House Sitting in Kailua

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

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Top rated Kailua house sitters

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: Amber R.
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Amber R.
from
$50
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
8 years of experience
Kailua, HI, 96734

Amber is very sweet, communicative and responsive! She took great care of our 2 dogs. She even grabbed our mail and threw out anything that had gone bad while we were gone! Would book her again :)

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Alicia H.
Sitter Profile Image: Madison B.
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Madison B.
from
$50
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
5 years of experience
Kailua, HI, 96734

Madison watched my 2 dogs while we took a long weekend in Kaua'i. It was the first time we left our dogs with someone who was not a friend or family and she was amazing! We got pictures daily and the dogs loved her! We will for sure be using Madison again!

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Meagan L.
Sitter Profile Image: Alice B.
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Alice B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
10 years of experience
Kailua, Kailua, HI, 96734

Alice provided wonderful care to my dog and 2 cats. She went above and beyond from start to finish. The regular updates gave me complete peace of mind — it was clear our animals were happy, comfortable, and in great hands. She also treated my home with total respect. Everything was exactly as I left it when I returned. You can tell she genuinely loves animals and takes her responsibility seriously. We will absolutely book her again and would recommend her to anyone looking for a trustworthy, attentive, and caring pet sitter.

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Khrysten G.
Sitter Profile Image: Samuel & Solene B.
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Samuel & Solene B.
from
$75
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
2 years of experience
Kailua, HI, 96734

Sam & Solene are absolute *dream* pet/home sitters. They are so kind, communicative, and professional. We didn't worry once while we were away and we came home to very happy and calm pets. They also left our house SO clean. They really go above and beyond, and we are so grateful to have found them for future pet/house sits! Thank you, Sam & Solene! 🌺

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Allison C.
Sitter Profile Image: Julie & Peter W.
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Julie & Peter W.
from
$60
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
20 years of experience
Kailua, Kailua, HI, 96734

Julie is absolutely amazing with animals. Both my dog and cat are unsure of strangers and they both felt so comfortable with her right away. Highly recommend!!

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Vanessa J.
Sitter Profile Image: Alexis B.
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Alexis B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
7 repeat clients
5 years of experience
Mokapu, Kailua, HI, 96734

Alexis is the best! She took excellent care of our cat Vinny and was constantly sending pictures and updating us! We are so grateful she was able to watch him for over 8 days! We felt very relieved our baby boy was in great hands. Thank you!!

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Karen P.
Sitter Profile Image: Abigail D.
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Abigail D.
from
$65
per night
5.0 out of 5 stars
13 reviews
12 repeat clients
1 year of experience
Kailua, HI, 96734

Absolutely loved having Abby watch Rocket! She communicated greatly, sent adorable photos, and made sure Rocket enjoyed her staycation very much.

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Tiffany M.
Sitter Profile Image: Karen & Anthony C.
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Karen & Anthony C.
from
$75
per night
4.9 out of 5 stars
140 reviews
71 repeat clients
15 years of experience
Kailua, Kailua, HI, 96734

I am very appreciative that Karen was able to take over for another sitter. She was at a disadvantage because we did not get to meet before the stay started. So, she missed out on the intricate details of each dog and their behavior. But, she was caring and professional and did what was required. Also left the house so clean and even vacuumed! During the stay we gave her some tips to control one of our anxious dogs. She followed the instructions and made the rest of the visit much better. I would definitely recommend her.

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Toni G.
Sitter Profile Image: Haunani S.
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Haunani S.
from
$55
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
10 years of experience
Kailua, HI, 96734

We love Haunani! She is friendly, responsive and very professional. This was our first time using her for our dogs and house sitting, and she was great! Right before we left on our trip, one of our dogs developed a medical issue and she handled it very well. She kept us updated with photos and reports, so we were able to relax completely while away. I highly recommend her!

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Ingrid S.
Sitter Profile Image: Halina F.
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Halina F.
from
$75
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Mokapu, Kaneohe, HI, 96734

About: 🌺 I will be on hiatus July-August for surgery and recovery🌺 I bring over 10 years of hands-on experience working with animals, including more than 5 years as a kennel assistant and 5 years as a veterinary assistant. In addition to caring for my own pets, I’ve developed strong skills in administering medications, including insulin and asthma treatments. My time in a veterinary hospital has also given me valuable experience working with animals of all temperaments, allowing me to stay calm, patient, and attentive in any situation. I’m a full-time pet sitter, which means your pet gets my complete time, attention, and care. I’m dedicated to making sure they feel safe, happy, and loved, and that their time with me is as comfortable and enjoyable as possible. I have 5 years of veterinary medical experience and feel confident providing a wide range of care for pets of all needs—from those requiring more involved medical support to those who simply need extra love and cuddles. I take cleanliness and safety seriously, thoroughly cleaning and sanitizing between each client to ensure a healthy, comfortable environment for your furry friend.

Sitter Profile Image: Summer L.
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Summer L.
from
$50
per night
5.0 out of 5 stars
2 reviews
1 year of experience
Kailua, Kailua, HI, 96734

Summer did a fantastic job taking care of my two Golden Retrievers. She sent me photos of them while I was away and kept my house very neat. I would definitely employ her again.

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Maggie J.
Sitter Profile Image: Alyson F.
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Alyson F.
from
$60
per night
5.0 out of 5 stars
21 reviews
11 repeat clients
6 years of experience
Kaneohe, Kaneohe, HI, 96744

Alyson was lovely!! She really took care of my baby with a bunch of walks and snuggles. She constantly sent photos and I felt like Lincoln (our pup) was in the best of hands!! Thank you so much!! Highly recommend!!

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Katie O.
Sitter Profile Image: Joshua B.
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Joshua B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
68 reviews
20 repeat clients
8 years of experience
Honolulu, HI, 96822

Joshua did an amazing job house sitting and caring for our two dogs (a 6-month old puppy and an 8-year old doodle). Managing our puppy can be challenging, but Joshua handled it with ease. He took both dogs on plenty of walks, followed all of our instructions, and kept us updated with regular activity reports and lots of pictures. He even left our place looking cleaner than when we left. We would gladly have Joshua look after our home and dogs again

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Austin M.
Sitter Profile Image: Adonyx M.
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Adonyx M.
from
$55
per night
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Kailua, Kailua, HI, 96734

About: Aloha! I’m an active, outdoorsy pet lover who enjoys walks, fresh air, and keeping dogs happy and engaged. I’m comfortable with high energy dogs that need exercise as well as more laid back companions who just want attention and care. Safety and consistency are my priorities, and I stick closely to your pet’s routine. Expect regular updates and lots of happy photos! My experience goes far beyond cats and dogs 😁 I’m currently dedicating my life for happiness in Hawaii with my dog (Kiba). Our day starts with a long walk on the beach in Kailua followed by lunch and studying (sailing & mixology) at a park and while the pup rests and between services i go to the gym. I meal prep most days so i have plenty of time to take care of pets! I offer dependable, in home pet care so your pets can stay comfortable in the place they know best (their home). I focus on keeping their routine as normal and stress free as possible, whether that’s feeding schedules, walks, playtime, or just quiet companionship. I take the time to learn each pet’s personality and needs, from high energy dogs that need exercise to more relaxed pets that just want attention and consistency. I’m attentive to details like medications, special diets, and behavior cues, and I always prioritize safety while I’m in your home. You can expect clear communication and regular updates with photos, so you always know how your pet is doing. I also treat your home with respect clean, secure, and exactly how you left it. My goal is simple happy pets, peace of mind for you.

Sitter Profile Image: Michaela K.
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Michaela K.
from
$30
per night
11 years of experience
Kaneohe, Kaneohe, HI, 96744

About: I’m a reliable and experienced pet sitter with over 10 years of hands-on care for a wide range of animals, including dogs, cats, fish, and multi-pet households. I’ve completed stays ranging from a few days to over two weeks, and I’m comfortable managing multiple pets at once while keeping each one safe, happy, and on routine. What sets me apart is my experience across all life stages—from energetic puppies who need structure and patience to senior pets who require gentle care, attentiveness, and consistency. Having cared for my own senior dog as well as others, I understand the extra level of compassion and awareness older pets need. I prioritize clear communication, reliability, and treating every pet like they’re my own. I work full-time Monday through Friday from 8:00 AM to 5:30 PM, but I’m available for pet care in the evenings and fully open on weekends. I build pet visits into my daily routine after work and dedicate my weekends to providing attentive, flexible care. I provide attentive, reliable care in your pet’s familiar environment, prioritizing their safety, comfort, and routine at all times. I treat your home with the utmost respect, keeping it clean, secure, and exactly how you left it while maintaining clear communication and updates you can trust. My goal is to create a calm, stress-free experience where both you and your pets feel completely at ease.

Sitter Profile Image: Evelyn M.
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Evelyn M.
from
$48
per night
5.0 out of 5 stars
8 reviews
1 repeat client
6 years of experience
Kailua, Kailua, HI, 96734

Outstanding pet sitter and house sitter. We felt very comfortable traveling knowing Evelyn was looking after our dogs and our home. Highly recommend.

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Christopher K.
Sitter Profile Image: Leilani & Luke P.
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Leilani & Luke P.
from
$40
per night
4.9 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
Honolulu, HI, 96821

Such great doggie sitters! They provided in-condo stay for my 2 Aussies and all went so well. Came home to happy dogs and a roomba running! Thank you both so much :)

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Lauren J.
Sitter Profile Image: Heidi R.
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Heidi R.
from
$35
per night
5.0 out of 5 stars
1 review
30 years of experience
Kailua, Kailua, HI, 96734

About: Since childhood I've had pets of all shapes and sizes. Let me care for your pet as you would do. They are ohana and deserve the very best! I'm currently working part-time and am home for the majority of time most days. Occasionally I do have to go into the office for 4 hour periods. I will visit or stay with your pet in your home. I will walk them as requested. Provide multiple potty breaks throughout the day. Clean drinking water will always remain accessible, and the feeding schedule will follow your directions. Leave me with clear instructions and I will make sure that they are safe, comfortable and happy while you are away.

Sitter Profile Image: Michelle S.
Verified Background Check
Michelle S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
134 reviews
45 repeat clients
12 years of experience
Makiki, Honolulu, HI, 96822

Loved having Michelle watch our dogs! She was able to get our very anxious rescue on a leash/walking- which is MAJOR. Would recommend her to anyone needing care.

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Alyssa C.
Sitter Profile Image: Jackie B.
Verified Enhanced Background Check
Jackie B.
from
$75
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
12 years of experience
Kailua, Kailua, HI, 96734

We love Jackie! We have used her in the past and she will always be our first pick. We recently lost one of our dogs and the other was definitely feeling his absence. Jackie took great care of him and he seemed to come out of his funk while she was here. She gave frequent daily updates and left our house in great condition.

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Pamela M.
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Over 240
pet parents in Kailua have booked house sitting

Kailua pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Alice was incredible! It was our first time using her as a dog sitter in our home and she took great care of our house and two large dogs. She was communicative and sent frequent updates and pictures that put our minds at ease. Will definitely reach out to her again and highly recommend for anyone looking for some peace of mind while you are away!

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Carol K.
House Sitting
5.0 out of 5 stars

Summer did a fantastic job taking care of my two Golden Retrievers. She sent me photos of them while I was away and kept my house very neat. I would definitely employ her again.

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Maggie J.
House Sitting
5.0 out of 5 stars

Abigail did a fantastic job with our 3 dogs. She sent pictures every day of them playing fetch, and when we got home they were honestly better behaved than when we left!

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Boyd R.
House Sitting
5.0 out of 5 stars

John was absolutely incredible with our 3 dogs (that range in age and size - 12 yr old Golden, 10 yr old Golden, 3 yr old mini-poodle)! He stayed the night while we were traveling allowing the pups to feel comfortable in their own home. He even sent pictures to us throughout the day. The pups had a blast!! He is a licensed veterinarian and an epidemiologist, which made us feel extra comfortable. He also agreed to an initial meeting with the pups before the booking. We will absolutely be using John again!

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Leigh K.
House Sitting
5.0 out of 5 stars

I was nervous leaving my baby girl for the first time but she was so happy to be with Jackie and even whimpered at the door when she left. Jackie is confident, reassuring, and sent lots of updates. Glad we found her!

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Amber A.
House Sitting
5.0 out of 5 stars

Josh stayed at our house and took care of our 3 massive dogs… when we came back after a week everything was clean and tidy. But most of all, our dogs were so happy and looked well taken care of. Will definitely rebook in the future. Thank you again Josh!!!

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Andrea P.
House Sitting
5.0 out of 5 stars

Nancy took great care of our cats while we were gone! She was also able to calmly deal with some unexpected issues at our house while we were away which we greatly appreciated!

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Leah B.
House Sitting
5.0 out of 5 stars

Alyssa stayed with our two dogs for five days while we were out of town. Of course, both of them were having skin flare ups while we were away. Alyssa administered all kinds of meds, creams and sprays which helped keep everything under control. She left the house sparkling clean as usual. We are so grateful!

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Jennifer B.
House Sitting
5.0 out of 5 stars

Ashley was great with our 4 month and 8 year old Goldendoodles while house sitting for us and even did so on short notice. Managing a puppy is never easy and she did a wonderful job. We came home to a clean house and felt the house was safe with Ashley staying in it. She kept us up to date with great photos while we were away too. Highly recommend Ashley for any dog walking or other sitting services !

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Austin M.
House Sitting
5.0 out of 5 stars

Ela was a great sitter for our boys! She was on time and went above and beyond in their care. We will definitely be reaching out to her again whenever we leave town! Definitely recommend.

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Carol K.
House Sitting
5.0 out of 5 stars

Kayla was great with Choco and a very respectful guest in my home. She reassured me with photo updates and was also very prompt in responding to my request to book her services. Kayla was great at communicating which I really appreciated. I would definitely recommend her for caring for your fur baby!

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Kaliko L.
House Sitting
5.0 out of 5 stars

Haley was so amazing while staying with my dog at my house for a week! He absolutely loved her. She made him feel so comfortable. I highly recommend Haley! So thankful we found her! :)

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Kristen G.
House Sitting
5.0 out of 5 stars

Gabby was wonderful with our anxious dog. He takes some time to warm up to new people, but she was patient, calm, and clearly made him feel comfortable. She sent thoughtful updates and photos that gave us peace of mind, and it was obvious he really liked her. We’re so glad we found Gabby and absolutely plan to use her again in the future.

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Melissa W.
House Sitting
5.0 out of 5 stars

Sara was great! She showed up on time and stayed the weekend at my house. She was responsive to messages and i can home to everything exactly as I left it. Would definitely hire her again.

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Sydney S.
House Sitting
5.0 out of 5 stars

Skyla does a wonderful job at pet sitting. She is super responsive to messages and is very polite. She stayed in my home and left it neat and tidy. She sent me updates with pictures and reached out if she had questions about anything. I will hire her again!

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Sydney S.
House Sitting
5.0 out of 5 stars

Julie is the best dog sitter on the face of the earth! So loving to Mocha and responsible, sending me daily updates and pictures.

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시 라.
House Sitting
5.0 out of 5 stars

Joseph did an amazing job watching the cats. He sent us updates daily, and left the house in great condition! So thankful he was able to watch our cats over the holidays.

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Alexa P.
House Sitting
5.0 out of 5 stars

I highly recommend Matt! He was fantastic with our sometimes moody German Shepard. In addition, he was extremely clean while in our home and communication was excellent. We will absolutely use Matt again in the future!!

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S M.
House Sitting
5.0 out of 5 stars

Lexie took great care of our girls while we were away for our wedding! She was attentive and very easy to work with. We will definitely be booking with her again for our future travels!

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Kelly S.
House Sitting
5.0 out of 5 stars

Suzanne was fantastic and we would happily rebook. Right away, her care for our pup was obvious, and he liked her back immediately. Plus, her communications were clear and friendly. 10 out of 10.

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Tina S.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Kailua average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Kailua on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Kailua house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,053 house sitters in Kailua. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Kailua house sitters respond in under an hour.

House sitters in Kailua have an average of 15 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Kailua.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Kailua house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.