House Sitting in Rolling Meadows, Madison, WI

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Top rated Rolling Meadows house sitters

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Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter
from
$31
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
8 years of experience
Madison, WI, 53715

Jolie is great. Good communication and goes above and beyond to spend quality time with our two large dogs. Very happy, will book again if possible.

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Rachel H.
Sitter Profile Image: Katie T.
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Katie T.
Star Sitter
from
$60
per night
5 out of 4.9 stars
30 reviews
5 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

Katie took excellent care of our dogs and our home. We felt very comfortable with her and the dogs took to her right away. She took them for walks and sent pictures too! Thank you Katie!

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Dawn S.
Sitter Profile Image: Marley M.
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Marley M.
from
$50
per night
5 out of 5.0 stars
9 reviews
10 years of experience
Madison, WI, 53726

Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)

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Kristina S.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$40
per night
5 out of 5.0 stars
5 reviews
9 years of experience
Waunakee, WI, 53597

Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!

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Alicia S.
Sitter Profile Image: Stephanie H.
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Stephanie H.
Star Sitter
from
$28
per night
5 out of 5.0 stars
14 reviews
2 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

Stephanie took excellent care of our 4 year old poodle, bonding with him immediately and taking him on nice walks and keeping him happy while we were gone. She even brought her own long leash so he could run around at the park while she made sure he couldn’t take off. Very kind, conscientious sitter!

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Ruth C.
Sitter Profile Image: Natalee Y.
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Natalee Y.
from
$29
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
11 years of experience
Madison, WI, 53706

Natalee was phenomenal with Remora! Consistent updates, cute pics of my cat, and very reliable with scheduling and coordination. Natalee took great notes to make sure Remora was cared for the best as could be. Thank you!!

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Elijah H.
Sitter Profile Image: Samantha M.
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Samantha M.
from
$45
per night
10 years of experience
Madison, WI, 53704

Samantha is a very good worker. She is very responsable and she is always on time. She took care of Rokko very well and Rokko was very happy since the first moment. We appreciated her work very much.

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Sonia M.
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

We feel so lucky to have found Travis - he is so responsible, conscientious, and fantastic with our dog. We have had him sit for us a few times now and will continue to request his services as often as possible! Our house gives him two thumbs, and two paws up!

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Jennifer A.
Sitter Profile Image: Leah B.
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Leah B.
from
$55
per night
5 out of 4.7 stars
69 reviews
26 repeat clients
6 years of experience
Monona, WI, 53716

Leah you were amazing. Thank you for your flexibility and quick responses. I felt so comfortable leaving my giant boys with you. I can tell they felt very comfortable. We really appreciate you!

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Allison S.
Sitter Profile Image: Ashley H.
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Ashley H.
from
$28
per night
5 out of 5.0 stars
2 reviews
7 years of experience
Tenney-Lapham, Madison, WI, 53703

About: I’ve been taking care of animals all my life but have professionally done in the past 6 years! I love spending time around animals and I also stay hyper vigilant if there’s any issues going on! I am currently working in sales where I spend all day in Costco, so I'm looking for a way to get outside and make a new community of friends, and get some walk and play time in with a furry friend! Always more than happy to make time for your pet! I have a cat named Theo and he gets fed on a schedule three times a day, which seems to the perfect mix. I like to keep pets on a schedule and active so that they’re getting all the enrichment and care that they need! If there’s not a fenced in yard, I’m happy to go for a walk!

Sitter Profile Image: Vanessa U.
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Vanessa U.
from
$28
per night
5 out of 5.0 stars
3 reviews
4 years of experience
Sherman Terrace, Madison, WI, 53704

Vanessa was great! My dog loved her. Very communicative and goes the extra mile. I will definitely book her again.

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Gary C.
Sitter Profile Image: Nicholas & Lauren R.
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Nicholas & Lauren R.
from
$50
per night
5 out of 5.0 stars
5 reviews
38 years of experience
Madison, WI, 53704

Lauren and Nia were great with our pets and us! This was our first time using pet sitters and they really helped put us at ease through the process. With picture and video updates we knew our dogs and cats were having a good time and being well cared for. Highly recommend using them!

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Jessica F.
Sitter Profile Image: Tessa D.
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Tessa D.
from
$40
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
16 years of experience
Hawthorne, Madison, WI, 53704

Tessa is amazing, definitely recommend her for your sweet pups! She shows genuine care for dogs. Tessa watched our dog while she’s recovering from a partial ACL tear and we felt so comfortable with her ability to administer her meds and follow her activity restrictions. Tessa gave our busy border collie the exercise she needs through runs and playing in the yard! We got lots of pictures and updates throughout. Overall, totally recommend Tessa!

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Kelsey F.
Sitter Profile Image: Scott S.
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Scott S.
from
$40
per night
5 out of 5.0 stars
2 reviews
15 years of experience
Marquette, Madison, WI, 53704

About: I love dogs and animals - they really are the best! I have owned three for many years, raising two from being puppies, and addressing challenging behavior with an older doggo, in addition to fostering multiple rescue dogs. I recently moved to WI, and my pets stayed home with my partner for now, and miss my furry companions and want to provide love and care for yours while I’m here! I am happy to work with you on what’s best, whether that is house sitting, boarding, or simply letting your animals out on walks or to go potty. Let’s chat! I currently work from home and have a remote job, so can provide your dog with any needs or attention that makes sense based on their schedule. I have some in-person meetings that occur throughout the week, and am generally around on the weekends regularly. If planning on boarding or daycare, my apartment is very dog-friendly, with many residents having pets and there are plenty of amenities available, whether walking around the neighborhood on leash or playing in the apartment’s fenced in dog run, that will give your pet what it needs. I can easily crate, take out for potty breaks, etc. I am also mindful of dog reactivity regardless of my own or neighbor’s dogs.

Sitter Profile Image: Joshua D.
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Joshua D.
from
$30
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
10 years of experience
Hawthorne, Madison, WI, 53704

Joshua was fantastic from the start! He took such great care of Millie & Hope and provided daily updates. The house was spotless after a week of being gone & the dogs were very happy!! Would certainly recommend Joshua and will definitely use him again in the future!

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Destiny O.
Sitter Profile Image: Maddie K.
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Maddie K.
from
$55
per night
5 out of 5.0 stars
34 reviews
8 repeat clients
8 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

Maddie took such good care of our dog when we were away. We could tell at our meet and greet that Ferdinand and Maddie were a good match. Just knowing he was in good hands, being well fed and going on walks, gave us great peace of mind. She also helped us out by bringing in our mail, Amazon packages and wheeling our trash and recycle bins in for us. We were so happy to receive some very cute pictures of Ferdinand. You are an amazing sitter, and we will be recommending your services to all of our friends and family who have animals. Thanks a million Maddie!

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Catherine O.
Sitter Profile Image: Jessa E.
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Jessa E.
from
$40
per night
5 out of 5.0 stars
7 reviews
1 repeat client
3 years of experience
Madison, WI, 53714

12 out of 10. Jessa truly saved me with a last minute request after I had a few rover sitters canceled on me. She came and met my dogs and also was gracious enough to keep an eye on my garden. I will absolutely be using her in the future.

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Mackenzie S.
Sitter Profile Image: Annmarie S.
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Annmarie S.
Star Sitter
from
$60
per night
5 out of 5.0 stars
19 reviews
6 repeat clients
15 years of experience
Emerson East, Madison, WI, 53704

Annemarie was a WONDERFUL dog sitter for my pup! She was so attentive and kept me informed the entire time, and Laika absolutely adored her. I will definitely be rebooking!

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Gabrielle C.
Sitter Profile Image: Dustin G.
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Dustin G.
from
$28
per night
5 out of 5.0 stars
16 reviews
6 repeat clients
20 years of experience
McClellan Park, Madison, WI, 53718

About: Ive always been available for friends or family if they were going out off town and needed help caring for their pets. I’ve also had pets in my home for as long as I can remember! Me and my wife have always said whenever we get a big piece of land we were gonna adopt as many dogs as we could possibly fit on that land 😊 I will be there in your home to give your pet some much needed attention and love while you are away! I have a 6 year old daughter who loves animals so I’m sure she would love to get to hang out and take care of your fur babies as well! As of right now I am available after 11:30am each day. I work part time for UW in the morning’s From 7:30-11:30. Weekends are available as well! I will take care of your pets with the care and attention that they need and deserve. I love to be there when you aren’t able to be 😊

Sitter Profile Image: Raven H.
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Raven H.
from
$75
per night
5 out of 4.9 stars
8 reviews
3 repeat clients
5 years of experience
Ridgewood, Madison, WI, 53704

Raven was great! She watched our dog for the weekend and sent regular updates. Came home to a tidy house and happy pup.

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Jennifer K.
1 / 1
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Loving house sitters in your neighborhood

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Sitter Profile Image: Jolie Zevallos
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Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter

I love the fur babies so much
Madison, WI, 53715
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$31
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
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Jolie is great. Good communication and goes above and beyond to spend quality time with our two large dogs. Very happy, will book again if possible.

Availability updated today
Sitter Profile Image: Katie T.
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Sitter Profile Image: Katie T.
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Katie T.
Star Sitter

ACTIVE, FLEXABLE, DOG LOVER
Marquette, Madison, WI, 53703
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
30 reviews
5 repeat clients
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Katie took excellent care of our dogs and our home. We felt very comfortable with her and the dogs took to her right away. She took them for walks and sent pictures too! Thank you Katie!

Availability updated today
Sitter Profile Image: Marley M.
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Sitter Profile Image: Marley M.
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Marley M.

Veterinary Student animal lover
Madison, WI, 53726
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
9 reviews
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Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)

Availability updated 3 days ago
Sitter Profile Image: Brenda S.
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Sitter Profile Image: Brenda S.
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Brenda S.

Longtime pet sitter, new to Rover
Waunakee, WI, 53597
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
5 reviews
Profile image

Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!

Availability updated today
Sitter Profile Image: Stephanie H.
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Sitter Profile Image: Stephanie H.
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Stephanie H.
Star Sitter

Dog lover pet spoiler
Eastmorland, Madison, WI, 53714
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
14 reviews
2 repeat clients
Profile image

Stephanie took excellent care of our 4 year old poodle, bonding with him immediately and taking him on nice walks and keeping him happy while we were gone. She even brought her own long leash so he could run around at the park while she made sure he couldn’t take off. Very kind, conscientious sitter!

Availability updated 4 days ago
Sitter Profile Image: Natalee Y.
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Sitter Profile Image: Natalee Y.
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Natalee Y.

Reliable Pet Care with Pride! 🐾🌈
Madison, WI, 53706
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$29
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Natalee was phenomenal with Remora! Consistent updates, cute pics of my cat, and very reliable with scheduling and coordination. Natalee took great notes to make sure Remora was cared for the best as could be. Thank you!!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Samantha M.
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Sitter Profile Image: Samantha M.
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Samantha M.

College Student, Flexible, Reliable
Madison, WI, 53704
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
4 reviews
Profile image

Samantha is a very good worker. She is very responsable and she is always on time. She took care of Rokko very well and Rokko was very happy since the first moment. We appreciated her work very much.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
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
3.6 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

We feel so lucky to have found Travis - he is so responsible, conscientious, and fantastic with our dog. We have had him sit for us a few times now and will continue to request his services as often as possible! Our house gives him two thumbs, and two paws up!

Availability updated 26 days ago
Sitter Profile Image: Leah B.
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Sitter Profile Image: Leah B.
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Leah B.

I absolutely love to love dogs
Monona, WI, 53716
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 4.7 stars
69 reviews
26 repeat clients
Profile image

Leah you were amazing. Thank you for your flexibility and quick responses. I felt so comfortable leaving my giant boys with you. I can tell they felt very comfortable. We really appreciate you!

Availability updated 6 days ago
Sitter Profile Image: Ashley H.
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Sitter Profile Image: Ashley H.
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Ashley H.

Cat mom. Pet lover. EMT 🥰
Tenney-Lapham, Madison, WI, 53703
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
2 reviews

I have known Ashley for over 5 years. She is one of the most responsible person I know. She used to have a dog, and I have seen how much love and care she gave him. She is currently a cat mom that loves to spoil him with affection and love. Ashley loves the outdoors, so I have no doubt in my mind that she will be an excellent candidate to walk all the precious puppies in the neighborhood! She also has an experience working at a vet clinic, so she has a eye for detail, and experience to understand the pets needs. I would trust her with all of my own pets!

Availability updated 2 days ago
Sitter Profile Image: Vanessa U.
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Sitter Profile Image: Vanessa U.
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Vanessa U.

Just call me Meowy Poppins! 🐾
Sherman Terrace, Madison, WI, 53704
3.2 mi. away
House Sitting, Drop-In Visits
from
$28
per night
5 out of 5.0 stars
3 reviews
Profile image

Vanessa was great! My dog loved her. Very communicative and goes the extra mile. I will definitely book her again.

Availability updated yesterday
Sitter Profile Image: Nicholas & Lauren R.
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Sitter Profile Image: Nicholas & Lauren R.
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Nicholas & Lauren R.

Two pet loving people
Madison, WI, 53704
3.1 mi. away
House Sitting
from
$50
per night
5 out of 5.0 stars
5 reviews
Profile image

Lauren and Nia were great with our pets and us! This was our first time using pet sitters and they really helped put us at ease through the process. With picture and video updates we knew our dogs and cats were having a good time and being well cared for. Highly recommend using them!

Availability updated 7 days ago
Sitter Profile Image: Tessa D.
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Sitter Profile Image: Tessa D.
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Tessa D.

Dog mom and Lover of All Dogs!
Hawthorne, Madison, WI, 53704
2.1 mi. away
House Sitting
from
$40
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

Tessa is amazing, definitely recommend her for your sweet pups! She shows genuine care for dogs. Tessa watched our dog while she’s recovering from a partial ACL tear and we felt so comfortable with her ability to administer her meds and follow her activity restrictions. Tessa gave our busy border collie the exercise she needs through runs and playing in the yard! We got lots of pictures and updates throughout. Overall, totally recommend Tessa!

Availability updated yesterday
Sitter Profile Image: Scott S.
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Sitter Profile Image: Scott S.
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Scott S.

Treating your doggo like my family!
Marquette, Madison, WI, 53704
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
2 reviews

Scott is one of the most caring and compassionate dog lovers out there. He shows them all of the love and affection in the world and treats them like super stars. He's watched my dogs consistently and has treated them like his own. It's no wonder that all dogs go right to him at new places. I promise you will be at ease with Scott watching your furry baby.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Joshua D.
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Sitter Profile Image: Joshua D.
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Joshua D.

Unlock Tail-Wagging Joy
Hawthorne, Madison, WI, 53704
2.1 mi. away
House Sitting
from
$30
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Joshua was fantastic from the start! He took such great care of Millie & Hope and provided daily updates. The house was spotless after a week of being gone & the dogs were very happy!! Would certainly recommend Joshua and will definitely use him again in the future!

Availability updated 2 days ago
Sitter Profile Image: Maddie K.
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Sitter Profile Image: Maddie K.
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Maddie K.

Ready for zoomies, naps, and snacks
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
1.7 mi. away
Boarding, House Sitting, Drop-In Visits
from
$55
per night
5 out of 5.0 stars
34 reviews
8 repeat clients
Profile image

Maddie took such good care of our dog when we were away. We could tell at our meet and greet that Ferdinand and Maddie were a good match. Just knowing he was in good hands, being well fed and going on walks, gave us great peace of mind. She also helped us out by bringing in our mail, Amazon packages and wheeling our trash and recycle bins in for us. We were so happy to receive some very cute pictures of Ferdinand. You are an amazing sitter, and we will be recommending your services to all of our friends and family who have animals. Thanks a million Maddie!

Availability updated 13 days ago
Sitter Profile Image: Jessa E.
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Sitter Profile Image: Jessa E.
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Jessa E.

Dog walker
Madison, WI, 53714
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

12 out of 10. Jessa truly saved me with a last minute request after I had a few rover sitters canceled on me. She came and met my dogs and also was gracious enough to keep an eye on my garden. I will absolutely be using her in the future.

Availability updated 17 days ago
Sitter Profile Image: Annmarie S.
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Sitter Profile Image: Annmarie S.
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Annmarie S.
Star Sitter

Gentle and Loving for All Animals
Emerson East, Madison, WI, 53704
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
19 reviews
6 repeat clients
Profile image

Annemarie was a WONDERFUL dog sitter for my pup! She was so attentive and kept me informed the entire time, and Laika absolutely adored her. I will definitely be rebooking!

Availability updated yesterday
Sitter Profile Image: Dustin G.
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Sitter Profile Image: Dustin G.
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Dustin G.

Lover of ALL animals!!!
McClellan Park, Madison, WI, 53718
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
16 reviews
6 repeat clients

Dustin is amazing with my animals. He works well with both cats and dogs and is very friendly and dependable. He brings his daughter with him sometimes with is great because she shares his love for animals! Highly recommend for your pet needs.

Availability updated 13 days ago
Sitter Profile Image: Raven H.
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Sitter Profile Image: Raven H.
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Raven H.

Your dogs new BFF 🐶
Ridgewood, Madison, WI, 53704
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 4.9 stars
8 reviews
3 repeat clients
Profile image

Raven was great! She watched our dog for the weekend and sent regular updates. Came home to a tidy house and happy pup.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend

Rolling Meadows pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Leah was excellent and kind, a good communicator, and made our pups very happy. One of our dogs had surgery recently before Leah’s stay and she handled the complicated medications easily.

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Alexa W.
House Sitting
5 out of 5.0 stars

Josh was great! He was responsive to our needs. Athena was very at ease with him and he took her on a couple of runs. We will definitely use Josh the next time we leave town!

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Jennifer L.
House Sitting
5 out of 5.0 stars

Our anxious dog warmed right up on Maddie’s repeat visit! It is such a relief to get home with your dogs completely at ease. We are fortunate to have a reliable, communicative, and overall great caretaker for our pack. 🐾

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Elizabeth F.
House Sitting
5 out of 5.0 stars

Raven was great! She watched our dog for the weekend and sent regular updates. Came home to a tidy house and happy pup.

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Jennifer K.
House Sitting
5 out of 5.0 stars

Jimmy and Stella did a great job with my two completely different tempered dogs. I have a 8 month old and a 13+ year old who both loved Jimmy and Stella. Very much appreciated!

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Tony V.
House Sitting
5 out of 5.0 stars

Lynelle was fantastic house sitting our dog Maeve! She sent us some glamour shot pictures of her doing puzzles and on a walk, showing that she was doing okay in the process. She gave timely updates and made sure we were in the loop on everything that happened during the day. Maeve took to Lynelle extremely well, we’d be happy to repeat again!

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Ross F.
House Sitting
5 out of 5.0 stars

Abigail took care of my dog over the holidays at my home. After a small miscommunication everything went smoothly and Cedar was very happy and well cared for. Abigail even put the sheets in the wash. Thanks!

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leah k.
House Sitting
5 out of 5.0 stars

Cynthia did an amazing job with my dog, Hachi. He has never been away from me in 5.5 years and is very attached to me. Cynthia spent the night at my house and Hachi was relaxed, ate, took his meds and went upstairs to bed. He was also willing to walk with her (which is rare) I was updated with texts, photo and a video throughout the 24 hours period. I am so grateful to have found Cynthia. I was beyond amazed at how well Hachi did! Thank you!

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Toni C.
House Sitting
5 out of 5.0 stars

Kailynn did a fantastic job with our dogs while we were away on vacation. She is always dependable and sends regular updates.

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Alyssa L.
House Sitting
5 out of 5.0 stars

Aleah was great and on short notice! She was super fast on responding for my dates and sent lots of pictures and updates on my pups. Will definitely use again!

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Andrea T.
House Sitting
5 out of 5.0 stars

Megan was a fantastic c sitter for our rambunctious poodle. She took him to the dog park, bathed him and cared for him, keeping him happy and content. It made our trip a breeze to know he was so well cared for

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Ruth C.
House Sitting
5 out of 5.0 stars

Kris was great with accommodating a last minute booking and then staying later when our travel plans changed. He also handled unexpected challenges while we were gone very professionally.

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Chrissy W.
House Sitting
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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 house 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.

House Sitting FAQs

Frequently asked questions about Rover