House Sitting Cooksville

Find a loving house sitter to watch over your pets and your home.

End
Search

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.

1 / 1
Sitter Profile Image: Marcia S.
Verified Enhanced Background Check
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 was fantastic! She was very communicative before, during, and after her stay. She sent lots of pictures of the dogs. Bonus: she cleaned the entire house before I got home. So unexpected, but truly appreciated after so many days away from home. Our dogs love her and are already asking when she can come back to play!”

Profile image
Sarah W.
Sitter Profile Image: Michelle B.
Verified Enhanced Background Check
Michelle B.
from
$32
per night
5.0 out of 5 stars
• 4 reviews
8 years of experience
Stoughton, WI, 53589

“Michelle was wonderful with my cats who are still getting to know each other. She’s a great communicator and my cats loved her. Highly recommend!”

Profile image
Julie W.
Sitter Profile Image: Cynthia J.
Verified Enhanced Background Check
Cynthia J.
from
$50
per night
5.0 out of 5 stars
• 39 reviews
9 repeat clients
50 years of experience
Edgerton, WI, 53534

“Thank You so much Cindy for staying with Abby while we were gone away on vacation. Thank You for taking such great care of our little one!! Abby enjoyed her time with you!!”

Profile image
Lisa E.
Sitter Profile Image: Phillip W.
Verified Enhanced Background Check
Phillip W.
from
$70
per night
5.0 out of 5 stars
• 25 reviews
9 repeat clients
23 years of experience
Stoughton, WI, 53589

“Phillip did an amazing job with Otso and left the house spotless after the house sitting. Thank you for watching, Otso-man who may be pining at the moment. I hope it is him pouting that I left or I may need to get jealous, haha”

Profile image
Corey H.
Sitter Profile Image: Anik Z.
Verified Enhanced Background Check
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.”

Profile image
Katie S.
Sitter Profile Image: Talia W.
Verified Enhanced Background Check
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!”

Profile image
Rj R.
Sitter Profile Image: Travis M.
Verified Enhanced Background Check
Travis M.
from
$70
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
15 years of experience
MONONA, WI, 53713

“Travis is truly remarkable! We arranged a meet and greet where he invested time in getting to know our dog. He made sure to understand Remy's needs and ensured a perfect match. Travis went above and beyond by agreeing to house and Dog sit for 8 days. During his stay, Remy not only had the pleasure of regular walks but also relished the companionship at home. It's evident that Travis provided a level of care that exceeded our expectations. Our home was left in pristine condition, and to top it off, our neighbors were quick to compliment Travis on his friendly demeanor. Remy, our Husky German Shepherd Rescue, is eagerly anticipating his next stay with Travis. It's heartening to see such a positive connection between them. Travis has proven to be more than just a sitter; he's become a trusted companion for Remy. We're grateful to have found such a reliable and caring individual for our beloved pet.”

Profile image
Halie B.
Sitter Profile Image: Amanda R.
Verified Background Check
Amanda R.
from
$60
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
30 years of experience
Oregon, WI, 53575

“Amanda was a godsend when our house sitter cancelled last minute. We met her first then her with her dog, Sedona, and I knew right away this would work out really well. You see my dog, Millie, doesn’t warm up to people easily and doesn’t always play nice with other dogs but Millie instantly liked both of them. Amanda stayed at our house along with Sedona, so Millie was spoiled having her two new friends stay with her. They went on many walks and Amanda sent me lots of pictures while we were gone. I will definitely use Amanda again!”

Profile image
Debi P.
Sitter Profile Image: Emma R.
Verified Enhanced Background Check
Emma R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Sun Prairie, WI, 53590

“Emma was extremely helpful and took great care of the house and our kitten. The pictures she sent were greatly appreciated. We felt very comfortable with our home in her care.”

Profile image
Gretchen M.
Sitter Profile Image: Sarah W.
Verified Enhanced Background Check
Sarah W.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
12 years of experience
Madison, WI, 53713

“Sarah was so great with Hamm and made sure he received all the attention he needed! It was our first time leaving for the weekend since we got Hamm, and it was a comfort knowing Hamm was well taken care of while we were gone. She made sure to send all the cute pics of Hamm and was great to communicate with. Will definitely be booking with her again!!”

Profile image
Catherine & Zach S.
Sitter Profile Image: Raven H.
Verified Enhanced Background Check
Raven H.
from
$75
per night
4.9 out of 5 stars
• 11 reviews
4 repeat clients
5 years of experience
Fitchburg, WI, 53711

“Raven is fantastic! She took great care of our dog this weekend, even in freeziing temps. Will continue to book her whenever she's available!”

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

“Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!”

Profile image
Cale H.
Sitter Profile Image: Maricel E.
Verified Enhanced Background Check
Maricel E.
from
$55
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Heistand, Madison, WI, 53714

“Maricel was great with Oreo and kept me uptodate with walks and activities. She took great care of Oreo and he was a happy dog when I got home!!!”

Profile image
John T.
Sitter Profile Image: Pam W.
Verified Enhanced Background Check
Pam W.
from
$75
per night
5.0 out of 5 stars
• 31 reviews
8 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Once again, Pam is the best sitter we could ask for. She is so kind, patient, and understanding of our shy rescue, providing him with love and care while respecting his boundaries. She is wonderfully communicative and we were able to enjoy our trip fully knowing our pup was in good hands.”

Profile image
Emily G.
Sitter Profile Image: Amanda R.
Verified Enhanced Background Check
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.”

Profile image
Lorie O.
Sitter Profile Image: Quinn M.
Verified Enhanced Background Check
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.”

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

“Lensy was amazing with my two pups, including meds, walks, and lots of love and attention, which is what they need. She’s great with communication and updates, and took excellent care of my two doggos!”

Profile image
Gwen K.
Sitter Profile Image: Milanne D.
Verified Enhanced Background Check
Milanne D.
from
$60
per night
19 years of experience
Blackhawk, Middleton, WI, 53562

About: I’ve been around and taken care of dogs of every kind my entire life basically. Neighbors, friends and family have relied on me since I was a little girl to walk, feed and bathe their pets. I currently dog sit full time, so I’ll have plenty of time to play with your pups! I’m available for boarding all seven days of the week at anytime of need! I have a spacious yard and two friendly female dogs(both spayed) to keep your fur baby company. I can easily crate your dog if needed.

Sitter Profile Image: Miranda M.
Verified Enhanced Background Check
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: Evan T.
Verified Enhanced Background Check
Evan T.
from
$38
per night
11 years of experience
Fort Atkinson, WI, 53538

About: I started taking care of animals, both cats and dogs, 11 years ago! I've provided animal care services for family members, friends, and for other families through referrals! It's extremely enjoyable to me when I get the privilege to take care of a new animal.! I never want a owner to worry their animal might be too much for me as I've dealt with a variety of dogs and cats in both size and temperament- I can handle practically anything! A majority of my animal care (if not all) has involved me staying the night for a week or two with the animal/s. I love to spend a lot of time and be active with the animals! Whatever was needed and instructed in care maintenance for a clients animal- I've happily handled with ease! As of right now I'm doing freelance work, so my availability is pretty open! If you select me for a specific pet care need, we can discuss it together and come up with a plan that best fits your needs! I care for my pets as if they were my own and through the clients instructions on how to care for their animal! Whatever the client is asking of me and for their animal needs, I will happily fulfill with ease and make sure their pet is taken care of!

1 / 1
View more

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge