House Sitting in Rolling Meadows, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Pam W.
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Sitter Profile Image: Pam W.
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1. Pam W.

Dogs LOVE me / I LOVE dogs
Sun Prairie, WI, 53590
5.3 mi. away
Boarding, House Sitting
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$50
per night
Profile image

Pam was wonderful with our two dogs! Even with our second dog, who can be quite reactive with new folks, she settled in and made both dogs feel very comfortable. She stayed a weekend in our home while we traveled and really helped us feel like our dog and home were in great hands.

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Sitter Profile Image: Travis M.
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Sitter Profile Image: Travis M.
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2. Travis M.

Reliable, caring dog-lover
Madison, WI, 53718
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$55
per night
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Travis did a great job with our two dogs and cat! He was very attentive and caring to our animals, which we greatly appreciated. He sent us pictures and kept in touch with us daily too, which we asked for and loved. He was also very responsible at our home and left it in the same condition in which he found it. Highly recommend and will hire him again.

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Sitter Profile Image: Alba R.
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Sitter Profile Image: Alba R.
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3. Alba R.

Pet Whisperer For Hire!
Fitchburg, WI, 53713
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
49 reviews
25 repeat clients
from
$40
per night
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Alba is wonderful. I was nervous about leaving my energetic rescue dog because she is not always good with strangers but Alba handled everything beautifully. She put my mind at ease with her. Communication was fantastic. I appreciated the pictures and the updates. Knowing that things were going well let us relax and enjoy our vacation. Our dog clearly adored her and was very happy with her during our absence. We will definitely ask her to take care of our pets again!

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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4. Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53715
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
126 reviews
50 repeat clients
from
$89
per night
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Drew is terrific. Or flight home was delayed and caused us to miss our connection… would’ve been sick with worry but Drew cared for our pup and stayed an extra night. Returned to a happy dog and clean home. So happy!

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Sitter Profile Image: Bailey U.
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Sitter Profile Image: Bailey U.
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5. Bailey U.

Experienced Pup Lover 🐶 😊
Capitol, Madison, WI, 53703
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
10 repeat clients
from
$35
per night
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Bailey was amazing! She watched my pup in-home for about 2 weeks. Even prior to her stay, she was very responsive in setting up a meet and greet which I appreciated and sent updates and photos while I was away. She left my house cleaner than it was before and I can tell my Brighton was well cared for during the visit. Thank you, Bailey!

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Sitter Profile Image: Natalie W.
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Sitter Profile Image: Natalie W.
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6. Natalie W.

Graduate student & dog lover
Madison, WI, 53704
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$49
per night
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Natalie was able to watch Boomer last minute for me. She was also super flexible when I had to leave a little earlier and get back later than I originally planned. She did a great job!

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Sitter Profile Image: Zoe T.
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Sitter Profile Image: Zoe T.
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7. Zoe T.

I’m happy caring for cats & dogs!
Capitol, Madison, WI, 53703
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$45
per night
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Zoe is a rockstar! She was able to fit me in on short notice and took excellent care of my pets (I have 3). I got a text update and photos while I was away which made me feel at ease. It seems like they all really had fun together and all the fur babies were content and not stressed when I got home. Zoe also took excellent care of my house and even offered to strip the sheets off the bed and get the wash started before leaving. Assuming she'll have us back, I'll definitely be booking with her again!

Confirmed availability: Juneteenth
Sitter Profile Image: Nicole B.
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Sitter Profile Image: Nicole B.
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8. Nicole B.

Your fur babies best friend.
Brentwood Village, Madison, WI, 53704
3.7 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$50
per night
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Nicole is great! She truly loves to make sittings a great experience for dog and owners. She sent a lot of pictures and I could tell my dog had a blast! Will definitely book again!

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Sitter Profile Image: Mark L.
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Sitter Profile Image: Mark L.
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9. Mark L.

Animal lover, biology author
McClellan Park, Madison, WI, 53718
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
5 repeat clients
from
$30
per night
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Mark did a nice job with our senior dog. He was patient and kind with him. He also sent photos of video of their time together which were nice to receive while we were away.

Confirmed availability: Juneteenth
Sitter Profile Image: Kami B.
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Sitter Profile Image: Kami B.
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10. Kami B.

All Shapes and Sizes-Huge Pet Lover
Sun Prairie, WI, 53590
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$50
per night
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Kami was wonderful with our girls! She was responsive and sent us pictures of the girls playing. We would definitely have Kami hang out with the dogs again!

Sitter Profile Image: Mariana G.
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Sitter Profile Image: Mariana G.
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11. Mariana G.

I am Patient, Energetic and WFH!
Madison, WI, 53715
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$40
per night
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We booked Mariana last minute and she went above and beyond to accommodate our busy schedules. She took great care of our high energy pup Leo and provided thoughtful updates and pictures. We will absolutely be contacting her the next time Leo needs a sitter!

Confirmed availability: Juneteenth
Sitter Profile Image: Michael H.
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Sitter Profile Image: Michael H.
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12. Michael H.

Can I pet that dog?
Bluff Acres, Madison, WI, 53704
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$25
per night

Michael is an animal magnet, he loves animals and they love him! Our cat Tango, is pretty much his shadow and always wants all the snuggles from him the most. He is also always the first to volunteer to take care of his family’s animals when they are away and need care.

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Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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13. Erin M.

I love dogs!
Madison, WI, 53704
2.9 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
4 reviews
1 repeat client
from
$50
per night
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Erin did a great job watching my 14 year old Shiba Inu! She took him on several walks which he loved and kept me updated on well he was doing. I am definitely a repeat customer!

Confirmed availability: Juneteenth
Sitter Profile Image: Jess F.
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Sitter Profile Image: Jess F.
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14. Jess F.

Friendly neighborhood extrovert!
Madison, WI, 53718
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$34
per night
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Jess stayed with Elle for 7 days while we were on spring break. She has excellent communication; providing daily updates and photos as well as the cutest journal I have ever seen! We got to read about Elles daily activities and what she was up to! The kids loved reading Elles journal the most! Thanks again and we highly recommend !!!!

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Sitter Profile Image: Maria D.
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Sitter Profile Image: Maria D.
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15. Maria D.

Experienced animal caregiver!
Tenney-Lapham, Madison, WI, 53597
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$50
per night

I have personally known Maria for many many years and I know her to be a loyal, loving, caring, and responsible person and friend. Maria has experience in handling dogs and does so with care and kindness, but also the firmness to command their attention and maintain proper training. She makes a point to make meaningful connections and has a deep love of animals. I don't know of anyone more trustworthy to care for a dog.

Confirmed availability: Juneteenth
Sitter Profile Image: Avery C.
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Sitter Profile Image: Avery C.
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16. Avery C.

Rover 101
Animal Whisperer Filling The Void
Tenney-Lapham, Madison, WI, 53703
3.7 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
54 reviews
15 repeat clients
from
$100
per night
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Our three girls clearly had a great time with Avery and we will definitely rebook in the future! Avery was excellent, and dealt with unexpected situations amazingly. :)

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Sitter Profile Image: Jaya L.
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Sitter Profile Image: Jaya L.
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17. Jaya L.

Your summer pet caregiver!
Madison, WI, 53718
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$28
per night

Jaya loves and cares for all pets as if they were her own. I trust her to take care of my pup Lainey when I am out of town or need someone to take her for a walk. She is attentive to her needs and takes great care of them. Jaya is the best!

Confirmed availability: Juneteenth
Sitter Profile Image: Mason F.
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Sitter Profile Image: Mason F.
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18. Mason F.

I love dogs and keeping them happy
Eken Park, Madison, WI, 53704
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$25
per night

Mason is incredible with not only dogs and cats but with all animals. He is good at matching an animal's energy and recognizing when they want affection or just want to play. He has looked after our pets for years and would absolutely rely on him again.

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Sitter Profile Image: Alicia D.
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Sitter Profile Image: Alicia D.
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19. Alicia D.

Dog lover happy to care for pups!
Worthington Park, Madison, WI, 53714
1.7 mi. away
Boarding, House Sitting
5.0 out of 5 stars
41 reviews
12 repeat clients
from
$50
per night
Profile image

Alicia was fantastic with our two pups! We had some last minute medical issues pop up the night before we left for our trip and she cared for and administered the meds that were necessary for our sweet Bailey with ease. Would definitely recommend her for your pet sitting needs!

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Sitter Profile Image: Alicia P.
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Sitter Profile Image: Alicia P.
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20. Alicia P.

Your pet's favorite fairypaw-mother
Marquette, Madison, WI, 53704
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$40
per night

Last December, Alicia took care of my cat for two weeks while I traveled for the holidays. My cat is an energetic young man, and Alicia did an excellent job keeping him entertained and healthy for those two weeks. She went above and beyond to care for him and took excellent photos! Hire Alicia. She is both enthusiastic and reliable.

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Rolling Meadows:

In Rolling Meadows, Madison, WI, dog lovers trust Rover.com for their house sitting needs. Over 10 pet owners have reviewed house sitters in Rolling Meadows, Madison, giving them an average rating of 4.8/5 stars. Booking house sitting in Rolling Meadows can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Madison on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Rolling Meadows, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Rolling Meadows, Madison, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Rolling Meadows house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Rolling Meadows, Madison, WI for your dog: people who'll treat him like family.

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