Dog Sitting Darien

Book a Darien dog sitter to watch your dog in your sitter’s home or yours.

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Over 35
pet parents in Darien have booked dog sitting

Darien, Find top rated dog 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: 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 provided drop in visits for our 3 cats while we were away on vacation. She was super friendly, reliable and an excellent communicator. She was also accommodating to our specific requests and we were able to relax knowing that our cats and house were in amazing hands while we were away. We will not hesitate to book Samantha again in the future.”

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

“She was excellent.”

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Aaron D.
Sitter Profile Image: Lindsay P.
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Lindsay P.
from
$40
per visit
5.0 out of 5 stars
• 43 reviews
28 repeat clients
15 years of experience
Darien, CT, 06820

“Lindsay is such a kind sitter with whom we always feel comfortable trusting with our senior golden retriever. She follows direction for feeding, medicine, and making sure he is safe when she leaves.”

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Christofer G.
Sitter Profile Image: Crystal I.
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Crystal I.
from
$40
per visit
5.0 out of 5 stars
• 15 reviews
1 repeat client
8 years of experience
Waterside, Stamford, CT, 06902

“Crystal is the best. She is excellent with Snow. She is the doggie whisperer. Crystal is my fur baby favorite. Professional,on time, and goes beyond expectations.”

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Dina M.
Sitter Profile Image: Sindy A.
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Sindy A.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
8 years of experience
Downtown, Stamford, CT, 06901

“Sindy was GREAt! Friendly and Very responsive, flexible about timing and last minute needs! She sent us adorable pictures of Loki during her stay <3 We glad we met her and definitely recommend ;)”

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Thaynara D.
Sitter Profile Image: Richard T.
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Richard T.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
40 years of experience
Turn Of River, Stamford, CT, 06905

About: I have always had pets in life (dogs, cats, rabbit, hamsters, fish) and even adopted a dog to live with me when I was in college. The majority of my experience is with dogs and it spans all sizes and breads (from an 8-pound Maltese to a 70+ pound American Staffordshire Terrier). Over the last few years, I have worked with several animal shelters and opened my house to foster pets in need. During this time I have worked to train puppies and taken care of pets that required special attention due to illnesses. I have recently retired and now have plenty of time to live the dream of caring for and playing all day with your fur children. I live on a pet friendly street (cul-de-sac) and my house is properly secure to keep pets safe (gates, crates if needed) and happily engaged in activities.

Sitter Profile Image: Dardani A.
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Dardani A.
from
$25
per visit
15 years of experience
Cove-East Side, Stamford, CT, 06902

About: I've taken care of all kinds of animals for over 15 years, including my own. An animal lover to the core, I will bring love and care to your furry children. I have a very flexible work schedule so I can always work with you to be available at a time that is convenient to you Either in your home or my own, I strive to maintain professionalism as well as truly caring for the wellbeing of the pet and making sure they are taken care of and comfortable

Sitter Profile Image: Hillary B.
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Hillary B.
from
$20
per visit
5.0 out of 5 stars
• 26 reviews
7 repeat clients
6 years of experience
Westport, CT, 06880

“Hillary was great at handling all my questions since the day I was leaving my cat started having issues with his eye. She followed my snack and medicine request perfectly and made sure everything in the house was secure before she left. Both cats were happy and well taken care of.”

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Vanessa B.
Sitter Profile Image: Alexa W.
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Alexa W.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
20 years of experience
Norwalk, CT, 06854

“Love working with Alexa! She is super responsive, attentive and flexible to work with. She always sends lots of updates which is always reassuring to know my kitties are always safe and very well taken care of with her. Couldn’t recommend her enough!”

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Marcelline L.
Sitter Profile Image: Denise M.
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Denise M.
from
$35
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
15 years of experience
Downtown, Stamford, CT, 06902

About: Hi, I'm Denise and have worked in doggie daycare and pet sitting, including fostering for many years. My full time job pays my mortgage but caring for animals brings me joy. I am professional, polite, old school and give personalized attention to your pooch. I'm available super early weekday mornings, evenings and all day Saturday and Sunday. I currently work full time near home so I can easily get home for potty breaks. Pets will never be alone for more than 4 hours. I always am sure they are leashed before the door is open. While I do not have a fenced in yard, I'm an avid walker so your pets will surely get the steps in. I work a mile from home so mid day potty breaks are easy. I'm a big walker so pups get their exercise and lots of play time at home. I always keep the pups in my care away from other dogs and people for safety. I do not have a fenced in yard but have enough property for a late night quick pee and poop.

Sitter Profile Image: Jorge L.
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Jorge L.
from
$40
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
7 years of experience
Springdale, stamford, CT, 06902

About: Hello there, Let me talk a little bit about myself, since I was a kid, I grew up with so many kinds of animals, horses, chickens, ducks, birds, and about 8 dogs. But there was always this connection between me and the puppies. so, time went by so quick, and I got older and i decided to get me the most beautiful Husky. I never thought this boy would teach me so many things. I had some struggles training him, but I accomplished something that I thought it was impossible to do with huskies. now that he is getting a little older, I decided to get him a sister but this time I went with a German shepherd. every time I get around new people, they always ask me if I'm a dog trainer because the way my 2 babies are well behaved. So as all of you can see or image, I have many years of experience, I have been around dogs my whole life, I just love them if I could give my live to safe one. Thank you I work from home between 4AM-11AM so after that I free every day. or sometimes I don't even work and have plenty of free time to play with puppies. I make sure there's always that morning walk, make sure they eat and do their business outside, but specially I make sure they feel the love from the human so they can feel safe.

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: Kimberly D.
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Kimberly D.
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
25 years of experience
Norwalk, CT, 06851

“Sam had a great time with Kim as evidenced by the photos she sent. It was evident that he felt really comfortable with her. We'll be seeing her again.”

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Robert C.
Sitter Profile Image: Carolina B.
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Carolina B.
from
$20
per visit
5 years of experience
Norwalk, CT, 06854

About: I will take care of your dogs as if they were mine. I will become your doggos bff until your back home! I will also make sure to send lots of pictures :) I will be available on weekends and week nights. It would be very important to me to meet your dog before sitting so they know me before sitting. I do not have any pets. I recently lost my beautiful Choco to cancer. He was a beautiful brown golden doodle but looked more like a brown golden retriever. I have a small fenced yard and the neighborhood I am in is very quiet and pet friendly.

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: 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: Valerie G.
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Valerie G.
from
$20
per visit
31 years of experience
Darien, CT, 06820

About: I was raised from day one with a large pup, and now myself an a owner of a large pup! I am very patient and understanding. I am a teacher, and would be able to start my services around 4:00 pm and end around 7:00pm. I have my own fur baby to take care of too! I can feed your dog, and willing to clean accidents. I love to play with pups as well! I will walk outside with the dog to go to the bathroom.

Sitter Profile Image: Gianna M.
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Gianna M.
from
$25
per visit
8 years of experience
Downtown, Stamford, CT, 06901

About: I have experience caring for dogs and cats of all ages through walks, drop-ins, and overnight stays. I’ve cared for my own two family dogs as well as pets for multiple families, so I’m comfortable stepping into different routines and environments. I also worked in an emergency veterinary clinic in an administrative role, where I was around a wide range of pet personalities and situations. That experience helped me better understand animal behavior, stress signals, and the importance of clear routines and communication between owners and caregivers. I’m reliable with following instructions closely, including feeding schedules, routines, and administering medications when needed. I understand how important consistency is for pets, especially when their owners are away. My approach is to match each pet’s energy—whether that means calm companionship or active play—while making sure they feel safe, comfortable, and cared for. My goal is always to maintain their normal routine as closely as possible so they feel at ease until you return. My schedule is built around a full-time job, working Monday through Friday from 7–4. I’m available early mornings, evenings, and have the most flexibility on weekends. I can occasionally do midday check-ins depending on my workday, and I’m open to walks, drop-ins, and overnight stays. I’m reliable and do my best to accommodate requests with some advance notice. My goal is to provide consistent, dependable care that fits smoothly into both my schedule and your pet’s routine. I prioritize each pet’s safety, comfort, and routine while caring for them in the client’s home. I follow all instructions closely, including feeding schedules, walk routines, and any specific care guidelines to keep pets consistent and comfortable. I’m respectful of the home and make sure everything is kept clean, secure, and as I found it. I’m very mindful of doors, gates, and leashes during walks and visits to ensure pets are always safe. My approach is calm and attentive so pets feel at ease while their owners are away. My goal is to provide dependable care and give owners peace of mind knowing their pets are in good hands.

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: Heidi D.
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Heidi D.
from
$20
per visit
10 years of experience
Downtown, Stamford, CT, 06901

About: I’ve had dogs ever since I was a baby and have cared for friends dogs as well. I love them so much! All breeds and sizes My schedule changes from time to time since I am currently waitressing as I look for my next full-time position. This is helpful as I have open afternoons and mornings quite often. I live and take care of my grandmother in a gated community. Great for walks and is very clean and quiet. There are plenty of owners who walk their dogs around. Can be avoided if your dog doesn’t like others!

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The median cost per visit for dog sitting in Darien is $25

Dog parents share their Rover experiences - Darien

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5.0 out of 5 stars

Ashley is a excellent pet sitter! She did a great job looking after our puppy & two cats. We are so glad we found her & recommend her very much.

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Maria C F.
Drop-In Visits
5.0 out of 5 stars

Patricia went above and beyond! We felt so comfortable having her stop by to care for Riley. She was prompt, communicative, and went above and beyond making sure everything was good for Riley (and us) while we were away. Will definitely be using her again if we need and highly recommend to others!

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Angela I.
Drop-In Visits
5.0 out of 5 stars

Kathy was great with Asti and took her for a nice walk. You can tell she is an animal lover and goes above and beyond.

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

Pam did an amazing job taking care of our dog while we were out of town for a few days! She was very responsible, communicative, and trustworthy.

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Kari N.
Drop-In Visits
5.0 out of 5 stars

Lindsay is such a kind sitter with whom we always feel comfortable trusting with our senior golden retriever. She follows direction for feeding, medicine, and making sure he is safe when she leaves.

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

My dogs loved Emma right away. She is reliable and truly professional. We'll definitely contact her for more walks.

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

Sofia did an excellent job with our 2 dogs. She came out on an emergency for the night shift while we were away. I have one handicapped pitbull and a 1 yr old jack Russel terrier who quickly warmed up to Sofia. Thank you again 🙏

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craig m.
Drop-In Visits
5.0 out of 5 stars

Meghan took great care of my dog, was communicative and followed everything I needed to set my dog up for success!

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Victoria 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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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.

  • World-class support

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

How to book dog sitting

  1. 1. Search

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

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Sitters in Darien average 5
repeat dog sitting clients

FAQs for Dog Sitting - Darien

Frequently asked questions about Rover

The average cost of Dog Sitting in Darien is $33 per visit as of November 2026. Most bookings cost between $0 and $33 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 6,595 sitters on Rover offering Dog Sitting across Darien. 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Darien choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Darien with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 87% of sitters can help with special care needs
  • 89% 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.

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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