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.
“Debra was fantastic! Our pups were so very happy and had a connection with her immediately! She was on time and very considerate by sending us li there’s snd updates! We would highly recommend her!”
“David provided house sitting care for my dog. He sent pictures and texts every day to give me the piece of mind I needed. Mollie was in good hands and I would highly recommend. He is just starting out and needs to get some repeat customers. I will be hiring him again.”
“Best sitter possible. Our lucy was very well taken care of. Kara listened to all of our rules & exceeded our expectations of communication & friendliness. Extremely easy to work with & flexible. 10/10 will be re-scheduling.”
“We couldn’t be happier with the phenomenal care Barry provided for our dogs while we were away visiting family over Thanksgiving. He went above and beyond to make sure they were comfortable, happy, and well-loved the entire time. In fact, our dogs are still wandering around looking for him—they absolutely adored him! Barry was reliable, communicative, and treated our pets like they were his own. It gave us such peace of mind knowing they were in such good hands. We highly recommend Barry to anyone looking for a caring, trustworthy pet sitter. We’ll definitely be booking with him again! 🐾💛”
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.
“Terri is an outstanding person, in a job that she’s passionate about! She came over to meet my animals and they we’re immediately in love with her. We were able to leave our dogs and cat with her and they were able to stay at home, and we had peace of mind while we were away. She even kept my plants watered! Her husband, Mike was also at our house some of the time. They are a wonderful couple! I feel like my house even looked better than how I left it. I can’t give a higher recommendation, she’s simply the best!”
“Haley was so great with my dog! She is attentive communicated well the entire time. It was nice knowing my girl was well cared for and loved while I was away. Will definitely book again!”
“You’ll love Charles and your pets will too. Our new puppy was sad we left him for a few hours, but Charles was there for him. While we were away we checked in, and Charles promptly replied and even sent a photo. Hire Charles- you will be glad you did.”
“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. 🙂”
“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!”
About: I’ve been around and caring for dogs since I was about 10 years old. I’m comfortable walking dogs of different sizes, ages, and energy levels, and I understand that every dog has their own pace and personality. I’m reliable, attentive, and happy to follow any routines or instructions you have. Whether your dog needs a quick potty break, a relaxed stroll, or a good walk to burn off some energy, I’ll make sure they get plenty of attention and come home happy and safe. I am also bilingual English and Spanish! I work remotely, which gives me flexibility throughout the day for dog walks and potty breaks. I’m available on weekdays and weekends and can accommodate morning, afternoon, or evening walks depending on my schedule. I’m happy to work with your pup’s normal routine! Your dog’s safety is always my priority. I’ll follow your instructions closely, keep your pup securely leashed, and pay attention to their behavior and surroundings throughout the walk. I’m comfortable with dogs of all sizes and will always treat your pup with patience, care, and lots of love.
“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.”
“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!”
About: I've always loved being around animals and understand how important it is to find someone you trust to care for them. I'm reliable, patient, and happy to follow your pet's routine so they feel safe and relaxed while you're gone. Pet care fits naturally into my daily routine. I make time for feeding, walks, playtime, and plenty of attention to ensure pets feel comfortable and cared for. I'm flexible with schedules and enjoy spending time with animals, whether it's a quick check-in, a daily walk, or overnight care. Caring for pets is something I genuinely enjoy, so I make it a priority in my week. When caring for pets in my client's home, I do my best to keep them on their usual routine so they feel comfortable and stress-free. I provide feeding, fresh water, walks, playtime, lots of attention, and any other care instructions you provide. I treat every pet like they're my own and make sure they feel safe, happy, and well cared for while you're away. I also provide updates and photos so you can have peace of mind.
About: Trabajo limpiando casas y mis clientes confían en mí para cuidar a sus perros cuando lo necesitan. Tengo experience asegurando el bienestar de las mascotas. Además, he cuidado gatos, por lo que sé adaptarme a sus necesidades de alimentación, limpieza y juego . Desde mi niñez estado rodeada de animales y me emcanta !!! Dispongo de un horario flexible gracias a mi empleo a tiempo parcial. Busco un trabajo que me Permita organization mi horario para poder pasar tiempo con mis hijos. Tengo un Jardin no cercado pero el vecindario es de confianza y muy tranquilo. Todo es muy lindo y no pasan muchos vehiculos . Es muy bonito
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!
The median cost per night for house sitting in Pineland is $55
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.
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
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
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 October 2026, there are 904 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.
<b>Tip:</b> 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Pineland. On Rover:
- 94% of sitters can help with special care needs
- 94% 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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