish so I have a wide variety of knowledge. I live in Madison and work part time as an event coordinator, so my schedule varies from week to week, but generally is pretty flexible. I can do drop in visits, dog walking, and house stays during the week and weekends. I would not be able to host a pet since I live in an apartment, but I am happy to come to the house of the owner. I am able to match the animal’s needs whether that is relaxing on the couch or playing outside.

Sitter Profile Image: Sidney R.
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Sidney R.
from
$20
per visit
5.0 out of 5 stars
• 85 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

“Sidney was on time, easy to communicate with, and took exceptional care of our cat! We were able to find a schedule that worked for both parties, and we received photo and text updates for each visit. Sidney is our new favorite pet sitter in the area!”

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Ethan & Allison M.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$25
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Madison, WI, 53711

About: I am 37 and have worked professionally with dogs for 10 years during my 20s. I began working in a boarding and daycare facility when I was 18. Since that time I have worked for other kennels as I have moved. I received my training certification in 2010 from Animal Behavior College and volunteered extensively at a shelter in Kansas City. I have volunteered with numerous rescue groups providing training and foster homes along with many boarding facilities. I love pet sitting and getting the opportunity to make a animals happy while their parents are away- all the rewards of being the fun aunt :) Experience with pets who have medications/diabetes/special needs. HOUSE SITTING: I work from home, with appointments throughout the day so your pets won't be left alone for long. I am flexible fitting into your pets routines, watering plants, and any other up-keeps that need done while you are away. A majority of the time I work from home while having occasional appointments out of the home. This gives me plenty of flexibility to ensure that your pet gets 1:1 time and gets outside when needed. I like to follow my clients routines so their pet can predict as much as possible. My experience has given me a little bit of the super power to predict the future, which leads to me to taking extra safety steps “just in case”

Sitter Profile Image: Samuel J.
Verified Enhanced Background Check
Samuel J.
from
$15
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Tenney-Lapham, Madison, WI, 53703

About: Former member of UNC-Chapel Hill Puppy Raisers, a student-led organization that works with puppies in partnership with Ears Eyes Nose and Paws of Chapel Hill on their journey to becoming service animals. I’m currently working part time, so very flexible with the times and days that I am available to help out with your cats or dogs! I have no pets currently so full attention will be devoted to your animal! I have grown up with dogs my entire life and feel comfortable handling all sizes and breeds.

Sitter Profile Image: Dennis R.
Verified Background Check
Dennis R.
from
$35
per visit
15 years of experience
Verona, WI, 53593

About: I’m Dennis. I’ve been around dogs my whole life and I’m genuinely good with them. Neighbors ask me to watch their dogs on a regular basis and I love it Hey, I’m Dennis. I’ve been dog-sitting for years and I’m really good with dogs. My neighbors trust me with theirs all the time. I’m friendly, reliable, and I actually enjoy it. Happy to help with walks or sitting whenever you need. I’m reliable, easy-going and always on time. Happy to do walks or pet sitting as needed. Let me know if you have any special requests.

Sitter Profile Image: Phillip W.
Verified Enhanced Background Check
Phillip W.
from
$35
per visit
5.0 out of 5 stars
• 25 reviews
9 repeat clients
23 years of experience
Stoughton, WI, 53589

“Phillip was a godsend and I now feel so much better about leaving on vacation in the future. My dog meatball is very large and very afraid of new people and it took us 6 meetups for him to be comfortable enough for Phillip to watch him. I felt bad asking for so much but Phillip was happy to do it and just wanted to get to know Meatball. Eventually when I did leave Meatball was more at ease than I have ever seen him with a dog sitter. Normally it takes even more meetups just for him to be scared the whole time but Meatball actually trusted Phillip which was amazing. There was an incident where Meatball rolled around in some sort of wild animal remains in the backyard and Phillip stayed extra long to clean everything up and do it in a way that didn't freak meatball out. I was amazed and will be so happy to have Phillip house sit in the future!”

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Andrew F.
Sitter Profile Image: Hailey R.
Verified Enhanced Background Check
Hailey R.
from
$13
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
9 years of experience
Sun Prairie, WI, 53590

“Hailey was very responsible and communicative. Would definitely have her help with Boots again!”

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Michelle R.
Sitter Profile Image: Merit L.
Verified Enhanced Background Check
Merit L.
from
$35
per visit
6 years of experience
Madison, WI, 53717

About: A Vet tech providing calm, loving, reliable, attentive pet care. Comfortable with medications, special needs, and nervous pets. I treat every animal like my own. I am currently working at a veterinary clinic, which gives me experience and flexibility. I am available on weekends and some weekdays to help out! I have two cats. I care for them by providing regular meals, fresh water, playtime, and lots of attention. I make sure they feel loved.

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The median cost per visit for pet sitting in Ross Crossing is $20

Pet parents share their Rover experiences - Ross Crossing

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5.0 out of 5 stars

Quite the professional. My boy dogs were well kept and fed. When accidents happened she did an excellent cleanup job. When asked last minute by me, was comfortable with minor first aid (bandage removal and wound inspection). Highly recommend!

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Gabriel R.
Drop-In Visits
5.0 out of 5 stars

Kara was reliable and did great with our energetic dog. She communicated well. She spent time playing and cuddling with our dog. I would recommend Kara as a sitter.

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Amy O.
Drop-In Visits
5.0 out of 5 stars

We had Kate do several drop in visits while we were out of town. She was very responsive, took great care of our 2 cats, and even brought some Christmas treats for them after confirming they were allowed to have them. We would definitely book with Kate in the future!

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Emma B.
Drop-In Visits
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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.

Popular requests for pet sitting - Ross Crossing

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Ross Crossing average 7
repeat pet sitting clients

FAQs for Pet Sitting - Ross Crossing

Frequently asked questions about Rover

As of November 2026, there are 1,468 sitters on Rover offering Pet Sitting across Ross Crossing. 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.

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 Rover's Trust & Safety page.

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.

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

  • 89% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 94% 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.

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.

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