Pet Sitting & Drop Ins in Westhaven Trails, 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

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Sitter Profile Image: Azaria O.
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Sitter Profile Image: Azaria O.
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1.

Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
17 reviews
5 repeat clients
from
$20
per visit

Azaria was very flexible and understanding of our last minute schedule changes. She updated us with pictures and took great care of our cats. Highly recommended!

Sitter Profile Image: Keezieng V.
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Sitter Profile Image: Keezieng V.
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2.

Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
Drop-In Visits, Dog Walking
5.0
32 reviews
14 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!

Sitter Profile Image: Jody G.
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Sitter Profile Image: Jody G.
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3.

Jody G.

Experienced Cat Boarder
Greentree, Madison, WI, 53711
Boarding, Drop-In Visits
5.0
20 reviews
4 repeat clients
from
$25
per visit

Time and again Jody does an amazing job taking care of our dog. She gives us peace of mind, and we will always reach out to her to watch Mysty.

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Sitter Profile Image: Claudia B.
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Sitter Profile Image: Claudia B.
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4.

Claudia B.

Your pups new bff
Fitchburg, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
1 repeat client
from
$24
per visit

Claudia did a great job. She is very reliable and my animals seemed very happy when I returned. She sent photos every time she visited, too, which was really nice. I have a little bit more complicated animals due to prescription diet needs, and she followed all my instructions perfectly.

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Sitter Profile Image: Elissa S.
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Sitter Profile Image: Elissa S.
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5.

Elissa S.

Lover of all animals!
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.5
10 reviews
2 repeat clients
from
$25
per visit

Elissa took care of my house and dog for years as I either worked or traveled. She’s knowledgeable, dependable and kind. Elissa grew up with pets and is familiar with pet care and needs. Every pet owner will greatly appreciate her honesty and integrity!

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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
27 reviews
11 repeat clients
from
$25
per visit

Louisa and Co did a fabulous job!! Great pictures and detailed updates❤️

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Sitter Profile Image: Kelsee C.
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Sitter Profile Image: Kelsee C.
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7.

Kelsee C.

No dog too big or small 🐶
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Kelsee is the biggest dog-lover I know. She treats her own dog, Winston, like a prince and is constantly thinking about him. She even has an entire wall of her home dedicated to “Winnie”! As a caretaker, she is very attentive and loving to every dog’s needs but still has the discipline not to let the dog “run the house”. It’s a line that very few people know how to tow and she does it seemingly effortlessly. Great choice for your canine needs!

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Sitter Profile Image: Emma C.
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Sitter Profile Image: Emma C.
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8.

Emma C.

wet kisses cold noses wagging tails
Parkwood Village, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$25
per visit

My pack loves Emma! She is energetic, caring and fun. I have four small dog-one who is partially paralyzed and Emma has stayed overnight with them for extended periods of time. I highly recommend Emma to anyone looking for dog care.

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Sitter Profile Image: Corinne B.
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Sitter Profile Image: Corinne B.
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9.

Corinne B.

Animal Lover
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
5 repeat clients
from
$13
per visit

Corinne is quick to respond to messages and very personable. She did a great job with our almost 12 yo rescue dog!

Sitter Profile Image: Lauri P.
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Sitter Profile Image: Lauri P.
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10.

Lauri P.

I’m the daughter of a veterinarian!
Verona, WI, 53593
Drop-In Visits
5.0
64 reviews
26 repeat clients
from
$16
per visit

Lauri is awesome! We decided at the last minute that it was better that someone dropped in a couple times instead of leaving our kitty home for 3.5 days straight and Lauri made it so easy to arrange - super responsive, fed and cleaned his litter box according to instructions with zero issue and kitty had someone to sit on for a bit every day if he wanted.

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Sitter Profile Image: Kelsey W.
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Sitter Profile Image: Kelsey W.
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11.

Kelsey W.

Trusted & Experienced Professional
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
4 repeat clients
from
$26
per visit

Kelsey provided great feedback on her care the entire time and my dog seemed to absolutely love her. Very easy to work with and very nice.

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Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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12.

Jennifer L.

Rover 101
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
212 reviews
74 repeat clients
from
$22
per visit

Jennifer is terrific! She watched my “boys” (kitties Rocky and Bobo) last week while I took a quick trip to Milwaukee. I had never left them before and I was a little nervous but they did just fine! Jennifer is mature and calm and knew to introduce herself gently. The text and photo updates helped a lot. Jennifer even left a little gift for them. I’ll definitely call on Jennifer again and recommend her with no hesitation.

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Sitter Profile Image: Paula R.
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Sitter Profile Image: Paula R.
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13.

Paula R.

Sad Empty Nester
Fitchburg, WI, 53711
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
48 reviews
16 repeat clients
from
$25
per visit

Thank you so much Paula. You are so great! You went above and beyond for the boys and I cannot express how grateful I am! Thank you for all of the photos you sent, being patient with Bear, and accepting Blueberrys very exciting “hellos”. I hope we can work together again in the future and I know the boys feel the same ❤️ Thank you again for treating the boys like your own ❤️

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Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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14.

Ben P.

It’s fun walking with a happy dog
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
55 reviews
16 repeat clients
from
$16
per visit

Ben was awesome! He was very responsive to our dogs needs and went the extra mile to make sure Winston was well taken care of. Ben was prompt everyday, walked, feed took photos of Winston. We had a great vacation since we were updated daily on or dog. Thank you Ben for an amazing job.

Sitter Profile Image: Annalise C.
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Sitter Profile Image: Annalise C.
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15.

Annalise C.

Just an all-round animal lover
Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
2 reviews
from
$15
per visit

Annalise has done an amazing job with watching my cat when I’ve been on holiday. She goes above and beyond to keep her well cared for and loved on. I never have to worry when my cat is in her care.

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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16.

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
$24
per visit

Return customer here!! Jess was so great with my cat. My cat isn’t a fan of new people (she still hides from people she’s known for months) YET Jess was able to get her to warm up enough for some pets. I really appreciated her pictures and descriptions for each visit. My cat was well taken care of and I plan to use Jess as my petsitter the next time I’m away.

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Sitter Profile Image: Teghan B.
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Sitter Profile Image: Teghan B.
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17.

Teghan B.

Treating your pet like my own!
Meadowood, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
3 repeat clients
from
$15
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: Julia S.
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Sitter Profile Image: Julia S.
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18.

Julia S.

A walk a day keeps the vet away!
Verona, WI, 53593
Drop-In Visits, Dog Walking
5.0
21 reviews
9 repeat clients
from
$19
per visit

Took amazing care of our cat! Always sent pictures and went out of her way to make sure our cat’s needs were met. Also great communication! Will definitely rebook in the future!

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Sitter Profile Image: Jenny P.
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Sitter Profile Image: Jenny P.
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19.

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
$26
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: Katherine G.
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Sitter Profile Image: Katherine G.
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20.

Katherine G.

Let me hang out with your cats!
Stone Meadows, Madison, WI, 53719
Drop-In Visits
5.0
5 reviews
from
$15
per visit

Katie took great care of our cat while we were away. Because she took the time to stop over for a Meet and Greet, and was extra patient with Archie for her drop-in, he warmed up to her much faster than with other visitors. Katie was prompt and detailed with her communication. We’ll absolutely work with her again!

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Dog lovers in Westhaven Trails, Madison, WI love pet sitters on Rover.com. Over 423 pet owners have reviewed pet 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 pet sitting in Madison can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

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 Westhaven Trails 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 Westhaven Trails, 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 Westhaven Trails, 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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