Dog Boarding in Keewaydin, Naples, FL

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Top rated Keewaydin dog boarders

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Sitter Profile Image: Kayla M.
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Kayla M.
from
$70
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
7 years of experience
Naples, FL, 34104

Kayla was so easy to work! A great experience !

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Carolyn R.
Sitter Profile Image: Bryce K.
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Bryce K.
Star Sitter
from
$50
per night
5 out of 5.0 stars
18 reviews
4 repeat clients
30 years of experience
Lake Park, Naples, FL, 34102

Percy had the best time! Bryce had calm, sweet energy that allowed Percy to immediately make himself at home, which usually takes a little for him to settle in. Bryce was also always quick to reply and flexible with drop off and pick up times. Definitely will use him again if in need of a sitter while in Naples.

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Jessica & Brad C.
Sitter Profile Image: Cynthia M.
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Cynthia M.
Star Sitter
from
$40
per night
5 out of 5.0 stars
56 reviews
17 repeat clients
30 years of experience
naples, FL, 34116

Honestly can’t say what Ana maxing job Cindy does!! So very thankful for her to always watch my dog. I know when we drop him off he’s in great hands!!❤️

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Jennifer W.
Sitter Profile Image: Don S.
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Don S.
Star Sitter
from
$39
per night
5 out of 5.0 stars
25 reviews
4 repeat clients
43 years of experience
Naples, FL, 34116

Otis had the best time with Don and Linda! I did not need to worry about him for even a moment, he was in such kind and capable hands. When I picked him up, I don’t think he wanted to leave!! This was my first time using Rover so I was a little nervous but I would recommend Don 100% and we will certainly be returning customers!

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Elizabeth K.
Sitter Profile Image: Marijana K.
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Marijana K.
Star Sitter
from
$35
per night
5 out of 5.0 stars
38 reviews
4 repeat clients
18 years of experience
Naples, FL, 34117

Maya is incredible, we felt so comfortable leaving our two dogs with her. They had the best time and Maya was so communicative with updates. We’d absolutely love to have Maya watch our dogs again.

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Katie S.
Sitter Profile Image: Laura C.
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Laura C.
from
$50
per night
5 out of 5.0 stars
91 reviews
38 repeat clients
7 years of experience
Naples, FL, 34117

Beyond satisfied with my dog’s stay at Laura’s. This is my 2nd booking with her and not only did she watch my 2 year old golden retriever but my 6 month old pomsky puppy. Frequent updates with pictures and videos, and I love that she has a fenced in backyard for my dogs to get their energy out. My golden (who is afraid of everything) confidently jumped out of the car and walked in her house like he was home and I could see that she was taking exceptional care of my puppy as well. I can not say enough good things about Laura and her family. Very much looking forward to booking my fur babies next vacations.(:

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Danielle S.
Sitter Profile Image: Giovanni G.
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Giovanni G.
from
$35
per night
5 out of 4.9 stars
187 reviews
91 repeat clients
6 years of experience
Naples, FL, 34120

This couple seemed to care for our dog well! They sent photos pretty much daily and were responsive via messaging. We appreciate their help, especially on such short notice!

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Samantha T.
Sitter Profile Image: Andrea I.
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Andrea I.
from
$35
per night
5 out of 5.0 stars
4 reviews
2 years of experience
Naples, FL, 34117

Andrea and her daughter did an excellent job for us. Our dog was happy and healthy when we picked him up. I would recommend her for boarding.

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Mike Z.
Sitter Profile Image: Fernanda C.
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Fernanda C.
from
$39
per night
5 out of 5.0 stars
19 reviews
8 repeat clients
10 years of experience
Naples, FL, 34120

I have a super anxious rescue dog who was immediately comfortable with Fernanda. Fernanda sent me pictures everyday showing how happy my dog was. I would definitely recommend her and will use her in the future.

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June S.
Sitter Profile Image: Laurel F.
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Laurel F.
from
$60
per night
5 out of 5.0 stars
124 reviews
48 repeat clients
20 years of experience
Naples, FL, 34116

Laurel is an excellent pet caretaker and was very communicative with us and extremely loving to our mini Labradoodle. Highly recommended!!! Would use her again anytime wish she lived closer!

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Dorie T.
Sitter Profile Image: Kate & Joe O.
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Kate & Joe O.
from
$49
per night
5 out of 5.0 stars
184 reviews
132 repeat clients
30 years of experience
Central Naples, Naples, FL, 34105

I have never boarded my dogs before but my family member backed out last minute. I read reviews for Rovers Retreat and took a chance. I was so pleasantly surprised when I showed up. Kate joe and Connor were amazing. The facility feels just like home. Dogs have freedom to enjoy the outside or inside at their will. Connor sent multiple videos a day of the dogs having a great time. Just moved to Naples and I’m so happy I found this great place and people to take good care of my dogs when I go out of town. Couldn’t recommend them more!

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Jill M.
Sitter Profile Image: Gina A.
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Gina A.
from
$40
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
25 years of experience
Naples, FL, 34112

We are so pleased to have found Gina. Not only did she take fabulous care of Charlie but he had a little buddy to play with. A huge bonus is she has birds for bird boarding as well!!!!!

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Joanne G.
Sitter Profile Image: Mia & Theodore L.
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Mia & Theodore L.
from
$50
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
4 years of experience
Mia and Theodore Lauer, Naples, FL, 34108

Mia and Theo were awesome. My puppy loved playing with their pups and running around in their backyard. They took great care of him and gave me regular updates throughout his stay. I would definitely recommend them to anyone looking for a friendly, reliable pet sitter :)

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Dima B.
Sitter Profile Image: Jacqueline M.
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Jacqueline M.
Star Sitter
from
$45
per night
5 out of 5.0 stars
259 reviews
73 repeat clients
30 years of experience
Naples, FL, 34120

Jacqueline and her husband are absolutely amazing! We felt so comfortable leaving our baby with them knowing our dog was in great hands! Extremely caring and sent pictures while we were away to let us know our baby was doing well! I would highly recommend them for pet sitting!

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Dominique S.
Sitter Profile Image: Ana R.
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Ana R.
from
$65
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
26 years of experience
Naples, FL, 34104

Ana is a lovely person who took great care of my dog, Droopy. I'm visiting a friend in Naples for the week, and it was very easy for my dog to stay with Ana. I truly appreciate it!

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Amy S.
Sitter Profile Image: Teresa K.
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Teresa K.
Star Sitter
from
$50
per night
5 out of 5.0 stars
71 reviews
22 repeat clients
15 years of experience
Bonita Springs, FL, 34135

Teresa is the most wonderful pet sitter! Her home is set up perfectly for dog comfort and care. Most importantly, she loves dogs and gives compassionate attention to their needs. She’s very energetic, kind and organized. I received lots of pictures and updates.

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Jane P.
Sitter Profile Image: Alvaro G.
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Alvaro G.
from
$65
per night
5 out of 4.9 stars
22 reviews
3 repeat clients
17 years of experience
Naples, FL, 34112

Alvaro and his mother took great care of Bailey! It brought joy to all of us to see Bailey lying on the couch next to Alvaro’s mom….just like when he visits his grandparents!

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Rebecca K.
Sitter Profile Image: Cathleen G.
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Cathleen G.
from
$65
per night
20 years of experience
Naples, FL, 34120

About: Over the past 20 years, dogs have been a part of my life. After my beloved dog, Mike, passed away, I realized how important it is for some dogs to have personalized, one-on-one care. Your dog will be the sole pet in a loving and stress-free environment. We will plan for several major walks and mini breaks throughout the day. I host only one dog and they are the center of my attention. If you need help with other services such as grooming appointments , vet visits, I am available to assist. Your dog will have freedom to roam the house, lay on furniture ( if you are ok with that), catch a thrown ball, play, nap.

Sitter Profile Image: Samantha S.
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Samantha S.
from
$50
per night
17 years of experience
Naples, FL, 34112

About: I’ve been caring for animals most of my life. I had the honor of loving and raising my Rhodesian Ridgeback for 12 beautiful years before her passing last year she was truly family. I’ve also rescued and cared for two sweet Blue Nose Pit Bulls, helping them transition from rough starts to happy, stable lives. In addition, I helped raise a loyal German Rottweiler for 10 years, gaining deep experience with large breeds, strong temperaments, and emotional sensitivity. Every pet I care for gets the same love, patience, and attention I gave my own. I understand how important it is to have someone you trust with your fur babies, and I’m here to provide that peace of mind. t care is a natural part of my daily life. I work from home with a flexible schedule, so I’m able to give pets the time and attention they deserve throughout the day — from morning walks and feeding to playtime and cuddles. Caring for animals is something I truly enjoy and prioritize. Whether it’s a daily check-in, overnight stay, or weekend sitting, I’m able to adjust my routine to meet your pet’s needs and make sure they feel safe, loved, and at ease. When pets stay with me, they become part of the family. I create a calm, clean, and safe environment where they can relax and feel at ease. I follow their regular routines for feeding, potty breaks, playtime, and rest. I provide plenty of love, attention, and quiet space if they need it. I’m also mindful of their energy levels and personalities—whether they’re active or prefer cozy naps. When caring for pets in their own space, I respect their environment and stick closely to your instructions. I maintain their normal schedule to reduce stress—whether that’s feeding, walking, administering medication, or just offering companionship. I always make sure your home stays tidy, your pets are happy and safe, and I give you regular updates for peace of mind.

Sitter Profile Image: Jeanette N.
Verified Enhanced Background Check
Jeanette N.
from
$45
per night
5 out of 4.9 stars
33 reviews
8 repeat clients
20 years of experience
Naples, FL, 34120

What a great experience working with Jeanette. My dog loved being in her home and around the other dogs. Priced very reasonably and above average service and commitment. I received regular updates and even pictures. Will definitely use her again.

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John N.
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Loving dog boarding sitters in your neighborhood

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Sitter Profile Image: Kayla M.
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Sitter Profile Image: Kayla M.
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Kayla M.

Loving sitter + pup playmate
Naples, FL, 34104
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
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Kayla was so easy to work! A great experience !

Availability updated 6 days ago
Sitter Profile Image: Bryce K.
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Sitter Profile Image: Bryce K.
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Bryce K.
Star Sitter

Reliable Caregiver
Lake Park, Naples, FL, 34102
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
18 reviews
4 repeat clients
Profile image

Percy had the best time! Bryce had calm, sweet energy that allowed Percy to immediately make himself at home, which usually takes a little for him to settle in. Bryce was also always quick to reply and flexible with drop off and pick up times. Definitely will use him again if in need of a sitter while in Naples.

Availability updated 12 days ago
Sitter Profile Image: Cynthia M.
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Sitter Profile Image: Cynthia M.
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Cynthia M.
Star Sitter

Cozy home environment. Lots of room
naples, FL, 34116
7.9 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
56 reviews
17 repeat clients
Profile image

Honestly can’t say what Ana maxing job Cindy does!! So very thankful for her to always watch my dog. I know when we drop him off he’s in great hands!!❤️

Availability updated 20 days ago
Sitter Profile Image: Don S.
Verified Enhanced Background Check
Sitter Profile Image: Don S.
Verified Enhanced Background Check

Don S.
Star Sitter

Retired breeder of German Shepherds
Naples, FL, 34116
7.9 mi. away
Boarding
from
$39
per night
5 out of 5.0 stars
25 reviews
4 repeat clients
Profile image

Otis had the best time with Don and Linda! I did not need to worry about him for even a moment, he was in such kind and capable hands. When I picked him up, I don’t think he wanted to leave!! This was my first time using Rover so I was a little nervous but I would recommend Don 100% and we will certainly be returning customers!

Availability updated 8 months ago
Sitter Profile Image: Marijana K.
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Sitter Profile Image: Marijana K.
Verified Enhanced Background Check

Marijana K.
Star Sitter

YOUR PETS ARE MY LOVING FAMILY!
Naples, FL, 34117
19.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
38 reviews
4 repeat clients
Profile image

Maya is incredible, we felt so comfortable leaving our two dogs with her. They had the best time and Maya was so communicative with updates. We’d absolutely love to have Maya watch our dogs again.

Availability updated 69 days ago
Sitter Profile Image: Laura C.
Verified Enhanced Background Check
Sitter Profile Image: Laura C.
Verified Enhanced Background Check

Laura C.

Just like home! 🐶
Naples, FL, 34117
16.1 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
91 reviews
38 repeat clients
Profile image

Beyond satisfied with my dog’s stay at Laura’s. This is my 2nd booking with her and not only did she watch my 2 year old golden retriever but my 6 month old pomsky puppy. Frequent updates with pictures and videos, and I love that she has a fenced in backyard for my dogs to get their energy out. My golden (who is afraid of everything) confidently jumped out of the car and walked in her house like he was home and I could see that she was taking exceptional care of my puppy as well. I can not say enough good things about Laura and her family. Very much looking forward to booking my fur babies next vacations.(:

Availability updated yesterday
Sitter Profile Image: Giovanni G.
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Sitter Profile Image: Giovanni G.
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Giovanni G.

Loving Family-Home Full time
Naples, FL, 34120
18.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 4.9 stars
187 reviews
91 repeat clients
Profile image

This couple seemed to care for our dog well! They sent photos pretty much daily and were responsive via messaging. We appreciate their help, especially on such short notice!

Availability updated today
Sitter Profile Image: Andrea I.
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Sitter Profile Image: Andrea I.
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Andrea I.

Welcoming home for your little one
Naples, FL, 34117
11.0 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
4 reviews
Profile image

Andrea and her daughter did an excellent job for us. Our dog was happy and healthy when we picked him up. I would recommend her for boarding.

Availability updated 42 days ago
Sitter Profile Image: Fernanda C.
Verified Enhanced Background Check
Sitter Profile Image: Fernanda C.
Verified Enhanced Background Check

Fernanda C.

Animal Lover <3
Naples, FL, 34120
18.3 mi. away
Boarding, Doggy Day Care
from
$39
per night
5 out of 5.0 stars
19 reviews
8 repeat clients
Profile image

I have a super anxious rescue dog who was immediately comfortable with Fernanda. Fernanda sent me pictures everyday showing how happy my dog was. I would definitely recommend her and will use her in the future.

Availability updated 14 days ago
Sitter Profile Image: Laurel F.
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Sitter Profile Image: Laurel F.
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Laurel F.

We love paws and claws too!
Naples, FL, 34116
7.5 mi. away
Boarding, Drop-In Visits
from
$60
per night
5 out of 5.0 stars
124 reviews
48 repeat clients
Profile image

Laurel is an excellent pet caretaker and was very communicative with us and extremely loving to our mini Labradoodle. Highly recommended!!! Would use her again anytime wish she lived closer!

Availability updated 2 days ago
Sitter Profile Image: Kate & Joe O.
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Sitter Profile Image: Kate & Joe O.
Verified Background Check

Kate & Joe O.
Rover 101

Just like Grandmas, lots of love.
Central Naples, Naples, FL, 34105
6.6 mi. away
Boarding, Doggy Day Care
from
$49
per night
5 out of 5.0 stars
184 reviews
132 repeat clients
Profile image

I have never boarded my dogs before but my family member backed out last minute. I read reviews for Rovers Retreat and took a chance. I was so pleasantly surprised when I showed up. Kate joe and Connor were amazing. The facility feels just like home. Dogs have freedom to enjoy the outside or inside at their will. Connor sent multiple videos a day of the dogs having a great time. Just moved to Naples and I’m so happy I found this great place and people to take good care of my dogs when I go out of town. Couldn’t recommend them more!

Availability updated 3 months ago
Sitter Profile Image: Gina A.
Verified Enhanced Background Check
Sitter Profile Image: Gina A.
Verified Enhanced Background Check

Gina A.

Safety and respect
Naples, FL, 34112
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
Profile image

We are so pleased to have found Gina. Not only did she take fabulous care of Charlie but he had a little buddy to play with. A huge bonus is she has birds for bird boarding as well!!!!!

Availability updated 12 days ago
Sitter Profile Image: Mia & Theodore L.
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Sitter Profile Image: Mia & Theodore L.
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Mia & Theodore L.

Your Pup’s Second Best Friend 🤍🫶
Mia and Theodore Lauer, Naples, FL, 34108
12.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

Mia and Theo were awesome. My puppy loved playing with their pups and running around in their backyard. They took great care of him and gave me regular updates throughout his stay. I would definitely recommend them to anyone looking for a friendly, reliable pet sitter :)

Availability updated 4 days ago
Sitter Profile Image: Jacqueline M.
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Sitter Profile Image: Jacqueline M.
Verified Background Check

Jacqueline M.
Rover 101
Star Sitter

Best Loving 2nd Home/Vacation Home
Naples, FL, 34120
19.4 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
259 reviews
73 repeat clients
Profile image

Jacqueline and her husband are absolutely amazing! We felt so comfortable leaving our baby with them knowing our dog was in great hands! Extremely caring and sent pictures while we were away to let us know our baby was doing well! I would highly recommend them for pet sitting!

Availability updated 4 days ago
Sitter Profile Image: Ana R.
Verified Enhanced Background Check
Sitter Profile Image: Ana R.
Verified Enhanced Background Check

Ana R.

Reliable and Compassionate
Naples, FL, 34104
5.6 mi. away
Boarding, House Sitting, Doggy Day Care
from
$65
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
Profile image

Ana is a lovely person who took great care of my dog, Droopy. I'm visiting a friend in Naples for the week, and it was very easy for my dog to stay with Ana. I truly appreciate it!

Availability updated 3 days ago
Sitter Profile Image: Teresa K.
Verified Enhanced Background Check
Sitter Profile Image: Teresa K.
Verified Enhanced Background Check

Teresa K.
Star Sitter

Your pets happy place
Bonita Springs, FL, 34135
19.3 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
71 reviews
22 repeat clients
Profile image

Teresa is the most wonderful pet sitter! Her home is set up perfectly for dog comfort and care. Most importantly, she loves dogs and gives compassionate attention to their needs. She’s very energetic, kind and organized. I received lots of pictures and updates.

Availability updated today
Sitter Profile Image: Alvaro G.
Verified Background Check
Sitter Profile Image: Alvaro G.
Verified Background Check

Alvaro G.

Take care like it's my own pet.
Naples, FL, 34112
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 4.9 stars
22 reviews
3 repeat clients
Profile image

Alvaro and his mother took great care of Bailey! It brought joy to all of us to see Bailey lying on the couch next to Alvaro’s mom….just like when he visits his grandparents!

Availability updated today
Sitter Profile Image: Cathleen G.
Verified Enhanced Background Check
Sitter Profile Image: Cathleen G.
Verified Enhanced Background Check

Cathleen G.

One Lucky Dog Concierge!
Naples, FL, 34120
14.9 mi. away
Boarding
from
$65
per night
3 reviews

Cathy has watched my two senior dogs for more than four years now. Her services are truly concierge! She has come into my home to feed, play, and walk them. My dogs have also gone into her home for overnights and extended periods of time. She sends pictures of them relaxing in the dog park and even curled up with her on her sofa! She loves them and they love her. They are comfortable and when we pass by her home, they tend to want to head towards her place. I highly recommend Cathy for all you furry loved ones’ needs. Cathy L.

Availability updated 7 days ago
Sitter Profile Image: Samantha S.
Verified Enhanced Background Check
Sitter Profile Image: Samantha S.
Verified Enhanced Background Check

Samantha S.

Peaceful Pet Care with Heart
Naples, FL, 34112
3.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
17 years of experience

About: I’ve been caring for animals most of my life. I had the honor of loving and raising my Rhodesian Ridgeback for 12 beautiful years before her passing last year she was truly family. I’ve also rescued and cared for two sweet Blue Nose Pit Bulls, helping them transition from rough starts to happy, stable lives. In addition, I helped raise a loyal German Rottweiler for 10 years, gaining deep experience with large breeds, strong temperaments, and emotional sensitivity. Every pet I care for gets the same love, patience, and attention I gave my own. I understand how important it is to have someone you trust with your fur babies, and I’m here to provide that peace of mind. t care is a natural part of my daily life. I work from home with a flexible schedule, so I’m able to give pets the time and attention they deserve throughout the day — from morning walks and feeding to playtime and cuddles. Caring for animals is something I truly enjoy and prioritize. Whether it’s a daily check-in, overnight stay, or weekend sitting, I’m able to adjust my routine to meet your pet’s needs and make sure they feel safe, loved, and at ease. When pets stay with me, they become part of the family. I create a calm, clean, and safe environment where they can relax and feel at ease. I follow their regular routines for feeding, potty breaks, playtime, and rest. I provide plenty of love, attention, and quiet space if they need it. I’m also mindful of their energy levels and personalities—whether they’re active or prefer cozy naps. When caring for pets in their own space, I respect their environment and stick closely to your instructions. I maintain their normal schedule to reduce stress—whether that’s feeding, walking, administering medication, or just offering companionship. I always make sure your home stays tidy, your pets are happy and safe, and I give you regular updates for peace of mind.

Availability updated 14 days ago
Sitter Profile Image: Jeanette N.
Verified Enhanced Background Check
Sitter Profile Image: Jeanette N.
Verified Enhanced Background Check

Jeanette N.

Work From Home & Dog-Loving Family
Naples, FL, 34120
19.5 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 4.9 stars
33 reviews
8 repeat clients
Profile image

What a great experience working with Jeanette. My dog loved being in her home and around the other dogs. Priced very reasonably and above average service and commitment. I received regular updates and even pictures. Will definitely use her again.

Availability updated 17 days ago

Keewaydin dog parents share their Rover experiences

1 / 1
5 out of 5.0 stars

We are so pleased to have found Gina. Not only did she take fabulous care of Charlie but he had a little buddy to play with. A huge bonus is she has birds for bird boarding as well!!!!!

Profile image
Joanne G.
Dog Boarding
5 out of 5.0 stars

Gina was awesome with our Sydney. I will always want her to take care of our girl, Sidney loved staying with Gina. This is the first time we left Sydney with a sitter, and she ate while we were gone. When we are not there she refuses to eat for a day or two. Thank you, Gina, you're an angel to Sydney.

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Kathy D.
Dog Boarding
5 out of 5.0 stars

Meredith was absolutely amazing with my dog! The frequent pictures and updates I received during her stay clearly showed she had the best time! It is the best feeling to find a dog sitter like Meredith that I would trust with my dog anytime. I highly recommend Meredith and will continue to contact her whenever I need a sitter!

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Katelyn P.
Dog Boarding
5 out of 5.0 stars

Amazing experience! I received constant updates with pictures and videos which was very nice! Thank you Meredith

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Pedro V.
Dog Boarding
1 / 1
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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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The median cost per night for dog boarding in Keewaydin is $70

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    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

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