House Sitting in Old Middleton Greenway, Madison, WI

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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1. Lydia S.

Here to help with your schedule
Middleton, WI, 53562
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
16 repeat clients
from
$38
per night

Lydia was willing to stay for 2 nights with our rescue dog Benji, even though he does not like strangers. I was happy to see the photo of her rubbing his belly. Our house looked great when we got back @nd Benji was a happy dog. I highly recommend Lydia as a dogsitter. We left Lydia a tip at our house so I am not including one here.

Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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2. Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$60
per night

Louisa is amazing. So caring and thoughtful, and it’s clear she has worked with a lot of dogs. I felt very at ease with her staying at my house and watching Layla.

Sitter Profile Image: Devon G.
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Sitter Profile Image: Devon G.
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3. Devon G.

Keep pets safe and happy
Fitchburg, WI, 53711
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$28
per night

Devon was really great with our girl Sugar. It is very clear that is an animal lover and she's a natural! We appreciated her communication, willingness to accommodate our girl and her passion for pets. We will 100 percent have Devon help us out in the future

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
4.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
121 reviews
50 repeat clients
from
$89
per night

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!

Sitter Profile Image: Kaylee C.
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Sitter Profile Image: Kaylee C.
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5. Kaylee C.

Doggos&Cattos r better than people
University Apartments, Madison, WI, 53705
2.2 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$50
per night

Kaylee housesat for our dog Lacey while we were away, and did a phenomenal job. She was quick to respond to messages, sent regular updates on how our fur baby was doing, and left our house just as clean as when we left. Will 100% rebook next time we need a sitter if she’s available!

Sitter Profile Image: Genevieve H.
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Sitter Profile Image: Genevieve H.
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6. Genevieve H.

Pet caretaker & force free trainer
Bay Creek, Madison, WI, 53715
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$70
per night

Genevieve was great! She came over before our trip to meet our pup and learn about his quirks and things to know about our house. She left our house in great condition and our dog was well taken care of. Our dog is reactive so we are always a bit nervous leaving him with new people but Genevieve seemed to do a great job with him and checked in with us daily to give an update. Already have her booked for our next trip!

Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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7. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
10 repeat clients
from
$40
per night

Sean is an exceptional caregiver for any four-legged friend. I've known Sean for more than 10 years and in that time I've known him he's shown every dog and cat he's met the same amount of warmth and care that you would expect meeting another human. Sean has owned both big and small dogs, as well as a cat, and has a lot of knowledge on how to properly take care of each. Your furry friends will be in great care with Sean!

Sitter Profile Image: Dorian M.
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Sitter Profile Image: Dorian M.
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8. Dorian M.

let me play with your pets
Madison, WI
4.7 mi. away
House Sitting
5.0 out of 5 stars
1 review
1 repeat client
from
$63
per night

Dorian was terrific. From the moment we met him we felt confident that our kitty and our home would be well taken care of. He did not disappoint. We would gladly have him stay anytime we are away.

Sitter Profile Image: John H.
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Sitter Profile Image: John H.
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9. John H.

Genuine Care for Your Loved One!
Madison, WI, 53719
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$35
per night

John is a fantastic pet caregiver! He is very responsible and does a great job caring for his own dog. I know he will provide a safe and loving environment for anyone's pet!

Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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10. Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
4 repeat clients
from
$70
per night

This was the first time I've used Rover and found Sara. Communication was great from the get-go. As this was the first time I let someone else watch Iris (8 months old), rightfully so to be nervous and hesitant. Sara was very understanding and attentive as I went through what Iris needed, how her demeanor is, and all of the in-between. You could tell that Sara genuinely cares and enjoys caring for pets as a side gig. Sara was fantastic and we'll definitely book again.

Sitter Profile Image: Claire D.
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Sitter Profile Image: Claire D.
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11. Claire D.

Rover 101
Pet Care by Claire!
Blackhawk, Madison, WI, 53717
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$55
per night

Claire is an avid animal lover and cares deeply about the wellbeing of those she meets. She has demonstrated responsibility, affection, and patience with various animals like kittens and rabbits. I'm confident that with her experience and love for animals Claire would make an exceptional pet caregiver.

Sitter Profile Image: Taylor R.
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Sitter Profile Image: Taylor R.
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12. Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
5 repeat clients
from
$70
per night

Taylor did great with our black lab. She stayed at our home for 5 days and was wonderful with communication. We would definitely have her watch Matty again.

Sitter Profile Image: Maureen H.
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Sitter Profile Image: Maureen H.
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13. Maureen H.

When Pets are Happy, We're Happy!
Madison, WI, 53705
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$50
per night

Maureen is a wonderful dog sitter. She has watched our previous and current dog multiple times at our home. She is incredibly caring, trustworthy and kind. Our dogs have loved her and get all kinds of special attention, exercise and lots of cuddles. I highly recommend her.

Sitter Profile Image: Azaria O.
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Sitter Profile Image: Azaria O.
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14. Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
44 reviews
16 repeat clients
from
$45
per night

Our puppy had so much fun with Azaria! She kept in contact the entire time. Sent lots of pictures and videos and even taught some new tricks. We would definitely use her again and would recommend her to friends and family.

Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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15. Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$85
per night

Our pup and kitty absolutely loved Jess and so did we! Jess was very communicative, sent multiple pictures, and took such good care of our fur babies. I contacted Jess with very last minute notice because our sitter canceled, but I am so happy things worked out as they did. We will definitely book with Jess in the future and would recommend her to anyone needing pet sitting.

Sitter Profile Image: Chun Hei C.
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Sitter Profile Image: Chun Hei C.
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16. Chun Hei C.

Sharing my love with your pet
Madison, WI, 53705
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$50
per night

Billy did an AMAZING job watching our Frenchies! He was very communicative throughout the stay and sent many photos and videos. He asked thoughtful questions about our pups and their behaviors and spent lots of quality time with them! We came home to a spotless house and happy pups - we look forward to having him stay with our dogs again! Thank you so much!

Sitter Profile Image: Kara B.
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Sitter Profile Image: Kara B.
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17. Kara B.

No pet too big or small!
Junction Ridge, Madison, WI, 53717
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$40
per night

Kara housesat and took care of my bulldog and kitten for two weeks. My pets took to her right away. She sent updates every day and provided excellent care, even helping with an injured paw. I cannot recommend Kara enough and would book with her again.

Sitter Profile Image: Connie N.
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Sitter Profile Image: Connie N.
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18. Connie N.

Cat lover
Middleton, WI, 53562
1.9 mi. away
House Sitting, Drop-In Visits
40 years of experience
from
$25
per night

About: I've taken care of pets as long as I can remember, we always had cats and dogs growing up. I currently live at an apt where pets are not allowed. I work during the day so I prefer cats as I wouldn't be able to take a break to let dogs out but I love dogs also and most other animals. I am currently only interested in watching your pet in your home as it's not allowed in my apartment building. Thank you for your consideration.

Sitter Profile Image: Stephany D.
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Sitter Profile Image: Stephany D.
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19. Stephany D.

I'll be your dog's other bestie!
madison, WI, 53705
1.5 mi. away
Boarding, House Sitting, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$38
per night

Stephany was a great house sitter! She was super friendly and respectful, and our dog got along with her great! She took him on lots of walks and we came home from our weekend away to a very happy pup. Will book her again!

Sitter Profile Image: Kally G.
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Sitter Profile Image: Kally G.
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20. Kally G.

Fun sitter with small service dog
Middleton, WI, 53562
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
59 reviews
16 repeat clients
from
$25
per night

Kally was gracious enough to help this first time booker snag an extra boarding night last minute with her. She was a very flexible and accommodating sitter for our pup:)

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Dog owners in Old Middleton Greenway, Madison, WI turn to house sitters on Rover.com for their house sitting needs. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Madison with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Old Middleton Greenway house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Old Middleton Greenway, Madison who can provide the care your dog needs, when they need it.

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