House Sitting Cooksville

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Cooksville, 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: Marcia S.
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Marcia S.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 63 reviews
15 repeat clients
15 years of experience
Stoughton, WI, 53589

“Marcia is an absolute angel!! She took amazing care of my dogs under difficult circumstances. One of the dogs got a painful hotspot on his cheek right before the trip and was feeling very uncomfortable but Marcia went about and beyond to give him great care and to make sure he feels comfortable (even with few restless nights)! She gave him his medicine, helped him eat and even applied the ointment on the sore every day. She is extremely compassionate and loving with animals. Marcia is very communicative and I felt at ease having my dogs with her. She sent daily photos and wrote detailed daily reports. I cannot recommend her enough! I will definitely be booking her again in the future because I trust her entirely!”

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Kasey K.
Sitter Profile Image: Evelyn O.
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Evelyn O.
from
$28
per night
5 years of experience
Stoughton, WI, 53589

About: I have two dogs of my own, they are labs. Max is the oldest at 9yrs and Luca is the youngest at 5yrs old. He still acts like a puppy. I take care of the dogs whenever my parents are out of town. And love doing it I’m available on weekends and week days, I am able to house sit if need. I am not available on holidays. Monday - Friday Saturday- Sunday If you want to run a background check feel free to do so. I have references if needed as well. I promise to be on time and ready for any task given.

Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
4.8 out of 5 stars
• 15 reviews
3 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Tucker did a great job watching Zoe & Mocha - regularly sent photos, provided updates from each visit, and was very communicative in providing care.”

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Eric L.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$60
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
30 years of experience
Fitchburg, WI, 53711

“Asked question about the girls to get to know them. Provided a lot of pictures while we were gone.”

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Barb R.
Sitter Profile Image: Hanna P.
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Hanna P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
6 years of experience
Madison, WI, 53719

“Hanna was awesome with all the doggies while we were away, she kept us updated every day with photos and comments. Thank you for taking care of them!”

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Mik R.
Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
4.9 out of 5 stars
• 10 reviews
3 repeat clients
11 years of experience
McFarland, WI, 53558

“Very communicative and well organized. Our dogs loved her. Talia is trustworthy and left our house nicely when we got home. We will be booking again!”

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Rj R.
Sitter Profile Image: Kendra B.
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Kendra B.
from
$50
per night
30 years of experience
Glendale, Madison, WI, 53716

About: I grew up with dogs, cats, and horses, and have experience in oral med administration with both cats and dogs. I have a soft spot for the big dogs (they're lap-sized if you commit!). I run half marathons so getting good exercise in will be no problem (even in Wisconsin weather!). I'm currently training for distance running, so you can expect great exercise for your pet! Whether it's a long meandering sniff-ari or an intense loop around the neighborhood, I would love to know what fits your dog best. As I'm in your home, your instructions are paramount. You know your pet better than anyone, and I am happy to keep their normal routines in place. I like getting to know each animal and their unique personality, and while I *love* giving snuggles and pets, I understand some pets prefer their space.

Sitter Profile Image: Briana L.
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Briana L.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 29 reviews
8 repeat clients
10 years of experience
Madison, WI, 53711

“Thanks again! Briana stepped in at the last minute when we needed to leave town for a funeral. She took good care of Frankie. We’re grateful.”

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Zayna T.
Sitter Profile Image: Anik Z.
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Anik Z.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
4 years of experience
Capitol, Madison, WI, 53703

“Anik was an amazing cat sitter! Excellent communication, genuine care, and incredible attention to detail throughout the entire stay. The cats received so much love and attention. Anik went above and beyond, including taking the time to train French Fry to run on the wheel! That extra effort and patience really showed how much Anik cared about making the cats happy and comfortable. We would definitely book with Anik for future care.”

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Katie S.
Sitter Profile Image: Maddi S.
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Maddi S.
from
$70
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Fitchburg, WI, 53575

“Maddi was excellent! She sent us regular updates and was very professional. Maddi made sure our dogs and house were well cared for while we were away.”

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Travis T.
Sitter Profile Image: Faith G.
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Faith G.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
29 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

About: I’ve always loved dogs and genuinely enjoy spending time with them, whether that means going for a long walk, playing outside, or just keeping them company at home. I’m active and love being outdoors, so I’m especially happy to take dogs on walks and give them plenty of exercise and attention. I’m dependable, communicative, and will treat your pet and your home with the same care and respect I’d want someone to give mine. I’m comfortable following specific feeding, walking, and care routines, and I’ll always keep you updated while you’re away. I have a flexible schedule that gives me plenty of time to fit pet care into my week. I’m available for walks, drop-in visits, feeding, playtime, and check-ins throughout the week and on weekends. I’m happy to work with your pet’s normal routine and schedule! I know how important it is to trust the person caring for your pet and your home. I’ll follow your instructions closely and keep your pet’s normal routine as consistent as possible. I’m attentive, responsible, and happy to provide updates and photos so you know your pet is safe, comfortable, and getting plenty of attention.

Sitter Profile Image: Sidney R.
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Sidney R.
from
$50
per night
5.0 out of 5 stars
• 85 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

“Sydney did a fantastic job being with our dog, Della. She shared comments with us while we were gone. This made us feel confident that the care she provided was important to her. We would definitely ask Sydney to care for our dog again! Thank you.”

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Kevin A.
Sitter Profile Image: Jana P.
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Jana P.
from
$30
per night
10 years of experience
Janesville, WI, 53545

About: Familiar with energy management for young dogs and mobility or health-related accommodations for older pets. Currently I have a 11 year old and a 2 year old at home. My full time work schedule is flexible so I have extra time for walk/activites. In my free time I love hanging out/taking care of fur babies. have a small, securely fenced-in yard perfect for supervised outdoor time and quick potty breaks. There's a walking trail nearby, great for regular walks and exercise. Dogs in my care will never go more than 7 hours without a potty break.

Sitter Profile Image: Christopher B.
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Christopher B.
from
$43
per night
5 years of experience
Meadowood, Madison, WI, 53711

About: I have been taking care of animals all my life. Growing up my parents always had dogs and cats. My best-friend growing up was my dog Samantha who just turned 15 is a sweet Belgian Mali. I work at Indianapolis Hebrew Congregation as a cook for the the Early Education Center. I work from 7am-1pm and then I am home with my dog Lyla and I enjoy going out and taking her out on walks/hikes to Fort Harrison and to the nearby parks in Lawrence. I have a fenced in backyard that dogs can run around in any time they would like too. I live on a quiet street just outside of 465.

Sitter Profile Image: Amanda R.
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Amanda R.
from
$40
per night
4.9 out of 5 stars
• 9 reviews
2 repeat clients
16 years of experience
Fitchburg, WI, 53711

“Amanda was an outstanding sitter for my two dogs. One of my dogs is a senior and required a little extra TLC. Amanda kept me updated regularly and took some of the most beautiful photos of my pets! She was simply wonderful. I highly recommend.”

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Lorie O.
Sitter Profile Image: Quinn M.
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Quinn M.
from
$28
per night
4.8 out of 5 stars
• 5 reviews
2 repeat clients
15 years of experience
Mazomanie, WI, 53560

“Quinn was kind and loving to our puppy. We had confidence that our dog was well cared for while Quinn was with him, while we were out of town.”

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Audrey Q.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$90
per night
5.0 out of 5 stars
• 17 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

“Lensy was great with our dogs! They’re both special dogs - have some allergies and take medications, and she did great meeting their needs. She sent us updates and pictures and they had a great time with her!”

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Janae G.
Sitter Profile Image: Erin V.
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Erin V.
from
$55
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Cottage Grove, WI, 53527

About: What sets me apart from other sitters is my personalized approach and extensive experiences with dogs and puppies. I have two dogs of my own right now one is a beagle and the other is a rescue. My family has had many dogs over the years including many labs and lab shelter mix which I have soft spots for. I also have a genuine love for animals and I love to take them for walks and play with them. I have dogsat for many different families and dogs over the past several years for both shorter times and extended periods of time from toy aussies to st Bernard’s and Newfoundland. I have experience with dogs of all ages, shapes, and sizes. I have helped to administer medications to pets when needed, helped with mobility, potty training, and providing comfort. I always make sure to create a loving, cozy, and playful environment where your pets feel safe, happy, and loved while you’re away! I am a nurse. I prioritize time management and plan my days to ensure I can dedicate quality time to pet care. Whether it is in the morning, evenings, or on the weekends I am happy to accommodate and find time for your pets needs. I will always try to make time and balance my responsibilities so that your pets receive the attention love and care they deserve. Your pets well-being is important to me, and I’m committed to providing them with consistent and reliable care. When caring for pets in my clients’ homes, I make sure to create a safe and comfortable environment where your pets receive feels right at home. I ensure there is a consistent routine, whether it is feeding times, walking, visits, playtime, etc. so your pet feels secure and happy. In your home, I’m careful to follow any specific guidelines you’ve set, ensuring your pets receive feels stays in their familiar environment with as much routine as possible. Whether it is providing fresh water, administering medications, or offering love and attention, I am committed to keeping your pet happy and healthy!

Sitter Profile Image: Miranda M.
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Miranda M.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Whitewater, WI, 53190

About: I am a loving, compassionate, and reliable person that has a love for animals. I am also athletic and can take your puppy companion for a jog! I have unlimited availability for pet care. The only time I am not available is at 3pm, when I pick up my two pet loving children from school. I have a fenced in yard in a nice neighborhood, and a lake across the street if your pet likes to swim. I am also available to come to your home as well. I am available in Rock County and Dane County.

Sitter Profile Image: Breckin F.
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Breckin F.
from
$40
per night
7 years of experience
Madison, WI, 53714

About: I've taken care of pets since I was 13. Neighbors and family have relied on me to over night watch, feed, and walk their dogs. I'm currently in school but am available Monday -Thursday any time after 2pm, I am also available any time on the weekend from Friday through Sunday. I am very active and will play with and walk your pet. I am very punctional and will make sure your pet is cared for.

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The median cost per night for house sitting in Cooksville is $50

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 house sitting

  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

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

Popular requests for house sitting - Cooksville

Select a filter and find qualifying sitters offering house sitting.

Sitters in Cooksville average 4
repeat house sitting clients

FAQs for House Sitting - Cooksville

Frequently asked questions about Rover

As of October 2026, there are 854 sitters on Rover offering House Sitting across Cooksville. 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 Cooksville 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 Cooksville 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.

Tip: 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 Cooksville 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 , 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 .

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 .

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.

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

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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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