Pet Sitting & Drop Ins in Westmorland, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Melinda N.
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Sitter Profile Image: Melinda N.
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1.

Melinda N.

Sorry I was late. I saw a dog!
Maple-Prairie, Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
25 reviews
9 repeat clients
from
$18
per visit

Melinda was a great help and took great care on the drop in visits with Odin.

Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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2.

Jess B.

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

Jess was fantastic!! Her commitment to my boys was thorough and she was not fazed by the fact that they are a bit more vocal then most. She sent us detailed notes for each visit, along with pictures, and our boys did very well with her. Jess has a great energy and is very detail oriented- your fur babies are more than safe with her!!

Sitter Profile Image: Keezieng V.
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Sitter Profile Image: Keezieng V.
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3.

Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
Drop-In Visits, Dog Walking
5.0
35 reviews
16 repeat clients
from
$19
per visit

Amazing communication! Keezieng was available on short notice and was super responsive and trustworthy. We will definitely use him in the future!

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Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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4.

Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
343 reviews
111 repeat clients
from
$26
per visit

Ashley was great! Our cats get stressed when we go out of town, and it was great to know that someone would be able to come check on them. She provided great info and some cute pictures of the cats to let us know how they were doing. Definitely recommend!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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5.

Allegra R.

Rover 101
Dog person for life.
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
47 reviews
18 repeat clients
from
$25
per visit

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

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Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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6.

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
31 reviews
12 repeat clients
from
$25
per visit

Couldn't have been more pleased with my experience. Louisa was friendly, prompt and communicative. My pups were well taken care of and I was stress-free. I'd absolutely use Louisa again for future trips.

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Sitter Profile Image: Nikki A.
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Sitter Profile Image: Nikki A.
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7.

Nikki A.

Pet sitter with flexible schedule
Madison, WI, 53711
House Sitting, Drop-In Visits
3 reviews
from
$15
per visit

Nikki has watched our sweet kitty countless times and always does an amazing job!! We are so grateful for her. She is super attentive and truly cares for our little bean. Our cat is pretty shy, and it takes a long time for her to be comfy around people. Nikki is one of the few people our cat will come out for! Also so thankful for her attention to detail in providing the basics like food/water/play time/etc.

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Sitter Profile Image: Tessa D.
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Sitter Profile Image: Tessa D.
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8.

Tessa D.

Dog mom and Lover of All Dogs!
Madison, WI, 53713
Drop-In Visits, Dog Walking
5.0
5 reviews
1 repeat client
from
$18
per visit

She was very nice and shows genuine care. Easy to work with, communicative and timely. I would definitely recommend.

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Sitter Profile Image: Jenny P.
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Sitter Profile Image: Jenny P.
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9.

Jenny P.

Rover 101
Professional furbaby snuggler
Fitchburg, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
49 reviews
17 repeat clients
from
$30
per visit

Jenny is the best! We never worry at all when she is with our dogs. She is reliable, sends lots of great photos and videos, and the pups always have so much fun with her. So glad to have had her watch our dogs many times!

Sitter Profile Image: Teghan B.
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Sitter Profile Image: Teghan B.
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10.

Teghan B.

Treating your pet like my own!
Meadowood, Madison, WI, 53711
House Sitting, Drop-In Visits
5.0
10 reviews
5 repeat clients
from
$20
per visit

Teghan has loved all animals since a very young child. She asked for a dog at the age of 6 and took complete care of it daily. In middle school, she began talking about being a Veterinarian. She currently has 2 dogs and multiple cats and cared for them as well, but the rescue dog is hers. Leaving that part of her family (the pets and the people) to attend college was difficult, and she misses them all. In addition, she is an excellent student, reliable and dependable in all past employments, and honest. Most of all she wears her love of animals and it shows! She would make an excellent, responsible, and loving caregiver more than anyone I know.

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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
Madison, WI, 53726
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

April has walked and my two dogs Jack Russel and a cockerdor regularly and also had them overnight whilst I was away numerous times. She has always taken great care of them my dogs love her. I highly recommend April.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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12.

Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$30
per visit

Shaina left me feeling very comfortable about having her drop in for visits with my kitties. I feel as if she treated them like her own and was very thorough during her time spent. I feel like I could also tell a difference with the cats demeanor when I arrived back home as well; they didn’t seem as anxious as in the past with using another service. Thank you Shaina!

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Sitter Profile Image: Jessica W.
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Sitter Profile Image: Jessica W.
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13.

Jessica W.

Exotic Pet Friendly Too!
Fitchburg, WI, 53711
Drop-In Visits, Dog Walking
5.0
5 reviews
from
$15
per visit

Jessica has taken care of my cats on many occasions when I have been away from the city. She is consistent in taking care of all of their needs, food and water, litterbox cleaning, and just as importantly, she spends time with them and plays with them. I feel safe leaving my cats with Jessica - one of very few people I know who I can leave the city and not have to worry about them because she is on it.

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Sitter Profile Image: Maja J.
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Sitter Profile Image: Maja J.
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14.

Maja J.

Pet lover, reliable
Madison, WI, 53726
Drop-In Visits, Dog Walking
1 review
from
$20
per visit

I have known Maja since 2018 and have been friends with her for four years and counting. She knows my cat Hermes very well and treats him with the utmost respect. Maja is an attentive person and I believe she would be a wonderful caregiver for anyone’s pet. I know Maja to be on time to things, including work at her previous job at a hospital, so she would be timely in caring for animals as well. She is comfortable with dogs and cats and told me she was very excited to start taking care of animals through Rover. I know you will have a great experience with Maja as your caring and responsible pet sitter!

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Sitter Profile Image: Justine K.
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Sitter Profile Image: Justine K.
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15.

Justine K.

reliable and fun-loving pet friend
Greenbush, Madison, WI, 53715
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
61 reviews
24 repeat clients
from
$18
per visit

Justine did a fabulous job of watching my dog. She was responsive and followed all instructions.

Sitter Profile Image: Alex K.
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Sitter Profile Image: Alex K.
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16.

Alex K.

Dependable, caring, thorough
Hill Farms-University Neighborh, Madison, WI, 53705
Drop-In Visits, Dog Walking
1 review
from
$18
per visit

Alex is the best cat dad to our cat, Piper. You can trust Alex will look after your cat or dog diligently with care and love. He has grown up with pets all his life, and he will put your mind at ease while traveling away from your pets.

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Sitter Profile Image: Jordyn J.
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Sitter Profile Image: Jordyn J.
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17.

Jordyn J.

Your pet’s next best friend!
Madison, WI, 53726
Drop-In Visits
5.0
8 reviews
2 repeat clients
from
$13
per visit

Jordyn did a wonderful job with my cats. She was able to work around some mishaps with my apartment building which I am very grateful for. She played with the cats, was on time, and communication was always clear. I will book her again!

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Sitter Profile Image: Hayley W.
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Sitter Profile Image: Hayley W.
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18.

Hayley W.

Gentle and Trustworthy Dog Care
Westmorland, Madison, WI, 53711
Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$16
per visit

Hayley is great with our two dogs - a pug and German short haired pointer, they love her. She is patient and knows dog language well. I think they have even gotten smarter from her time with them. 5 stars!

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Sitter Profile Image: Hannah S.
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Sitter Profile Image: Hannah S.
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19.

Hannah S.

Love to check on your fur babies!
Madison, WI, 53711
Boarding, Drop-In Visits, Dog Walking
5.0
61 reviews
32 repeat clients
from
$20
per visit

This was the second time Hannah watched our cat for us, this time for a whole week. Our cat was well taken care of and I appreciated getting updates every visit. Hannah even noticed all our cat’s little habits, making me feel confident that she was being well cared for!

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Sitter Profile Image: Lejia P.
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Sitter Profile Image: Lejia P.
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20.

Lejia P.

Have a cat, walk dog
Madison, WI, 53705
Boarding, Drop-In Visits, Dog Walking
1 review
from
$25
per visit

She is a very responsible person, she alway helped me to walk my dog when I get home late or on a travel. And she loves pets, even for a longer period care of dog, she is very good at taking care of. She alway send me the photos/videos.

Search Map

Dog owners in Westmorland, Madison, WI love booking pet sitting with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Westmorland.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Westmorland pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Westmorland, Madison who meets your and your pet'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 pet, 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 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:

Drop-In Visits