Pet Sitting Lewisboro

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Lewisboro, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: John H.
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John H.
from
$27
per visit
5.0 out of 5 stars
• 23 reviews
12 repeat clients
10 years of experience
Downtown, Ridgefield, CT, 06877

“John has been great with Toby. He’s reliable, pays close attention to the details, and takes good care of him during drop-in visits for feeding and potty breaks. Toby is always happy to see him. I feel very comfortable having John care for him and would definitely recommend him.”

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Michelle B.
Sitter Profile Image: Maria & Jake S.
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Maria & Jake S.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Wilton, CT, 06897

“Thanks for being awesome and responsive! Jake is a calm experienced dog handler that was able to handle Phoenix and Sundae’s energy!”

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Josh S.
Sitter Profile Image: Eliza W.
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Eliza W.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
20 years of experience
Ridgefield, CT, 06877

About: I’ve been taking care of animals since I was 8 years old taking care of the animals in each house on the street! I’ve taken care of all different breeds of dogs so I am open to taking care of whichever furry friend you have! I’m currently working part-time, so I have lots of time to give love to your dogs and cats! I love spending time outside and would love to take your pup for walks! I know every owner has their own rules when it comes to their pets! I love to hear from each family when it comes to their pet’s specific needs and what they prefer!

Sitter Profile Image: Carli C.
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Carli C.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Ridgefield, CT, 06877

About: Hi all! I just recently graduated from Bates college and am looking to pet sit! I’ve been taking care of family dogs and cats my whole life, but have been pet sitting for others for about 10 years now. I am looking to go back to school in the future to get my doctorate in physical therapy, but in the meantime I’ll be home throughout this school year! I currently am working part time as a physical therapy aide. I am free on both weekdays and weekends, I just ask that you contact me in advance! On Mondays I work 2-7, and on Tuesday, Thursday, and Friday, I work 7am-12pm. I can stay in your home to pet sit, or I can make frequent stops to feed them, play with them, and take them out to use the bathroom! I am available for one day gigs or for long term!

Sitter Profile Image: Lanie K.
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Lanie K.
from
$35
per visit
5.0 out of 5 stars
• 24 reviews
7 repeat clients
25 years of experience
Ridgefield, CT, 06877

“Lanie saved us at the last minute when our usual sitter wasn’t available. She went above and beyond to communicate updates, accommodate special requests, and more. Thank you for the excellent care, Lanie!”

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Taunya R.
Sitter Profile Image: Katharina D.
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Katharina D.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
South Salem, NY, 10590

About: Hi there! My name is Kat, and I have a deep, well-rounded background in animal care. With 3+ years of hands-on experience in animal rescue and 10 years of personal pet sitting (and 22+ years of animal-loving!), I bring calm expertise, safety awareness, and specialized care that goes far beyond standard pet sitting. I'm also a certified Wilderness First Responder and American Red Cross CPR Certified. Rescue Training: My time in animal rescue taught me to read subtle animal body language, prevent stressful situations, and keep pets safe and relaxed in any environment, while also serving as a friend and comfort to animals in need! Medication Administration: I have experience giving oral, topical, and routine medications to a wide variety of animals, ranging from kittens to senior dogs. Experience in All Sizes & Energy Levels: From toy breeds to giant dogs, I understand how to handle different temperaments and physical needs. I love taking high-energy dogs on extensive, engaging walks (especially on our local hiking trails!) to keep them physically exercised and mentally happy. I am a full-time student supporting myself while working toward my paralegal certification. I take my courses online from 9 a.m. to 1 p.m. (Monday-Thursday), so I am available for in-home sitting, drop-in visits, or whatever your pet may need! Since I offer only In-House Sitting, Drop-In Visits, and walk services, your pets will receive 1-on-1 attention without leaving the comfort of their familiar surroundings. My priority is maintaining their daily routine while keeping your home secure and your pets safe. With every visit, I will provide consistent photo updates and detailed reports after each drop-in/day! Flexible, personalized pet care (drop-ins & sitting): Regardless of whether it's a quick 30-minute stop-in for food, meds, play, and potty breaks, or an overnight stay, I adapt entirely to your pet’s individual needs and routine. I strive to keep homes tidy, secure, and maintained, reducing travel stress for everyone and helping pets feel their best! Outdoor Safety: During walks and outdoor breaks, safety is paramount- I practice attentive situational awareness and strive to maintain large distances from any off-leash dogs, as well as ensuring your pet is safely and securely harnessed/leashed. Overall Safety Precautions: From my rescue experience, animals are curious!- In this, I ensure all doors, gates, and deadbolts are latched securely during every entry and exit, double-check that food and medications are sealed out of reach, as well as keeping a watchful eye out for subtle changes in pet health or behavior. Home Maintenance/Overall Peace of Mind: During house sits and drop-ins, I am happy to bring in mail, water plants, keep your living spaces spotless, or help with any other tasks.

Sitter Profile Image: Jason S.
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Jason S.
from
$25
per visit
5.0 out of 5 stars
• 16 reviews
6 repeat clients
15 years of experience
North Salem, NY, 10560

About: Animals bring joy to our world, and specifically to my world! I am happy and honored to care for your loved ones! With 15 years of experience caring for Dogs, Cats (and Bears oh my), Fish, Turtles, I have time-tested experience with success, and increasing enjoyability! I have a calm demeanor which has been in part inspired folks to call me a "dog whisperer." I will have an immediate, positive impact on your loved ones life, and want to be of service to our sacred pet community! I'm a recent Law graduate, looking for the next chapter of my adventure; and in the meantime I'd be honored to spend time taking the best care of your pet(s)! I believe all animals deserve compassion, attention, and a reliable food schedule/walks outside! I'll adhere to YOUR specific requests, I am here to serve YOU!

Sitter Profile Image: Maria F.
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Maria F.
from
$35
per visit
5.0 out of 5 stars
• 2 reviews
4 years of experience
Wilton, CT, 06897

About: I’m patient, reliable, and truly care about every dog I walk. I pay attention to their behavior, energy, and comfort so they feel safe and happy. I follow instructions closely and treat every dog like my own. I’m available for pet care in the afternoons after 3pm on weekdays, as well as all day on weekends. I offer walks, drop-ins, and boarding when you’re away on vacation. I always prioritize safety, trust, and comfort. In my care, pets are supervised, kept on their routine, and treated gently and patiently. In a client’s home, I respect their space and follow all instructions carefully to make sure the pet feels secure and comfortable.

Sitter Profile Image: Kevin & Ana C.
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Kevin & Ana C.
from
$30
per visit
5.0 out of 5 stars
• 156 reviews
40 repeat clients
4 years of experience
Norwalk, CT, 06854

“Kevin and Ana were terrific with my two pups. On time, followed all instructions carefully. Felt very comfortable with them and will be using their services again soon!”

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Kimberly C.
Sitter Profile Image: Dew G.
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Dew G.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 67 reviews
27 repeat clients
20 years of experience
North Salem, NY, 10560

“Dew is wonderful! She is very responsive and trustworthy. Our pups loved her immediately”

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Holly C.
Sitter Profile Image: Sarah N.
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Sarah N.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
40 years of experience
Norwalk, CT, 06850

“Sarah was an excellent sitter for my shy cat while I was away for a couple of days. She came over to meet him and learn the ropes, took care feeding him and cleaning up after him, and was perfectly communicative and trustworthy. I knew he was in good hands the whole time I was gone. Thank you Sarah!”

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Siobhan P.
Sitter Profile Image: Karabo T.
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Karabo T.
from
$18
per visit
6 years of experience
Bedford Hills, NY, 10507

About: I have over 5 years of experience caring for dogs and currently have two dogs of my own, so I understand the importance of patience, consistency, and love when caring for pets. I have experience with feeding schedules, walks, playtime, and ensuring pets feel comfortable and safe while their owners are away. As a responsible college student and former au pair, I am dependable, attentive, and comfortable managing routines. I treat every pet as if they were my own and strive to provide a happy, safe, and stress-free experience for both pets and their families. As a full-time college student with a flexible schedule, I am able to provide reliable and attentive care for your pets. I am available for drop-in visits, dog walking, and pet sitting during mornings, afternoons, evenings, and weekends depending on my class schedule. I understand the importance of consistency, exercise, and companionship, and I will make sure your pet receives plenty of attention, playtime, and care while you’re away I am a responsible and caring pet owner with two dogs of my own, so I understand how important it is to trust someone with your furry family member. I carefully follow feeding schedules, medication instructions, exercise routines, and any special care requirements. In your home, I will respect your space and maintain your pet’s normal routine to help them feel comfortable and secure. I provide regular updates, photos, and communication so you can have peace of mind while you’re away.

Sitter Profile Image: Emily R.
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Emily R.
from
$25
per visit
5.0 out of 5 stars
• 80 reviews
7 repeat clients
6 years of experience
Norwalk, CT, 06851

“Emily does a great job! We always come home to happy kitties!”

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Pam H.
Sitter Profile Image: Silvia F.
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Silvia F.
from
$20
per visit
6 years of experience
Ridgefield, CT, 06877

About: I have taken care of many different animals for years. I have taken care of dogs big and small, cats, and reptiles! I am home for a year until Ieave for grad school and I am open to help! I am open to boarding however I do have a dog as well! I am looking for something part-time, as I am a college student at Roger Williams University! I have classes during the day but I am free by the early afternoon! I always make sure to have an eye on them, that they have everything they need, follow instructions given, and make sure to give them love and attention!

Sitter Profile Image: Casey A.
Verified Enhanced Background Check
Casey A.
from
$18
per visit
13 years of experience
South Salem, NY, 10590

About: 🐾 Loving & Experienced Pet Sitter Available! 🐶🐱❤️ Animals have always been a huge part of my life! With approximately 15 years of experience working as a veterinary technician, I have extensive knowledge of animal behavior, health, safety, and overall care. Whether you have a playful puppy, a senior dog who needs extra attention, or a cat who prefers a little peace and quiet, I understand that every animal has its own personality and needs. I offer dependable, compassionate care, including feeding, walking, playtime, companionship, and lots of love! I’m also comfortable caring for senior pets, animals with medical needs, and pets who require a little extra patience. As a pet owner myself, I know how important it is to find someone you can trust with your furry family members. My goal is to make sure your pets feel safe, comfortable, and loved while you’re away. ❤️ Your pets will be treated like family, because that’s exactly what they deserve! 📍 Serving Northern Westchester and surrounding areas. 🐾 Feel free to message me to discuss your pet-care I am doing this because it allows me to be at home with my son when I need to be. It is flexible and it allows me to do what i love to do without having to to be stressed out over time periods. I have a large yard, and 2 very dog friendly dogs. One of them is 9 and the other one is 2 so she really enjoys playing outside. We have a dog safe and very loved home.

Sitter Profile Image: Cassidy M.
Verified Enhanced Background Check
Cassidy M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 116 reviews
41 repeat clients
6 years of experience
Downtown, Stamford, CT, 06905

“Cassidy was fantastic, first time using Rover for a short trip and will definitely not hesitate using in the future when I know our cats will be well taken care of!”

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Kimberly C.
Sitter Profile Image: Shannia C.
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Shannia C.
from
$20
per visit
4.6 out of 5 stars
• 11 reviews
3 repeat clients
1 year of experience
Norwalk, CT, 06855

“I was a bit hesitant leaving her with anyone, BUT SHANNIA is fantastic with my English Bulldog! She has a right shoulder injury and Shannia picks my dog up (weighing 54 lbs) up and downstairs! She wipes her 🐾 really good! She is amazing”

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Linda L.
Sitter Profile Image: Delphine J.
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Delphine J.
from
$28
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
18 years of experience
Ridgefield, CT, 06877

“Delphine provided excellent cat sitting services for Bill. She sent frequent updates and photos, keeping me reassured throughout. Bill was clearly well-cared for and happy in her care. Highly recommend!”

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Emily D.
Sitter Profile Image: Irma R.
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Irma R.
from
$25
per visit
5.0 out of 5 stars
• 1 review
10 years of experience
Westport, CT, 06880

“This was our first time using rover & Irma made the experience so great and put my worries at ease!! Great communication and very punctual with the visits.”

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Ericka G.
Sitter Profile Image: Catherine O.
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Catherine O.
from
$25
per visit
5.0 out of 5 stars
• 3 reviews
15 years of experience
Norwalk, CT, 06850

About: Fair warning: Pets are a little spoiled in my house! 😊 I've cared for animals my entire life and have experience with pets of all ages, sizes, and personalities. I've cared for my own senior dog throughout her final years, large and small breed dogs, rescue kittens, and adult cats, including raising my own two cats since they were kittens. I've trained all of my own pets and understand the importance of consistency. If your pet has specific routines, commands, or training practices you'd like maintained, I'm happy to follow them closely so their progress and structure continue seamlessly while they're in my care. I have a genuine soft spot for animals, and every pet in my care receives the highest quality treatment. Whether your furry friend enjoys treats, walks, playtime, or cuddles, they'll receive plenty of love, attention, and personalized care and are sure to have a great time while you're away. The day is dedicated to taking care of the fur babies. I'm available 7 days for check-ins, walks, home visits, and boarding. Let's connect and set up a time! My home is a relaxed space for cats or dogs to roam freely. My community offers a fenced in dog park and in my unit I have plenty of vertical space for your cat to rule over, including 2 cat towers and plenty of enrichment toys. I also have a catio on my balcony for some fresh air. If needed, I will separate my cats from more reactive animals while in my care.

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Pet parents share their Rover experiences - Lewisboro

1 / 1
5.0 out of 5 stars

We just moved to the area. Jennifer’s communication and punctuality gave us peace of mind when we were away for the weekend. Much appreciated!

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Christopher A.
Drop-In Visits
5.0 out of 5 stars

Lanie exceeded our expectations. From the moment we met her, she listened carefully, took notes, and asked thoughtful questions about our pups’ daily habits. Her natural ease with dogs was obvious, and we felt instantly comfortable. She helped us last minute and treated our dogs with such kindness and attention. Her communication was terrific—updates and photos throughout. She’s truly reliable and cared for our babies as if they were her own.

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Min Y.
Drop-In Visits
5.0 out of 5 stars

Wonderful care for our pups, especially as they have different needs and schedules. Looking forward to booking with her again!

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Kim G.
Drop-In Visits
5.0 out of 5 stars

Dee is a wonderful sitter for my kitty! She lets me know key details of how the visits go, and is patient with my girl who may or may not be in a social mood. Dee is also very flexible with last minute bookings and her care is much appreciated!

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Erin G.
Drop-In Visits
5.0 out of 5 stars

Anna took really great care of my cat. I can tell she has a genuine interest in the wellbeing of animals. She even sent a photo during her visit which put me at ease. Would definitely use again!

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Stuart P.
Drop-In Visits
5.0 out of 5 stars

Dylan was great! She took great care of Asti! She followed my instructions and was very communicative.

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Bianca D.
Drop-In Visits
5.0 out of 5 stars

Julia is a superb pet sitter. We were travelling out of the country leaving behind our 3 highly pampered cats, the eldest of which is 18 years old. She took beautiful care of them, twice a day, and kept us posted with updates and pictures. She cleaned up after them, brushed them, changed the litter and food, and got rid of the garbage just as I had instructed. The house smelled fresh and was clean when we got back. I could not ask for a better pet sitter. Her care made our vacation much more relaxed. The cats were happy too.

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Deborah T.
Drop-In Visits
5.0 out of 5 stars

Madyson was amazing. She followed directions exactly send a ton of photos and was responsive to texts. I cannot be happier with her. 🐾👍🙌

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Regina B.
Drop-In Visits
5.0 out of 5 stars

Lena was exceptional. She was very communicative and stayed in touch with updates, photos, and videos. Ginger was in great hands, and we look forward to using Lena again.

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Katie W.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Why Choose Rover?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

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

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FAQs for Pet Sitting - Lewisboro

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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.

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