Dog Boarding Pineland

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Over 21
pet parents in Pineland have booked dog boarding

Pineland, Find top rated dog boarding

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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

“Samantha watched our fur baby while we were out of town and did an amazing job..She shared his days with photos which we found to be very helpful in seeing how he was spending his time with her..my wife and myself are retired and plan to travel to visit family in various parts of the country..we will definitely utilize her in the future..we would strongly encourage anyone to have her care you your pet..”

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Allan C.
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 was great with our beagle Odie! She was able to watch him on somewhat short notice, sent pictures, and communicated well. Thank you again Krista!!”

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Tara M.
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: Alain L.
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Alain L.
from
$40
per night
5.0 out of 5 stars
• 106 reviews
33 repeat clients
20 years of experience
Cape coral, FL, 33991

“Alain always takes great care of our dog. We especially appreciate that he administered her medicine while we were away. We always are happy to have our dog stay with Alain!”

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Sandy N.
Sitter Profile Image: Maria M.
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Maria M.
Star Sitter
from
$41
per night
5.0 out of 5 stars
• 58 reviews
13 repeat clients
40 years of experience
Cape Coral, FL, 33909

“We can't thank Maria enough for her kindness and flexibility in accommodating our last-minute request for Pluto's care. From the moment we connected, she was beyond wonderful—thoughtful, responsive, and genuinely caring. She kept us updated throughout the entire reservation with pictures, giving us complete peace of mind. Pluto was clearly happy and well cared for! On top of that, Maria has the most gentle giant of a dog, who made Pluto feel right at home. The experience was seamless, and we truly appreciate her warmth and dedication. We wouldn’t hesitate to book with her again! Highly recommended!”

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Esther M.
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

“Absolutely loved the Rover experience. Thanks to Jill Koda had a great place to stay. Although we booked last minute Jill was very helpful and understanding. She sent updates and photos of our fur baby. He got to run around outside and play a bunch. He was so happy there! Thank you so much to Rover and Jill!!! We definitely will use Jill again!”

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Lirit G.
Sitter Profile Image: Jose B.
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Jose B.
from
$45
per night
5.0 out of 5 stars
• 370 reviews
156 repeat clients
22 years of experience
cape coral fl, FL, 33904

“We used Jose while we were in Sanibel for the long weekend. He did great with our Duke! We got two videos a day and also was always available by phone. Will use him again next time we're in Sanibel!”

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Susan W.
Sitter Profile Image: Brittany S.
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Brittany S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 49 reviews
14 repeat clients
4 years of experience
Port Charlotte, FL, 33980

“Excellent! Brittany and her family were great! I was really happy and comfortable leaving my pup in her care. Communication was easy and flexible. I loved receiving daily updates and photos. Would recommend and will book again. Thank you!”

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Courtney C.
Sitter Profile Image: Barbara F.
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Barbara F.
from
$40
per night
5.0 out of 5 stars
• 41 reviews
13 repeat clients
20 years of experience
Rotonda West, FL, 33947

“Barbara was fantastic ! we would definitely use her again and highly recommend her. She was very accommodating and even provided video updates that reassured us our fur baby was in good hands.”

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Kevin K.
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

“This was my first time using Rover, I am so happy for choosing Marcia for taking great care of my Zoe which is very shy and a little nervous around other dogs and some people. Thank you so much Marcia 🤗🤗🤗”

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Donald M.
Sitter Profile Image: Erin & Stephen G.
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Erin & Stephen G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
10 years of experience
Placida, FL, 33946

“Wrigley seemed to have a good time socializing with Erin and Stephen's dogs. She was well taken care of, and she liked Stephen a lot. She had plenty of space to run and play in their fenced back yard. I don't know how they kept her out of their swimming pool as she loves to swim. We will definitely use them again for dog boarding.”

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Kimball B.
Sitter Profile Image: Janet S.
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Janet S.
from
$65
per night
4.8 out of 5 stars
• 36 reviews
18 repeat clients
30 years of experience
Cape Coral, FL, 33991

“⭐️⭐️⭐️⭐️⭐️ 10/10 Highly Recommend Janet and Jim are truly wonderful people and definitely animal lovers. We are so pleased to have found such great dog sitters in our area. Janet kept us updated with regular photos and messages, which we really appreciated. Hanzo and Mango were well cared for and happy the whole time. We look forward to having them sit for us again. Absolutely 10 out of 10 — highly recommend!”

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Cat W.
Sitter Profile Image: Amber K.
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Amber K.
from
$30
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
12 years of experience
Cape Coral, FL, 33909

“I can’t thank you enough for taking such amazing care of Nala while I was away. It meant so much to know she was in such loving, patient, and trustworthy hands. You treated her like she was your own, and that gave me complete peace of mind. When I picked her up, it was obvious that she had been well cared for, comfortable, and happy. I truly appreciate your kindness, excellent communication, and the love you showed her throughout her stay. I highly recommend you to anyone looking for a caring and dependable pet sitter. Thank you again for everything you did for Nala. I am incredibly grateful and would absolutely trust you with her again in the future!”

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Zul 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

“We had such a wonderful experience with Erika! She looked after our puppy for five days, showering her with love, keeping her schedule and constantly playing and entertaining her. She created the perfect home environment for her to feel comfortable. Erika kept us in the loop with regular updates and photos of our puppy. We’re definitely going to use her services again! We encourage everyone to hire her as a pet sitter, she is wonderful.”

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Maria Almendra J.
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: Destini T.
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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

“We were so nervous to leave our dog for the first time but Destini was absolutely wonderful! We felt better knowing she was going to be with him most of the time and sent us lots of picture updates that we loved getting!!! We will definitely use her again”

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Tauni 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 fantastic, and our beagle enjoyed her stay. We just moved to the area and were nervous about getting a new dog sitter, but from our first meet and greet, we knew that our beagle would be happy staying there. Thank you Ashlee!”

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Angela M.
Sitter Profile Image: Bob M.
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Bob M.
from
$40
per night
5.0 out of 5 stars
• 60 reviews
18 repeat clients
4 years of experience
rotonda west, FL, 33947

“Bob was exceptional..He kept me informed on how my Billy Biscuit was doing and sent pictures..His dogs were very accepting of my boy..we will definitely use his services again”

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Claudia R.
Sitter Profile Image: Melissa P.
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Melissa P.
from
$28
per night
5.0 out of 5 stars
• 26 reviews
8 repeat clients
30 years of experience
Cape Coral, FL, 33991

“Melisa was absolutely wonderful with my dog, Leo! She spent so much quality time with him….playing, walking, and really making sure he felt comfortable and cared for. I could tell he was happy and well loved while I was away, which gave me so much peace of mind. It means a lot to find someone who treats your pet like their own, and Melisa truly did that. I would 100% trust her with Leo again and highly recommend her to anyone looking for a reliable and caring sitter! 🐾💛”

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Marisa F.
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The median cost per night for dog boarding in Pineland is CA$45

Dog parents share their Rover experiences - Pineland

1 / 1
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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