House Sitting in Pineland
Find a loving house sitter to watch over your pets and your home.

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Top rated Pineland house sitters

“I can’t recommend Jelinna enough to watch over your fur babies. We felt at ease the whole time we were away knowing our pets were in good hands. Both of our animals can be a little temperamental in their own ways, and she navigated that wonderfully and became quick friends with our monsters. Communication was wonderful and she left our home in perfect shape. A+++”


“Edward has an amazing gift with his ability to relate to dogs. Our shy dog warmed up to him right away and I swear both dogs are disappointed when we come home and Edward leaves. We never worry about a thing when Edward is dog sitting for us.”


“Justine was wonderful taking great care of The Girls! You can tell her experience with animals and the care she exudes. The girls thank you for caring for them as do we. I highly recommend Justine for your pet-sitting needs. We will call on her again in the future. Thank you Justine.”


“Mary seemed to take great care of our dogs while we were out of town. We received updates and pictures of the dogs daily. House was clean upon our return. Have already book her for our next out of town trip.”


“Debra was AWESOME!!!! She was so good with our pups, and she followed their schedule, which is important in older dogs! She sent lots of pictures and updates and asked questions when she was unsure of something. She went above and beyond by taking our trash out, washing the sheets and making the bed she slept in, and making sure the house was nice and clean when we got home. I will DEFINITELY be utilizing Debra to watch our pups again!!!”


“⭐️⭐️⭐️⭐️⭐️ We cannot say enough amazing things about Hallie! She stepped in on short notice to care for our boys, Loki and Maverick, and completely exceeded our expectations. This was the first time we had ever left our six-month-old golden retriever with anyone, and we were honestly very nervous. But from the moment Hallie arrived, she put us at ease. She stayed in our home and was incredibly respectful, clean, and communicative. Hallie kept us updated with photos and messages throughout the weekend, which made such a difference and allowed us to actually enjoy our trip. It was clear the boys had a blast with her—they were happy, well-fed, and kept on their regular routine. Hallie truly went above and beyond, and we feel so lucky to have found her. We are already looking forward to having her back for our next trip. Thank you, Hallie, for treating our pups like your own!”



About: I am a retired Registered Nurse, my husband Keith and I love dogs and cats. I know what to do if an emergency arises! We treat our pet clients and their home as if it were our own. We cared for many pets in Indiana, and now have decided to join Rover here in Florida. Due to Rover policies I cannot add any new testimonials. However, references from current clients are available upon request. My husband and I are both retired, we can have one of us at your house 24/7 if needed. When we take on an assignment, the pet's welfare and happiness comes first. The house will be in good hands and plant watering, etc. would be done if needed. We simply follow the instructions exactly as the owner requests. If they are allowed on the bed and want to sleep with us, that's what happens. If a pet is not allowed on furniture we of course respect the owner's wishes.

“My cat has bad separation anxiety, and Ahjinae did a great job with him while I was away. She provided updates and photos when he came out from his hiding spot and she played with him and gave him attention when he allowed. She was super responsive and flexible as well when scheduling and making arrangements. I will book her again!”


“Madison was perfect! Our babies were so happy and well cared for. Madison was great with communication and pictures. It liked like fun was being had by all! I absolutely recommend Madison. She is top notch!”


“Shirley saved the day for us. Our scheduled pet sitter became ill and had to cancel. Shirley saved the day, she was able to accommodate my very last minute request. She did very well with our very energetic 14 month old pups. Would recommend.”


About: I’ve always love animals and have two dogs of my own and I grew up with a few cats. I have experience training and grooming dogs both small and large. I currently work part time as a home stager and have a very flexible schedule. I don’t mind working late nights or early mornings taking care of your animals. I have tons of experience cleaning up after pets and even administering medicines. I love to play and walk my animals and would love to do the same with yours!

About: I have owned dogs for as long as I can remember and currently have 5 dogs and 1 cat I care for. I also have experience working as a kennel tech for 2.5 years and still currently employed where I do things like Feed, medicate, walk, bathe, vaccinate, and other services clients may ask for. I take care of 5 dogs and 1 cat at home and at work I care for plenty more dogs and cats. I am constantly running around making sure they are fed, medicated, and fully updated with additional services clients request. With my job in an animal hospital I am experienced in seeing changes in dog’s body language and knowing how best to care for them for the current situation. I have experience caring for everything from small dogs to the biggest dogs.

“Absolutely amazing experience! Makayla is just awesome, so tentative and thorough with every detail during his time with Makayla! We could tell our pup was so cared for and had a great time!”


“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!”


“Alyssa took great care of our 2 dogs while we were gone for a weekend. She was very responsive and spent good time with them. She did well with sticking to our schedules for them and adjusting anything as needed. She also left our home very clean and like we left it which was nice! We appreciate her time a lot this weekend!”


“Churee was an incredible companion to Moxie and a pleasure to interact with! She and Moxie became fast palls and she kept us apprised of all of their adventures via awesome montages throughout the evening. We really enjoyed working with her and can't recommend her enough. We will definitely use her the next time we come back. Thanks for everything Churee!!”


About: I'm a certified veterinary technician who has been training and caring for dogs most of my life. I'm comfortable medicating and handling health concerns. I've volunteered for my local humane society for over ten years and compete with my own dog in dog sports. I also love cats! I have four of my own, including a special needs boy. I work full time at a vet clinic. I have weekends off. Pets are taken care of before work, at lunch time and directly after work. Including a nighttime check in after that if requested. I'm comfortable with crates, leash walking or any special condition that you may have regarding fences. I also know how to operate gentle leaders, harnesses etc.

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 Toy Poodle and a Yorkshire Terrier. 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.
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Brooke C.Star Sitter

“Our older german shepherd did great and the house was spotless when we got back home. We already booked our next appt with Brooke! Highly recommend!”


Jelinna P.Star Sitter

“I can’t recommend Jelinna enough to watch over your fur babies. We felt at ease the whole time we were away knowing our pets were in good hands. Both of our animals can be a little temperamental in their own ways, and she navigated that wonderfully and became quick friends with our monsters. Communication was wonderful and she left our home in perfect shape. A+++”


Edward B.
Star Sitter


“Edward has an amazing gift with his ability to relate to dogs. Our shy dog warmed up to him right away and I swear both dogs are disappointed when we come home and Edward leaves. We never worry about a thing when Edward is dog sitting for us.”


Justine S.

“Justine was wonderful taking great care of The Girls! You can tell her experience with animals and the care she exudes. The girls thank you for caring for them as do we. I highly recommend Justine for your pet-sitting needs. We will call on her again in the future. Thank you Justine.”


Mary P.

“Mary seemed to take great care of our dogs while we were out of town. We received updates and pictures of the dogs daily. House was clean upon our return. Have already book her for our next out of town trip.”


Debra B.


“Debra was AWESOME!!!! She was so good with our pups, and she followed their schedule, which is important in older dogs! She sent lots of pictures and updates and asked questions when she was unsure of something. She went above and beyond by taking our trash out, washing the sheets and making the bed she slept in, and making sure the house was nice and clean when we got home. I will DEFINITELY be utilizing Debra to watch our pups again!!!”


Hallie O.

“⭐️⭐️⭐️⭐️⭐️ We cannot say enough amazing things about Hallie! She stepped in on short notice to care for our boys, Loki and Maverick, and completely exceeded our expectations. This was the first time we had ever left our six-month-old golden retriever with anyone, and we were honestly very nervous. But from the moment Hallie arrived, she put us at ease. She stayed in our home and was incredibly respectful, clean, and communicative. Hallie kept us updated with photos and messages throughout the weekend, which made such a difference and allowed us to actually enjoy our trip. It was clear the boys had a blast with her—they were happy, well-fed, and kept on their regular routine. Hallie truly went above and beyond, and we feel so lucky to have found her. We are already looking forward to having her back for our next trip. Thank you, Hallie, for treating our pups like your own!”




BELINDA D.
“Belinda and her dog Raymond are the sweetest! My dog is always happy to see her and she takes really good care of my dog. Her wonderful home is inviting and she has a great backyard for the dogs to roam around. I absolutely recommend Belinda to watch your furry best friend.”


Ahjinae S.

“My cat has bad separation anxiety, and Ahjinae did a great job with him while I was away. She provided updates and photos when he came out from his hiding spot and she played with him and gave him attention when he allowed. She was super responsive and flexible as well when scheduling and making arrangements. I will book her again!”


Madison A.

“Madison was perfect! Our babies were so happy and well cared for. Madison was great with communication and pictures. It liked like fun was being had by all! I absolutely recommend Madison. She is top notch!”


Shirley Y.

“Shirley saved the day for us. Our scheduled pet sitter became ill and had to cancel. Shirley saved the day, she was able to accommodate my very last minute request. She did very well with our very energetic 14 month old pups. Would recommend.”


Hannah A.
About: I’ve always love animals and have two dogs of my own and I grew up with a few cats. I have experience training and grooming dogs both small and large. I currently work part time as a home stager and have a very flexible schedule. I don’t mind working late nights or early mornings taking care of your animals. I have tons of experience cleaning up after pets and even administering medicines. I love to play and walk my animals and would love to do the same with yours!


Juan S.
“I can’t think of anyone more suited to be a pet sitter than Juan S. He is one of the most caring, responsible, and thoughtful people I know. He has taken care of my pets in the past, and I always felt completely at ease knowing they were in his hands. Juan treats animals with genuine love and attention, and it’s clear how naturally pets are drawn to him. He’s not only kind and patient but also incredibly dependable—always sticking to schedules, providing thoughtful updates, and going above and beyond to make sure pets feel safe, comfortable, and happy. What truly sets Juan apart is his empathy and sincerity. He puts his heart into everything he does, and that’s exactly the kind of person you want caring for your pets. I wholeheartedly recommend him.”


Nicole H.

“Nicole was a wonderful sitter. She was flexible, accommodating and easygoing. She took great care of our dog; we will definitely book with her again.”


Makayla C.


“Absolutely amazing experience! Makayla is just awesome, so tentative and thorough with every detail during his time with Makayla! We could tell our pup was so cared for and had a great time!”


Jennifer A.

“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!”


Alyssa A.

“Alyssa took great care of our 2 dogs while we were gone for a weekend. She was very responsive and spent good time with them. She did well with sticking to our schedules for them and adjusting anything as needed. She also left our home very clean and like we left it which was nice! We appreciate her time a lot this weekend!”


Churee W.

“Churee was an incredible companion to Moxie and a pleasure to interact with! She and Moxie became fast palls and she kept us apprised of all of their adventures via awesome montages throughout the evening. We really enjoyed working with her and can't recommend her enough. We will definitely use her the next time we come back. Thanks for everything Churee!!”


Devon O.
About: I'm a certified veterinary technician who has been training and caring for dogs most of my life. I'm comfortable medicating and handling health concerns. I've volunteered for my local humane society for over ten years and compete with my own dog in dog sports. I also love cats! I have four of my own, including a special needs boy. I work full time at a vet clinic. I have weekends off. Pets are taken care of before work, at lunch time and directly after work. Including a nighttime check in after that if requested. I'm comfortable with crates, leash walking or any special condition that you may have regarding fences. I also know how to operate gentle leaders, harnesses etc.


Gail B.
“Gail took care of my two little dogs last summer for a week. They seemed to do well and were well taken care of. Thanks Gail!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 house 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.
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 Aug 2025 was about $50 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.
As of Aug 2025, there are 733 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, 92% 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.
