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.
“Terri was great with my babies. She sent me pictures often and kept me updated on how they were doing. When I returned home, my apartment was still clean and well taken care of. I will definitely use her again.”
“Sarah once again was amazing! She had no issues with us extended our trip and that helped out so much! We really appreciate what she has done and will continue using her!”
“Debra was awesome! I can’t say enough good things about her. I booked her months in advance for a 2 week house/dog sitting job while we were out of the country. I had never before left my babies for such a long time and wanted to make sure I found the right person. I feel like we threw her a lot of curveballs with last minute changes and problems during her stay and she just rolled with the punches. She was so flexible and understanding. Our only concern from all the pictures and messages she sent was how spoiled rotten our little Bailey would be when we got home 🤣. Debra is the best - 5 stars ⭐️ ⭐️⭐️⭐️⭐️!”
“David has watched my dogs twice and has done a great job both times. He communicates well and my house was as clean as I left it when I arrived home after being away for several days.”
“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.”
“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.”
“Nina is the absolute best!!! She’s very sweet, kind and trustworthy. We received daily updates and our fur babies bonded with her…almost too much 😁 We would recommend her to friends and family. We can’t say enough good things about her!”
“I had the best experience possible with Miriam. She walked my dog took her to the beach, sent many pictures and videos. And some adorable Instagram posts! She houser for my dog for almost two weeks during the holidays. My house was in perfect condition when I returned and I could tell how happy my big chocolate Labrador baby was while she was cared for by Mariam. I will definitely call on her again to walk or care for my dog and my home!! Thank you so very much Miriam.”
“Belinda and her husband were absolutely awesome. I was worried about leaving Elle with someone other than family. Elle loved them instantly. Belinda sent pics and notes on Elle’s stay while I was away. She had a huge stuffed dog that Elle loved. Belinda said Elle even took her toys, one by one, to lay with the stuffed dog. I will definitely recommend Belinda and use her again! Thanks Belinda for a wonderful experience with a sitter for Elle!!!”
“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 would be a great dog sitter because im responsible, patient, and just enjoy spending time with dogs! Your friend will have plenty of playtime and attention! Pet care fits naturally into my routine, I enjoy spending time with animals and have a flexible schedule to ensure your pet stays on their own schedule. I do have a fenced in yard can also crate if needed. Lots of toys and dogs beds or my couch, whichever is more comfortable!
About: I have been caring for cats, dogs, rodents and reptiles for over a decade. I have administered medicines to cats and dogs. I love all animals like they are my own and look forwarding to helping your family! I am able to stop in early mornings and afternoons during the week for feeding and exercise! During the weekend and Federal Holidays I have open availability! I offer exceptional care to all pets. I welcome any extra details regarding your furry friends and am happy to go above and beyond to make sure they are comfortable and well cared for in your absence!
“Kaylee was amazing! It was our first time hiring a dog sitter and Kaylee exceeded our expectations. She follows our daily schedule perfectly, very attentive to all 3 of our animals, played with our dogs/kitten every day, always made sure they had fresh water & food, took our dogs on walks often, gave them treats and sent us updates every day! She was easy to get a hold of and communicates very well which was important to us! We couldn’t have asked for a better sitter for our fur babies. She also sent the cutest photos of our animals every day! We will definitely be hiring her for any future trips we have & I recommend you do too! Thank you so much Kaylee, we are so grateful to have found a sitter like you! She will love and care for all your animals the way you do😊”
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.
“Allison was able to extend her care for my dog when my return flight was delayed. She came in clutch in an emergency. She is conscientious, caring and kind. She adjusted to the routine my elderly dog was used to so things stayed consistent for him. It helped out a lot and he was clearly happy and well cared for.”
“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!”
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
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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 July 2026, there are 913 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
- 99% 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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