House Sitting Pineland
Find a loving house sitter to watch over your pets and your home.
Over 1 pet parents in Pineland have booked house sitting
Pineland, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I would highly recommend David. He stayed in my home and watched my two dogs for a long weekend. My skittish girl quickly warmed up to him. He went above and beyond to take care of my dogs and my home.”
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.
“Debra was fabulous! Pepper and Denali were very well taken care of and I have already booked Debra for another trip we need to take. My babies had excellent care and Debra went above and beyond taking care of the house as well.”
“Kara was wonderful with communication and taking care of our fur baby, Linus. Loved getting a video of them playing ball together! Would absolutely recommend her as a pet sitter, and will reach out to use her again for future trips when we are out of town.”
About: I love dogs and love to be active. I have many years of experience taking care of dogs. I love caring for them like mine! I currently am not working so all my attention will be taking care of you pup! I don’t think pets should be left alone for long periods of time. My priority is spending as much time with them! I have another dog and her name is cookie! We love going on walks and getting out of the house as much as we can. Your dog will not be bored here!
“Barry was amazing and we will absolutely be booking him again. He came prepared, sent lots of pics and even watched dog tv all day just to amuse our girl. The house was clean, our dog was happy and we could tell she really loved him. He may be pricier but the satisfaction is worth it. 100/10 recommend!!”
“Braeden did a wonderful job watching our two dogs, bird, and fish. Two of my pets needed medication twice a day, and she took great care of their needs. I felt very comfortable leaving them with her and would recommend her services. She also took good care of our home while we were away and provided companionship for our pets while staying in our home. Thank you Braeden!”
“Terri did an amazing job with our dog Max. She sent pictures and updates frequently and we could tell Max was so well taken care of during our vacation. Her staying at our place was so much better then having our pup boarded. It was less stressful for the both of us. Would highly recommend!”
“My dogs loved Jenelle and so did we! We could tell from the interactions that they were in very capable and loving hands. Throughout the stay, Jenelle sent numerous photos (and texts) of her playing,exercising and cuddling with both Ivy and Harley We left detailed instructions for the care of our house and pets which she followed to our greatest satisfaction. Our house was spotless when we returned and both dogs were happy and content We have finally met a very responsible and affectionate young lady that we can entrust with the care of our home and pets to. We plan on hiring Jenelle in the future and highly recommend her services. When it comes to trusting the care of both home and pets to someone and having peace of mind in doing so, we have been truly blessed with Jenelle. 🙂”
About: I’ve always taken care of and had a love for dogs since I was a little girl! I’m very active and love to walk and play with our 2 dogs!” And would love to do the same with yours! I’m currently a stay at home mom with my toddler and 2 dogs! So my availability is very open! Would love to spend my free time with your dogs! I just moved to the area and get my 2 dogs a fenced in yard so they can run! We play and enjoy walks in our neighborhood!
“Charles took great care of my dog! My dog is a lot to handle but Charles was more than capable. He came by for a meet & greet to get familiar with him and I definitely felt comfortable enough to leave to a multiple day festival while he watched my dog. Charles was also very respectful of my apartment and my neighbors who like to hang out with my dog on his walks only had positive things to say. Would definitely recommend and book again.”
“Savannah is a sweet gal and our dog seemed to love her instantly. She was very punctual and kept in touch. She sent pictures which is very comforting to me when I'm away. We would use her services again.”
“Lauren stayed with our animals for a week. She took great care of them and our home. I feel very comfortable with her and would definitely recommend her. She’s friendly and very responsible.”
“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!”
“Gleidys is so nice. She has done a wonderful job with my Bella. I’ve received frequent updates and videos of Bella playing with her new friends. She has been attentive to her needs and it has been a great experience for us!”
“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.”
About: Your Pets are Part of My Family! With over a decade of hands-on experience caring for animals of all kinds, from frolicking puppies to dignified seniors, I've devoted my life to ensuring the health, happiness, and safety of pets. Neighbors, friends, and family have consistently relied on my expertise to walk, feed, bathe, and provide loving companionship for their furry loved ones. My unique skill set includes puppy training, senior care, and a special knack for easing anxious pets. With me, your pet isn't just another job - they're part of my family! Pet care is more than just a routine for me, it's a lifestyle. My day begins with a morning walk, setting a peaceful tone for both me and the pets in my care. Throughout the day, scheduled feedings, play times, and additional walks or outings are neatly integrated into my other daily activities, ensuring that no pet feels neglected or under-stimulated. I balance my personal commitments in a way that always allows ample time for the pets under my supervision. Weekly routines involve deeper engagements like grooming sessions, visits to the park, or more extensive exercises for pets that require it. Weekends often feature special activities, like hiking or beach visits, bringing a sense of adventure and extra enjoyment for the pets. In essence, pet care has become an inseparable aspect of my life's rhythm, creating a harmonious blend of responsibility, commitment, and above all, the immense joy of bonding with animals Whether in my home or my client's, I uphold the highest standards of care and attention for every pet under my supervision. For pets visiting my home, I ensure their comfort and safety first. I maintain a clean, pet-proof space, with various designated areas for eating, playing, and resting. Playtime and walks are plentiful, and I respect the dietary routines and restrictions provided by pet owners. I make sure each pet receives one-on-one attention, keeping a keen eye on their mood and health. In a client's home, I respect the pet's routine and the owner's space. I follow instructions for feeding, walking, and medications precisely, ensuring pets feel secure in their familiar environment. Extra services like bringing in mail or watering plants can also be arranged. I prioritize cleanliness and leave the home exactly as I found it. For both cases, I stay in frequent communication with the pet owners, providing updates and cute photos to keep them connected with their furry friends. The well-being and happiness of pets and their owners are my top priority
“Louise was amazing!!! She left our house VERY clean and my dog was well taken care of!!! I also love how she sent tons of pictures and kept updating me daily!!! I will continue to let her watch my dog!!!”
The median cost per night for house sitting in Pineland is $54
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?
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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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for house sitting - Pineland
Select a filter and find qualifying sitters offering house sitting.Sitters in Pineland average 3 repeat house sitting clients
FAQs for House Sitting - Pineland
Frequently asked questions about Rover
As of September 2026, there are 907 sitters on Rover offering House Sitting across Pineland. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Pineland walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Pineland maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Pineland choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 .
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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Pineland. On Rover:
- 93% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 100% 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.
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