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
188 reviews
55 repeat clients
50 years of experience
Sun Terrace, Naples, FL, 34103

Dan is a caring and dependable sitter! So happy that I came across his profile. I’m comforted knowing I can rely on him to take care of my boy.

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

Wonderful! Super professional and kind and communicative.

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Dixie H.
Sitter Profile Image: Stefanie D.
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Stefanie D.
from
$25
per visit
5.0 out of 5 stars
133 reviews
30 repeat clients
16 years of experience
Naples, FL, 34105

Stephanie watched out 2 cats for 2 whole weeks. She is so amazing. She has excellent communication and takes the cutest pictures of our kitties. I felt so much better knowing she was around to take care of them while we were away!

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Karen Q.
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: Diana R.
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Diana R.
from
$13
per visit
5.0 out of 5 stars
11 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: Danielle S.
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Danielle S.
from
$17
per visit
5.0 out of 5 stars
26 reviews
10 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: Claudia M.
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Claudia M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
19 reviews
10 repeat clients
10 years of experience
Naples, FL, 34114

Claudia was great and kept us well informed about our cats. We will definitely use her again.

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David C.
Sitter Profile Image: Milica M.
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Milica M.
from
$25
per visit
10 years of experience
Naples, FL, 34116

About: I have a long history of caring for my own pets as well as others' (especially friends or family). I am comfortable administering medications as needed. Your pets' safety and comfort are my top priority. I currently work a typical 9-5 office job, so I am most available in the evenings and weekends. Depending on the location, I can also do a lunch-time walk/feeding during the week if needed. I always prefer to petsit at your home for the comfort of your fur babies. Changing environments can be stressful for pets and cumbersome for you, so I make it convenient for everyone by coming to you! With detailed instructions, there should be very little interruption to your pets' routine.

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

Kim was absolutely wonderful with our Moon! She was so attentive to her needs, made sure she had lots of play time during visits, and Moonie loved her! Thank you so much Kim!

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Cristey I.
Sitter Profile Image: Carol C.
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Carol C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Naples, FL, 34102

Carol has been so accommodating and helpful. She did a meet and greet prior and was in constant communication with me while watching Pretzel. She is a kind soul who will put so much love and care into taking care of your fur baby. Pretzel was at ease by the time I got home from my shift. He loved his long walks and time spent with her! :)

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Alia N.
Sitter Profile Image: Bryce K.
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Bryce K.
from
$20
per visit
5.0 out of 5 stars
41 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

Sitter Profile Image: Laura C.
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Laura C.
from
$22
per visit
5.0 out of 5 stars
7 reviews
6 repeat clients
40 years of experience
Old Naples, Naples, FL, 34102

About: I have loved and owned dogs (and other pets) all my life. I am an empty-nester now and an avid walker with no pets at home currently. We have a wonderful fenced in yard and live close to the Greenway and Grand Round paths where I love to walk. My love for dogs and walking seem to be a great intersection for this service. I hate to think of dogs at home alone while owners are at work and would love to help out by keeping them company and giving them exercise! I am an enthusiastic and nurturing "dog mom"!

Sitter Profile Image: Cara Y.
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Cara Y.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
21 reviews
10 repeat clients
20 years of experience
Naples, FL, 34117

This was the first time leaving our dogs with anyone. We were very pleased with Cara. The daily updates and pictures really helped ease our worries.

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Carol B.
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 is honestly the best pet sitter we have ever had! Hands Down! Our cats LOVE her, and they don't love everyone. She spends so much quality time with them and they are so well taken care of, so we don't have to worry. Ana is really amazing, and we highly recommend her.

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Allison P.
Sitter Profile Image: Beverly C.
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Beverly C.
from
$25
per visit
60 years of experience
Naples, FL, 34103

About: I am patient, kind and willing to take the time to make your pet feel comfortable and safe. I am very dependable and dedicated to become your pets friend. I am currently retired but enjoy walking and keeping busy. I feel morning walks or playtime can invigorate both myself and your pet which would set a positive tone for the day. I look forward to long walks with your special furry friend. I will care for all the pets based on the guidelines their owners give me as well as providing extra cuddles, tummy tickles and love.

Sitter Profile Image: Dawn B.
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Dawn B.
from
$23
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
Naples, FL, 34104

Appreciate you watching Mittens again on short notice. I know he's in great hands while I'm out.

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David K.
Sitter Profile Image: Veronica F.
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Veronica F.
from
$25
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Naples, FL, 34102

About: Welcome!! I am a 22 year old college graduate with a bs in wildlife biology and I currently work at the von Arx wildlife hospital!! I have cared for animals my whole life, I have a GSP puppy and an older shepherd. I’m experienced in all animals (horses, chickens, dogs, sheep you name it)! My neighbors and friends typically rely on me to feed and walk their pets when out of town. Im super flexible and accommodating to any of your wants and needs and always responsible and timely. I am also experienced in dog training and caring for dogs with special needs! I would love to care for your furry friends and provide them with all their wants and needs whether it’s daily walks or drop in visit to overnight stays I offer all three services! I currently work at the wildlife hospital, four days on, three days off. I’m available before and after my shift as well as during my hour lunch of my 8 hour shift and I’m completely available the rest of the week so your pup will never be left for long! Caring for your dog in your own home I will follow any special requests or specific orders for caring just how your puppy would like it. I always make sure they are fed and given plenty of water as well as played with and have plenty of active time to get all their energy out! I have a pretty flexible schedule and can accommodate to your dogs daily schedule however needed.

Sitter Profile Image: Federica L.
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Federica L.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
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: Kaiya R.
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Kaiya R.
from
$40
per visit
5.0 out of 5 stars
50 reviews
6 repeat clients
4 years of experience
Sun Terrace, Naples, FL, 34103

In the past I have been apprehensive leaving my pets on vacation and have trusted very few people to take care of my pets. But Kaiya was absolutely phenomenal and I would definitely book with her again! She is sweet, thoughtful, attentive, and takes care of your pets like they were her own. Kaiya, you are amazing!!

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Danielle S.
Sitter Profile Image: Kayla C.
Verified Background Check
Kayla C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
52 reviews
7 repeat clients
15 years of experience
Naples, FL, 34104

Kayla took good care of our furry kids. They were relaxed around her from the first visit. She keeps in contact and we appreciate the pictures. Reliable and responsible.

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Lana S.
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Bears Paw pet parents share their Rover experiences

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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

Danielle took great care of of our kitty! She arrived on time for her twice daily visits and sent pictures from every visit. I could tell our cat liked her. Twice daily medication was given as well. We will be contacting Danielle again for future sitting needs.

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Cathy 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
5.0 out of 5 stars

Diana went above and beyond caring for Ruby. She was so communicative and left great details after every visit. When you meet her you can tell that she has a genuine love for dogs and helping others. It was a really big decision to entrust Ruby in her care but we made the right decision and will definitely use her in the future!

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Victoria G.
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.