House Sitting In Whitetail Ridge

Find a loving house sitter to watch over your pets and your home.

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Top rated Whitetail Ridge house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Ruby K.
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Ruby K.
from
$60
per night
4.9 out of 5 stars
18 reviews
3 repeat clients
6 years of experience
Madison, WI, 53704

Ruby was great! We got back a tired, happy pup and a house as clean as we left it. We’ll definitely hire her again when we need a house sitter.

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Scott K.
Sitter Profile Image: Robert L.
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Robert L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
269 reviews
52 repeat clients
40 years of experience
Capitol, Madison, WI, 53703

Robert housesat with our 2 dogs and was fantastic with the pups and as a houseguest. He worked so well with our pups and their personalities. Robert's communication is very helpful and reassuring. I was "at peace" during our entire trip away because he sent regular updates and stayed in touch during our travel days. Robert is very professional, communicative, and so good with animals. You can tell he really does this for the joy he gets taking care of your pets. You will not be sorry if you book Robert!

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Kathryn (Kate) H.
Sitter Profile Image: Joshua D.
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Joshua D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Hawthorne, Madison, WI, 53704

Josh is amazing! He stayed 2 nights with my 2 dogs who each have issues. One of my dogs is very anxious but Josh’s quiet, calm demeanor put him right at ease. Josh responds quickly and is on time and totally reliable. When I came home, my home was clean and the dogs were calm and happy. I would definitely look forward to having Josh take care of my dogs again!

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Bonnie H.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Lizzie is AMAZING! She took fantastic care of Baker and understood all of his quirks. She loved on him like he was her own pup. We highly recommend her and will rebook. :)

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Sarah M.
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
15 years of experience
Madison, WI, 53705

Our home & animals were well cared for and the place was left in better shape than we left it. Daily pics and happy animals. We’re sad Kaitlyn isn’t staying in the area for long because we’d definitely book her again.

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Forrest D.
Sitter Profile Image: Nate G.
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Nate G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
216 reviews
75 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Our most trusted sitter. Our pup loves him! He gives him lots of exercise and attention. Whenever I'm out of town, Nate is the first person I think of to watch my dog. Can't recommend him enough

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Anaelys B.
Sitter Profile Image: Julia M.
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Julia M.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
University Apartments, Madison, WI, 53705

Julia was so pleasant and professional! She asked great questions to prepare for her time with Princeton, and you could tell she really cared - Princeton warmed up to her immediately :) I highly recommend Julia and would definitely hire her again!

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Aisha B.
Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
25 years of experience
Marquette, Madison, WI, 53703

Samuel was fantastic! Our two dogs and cat were well cared for, and the house was spotless — he even washed the sheets and towels. Highly recommend and will book again.

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Lindsay D.
Sitter Profile Image: Tina B.
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Tina B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
76 reviews
22 repeat clients
38 years of experience
Windsor, WI, 53598

This was my first time using Rover, and I appreciated Tina walking me through the process. I appreciated her daily updates, clear communication, and my house was as I'd left it.

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Heather E.
Sitter Profile Image: Ayomi O.
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Ayomi O.
from
$40
per night
2 years of experience
Madison, WI, 53704

About: Hi! I’m Ayomi, and caring for animals has always been a natural part of who I am. I’ve had the joy of working with dogs of all ages and personalities from energetic puppies still learning the world to older dogs who move a little slower and need some extra love. I approach pet care the same way I would care for my own patient, present, and with a whole lot of heart. I take the time to learn each dog’s unique needs and routines because I know how important it is for pets to feel safe and comfortable while their people are away. Whether your dog needs long walks, gentle play, quiet companionship, or help with medication or anxiety, I’m here to meet them where they are and give them the attention they deserve. I truly love building trust with both pets and their humans. You can expect regular updates, happy photos, and the reassurance that your pup is in loving, capable hands. Every visit is a chance to create a little joy and comfort for your furry friendcand that’s a responsibility I take seriously and gratefully. Pet care fits naturally into my routine because I often work from home in my downtown Madison apartment. I love taking long walks around town or heading to Picnic Point for a quiet hike, so having a pup along for the journey just makes it that much better. I usually walk about a mile or two a day, but I’m happy to adjust based on your furry friend’s energy level and needs. My schedule is flexible, and with at least a week's notice, I can make sure I’m fully available to give your dog the time and attention they deserve. I’ve always loved traveling, so pet sitting is a fun and fulfilling way for me to enjoy the company of dogs while I’m still settling down. Whether it’s a weekend stay or daily walks, I’m excited to share my time! Creating a safe and comforting environment is my top priority, whether I’m caring for your pet in my home or yours. I treat every dog like family—with patience, attentiveness, and a whole lot of love. In my downtown apartment, pets are kept in a clean, calm space free of hazards, with plenty of room to stretch, nap, or play. I don’t have any other pets, so your dog will get my full attention and care without distractions. When I’m in your home, I’m always respectful of your space and routines, making sure your dog stays comfortable in their familiar surroundings. I follow all care instructions closely and provide regular updates so you know exactly how your pup is doing. I believe trust is built through consistency, communication, and genuine care and that’s what I bring to every visit. Whether it’s daily walks, overnight stays, or just keeping your pup company, I’m committed to making sure your dog feels safe, loved, and right at home.

Sitter Profile Image: Annmarie S.
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Annmarie S.
from
$55
per night
5.0 out of 5 stars
31 reviews
10 repeat clients
15 years of experience
Emerson East, Madison, WI, 53704

Annemarie was a WONDERFUL dog sitter for my pup! She was so attentive and kept me informed the entire time, and Laika absolutely adored her. I will definitely be rebooking!

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Gabrielle C.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
19 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

Once again, Jesse is incredible with our pets. She cares for them just like we would, and I couldn’t leave them with anything less than that level of love and care. Thank you Jesse for being awesome!

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Seb A.
Sitter Profile Image: Della H.
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Della H.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Windsor, WI, 53598

Della was wonderful with our dog Lacy.

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Steve M.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

Cassie was wonderful! We had no worries, as we were gone for 11 days. She stayed at our home, so it didn’t stress out our dog, Zoe. Cassie was very proactive with asking detailed questions about her and just genuinely concerned about all her needs. She even suggested coming over for some visits prior to our vacation, so Zoe could get use to her. Highly recommend!!?

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Tammy B.
Sitter Profile Image: Mary M.
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Mary M.
from
$45
per night
5.0 out of 5 stars
62 reviews
13 repeat clients
6 years of experience
Madison, WI, 53718

Mary is a very responsible sitter. She had great communication and left me very detailed notes of Gracie’s schedule while I was away to let me know that Gracie was very well taken care of. I would highly recommend Mary.

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Isaac W.
Sitter Profile Image: Alina G.
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Alina G.
from
$50
per night
5.0 out of 5 stars
5 reviews
4 years of experience
Madison, WI, 53726

Alina was so sweet and professional! I especially appreciated her attention to detail and quick responses. It's always nerve-wracking getting a first-time sitter, but Alina made it easy. I would definitely recommend her!

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Aisha B.
Sitter Profile Image: Krista I.
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Krista I.
from
$53
per night
5.0 out of 5 stars
7 reviews
5 years of experience
Sun Prairie, WI, 53590

Krista was great! She asked thorough questions and sent pictures throughout the day - no complaints!

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Erin D.
Sitter Profile Image: Renee L.
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Renee L.
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Renee was ABSOLUTELY AMAZING! So accommodating, GREAT communication and just a really great person to work with. You know your dog is getting 100% attention and love when you come home and they're completely worn out. At an energetic year old, Asha NEVER gets worn out from playing...that is until she met her match in Renee! This was out first time using Rover and it was last minute and I had my concerns just because we had to trust this person in our home for the first time without ever meeting her. Every concern was gone as soon as I met Renee! I can't recommend her highly enough! She's amazing!!!

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Theresa F.
Sitter Profile Image: Louisa S.
Verified Enhanced Background Check
Louisa S.
from
$70
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!

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Angi K.
Sitter Profile Image: Sidney M.
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Sidney M.
from
$45
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
6 years of experience
Madison, WI, 53711

Sidney was amazing! She sent me pics and updates of my pup and took great care of him while I was away, I would 100% recommend her!!

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Hannah M.
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Whitetail Ridge pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Ayomi was a wonderful sitter! Received updates on my puppy every day. Ayomi was also incredibly flexible when flight plans went awry. Would book with Ayomi again!

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Isabel V.
House Sitting
5.0 out of 5 stars

Baylee was amazing with our pets. She was very communicative with us when we were out of town and our pets loved her!

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Alyssa G.
House Sitting
5.0 out of 5 stars

Alicia stayed with our dog Hazel for a long weekend and we will definitely book her again! Hazel sometimes struggles to warm up to new people but she loved Alicia immediately during our meet & greet. Alicia asked lots of good questions to make sure she was prepared to care for Hazel, and she sent us photos every day.

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Elise & Kyle
House Sitting
5.0 out of 5 stars

Sam always leaves the house clean, and gives thorough updates every day! Love seeing the pics too :) our pup is in good hands while we are away!!

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Alex O.
House Sitting
5.0 out of 5 stars

Nia and Lauren were so wonderful to our pups!!! It was great to have such peace of mind during our trip knowing these two were caring for our dogs. We’ll definitely be rebooking in the future!

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Chantal M.
House Sitting
5.0 out of 5 stars

Josh really went above and beyond for our 2 dogs while house sitting. We felt relaxed and comfortable knowing they were well taken care of. Will definitely request his services again.

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Molly M.
House Sitting
5.0 out of 5 stars

Lizzie was a great in-home option for us while we were away for a few nights. I wasn’t concerned about our dogs while we were away and appreciated coming home to happy dogs! Thanks, Lizzie!

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Ellyssa E.
House Sitting
5.0 out of 5 stars

Sabrina is amazing! Contacted her on pretty short notice (ahead of a holiday weekend nonetheless!) and she was quick to respond and be available. Additionally, she came for a meet and greet and hung out long enough to really get to know Eddie. She was so so flexible, kind and caring and left my place looking perfect.

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Haley M.
House Sitting
5.0 out of 5 stars

Katie was wonderful! She kept me updated and all of my pets were well taken care of. I appreciated it so much especially since it was a last minute booking. I will definitely be booking Katie again.

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April W.
House Sitting
5.0 out of 5 stars

Oliver did an excellent job taking care of our dog! Great communication while we were away and sent lots of cute pictures.

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Keelin M.
House Sitting
5.0 out of 5 stars

Sophie was an amazing help while we were gone for two weeks. The daily check-ins and pics were so sweet and it was a relief to see the oftentimes-shy kitties cuddling with her. Even our cockatiel got plenty of time out of her cage and loved getting the pics of “Birdman” on Sophie’s head! Not everyone has experience with it or the interest to learn how to handle and bond with a bird but when Sophie was unsure of something she would be proactive and reach out for tips and advice and it sure seemed to work. The dog was happy when we returned but not TOO happy which leads me to believe she had a great time while we were away. The house was in order, garbages taken out, and laundry done so that we could return late at night and get ourselves to bed quickly. We would definitely hire Sophie again for housesitting.

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Rachel A.
House Sitting
5.0 out of 5 stars

Sarah did a great job. Our dog is shy and she went the extra mile to make her comfortable. She also communicated with us daily. Sarah stayed overnight at our house and left everything in great condition. I would definitely book her again.

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Colin B.
House Sitting
5.0 out of 5 stars

I appreciated that Lora was communicative. Best sign of a good sitter ㅡmy kitties were happy when I returned.

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Michelle R.
House Sitting
5.0 out of 5 stars

Edwin was a great dog sitter for Cosmo. He communicated with us very promptly and often. He sent pictures a few times a day and Cosmo always looked happy and content. Edwin left our house clean and in order. We would happily have him to take care of Cosmo again!

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Jeannette L.
House Sitting
5.0 out of 5 stars

Mallory did a great job, she texted me almost everyday with updates, she kept the house clean and tidy and most of all gave our fur babies lots of love.

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Julie G.
House Sitting
5.0 out of 5 stars

Ou boys loved Sammie and she was great with our boys! Very communicative and friendly to work with. Would definitely recommend and book again.

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Amanda U.
House Sitting
5.0 out of 5 stars

Rachel was amazing! Provided consistent updates and was attentive to Rocky’s routine. Definitely would recommend!

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David B.
House Sitting
5.0 out of 5 stars

Tessa is incredibly responsible, responsive, and most important, our dog Humphrey seems to love her!

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Rebecca P.
House Sitting
5.0 out of 5 stars

Kailynn was prompt, worked with us when we had to reschedule at the last minute and sent photos of our kids each day. They all seemed happy when we gor home. Grateful to have found a reliable pet sitter that values our babies!♥️♥️♥️

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M. L. G.
House Sitting
5.0 out of 5 stars

Salem was wonderful! She was so attentive to Clementine and she communicated very smoothly and easily.

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Shana H.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house 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.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Whitetail Ridge house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Whitetail Ridge.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Whitetail Ridge house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.