Dog Boarding Pineland

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Over 21
pet parents in Pineland have booked dog boarding

Pineland, Find top rated dog boarding

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: Samantha M.
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Samantha M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 53 reviews
19 repeat clients
16 years of experience
Cape Coral, FL, 33914

“I have never left my 2 frenchies for a long period of time - so this visit was extra hard on me, especially since I was going on a cruise with limited contact. Sam was great with my babies, however! I got regular updates whenever I had service, and I could tell they were having fun and loving their time with her and her babies! Definitely will be booking her again for my next trip! 🖤”

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Keri N.
Sitter Profile Image: Krista M.
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Krista M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 42 reviews
13 repeat clients
20 years of experience
Cape Coral, FL, 33909

“Krista provided excellent care for Bailey. He enjoyed his stay immensely and was a bit sad to leave since he had so much fun. Krista provided daily updates and was very accommodating when my flight got delayed. Highly recommend her services. Thank you, Krista!”

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Jessica R.
Sitter Profile Image: Carla S.
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Carla S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 19 reviews
10 repeat clients
17 years of experience
Cape Coral, FL, 33914

“Carla did an amazing job with our dog Crockett! She provided a daily update with photos which was very much appreciated! They made him part of their family which we loved!”

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Patty H.
Sitter Profile Image: Randal R.
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Randal R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 28 reviews
9 repeat clients
40 years of experience
Cape Coral, FL, 33914

“Randy & Karen did a FANTASTIC job with our Franki (Pug) for the 11 days! Kept us updated with pictures. Would definitely recommend him and will be using him again on our next adventure.”

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Steven K.
Sitter Profile Image: Karen R.
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Karen R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 64 reviews
18 repeat clients
40 years of experience
Cape coral, FL, 33914

“Karen is actually 6 STARS ⭐️ Rocky felt right at home - we received pictures & videos throughout his stay Rocky loved cuddling up to Karen - had plenty of walks and play time . We really appreciated the love & care Rocky got ! Already working on his next stay ❣️”

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Paulette S.
Sitter Profile Image: Jill C.
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Jill C.
from
$40
per night
5.0 out of 5 stars
• 171 reviews
41 repeat clients
20 years of experience
Cape Coral, FL, 33991

“Jill and her family were very kind. Asked meaningful and appropriate questions. It's not easy trusting someone else with your "fur babies", but I would book Jill again.”

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LeighAnne S.
Sitter Profile Image: Thomas & Lyndsay Z.
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Thomas & Lyndsay Z.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 165 reviews
54 repeat clients
38 years of experience
Ft Myers, FL, 33966

“Thomas and Lindsay were so great with my pup! My baby needed meds and was wearing a cone when he stayed with them and they were very good with administering his meds and making him comfortable. Thank you Thomas and Lindsay”

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Alesia S.
Sitter Profile Image: Vetra G.
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Vetra G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
25 years of experience
Fort Myers, FL, 33919

“Amazing! I think Smokey didn't want to come home with me, LOL. Vetra is such a blessing for our disabled cat who hasn't been boarded before. During the meet & greet, Smokey was comfortable with Vetra & her place right away. I knew that the medical background of Vetra would come in handy: the compassion, expertise in handling medication, caring personality, pleasant personality, excellent communication skills. She's an asset to Rover. Will definitely work with her again & recommend to friends.”

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Leila C.
Sitter Profile Image: Yani T.
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Yani T.
from
$50
per night
5.0 out of 5 stars
• 152 reviews
60 repeat clients
30 years of experience
Cape Coral, FL, 33991

“I absolutely love Yani! She’s incredibly kind and amazing. Daisy always enjoys her time at Yani's house, and I couldn’t recommend her more. She keeps me updated regularly—she’s simply the best!”

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Vanessa M.
Sitter Profile Image: Lauren & Deinys V.
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Lauren & Deinys V.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
10 years of experience
Cape Coral, FL, 33993

“Lauren and her family took care of my Lexi while we were in Cape Coral. Lauren was super communicative and sent me lots of pictures during my dog’s visit. My dog has a couple special needs and Lauren was very accommodating. I love that my dog got so much love and attention and playtime with their two boys. I can’t wait to take Lexi back here during our next visit to Cape Coral.”

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Nicole C.
Sitter Profile Image: Destony P.
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Destony P.
from
$25
per night
4.8 out of 5 stars
• 60 reviews
46 repeat clients
10 years of experience
Fort myers, FL, 33901

“Destony was absolutely amazing! From the moment we met her, she was kind, professional, and clearly cared about our dogs as if they were her own. Throughout their stay, she kept us at ease and made sure they were well cared for, comfortable, and happy. What stood out most was how attentive and loving she was with them. Hearing that they were sweet, well-behaved, and that she wouldn’t mind watching them again truly speaks to the positive environment she created for them. She also went the extra mile by keeping us informed and reminding us about their evening feeding. We couldn’t have asked for a better pet sitter and would not hesitate to book with Destony again in the future. If you’re looking for someone trustworthy, responsible, and genuinely passionate about animals, Destony is the perfect choice. Highly recommend!”

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Abdullah E.
Sitter Profile Image: Rosa E.
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Rosa E.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
2 years of experience
Cape Coral, FL, 33909

“Excellent! Rose is an experience dog sitter. She 2 puppies of her own. One of them is 19 years old. Rose provided frequent updates and pictures. Our Maltese Mixed breed was a happy camper. Rose tought our pup how to jump through hoops, etc. She has a large and secure backyard. We will definitely use Rose (& George) again. Thanks Rose 🙏🏽”

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GinKinSin [.
Sitter Profile Image: xiao l.
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xiao l.
from
$45
per night
4.8 out of 5 stars
• 26 reviews
12 repeat clients
10 years of experience
fort myers, FL, 33913

“Xiao was a great sitter. We needed a last minute boarding and she answered fast and was ready for drop off ASAP. She sent pictures and videos the whole time and our dog had a great visit. You can tell she is a big animal lover! We will definitely use her again if we’re in the area.”

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Stephanie T.
Sitter Profile Image: Erika V.
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Erika V.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 47 reviews
14 repeat clients
20 years of experience
Fort Myers, FL, 33908

“Erika had a huge heart and absolutely loves animals. My dog is always so excited to see her, and I know my dog is safe and in good hands with Erika!”

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Joseph B.
Sitter Profile Image: Letticia H.
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Letticia H.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
15 years of experience
Cape Coral, FL, 33990

“Letticia was amazing with our little fur baby. She treated him like he was her very own. She sent updates with pictures and videos throughout the day. She was very quick to respond. Bourbon enjoyed his time with her. Will definitely book again. We highly recommend her.”

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Yolanda J.
Sitter Profile Image: Lori V.
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Lori V.
from
$55
per night
5.0 out of 5 stars
• 28 reviews
9 repeat clients
10 years of experience
Fort Myers, FL, 33908

“Lori allowed me to book on the same day, the day before thanksgiving, after i had determined my original boarding option would not be a good fit for my dog! she accommodated all of his needs, which werent many, but still, she asked all the right questions for my pup making sure she was well prepared for him staying. A very nice person who i absolutely leave my dog with again. 10/5 stars if i could. I am extremely thankful for Lori and this day of giving Thanks!”

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Devin O.
Sitter Profile Image: Destini T.
Verified Enhanced Background Check
Destini T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 24 reviews
7 repeat clients
18 years of experience
Cape coral, FL, 33990

“Destini provided many pictures of Comet during his stay. After seeing how relaxed and well cared for he was, we felt very comfortable with our choice. The large fenced yard provided plenty of space for Comet. We will definitely use Destini in the future and recommend her services.”

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James R.
Sitter Profile Image: Karen L.
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Karen L.
from
$42
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
25 years of experience
Fort Myers, FL, 33907

“Karen is fantastic! My boy loved staying with her - he even played fetch with her after the first day, a rarity for him (and a clear sign he likes someone). Karen was highly communicative, flexible, and just so pleasant to deal with. I felt Pax was in the best of hands. Highly recommend!”

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Sarah H.
Sitter Profile Image: Ashlee P.
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Ashlee P.
from
$35
per night
5.0 out of 5 stars
• 286 reviews
125 repeat clients
35 years of experience
FT. Myers, FL, 33967

“Ashlee was very good and caring with our dog. She has also sent us pictures. We trust her and hopefully she can help out again in the future.”

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Kit K.
Sitter Profile Image: Taylor T.
Verified Enhanced Background Check
Taylor T.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 20 reviews
4 repeat clients
30 years of experience
Port Charlotte, FL, 33952

“We only bring Gus to Taylor! She’s attentive, sends updates every few hours, and truly cares for Gus. I feel like he has a second home with Taylor and her kiddos. Thank you for another wonderful week for our pup!”

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Kathryn S.
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The median cost per night for dog boarding in Pineland is $45

Dog parents share their Rover experiences - Pineland

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5.0 out of 5 stars

I had the best experience with Alexa! She watched my dog while I was on vacation, and she was absolutely amazing. She sent me regular pictures and updates, which gave me so much peace of mind. She’s super sweet, kind, and clearly cares about the pets she watches. My dog looked like she had an absolute blast with her! I definitely recommend Alexa to anyone looking for a trustworthy and loving pet sitter💜🐶

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Karla L.
Boarding
5.0 out of 5 stars

Really communicative and kind! Took care of our babies like their own and got pictures through the stay

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Yaynarys R.
Boarding
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Pineland

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Pineland average 12
repeat dog boarding clients

FAQs for Dog Boarding - Pineland

Frequently asked questions about Rover

The average cost of Dog Boarding in Pineland is $44 per night as of November 2026. Most bookings cost between $35 and $56 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 701 sitters on Rover offering Dog Boarding across Pineland. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

97% of sitters in Pineland can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Pineland home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Pineland.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in Pineland. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Pineland sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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