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: Devon G.
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Sitter Profile Image: Devon G.
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1. Devon G.

Keep pets safe and happy
Fitchburg, WI, 53711
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 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!

Confirmed availability: Memorial Day Weekend
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
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$60
per night

Our pups had a great experience with Louisa over the two days we were out of town. We came back to two happy and well cared for little guys. I loved the daily pictures, nice personal touch. Louisa checked in with us making sure we’re made it back. Very grateful!

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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3. Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53715
2.3 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!

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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
2.2 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. All of my pets immediately warmed up to her, which was surprising for my elderly cat. I’ve got a large crew and everyone was well cared for.

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Sitter Profile Image: Heidi K.
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Sitter Profile Image: Heidi K.
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5. Heidi K.

Four legs are better than two!!
Fitchburg, WI, 53711
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$42
per night

Heidi did a great job with my Great Dane & fish tanks. Everything seemed well taken care off and I came back to my home being exactly as I left it.

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Sitter Profile Image: Eva G.
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Sitter Profile Image: Eva G.
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6. Eva G.

Positive reinforcement & passion!
Madison, WI, 53703
4.3 mi. away
House Sitting
2 reviews
1 repeat client
from
$28
per night

Eva is an absolute gem, and I can't recommend her enough. She has pet-sat for our two cats and 2-year-old doberman puppy several times now, and they all adore her. She always sends us lots of pictures and is consistently communicative and friendly. When my wife and I had to go out-of-town for a family emergency, she was super flexible and was able to step in last minute to take care of our pets. She has a calming and confident demeanor, and it's quite clear that not only does she genuinely love working with animals, but she also has a gift for it. 11/10, we hope to be able to work with her for a long time!

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Sitter Profile Image: Alba R.
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Sitter Profile Image: Alba R.
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7. Alba R.

Pet Whisperer For Hire!
Fitchburg, WI, 53713
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
49 reviews
25 repeat clients
from
$40
per night

Alba is the best! Great communication and super accommodating. My cat is a lot to handle sometimes with his kitten like energy, she did great! :)

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Sitter Profile Image: Vivian H.
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Sitter Profile Image: Vivian H.
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8. Vivian H.

Graduate student here for pet love!
Vilas, Madison, WI, 53711
1.8 mi. away
House Sitting
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$55
per night

Vivian was amazing with our two dogs. She did a home stay and took amazing care of them! She was great at communicating and sending pics. We felt so comfortable knowing they were in good hands. Highly recommend!

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Sitter Profile Image: Kaylee C.
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Sitter Profile Image: Kaylee C.
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9. Kaylee C.

Doggos&Cattos r better than people
University Apartments, Madison, WI, 53705
2.1 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
12 reviews
5 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.

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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10. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
3.7 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!

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Sitter Profile Image: April M.
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Sitter Profile Image: April M.
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11. April M.

Paw-fect pet care
Regent, Madison, WI, 53726
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$55
per night

April was fabulous with the boys and kept us in the loop when we were away.

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Sitter Profile Image: Erma D.
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Sitter Profile Image: Erma D.
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12. Erma D.

Gentle care for your furry friend!
Fitchburg, WI, 53711
2.9 mi. away
House Sitting
5.0 out of 5 stars
3 reviews
1 repeat client
from
$25
per night

Erma was amazing with our dog Millie on a recent week long vacation. Millie can sometimes be a challenge during rainy weather, which of course we had in Madison while away. Erma handled this without a problem. She also checked in with us numerous times throughout our trip to set my anxiety at ease. Millie can't wait to hang out with her new friend again!

Sitter Profile Image: Robert C.
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Sitter Profile Image: Robert C.
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13. Robert C.

Home is where the bark is
Madison, WI, 53711
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
115 reviews
46 repeat clients
from
$28
per night

I booked Robert to dog sit in my house, and my pup loved his slumber party with him! Robert is very kind and natural with dogs, and mine gravitated to him immediately. My dog lives for his toys and was in heaven playing tug of war with Robert. Robert was punctual and communicated well through the whole process. Highly recommend!

Sitter Profile Image: Chris S.
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Sitter Profile Image: Chris S.
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14. Chris S.

Experienced dog and cat caregiver.
Regent, Madison, WI, 53705
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$50
per night

Chris was incredibly professional, attentive and caring. From our first communication via text, to updates while he cared for our two Great Danes—I always felt comfortable that he knew what he was doing and genuinely cared for our dogs. I would highly recommend him to care for anyone’s pets in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Aurora R.
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Sitter Profile Image: Aurora R.
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15. Aurora R.

Your Dog's Best Friend
Madison, WI, 53705
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$45
per night

Scott has watched my void Arnold a few times for me. Always been super respectful of his needs and hanging out with him some when I've been on vacation or out of town for whatever reason. One of the few people I trust to take care of my little guy. Would highly recommend.

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Sitter Profile Image: Angie F.
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Sitter Profile Image: Angie F.
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16. Angie F.

Happy tails are my goal! ❤️
Regent, Madison, WI, 53715
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
6 repeat clients
from
$75
per night

Angie was wonderful to work with! We have a reactive pup and Angie was so patient and understanding from the start. She was very communicative and took great care of our pup and our home. Would definitely book with Angie again!

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Sitter Profile Image: Jessica B.
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Sitter Profile Image: Jessica B.
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17. Jessica B.

We treat your pets like family 🏡🐾
Leopold, Madison, WI, 53713
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
10 repeat clients
from
$40
per night

Jessica provided great care for our energetic and dog reactive pup! She provided text and photo updates during the stay. Highly recommend booking Jessica to care for your pet!

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Sitter Profile Image: Kevin C.
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Sitter Profile Image: Kevin C.
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18. Kevin C.

Medical student & Aussie owner
Summit Woods, Madison, WI, 53711
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$65
per night

Kevin was great with our dogs. Our dogs are young, excitable at the door, and very active 100+ lb. pups and they were handled with grace and care. Whenever we had a question, Kevin was fast to respond and also sent awesome pics, videos, and updates of how the dogs were doing. Strongly recommend Kevin as a care companion for your dog(s).

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bailey C.
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Sitter Profile Image: Bailey C.
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19. Bailey C.

Paw-sitively a delight!
Allied Community, Madison, WI, 53711
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$28
per night

Bailey is amazing with my boys! We have a heeler/pit mix who has a lot of energy and a lot of love to give and a special needs kitty. They require different levels of care and attention and Bailey did a great job taking care of them while we were out of town for the weekend. She did a great job getting our cat to take his meds, especially since he's on the skittish side! I would recommend her to anyone!

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Sitter Profile Image: Maureen H.
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Sitter Profile Image: Maureen H.
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20. Maureen H.

When Pets are Happy, We're Happy!
Madison, WI, 53705
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$60
per night

Maureen has been watching my two GSP’s for six years. She is reliable and my dogs are always happy to see her. She sends picture updates while I’m away and it’s nice to see the dogs happy and content while I am away. I would highly recommend her!

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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.

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