Pet Sitting Crawford 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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Over 7
pet parents in Crawford Crossing have booked pet sitting

Crawford 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: Amber S.
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Amber S.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 55 reviews
10 repeat clients
15 years of experience
Baraboo, WI, 53913

“We had a wonderful experience with Amber, she was prompt and handled my high-energy dog perfectly. It was clear my dog had a blast with her, returning happy and well-exercised. Highly recommend!”

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Kate H.
Sitter Profile Image: Bethany P.
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Bethany P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 92 reviews
19 repeat clients
15 years of experience
Baraboo, WI, 53913

“Bethany is so fantastic! We had her checking in on our 2 cats while we were away and she brought us so much peace of mind with her report cards and photos. She is so kind and friendly and took extra time to get photos of our nervous older cat that usually hides from visitors. Thank you Bethany for being our kitties caregiver and friend while we were away!”

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Danielle H.
Sitter Profile Image: Heather E.
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Heather E.
from
$30
per visit
5.0 out of 5 stars
• 22 reviews
4 repeat clients
15 years of experience
Baraboo, WI, 53913

“Heather was fantastic!! We have three elderly pets-two dogs and a cat. Heather administered medication and spent time with them so they weren’t lonely. They loved her and we enjoyed seeing the photos she sent us of them. We will be reaching out to Heather every time we need someone to drop in for our babies. Thank you so much Heather for giving us the ease of mind to have fun while we were away from home!!”

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Kimberly M.
Sitter Profile Image: Kimberly G.
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Kimberly G.
from
$50
per visit
5.0 out of 5 stars
• 221 reviews
43 repeat clients
32 years of experience
Baraboo, WI, 53913

“Kimberly has been a blessing. She is so good with Chase and goes above and beyond with her loving care. It really eases our minds to know she is caring for him.”

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Deb N.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$20
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
4 years of experience
Wisconsin Dells, WI, 53965

About: What sets me apart is my four years of hands-on experience working at a pet retreat, where I cared for dogs of all sizes, breeds, personalities, and energy levels. I’ve worked with everything from playful puppies to senior dogs, and I’m comfortable handling different behaviors, temperaments, and individual needs. That experience has taught me how to read dogs, understand their body language, keep them safe and comfortable, and make sure they feel cared for while their people are away. I know every dog is different, and I take the time to learn what makes each one happy, comfortable, and confident. Most importantly, I genuinely love what I do. I treat every pet like they’re my own and want both you and your pet to feel completely comfortable and cared for while you’re apart. I work full-time during the week and decided to join Rover as a way to earn some extra money doing something I genuinely love — spending time with dogs! 🐶❤️ My schedule is flexible around my work hours. I’m available on weekends, and during the week I’m available around my lunch break or after 5 PM. I’m happy to work with you to find a time that fits both your schedule and your pet’s needs. Even though Rover is a side job for me, I take caring for your pets seriously and will always do my best to make sure they get the attention, care, and love they deserve! 🐾 I want every pet in my care to feel comfortable, safe, and loved. I take the time to learn their routine, personality, and individual needs so I can keep things as familiar as possible while you’re away. 🐾 I’m happy to follow your instructions for feeding, walks, medications, playtime, and anything else that helps your pet feel at ease. I also understand that some pets need lots of attention and activity, while others are happier with a quiet environment and some extra patience. With all of my experience working at a pet retreat, I’m comfortable with all kinds of dogs, personalities, and behaviors. Whether I’m caring for your pet in your home or taking them out for a walk or visit, my goal is always the same: to treat them like they’re my own and give you peace of mind while you’re away. ❤️🐶

Sitter Profile Image: Carlie W.
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Carlie W.
from
$30
per visit
5.0 out of 5 stars
• 57 reviews
24 repeat clients
30 years of experience
Sauk City, WI, 53583

“Carlie’s the best and takes care of our cats so well. She’s always flexible on schedules, very responsive, and we love booking her time and again!”

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Erin K.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 52 reviews
13 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey was so great! Took such great care of my cat while I was away, couldn’t ask for better help. Very responsive and flexible with schedule that needed changing a few times. She sent pictures every drop-in and kept me updated! Definitely recommend Hailey to watch after your pets also.”

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Trevor S.
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”

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

Pet parents share their Rover experiences - Crawford Crossing

1 / 1
5.0 out of 5 stars

Krysta is AMAZING!! She took pictures and made sure my 75lbs lap dog was given enough love during the drop in. Can’t wait to rebook!

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Taylor B.
Drop-In Visits
5.0 out of 5 stars

I'm always nervous to leave home, but I can tell from the photos Rosie made a new friend :) thanks for taking good care of her!

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Kelly F.
Drop-In Visits
5.0 out of 5 stars

Kimberly is THE pet whisperer! She’s wonderful with mammals and reptiles and gives fantastic care to both. Our cats LOVE her and I love that I can take my family somewhere special, and have no worries about the care my pets are receiving ❤️

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Kimberly M.
Drop-In Visits
5.0 out of 5 stars

Heather was great with my 3 cats for a week! She followed my instructions and asked questions when needed. It gave me peace of mind knowing my cats were being well taken care of while I was on vacation. I loved the pictures she took! All cats liked her, one in particular that surprised me as she's usually standoffish with strangers but she really warmed up to Heather. Thank you!

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Carly S.
Drop-In Visits
5.0 out of 5 stars

Anna is fantastic! My kitties clearly adored her, and I really appreciated how thorough she was with their care. Her thoughtful updates gave me so much peace of mind.

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Angela F.
Drop-In Visits
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Find pet care near you

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 - Crawford Crossing

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Crawford Crossing average 8
repeat pet sitting clients

FAQs for Pet Sitting - Crawford Crossing

Frequently asked questions about Rover

The average cost of Pet Sitting in Crawford Crossing is $19 per visit as of November 2026. Most bookings cost between $19 and $24 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 November 2026, there are 610 sitters on Rover offering Pet Sitting across Crawford 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 Crawford Crossing. On Rover:

  • 90% of sitters can help with special care needs
  • 95% 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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