House Sitting Rolling Hills

Find a loving house sitter to watch over your pets and your home.

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Over 38
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.

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Sitter Profile Image: Karen R.
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Karen R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
15 years of experience
Annapolis, MD, 21401

“Karen was great with our four animals (dogs and cats)! Karen was communicative, provided great updates, and let us know when one of our cats was having a minor potential health issue. Would recommend and I know our pets are already looking towards when Karen will be back to see them again!”

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Marie C.
Sitter Profile Image: Kathryn U.
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Kathryn U.
from
$42
per night
5.0 out of 5 stars
• 21 reviews
5 repeat clients
10 years of experience
Annapolis, MD, 21401

“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)!”

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Elysia R.
Sitter Profile Image: Alyssa J.
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Alyssa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 261 reviews
85 repeat clients
15 years of experience
Severna Park, MD, 21146

“Alyssa was wonderful. She was great with our grouchy, blind 15 year old toy poodle and she followed all instructions including medication. Easy going and trustworthy. Sent us notes and photo updates. Highly recommend her.”

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Laura T.
Sitter Profile Image: Jerad B.
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Jerad B.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
15 years of experience
Annapolis, MD, 21401

“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!”

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Clay K.
Sitter Profile Image: Lisa H.
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Lisa H.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Arnold, MD, 21012

“Lisa is a fantastic pet sitter! Our mini-Australian Shephard loves her! She is a great communicator and provided updates and pictures of our dog! We highly recommend her!”

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Catina B.
Sitter Profile Image: Cassandra R.
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Cassandra R.
from
$40
per night
5.0 out of 5 stars
• 26 reviews
7 repeat clients
8 years of experience
Annapolis, MD, 21403

“Cassandra was so great with Roscoe! She was very communicative about him and the home. He got along great with her and we felt safe knowing she was taking care of him. Awesome job!”

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Monique W.
Sitter Profile Image: Anya B.
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Anya B.
from
$31
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
8 years of experience
North Beach, Annapolis, MD, 21401

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).

Sitter Profile Image: Amanda F.
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Amanda F.
from
$35
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
11 years of experience
Crofton, MD, 21114

“Amanda was great with our pets while house-sitting for us. She frequently sent us pictures of our dog while she was out walking him, and our cat around the house. Highly recommend!”

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Michael H.
Sitter Profile Image: James B.
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James B.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
30 years of experience
Annapolis, MD, 21403

About: I've had dogs my whole life. Grew up in a house with 2+ dogs near constantly. All family dogs were 60+ lbs each with the largest being 110lbs. My 75lb dog crossed the rainbow bridge Sept 2025, I am not ready for a dog full time but I do miss the company. I will spoil your dog. I do not care about breed. I am looking for weekends. I work full time, so I am ready to go around noon on Friday and depending on the needs can be around all weekend. Generally I do leave the house during the weekend for a couple hours during the day to do chores and stuff but other than that can be a total home body. If the dog is good on leash I have a great neighborhood to take walks. If you are looking for me to stay at your house over the weekend, I can provide as much potty coverage as you request. If you want me to stay over the week, I do have a day job with my schedule being 7-3. I have a 8ft privacy fence the whole way around my backyard with a dog door. I do not have a crate, but I can use yours if you want your dog crated. I follow your food rules. I used to make hot breakfast/dinner for my dog. I do keep some dog treats in the house but I will check with you if your dog can have that specific treat first and if there are any dietary needs. If you want me to stay in your house, lets write the rules down and I'm happy to do whatever. If you have poor cellphone service, it'd be great to get a wifi password.

Sitter Profile Image: Jacob B.
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Jacob B.
from
$100
per night
5.0 out of 5 stars
• 92 reviews
18 repeat clients
15 years of experience
Crownsville, MD, 21032

“Jacob really outdid my expectations! I don’t think Kobe has ever had so much fun, great exercise and love as he did with Jacob! Will definitely use again in the future. Jacob is a golden star ⭐️”

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michelle s.
Sitter Profile Image: Lee M.
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Lee M.
from
$40
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

“Lee did a great job staying with our kitty for a week. He was very communicative before and during his stay, sent pictures and updates every day, and left our house in great shape. I wouldn't hesitate to hire Lee again.”

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Elihu M.
Sitter Profile Image: Jennifer W.
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Jennifer W.
Star Sitter
from
$70
per night
4.8 out of 5 stars
• 12 reviews
4 repeat clients
30 years of experience
Pasadena, MD, 21122

“Jennifer did a great job watching our dogs and cat (and bunny). Even with rough weather and power outages, the animals were in good hands. Thank you for keeping them healthy, happy and entertained.”

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Bethany T.
Sitter Profile Image: Julia W.
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Julia W.
from
$94
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
19 years of experience
Annapolis, MD, 21405

“Julia is amazing. She took such great care of our boy . Not only was he well loved but she also took great care of our house! I think it was cleaner when we got home than when we left. I can’t recommend her enough. I am already trying to fill her calendar up with future sitting!! Love her ❤️”

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Elizabeth U.
Sitter Profile Image: Crista H.
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Crista H.
from
$75
per night
5.0 out of 5 stars
• 1 review
2 repeat clients
30 years of experience
Annapolis, MD, 21401

About: I can’t provide you references in history of taking care of animals. What I can tell you is that I have two beautiful grown children. We have rescued animals over the last 24 years, and love them dearly as though they are part of the family. We truly love animals with our full heart, and go that extra distance to attend to their needs, and provide the love they deserve. I will provide the same love, care, and joy to your babies as I have done to ours for so many years. I am an empty nester and want to provide my love to where it’s needed and wanted. I work from home and can set own schedule. I am available seven days a week. I will stand behind my commitment to you. Responsibility is my priority. I will love and care for your pets as if they’re my own, and I will follow the rules we’ve established. I have a Pet Sitter Notes page that we can complete together, or I can send to you before my visit that will address some of these questions/ideas. Please give me a chance. I won't let you or your pet down!

Sitter Profile Image: Dylan V.
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Dylan V.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
7 repeat clients
20 years of experience
Glen Burnie, MD, 21061

“Dylan was wonderful with our pets! This was our first time leaving our dog so we were a bit nervous but our dog loved him! He took such great care of them and sent picture which we appreciated immensely. Definitely recommend and will be booking again for our next trip.”

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Marijka V.
Sitter Profile Image: Clarke T.
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Clarke T.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
17 years of experience
Bowie, MD, 20716

“Clarke was great! Took the best care of my Hazel girl. She gets some separation anxiety, but Clarke was so sweet and attentive that I was able to relax knowing my pup was in good hands.”

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Sydne M.
Sitter Profile Image: Brittanny A.
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Brittanny A.
from
$55
per night
4.2 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Annapolis, MD, 21401

“Brittany is wonderful! She took great care of our six year old boxer and our home. He is a rescue and still new to his surroundings, so we wanted him to be able to stay at home while we were away. She is very competent and it is clear she loves dogs!”

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Marcia S.
Sitter Profile Image: Alexis N.
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Alexis N.
from
$48
per night
4.6 out of 5 stars
• 12 reviews
7 repeat clients
2 years of experience
Bowie, MD, 20716

“Wonderful care again! Was very flexible with a very fluid situation and time away for me and my family. The accommodation to times was very appreciated!”

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Marijka V.
Sitter Profile Image: Emma M.
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Emma M.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
16 years of experience
Annapolis, MD, 21401

About: I have always grown up surrounded by dogs of all breeds and cats as well! Personally, my family always had golden retrievers (okay, I have a soft spot). Over the years, I have always watched neighbors or family pets, including my own. I’ve helped manage any illnesses that may have come along with any dog or cat needing medications or special therapy! I have a LOT of experience with puppies and the training/ time that goes into that development as well. I also am active, so spending time and keeping the dogs and cats I watched busy and playful is super important to me. Overall, treating the pets around me like family has always been second nature to me and I hope to bring that quality to you! I will be starting a new sales role 9-5 in downtown Annapolis! With that said, my availability April 1st will move to mornings and evenings - drop ins/ walks. The remainder of March is free for all times of day! I live in an apartment that is not quite the right size for a dog of my own - however, I am excited to be taking up this opportunity through Rover as a way to still hang out with animals whether it be check ins or walking through town. Building trust is huge for me and so I hope that with future clients that is something that can be earned! I am reliable and respectful and most importantly eager to work with you 🙂

Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$90
per night
4.6 out of 5 stars
• 11 reviews
4 repeat clients
8 years of experience
Annapolis, MD, 21409

“Absolutely! Here’s a warm, genuine Rover review: Ally was absolutely wonderful with our dog Daisy! She took care of her for a long weekend and was so sweet, communicative, and attentive throughout her stay. We felt completely comfortable knowing Daisy was in such great hands. To top it off, all of our fire alarms unexpectedly went off while we were away, and Ally handled the situation so calmly and responsibly. We really appreciated how she kept us informed and took care of everything. We would absolutely recommend Ally and would love to have her watch Daisy again!”

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Jessica & Matthew O.
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The median cost per night for house sitting in Rolling Hills is $50

Pet parents share their Rover experiences - Rolling Hills

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5.0 out of 5 stars

Patrick was great at taking care of our dogs and home. Our dogs were clearly well taken care of, and a great bonus that he takes better photos than we ever have of our dogs. Our house was cleaner when we got home than when we left it. Very grateful for him.

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Casey H.
House Sitting
5.0 out of 5 stars

Ava was great!! Kept giving me updates over the weekend and sent some really cute pictures! Even did a load of laundry definitely will book her again!!

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Bridget E.
House Sitting
5.0 out of 5 stars

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!

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Todd D.
House Sitting
5.0 out of 5 stars

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.

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Gary A.
House Sitting
5.0 out of 5 stars

Olivia is absolutely wonderful with our two pups. She made us feel so comfortable being out of town and treated our home well, leaving it clean and safe! She kept us updated and sent pictures the whole trip. She’s the best!

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Elizabeth R.
House Sitting
5.0 out of 5 stars

Samatha did a great job watching my dogs. She was communicative and they were relaxed and happy when I got home.

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Emily S.
House Sitting
5.0 out of 5 stars

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.

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Aaron C.
House Sitting
5.0 out of 5 stars

We love working with Jacki to watch our apartment and dog Penny. She is professional, responsive, and you can tell she cares about the pets she cares for. Also, the apartment is always left in good shape when we return. Can't recommend her enough!

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Jack S.
House Sitting
5.0 out of 5 stars

Sylvie took great care of our dog, Julee! She was easy to communicate with and we highly recommend her!

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Katharine S.
House Sitting
5.0 out of 5 stars

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.

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Brianna D.
House Sitting
5.0 out of 5 stars

Very calm and relaxed, she’s very patient and easy to work with. My little pups look forward to seeing Marley for their walks.

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Roxane M.
House Sitting
5.0 out of 5 stars

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.

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Katie B.
House Sitting
5.0 out of 5 stars

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!

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Maureen G.
House Sitting
5.0 out of 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.

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Maggie C.
House Sitting
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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.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for house sitting - Rolling Hills

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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 is $56 per night as of October 2026. Most bookings cost between $44 and $72 per night. On Rover, 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 9,052 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.

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 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 , 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 .

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 .

sitters on Rover set their own , 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:

  • 86% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 95% 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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