Pet Sitting & Drop Ins in Hawk's Landing, 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: Jess B.
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Sitter Profile Image: Jess B.
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1.

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: Azaria O.
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Sitter Profile Image: Azaria O.
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2.

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!

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Sitter Profile Image: Elissa S.
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Sitter Profile Image: Elissa S.
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3.

Elissa S.

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

Elissa is real gem. I know my boy is safe with her and has lots of fun thanks to her belly rubs.

Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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4.

Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
3 repeat clients
from
$25
per visit

Sara was awesome! Luke had the best time and will surely miss her. Hoping to get her to hang out with Luke again.

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Sitter Profile Image: Megan V.
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Sitter Profile Image: Megan V.
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5.

Megan V.

Weekend pup help with 30 years exp!
Madison, WI, 53719
Drop-In Visits, Dog Walking
30 years of experience
from
$20
per visit

About: Hi my name is Megan and I love all animals! I've raised dogs, chickens, ducks, rabbits to name a few. I'm a new mom and I have had animals all my life. I walk the trails and work on training everyday with my own fur babies. I'm available weekends and some nights. I love all dogs and would love to meet yours! I just moved and am new to the area. I live in an apartment. I am right next to a great walking trail and even 2 dog parks which both my dogs love.

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Sitter Profile Image: Kinsey B.
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Sitter Profile Image: Kinsey B.
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6.

Kinsey B.

Loves the badgers, loves dogs more!
Madison, WI, 53719
Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
3 repeat clients
from
$15
per visit

Kinsey has been great giving drop in visits to our crazy pup! I can tell he has had some good play time and a potty break when I get home at the end of the day!

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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: Sara H.
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Sitter Profile Image: Sara H.
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8.

Sara H.

Your Pet's New Best Friend!
Verona, WI, 53593
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
3 repeat clients
from
$22
per visit

Sara did an awesome job with our fearful but sweet dog Freckles. Sara was super patient, giving Freckles time to warm up to her. I would book Sara again in a heartbeat!

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Sitter Profile Image: Kelsey W.
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Sitter Profile Image: Kelsey W.
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9.

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: Ashley E.
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Sitter Profile Image: Ashley E.
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10.

Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
320 reviews
108 repeat clients
from
$23
per visit

Ashley was amazing! She cared for my two cats while I was away for a vacation. I appreciated her check-in notes to let me know how my cats were doing while I was away. Also really appreciated the photos she included. I would definitely use her again for any future needs I may have and would recommend her.

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Sitter Profile Image: Taylor P.
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Sitter Profile Image: Taylor P.
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11.

Taylor P.

I’m an animal loving person!
Fitchburg, WI, 53719
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
4 repeat clients
from
$16
per visit

Taylor was very good with communication, keeping me updated on his the kittens did, and took several pictures each time. Very much appreciated!

Sitter Profile Image: Taylor R.
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Sitter Profile Image: Taylor R.
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12.

Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
17 reviews
4 repeat clients
from
$22
per visit

Taylor is always fabulous and my pup adores her

Sitter Profile Image: Annalise C.
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Sitter Profile Image: Annalise C.
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13.

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: Jenny P.
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Sitter Profile Image: Jenny P.
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14.

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 was fantastic with my dog and cat for the two days she cared for them. I loved the updates she sent. Everyone looked happy and healthy as they did when I returned home. Highly recommend Jenny!!

Sitter Profile Image: Austin C.
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Sitter Profile Image: Austin C.
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15.

Austin C.

I love all animals!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
3 repeat clients
from
$18
per visit

Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!

Sitter Profile Image: Jody G.
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Sitter Profile Image: Jody G.
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16.

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: Hannah I.
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Sitter Profile Image: Hannah I.
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17.

Hannah I.

Rover 101
Dogs love to run and play with me!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
77 reviews
27 repeat clients
from
$20
per visit

Hannah takes wonderful care of my high maintenance, elderly, scared-of-everything but beloved dog. I’m so thankful to know she’s in good hands when I’m away. Plus Hannah’s dependable, prompt, and clear in communication.

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Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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18.

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 was so sweet to our anxious rescue pup! She worked with all of our dog's little quirks and we felt very comfortable knowing that Jennifer would take great care of her.

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Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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19.

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.

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Sitter Profile Image: Kaylyn M.
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Sitter Profile Image: Kaylyn M.
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20.

Kaylyn M.

Rover 101
Trustworthy, Reliable, Animal Lover
Glacier Ridge, Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
29 reviews
16 repeat clients
from
$23
per visit

It was my first time using Rover and Kaylyn was great. The dogs had a good time, and I was able to go out of town for the day. Super easy to schedule and fast communication.

Search Map

Pet parents in Hawk's Landing, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Hawk's Landing, Madison pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Hawk's Landing, Madison who can provide the care your pet needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Hawk's Landing, 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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