House Sitting in Westchester Gardens, 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: Travis M.
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Sitter Profile Image: Travis M.
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1. Travis M.

Reliable, caring dog-lover
Madison, WI, 53718
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$55
per night
Profile image

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.

Sitter Profile Image: Tina B.
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Sitter Profile Image: Tina B.
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2. Tina B.

Animal lover doing what I enjoy
Windsor, WI, 53598
6.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
55 reviews
20 repeat clients
from
$35
per night
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She did a great job watching our boys and everyone was well taken care of. She was even able to bring in some of our mail which was really appreciated!

Sitter Profile Image: Pam W.
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Sitter Profile Image: Pam W.
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3. Pam W.

Dogs LOVE me / I LOVE dogs
Sun Prairie, WI, 53590
3.7 mi. away
Boarding, House Sitting
5.0 out of 5 stars
12 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.

Sitter Profile Image: Zoe T.
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Sitter Profile Image: Zoe T.
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4. Zoe T.

I’m happy caring for cats & dogs!
Capitol, Madison, WI, 53703
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$45
per night
Profile image

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!

Sitter Profile Image: Mark L.
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Sitter Profile Image: Mark L.
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5. Mark L.

Animal lover, biology author
McClellan Park, Madison, WI, 53718
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 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.

Sitter Profile Image: Mason F.
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Sitter Profile Image: Mason F.
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6. Mason F.

I love dogs and keeping them happy
Eken Park, Madison, WI, 53704
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$25
per night
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Trustworthy, good with the dogs!

Sitter Profile Image: Sara P.
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Sitter Profile Image: Sara P.
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7. Sara P.

Flexible & Active Student! 🐶🐱
Madison, WI, 53704
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$70
per night
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Sara cared for our large great dane mix and elderly bull dog while we were on vacation and was very thorough with following the directions to provide them the care! She also went above and beyond to ensure the house was tidy, mail was taken care of, and checked in on our plants!

Sitter Profile Image: Natalie W.
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Sitter Profile Image: Natalie W.
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8. Natalie W.

Graduate student & dog lover
Madison, WI, 53704
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$49
per night
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Natalie was excellent with my pup when I was away for a weekend! Great house guest and my dog had a great time. Excellent communicator! Will absolutely be hiring her again!

Sitter Profile Image: Kami B.
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Sitter Profile Image: Kami B.
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9. Kami B.

All Shapes and Sizes-Huge Pet Lover
Sun Prairie, WI, 53590
3.0 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: Megan W.
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Sitter Profile Image: Megan W.
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10. Megan W.

Your Best Friend’s New Best Friend!
Sun Prairie, WI, 53590
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
111 reviews
34 repeat clients
from
$125
per night
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We has a great experience with Megan who watched our senior after surgery. She’s awesome and has great experience with dogs. I felt so comfortable leaving for our one night stay. If you want peace of mind hire Megan!

Sitter Profile Image: Avery C.
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Sitter Profile Image: Avery C.
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11. Avery C.

Rover 101
Animal Whisperer Filling The Void
Tenney-Lapham, Madison, WI, 53703
4.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
56 reviews
15 repeat clients
from
$100
per night
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Avery was lovely! She did a great job taking care of my two dogs, one of which is older and does not walk well. He takes some special care and she went the extra mile to make sure he was happy and comfortable. The house looked just like I left it and the dogs were totally happy and chill when I got home. I will book Avery in the future for sure!

Sitter Profile Image: Salem E.
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Sitter Profile Image: Salem E.
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12. Salem E.

I'm Salem, the gecko dad!
Madison, WI, 53704
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$25
per night

Salem has strong protective and nurturing instincts when it comes to animals! He also has a great breadth of knowledge of exotic animals and less common pets including reptiles, horses, fish, and insects. You can trust that Salem will treat your animals with great care and responsibility as if they were his own.

Sitter Profile Image: Leticia S.
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Sitter Profile Image: Leticia S.
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13. Leticia S.

Great energy and we are cool cats!
Sun Prairie, WI, 53590
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$60
per night
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Leticia was wonderful as a cat sitter for us. Responsive, reliable, friendly, and very loving to the cats while I was away. I highly recommend her!

Sitter Profile Image: Alicia P.
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Sitter Profile Image: Alicia P.
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14. Alicia P.

Your pet's favorite fairypaw-mother
Marquette, Madison, WI, 53704
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$40
per night
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Alicia took great care of my dog Mabel! She sent daily updates and kept me updated on my pup.

Sitter Profile Image: Tonisha A.
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Sitter Profile Image: Tonisha A.
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15. Tonisha A.

Your dog will be like family!
Sun Prairie, WI, 53590
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
9 repeat clients
from
$60
per night
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Tonisha has taken care of our pups before for drop in visits and walks. This service was for overnight and as usual, she did an outstanding job! My pups love her so we know they are always well cared for:)

Sitter Profile Image: Carla P.
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Sitter Profile Image: Carla P.
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16. Carla P.

Dog-loving family ready to help!
Sun Prairie, WI, 53590
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$28
per night

Carla is the best dog sitter I have had! She was so attentive to my pup and really tried to bring extra love each time she helped us out.

Sitter Profile Image: Alicia D.
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Sitter Profile Image: Alicia D.
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17. Alicia D.

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

Alicia was great with my three big dogs. They loved her from the moment she walked through the door. She was responsive and sent cute photos. Very professional.

Sitter Profile Image: Sari A.
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Sitter Profile Image: Sari A.
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18. Sari A.

Tell your dog I say hi!
High Crossing, Madison, WI, 53718
1.9 mi. away
Boarding, House Sitting, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$75
per night
Profile image

Fitz loves when sari comes to town to stay with him!

Sitter Profile Image: Mallory N.
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Sitter Profile Image: Mallory N.
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19. Mallory N.

A dogs safety is my first priority.
Eken Park, Madison, WI, 53704
2.6 mi. away
House Sitting
5.0 out of 5 stars
9 reviews
from
$35
per night
Profile image

Mallory showed up when we needed her the most. We had to leave the next day for a funeral and our usual gal was unavailable. Mallory was responsive and flexible and we are not sure what we would have done without her!!

Sitter Profile Image: Michael H.
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Sitter Profile Image: Michael H.
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20. Michael H.

Can I pet that dog?
Bluff Acres, Madison, WI, 53704
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$25
per night

Michael treats all pets like they’re his own, and animals naturally gravitate toward him! His demeanor with animals allows them to feel safe and comfortable. He is especially great with cats, attributed to his years of experience growing up with them. He will let your dog set their pace and sniff the grass a little longer, and knows that positive reinforcement is the key to training if your dog is still learning walking etiquette. He understands that cats may need time to acclimate, so will take the extra time to be in the same room as them and allow them to approach him first. If you’re looking for someone who truly values spending time and having patience with your animal, Michael is your guy!

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Dog lovers in Westchester Gardens, Madison, WI love house sitters on Rover.com. Over 423 pet owners have reviewed house sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Madison can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Westchester Gardens house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Westchester Gardens, Madison, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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