Dog Boarding In Keewaydin

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Top rated Keewaydin dog boarders

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

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Sitter Profile Image: Yasmin V.
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Yasmin V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
5 years of experience
Naples, FL, 34112

Yasmin took such great care of my fur baby while I was away! She kept up with his schedule perfectly, followed my guidelines for his care and sent daily updates that gave me so much peace of mind. It was clear he was happy, comfortable, and well cared for the entire time. When we reunited, he was in such great spirits and acted like he had an amazing little vacation of his own. I’m so grateful for the love and attention she gave him, and I would absolutely trust her to watch him again. Highly recommend!

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Safiya J.
Sitter Profile Image: Paul P.
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Paul P.
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Naples, FL, 34104

Paul was very nice and communicative. His place was very clean and modern. Received lots of photos while we were away. All you could ask for.

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TheManFromIllinois M.
Sitter Profile Image: Irisbel P.
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Irisbel P.
from
$50
per night
5.0 out of 5 stars
7 reviews
3 years of experience
Naples, FL, 34112

Iris was amazing! We usually leave our pup Walter with a family friend, but she was unavailable this time. Immediately, from the moment I contacted Iris, I felt comfortable. She was so kind and responsive throughout the entire process. It is obvious she loves animals and treats the pets she watches with so much love. When we picked up Walter, he was happy, not nervous or stressed, and definitely seemed to have an amazing stay! Totally recommend Iris!

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Alexis B.
Sitter Profile Image: Katelyn N.
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Katelyn N.
Star Sitter
from
$42
per night
5.0 out of 5 stars
167 reviews
42 repeat clients
37 years of experience
Naples, FL, 34103

She is absolutely amazing absolutely super caring and very good with communication. She’s a blessing on earth and I am grateful to have had the opportunity for my fur baby to spend a couple days with her and her family. Cannot thank her enough for everything she did going above and beyond.

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Torrey D.
Sitter Profile Image: Federica L.
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Federica L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
9 years of experience
Naples, FL, 34112

She was able to accommodate watching Toro on short notice over a holiday which helped us out tremendously. Her apartment is nice and clean. You can really tell she loves dogs.

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Luis G.
Sitter Profile Image: Danayrys S.
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Danayrys S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
54 reviews
10 repeat clients
11 years of experience
Naples, FL, 34119

Danayrys was an amazing dog sitter! My dog stayed at her home for a few days, and I couldn’t have asked for better care. She sent me daily pictures and kept me updated the entire time, which gave me so much peace of mind. She also had to give him oral medication and did a great job with it, which really showed her patience and responsibility. It was clear that my dog was comfortable, well cared for, and treated with so much love.

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Daniela C.
Sitter Profile Image: Maddy C.
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Maddy C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
3 years of experience
Naples, FL, 34112

Maddy was very organized and prepared for us. Our puppy seemed to like her and the rest of her environment. We were very happy with the visit.

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David B.
Sitter Profile Image: Yanjing Y.
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Yanjing Y.
from
$39
per night
4.8 out of 5 stars
11 reviews
1 repeat client
8 years of experience
Naples, FL, 34110

Yanjing was absolutely wonderful. Domino was pampered during her stay! We would highly recommend her to anyone. She sent photos/video morning and night.

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Tom H.
Sitter Profile Image: Cynthia M.
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Cynthia M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
103 reviews
35 repeat clients
30 years of experience
naples, FL, 34116

Love this place, third time here. Cindy loves dogs and takes such good care of my pup. Sends pics regularly. Love the set up at her place and My dog can freely roam within the gates. I like the fact that she is retired and is home.

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Gemma B.
Sitter Profile Image: Susan P.
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Susan P.
from
$75
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
30 years of experience
Marco Island, FL, 34145

We never boarded our dog before, but Susan has become her second Mom. We have already booked her for our next trip. We would highly recommend her.

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Tom H.
Sitter Profile Image: Laura R.
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Laura R.
from
$45
per night
15 years of experience
Naples, FL, 34102

About: For 15 years, I have taken care of dogs of all ages and temperaments, making sure that everyone receives the attention, affection and company they deserve. Since I spend most of my time at home, I can devote all my attention to the puppies I take care of. My day revolves around your well-being: we start with a walk, breakfast and lots of pampering. During the day we play, rest and share quiet moments in an atmosphere full of affection. Each one has their own space, their rhythm and, above all, a lot of love and company. Here they feel at home, because they really are. 🐶💕 I make sure you have your comfortable space, fresh water, food at your hours and walks full of joy. I spend a lot of my time at home, so he is never alone: we play, rest and share quiet moments. My priority is that you feel safe, loved and happy, as if you were in your own home. 🐶💕

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

What a fantastic person to leave my fur baby with. Can not ask for a more attentive and loving home for dogs. Lyla will for sure be making a return trip soon!!

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Rich E.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$60
per night
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Naples, FL, 34112

Bri and PJ took such great care of our Titan! He got to play in their yard with a pool and was even taken on outings. I also loved that they have a big dog who Titan could play with. We received great photos and updates during his stay and we were never concerned about whether or not he was ok. That peace of mind really allowed us to enjoy our short but much-needed weekend trip! 10/10 recommend!

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Laura M.
Sitter Profile Image: Andrea I.
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Andrea I.
from
$50
per night
5.0 out of 5 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: Marijana K.
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Marijana K.
Star Sitter
from
$36
per night
5.0 out of 5 stars
143 reviews
24 repeat clients
18 years of experience
Naples, FL, 34117

Memphis loves staying at Maya’s place and especially loves the long walks and attention. We feel so happy to have found someone who loves our pup as much as we do.

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Cindy D.
Sitter Profile Image: idalmis p.
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idalmis p.
Star Sitter
from
$30
per night
5.0 out of 5 stars
53 reviews
23 repeat clients
7 years of experience
NAPLES, FL, 34120

I was very happy with the care provided to both my dogs! Communication was always consistent, and flexibility was greatly appreciated. Would definitely book again.

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Marnie A.
Sitter Profile Image: Bertha N.
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Bertha N.
from
$40
per night
15 years of experience
Naples, FL, 34113

About: I've had pets my whole life and have cared for them through every stage, from puppies to their senior years, including difficult moments. I understand how important it is to provide love, patience, and a safe environment Pet care fits very naturally into my routine. I only work two days a week, so I have plenty of free time to dedicate to caring for your pets. I’m very flexible and can easily adapt to your schedule and your pet’s needs. Your pet’s safety and comfort are my top priorities. I follow their routine closely, provide fresh food and water, and make sure they get plenty of attention and care. I’m attentive to their behavior, follow all instructions, and keep a clean, safe, and calm environment—whether in my home or yours.

Sitter Profile Image: Bryce K.
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Bryce K.
from
$75
per night
5.0 out of 5 stars
42 reviews
11 repeat clients
30 years of experience
Lake Park, Naples, FL, 34102

Once again Bryce was a great dogsitter for my black lab Ruby. This was my second time bringing Ruby to his house and when she saw him she jumped over wagging her tail and ran into the house with him without looking back. She looked great and was in good health and good spirits when I picked her up . 100% would book again in the future .

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Christian W.
Sitter Profile Image: Laurel F.
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Laurel F.
from
$70
per night
5.0 out of 5 stars
134 reviews
50 repeat clients
20 years of experience
Naples, FL, 34116

Laurel and her daughter Luca are amazing. They clearly love animals. They sent many pictures and gave constant updates. We will definitely use them again.

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Jack D.
Sitter Profile Image: Jacqueline M.
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Jacqueline M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
288 reviews
80 repeat clients
30 years of experience
Naples, FL, 34120

Jacqueline was a dream sitter. I cant thank her and her husband enough for making my babies feel at home. With them, I know my babies are treated like family and I can confidently travel knowing my babies are well taken care of. Beautiful clean home too.

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Vanessa L.
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Over 251
pet parents in Keewaydin have booked dog boarding

Keewaydin dog parents share their Rover experiences

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5.0 out of 5 stars

Yasmin took wonderful care of Kodi!!! She also kept us informed every day about Kodi’s activities and how she was adjusting to her new surroundings. Yasmin sent us texts with pictures every day! Kodi had a blast with Yasmin and her husband Seth. Will definitely book again with Yasmin!

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Sue R.
Boarding
5.0 out of 5 stars

Maddy did an outstanding job caring for both of my dogs while I was away. From the start, she was professional, communicative, and clearly experienced with dogs. She kept me updated throughout their stay and made sure they were well cared for, comfortable, and happy. Both of my dogs took to her immediately, and it gave me great peace of mind knowing they were in such capable hands. When I picked them up, they were relaxed, healthy, and clearly well looked after. I highly recommend Maddy to anyone looking for a reliable, trustworthy, and caring dog sitter. I will absolutely be booking with her again in the future!

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Nick B.
Boarding
5.0 out of 5 stars

Kelsey is a fabulous dog sitter! She provided consistent updates and made sure my anxious pup felt comfortable. I would definitely use Kelsey and Evan again for future dog sitting needs and would recommend them to anyone looking for a quality sitter in Naples.

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Ashley S.
Boarding
5.0 out of 5 stars

We had a wonderful experience with Federica! Our pup had such a great time staying with her and Bella over the weekend—it was clear he felt comfortable, happy, and well cared for. We really appreciated how flexible Federica was with scheduling and how she kept us updated throughout the stay with messages and photos. It gave us peace of mind knowing our dog was in good hands. We would absolutely book with her again and highly recommend her to anyone looking for a caring and reliable sitter!

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Dima B.
Boarding
5.0 out of 5 stars

Very happy with Annabella . She took good care of Max. Would recommend her and will be booking with her if needed !

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María F.
Boarding
5.0 out of 5 stars

Julie was so perfect for our Yorkie. She played with her and let her curl up to rest. Sadie really liked her and we felt comfortable leaving our baby.

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Kathleen O.
Boarding
5.0 out of 5 stars

We are so grateful to Loida for stepping in for a last-minute, full-day pet sit. She was kind, communicative, and incredibly understanding of our dogs’ needs, especially with one of our pups who has some specific behavioral quirks. Her dog training experience really showed and gave us total peace of mind. We loved getting photos throughout the day. It was so fun to see what they were up to and know they were happy and in good hands. Thank you so much, Loida! Highly recommend! 🐾🐕

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Dara H.
Boarding
5.0 out of 5 stars

Riley was happy when we picked her up after a weekend with Karen. Karen is responsible, caring and flexible. Our flight was delayed and we were two hours late to pick up Riley, and Karen was understanding. Highly Recommend!

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Lynn J.
Boarding
5.0 out of 5 stars

Emily was amazing! Her property is an oasis for any dog! Sandy had the best time during his stay and I highly recommend anyone to use her. 10/10!!

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Kailey K.
Boarding
5.0 out of 5 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.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. 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 $50

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.

Sitters in Keewaydin average 9
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for dog boarding in Keewaydin on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Keewaydin dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 465 sitters provided dog boarding in Keewaydin. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

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.

Sitters who provide dog boarding in Keewaydin have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 9 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters 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

There are 465 dog boarding sitters in Keewaydin on Rover, so you’re sure to find the perfect match for your dog! In Keewaydin, 100% of sitters offer daily exercise, 95% offer medication administration, and 86% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

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.