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
39 reviews
15 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.

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Sitter Profile Image: Devon G.
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Sitter Profile Image: Devon G.
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2. 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 took great care of our two pups! With me having s short notice request, I was so relieved Devon was able to schedule a meet and greet with us Sunday and dog sit in our home Monday - Tuesday. We’ll definitely book Devon for future dog sitting needs!

Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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3. 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.

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Sitter Profile Image: Genevieve H.
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Sitter Profile Image: Genevieve H.
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4. 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 so sweet and patient with my very nervous rescue dog. She was communicative and left my house in great shape. I would absolutely rebook with her

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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5. 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
116 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!

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Sitter Profile Image: Dorian M.
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Sitter Profile Image: Dorian M.
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6. 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.

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Sitter Profile Image: Kaylee C.
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Sitter Profile Image: Kaylee C.
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7. 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
10 reviews
4 repeat clients
from
$50
per night

Kaylee was fantastic! She was communicative, punctual, and went above and beyond expectations. I felt very comfortable leave my anxious dog in her care. I got many updates from her, with pictures! She was respectful and left the house in great shape. I highly recommend her.

Sitter Profile Image: Cory D.
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Sitter Profile Image: Cory D.
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8. Cory D.

Unleash the Ultimate Peace of Mind
Madison, WI, 53711
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$60
per night

Cory did an amazing job watching our dog while we were away! He made sure to follow all instructions for care and had questions when I forgot to mention some things. I appreciate that he sent us daily updates as well! Lastly, he is such a thoughtful and considerate house guest. I thought I did a decent job cleaning before we left but we came back to a cleaner house! 10/10 would definitely book with him again!

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Sitter Profile Image: Stephany D.
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Sitter Profile Image: Stephany D.
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9. 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
34 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!

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Sitter Profile Image: Claire D.
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Sitter Profile Image: Claire D.
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10. 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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11. 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
39 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: Briana L.
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Sitter Profile Image: Briana L.
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12. Briana L.

Love to cuddle and spoil your pets
Meadowood, Madison, WI, 53711
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$30
per night

Thanks again! Briana stepped in at the last minute when we needed to leave town for a funeral. She took good care of Frankie. We’re grateful.

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Sitter Profile Image: Devyn M.
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Sitter Profile Image: Devyn M.
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13. Devyn M.

Fun and enthusiastic pet lover!
Middleton, WI, 53562
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
8 repeat clients
from
$50
per night

Devyn was great, no complaints. She clearly loves dogs! I know my dogs felt comfortable and had a great time with her. My house was in the same condition I left it and I got home. I would definitely recommend her and would be happy to hire her to house and dog sit again. Thanks Devyn!

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Sitter Profile Image: Kara B.
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Sitter Profile Image: Kara B.
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14. 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: Claire G.
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Sitter Profile Image: Claire G.
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15. Claire G.

Responsible and caring animal-lover
Madison, WI, 53705
3.4 mi. away
House Sitting
from
$30
per night

Calm, competent, and caring, Claire was a fantastic house and pet sitter. I have two seven-year-old cats (Muse and Pauline), and a 10-year-old hospice dachshund named Bailey. Leaving Bailey for three weeks was hard for me emotionally -- should his last moments arrive while I was away, I didn't want him to feel unloved. To make matters worse, Bailey hates strangers. But Claire has the Midas touch with animals, apparently, and after less than a week away, she was sending me photos of Bailey curled up next to her on the couch. As for my cats, when I returned home, they both seemed to love Claire and let her pick them up and rub their bellies. Claire left my house immaculate, and I know my cats must have thrown up on my white carpet, a lot.

Confirmed availability: Memorial Day Weekend
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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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17. 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
23 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.

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Sitter Profile Image: Kally G.
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Sitter Profile Image: Kally G.
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18. 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 great!!! Highly recommend her! She kept me posted with pictures.she truly loves animals! Also my dog is special needs with his diabetes and insulin shots.so glad I found her!! Will rebook for sure! Thankx Kally!!!!!

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Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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19. Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$75
per night

My dog is very wary of strangers and it takes some serious prodding to get him out for a walk. Shaina was AMAZING! 10/10 would hire again.

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Sitter Profile Image: Rebecca & Clara A.
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Sitter Profile Image: Rebecca & Clara A.
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20. Rebecca & Clara A.

Dogs deserve great vacations
Madison, WI, 53705
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$55
per night

Clara was amazing with our dog Luna! He asked great questions during our meet and greet, was responsive the entire weekend and took such great care of our dog. Really put our mind at ease knowing an experienced, caring dog owner was with our fur baby while we were away.

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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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