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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Over 55
pet parents in Lewisboro have booked pet sitting

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.

1 / 1
Sitter Profile Image: John H.
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John H.
from
$28
per visit
5.0 out of 5 stars
• 25 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: Joseph R.
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Joseph R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 32 reviews
9 repeat clients
30 years of experience
Bedford Hills, NY, 10507

“Joseph always goes above and beyond as a pet sitter. He is an incredibly good communicator and I know that my dog is being well loved and taken care of under Joseph’s care. My dog is very active and still has lots of puppy energy, but Joseph remains patient with him and makes sure that my dog can safely get his energy out.”

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Paulina C.
Sitter Profile Image: Jennifer D.
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Jennifer D.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 51 reviews
21 repeat clients
1 year of experience
New Canaan, CT, 06840

“Jennifer did a great job popping into the house and caring for our cats while we were on vacation. We were extremely satisfied and will definitely book again. Thanks Jennifer!”

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Elena T.
Sitter Profile Image: Cam C.
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Cam C.
from
$20
per visit
5.0 out of 5 stars
• 59 reviews
30 repeat clients
6 years of experience
Wilton, CT, 06897

“Cam was great! Super helpful taking care of our cat and solving problems that arose while we were away. Consistent communication, friendly, thorough - would definitely recommend!”

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Christine V.
Sitter Profile Image: Liz B.
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Liz B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
New Canaan, CT, 06840

“Liz and Izzy were super kind and helpful! Would highly recommend.”

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Christopher A.
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: Jayna S.
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Jayna S.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
• 29 reviews
11 repeat clients
19 years of experience
Cross River, NY, 10518

“Jayna agreed to take care of my baby girl pretty short notice and was completely accommodating. She kept me in the loop to everything that happened which was very comforting and extremely appreciated! I will be booking her again for sure!”

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Silvana X.
Sitter Profile Image: Leigh K.
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Leigh K.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
3 years of experience
Ridgefield, CT, 06877

“Leigh was amazing!!! I have a grumpy old lady Lab who she took excellent care of.”

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Michelle M.
Sitter Profile Image: Lisa M.
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Lisa M.
from
$25
per visit
10 years of experience
Cross River, NY, 10518

About: As the owner of three dogs, I understand how important it is to have someone you can trust with your pets. I’m reliable, patient, and will care for your dog like one of my own, making sure they feel safe, loved, and well cared for while you’re away. I currently work at a hospital 3 days a week so I’m available . I’m also an empty nester so I have time in my schedule . I follow each pet’s routine, provide fresh food and water, daily walks, playtime, lots of attention, and ensure they feel safe, comfortable, and loved. ..

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 came exactly when they said, walked my dogs and dried them off from the rain, and were very communicative. When my new address was not updated in the system and they ended up at my old address, they contacted me right away and without hesitation went to my new address 20 minutes away. I will definitely get in touch again when I need a dog walker and sitter!”

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Caren B.
Sitter Profile Image: Laura P.
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Laura P.
from
$30
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
25 years of experience
Redding, CT, 06896

“Laura really helped us out last minute and took fantastic care of our three pups! This was my first time using the service and I will absolutely use Laura again.”

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Tanya B.
Sitter Profile Image: Samantha D.
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Samantha D.
from
$30
per visit
5.0 out of 5 stars
• 11 reviews
5 repeat clients
30 years of experience
New Canaan, CT, 06840

“Samantha was very detailed about her care and I felt safe leaving my girls with her! My husband and I are always so anxious leaving our cats and have an obnoxiously long list of to-dos but Samantha was patient and followed through with it all. Thank you again.”

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Rabecca P.
Sitter Profile Image: Evi S.
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Evi S.
from
$30
per visit
10 years of experience
North Salem, NY, 10560

About: I’ve grown up with cats and dogs my entire life, and my experience goes beyond being a pet owner. I’ve fostered dogs and cats of all ages, from newborn puppies and kittens without a mother to senior animals needing extra care and attention. I’ve helped nurse animals back to health and prepare them for their forever homes, and I’ve volunteered at animal shelters walking and caring for dogs. What sets me apart is my hands-on experience with animals at every stage of life, including those who need extra patience, specialized attention, or a little extra love. I understand that every pet has a unique personality and individual needs, and I take the time to make each one feel safe, comfortable, and cared for. I treat every animal as if they were my own and understand that pets are family! My schedule is flexible, with a preference for Monday through Friday during daytime hours. I also have occasional weekend availability and am happy to coordinate with pet parents to find a schedule that works best for everyone. I’m committed to providing reliable, consistent care that fits your pet’s needs and routine! I provide care in your pet’s own home to help them feel comfortable and maintain their normal routine while you’re away. I follow your instructions for feeding, walks, playtime, and any special care needed. I treat your home with respect and your pets like my own, making sure they receive plenty of attention, affection, and care. I’m also happy to send photo updates so you can have peace of mind while you’re away!

Sitter Profile Image: Jan M.
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Jan M.
from
$20
per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
50 years of experience
Norwalk, CT, 06850

“Jan cared for our cat when we were on vacation in April. She was an outstanding and very attentive caretaker. She clearly has a lot of love for animals and a passion for spending time with them. Jan was very thorough during each visit and sent many photos that our family enjoyed. I would highly recommend her for any of your pet-sitting needs!”

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Dave H.
Sitter Profile Image: Jason S.
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Jason S.
from
$40
per visit
5.0 out of 5 stars
• 17 reviews
7 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: Kayla P.
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Kayla P.
from
$30
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
6 years of experience
Ridgefield, CT, 06877

“Kayla is warm, responsible, and reliable. She took care of our dogs with love and attention. :) When we got back, the dogs were happy, and it seemed that they hardly knew we were gone!! We will be relying on Kayla for all of our future pet needs. :)”

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Teresa S.
Sitter Profile Image: Mallory H.
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Mallory H.
from
$25
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
New Canaan, CT, 06840

About: Having grown up in a household bustling with three dogs and three cats, I've been immersed in pet care from a very young age! My hands on experience ranges from raising a German Shepherd to managing the boundless energy of a Husky and the loyal companionship of a Lab—each breed presenting its unique challenges. As a college student, I continue this passion with my beloved dog, Dewey, who is a constant companion. My specialties include embracing long walks (hiking is a favorite), potty training, and dedicating quality time to ensure pets are happy and healthy. As a recent college student with a vast amount of flexibility, I find more time to dedicate to my passion for pet care. Though I work part-time nannying , my free moments are often spent on long walks with my dog, Dewey, or those of my friends. These outings range from early morning walks to peaceful nighttime walks, seamlessly integrating into my daily routine. In my home, I create a welcoming environment for pets by ensuring they have a safe, comfortable space for their little vacation! I prioritize routine, from feeding and exercise to play and rest in my acred fenced backyard, adapting to the individual needs of each pet. When caring for pets in a client's home, I maintain their familiar routines to minimize stress. Since each pet is different, I have to adapt to what they are used to at home to make them comfortable. I also keep thorough communication with owners, providing updates and seeking guidance to tailor my approach according to the pet’s habits and preferences. Whether in my home or theirs, I am committed to providing a nurturing and attentive care environment that meets each pets unique personality!

Sitter Profile Image: Silvia F.
Verified Enhanced Background Check
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: Beatriz G.
Verified Background Check
Beatriz G.
from
$22
per visit
20 years of experience
New Canaan, CT, 06840

About: I have been care dogs since my 8 years old,I always had dogs and I love to spend my time with them,playing,walking ,I like the connection with the dogs and of course life is so much better with them! Weekly routine I am always free and I like to go walk with the dogs. Weekday usually I am free between 9 am until 1 pm. I like to use some toys to play with the dogs, ball or anything that I know the dog likes, also I try to keep all organized after the dogs play.

Sitter Profile Image: Clarissa G.
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Clarissa G.
from
$23
per visit
5.0 out of 5 stars
• 3 reviews
8 years of experience
Glenbrook, Stamford, CT, 06906

“We needed a new dog walker and Clarissa has been great with our puppies- they love her.”

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Jonathan B.
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The median cost per visit for pet sitting in Lewisboro is $25

Pet parents share their Rover experiences - Lewisboro

1 / 1
5.0 out of 5 stars

Jennifer is our very trusted caregiver for our cat Leo. She is punctual to the minute, thorough, caring and communicative. 100% recommend.

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

Caroline was absolutely wonderful. I’d definitely book again and refer her to anyone that needs a reliable, attentive dog sitter. Great communication.

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Allison D.
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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  • 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

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  • 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 pet sitting

  1. 1. Search

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

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Popular requests for pet sitting - Lewisboro

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Sitters in Lewisboro average 5
repeat pet sitting clients

FAQs for Pet Sitting - Lewisboro

Frequently asked questions about Rover

The average cost of Pet Sitting in Lewisboro is $20 per visit as of November 2026. Most bookings cost between $13 and $31 per visit. 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 November 2026, there are 4,468 sitters on Rover offering Pet Sitting across Lewisboro. Enter your ZIP code to see which available sitters are closest to your home.

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 Rover's Trust & Safety page.

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.

Yes, you can find sitters who have experience with handling special pet needs in Lewisboro. On Rover:

  • 87% of sitters can help with special care needs
  • 90% 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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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