House Sitting in Westmorland, 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: Emma C.
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Sitter Profile Image: Emma C.
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1.

Emma C.

wet kisses cold noses wagging tails
Parkwood Village, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$35
per night

Emma did a wonderful job with our pups! She interacts with each of them amazingly. You can tell she has experience and she is super comfortable with different pups, sizes, breeds and personalities all at once which os a plus for our pack of 3. Thank you Emma!!!

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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
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
27 reviews
11 repeat clients
from
$55
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: Natalie B.
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Sitter Profile Image: Natalie B.
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3.

Natalie B.

Vet-Trained Animal Caretaker!
Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking
5.0
32 reviews
14 repeat clients
from
$38
per night

Natalie was awesome! She communicated with us very well and sent us plenty of pictures of our pups. Thank you for taking care of our pups, our home and making us feel at ease. Highly recommended!

Sitter Profile Image: Mariana G.
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Sitter Profile Image: Mariana G.
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4.

Mariana G.

I am Patient, Energetic and WFH!
Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
2 repeat clients
from
$40
per night

Mariana did a great job of sitting our energetic 2 year old and our 11 year old elder dog. She was very dependable, asked good questions, and we felt very good leaving our pups for the day.

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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, 53726
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
100 reviews
42 repeat clients
from
$89
per night

“Uncle” Drew loved our girl while we were away. She went on walks, car rides, puppy play dates, cuddled on couches and got treats. Drew sent us pictures every day of special outings, and cuddles. We missed her so much but we knew she was being cared for and loved while we were away. Through text exchange, drew told us things about our girl that only someone who was invested in her would pick up on. We feel so grateful to have found Drew and will definitely ask him to take care of her again!!

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Sitter Profile Image: Emily C.
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Sitter Profile Image: Emily C.
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6.

Emily C.

Rover 101
Everyone's Favorite Pet Auntie
Capitol, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
4 repeat clients
from
$60
per night

Emily took great care of my special-needs dog! She sent a lot of pictures and updates and clearly took great care of him. Looking forward to booking with her again!

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Sitter Profile Image: Jenny P.
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Sitter Profile Image: Jenny P.
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7.

Jenny P.

Rover 101
Professional furbaby snuggler
Fitchburg, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
46 reviews
15 repeat clients
from
$120
per night

Jenny was a fabulous dog/house sitter. She left the house spotless, but more importantly she gave our labradoodle lots of walks and love while we were away. She sent pics and was super responsive. We will definitely call Jenny again.

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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8.

Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
8 repeat clients
from
$85
per night

Jess was very friendly and willing to work with our difficult dog (and show equal love to our not-as-difficult dog!) She was also great communicating with us before and during the stay, and took good care of our pup and house.

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Sitter Profile Image: Brelynn B.
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Sitter Profile Image: Brelynn B.
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9.

Brelynn B.

Dog-deprived college gal
Madison, WI, 53703
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
7 reviews
from
$34
per night

I felt so comfortable leaving Oakley with Brelynn! She was easy to work with, sweet, and clearly loves dogs! Her photo updates throughout her visits were my favorite and left me feeling confident Oakley was well cared for!

Sitter Profile Image: Jen S.
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Sitter Profile Image: Jen S.
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10.

Jen S.

Owner away?? I walk, sit and stay.
Madison, WI, 53706
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
1 repeat client
from
$35
per night

Jen did a great job of caring for my cat, my house and my flowers. Jade Grace and Jen got along right away, and JG is kind of picky so that was great. When I got home, JG had obviously missed me, but otherwise was relaxed and her normal, energetic, self. Jen also sent some pix when I was gone, which are always appreciated. Jen knows cats, so I would feel confident using her again for a pet-sitting job.

Sitter Profile Image: Denae B.
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Sitter Profile Image: Denae B.
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11.

Denae B.

We're walkin, talkin, soakin up sun
Fitchburg, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
14 reviews
4 repeat clients
from
$40
per night

I left my super shy, abused rescue puppy with Denae and she did a fantastic job with her. Whyli came home more confident and more trusting. I would definitely recommend Denae, she was really patient, loving and kind.

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Sitter Profile Image: Teghan B.
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Sitter Profile Image: Teghan B.
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12.

Teghan B.

Treating your pet like my own!
Meadowood, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$30
per night

We have three Siberian Huskies including one new 15 week old puppy husky. We had a great experience with Teaghan house sitting our dogs. She came and met our dogs ahead of the stay, went thru instructions, had great communication and everything went as planned. Great experience, would recommend and we hope to book her again next time we take a trip.

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Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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13.

Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$75
per night

Hello it is with great pleasure that I provide this reference for Shaina. It is rare that you will find someone who is so dedicated to the health and safety of all animals. She is that person who stops on the road to pick up an abandoned bird and locate help She has a vast amount of experience taking care of all types of animals with dogs and cats being the most common. She has many times given our pets medication‘s and special food with no problem at all. She is very responsible and punctual. I think she would be a great asset to anybody’s furry family. I highly recommend her as an animal caretaker.

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Sitter Profile Image: Kevin C.
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Sitter Profile Image: Kevin C.
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14.

Kevin C.

Medical student w/ Aussie of my own
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$60
per night

Kevin took great care of our dog! He sent lots of updates and was easy to reach.

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Sitter Profile Image: Cory D.
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Sitter Profile Image: Cory D.
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15.

Cory D.

Unleash the Ultimate Peace of Mind
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
1 repeat client
from
$60
per night

Corey was the best dog sitter by far! He sent updates so I knew he was there with them. He even deep cleaned our kitchen! He was so good to the dogs as well! We will definately hire him again!

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Sitter Profile Image: Gina S.
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Sitter Profile Image: Gina S.
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16.

Gina S.

Pets should be treated like family
Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
1 repeat client
from
$38
per night

Thank you, Gina, for staying with my pups and being attentive in my home. You went above and beyond the ask, which I appreciated! 5 stars for great service!

Sitter Profile Image: Kaylee C.
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Sitter Profile Image: Kaylee C.
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17.

Kaylee C.

Doggos&Cattos r better than people
University Apartments, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 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.

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Sitter Profile Image: Meghan D.
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Sitter Profile Image: Meghan D.
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18.

Meghan D.

Rover 101
Experienced & Caring Dog Foster Mom
Regent, Madison, WI, 53726
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
20 reviews
8 repeat clients
from
$140
per night

Meghan took great care of my pup, Gracie! She is a nervous girl and Meghan was patient, loving and so sweet with her. She’s responsible and attentive and my Gracie was super smitten with her. She can’t wait to go back! Also, Meghan’s dog named Grizzy is adorable and gets along really well with other dogs! I’d highly recommend Meghan to anyone looking for someone to take care of their dog!

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Sitter Profile Image: Emma W.
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Sitter Profile Image: Emma W.
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19.

Emma W.

I love to make your pets day.
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$35
per night

Emma took great care of our dog, Hank! Would recommend!

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Sitter Profile Image: Stephanie O.
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Sitter Profile Image: Stephanie O.
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20.

Stephanie O.

Energetic dog walker
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
3 repeat clients
from
$35
per night

Once again, Stephanie did a fantastic job with a long housesit featuring an elderly, anxious dog and one fractious cat. In short measure, she had all three cats purring and being friendly. Lots of photos and updates on zoomies and head butts. We appreciate everything she did for us while on our long vacation, and 100% would book again.

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When it comes to house sitting, dog owners in Westmorland, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of house sitting in Westmorland may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

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 Westmorland 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 Westmorland, 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Westmorland, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including:

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