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

“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.”


“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!”


“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!”


“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.”



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


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.

“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.”


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


“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.”


“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!”


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


“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!”


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.

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.

“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!”


“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!!!”


“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.”


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

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.

“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.!”

Loving pet sitters in your neighborhood
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Jen D.Star Sitter

“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.”


Maggie P.Star Sitter

“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!”


Grace N.

“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!”


Steve J.Star Sitter

“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.”




Megan B.Star Sitter

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


Laura S.Star Sitter
“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!”


Annmarie S.Star Sitter

“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.”


Zachary N.

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


Anne S.Star Sitter

“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.”


Hayley K.

“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!”


Stacy S.

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


Anna S.

“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!”


Vanessa U.
“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!”


Christine W.
“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.”


Mersadies V.

“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!”


Becky S.

“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!!!”


Amy Lynn R.


“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.”


Jennifer K.
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


Nick K.

“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.”


Salem E.

“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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1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Whitetail Ridge.
Rover makes it easy to find Whitetail Ridge pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
