House Sitting Rolling Hills

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

When are you returning?
Search

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.

1 / 1
Sitter Profile Image: Karen R.
Verified Enhanced Background Check
Karen R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
10 reviews
5 repeat clients
15 years of experience
Annapolis, MD, 21401

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!

Profile image
Julie G.
Sitter Profile Image: Leticia S.
Verified Enhanced Background Check
Leticia S.
from
$50
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
2 years of experience
Annapolis, MD, 21401

Leticia was wonderful with our two large dogs! She was punctual, communicative, followed all directions, and took good care of the house too. We’re looking forward to having her watch our dogs more in the future!

Profile image
Sarah L.
Sitter Profile Image: Jacqueline B.
Verified Enhanced Background Check
Jacqueline B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
10 years of experience
Annapolis, MD, 21401

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.

Profile image
Eileen M.
Sitter Profile Image: Ava M.
Verified Enhanced Background Check
Ava M.
Star Sitter
from
$90
per night
4.9 out of 5 stars
121 reviews
35 repeat clients
18 years of experience
Annapolis, MD, 21401

Ava took such great care of our 3 dogs overnight. We were confident that our pups were in great hands and received many pictures/uodates throughout the days. We will definitely have Ava watch our dogs again!

Profile image
Rebecca K.
Sitter Profile Image: Megan H.
Verified Enhanced Background Check
Megan H.
Star Sitter
from
$40
per night
4.9 out of 5 stars
56 reviews
17 repeat clients
10 years of experience
Crownsville, MD, 21032

Megan was wonderful. She took great care of our pup and was excellent with her communication with us. We highly recommend her.

Profile image
Abbie E.
Sitter Profile Image: Jerad B.
Verified Enhanced Background Check
Jerad B.
from
$50
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
15 years of experience
Annapolis, MD, 21401

Jerad was amazing and I’m so glad we had him watching over our two fur babies while we were away! He kept in contact with daily updates and did everything we asked from giving the dogs plenty of play time as well as walks. We felt completely at ease being away on vacation and we will definitely being booking Jerad again in the future when we need to be away!

Profile image
Veronica W.
Sitter Profile Image: Cheri F.
Verified Enhanced Background Check
Cheri F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
86 reviews
37 repeat clients
22 years of experience
Arnold, MD, 21012

Cheri was extremely helpful and accommodating to our last minute travel plans. She also won over our shy rescue and was cuddling her in 2 days! Thank you, Cheri!

Profile image
Sydney D.
Sitter Profile Image: Emma W.
Verified Enhanced Background Check
Emma W.
from
$50
per night
5.0 out of 5 stars
118 reviews
52 repeat clients
13 years of experience
Severna Park, MD, 21108

Emma did an amazing job taking care of our dog! She was very quick to respond to any messages and provided updates. I will definitely book her to dog sit again in the future!

Profile image
Erin L.
Sitter Profile Image: Marley D.
Verified Enhanced Background Check
Marley D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
53 reviews
20 repeat clients
15 years of experience
Annapolis, MD, 21401

Marley is so sweet and reliable with my dog. Highly recommend!

Profile image
Courtney R.
Sitter Profile Image: Alexia M.
Verified Enhanced Background Check
Alexia M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
47 reviews
16 repeat clients
10 years of experience
Annapolis, MD, 21409

Alexis took care of my fur babies and helped me out with a last minute trip to take care of a sick family member.

Profile image
Emily S.
Sitter Profile Image: Benjamin S.
Verified Enhanced Background Check
Benjamin S.
Star Sitter
from
$31
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
28 years of experience
Severna Park, MD, 21146

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.

Profile image
Christopher G.
Sitter Profile Image: Alyssa J.
Verified Enhanced Background Check
Alyssa J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
253 reviews
85 repeat clients
15 years of experience
Severna Park, MD, 21146

Alyssa was great with our older dog and our younger dog for house sitting. She was flexible with our ever changing work/travel schedules. We look forward to working with her again.

Profile image
Elizabeth D.
Sitter Profile Image: Jamie P.
Verified Background Check
Jamie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
127 reviews
49 repeat clients
45 years of experience
Annapolis, MD, 21403

Jamie was easy to communicate with, and just an overall nice person. Our Pitbull and Chihuahua were well cared for- we came home to happy, healthy dogs! She was kind enough to water our plants, too, and we returned to a house that was as clean as we left it. She texted pictures of them daily & we got to just have peace of mind and enjoy our trip. I would definitely call on her in the future, and I would recommend her to friends. Thank you, Jaimie!!!

Profile image
nikki
Sitter Profile Image: Marla H.
Verified Enhanced Background Check
Marla H.
from
$50
per night
10 years of experience
Annapolis, MD, 21401

About: What sets me apart is the hands-on experience I bring with animals at every stage of life. I’ve bottle-fed newborns, cared for senior dogs with patience and love, and have extensive experience giving medicine to pets of all kinds. Beyond dogs and cats, I’ve also cared for guinea pigs and reptiles,so I understand that every animal has unique needs. With me, you can trust that your pet will be treated like family, whether that means playtime, specialized care, or extra snuggles. Pet care fits seamlessly into my routine. I plan my schedule to prioritize feeding times, walks, and any special care instructions so that pets always receive consistent attention. I’m organized, dependable, and detail-oriented, which allows me to maintain each pet’s routine reliable,whether it’s daily exercise, administering medicine, or simply giving them the reassurance they need while you’re away. In my home, pets are welcomed into a safe and supervised environment where I treat them like family. I’m experienced with bottle-feeding young animals, administering medications, and providing gentle care for senior pets. I also have hands-on experience with small animals like guinea pigs and reptiles, so I understand how to meet a variety of unique needs. In a client’s home, I follow feeding, exercise, and care routines exactly as directed, while adding the patience and attentiveness that comes with my experience. Whether it’s giving medicine on schedule, offering extra support to older pets, or ensuring younger animals burn off energy in healthy ways, I provide reliable and compassionate care.

Sitter Profile Image: Courtney A.
Verified Background Check
Courtney A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
15 years of experience
Edgewater, MD, 21037

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.

Profile image
Joanne B.
Sitter Profile Image: Amanda C.
Verified Enhanced Background Check
Amanda C.
from
$45
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Edgewater, MD, 21037

About: Growing up, we always had some kind of a pet, from turtles to baby chicks, puppies to kittens! We used to foster kittens as well growing up & since living on my own, I've fostered dogs and pet-sat any time we could. Love all animals & trying to make them feel happy & comfortable :) I work 7:30-2:30 or 8-3 in DC but after work & on the weekends, I'm always willing to help in any way they I can! We have a dog of our own, medium in size, who loves making new friends and two kids that adore giving love whenever they can.

Sitter Profile Image: Yvonne S.
Verified Enhanced Background Check
Yvonne S.
from
$55
per night
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Crownsville, MD, 21032

About: I enjoy dogs and cats of all sizes and ages. As a pet owner I understand the desire to provide the best for them and the anxiety of worrying about them when I can't be with them. I am gentle with anxious, scared, or elderly pets. I am full of energy for pets that need exercise. I can come to your home before work, during lunch, and after work. My work schedule is flexible and can be adjusted based on your pet's needs. At my home I walk my dog every morning in the woods and in the neighborhood in the afternoon and evening. My pets keep me company while I work. I can work from your home with reliable wifi.

Sitter Profile Image: Lisa H.
Verified Enhanced Background Check
Lisa H.
from
$50
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Arnold, MD, 21012

About: I've been taking care of family and friends dogs for over 5 years. And used to have dogs and cats of my own. I have many fur-nieces and fur-nephews and love them as my own. Because I work remotely, I can take my work anywhere. So, I will be able to stay with your pet for the duration you are gone. I work from home. And have the ability to work from anywhere. I will bring my laptop and be able to work and keep your baby company. Taking care of them in familiar surroundings.

Sitter Profile Image: Lee M.
Verified Enhanced Background Check
Lee M.
from
$40
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

Lee was an excellent dog and house sitter: sent lots if updates and pictures, took great care of both my dog and house, asked questions when necessary, and left everything in good shape. Highly recommend!

Profile image
Rob H.
Sitter Profile Image: Owen K.
Verified Enhanced Background Check
Owen K.
Star Sitter
from
$31
per night
4.9 out of 5 stars
57 reviews
10 repeat clients
10 years of experience
Severna Park, MD, 21146

Owen was fantastic. Not only was he responsive but the dogs were well taken care of. They were walked, fed, played with, and given a lot of love. While he was watching the pups he also kept the house clean. I got daily pictures ands updates which helped to put my mind at ease about my pups while I was on vacation. I will use Owen again

Profile image
John V.
1 / 1
View more

The median cost per night for house sitting in Rolling Hills is $50

Pet parents share their Rover experiences - Rolling Hills

1 / 1
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.

Profile image
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!

Profile image
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.

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
Katharine S.
House Sitting
5.0 out of 5 stars

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!

Profile image
Sarah L.
House Sitting
5.0 out of 5 stars

I almost canceled my trip because I was very worried about leaving my elderly dog who had just been diagnosed with Cushing’s disease. But after speaking with Ava, I was confident she could handle the medications and take care of my old girl Georgia. She did a wonderful job and even did some cleaning which was totally unnecessary but very much appreciated. Thank you, Ava for taking such good care of Georgia. We’ll be calling on you again!

Profile image
Joni A.
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.

Profile image
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.

Profile image
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.

Profile image
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!

Profile image
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.

Profile image
Maggie C.
House Sitting
5.0 out of 5 stars

My pets - especially my dog - loved having Terri as a caregiver. Our first meet-and-greet was thorough, and her attention to detail was evident upon my return from my trip. I will definitely use Terri again in the future.

Profile image
Kristi M.
House Sitting
1 / 1
Find pet care near you

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. 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

    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 for House Sitting in Rolling Hills on Rover is $55.5 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of September 2026, there are 9,110 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 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 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge