Dog Boarding Pineland

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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: Olga L.
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Olga L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 274 reviews
105 repeat clients
7 years of experience
Cape Coral, FL, 33993

“Our experience with Olga and her family watching our fur baby was exceptional! From the first meeting, it was clear they genuinely cared for our pup. Their communication was excellent, providing regular updates and photos. They followed Pilot's routines perfectly and ensured his safety at all times. Pilot returned home happy and healthy, and we're incredibly grateful for the peace of mind they provided. Highly recommend and we will definitely be using her excellent dog sitting service again!”

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Landon W.
Sitter Profile Image: Diana J.
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Diana J.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 76 reviews
24 repeat clients
4 years of experience
Cape coral, FL, 33993

“Mrs Diana took very good care of Kali. She made sure to send videos and pictures of Kali during her stay. Diana was super quick with responding regarding any questions. HIGH RECOMMEND!!!!”

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Kendra G.
Sitter Profile Image: Kathy H.
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Kathy H.
from
$40
per night
4.9 out of 5 stars
• 18 reviews
6 repeat clients
45 years of experience
Bokeelia, FL, 33922

“Kathy had great communication from the beginning. We set up a meet & greet ahead of time. Alula had the opportunity to interact with Kathy’s pets. After dropping Alula off we got regular photos & updates. I would leave Alula with Kathy again.”

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Paula B.
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
12 repeat clients
20 years of experience
Cape Coral, FL, 33909

“Krista was the perfect person to care for Amy. She made Amy feel right at home. We were sent pictures and updates daily. I never worried a minute while she was in Krista's care. We will definitely use Krista again without hesitation.”

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Joanne S.
Sitter Profile Image: Arleen & Daniel M.
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Arleen & Daniel M.
from
$40
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
50 years of experience
Cape Coral, FL, 33993

“We had such a great experience with Arleen and Daniel! They took wonderful care of Spike and Cru while we were away, and it gave us so much peace of mind knowing our boys were in good hands. They were reliable, caring, and followed all of our instructions,updated us with pictures.We came home to two happy and well-cared-for dogs. 🐾❤️ We really appreciate everything they did and would absolutely trust them with our fur babies again. Highly recommend Arleen and Daniel!”

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Monika S.
Sitter Profile Image: Sandra L.
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Sandra L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 523 reviews
215 repeat clients
10 years of experience
Cape coral, FL, 33914

“Sandra was wonderful to work with. She took very good care of Sparkle. Sent me pictures during her stay. Was very accommodating when our schedule changed. Highly recommend.”

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Farrah M.
Sitter Profile Image: Marcia P.
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Marcia P.
from
$40
per night
5.0 out of 5 stars
• 75 reviews
15 repeat clients
10 years of experience
Cape Coral, FL, 33914

“Marcia P. Is an excellent sitter! She was genuine, sincere and loving towards our little Rosie! It was a perfect fit for us. She kept us updated with comments, photos and a few videos. It was a wonderful experience for us and our pet. Marcia is a kind and trustworthy person. We highly recommend her for your consideration as as you survey the available sitters in the Rover network.”

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Robert 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
• 160 reviews
54 repeat clients
38 years of experience
Ft Myers, FL, 33966

“I had a last minute call out for work and Thomas and Lyndsay were very kind and were able to watch my Evy for a week without hesitation. They would send me pictures throughout her stay and Evy was very well taken care of. I am very grateful and will reach out to them again in the future.”

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Nickole B.
Sitter Profile Image: Stephanie P.
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Stephanie P.
from
$45
per night
5.0 out of 5 stars
• 4 reviews
14 years of experience
Cape Coral, FL, 33990

“This was my first time to use Rover. I was pretty skeptical that I would find the right person for the long stay needed. HOWEVER, I could NOT have found a better match than Stephanie and her family! From the start, she made the process so easy. I met with her before the drop off and immediately felt at ease, a weight lifted off my shoulders. Knowing my dogs would be left in good care made me feel so much better about leaving my them behind. They had never stayed with anyone nor at an unfamiliar home before this stay. Stephanie kept me updated and sent pics daily. I never worried about how they were doing or felt uncomfortable about them while I was away. After my pick up, I was sure my dogs would be excited to see me after a week of being away. BUT that was not the case, it was as if they were disappointed to be home with me after that stay!! I could tell, my dogs were treated very well and enjoyed the care Stephanie and her family provided my dogs. Although it took awhile for my dogs to come around after being home, it made me happy to know they felt comfortable with Stephanie! I highly recommend Stephanie for any pet services.”

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Leanna C.
Sitter Profile Image: Tara P.
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Tara P.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 35 reviews
12 repeat clients
13 years of experience
Cape Coral, FL, 33904

“We had an out-of-state family wedding before we recently got our puppy Scooter. Not being able to take him with us, and having no one to watch him, we searched on Rover.com. We are extremely happy we found Tara. She was willing to meet with us first just to get acquainted with him before our trip. He did wonderfully. Tara took such very, very good care of him. She truly loves what she does and it shows. We trust her 100%. Do not hesitate to leave your family member with her. Tara is the BEST!!”

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John K.
Sitter Profile Image: Destony P.
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Destony P.
from
$25
per night
4.8 out of 5 stars
• 59 reviews
45 repeat clients
10 years of experience
Fort myers, FL, 33907

“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: Elisa S.
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Elisa S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 359 reviews
118 repeat clients
25 years of experience
Cape Coral, FL, 33993

“Elisa truly is the best sitter everrrr! She helped us out on short notice and baby sat my fur baby for a whole month. She sent pictures and kept me updated daily. She was very professional and friendly. At the time of pickup, she gave me a cat goodie bag and even gave me some spair food! I am so greatful for her help. I HIGHLY recommend using her as ur pets sitter! It was a great expirience! Thanks again Elsia!! You're the best!”

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Scott L.
Sitter Profile Image: Lizmary S.
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Lizmary S.
from
$38
per night
10 years of experience
Cape Coral, FL, 33914

About: Dogs have been a part of my life for as long as I can remember! I grew up surrounded by dogs and have had the opportunity to experience life with several different breeds, including a Chihuahua, Rottweiler, and Shih Tzu. Today, I’m a proud dog mom to a 3-year-old American Bully and a 9-year-old Dachshund. Growing up with dogs of different breeds, sizes, personalities, and energy levels has given me a genuine love for animals and valuable hands-on experience understanding their individual needs. My two current dogs couldn’t be more different! From their ages and sizes to their personalities and exercise requirements, caring for both has taught me the importance of adapting to each dog’s unique needs. I understand that some dogs thrive on exercise, playtime, and activities, while others prefer a slower pace, gentle attention, and plenty of relaxation. I’m patient, responsible, attentive, and genuinely passionate about providing loving, individualized care. As a lifelong dog owner, I understand how important it is to find someone you can trust with a member of your family. That’s why I prioritize safety, communication, consistency, and making every dog feel comfortable. Although I have two dogs of my own, I maintain clear boundaries and designated spaces between my dogs and boarding guests. Dogs are never left together without direct supervision, and if I feel an interaction isn’t appropriate or comfortable for either dog, they will remain completely separated throughout the stay. I also accept only one family’s pets at a time, allowing me to provide a calm environment and personalized attention. Whether your dog is staying overnight, enjoying a walk, or receiving a drop-in visit, I’ll treat them with the same love, patience, and care I give my own. My goal is to make every dog feel safe, happy, and loved while giving their owners peace of mind! I work as a Registered Behavior Technician during the week and am also a part-time college student, so I dedicate my weekends to caring for pets! I’m available Fridays, Saturdays and Sundays for boarding, dog walking, and drop-in visits. During my available hours, I prioritize giving pets plenty of attention, exercise, affection, and care while maintaining their usual routines. I understand that every pet has different needs, and I do my best to provide a comfortable, enjoyable experience for each one! Your pet’s safety, happiness, and comfort are always my top priorities! I live in a non-smoking home with a fenced yard and plenty of space for pets to relax and enjoy supervised playtime. I have two dogs of my own, a 3-year-old American Bully and a 9-year-old Dachshund, as well as four small birds. My resident pets have their own designated areas, separate from boarding guests. I establish clear boundaries, and dogs are never left together without direct supervision. If I feel that an interaction isn’t appropriate for either dog, they will remain completely separated throughout the stay. My birds are also kept safely separated from visiting pets. I only accept one family’s pets at a time to provide individualized attention and a calm environment. For drop-in visits and dog walking, I carefully follow each owner’s instructions, respect their home, and prioritize secure handling, safety, and their pet’s comfort. I also provide photo updates so owners can feel reassured while they’re away!

Sitter Profile Image: Konstantina Z.
Verified Enhanced Background Check
Konstantina Z.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
10 years of experience
Cape Coral, FL, 33991

About: Pet care isn’t a hobby for me—it’s my main job—so my time and attention are fully focused on the dogs I care for. I understand how important trust and reliability are when leaving your pet with someone else. My goal is to create loving environment where your dog feels safe, happy, and well cared for while you’re away. Pet care is my primary job and my schedule is fully dedicated to the dogs I watch. This allows me to give each dog consistent attention, care, and supervision in a safe and loving environment. Whether your dog is staying overnight in your home or boarding with me, they’ll receive consistent care, supervision, and plenty of love throughout the day and night. I’m able to stick closely to your dog’s routine with meals, walks, playtime, and bedtime, helping them feel comfortable and at home.

Sitter Profile Image: Kelsey H.
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Kelsey H.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
20 years of experience
North Fort Myers, FL, 33917

“Our German Shepherd loved his 10-day stay-- he was entertained by watching the neighboring farm animals and playing with their dog Moose. Kelsey took special care during a big thunderstorm, knowing he was particularly anxious. Very accommodating and flexible!”

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Kathleen S.
Sitter Profile Image: Melissa P.
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Melissa P.
from
$26
per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
30 years of experience
Cape Coral, FL, 33991

“Blue came home happy, well-exercised, and clearly cared for. It’s not easy finding someone you trust with your fur baby, but Melissa made it easy. We’ll definitely be booking again. Highly recommend to anyone looking for a reliable, caring sitter!”

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Xia M.
Sitter Profile Image: Tia G.
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Tia G.
from
$50
per night
5.0 out of 5 stars
• 55 reviews
17 repeat clients
12 years of experience
Fort Myers, FL, 33916

“Tia was absolutely amazing with my two goldendoodles! She was reliable and communicative. I got regular updates and photos, and they were very well cared for. It gave me peace of mind knowing they were in such good hands. I would definitely book with Tia again and highly recommend her to anyone looking for a trustworthy and loving sitter!”

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Taelor D.
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

“Deinys and Lauren seem very comfortable around dogs. Tilly took to Deinys right away when we dropped her off. We were able to use their large crate (same size as we use at home) and just bring Tilly's bed insert. This saved us a lot of trouble and made it very easy for Tilly to go to sleep at night, and when they had to leave the house. Their home was convenient to the place we were visiting and so we'll think of booking them again in the future. Thank you.”

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M C.
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 is everything we could wish for in a sitter for our Olive girl, and we have already booked with her for a trip away next month. Olive just spent an entire week with Destini, and we received many updates each day. We had absolute peace of mind that our pup was in the best hands and truly in a home away from home with lots of love and affection. Destini's house is immaculate with a secure backyard, and her small pup is super friendly. I highly recommend scheduling your pet's stay with Destini!”

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Jennifer R.
Sitter Profile Image: Lauren & Chris M.
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Lauren & Chris M.
from
$75
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
20 years of experience
Cape Coral, FL, 33993

“Thank you so much for taking such great care of Jet! We appreciate you! ❤️”

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Charleen V.
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Dog parents share their Rover experiences - Pineland

1 / 1
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
5.0 out of 5 stars

Alexa was wonderful with our two dogs, Ellie and Pixie! She made them feel right at home and kept us updated throughout their stay. It was such a relief knowing they were in great hands — happy, comfortable, and well cared for. Highly recommend her to anyone looking for a trustworthy and loving sitter!

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Kevin B.
Boarding
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
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  • 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

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FAQs for Dog Boarding - Pineland

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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, 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.

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

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 , 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 .

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.

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