House Sitting Rolling Hills
Find a loving house sitter to watch over your pets and your home.
Over 39 pet parents in Rolling Hills have booked house sitting
Rolling Hills, 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.
“Kathryn was absolutely wonderful with our 2 fur babies! She was diligent with checking in/providing updates and she sent us plenty of pictures 🥰 Our boys seemed happy and settled in Kathryn’s care (like we weren’t even gone). I would recommend Kathryn over and over (and hope she comes back in the future to sit for us again)!”
“Karen took wonderful care of our dogs, Sam and Tito, for a full week while we were on vacation. She was incredibly responsive, always sending updates and photos when we asked, which gave us so much peace of mind. It was clear our boys were happy, comfortable, and well cared for the entire time. She also left our home in perfect condition, which we really appreciated. We would absolutely book with Karen again and highly recommend her to anyone looking for a reliable, thoughtful sitter!”
“Courtney was great! We felt very comfortable being away knowing that our pets were getting so much love and attention. We had clear and frequent communications and a plenty of pictures confirming all the good things happening. We'd (and our critters) would be very happy to see Courtney again.”
“Jacki was superb! She thoughfully sent photos of Shelly every day. The. house was as clean as a whistle and everything was just as perfect as should be. I would have Jacki back in a heartbeat if she were available.”
“Jamie is a sweetheart and takes such good care of our Bear. He got excited when she came to take care of him. Jamie keeps us posted on how he is doing. We are grateful to have found Jamie.”
“Ava is always great with our pup Haze! He's a handful and she is a pro. She also handled a household emergency for us while we were away and we couldn't be more grateful!”
“Jerad did an awesome job with Samson. Followed the instructions perfectly and was a great friend to our little guy. Took him on walks and sent lots of updates. Would definitely recommend!”
“Benjamin is tentative, kind, and caring with Maizie. I’ve used rover in the past and it’s safe to say he goes beyond the standard of taking care of your pup.”
“Leticia took care of our three dogs, one of which is a puppy that is terrified of new people. Leticia took extremely good care of all three of them. She was communicative and thoughtful throughout the entire stay. Would recommend!”
“Alyssa did a great job! She sent messages and photos to ease our minds while we were away and was very respectful of our home. I would definitely have her watch our pups again!”
About: I have grown up with medium to large sized dogs my whole life. I have experience with very friendly dogs and dogs that cannot play with others as well as puppies to older dogs. I have cared for my own pets and friends while growing up and can be trusted with any task to ensure your pets needs and safety! I can offer dog walking in the mornings (7-9am) or afternoons (4-7pm) during the week or anytime during the weekends. I am available on the weekends to check-in or stay with your animal overnight as well. I can check-in and care for your animal during the day or overnight at clients homes. I will ensure your pet is fed, walked, bathed, played with and let outside for their needs. I am comfortable with any specific instructions from the owners as well (medication that needs to be taken, crate training, etc).
About: I have been walking and sitting dogs for over 20 years, starting at age 11 when I realized dogs just made sense to me. I have owned hounds my whole life and currently share my home with a spirited beagle/jack russell mix named Tate who keeps me well-practiced with high-energy breeds. I recently lost our beloved 11-year-old foxhound mix Juniper, a gentle 70-pound soul who reminded me daily why this work matters. I am a firm believer in Cesar Millan's calm, assertive approach to dog handling. Dogs respond to confident, consistent leadership, and I bring that to every walk and every stay. I am comfortable with all breeds, large and small, and experienced administering medications and hands-on therapy when needed. I work from home in central Annapolis, which means flexible scheduling and plenty of attention for your dog during the day. Your pup is a member of your family and I always treat them like a member of my own. I own a design firm that I run out of my home. My work varies as a creative from video work to graphic design and more but it all comes from my home office located right next to my dog's food and water bowls (my hound dog Tate is currently asleep at my feet- exactly where he loves to be, and right where I love to have him). My workdays typically start around 7am and I work through the early afternoon, occasionally in the evenings. Though I have a full office setup, I also have a laptop that travels with me during house/dog sitting sessions if I need to be away for an extended period of time. As my work is on the creative spectrum, I can always adapt my schedule to fit around yours (and your pup's). Whether it's daily walks or stays with your dog, you can rest assured that they will be looked after with love, care, and the attention they deserve. I live in an apartment in Annapolis so we don't have a fenced in yard. Instead, I take my boy out in the neighborhood on short and extended walks and in the community dog park. Sniff spots and local trails are always on our schedule as our dog is high-energy so he thrives on long walks with lots of smells. Depending on your dog's needs and routine, I'm happy to take them on long walks in and around your neighborhood and parks they're comfortable with, or just playing with them in your own backyard. I'm also open to taking them further out to nature hikes and trails as long as you're comfortable with that. I tend to have Blue Buffalo, Newman's Own, and Charlee Bear treats at the ready (but of course that's up to your discretion) for good dogs and I always adhere to any diet or medication requirements to ensure a happy and healthy experience. I treat your dog like I treat my own and I've always had a great experience with every breed and personality.
“Jennifer was our first Rover experience and it was absolutely great! The communication was great, she sent pics, and the house was in the same order when we got back the next day! I would highly recommend and will definitely be booking with her again!”
“We couldn’t be more grateful for the care Justine provided. From the beginning, communication was clear, prompt, and professional and we received regular updates and photos, which made being away so much easier. When we returned home, our dog was happy, relaxed, and clearly well cared for. That says everything. We would absolutely book again and highly recommend them to anyone looking for a trustworthy, responsible, and compassionate dog sitter.”
The median cost per night for house sitting in Rolling Hills is $50
Pet parents share their Rover experiences - Rolling Hills
Leticia was fantastic! She was caring, respectful and professional. My wife and I cannot recommend her enough. We received multiple video and picture updates throughout the day, she put us at total ease and allow for our vacation to be worry free and relaxing. We will use her in the future!
Maggie was our pet sitter in our home for two weeks while we were far away on vacation and we could not have asked for a better experience. She took great care of our small dog, including running her to doggy daycare on her regular days. She also took great care of our home, leaving it in immaculate condition. Her communication was also excellent, responding to our inquiries, and scheduling both an in person interview and a pre-trip walk around our house. Maggie was awesome and we plan to use her again when we might need a house sitter or Dog walker.
We couldn't have been happier. We came home to a happy, well cared for dog and a house that was spotless. Snowden is reliable, trustworthy, and clearly went above and beyond with some specific requests. We would absolutely recommend her and will gladly book her again.
We loved having Karen watch our pets while we were away for a wedding! We have 3 big dogs and 1 cat who needs medication morning/night, so it’s no easy task but Karen did amazing with them all. She was very responsive and communicative the entire weekend, and she left our house better than she found it. We would definitely book Karen again in the future.
Lacy is amazing. We trust her implicitly! She takes care of our “babies” as if they are her own. This last time, Camden wasn’t doing well. She immediately called me and worked with me to get a plan in place should things worsen. I love this sweet girl so much! She laid on the floor with Camden and gave him so much extra love.
Jazmin is great! Our furbaby, Einstein, is very comfortable with her! Jazmin is great with our big (pushing 60 lbs) rescue pup. She keeps him calm and happy while we are gone- she is clearly comfortable with large breed dogs. We definitely recommend her - we actually have her booked for future dates. 5 stars!
We could not be happier with Vienne! We had to get a sitter at the last minute and used Rover for the first time and Vienne exceeded our expectations and eased our stress about leaving Huckleberry. She came over before we left for a meet and greet and we instantly clicked with her and so did Huck! While we were gone, she took Huck on so many adventures around Annapolis and we got tons of adorable photos. We traveled down to Wilmington, NC which she knew of and she even gave us restaurant recommendations! This was a special trip for us, we got engaged! And knowing that Huckleberry was safe and having so much fun back home made our moment even sweeter. We came home to a sleepy and very content Huckleberry and our house was immaculate. She even left us a sweet note congratulating us. Vienne will be our go-to sitter if she is available. She is an absolute gem.
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 - Rolling Hills
Select a filter and find qualifying sitters offering house sitting.Sitters in Rolling Hills average 4 repeat house sitting clients
FAQs for House Sitting - Rolling Hills
Frequently asked questions about Rover
The average cost of House Sitting in Rolling Hills on Rover is $56 per night as of October 2026. Most bookings cost between $44 and $72 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 9,162 sitters on Rover offering House Sitting across Rolling Hills. 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 Rolling Hills 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 Rolling Hills 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 Rolling Hills 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 Rolling Hills. On Rover:
- 92% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 96% 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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