Pet Sitting & Drop Ins in Whitetail Ridge, Madison, WI

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

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Top rated Whitetail Ridge pet sitters

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Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
103 reviews
24 repeat clients
15 years of experience
Berkley Oaks, Madison, WI, 53704

Jen was great. She went above and beyond with our dogs. She was very detailed in her reports and provided lots of great pictures. Would definitely recommend.

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Jeremy B.
Sitter Profile Image: Maggie P.
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Maggie P.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
46 reviews
13 repeat clients
10 years of experience
Tenney-Lapham, Madison, WI, 53703

Maggie went above and beyond - including braving a winter snowstorm - to make sure our cat was well cared for while we were out of town. Couldn’t recommend more highly!

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Alex A.
Sitter Profile Image: Grace N.
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Grace N.
from
$13
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
15 years of experience
Madison, WI, 53703

Grace did a wonderful job! She sent lots of pictures and detailed updates. We had a small ant problem develop when we were out of town, and she handled it so well! We would definitely book Grace again!

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Anne S.
Sitter Profile Image: Steve J.
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Steve J.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
5 reviews
3 repeat clients
1 year of experience
Monona, WI, 53714

Bro is efficient. Treats his clients like family bringing in mails and I really appreciate it. 4th week watching my meowies and I couldnt be anymore but greatful.

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Richard N.
Sitter Profile Image: Megan B.
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Megan B.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
20 reviews
5 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Megan was great! She was super communicative. I will absolutely book with her again in the future.

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Sara N.
Sitter Profile Image: Laura S.
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Laura S.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
16 reviews
5 repeat clients
32 years of experience
Rolling Meadows, Madison, WI, 53714

About: I am a lifelong animal lover & care taker. I also own a small business making healthy pet treats, so your special fur face will be spoiled! I have experience with reactive dogs, behavioral problems, senior animals, medical issues, & a wide variety of species. I base my care around the animals needs, not my schedule. I am patient, steady, & calm. I have loads of engagement toys, puzzles & activities to keep your pet happy & stimulated. I have a very flexible schedule & work from home, so I can adjust around you & your pets' needs whether it's early morning, last minute, or before bed. I do not have a fenced yard, so I do not leave dogs outside at my home. I walk & take park trips multiple times a day. I have 3 dogs & a cat who are used to new friends visiting. I do not crate my dogs in my home, but am happy to in your home.

Sitter Profile Image: Annmarie S.
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Annmarie S.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
17 reviews
4 repeat clients
15 years of experience
Emerson East, Madison, WI, 53704

Communication with Annmarie was easy and clear and her updates were very appreciated. My cat and dog clearly had a nice time with her. Would definitely book with her again.

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Heather E.
Sitter Profile Image: Zachary N.
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Zachary N.
from
$15
per visit
5 out of 5.0 stars
4 reviews
10 years of experience
Madison, WI, 53704

Easy last minute booking, I literally had to worry about nothing. Many thanks!!

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Tony V.
Sitter Profile Image: Anne S.
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Anne S.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
20 reviews
4 repeat clients
10 years of experience
Madison, WI, 53704

Anne did a fabulous job!! Her sweet, calm energy put my anxious cats at ease. She did wonderful with my finicky instructions, sent helpful updates with pictures, and took great care with my girls. I was able to relax and enjoy my vacation knowing they were in good hands.

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Jodi M.
Sitter Profile Image: Hayley K.
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Hayley K.
from
$12
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
2 years of experience
Waunakee, WI, 53597

Hayley was amazing with my little man! She even stayed and waited for maintenance when there was an issue with getting in my apartment because she was gonna find a way in to make sure my boy was taken care of. It was hard being so far from him, but he had the best time with her!

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Averi S.
Sitter Profile Image: Stacy S.
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Stacy S.
from
$20
per visit
5 out of 5.0 stars
10 reviews
3 repeat clients
45 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

Stacy was a great sitter for my pets. I had no doubts they were going to be in good hands!

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Sarah L.
Sitter Profile Image: Anna S.
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Anna S.
from
$15
per visit
5 out of 5.0 stars
3 reviews
3 years of experience
Madison, WI, 53714

I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!

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Megan S.
Sitter Profile Image: Vanessa U.
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Vanessa U.
from
$15
per visit
4 years of experience
Sherman Terrace, Madison, WI, 53704

About: I have experience taking care of a high medical needs cat. I also have experience with deaf and blind cats. I understand each pet is an individual and will adjust my care as I get to know them. Some pets love human interaction and others need their space. I’m absolutely ready to kiss and hug them or give them the distance they need to feel safe. Nothing like the smell of fresh litter in the morning! I am a cat mom to 2 playful, cuddly adopted babies. I recently became a volunteer at a cat shelter, which gives me so much purpose. I have a full time job Monday-Friday. I am looking to occasionally pet sit on weekends and early mornings on weekdays. Home is a scared place. I will treat your pets and your space respectfully. I can send you all the photos you need to feel comfortable, or video call you. I am comfortable cleaning up after your pet, and giving them all the cuddles and words of affirmation they need while you are away.

Sitter Profile Image: Christine W.
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Christine W.
from
$13
per visit
5 out of 5.0 stars
4 reviews
30 years of experience
Emerson East, Madison, WI, 53704

About: I’ve been surrounded by animals my entire life—growing up in a home full of fish, birds, cats, dogs, and rodents taught me early on that pets are family. I truly believe every animal deserves love, patience, and attentive care. Today, I share my home with my friendly dog Birdie, who loves meeting new furry friends and makes a great playmate. My two kids are also passionate animal lovers, and together we create a safe, warm, and pet-friendly environment. I’m experienced in administering medications, whether pills, drops, or topical treatments, and I’m happy to support pets with special needs. I also offer daily walks for exercise and enrichment, and I’m comfortable with crate training if it’s part of your routine. Whether your pet is playful, shy, energetic, or relaxed, I’ll treat them with the same love and respect I give my own. I work full-time during the week, but on my weekends off, I love spending my time caring for animals. Pet care has always been a part of my life, and I’m excited to offer reliable, loving support to fellow pet parents when I’m available. Whether it’s weekend drop-ins, walks, or cuddles while you’re away, I’m here to help give your pets the attention and care they deserve. Your pet’s safety and comfort are my top priorities. My home is fully pet-friendly and thoughtfully pet-proofed to ensure a secure environment. I use baby gates to create designated pet areas, so dogs can have their own space or be kept out of certain rooms when needed. I also have a large, fully fenced backyard—perfect for safe outdoor play and potty breaks. Fresh water is always available in multiple areas of the home to keep pets hydrated throughout the day. Whether your pet loves to run or relax, they’ll have a secure, comfortable, and caring space to enjoy.

Sitter Profile Image: Mersadies V.
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Mersadies V.
from
$15
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients
4 years of experience
Eken Park, Madison, WI, 53704

Mersadies left amazingly detailed visit notes and paid great attention to the care my cats needed (both required medicine for part of the time she cared for them). I appreciate her lots!

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Cynthia B.
Sitter Profile Image: Becky S.
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Becky S.
from
$25
per visit
5 out of 5.0 stars
40 reviews
13 repeat clients
13 years of experience
Madison, WI, 53704

Becky came to check on our little dog and took her for two walks. We appreciate how quick and responsive she is, and she took great care of our puppy. Thank you Becky! We hope to be repeat clients!!!

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Lindsey W.
Sitter Profile Image: Amy Lynn R.
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Amy Lynn R.
from
$25
per visit
5 out of 5.0 stars
76 reviews
34 repeat clients
19 years of experience
Whitetail Ridge, Madison, WI, 53704

Amy was great with Pebbles. I was flexible with the times, so she stopped by when it worked best. Pebbles was happy about some love and snuggles while i was gone.

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Hannah T.
Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$13
per visit
5 years of experience
Madison, WI, 53704

About: With 5 years of experience caring for dogs, through fostering and those of friends and family, I’ve gained a deep understanding of their unique personalities and needs. I respect every dog’s individuality and adapt my care to provide just the right balance of attention and activity. Whether your pup enjoys leisurely companionship and a calm presence or thrives on interactive play, exercise, and affection, I’m here to ensure they feel safe, happy, and fulfilled. My goal is to meet every dog where they are, providing thoughtful, loving care tailored to their needs. Working from home allows me to offer flexible scheduling for pet care. I can easily adapt to your needs, ensuring your pets receive timely and attentive care I prioritize understanding each pet's unique needs and preferences, whether at my home or yours. I adapt my care style to provide a safe, nurturing, and tailored environment for every furry friend

Sitter Profile Image: Nick K.
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Nick K.
from
$30
per visit
5 out of 5.0 stars
91 reviews
29 repeat clients
20 years of experience
Madison, WI, 53704

About: My wife and I have extensive experience with animals, having run dog boarding services and worked at dog daycares. I grew up with various animals, including six dogs, and have always cared for them with love and respect. We’re confident in handling any situation that may arise while caring for pets and treat them like family. Our multi-level home near Dane County Airport offers plenty of space for pets to play and relax, including a large backyard with a 6-foot privacy fence. My wife and I both have flexible work schedules, so someone is almost always home with our pups! We will try our best to accommodate any special needs for scheduling. We have a fenced in large yard and two friendly dogs to play with yours! We also have secure gates to section off our home if needed and multiple sizes of crates if your pup is crate trained and/or sleeps in a crate.

Sitter Profile Image: Salem E.
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Salem E.
from
$30
per visit
5 out of 4.7 stars
30 reviews
8 repeat clients
10 years of experience
Sherman Village, Madison, WI, 53704

Salem did a great job with Misty and Phoebe. They were totally relaxed and happy when I arrived home. I appreciated Salem staying alittle longer on one of the days. Will definitely have her again.!

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Mary W.
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Sitter Profile Image: Jen D.
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Sitter Profile Image: Jen D.
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Jen D.
Star Sitter

Attentive and Fun Dog Mom
Berkley Oaks, Madison, WI, 53704
0.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
103 reviews
24 repeat clients
Profile image

Jen was great. She went above and beyond with our dogs. She was very detailed in her reports and provided lots of great pictures. Would definitely recommend.

Availability updated today
Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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Maggie P.
Star Sitter

Young professional who loves pets!
Tenney-Lapham, Madison, WI, 53703
4.2 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
46 reviews
13 repeat clients
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Maggie went above and beyond - including braving a winter snowstorm - to make sure our cat was well cared for while we were out of town. Couldn’t recommend more highly!

Availability updated 2 days ago
Sitter Profile Image: Grace N.
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Sitter Profile Image: Grace N.
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Grace N.

Let me take care of your pet!
Madison, WI, 53703
4.4 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
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Grace did a wonderful job! She sent lots of pictures and detailed updates. We had a small ant problem develop when we were out of town, and she handled it so well! We would definitely book Grace again!

Availability updated 3 days ago
Sitter Profile Image: Steve J.
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Sitter Profile Image: Steve J.
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Steve J.
Star Sitter

Wholesome wags and pawsitive purrs
Monona, WI, 53714
4.3 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
5 reviews
3 repeat clients
Profile image

Bro is efficient. Treats his clients like family bringing in mails and I really appreciate it. 4th week watching my meowies and I couldnt be anymore but greatful.

Availability updated yesterday
Sitter Profile Image: Megan B.
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Sitter Profile Image: Megan B.
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Megan B.
Star Sitter

Owner Away? I’ll Sit, Stay and Walk
Sun Prairie, WI, 53590
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5 out of 5.0 stars
20 reviews
5 repeat clients
Profile image

Megan was great! She was super communicative. I will absolutely book with her again in the future.

Availability updated 10 days ago
Sitter Profile Image: Laura S.
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Sitter Profile Image: Laura S.
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Laura S.
Star Sitter

My care is built around your pet.
Rolling Meadows, Madison, WI, 53714
4.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5 out of 5.0 stars
16 reviews
5 repeat clients

Laura truly cared for my two dogs like they were her own. She was very attentive to their individual needs and quirks and went out of her way to make them feel comfortable with her. My one dog, Freddie, is fearful of new people and was initially skeptical of Laura. By the end of the week, she was easily his favorite human! It is a huge relief knowing your critters are well taken care of and well loved when you're away. She sent us regular photos and updates and was wonderful all around. Highly recommend!

Availability updated yesterday
Sitter Profile Image: Annmarie S.
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Sitter Profile Image: Annmarie S.
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Annmarie S.
Star Sitter

Gentle and Loving for All Animals
Emerson East, Madison, WI, 53704
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

Communication with Annmarie was easy and clear and her updates were very appreciated. My cat and dog clearly had a nice time with her. Would definitely book with her again.

Availability updated 10 days ago
Sitter Profile Image: Zachary N.
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Sitter Profile Image: Zachary N.
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Zachary N.

Pet care that you can count on!
Madison, WI, 53704
2.2 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
4 reviews
Profile image

Easy last minute booking, I literally had to worry about nothing. Many thanks!!

Availability updated 2 days ago
Sitter Profile Image: Anne S.
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Sitter Profile Image: Anne S.
Verified Enhanced Background Check

Anne S.
Star Sitter

I will love your pet like my own!
Madison, WI, 53704
1.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
20 reviews
4 repeat clients
Profile image

Anne did a fabulous job!! Her sweet, calm energy put my anxious cats at ease. She did wonderful with my finicky instructions, sent helpful updates with pictures, and took great care with my girls. I was able to relax and enjoy my vacation knowing they were in good hands.

Availability updated yesterday
Sitter Profile Image: Hayley K.
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Sitter Profile Image: Hayley K.
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Hayley K.

Experienced, Dedicated Dog Lover
Waunakee, WI, 53597
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$12
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

Hayley was amazing with my little man! She even stayed and waited for maintenance when there was an issue with getting in my apartment because she was gonna find a way in to make sure my boy was taken care of. It was hard being so far from him, but he had the best time with her!

Availability updated 8 days ago
Sitter Profile Image: Stacy S.
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Sitter Profile Image: Stacy S.
Verified Enhanced Background Check

Stacy S.

Lifelong animal lover and pet owner
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
3.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

Stacy was a great sitter for my pets. I had no doubts they were going to be in good hands!

Availability updated 3 days ago
Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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Anna S.

I would love to care for your pet!
Madison, WI, 53714
3.6 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
3 reviews
Profile image

I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!

Availability updated 24 days ago
Sitter Profile Image: Vanessa U.
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Sitter Profile Image: Vanessa U.
Verified Enhanced Background Check

Vanessa U.

I also speak to my very deaf cat.
Sherman Terrace, Madison, WI, 53704
3.2 mi. away
House Sitting, Drop-In Visits
from
$15
per visit
2 reviews

Vanessa is great with pets! She's a cat mom, with a dog mom heart. Our dogs, Pinky and Livi, can be shy around other humans, but Vanessa's warm and kind demeanor quickly melted that away. Now they run in excitement when they see her. She also help take care of our cat Cleo when we were away on a trip. Cleo is blind and elderly, so the extra effort and TLC Vanessa gave her was very appreciated!

Availability updated 4 days ago
Sitter Profile Image: Christine W.
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Sitter Profile Image: Christine W.
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Christine W.

Loving Care for Pets Big & Small
Emerson East, Madison, WI, 53704
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5 out of 5.0 stars
4 reviews

Your pet will truly be in the best of care with Christine. You could not ask for a better person who knows so much about pet care! She has personally loved such.a wide variety of pets with such compassion, that whether you have a dog, cat, beta fish or fancy rats, she will do everything she possibly can to insure they are well cared for. I lived with Christine for several years, and during the time we were together, I saw how much care she put in to each and every pet member of our household, whether or not she was the "owner" of the pet or if their care was her "responsibility." She even has vet assistance and grooming experience so you know your pet is in good hands! Having lived with Christine and seen her dedication to responsible pet ownership day in and day out, I know from experience that you can trust that she will give extra consideration and genuine care to your pets.

Availability updated 9 days ago
Sitter Profile Image: Mersadies V.
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Sitter Profile Image: Mersadies V.
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Mersadies V.

Professional Energetic Animal Lover
Eken Park, Madison, WI, 53704
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

Mersadies left amazingly detailed visit notes and paid great attention to the care my cats needed (both required medicine for part of the time she cared for them). I appreciate her lots!

Availability updated 4 days ago
Sitter Profile Image: Becky S.
Verified Enhanced Background Check
Sitter Profile Image: Becky S.
Verified Enhanced Background Check

Becky S.

Dog lover & wiener dog collector
Madison, WI, 53704
1.7 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
40 reviews
13 repeat clients
Profile image

Becky came to check on our little dog and took her for two walks. We appreciate how quick and responsive she is, and she took great care of our puppy. Thank you Becky! We hope to be repeat clients!!!

Availability updated 2 days ago
Sitter Profile Image: Amy Lynn R.
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Sitter Profile Image: Amy Lynn R.
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Amy Lynn R.
Rover 101

Happy Dog Boarding & Daycare, LLC
Whitetail Ridge, Madison, WI, 53704
0.1 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
76 reviews
34 repeat clients
Profile image

Amy was great with Pebbles. I was flexible with the times, so she stopped by when it worked best. Pebbles was happy about some love and snuggles while i was gone.

Availability updated 4 days ago
Sitter Profile Image: Jennifer K.
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Sitter Profile Image: Jennifer K.
Verified Enhanced Background Check

Jennifer K.

Purr-fect Peace & Tail-Wagging Joy
Madison, WI, 53704
1.5 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
5 years of experience

About: With 5 years of experience caring for dogs, through fostering and those of friends and family, I’ve gained a deep understanding of their unique personalities and needs. I respect every dog’s individuality and adapt my care to provide just the right balance of attention and activity. Whether your pup enjoys leisurely companionship and a calm presence or thrives on interactive play, exercise, and affection, I’m here to ensure they feel safe, happy, and fulfilled. My goal is to meet every dog where they are, providing thoughtful, loving care tailored to their needs. Working from home allows me to offer flexible scheduling for pet care. I can easily adapt to your needs, ensuring your pets receive timely and attentive care I prioritize understanding each pet's unique needs and preferences, whether at my home or yours. I adapt my care style to provide a safe, nurturing, and tailored environment for every furry friend

Availability updated 9 days ago
Sitter Profile Image: Nick K.
Verified Background Check
Sitter Profile Image: Nick K.
Verified Background Check

Nick K.
Rover 101

Big Fenced yard, Dog Vacation spot!
Madison, WI, 53704
1.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
91 reviews
29 repeat clients

Nick has been a friend of mine for over three years now, and I know he is an awesome and caring person. He and his family have more animals than I would thing was possible including two dogs. I've always known him to love animals and take good care of them.

Availability updated yesterday
Sitter Profile Image: Salem E.
Verified Enhanced Background Check
Sitter Profile Image: Salem E.
Verified Enhanced Background Check

Salem E.

I'm Salem, the gecko dad!
Sherman Village, Madison, WI, 53704
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 4.7 stars
30 reviews
8 repeat clients
Profile image

Salem did a great job with Misty and Phoebe. They were totally relaxed and happy when I arrived home. I appreciated Salem staying alittle longer on one of the days. Will definitely have her again.!

Availability updated 9 days ago

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