House Sitting in Cooksville

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Top rated Cooksville house sitters

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Sitter Profile Image: Marcia S.
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Marcia S.
Star Sitter
from
$40
per night
5 out of 4.9 stars
35 reviews
10 repeat clients
15 years of experience
Stoughton, WI, 53589

Our dog and our home were in great hands with Marcia. We were gone for two weeks and I was nervous to hire a dog sitter, but she took care of everything and our dog was so happy when we returned. She was easy to communicate with and I wouldn’t hesitate to hire her again!

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Rachel W.
Sitter Profile Image: Danielle L.
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Danielle L.
Star Sitter
from
$45
per night
5 out of 5.0 stars
18 reviews
6 repeat clients
12 years of experience
Janesville, WI, 53548

Danielle did a great job with my active pup and administered her meds no problem! She loves her and all the goodies she gave her after her stay!

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Hannah O.
Sitter Profile Image: Sidney R.
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Sidney R.
Star Sitter
from
$50
per night
5 out of 4.9 stars
60 reviews
22 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: Travis M.
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Travis M.
Star Sitter
from
$65
per night
5 out of 5.0 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.

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Halie B.
Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$40
per night
5 out of 5.0 stars
4 reviews
3 repeat clients
12 years of experience
Madison, WI, 53713

Good communication and appropriate check ins. Handled being accidentally locked out very well when the battery to my keypad lock died. Would book again.

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Amanda M.
Sitter Profile Image: Phillip W.
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Phillip W.
from
$63
per night
5 out of 5.0 stars
13 reviews
5 repeat clients
23 years of experience
Stoughton, WI, 53589

I can’t say enough good things about working with Phillip! He was kind, professional, and easy to trust with our two hyper and reactive doggos. Above all, it was such a relief to know that our fur babies were being cared for by someone who loved dogs as much as we do!!! We simply relaxed and enjoy our vacation! Thank you, Phillip!

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Gail G.
Sitter Profile Image: JESSICA P.
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JESSICA P.
from
$45
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
20 years of experience
Madison, WI, 53558

Jessica was the perfect dog sitter! We needed a house sitter on short notice and she really came through. The dogs loved her and I felt so comfortable leaving them with her. She introduced her dog Maya to ours and everyone got along great. Highly recommended!

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Rachel S.
Sitter Profile Image: Lillian B.
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Lillian B.
from
$50
per night
5 out of 5.0 stars
6 reviews
12 years of experience
Capitol, Madison, WI, 53715

Lilly was completely responsible and attentive the entire time. She kept us updated regularly, sent us photos of Blas, and replied to our messages quickly. She not only took great care of him but also spoiled him with love and attention. We definitely recommend her and will trust her again in the future.

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MARÍA R.
Sitter Profile Image: Abigail W.
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Abigail W.
from
$95
per night
5 out of 5.0 stars
14 reviews
1 repeat client
20 years of experience
Janesville, WI, 53548

Abigail did a great job of caring for our furry four! They loved her and were very comfortable right away. We really enjoyed having her and hope to have her sit for us again! 😊

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Cindy L.
Sitter Profile Image: Madalynn L.
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Madalynn L.
from
$30
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
15 years of experience
Oregon, WI, 53521

She was very sweet always sending pictures of our fur babies. She kept them active and loved so they wouldn't worry about where we were. We recommend her highly and will be our go to in the future!!!

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Tins K.
Sitter Profile Image: Ava K.
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Ava K.
from
$27
per night
5 out of 4.8 stars
10 reviews
4 repeat clients
6 years of experience
Janesville, WI, 53545

Ava did an amazing job staying at our place and watching our three dogs while we were on vacation. One of our dogs had a variety of medicine that she needed to take, and Ava made sure she took everything, even when our Bella wasn't feeling the best and wanting to cooperate. She was great about sending pictures, and our house was spotless when we came back. I would book her again in a heartbeat!

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Cassie E.
Sitter Profile Image: Trinity G.
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Trinity G.
from
$55
per night
5 out of 5.0 stars
6 reviews
4 repeat clients
12 years of experience
Stoughton, WI, 53589

Took great care of our two girls while we had a weekend getaway.

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X S.
Sitter Profile Image: Halle M.
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Halle M.
from
$28
per night
5 out of 5.0 stars
3 reviews
1 repeat client
5 years of experience
Oregon, WI, 53575

My dog seemed tired when I got home which is always reassuring. Halle shared how much she enjoyed her time and left the house in excellent condition. Will book again.

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Amanda M.
Sitter Profile Image: Laura O.
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Laura O.
Star Sitter
from
$150
per night
5 out of 5.0 stars
45 reviews
8 repeat clients
30 years of experience
Stoughton, WI, 53589

**Sulley Says 5 paws up for Laura! This was our first time using Rover.com and we were nervous about leaving our dog, Sulley, who has separation anxiety. We usually board him, but he gets so stressed, we decided to try something new. **We hit the jackpot with Laura! From the Meet and Greet to Waving Goodbye: Laura is incredibly reliable and listens attentively to everything you tell her about your pet's needs and preferences. She met with us at our house before the trip, and at our request, even came for a second visit so Sulley could get used to her without us there. **Peace of Mind While We Were Away: While we were gone, Laura sent us pictures and videos of Sulley, keeping us updated and feeling good about our furry friend. We even have pet cameras, which we offered to turn off, but Laura insisted on leaving on for our peace of mind. **A Happy Return: We came home to a very content Sulley! Laura clearly went above and beyond, even washing all the used linens and towels, and leaving the house spotless. **More Than Just a Pet Sitter: Laura is a 10 out of 10! She's not just a pet sitter, she's a lifesaver for pet parents with anxious pups like Sulley. We highly recommend her to anyone needing a trustworthy, caring, and detail-oriented pet sitter. Thank you, Laura!

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Janet M.
Sitter Profile Image: Keegan S.
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Keegan S.
from
$32
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
14 years of experience
Fitchburg, WI, 53711

Keegan was very sweet and patient with our dogs, one of which takes a while to warm up to people. She was responsive and took great care of them while we were away.

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Cassie E.
Sitter Profile Image: Laura J.
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Laura J.
from
$50
per night
10 years of experience
Janesville, WI

About: I’ve been around dogs my whole life and caring for them comes naturally to me. Whether it’s a high-energy pup who needs daily walks and playtime or a senior dog who prefers a calm, steady routine, I adapt my care to fit each dog’s needs and personality. What sets me apart is my focus on overnight, in-home care, so your dog can stay in their safe, familiar space while you're away. I provide consistent routines, lots of love, and a calm presence to reduce stress and separation anxiety. I also offer regular updates, so you can relax knowing your dog is in good hands. Walks, cuddles, feeding, medication—I handle it all with the same love and attention I give my own pets. I work locally and have a flexible schedule, which allows me to give pets the attention and care they deserve throughout the day. Whether it’s early morning feedings, midday walks, or evening playtime, I can easily work pet care into my routine. Because I stay nearby, I’m able to check in frequently, keep routines consistent, and be available for any unexpected needs. This flexibility also makes overnight stays smooth and stress-free—your pets won’t be left alone for long stretches, and they’ll enjoy a steady, comforting presence throughout the day and night. When I care for pets in your home, my goal is to make them feel safe, relaxed, and loved—just like you never left. I follow your pet’s usual routine closely, including feeding times, walks, play, medications, and bedtime habits, to keep things as normal and comforting as possible. I respect your home as if it were my own—clean, secure, and peaceful. I keep litter boxes or yards tidy, wash food bowls, and ensure your pet has fresh water and a cozy place to rest. I also provide updates and photos, so you can feel confident and connected while you’re away. Whether it’s cuddles on the couch, quiet companionship, or active playtime, I adapt to your pet’s personality and needs, giving them attentive care and calm companionship in their favorite place: home.

Sitter Profile Image: Jordan H.
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Jordan H.
from
$45
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
20 years of experience
Milton, WI, 53563

Jordan is the best! My animals were so well cared for and everything was so clean when we returned. The best of the best !!!

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Carol S.
Sitter Profile Image: Sydney W.
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Sydney W.
from
$20
per night
5 out of 5.0 stars
2 reviews
3 years of experience
Oregon, WI, 53575

Sydney did so great with our dogs! We have one dog that is very people selective. Needless to say they are besties! She did an amazing job! Thank you Sydney!

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Jessica H.
Sitter Profile Image: Chandra D.
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Chandra D.
from
$35
per night
5 out of 5.0 stars
4 reviews
2 years of experience
Oregon, WI, 53575

Chandra watched our 17 year old dog and our home while we were away on a trip. She did an excellent job! She was very caring and attentive to our dog. She communicated with us if she had questions and made sure to send pictures. We highly recommend Chandra and will use her services again.

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Mona N.
Sitter Profile Image: Gracie S.
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Gracie S.
from
$33
per night
5 out of 5.0 stars
16 reviews
7 repeat clients
6 years of experience
Evansville, WI, 53536

Gracie was fantastic! I don't like leaving my three dogs, and they don't like being left. Even though I was on the other side of the country, Gracie gave me peace of mind with her frequent communications, pictures, and updates. She took exquisite care of my house and left it so pristine, I couldn't tell that someone had lived there over the past week. I highly recommend Gracie for excellent pet care.

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Liz Z.
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Sitter Profile Image: Marcia S.
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Sitter Profile Image: Marcia S.
Verified Enhanced Background Check

Marcia S.
Star Sitter

Pets love unconditionally!
Stoughton, WI, 53589
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
35 reviews
10 repeat clients
Profile image

Our dog and our home were in great hands with Marcia. We were gone for two weeks and I was nervous to hire a dog sitter, but she took care of everything and our dog was so happy when we returned. She was easy to communicate with and I wouldn’t hesitate to hire her again!

Availability updated 18 days ago
Sitter Profile Image: Danielle L.
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Sitter Profile Image: Danielle L.
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Danielle L.
Rover 101
Star Sitter

I have loved animals my whole life!
Janesville, WI, 53548
14.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
18 reviews
6 repeat clients
Profile image

Danielle did a great job with my active pup and administered her meds no problem! She loves her and all the goodies she gave her after her stay!

Availability updated 19 days ago
Sitter Profile Image: Sidney R.
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Sitter Profile Image: Sidney R.
Verified Enhanced Background Check

Sidney R.
Star Sitter

They call me “The Pal Gal”!
Middleton, WI, 53562
22.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.9 stars
60 reviews
22 repeat clients
Profile image

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.

Availability updated 6 days ago
Sitter Profile Image: Travis M.
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Sitter Profile Image: Travis M.
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Travis M.
Star Sitter

Reliable, caring dog-lover
MONONA, WI, 53713
15.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
Profile image

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.

Availability updated 40 days ago
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check

Amanda S.
Star Sitter

Dogs are everything
Madison, WI, 53713
16.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
4 reviews
3 repeat clients
Profile image

Good communication and appropriate check ins. Handled being accidentally locked out very well when the battery to my keypad lock died. Would book again.

Availability updated 12 days ago
Sitter Profile Image: Phillip W.
Verified Enhanced Background Check
Sitter Profile Image: Phillip W.
Verified Enhanced Background Check

Phillip W.
Rover 101

Belly rubs, walks, and lots of love
Stoughton, WI, 53589
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
13 reviews
5 repeat clients
Profile image

I can’t say enough good things about working with Phillip! He was kind, professional, and easy to trust with our two hyper and reactive doggos. Above all, it was such a relief to know that our fur babies were being cared for by someone who loved dogs as much as we do!!! We simply relaxed and enjoy our vacation! Thank you, Phillip!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: JESSICA P.
Verified Enhanced Background Check
Sitter Profile Image: JESSICA P.
Verified Enhanced Background Check

JESSICA P.

Veterinary Tech & Animal Lover
Madison, WI, 53558
12.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

Jessica was the perfect dog sitter! We needed a house sitter on short notice and she really came through. The dogs loved her and I felt so comfortable leaving them with her. She introduced her dog Maya to ours and everyone got along great. Highly recommended!

Availability updated 9 days ago
Sitter Profile Image: Lillian B.
Verified Enhanced Background Check
Sitter Profile Image: Lillian B.
Verified Enhanced Background Check

Lillian B.

Fast Responder & College Student🤗
Capitol, Madison, WI, 53715
17.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
6 reviews
Profile image

Lilly was completely responsible and attentive the entire time. She kept us updated regularly, sent us photos of Blas, and replied to our messages quickly. She not only took great care of him but also spoiled him with love and attention. We definitely recommend her and will trust her again in the future.

Availability updated 6 days ago
Sitter Profile Image: Abigail W.
Verified Enhanced Background Check
Sitter Profile Image: Abigail W.
Verified Enhanced Background Check

Abigail W.

Loving and Gentle Pet Caregiver
Janesville, WI, 53548
14.0 mi. away
House Sitting, Drop-In Visits
from
$95
per night
5 out of 5.0 stars
14 reviews
1 repeat client
Profile image

Abigail did a great job of caring for our furry four! They loved her and were very comfortable right away. We really enjoyed having her and hope to have her sit for us again! 😊

Availability updated 8 days ago
Sitter Profile Image: Madalynn L.
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Sitter Profile Image: Madalynn L.
Verified Enhanced Background Check

Madalynn L.

I love loving on fur babies
Oregon, WI, 53521
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

She was very sweet always sending pictures of our fur babies. She kept them active and loved so they wouldn't worry about where we were. We recommend her highly and will be our go to in the future!!!

Availability updated 54 days ago
Sitter Profile Image: Ava K.
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Sitter Profile Image: Ava K.
Verified Enhanced Background Check

Ava K.

Animals are my happy place!
Janesville, WI, 53545
15.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
5 out of 4.8 stars
10 reviews
4 repeat clients
Profile image

Ava did an amazing job staying at our place and watching our three dogs while we were on vacation. One of our dogs had a variety of medicine that she needed to take, and Ava made sure she took everything, even when our Bella wasn't feeling the best and wanting to cooperate. She was great about sending pictures, and our house was spotless when we came back. I would book her again in a heartbeat!

Availability updated 2 days ago
Sitter Profile Image: Trinity G.
Verified Enhanced Background Check
Sitter Profile Image: Trinity G.
Verified Enhanced Background Check

Trinity G.

Pet lover: helping in any way I can
Stoughton, WI, 53589
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
6 reviews
4 repeat clients
Profile image

Took great care of our two girls while we had a weekend getaway.

Availability updated 5 days ago
Sitter Profile Image: Halle M.
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Sitter Profile Image: Halle M.
Verified Enhanced Background Check

Halle M.

Lover of all fur babies !
Oregon, WI, 53575
13.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

My dog seemed tired when I got home which is always reassuring. Halle shared how much she enjoyed her time and left the house in excellent condition. Will book again.

Availability updated 8 days ago
Sitter Profile Image: Laura O.
Verified Enhanced Background Check
Sitter Profile Image: Laura O.
Verified Enhanced Background Check

Laura O.
Star Sitter

Past experience in shelter work!
Stoughton, WI, 53589
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$150
per night
5 out of 5.0 stars
45 reviews
8 repeat clients
Profile image

**Sulley Says 5 paws up for Laura! This was our first time using Rover.com and we were nervous about leaving our dog, Sulley, who has separation anxiety. We usually board him, but he gets so stressed, we decided to try something new. **We hit the jackpot with Laura! From the Meet and Greet to Waving Goodbye: Laura is incredibly reliable and listens attentively to everything you tell her about your pet's needs and preferences. She met with us at our house before the trip, and at our request, even came for a second visit so Sulley could get used to her without us there. **Peace of Mind While We Were Away: While we were gone, Laura sent us pictures and videos of Sulley, keeping us updated and feeling good about our furry friend. We even have pet cameras, which we offered to turn off, but Laura insisted on leaving on for our peace of mind. **A Happy Return: We came home to a very content Sulley! Laura clearly went above and beyond, even washing all the used linens and towels, and leaving the house spotless. **More Than Just a Pet Sitter: Laura is a 10 out of 10! She's not just a pet sitter, she's a lifesaver for pet parents with anxious pups like Sulley. We highly recommend her to anyone needing a trustworthy, caring, and detail-oriented pet sitter. Thank you, Laura!

Availability updated 9 days ago
Sitter Profile Image: Keegan S.
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Sitter Profile Image: Keegan S.
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Keegan S.

Your pet’s new best friend!
Fitchburg, WI, 53711
14.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

Keegan was very sweet and patient with our dogs, one of which takes a while to warm up to people. She was responsive and took great care of them while we were away.

Availability updated yesterday
Sitter Profile Image: Laura J.
Verified Enhanced Background Check
Sitter Profile Image: Laura J.
Verified Enhanced Background Check

Laura J.

Stay over dog sitter with heart!
Janesville, WI
13.0 mi. away
House Sitting
from
$50
per night
1 review

Laura is our “go to” dog/house sitter. She is just the best; responsible and trustworthy! Laura gives our Labradoodle, Carter, all the attention he needs. We always come home to a waggy tail and doggy smile. We highly recommend Laura for all your pet and house sitting needs.

Availability updated 7 days ago
Sitter Profile Image: Jordan H.
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Sitter Profile Image: Jordan H.
Verified Enhanced Background Check

Jordan H.

Lifetime dog and cat caretaker.
Milton, WI, 53563
13.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

Jordan is the best! My animals were so well cared for and everything was so clean when we returned. The best of the best !!!

Availability updated today
Sitter Profile Image: Sydney W.
Verified Enhanced Background Check
Sitter Profile Image: Sydney W.
Verified Enhanced Background Check

Sydney W.

Animal enthusiast
Oregon, WI, 53575
9.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per night
5 out of 5.0 stars
2 reviews
Profile image

Sydney did so great with our dogs! We have one dog that is very people selective. Needless to say they are besties! She did an amazing job! Thank you Sydney!

Availability updated today
Sitter Profile Image: Chandra D.
Verified Enhanced Background Check
Sitter Profile Image: Chandra D.
Verified Enhanced Background Check

Chandra D.

Ensuring Your Pet's Health, Comfort
Oregon, WI, 53575
6.3 mi. away
House Sitting, Drop-In Visits
from
$35
per night
5 out of 5.0 stars
4 reviews
Profile image

Chandra watched our 17 year old dog and our home while we were away on a trip. She did an excellent job! She was very caring and attentive to our dog. She communicated with us if she had questions and made sure to send pictures. We highly recommend Chandra and will use her services again.

Availability updated 36 days ago
Sitter Profile Image: Gracie S.
Verified Enhanced Background Check
Sitter Profile Image: Gracie S.
Verified Enhanced Background Check

Gracie S.

🐶🐱
Evansville, WI, 53536
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$33
per night
5 out of 5.0 stars
16 reviews
7 repeat clients
Profile image

Gracie was fantastic! I don't like leaving my three dogs, and they don't like being left. Even though I was on the other side of the country, Gracie gave me peace of mind with her frequent communications, pictures, and updates. She took exquisite care of my house and left it so pristine, I couldn't tell that someone had lived there over the past week. I highly recommend Gracie for excellent pet care.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend

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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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