Pet Sitting Westport

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 67
pet parents in Westport have booked pet sitting

Westport, 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: Oscar O.
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Oscar O.
from
$19
per visit
4.9 out of 5 stars
• 51 reviews
20 repeat clients
10 years of experience
Westport, CT, 06880

“Oscar was very professional and quick to respond. Our two boys felt very comfortable with him. If we ever need someone to help out with them again we will definitely choose Oscar. We told all of our friends and family in the area that they should reach out to him if they ever need assistance with their dogs.”

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Michael S.
Sitter Profile Image: Kim A.
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Kim A.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 90 reviews
15 repeat clients
50 years of experience
Westport, CT, 06880

“A fantastic relationship through and through. Kim is extremely responsive to communications. Her interaction with my little dog Fred - who is very shy and tentative with new people - was great. She reassured me during my trip that Fred was doing well and interacted with Kim very well. I am grateful for the sitting / home visits Kim provided. I would not hesitate to use Kim in the future.”

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Patrick G.
Sitter Profile Image: Jocelyn W.
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Jocelyn W.
from
$30
per visit
4.9 out of 5 stars
• 20 reviews
5 repeat clients
10 years of experience
Fairfield, CT, 06824

“Jocelyn did a fantastic job with drop in visits for our cats Cacio and Pepe. She covered all their basic needs and favorite things on each visit. She even cleaned up when one of our cats got sick. Loved receiving photos each time she finished a check in! Would definitely book again in a heartbeat.”

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Bianca M.
Sitter Profile Image: Samantha D.
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Samantha D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
25 years of experience
Bridgeport, CT, 06605

“Samantha was very communicative and took adorable pictures of our pup. She also was kind enough to come and meet our special needs girl before the first drop in. I highly recommend her!”

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Courtney H.
Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$30
per visit
5.0 out of 5 stars
• 47 reviews
23 repeat clients
20 years of experience
Norwalk, CT, 06851

“Jennifer did a great job. She’s very caring, kind and helpful. She treated Digby like a family member. Will definitely have her take care of him in the future. ??”

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Jamila E.
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: Iyanni & Tatiana V.
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Iyanni & Tatiana V.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
3 years of experience
Norwalk, CT, 06850

About: I've worked as a dog bather at two different dog grooming salons, where I gained experience handling dogs of all breeds, sizes, and temperaments. My partner and I have also owned and cared for pets our whole life—we have 5 cats and regularly dog sit our family members' dogs. My partner and I work well as a team to make sure every pet gets plenty of love, attention, and the best care possible. We also have experience working in the cleaning industry, so we understand the importance of keeping spaces safe, clean, and comfortable for animals. We currently have a very open and flexible schedule, which allows us to give pets plenty of attention throughout the day. We take a daily run and would be happy to bring an energetic dog along if it’s something they’re comfortable with. We also go to the gym each evening from 8–10 PM, but outside of that we are home and available. Because of our flexible routine, we can provide frequent potty breaks, playtime, walks, feeding, and lots of love and attention to make sure your pet feels comfortable and cared for while you’re away, at work, or just need a break for the day. Your pet’s safety and comfort are our top priorities. We provide a clean, calm, and loving environment where pets can feel at home. We have experience caring for both dogs and cats and currently have 5 cats of our own, so we’re very familiar with daily pet care routines. We follow each pet owner’s instructions closely regarding feeding, walks, medications, and special needs. With our flexible schedule, we’re able to provide frequent potty breaks, exercise, playtime, and plenty of attention to ensure every pet feels safe, happy, and well cared for.

Sitter Profile Image: Ashley G.
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Ashley G.
from
$20
per visit
2 years of experience
Norwalk, CT, 06850

About: I have two years of experience caring for a senior dog and a young cat, so I understand that every pet has their own personality, energy level, and needs! I love making sure pets feel happy, comfortable, and well cared for. I’m also a full-time grad student with a flexible schedule and an active lifestyle. I love staying on the move, and I’m always looking for a furry walking buddy to help me hit my daily step goal! Who says we can’t both get our steps in? As a full-time grad student, I have a flexible schedule that allows me to make plenty of time for your furry friends! I’m available seven days a week, with early mornings and mid-afternoons being especially convenient for me. That said, I’m happy to work around your pet’s routine and accommodate other times whenever possible. Whether it’s a morning walk, midday check-in, or weekend visit, I’d love to help! I’ve cared for pets in different home environments, from houses with backyards to apartment buildings. I always make it a priority to respect your home, follow your pet’s usual routine, and ensure they feel safe, happy, and comfortable while you’re away!

Sitter Profile Image: Matthew D.
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Matthew D.
from
$31
per visit
5.0 out of 5 stars
• 9 reviews
1 year of experience
Westport, CT, 06880

About: Growing up with cats and various household pets, and loving dogs all my life has lead me to care and appreciate pets into my adult life. Looking to take care of the ones who love us the most for you. I am currently a full time music educator during the weekdays so I am available after school to walk and pet sit on an hourly basis. On Fridays and weekends I am also available for over night care as needed. In your home I will abide by all rules and routines you may have already. I can also ensure consistent care and attention to your pet’s needs.

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: Karen Q.
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Karen Q.
from
$28
per visit
5.0 out of 5 stars
• 5 reviews
15 years of experience
Norwalk, CT, 06851

About: We have over 15 years of experience caring for dogs of all sizes and personalities. As lifelong dog lovers, we treat every dog like a member of our family. Our home features a large, beautiful fenced backyard where dogs have plenty of room to run, play, and explore. On warm days, they can also enjoy our fun, dog-friendly water play area to stay cool and active. We have a friendly Irish Doodle who loves making new friends, so your pup will have a playmate and plenty of companionship. your dog will receive lots of attention, exercise, love, and care throughout the day. I also provide regular photo updates so you can have peace of mind while you’re away. your pet will receive constant supervision, love, and attention throughout the day and always have company and will be treated like part of our family. I treat every dog like a member of our family. Dogs are welcome to relax anywhere in our home and will always have fresh water, plenty of potty breaks, regular walks, and lots of love. I have a large, fully fenced backyard where they can safely run and play. During the summer, they can also enjoy our fun water play area to stay cool. Safety and your pet’s happiness are always our top priorities.

Sitter Profile Image: Theresa K.
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Theresa K.
from
$18
per visit
20 years of experience
Norwalk, CT, 06851

About: I truly understand dogs- their behavior, body language, and needs. I treat every dog based on what it is that they need and truly have a genuine love for all animals I currently work during the day but I get out early most days with a flexible schedule. I am very active and love going to new places I make sure that they are comfortable, and that I familiarize myself . I am Punctual, responsible, and considerate in other peoples homes. I make sure the home and the dog are taken care of

Sitter Profile Image: Daniel D.
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Daniel D.
from
$20
per visit
3 years of experience
Norwalk, CT, 06855

About: Hi there! I’ve mostly taken care of cats, but I’m open to taking care of dogs & god walking if they are good with people. I work from home so having a pet to play with on my breaks will for sure keep me entertained all day! I’m a young, energetic man who works a remote corporate job. Looking for a pet to love & play with during the day so I don’t stare at my screen all day. My schedule is pretty flexible since I work from home. I do usually eat dinner with my family, so it would be ideal if I could go back home for a couple hours in the evening to eat with them. I’m an affectionate person who loves to play with pets because they get exercise & I get to destress. Especially since I work from home, I definitely have the time to give your pet the care & attention that you request. Lastly, as someone who loves to talk, I talk to pets all the time, of course in a sweet tone because I truly believe that dogs & cats can understand the things we say to them!

Sitter Profile Image: Ashley S.
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Ashley S.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Norwalk, CT, 06855

About: I grew up with pets all my life especially dogs. whenever my family has went on vacation they would call me to watch and take care of their pets. I also have a 16 year old shih tzu. my dog has allergies so I am well rehearsed in caring for dogs with allergies and administering oral medication or cream/ointment medication. He is also going blind so I have experience on handling dogs with vision impairment as well as neurological issues. I work until 5 during the week but some days i work from home and would be able to step out during those times. my weekends are open! my dog is a rescue so I have a lot of experience with anxious animals. I'm also very good at keeping a set schedule for the animals if needed for food or play time.

Sitter Profile Image: Nikki W.
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Nikki W.
from
$25
per visit
5.0 out of 5 stars
• 13 reviews
8 repeat clients
5 years of experience
Norwalk, CT, 06850

“Nikki is always prompt and treats my dog like her own!”

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Mandy H.
Sitter Profile Image: Skye G.
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Skye G.
from
$20
per visit
10 years of experience
Norwalk, CT, 06854

About: I’ve been surrounded by different types of animals my whole life! No breed is too big or too small, I love them all. I’ve taken care of furry friends ever since I was a child and want nothing more to ensure that they are given the necessary love and affection that they deserve. I currently do work and go to school but I can always make time to care for your furry friend. I’m available for boarding, sitting, and walking! I am mostly available Sunday, Monday, Friday, and Saturday. I always ensure safety for your pet. Following your instructions and wishes are important for the job. Each pet has different needs and care. Getting your pet comfortable and to trust me is very important for great service. Your pets are safe with me!

Sitter Profile Image: Erin C.
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Erin C.
from
$38
per visit
5.0 out of 5 stars
• 6 reviews
10 years of experience
Westport, CT, 06880

About: I began pet sitting for neighbors in Boston and continued building my network after moving back to Connecticut. I now care for dogs throughout the year for friends and their families, usually four to five weeks annually. I work fully remote, so pets get steady company and attention throughout the day. I enjoy having animals around and treat them like part of the routine, not an interruption. I have an indoor cat who is fully vaccinated, so dogs are still welcome. If your pet needs a calm home, a reliable schedule, and someone who is present, I am a strong fit. I work fully remote, so pets are with me throughout the day. I start early, which leaves time for morning routines before work, and I take regular breaks for walks and check ins. Evenings are for longer walks, feeding, and downtime. If a pet has specific needs, I adjust my routine to match them. Pets stay in a calm, tidy home where I am present throughout the day. I work fully remote, so dogs get steady company, regular walk breaks, playtime, and a consistent routine. I follow each pet’s feeding schedule, medication needs, and any rules you share. My indoor cat is fully vaccinated and comfortable with visiting dogs. I introduce pets slowly and make sure everyone has their own space. If your dog has specific routines or preferences, I adjust to match them.

Sitter Profile Image: Annabelle K.
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Annabelle K.
from
$22
per visit
5.0 out of 5 stars
• 18 reviews
4 repeat clients
18 years of experience
Fairfield, CT, 06824

“Annabelle was great with Miles and took such good care of him! She provided me with the cutest photos and sent an update during her visit which I really appreciate!”

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Jules A.
Sitter Profile Image: Alexis J.
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Alexis J.
from
$14
per visit
20 years of experience
Norwalk, CT, 06850

About: I’ve always had a genuine love for animals and understand that every pet has their own personality, routine, and needs. I treat every pet in my care like they’re part of my own family, making sure they feel safe, comfortable, loved, and entertained while you’re away. I’m patient, attentive, and dependable, whether your pet loves long walks and playtime or would rather curl up for cuddles and belly rubs. I’m comfortable following specific feeding schedules, walking routines, crate routines, and other care instructions you provide. I also understand that puppies may need extra patience, consistency, frequent potty breaks, and lots of positive attention, while senior pets may need a slower pace, extra comfort, and a little more TLC. Most importantly, I know how hard it can be to leave your pet with someone new. My goal is to give your pet plenty of love and attention while giving you peace of mind knowing they’re being cared for by someone who truly cares. 🐾❤️ I currently have a very flexible schedule, which gives me plenty of time to give your pets the attention and care they deserve! 🐾 I’m available throughout the day for walks, potty breaks, feeding, playtime, cuddles, and check-ins. Since my schedule isn’t tied to a traditional workday, I can be flexible with early mornings, daytime care, evenings, and weekends. Your pet won’t just be squeezed into my schedule—they’ll be an important part of my day! ❤️ Your pet’s safety and comfort will always be my priority. 🐾 I take the time to learn each pet’s routine, personality, boundaries, and any special instructions so I can provide care that feels familiar and comfortable to them. Whether I’m caring for your pet in my home or yours, I’ll keep their environment clean, secure, and stress-free. I’ll carefully follow feeding, walking, potty, crate, and medication instructions provided by you, and I’ll never force interaction with a pet who needs extra time or space to feel comfortable. When caring for pets in a client’s home, I’m also respectful of your space and privacy. I’ll keep you updated with messages and photos so you can relax knowing your pet is safe, loved, and getting plenty of attention while you’re away. ❤️🐶🐱

Sitter Profile Image: Kelly F.
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Kelly F.
from
$35
per visit
10 years of experience
Fairfield, CT, 06824

About: I’ve been around dogs for most of my life and have experience caring for dogs of different sizes and personalities. I’m comfortable with feeding, walks, playtime, bathroom breaks, and giving them plenty of attention and affection. I understand how important it is to follow each dog’s normal routine and make sure they feel safe and comfortable while their owner is away. I’ll care for your dog like they’re my own! My schedule is pretty open, allowing me the flexibility to be available almost every day for walking pups and providing them with the exercise and attention they need. I prioritize safety, build trust with pets, and create a comfortable environment whether caring for them in my own home or at the client's home.

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The median cost per visit for pet sitting in Westport is $25

Pet parents share their Rover experiences - Westport

1 / 1
5.0 out of 5 stars

Responsive, respectful, and followed all special instructions making sure my sweet fur babies were well taken care of. ❤️Will definitely book again!

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

Charlotte was great! So dependable and easy going letting out our precious Pomeranian who is anything but easy going. Charlotte persisted to earn her trust and slowly Poppy warmed up. We will absolutely use Charlotte again. We feel very lucky to have come across her wonderful Pet Sitting Services.

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Jennifer L.
Drop-In Visits
5.0 out of 5 stars

Jenny was right on time, sent lots of pics, and put my mind at ease for a last minute request. Would definitely use her again!

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Vanessa M.
Drop-In Visits
5.0 out of 5 stars

I can’t recommend her enough! As a first-time dog sitter user, I was a little nervous, but she made the whole experience so easy and stress free. She’s kind, caring, and trustworthy. Benny is a huge fan too, which says it all! Highly recommend her to anyone looking for an amazing dog sitter.

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Shannon F.
Drop-In Visits
5.0 out of 5 stars

It was my first time using Rover and Jenn did a great job taking care of my cat, Luna. Luna was a bit nervous and Jenn took the time to make her comfortable and they were best friends by the end! I would definitely book Jenn again in the future.

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Lauren F.
Drop-In Visits
5.0 out of 5 stars

I don’t let many people take care of my dog, but Shannia pays attention to every detail about Venus and updates me with videos and photos. She wipes her paws. She even picks her up because she had a shoulder injury. I will continue using.Shannia to take care of my pup

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Linda L.
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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  • Reservation protection

    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

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Popular requests for pet sitting - Westport

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Sitters in Westport average 5
repeat pet sitting clients

FAQs for Pet Sitting - Westport

Frequently asked questions about Rover

The average cost of Pet Sitting in Westport is $25 per visit as of October 2026. Most bookings cost between $19 and $32 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 October 2026, there are 4,815 sitters on Rover offering Pet Sitting across Westport. 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 .

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 with handling special pet needs in Westport. On Rover:

  • 88% of sitters can help with special care needs
  • 91% 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.

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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