House Sitting Bears Paw

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Over 859
pet parents in Bears Paw have booked house sitting

Bears Paw, Find top rated house sitting

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: Anna B.
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Anna B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
42 reviews
8 repeat clients
50 years of experience
Naples, FL, 34103

Anna was wonderful!!! Kept in contact with pictures and videos! Anna cared for my dogs like they were her own! Great communication, followed all directions, and played ball with Remington!! Anna is GREAT!!!!

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Sharon W.
Sitter Profile Image: Cara Y.
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Cara Y.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
11 repeat clients
20 years of experience
Naples, FL, 34117

Cara was an absolute pleasure to work with and was wonderful with our poodle, Charlie! Her communication was fantastic and she was attentive and followed his schedule. Thank you Cara for everything!

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Diana I.
Sitter Profile Image: Danielle L.
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Danielle L.
from
$65
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
25 years of experience
Naples, FL, 34119

Danielle was awesome!! She sent me pictures and let me know how Milo was doing. He liked her so much he went to the guest room to look for her the next day!

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Tami Q.
Sitter Profile Image: Allyson C.
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Allyson C.
from
$68
per night
1 repeat client
1 year of experience
Naples, FL, 34116

About: What sets me aside is the fact I will go above and beyond to treat your animal(s) like my own. I’m here to ease your pet pains. I want you to enjoy the vacation/trip you’re on, without worrying about your animals care. I will absolutely make sure your animal feels at home, comfortable, active, and so loved. I cannot wait to meet your fur babies :) I currently help my husband run his company in Naples so I’m local, flexible, and dependable. I’m up early in the morning so walking or feedings in the AM or not a problem at all. I’ll make sure above and beyond that your animal is taking care of and loved to the fullest. Making them feel most comfortable is top priority. Will accommodate any special requests.

Sitter Profile Image: Zarya D.
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Zarya D.
from
$50
per night
5.0 out of 5 stars
47 reviews
13 repeat clients
7 years of experience
Naples, FL, 34104

This was our first time using Rover and she made us feel so at ease while we were gone and our two high energy dogs were perfectly happy when we got back! She was quick to respond to us and sent lots of pictures and updates. We will continue to use her in the future!! Thanks Zarya!

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Allison O.
Sitter Profile Image: Luz S.
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Luz S.
from
$22
per night
1 year of experience
Naples, FL, 34112

About: I’ve grown up with dogs and a cat, I have a dog of my own a little old lady named fefe. I also have worked at a doggy daycare, all sizes and breeds so I’m confident I can provide great care for your pets. Im working at a small donut shop I don’t work long hours so I have time to walk your pets, feed, and do drop ins to check up on them and if needed overnight stays as well. I also have a dog of my own and taking care of her is a part of my daily routine. I live in a home so I have my own room , spacious living room and a dog of my own that can be kept separate while I watch over yours.

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

Daniel is amazing with all our pets (2dogs - one very senior - and one cat). Everything was perfect. He provided videos and pictures and kept us informed us of all the animals comings and goings. Can't recommend enough!!!

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Laura S.
Sitter Profile Image: Gabriela V.
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Gabriela V.
from
$85
per night
4.9 out of 5 stars
36 reviews
9 repeat clients
7 years of experience
Naples, FL, 34112

Gabriela loved on our two cats with daily visits and did a fantastic job. She sent photos, was prompt and very helpful. We are grateful to have found her and will definitely be having her care for our kitties again.

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Kathy H.
Sitter Profile Image: Riley M.
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Riley M.
from
$30
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
5 years of experience
Naples, FL, 34105

Riley did a great job communicating with me during the stay. She sent me pictures everyday. She did a great job taking care of my two large dogs and we’re looking forward to future sitting.

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Ashton J.
Sitter Profile Image: Alec P.
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Alec P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
34 reviews
7 repeat clients
30 years of experience
Naples, FL, 34113

Alec took amazing care of our two pups and our home while we were away. We have a rambunctious puppy that is very shy and an older dog that is very anxious, especially during thunderstorms. Alec was very attentive to their unique personalities and quickly won them both over. He kept us updated the whole trip and we were able to enjoy ourselves knowing they were both well cared for. We came back to two happy dogs and a pristine house. We will absolutely book Alec the next time we need someone to watch our dogs.

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Alison A.
Sitter Profile Image: Amber A.
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Amber A.
from
$80
per night
4.7 out of 5 stars
27 reviews
16 repeat clients
20 years of experience
Naples, FL, 34108

Amber was great to work with while she stayed in our home with our three dogs. She loved on them all weekend and we could tell the dogs were happy and much more comfortable at home than at a kennel.

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Brittani L.
Sitter Profile Image: Kaiya R.
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Kaiya R.
from
$50
per night
5.0 out of 5 stars
53 reviews
6 repeat clients
4 years of experience
Sun Terrace, Naples, FL, 34103

Kaiya is the best! My puppy really loves to see her and gets so excited when she comes! She takes such great care of him! I wish this app would let me tip her more. I will have to just give her cash next time. Thanks Kaiya!

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Carrie M.
Sitter Profile Image: Athena B.
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Athena B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
17 years of experience
Naples, FL, 34112

Athena did a wonderful job watching our cat. Our home was spotless, she gave regular updates, and kept everything running smoothly. She even went above and beyond taking care of our chickens. I couldn’t ask for a better pet sitter!

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Olivia C.
Sitter Profile Image: Samuel D.
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Samuel D.
from
$25
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Moorings-Coquina Sands, Naples, FL, 34102

Samuel is a fantastic dog sitter! He texted me every day with photos and updates on how my pup was doing. He is very attentive and goes out of his way to make you feel comfortable while you are away. Highly recommend!!

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Betsy W.
Sitter Profile Image: Kacie M.
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Kacie M.
from
$75
per night
18 years of experience
Naples, FL, 34119

About: 🐾 Welcome! Hi! I’m Kacie, and I’d love the opportunity to care for your fur baby while you’re away. As an animal lover, with years of experience caring for both cats and dogs of all ages, I understand how important it is to find someone you can truly trust. Whether your pup needs a quick potty break, a long walk, overnight boarding, or just some extra love and attention while you’re at work or on vacation, I’ll care for them like they’re one of my own. I have experience with puppies, adult dogs, and senior dogs, as well as cats of all ages and temperaments. I’m comfortable following feeding schedules, administering oral medications if needed, and sticking to your pet’s normal routine. I am also CPR & First Aid certified, licensed and insured. Every dog is different, and I believe they deserve care that’s personalized to their needs and personality. ⸻ 🦴 Services I Offer • Daily dog walks • Drop-in visits • Puppy potty breaks • Feeding and fresh water • Playtime and enrichment • Belly rubs and lots of cuddles • Overnight boarding in your home where your fur baby is already comfortable with their space and surroundings. (Willing to board in my home as well if you prefer) • Picture, video and text updates daily • End of day puppy / dog report card • Last minute visits are always welcome 🤗 ❤️ What Makes Me Different When your pet stays with me, they’re treated like family—not just another booking. I keep my schedule flexible so your dog or cat receives plenty of attention, exercise, affection, and one-on-one care throughout the day. I offer flexible scheduling for daily walks, drop-in visits, and boarding. Whether you’re working long hours, planning a vacation, or simply need an extra hand, I’ll do everything I can to accommodate your pet’s needs. 🐾 Safety, Trust & Environment Your pet’s safety, happiness, and comfort are always my highest priorities. I understand that trusting someone with your furry family member is a big decision, and I don’t take that responsibility lightly. I am a CPR/FIRST AID PET-certified caregiver, I’m attentive, dependable, and committed to providing a safe, loving environment where your pet feels comfortable and secure. I take the time to learn each pet’s routine, personality, and individual needs so I can provide the best care possible. Whether we’re enjoying a walk, playing outside, or relaxing at home, your pet will always be supervised and treated with patience, kindness, and plenty of affection. My goal is to make their time away from you as stress-free and enjoyable as possible. You’ll also receive regular photo and video updates, along with text messages, and an end of day report card so you can relax knowing your best friend is happy, safe, and well cared for. Because to me, pets aren’t just animals—they’re family, and I’ll care for yours the same way I’d want someone to care for mine.

Sitter Profile Image: Edward A.
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Edward A.
from
$65
per night
4.9 out of 5 stars
17 reviews
3 repeat clients
25 years of experience
Naples, FL, 34117

Edward was awesome with our black Lab! He was so happy and well taken care of while we were out of town. Edward also kept our house so clean and it was exactly as we left it! I highly recommend allowing Edward to watch your animals/house! Thank you so much!

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Clark S.
Sitter Profile Image: Idania G.
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Idania G.
from
$40
per night
5.0 out of 5 stars
9 reviews
1 repeat client
4 years of experience
Naples, FL, 34110

Idania was very communicative and responsive. She stayed and took care of my husky, Luna while we were away for a family event. She let me know that Luna’s medications were given and sent pictures of her walks. Thanks again!!!

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Joe C.
Sitter Profile Image: Jillyn S.
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Jillyn S.
from
$90
per night
5.0 out of 5 stars
11 reviews
10 years of experience
Bonita Springs, FL, 34135

Jillyn is an incredible dog sitter!! She took great care of not only my pup but also my home. I didn't worry about a thing while I was out of town. I would definitely recommend Jillyn and she will be the first person I'd reach out to for my future dog sitting needs!

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Ashley S.
Sitter Profile Image: Nicole A.
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Nicole A.
from
$35
per night
4.5 out of 5 stars
9 reviews
3 repeat clients
9 years of experience
bonita springs, FL, 34135

About: I’ve taken care of dogs since I was 15! Owners trust me to care for, feed, walk and play with their furry friends! I will treat them like my own and pay extra special attention to any additional needs they might have! I’m currently self employed and make my own schedule so I’ll have plenty of time to fit your dogs needs into my everyday schedule! I’m available most days for walks and can arrange staying at your home to care for your pets while you are away! I will provide a safe and trusting environment while staying in your home and will follow your pets schedule as needed! I want to make the best of your pets experience while you’re away!

Sitter Profile Image: Kiley L.
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Kiley L.
from
$70
per night
5.0 out of 5 stars
50 reviews
15 repeat clients
13 years of experience
Naples, FL, 34109

Kiley was a amazing dog sitter. She kept us updated on progress throughout the day though pictures. My puppy Isabel became best friends with Kiley right away and was so comfortablewith her that she fellasleepon kiley. Kiley was very professional and I would strongly recommend kiley to anyone who needs a sitter. We intend to ask kiley for her services again. Thank you kiley for the peace of mind while we where out of town.

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Drew M.
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The median cost per night for house sitting in Bears Paw is $60

Pet parents share their Rover experiences - Bears Paw

1 / 1
5.0 out of 5 stars

Jillyn is an incredible dog sitter!! She took great care of not only my pup but also my home. I didn't worry about a thing while I was out of town. I would definitely recommend Jillyn and she will be the first person I'd reach out to for my future dog sitting needs!

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Ashley S.
House Sitting
5.0 out of 5 stars

I feel so fortunate to have found Anna! She’s a delight and I have no doubt Coco was loved and that Coco loved Anna

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Fleur W.
House Sitting
5.0 out of 5 stars

Riley did a great job communicating with me during the stay. She sent me pictures everyday. She did a great job taking care of my two large dogs and we’re looking forward to future sitting.

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Ashton J.
House Sitting
5.0 out of 5 stars

Veronica has been a wonderful sitter for my two girls! We’re sad to see her move but I know future clients will appreciate her!

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Ashton J.
House Sitting
5.0 out of 5 stars

We couldn’t have asked for a better sitter to love on both our pups while we were away. He was very communicative and it was clear the dogs were loved on and well cared for. He took them on lots of walks and made sure they didn’t over do it in the hot weather. One of our dogs also needed meds and he had zero issues with it. He also went the extra mile and cleaned our home and after himself. Truly couldn’t have asked for a better sitter and we will 1000% be booking with him in the future!

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Rachel L.
House Sitting
5.0 out of 5 stars

Kaiya was fantastic with staying with our dog!! She is a very reasonable and trustworthy pet sitter and I know my dog had a great time with her. She sent daily updates and pictures of our dog as well. Highly recommend her!!

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Michelle S.
House Sitting
5.0 out of 5 stars

I had Bryce stay at my home for five nights. He took good care of my English cocker spaniel. I highly recommend Bryce.

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John F.
House Sitting
5.0 out of 5 stars

I can’t say enough great things about Kaitlin! From the very beginning, her communication was amazing…she kept me updated regularly and sent the sweetest photos, which gave me so much peace of mind while I was away. My dogs absolutely adored her, which says everything. It’s clear she genuinely cares and takes the time to make pets feel comfortable and loved. I’m so grateful to have found someone I can fully trust with my dogs, and I will definitely be using her services again. Highly recommend!

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Carla T.
House Sitting
5.0 out of 5 stars

Zoey was so great with my dog and cat while I was out of town. Updates, pics and communication made my trip much more relaxing knowing my babies were being taken care of. Will use her services again.

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Alyssa L.
House Sitting
5.0 out of 5 stars

Fabulous! Professional, warm, communicative and very kind. Hope to hire Jenn again. Roxi and our home were very well cared for.

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Dixie H.
House Sitting
5.0 out of 5 stars

All I can say is WOW! We’ve had some wonderful dog sitters in the past but Ana has topped them all! She took amazing care of our two small dogs and even won over our 13 year old maltipoo who can be as finicky as a cat can be. Ana left our home cleaner than we left it and left us beautiful pictures of our furry babies. I was pretty much speechless when we arrived home. We highly highly recommend Ana. She is the very best choice to take care of your furry babies!

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Michelle K.
House Sitting
5.0 out of 5 stars

Daniel was the absolute best!! He took such great care of our puppy! He kept us up to date the entire time we were gone on our trip. We loved his attention to detail and how he even trained our pup and socialized her while we were gone. We will request Daniel anytime we need a pet sitter!

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Ethan S.
House Sitting
5.0 out of 5 stars

Gabby was so great with my two dogs. She kept in contact with me during the stay and sent me plenty of pictures! I will definitely recommend her to anyone needing boarding and look forward to booking her again.

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Ashton J.
House Sitting
5.0 out of 5 stars

Rylee was awesome with Roxi and our home. She stayed for 8 nights and we returned to a happy, healthy dog and a tidy home. We were concerned leaving Roxi as she had been in a shelter until a month before our trip and can be shy. It says a lot about Rylee that Roxi warmed right up to her. I would absolutely recommend Rylee as she's communicative, consistent, caring and very professional.

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Dixie H.
House Sitting
5.0 out of 5 stars

Julie was wonderful! My pups were so relaxed with her & well taken care of. Julie is a great communicator & a very kind and attentive care taker. I highly recommend her!

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Faith C.
House Sitting
5.0 out of 5 stars

Jane has a big heart for our pups, even our more difficult little girl, Lucy! We thank her for her loving care while we traveled out of state again. They miss her already and our little girl misses the belly rubs Jane so lovingly gave her. Thank you Jane for having such a heart for animals even the difficult ones! Bless you! Kathy B.

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Kathy B.
House Sitting
5.0 out of 5 stars

Can't say enough good things. Thank you so much! I appreciated the pictures and frequent updates so much!

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Marinda B.
House Sitting
5.0 out of 5 stars

Taylor was amazing! She communicated well from the start and took great care of my dogs. She was timely and sent many updates! The girls were so happy and our house was immaculate! Thank you! Will definitely use again

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Allyson F.
House Sitting
5.0 out of 5 stars

Katie did an amazing job with both of our puppies. She maintained their daily routine, and when we came back, our house was clean and everything was very well organized.

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Prashant J.
House Sitting
5.0 out of 5 stars

Joey did an amazing job watching my dog and house. My dog was immediately drawn to joeys friendly and easygoing disposition at the meet and greet. My dog was eager to greet her on her return to my home. Joey was professional and easy to work with. She provided frequent text updates with videos and photos. Joey had the stamina to walk my dog in our hilly neighborhood often. She was neat and took great care of my home and dog. I Will definitely rebook her. Thank you Joey!

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david r.
House Sitting
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