Dog Boarding in Keewaydin, Naples, FL
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Top rated Keewaydin dog boarders

“Kayla was so easy to work! A great experience !”


“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.”


“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!!❤️”


“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!”


“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.”


“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.(:”


“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!”


“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.”



“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.”


“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!”



“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!”


“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!!!!!”


“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 :)”


“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!”


“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!”


“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.”



“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!”


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.

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.

“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.”

Loving dog boarding sitters in your neighborhood
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Kayla M.

“Kayla was so easy to work! A great experience !”


Bryce K.Star Sitter

“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.”


Cynthia M.Star Sitter

“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!!❤️”


Don S.Star Sitter

“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!”


Marijana K.Star Sitter

“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.”


Laura C.

“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.(:”


Giovanni G.

“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!”


Andrea I.

“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.”




Fernanda C.

“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.”


Laurel F.

“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!”




Kate & Joe O.


“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!”


Gina A.

“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!!!!!”


Mia & Theodore L.

“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 :)”


Jacqueline M.
Star Sitter


“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!”


Ana R.

“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!”


Teresa K.Star Sitter

“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.”




Alvaro G.

“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!”


Cathleen G.
“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.”


Samantha S.
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.


Jeanette N.

“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.”
Keewaydin dog parents share their Rover experiences
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!!!!!

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.

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!

How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Keewaydin is $70
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Keewaydin dog boarding sitters respond in under an hour.
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Keewaydin.
Rover makes it easy to find Keewaydin dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their 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 dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
