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 awesome! My dog Hank was immediately attached to her! She made sure he got a lot of exercise and sent pics to keep us updated. We had peace of mind with Debra watching our pup in our home.”
“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.
“Kara saved the day for us. We had a family member set to watch our pets and they fell ill. Very last minute, she was able to swoop in and take on my crew. She did a wonderful job with them! Everything was as it was when we left, if not better! The dogs were well loved and so were our guinea pigs. I’ve had sitters in the past that leave the dogs in their crates for long hours and she never did that. She even stayed later to be sure they didn’t have to be alone long. We already have her booked to use her again in October, and would highly recommend her to anyone looking for a sitter. Thank you Kara!”
“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.”
“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!!”
“Terri was so caring and loving with my Auggie! I’m so happy to find someone who I can trust to watch my boy when we’re gone! She is the best!!! Definitely 10 stars!!!”
“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!”
“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. 🙂”
“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.”
“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!!!”
“Charles was kind, responsive, and took amazing care of our dogs. He checked in with us daily and sent photos. Our dogs looked happy and relaxed upon our return. Thank you for taking such good care of our babies!”
“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!”
About: I’m currently a pet mom of 2 awesome pups and also have multiple grand pups and cats! I grew up on a farm raising every kind of animal imaginable and have continued my love for all animals throughout my adult life. One of my current pups is deaf so I have experience with special needs and my daughter works at the local vet which offers me extra perks as well. I absolutely love all animals (probably more than humans😜) and will take care of your babies like they are my own! I am self-employed and work from home so my schedule is super flexible. I can stay at your home for overnights or simply come visit your babies every couple of hours for walks, feeding and playtime. Depending on your pet (dog only), I can also bring them to my home for playtime with my pups. I am super attentive (maybe too attentive!) and very cautious when dealing with any animal. I understand they are your babies and safety is number one! If we visit my home, my dogs are super friendly sandbar dogs and I have a fenced yard for everyone to play.
“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 grew up with pets my whole life I my siblings parents always had pets so I helped take care of them 6 years ago I got my own dog and have been taking care of him since. I also had to take care of my sisters cat about 2 years ago and she was the best. I love animals and I will take care of any pet as if they were my own. My schedule is always free so I can take care of pets anytime anyday I’m always available to love and care for a pet everyday. I care for pets by showing them love and affection and feeding them and walking or letting them out in my yard for some air I will play with them they will always have my attention all the time while I am taking care of them because I love animals so much.
The median cost per night for house sitting in Pineland is $55
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- 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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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 August 2026, there are 921 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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