Pet Sitting & Drop Ins In Bears Paw

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 Bears Paw pet sitters

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

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Sitter Profile Image: Daniel F.
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Daniel F.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
198 reviews
57 repeat clients
50 years of experience
Sun Terrace, Naples, FL, 34103

I have never used a drop in service for my cat and now I couldn’t be more pleased! Daniel was a perfect match for my needs - mellow but consistent and accountable. I will definitely reach out to Rover/Daniel when I travel again! Thank you.

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Ellen P.
Sitter Profile Image: Anna B.
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Anna B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
40 reviews
8 repeat clients
50 years of experience
Naples, FL, 34103

Kind, professional, communicative and timely

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Dixie H.
Sitter Profile Image: Diana R.
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Diana R.
from
$13
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
4 years of experience
Naples, FL, 34104

About: Hello! My normal day job is in the field of wildlife biology, but I enjoy pet sitting while in between jobs. I was the primary caretaker of the dogs, cats, and other critters in my house growing up! Since then, I've fostered and boarded cats of all ages, raised kittens to be ready for adoption, and have extensive volunteer experience with dogwalking and handling dogs. While in between work contracts I am super flexible. When I am in a contract, I work in the daytime, but am free most afternoons a week for dogwalking. My work schedule is fluid, so I have some weekdays available on a case-by-case basis. Your dog will always be safely on-leash when outside, and will always have their ID info on them. The home is pet-proofed and if your pet is alone, they can be crated to make them feel safer.

Sitter Profile Image: Taylor S.
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Taylor S.
from
$22
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
Naples, FL, 34104

Taylor was great w king during my Xmas visit to NY. Highly recommend! Thank you Taylor for giving king great walks and live while I was away!! He is such a lucky boy!

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Philomena P.
Sitter Profile Image: Robby D.
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Robby D.
from
$18
per visit
5 years of experience
Sun Terrace, Naples, FL, 34103

About: I have taken care of a multitude of different animals for over 5 years. I can and will take care of any pet that you need watched. I’m available every day of the week for most of the day, and will house-sit if you’d like. I really love animals so this is a great schedule. I won’t board your animals, but I will do whatever you tell me to do regarding your pets. If you want me to stay over all week I will.

Sitter Profile Image: Joana C.
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Joana C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
1 year of experience
Naples, FL, 34112

Joanna was super friendly and very responsive! She did a wonderful job and would recommend her every time!

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Briana M.
Sitter Profile Image: Josie H.
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Josie H.
from
$14
per visit
10 years of experience
Naples, FL, 34109

About: I've had dogs my whole life and have always loved being around animals. Although I am just starting out here on Rover, I have pet sat many times for friends, family, and local families in both my home and their homes. My experience includes feeding, walking, playtime, overnight care, and making sure pets stay comfortable and happy while their owners are away. I understand that every pet has different needs and I always do my best to provide safe, reliable, and loving care. I’m a UF college student home for the summer with a completely open and flexible schedule! This allows me to dedicate plenty of time and attention to the pets in my care, whether that means walks, playtime, drop-in visits, daycare, or overnight stays. I love spending time with animals and will make sure your pet feels safe, comfortable, and well cared for while you're away. I treat every pet as if they were my own. In my home, pets are supervised, given plenty of attention, and kept in a safe, comfortable environment. When caring for pets in a client's home, I carefully follow all instructions regarding feeding schedules, medications, walks, and routines. I prioritize safety, cleanliness, and communication, and I am happy to provide photo updates so owners can feel confident their pets are well cared for while they are away.

Sitter Profile Image: Kimberly C.
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Kimberly C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
20 reviews
15 repeat clients
10 years of experience
Naples, FL, 34112

Kimberly was absolutely amazing with our 3 kitties! This was my first time leaving the fur babies with a sitter & I was a bit nervous leading up to our trip. But after meeting Kimberly, I felt so comfortable knowing that they had a great sitter. The kitties absolutely loved her, including our bengal who usually doesn’t warm up to new people! She sent us lots of photo & video updates every visit, and I could tell the kitties were having a fun time with her and were well taken care of. I’m so grateful for the time and care she provided while we were away. Thank you Kimberly!! ❤️ we will definitely be booking again in the future!

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Margaret A.
Sitter Profile Image: Chase K.
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Chase K.
from
$25
per visit
5.0 out of 5 stars
64 reviews
20 repeat clients
10 years of experience
Naples, FL, 34104

Chase is an awesome dog walker and person! He is always friendly and energetic when he comes and takes our dog for a walk! We’re excited to have him for more dog walking all summer!

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Alexandra S.
Sitter Profile Image: Ellie M.
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Ellie M.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
11 years of experience
Naples, FL, 34104

About: I've taken care of many animals since I was around 10 if not younger. I obtained my Bachelor’s of Science in Animal Ecology at Iowa State University May of 2025. I have worked at three different zoos learning about animal welfare. In March I started working at the Naples Zoo in Florida. I am looking at getting more experience working and watching animals. I am extremely available and have a very flexible schedule. I do have school but not for long periods, this is helpful when it comes to watching pets. I live in a house that has plenty of space for any pets. I have a cat named Rooster that I would like to introduce to more pets if you're looking for an overnight visit.

Sitter Profile Image: Claudia M.
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Claudia M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
24 reviews
11 repeat clients
10 years of experience
Naples, FL, 34114

Claudia is so great with our cats and sends the best videos during her visits !! Will definitely continue using her.

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David C.
Sitter Profile Image: Richard N.
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Richard N.
from
$24
per visit
5 years of experience
Mission Bay, Naples, FL, 34105

About: I am a personal trainer and business owner, so I understand the importance of consistency, responsibility, and trust. I also have experience fostering dogs and caring for pets, and I genuinely enjoy working with animals. I provide dog walking and pet sitting services with a focus on safety, routine, and dependable care. I am active, reliable, and able to handle dogs of different sizes and energy levels. My goal is to make sure your pet feels comfortable, cared for, and well looked after while you are away or busy. I treat every dog like they are my own. Pet care fits into my weekly routine alongside my personal training business. I train clients both in person and virtually, so my schedule is flexible during the day. I typically have availability in the mornings, midday gaps, and some evenings, which allows me to consistently fit in dog walks and cat visits. I plan my schedule in advance to make sure each pet gets reliable and on time care without rushing. I care for pets by following their normal routine as closely as possible. In a client’s home, I make sure feeding, walks, litter care, and any instructions are done exactly as requested. I focus on keeping pets comfortable, calm, and stress free in their familiar environment. For dogs, I provide walks, playtime, and bathroom breaks based on their energy level and routine. For cats, I focus on feeding, litter box cleaning, fresh water, and giving attention at their comfort level. I always prioritize safety, clear communication, and updates with photos so owners know their pets are doing well.

Sitter Profile Image: Dawn B.
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Dawn B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
25 years of experience
Naples, FL, 34104

We recently had the pleasure of working with Dawn to care for our tuxedo cat, Coco, while we traveled abroad for nearly three weeks, and we truly couldn’t have asked for a better experience. From the very beginning, Dawn was communicative, thoughtful, responsible, and incredibly consistent with her check-ins. She sent regular updates and photos that gave us so much peace of mind while being so far from home. What stood out most was how comfortable we felt having her in our home and caring for a cat we love so deeply. After meeting Dawn twice before our trip, we immediately felt at ease — and throughout our travels, it was clear Coco was being cared for with genuine gentleness and attention. Coming home to a happy, well-cared-for cat made all the difference after an extended trip abroad. We’re so grateful for the care Dawn provided and would absolutely hire her again for “baby”-sitting duties in the future. Highly recommend to anyone looking for someone trustworthy, kind, and dependable to care for their pets. :)

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Lindsay S.
Sitter Profile Image: Danielle S.
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Danielle S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
30 reviews
11 repeat clients
8 years of experience
Naples, FL, 34105

Danielle was fantastic with our Ruby. We got her during quarantine so she hasn’t been around people a lot and is shy at first. She went to Danielle right away and from then on acted like they were best buds. Danielle fed her, played with her, & left her a happy cat and us happy pet owners. Would definitely recommend.

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Melissa S.
Sitter Profile Image: Alexis S.
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Alexis S.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 year of experience
Naples, FL, 34102

Alexis was wonderful with our cat Georgie! Obviously cats are cats and take some time to warm up but she was great! Appreciated her communication and summary reviews she left :)

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Noelle F.
Sitter Profile Image: Michele T.
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Michele T.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Naples, FL, 34104

If you are looking for a trustworthy and kind cat sitter, look no further than Michele. She recently watched my cat Hunter and did a phenomenal job. She sent regular updates, kept the feeding area spotless, and spent quality time playing with him.It’s such a relief knowing my home and my pet are in such capable hands.

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Monica P.
Sitter Profile Image: Ana R.
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Ana R.
from
$30
per visit
5.0 out of 5 stars
32 reviews
5 repeat clients
26 years of experience
Naples, FL, 34102

Ana was by far the best cat sitter we have ever had!!! We will absolutely re-book her anytime that we leave town. She is sweet and gentle with our babies. She spent quality time with them and Ziggy and Luna fell in love with her! She was always on time and did an amazing job. If I could give her 10 stars I would.

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Allison P.
Sitter Profile Image: Federica L.
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Federica L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
9 years of experience
Naples, FL, 34112

About: I’m someone who truly believes pets are family. I’ve grown up with dogs my entire life, and for the past four years I’ve had my own sweet girl by my side. She’s incredibly friendly and gets along with every dog—no matter their size, personality, or energy level. My love for dogs runs deep (honestly, I love them more than humans!), and I care for every pup as if they were my own. Whether your dog needs playtime, snuggles, structure, or just a calm and comforting presence, I’m here to make sure they feel safe, happy, and loved while you’re away. You can feel confident knowing your fur baby will be treated with patience, affection, and genuine care—just like family. I work from home full-time, so your dog will never be left alone. I can take them out for walks 2–3 times a day, or more if they need it. I have a balcony for the dogs to enjoy and a spacious apartment with plenty of room to relax. If needed, I can also set up secure, fenced-off areas for extra safety.

Sitter Profile Image: Alec P.
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Alec P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
30 reviews
5 repeat clients
30 years of experience
Naples, FL, 34113

Alec did a fantastic job watching our dogs while we were away. He came over beforehand to meet them and was kind, respectful, and very thorough. During our trip he sent regular updates and pictures, which gave us peace of mind knowing our dogs were in good hands. I really appreciate his professionalism and care, and I’ll definitely be booking with him again in the future. Highly recommend!

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Bailey P.
Sitter Profile Image: Bryce K.
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Bryce K.
from
$20
per visit
5.0 out of 5 stars
42 reviews
11 repeat clients
30 years of experience
Lake Park, Naples, FL, 34102

About: “FIRST TIME ROVER CUSTOMERS RECEIVE $20 OFF FIRST BOARDING. USE PROMO CODE https://www.rover.com/sit/brycek81269 I have had dogs as pets for as long as I can remember, even had an iguana and two ferrets at one time. At my home your dog isn't just a client; they become a cherished part of a family-centric environment where love, safety, and happiness reign supreme." 1 day cancellation policy. If you cancel after that there is a 50% charge for the first 7 days of the stay. Most of the time I am working from home, so your dog will have a companion to care for him/her nearby. There is also a dog park a few minutes away that I take my dogs to frequently where they can play. I have a fenced in yard in a quiet dog friendly neighboorhood. Mutilple daily walks are routine in my household along with plenty of back yard time and love. I

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Bears Paw pet parents share their Rover experiences

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5.0 out of 5 stars

Taylor was wonderful with my dog, Stella! She provided great communication throughout the visit and sent lots of pictures, which gave me peace of mind while I was away. Stella looked happy and well cared for, and I really appreciated the updates. I would definitely book with Taylor again and highly recommend her to anyone looking for a reliable and caring dog sitter!

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Hannah H.
Drop-In Visits
5.0 out of 5 stars

Ben took care of my two cats for an entire week while I was away. He’s great! Reliable, and communicative. 10/10 would recommend.

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Charlene C.
Drop-In Visits
5.0 out of 5 stars

We are so grateful every time Kaiya takes care of our pets while we are away. She is so sweet and attentive- she does such an amazing job!

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Danielle S.
Drop-In Visits
5.0 out of 5 stars

Dani was absolutely wonderful with Aspen! She was patient, reliable, and communicated clearly throughout the entire stay, which gave us great peace of mind. Aspen was well cared for and happy, and it was clear Dani genuinely enjoys what she does. I would highly recommend her to anyone and will definitely be booking with her again!

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Morgan S.
Drop-In Visits
5.0 out of 5 stars

We had Sky drop in to check on our cats for multiple days. She was extremely communicative, and made us feel very comfortable that our cats were well taken care of on our vacation. We highly recommend :)

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Kaitlyn M.
Drop-In Visits
5.0 out of 5 stars

Dan was available on a last minute request. Gregg and I are grateful. Dan serenaded Gregg with a tongue drum this time whereas previously Dan strummed a guitar for Gregg… all very sweet .

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DDe' F.
Drop-In Visits
5.0 out of 5 stars

If my dogs could write this review, it would be all tail wags and 5 stars!! We feel so lucky to have found Beth! She is dependable, on time, and wonderful. It gives me so much peace of mind knowing my boys are with someone I trust and who cares about them! If there’s a 6 star I could give her, I would.

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Michelle H.
Drop-In Visits
5.0 out of 5 stars

I hate leaving my cat, but hiring Jane and Adam to check in on her was the best decision I could have made. So thorough with all her care, attentive to her needs, willing to be flexible with the times that fit her meals, and extremely prompt with communication. The written updates and pics every morning during Adam’s visit were so enjoyed and made me feel at ease that my fur baby was in great hands. I definitely have my go to sitter now whenever I need one in this area.

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Rachel D.
Drop-In Visits
5.0 out of 5 stars

Anna did a great job with our pup! She followed our instructions and had Tucker loving her before she left. We love her communication with us too!

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Linda M.
Drop-In Visits
5.0 out of 5 stars

Karen did a great job watching my dogs. They were well taken care of. She handled my senior dog, made her feel comfortable. Even brushed their teeth regularly. I would definitely recommend.

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Peggy K.
Drop-In Visits
5.0 out of 5 stars

Alessandra arrived early and stayed a little longer taking care of Minnie tonight and I very much appreciate that. Minnie was kept happy with Alessandra playing the fishing pole game with her which boosted her appetite and mood. She’s very interactive and enjoys company as she did with Alessandra when she played with her.

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Erica V.
Drop-In Visits
5.0 out of 5 stars

Meghan did an awesome job with Quinn. Quinn is tough in warming up to people. Even though Meghan had come by to meet Quinn before I left town and everything at that visit went great, Quinn would not let Meghan put a leash on her during the first visit to take her for a walk. Meghan kept me updated and offered to come back a few hours later. The 2nd attempt went great, thanks to Meghan’s patience and a few helpful treats. There were no further issues. I’m thankful for Meghan’s patience through it all!!

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Jennifer C.
Drop-In Visits
5.0 out of 5 stars

If you are looking for a trustworthy and kind cat sitter, look no further than Michele. She recently watched my cat Hunter and did a phenomenal job. She sent regular updates, kept the feeding area spotless, and spent quality time playing with him.It’s such a relief knowing my home and my pet are in such capable hands.

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Monica P.
Drop-In Visits
5.0 out of 5 stars

I’m so grateful for taking care of my three cats while I was away. All the photos you sent of them playing were absolutely amazing!

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Jeremy P.
Drop-In Visits
4.0 out of 5 stars

Kelsey is a wonderful sitter and was a lifesaver this summer! She is great about sending pictures and comments after a visit.

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Megan H.
Drop-In Visits
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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Bears Paw pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet 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 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 Bears Paw.

Rover makes it easy to find Bears Paw 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.