House Sitting in Pineland

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Top rated Pineland house sitters

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: Churee W.
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Churee W.
from
$75
per night
5.0 out of 5 stars
4 reviews
1 repeat client
35 years of experience
Bokeelia, FL, 33922

Churee was great with our three big dogs. We have one senior dog that needs gentle care and she was very understanding and helpful.

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Corey C.
Sitter Profile Image: Debra B.
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Debra B.
from
$67
per night
5.0 out of 5 stars
53 reviews
11 repeat clients
45 years of experience
Cape Coral, FL, 33993

I cannot begin to say enough about Debra. From the second that our boy Rhody met her, he was completely attached to her. She told me that she loves senior dogs, but you can just tell she truly loves ALL creatures, young and old, big and small. I cannot stand leaving Rhody, but I was completely comfortable leaving our baby in her care. She assured us that he would be well taken care of, and loved on and he definitely was. He takes many different vitamins & medications and she followed my every neurotic note to a T, lol. She provided pictures and sent texts and answered calls, and made us feel completely comfortable. I cannot express the gratitude I have, she’s an amazing human being & lover of animals. We feel so very blessed to have found her.

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Kelley M.
Sitter Profile Image: Brooke C.
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Brooke C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Cape Coral, FL, 33991

Brooke took very good care of our dog Lucy (mixed lab) while we were away for 6 days. She stayed overnight and made sure Lucy got her meds on time, sent daily pics and was even accommodating with our flight schedule changes to make sure Lucy was cared for. I will definitely be using Brooke again in the future.

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Natasha U.
Sitter Profile Image: Yani T.
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Yani T.
from
$80
per night
5.0 out of 5 stars
148 reviews
59 repeat clients
30 years of experience
Cape Coral, FL, 33991

Yani did an excellent job taking care of our fur and feathered babies. Fully trust her to take care of them again!

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Katherine H.
Sitter Profile Image: Ahjinae S.
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Ahjinae S.
from
$42
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
10 years of experience
cape coral, FL, 33991

Ahjinae and her partner Jeremy are the best pet sitters I’ve booked. Are dogs were well taken care of for are 4 day trip and we received lots of updates. Will be booking again!

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Jordan R.
Sitter Profile Image: Jenelle S.
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Jenelle S.
from
$70
per night
5.0 out of 5 stars
4 reviews
1 repeat client
12 years of experience
Cape Coral, FL, 33993

About: Taking care of my childhood dog for 12 yrs. On 1/4/24 i got a puppy, her name is Indigo & she’s my whole world. We have 6 cats at my mom’s house as well. I love all animals. My professional experience includes having worked at Petcoral Veterinary Hospital and Resort doing boarding and sitting in daycare along with helping veterinarians administer meds, do anal glands, nail trimming, bathing & etc. Pet care fits into my daily routine because i'm working on various projects at home so i prefer not to be employed full time. I enjoy the freedom of working odd jobs and the enjoyment of meeting new pets/people. I'm happy to do whatever you need me to for your pet/s and make sure all their needs are taken care of. I love animals & i love to travel so pet care fits into my routine perfectly. I love meeting new dogs/cats & getting to know their unique personalities. I care for pets by making sure they're fulfilled physically and mentally. Whether its petting them as much as they want or playing with them, i wanna become one of their favorite humans to spend time with.

Sitter Profile Image: Gail B.
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Gail B.
from
$60
per night
4.9 out of 5 stars
11 reviews
5 repeat clients
40 years of experience
Bokeelia, FL, 33922

About: CLEAN, NON SMOKING, HOME – Private Fenced Yard ~ Dog sitting is part of my business called Gail’s Personal Assistant Services. Please INCLUDE A CONTACT NUMBER IN YOUR INITIAL MESSAGE. I prefer communicating by phone or text. I have two small dogs, a Havashu and a Westie. My back yard is fenced and safe. I sit for many clients who come to the island and stay at inns that do not allow dogs. I have great references. It’s nice to know that while you are here playing, your fur-baby is also having a grand time. Why I love dog sitting I have been a dog lover all my life. I should say I am an animal lover. I've had cats in my past also. My mother had dogs in our home, so I was raised with them. About my yard It is a fenced in yard, not too large, but big enough for them to play and run around. My experience administering medication Yes. As I have two pups of my own, I have experience in doing this job. I have administered medication to my client's pups when they needed it. My Overnight Stays An overnight stay is 24 hours. If you are gone over the 24 hour period for the one stay, then there is an additional charge for a day care stay. I have loads of time to play with your pups! I'm home most of the time except for some errands. They will love it here with my two! I let my pet run free and they are allowed to sleep with me. I can also crate your pet if that is how you have trained him/her.

Sitter Profile Image: chandler w.
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chandler w.
from
$55
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Cape Coral, FL, 33990

About: I grew up in a home of dogs and cats and now have one of each myself, so I have lots of experience with both. I have cared for a wide range of breeds, ages and personalities. I can administer medication, change doggy diapers and tire your pet out with fetch (or whatever they like). Favorite pet sitting experience: dog sitting 6 australian shepherds and 3 cats all under the same roof. All with different diets and daily routines. So much energy and so much speciality food. I am in the slow season of my seasonal job so I have more room for pet care than usual. My schedule changes weekly so my weekly availability varies. I have a super friendly dog that can keep your dog company for boarding or daycare. When caring for pets in their own home, I’m careful to read instructions very carefully and check in with the owner if unsure about anything.

Sitter Profile Image: Jennifer A.
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Jennifer A.
from
$95
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
20 years of experience
Cape Coral, FL, 33993

Pawsitively Fantastic Dog Sitting Experience! My first time having Jennifer care for our 3 large dogs and house sit, and I cannot express how grateful I am for the outstanding care my dogs received. From start to finish, the experience was nothing short of exceptional. Jen exuded professionalism and genuine love for dogs from the moment we met. Her warm and caring demeanor immediately put all my dogs and me at ease, making it clear that they would be in good hands. Communication was excellent throughout the entire process, from initial arrangements to daily updates on my dog's well-being. One aspect that truly stood out was the daily updates and photos provided by Jen. These thoughtful messages not only reassured me of my dog's happiness but also allowed me to feel connected to their experiences in my absence. Her attention to detail was impressive, she came over twice prior to our trip and took the time to learn about my dog's habits, preferences, and any special needs, taking notes about their care and routine. It was evident that they went above and beyond to make my dog feel comfortable and loved during my absence. It was evident that she treated my dogs as if they were part of her own family. Then our flight got delayed over 8 hours and upon advising Jennifer she immediately offered to stay longer, and come back again to check on them without any hesitation, I couldn't be more thankful and grateful for her going above and beyond my expectations. I highly recommend Jennifer to anyone seeking a reliable, caring, and responsible dog sitter. Her passion for animals, combined with their professionalism and attention to detail, makes her a standout choice for pet owners looking for top-notch care. I can confidently say that I will be booking Jen for all my future dog sitting needs, knowing that my boys will be in the best hands possible. Thank you for the fantastic experience!

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Lisa S.
Sitter Profile Image: Mihaela C.
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Mihaela C.
from
$55
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
15 years of experience
Cape Coral, FL, 33990

Mihaela was great with Oreo. Always kept me posted and went way out of her way to make sure Oreo is comfortable.

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Marco P.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$85
per night
5.0 out of 5 stars
17 reviews
12 repeat clients
40 years of experience
Fort Myers, FL, 33907

Sarah is exactly who you would want with your dog, if you love your dog. She is kind and sincere, as well as understands how important my dog is to me. I will not hesitate to contact Sarah every time I need a sitter/ walker/ friend for my dog.

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Marco M.
Sitter Profile Image: Terri S.
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Terri S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
107 reviews
42 repeat clients
30 years of experience
North Fort Myers, FL, 33917

This is our second time using Terri. She does a fantastic job watching our fur baby. She keeps you posted about everything going on at home and sends pictures. She’s a wonderful choice for a pet sitter and is very respectful of your home.

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Susan W.
Sitter Profile Image: Jennifer R.
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Jennifer R.
from
$55
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Cape Coral, FL, 33990

Jennifer was wonderful! She stayed with my two little dogs while we were on a trip. We received lots of photos, and the pups received lots of love.

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Melody G.
Sitter Profile Image: Jessica M.
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Jessica M.
from
$60
per night
5.0 out of 5 stars
6 reviews
1 repeat client
13 years of experience
Punta Gorda, FL, 33955

About: Hi! I’m Jessica — a passionate animal lover dedicated to providing loving care for your pets. With experience caring for cats, dogs, and other small animals, I tailor my care to each pet’s personality and needs. From playtime and walks to feeding and cuddles, I make sure your furry friend feels safe, happy, and loved while you’re away. You’ll get daily updates with photos and notes so you can relax knowing your pet is in caring hands. I currently have open availability as I ended my old career & business as a professional cleaner in order to have the opportunity to start professionally pet sitting again with Rover! Your pet’s safety, comfort, and happiness are my top priorities. I provide a clean, calm, and pet-friendly environment, follow feeding and medication routines, and ensure every moment is safe and stress-free. You’ll receive daily updates with photos so you always know your fur baby is happy and cared for.

Sitter Profile Image: Kara R.
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Kara R.
from
$30
per night
1 repeat client
11 years of experience
North Fort Myers, FL, 33955

About: I’ve taken care of dogs of any kind since i was around 13. I love them unconditionally, they bring happiness to everyone. I have my own dogs, bigger breeds, and occasionally dogsit for my sister when she’s out of town! this is my full time! so i have plenty of time to make it everywhere i need to be! i make this my top priority day in and day out! my dogs are free roam in the house, trained and well behaved. my cat is also free roam and is well behaved, and likes almost everyone! if your animals are crate trained, that’s fine! your house your rules! i always stick to what the owners prefer, like, etc. for their animal. i never go the route of sticking to my own rules, it’s not my animal, the owner knows best!

Sitter Profile Image: Charles S.
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Charles S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
42 reviews
16 repeat clients
30 years of experience
Fort Myers, FL, 33916

Charlie is a dream sitter. He is very reliable and truly loves dogs. My pup really got a long great with him. We hope to be able to use Charlie a lot more,

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Lynette C.
Sitter Profile Image: Paige D.
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Paige D.
from
$50
per night
4.8 out of 5 stars
5 reviews
4 repeat clients
10 years of experience
Fort Myers, FL, 33908

It’s very clear to us that Paige is a BIG animal lover! She treated our sweet girl with great care while we were traveling, and checked in with us each day with photos of her adventures. We’ve already rebooked Paige for dog sitting.

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Kristin M.
Sitter Profile Image: Julie S.
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Julie S.
from
$50
per night
8 years of experience
Cape Coral, FL, 33993

About: I have been dog sitting all of my adult life, a variety of ages. Most of my experience is with senior dogs, my family dog included (16 year old cocker spaniel). I have taken dog body language courses at my local shelter to help me be more aware of how dog communicate with people and other dogs. This knowledge allows me to keep your dog safe and comfortable. High need dogs are always welcome and if your note to your dog watcher is a booklet I'm your girl! The more I know about your dog the better care I can provide so information is always welcome! My job is to provide care, keep your dog on their schedule and maintain the training you worked hard to provide your dog with. Looking forward to helping care for your furry family! I am a RN so my schedule is flexible, as long as i have a few days notice I can work with your schedule and we can figure out a plan for your pet! When providing care to your pet I will be present and active with them. I usually provide update pictures so you know they are doing okay and to provide peace of mind. Any specific care instructions provided i will be happy to follow, you need me to sit with them while they eat no problem! I have to sing them a so g before I put their food down, Im happy to! No ask is too much!

Sitter Profile Image: Lauren & Chris M.
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Lauren & Chris M.
from
$125
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Cape Coral, FL, 33993

About: Hi there! My name is Lauren, and my husband and I both work from home with plenty of time to care for your fur baby! We have both been dog owners our entire lives and have plenty of experience with a variety of breeds, ages, temperaments, etc. We are happy to accommodate your pet’s needs. We only accept one pet at a time to make sure they are given our utmost attention and care. We allow pets on furniture or to sleep in the bed with us if that is desired. We hope you’ll consider us for your drop in visit or long term boarding needs! Please let us know about your pet’s needs, likes, and dislikes so that we keep them safe and happy during their stay with us. We want them to feel like they are in their normal routine while with us! We both work from home, so we will be here almost 24/7 with your pet. We can provide bathroom breaks and walks at any time frame needed, and can provide lots of extra playtime and snuggles during the day! Please tell us about your pet’s favorite activities or any issues/triggers so we can keep them happy and comfortable during their stay! We only accept one booking in our home at a time to ensure your pet is well cared for! We have a fenced in yard, and we are happy to take your pet out in the yard on a leash or on lots of walks during the day if that is preferred. We also have a screened in lanai with a pool, so we can all sit out back for some fresh air or swimming if your pet enjoys the water. They are never allowed out without our supervision. Please let us know if your pet has any behavioral issues or extra needs so we can make sure to keep them safe and happy during their stay with us!

Sitter Profile Image: Catherine L.
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Catherine L.
from
$150
per night
5.0 out of 5 stars
5 reviews
4 years of experience
Bokeelia, FL, 33922

Catherine was very professional, she also gave my pets their meds and made sure to address their needs, she kept the weather in check to make sure to come at the appropriate times since my dogs are not too comfortable walking in the rain!! I highly recommend her.

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alejangie0613
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The median cost per night for house sitting in Pineland is $55

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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

Sitters in Pineland average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Pineland on Rover as of Jun 2026 was about $55 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

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

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

As of Jun 2026, there are 801 house sitters in Pineland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of Pineland house sitters respond in under an hour.

House sitters in Pineland have an average of 19 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Pineland.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Pineland house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.