Pet Sitting Wingdale

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Over 20
pet parents in Wingdale have booked pet sitting

Wingdale, 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: Aliya T.
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Aliya T.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
21 reviews
12 repeat clients
2 years of experience
New Milford, CT, 06776

Aliya is a great dog sitter! She is very reliable. This was her second weekend helping us with drop in visits to take care of our dog. She was very responsive and caring for our dog. We will definitely be asking Aliya first next time we need someone.

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Emily S.
Sitter Profile Image: Casey S.
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Casey S.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
89 reviews
26 repeat clients
16 years of experience
Wingdale, NY, 12594

Casey is the best! Any time Casey drops by the check on the cats while we are away, we come home to very happy kitties. Casey also always takes time to play with them and send pictures! 🐈🐈‍⬛

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Julianna W.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
26 reviews
6 repeat clients
20 years of experience
New Milford, CT, 06776

Emily is sweet and loving. She clearly loves animals and our two pups love her. Emily is dependable and prompt and quickly responds. We are planning to have her back on regular schedule.

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Patti T.
Sitter Profile Image: Giovanna D.
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Giovanna D.
from
$18
per visit
5.0 out of 5 stars
4 reviews
1 year of experience
New Milford, CT, 06776

Giovanna is absolutely wonderful! She took great care of our two dogs and communicated with us the whole time we were away. We will definitely be using her again!

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Katie G.
Sitter Profile Image: Jillian P.
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Jillian P.
from
$16
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
New Milford, CT, 06776

About: Growing up, I had a Lab and then a Boxer and two cats. I've also helped my aunt at the doggie daycare she runs out of her home where she often has more than 10 dogs at a time. Everything from a Great Pyrenees to German Shepherds to Doodles to Yorkies. And it's always so much fun! The care I'll give your pets will really depend on them and their needs. There's a very large unfenced grass area behind my apartment building that would be perfect for walks or play. And there are multiple parks in the area too we could explore. At yours, I'd keep whatever their normal routine is. Whether that's taking walks, throwing the ball or just sitting and chilling and scratching butts. Their butts of course! There's a very large unfenced grass area behind my apartment building that would be perfect for walks or for play. And there are multiple parks in the area too. At yours, it depends what you need. We could take walks, throw the ball or just sit and chill and scratch butts. Their butts of course!

Sitter Profile Image: Jessica B.
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Jessica B.
from
$28
per visit
5.0 out of 5 stars
1 review
2 years of experience
Sherman, CT, 06784

About: I'm here to take the stress off your shoulders. As an animal lover, I’m dedicated to providing your pets with the best care possible. From long walks and fun playtime to plenty of good ol' fashioned love, I’ll make sure they feel right at home. I have had a dog since I was 11 and I have also had two cats. In addition to taking care of my family pets, I have also taken care of many dogs and cats of various sizes and demeanors. I am free most evenings of the week and I am also free most weekends. I would love to use this time to take care of a loving animal. I make it a priority to get to know the animal and make sure there is a sense of trust. I want to ensure that both your animal and I are able to get along well. I enjoy taking dogs on walks and playing with them in the yard.

Sitter Profile Image: Timothy D.
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Timothy D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Arlington, NY, 12603

Timothy was a great sitter for our elderly cat. He was patient, kind and easily administered medication for our fur guy. We absolutely will hire Timothy again when we’re out of town and know our cat Stoopy would be in good hands.

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Lauren K.
Sitter Profile Image: Kevin H.
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Kevin H.
Star Sitter
from
$33
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
Holmes, NY, 12531

Kevin has been super helpful. He maintains great communication and I can tell he really cares about my dog. I highly recommend.

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Nick B.
Sitter Profile Image: Laudymarie S.
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Laudymarie S.
from
$25
per visit
28 years of experience
New Milford, CT, 06776

About: I’ve been surrounded by animals throughout my life and have cared for pets of all shapes, sizes, ages, and personalities, from small and shy to big, energetic, and outgoing. Because of that experience, I’m comfortable adapting my approach to each pet rather than expecting every animal to respond the same way. I’m confident caring for both small and large breeds, energetic puppies, adult pets, and seniors who may need a little extra patience and attention. I’m also comfortable administering medications and following specific feeding, exercise, or care instructions. I understand that shy or anxious pets may need time and space to build trust, while more outgoing pets might be ready for playtime the second I walk through the door! Most importantly, I treat every pet as if they were my own. I’ll pay attention to the little things, keep their routine as familiar as possible, and provide plenty of love, patience, and reassurance. I also know how important peace of mind is for pet parents, so you can expect reliable communication and updates while your furry family member is in my care. 🐾❤️ Pet care fits naturally into my daily routine, and I have the flexibility to dedicate plenty of time and attention to the pets in my care. I’m happy to work around each pet’s established schedule, whether that means morning or evening walks, regular potty breaks, feeding times, medication, playtime, or simply keeping them company. I understand how important consistency is for pets, especially when their favorite humans are away, so I make maintaining their normal routine a priority. Whether your pet needs lots of activity and attention or prefers a quieter day filled with naps and cuddles, I’m happy to adjust my schedule to what makes them happiest and most comfortable. 🐾❤️ When I’m caring for your pet in your home, I want them to feel like their routine hasn’t skipped a beat. I’ll follow your instructions closely, from meals, walks, potty breaks, and medications to favorite toys, sleeping spots, and all those little quirks that make your pet uniquely yours. 🐾 Having owned and cared for animals of all sizes, ages, and personalities throughout my life, I’m comfortable with the shy ones who need time to trust, the big personalities who want to play nonstop, and the seniors who just want some extra patience and love. I also know you’re trusting me with two things that mean a lot to you: your pet and your home. I’ll treat both with the same care and respect I’d want for my own. Expect plenty of love, attention, photos, and updates, because being away from your pet is much easier when you can actually see that happy face! ❤️🐶🐱

Sitter Profile Image: Stephen N.
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Stephen N.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
36 reviews
13 repeat clients
25 years of experience
Beekman, NY, 12533

Stephen is amazing! He’s well-versed with large breeds, and we were so happy to find someone experienced who Bowser absolutely loves walking with. He’s always punctual, and after just two walks, Bowser is already so excited to see him! It’s hard to find someone you can truly trust with your dog, and Stephen is definitely that person. Highly recommend!

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Misbah A.
Sitter Profile Image: Bianca W.
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Bianca W.
from
$25
per visit
1 repeat client
5 years of experience
12590

About: Hi! I'm so glad you're here! I know how important it is to find someone you can completely trust with your pet and that's exactly the kind of care I strive to provide. Whether your pup needs a fun walk to burn off energy or they just want a friendly face while you're away, I'll make sure they feel safe, loved, and cared for every step of the way. I treat every pet as if they were my own, following their routine closely so they stay comfortable and stress-free. I have five years of experience with both my own and family members' dogs, giving me hands-on experience with daily walks, feeding, playtime, and providing lots of love and attention. You can expect dependable communication, plenty of photo updates, and personalized care based on your pet's unique personality and needs. I know every animal is different, and I take the time to earn their trust while making sure you have complete peace of mind. I currently work part-time, giving me flexibility for dog walks and drop-in visits throughout the week. I'd love the opportunity to meet you and your furry family member! Your pet's safety and well-being are always my top priorities. I understand that every pet has their own routine, personality, and needs, so I'll take the time to follow your care instructions carefully and make sure they feel comfortable during every visit. Whether we're out for a walk or spending time together at home, I'll provide a calm, caring, and dependable environment while treating your pet and your home with the utmost respect. My goal is to give you peace of mind, knowing your pet is in safe and caring hands. Here are the Services I offer and What to Expect: 30 Minute Dog Walks include a fun stroll around your neighborhood or a nearby trail to give your pup the exercise, fresh air, and mental stimulation they need during the day. 30 Minute Drop-Ins include potty breaks, feeding, playtime, and of course plenty of snuggles to keep your pet happy and comfortable while you’re away.

Sitter Profile Image: Cory M.
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Cory M.
from
$20
per visit
5.0 out of 5 stars
62 reviews
26 repeat clients
22 years of experience
Wappingers falls, NY, 12590

About: Hi my name is Cory! I love dogs and they seem to know it right away. I have been around dogs since I was 4 years old. I have owned 2 akitas and an English bulldog . My latest Akita Diablo passed away 5 years ago and I haven't gotten another dog since his passing so currently I have no dogs. I only have chinchillas and a hamster as of now. I have a lot of experience working with dogs and they seem to feel relaxed and comfortable when in my care, making this the perfect job for me. I know how to approach these animals in a way that is non-threatening to reduce their anxiety and to help them relax. I can help to maintain the routine they are used to, so they will not get anxious or feel so alone while their owners are away. I have extensive knowledge concerning the different breeds of dogs and I know how to take care of them properly. I understand that some breeds have special needs and that the age of the dog will play a major role in how to take care of them. You can depend on me to provide excellent service and to take great care of your dog/dogs. I know what questions to ask to make sure I understand their specific needs. I will be full time dedicated to your furry child, providing walks and play time as much as needed! There is nothing I wouldn't do to make your dog feel comfortable and keep their schedule to your liking. Please provide a list with your dog's habits so I can make sure they feel at home. Don't hesitate to contact me, I am very flexible with my time, and I will love and care for your dog as my own. I'm currently off from work during the summer and during the school year I only work part time at an elementary school down the road from me (2 1/2 hrs) , So I'll have plenty of time to play with your pups! I will do anything to make your pup feel comfortable and at home away from home during his stay with me. I love detailed instructions so please feel free to let me know everything about your pet! I have a fenced in yard and 2 children who are huge dog lovers who would love to keep your dog(s) busy and keep them company!

Sitter Profile Image: Camryn W.
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Camryn W.
from
$17
per visit
10 years of experience
Poughquag, NY, 12570

About: 🐾 Why Pet Parents Choose Me • Lifelong dog lover with years of experience caring for pets for family, friends, and neighbors. • Experienced with senior dogs after caring for my own dog through kidney failure, including administering medication, monitoring health, and providing extra patience and comfort. • You'll receive regular updates and photos, so you can have peace of mind while you're away. 📸 • Reliable, attentive, and committed to treating every pet like they're part of my own family. 📅 Availability • Monday–Friday: Available before 8:00 AM, after 5:30 PM, and for evening visits. • Saturdays & Sundays: Flexible availability. • Perfect for morning visits, evening drop-ins, overnight stays, weekends, and vacation care I'm a recent college graduate currently searching for a full-time position, which gives me a flexible schedule and plenty of time to provide your pets with the attention, exercise, and companionship they deserve. I'm available on both weekdays and weekends and am committed to making sure every pup feels safe, happy, and well cared for while you're away. My home is dog-friendly and designed to help your pup feel comfortable and at ease. Dogs are welcome on the couches and beds, just like they're part of the family! I also live near several walking paths and scenic trails, so your dog will enjoy plenty of exercise, enrichment, and outdoor adventures during their stay.

Sitter Profile Image: Iza P.
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Iza P.
from
$45
per visit
5.0 out of 5 stars
34 reviews
14 repeat clients
20 years of experience
Lagrangeville, NY, 12540

About: Hi my name is Izabela. I have 2 amazing kids and 3 dogs :). I love spending time outside and go for long walks. Teaching my kids all about different breads. We make sure that our home is safe and fun for everyone. I love to send a lot of picture so you can see how is your dog day is going so be prepared here from me a lot 😂 I will love to meet you and you pup :) Few adds to the service : Daycare drop of starting at 7am pick up any time before 6pm after that every hour is $10 extra . Before 7am extra charge too . Overnight stay is 24 hours after that every next hour $10 extra You have to provide food for you dog . If not provide there is extra charge of $5 for each day ( I make my own food and treats ) Thank you for you understanding and we love to meet you :)

Sitter Profile Image: Don H.
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Don H.
from
$20
per visit
5.0 out of 5 stars
7 reviews
30 years of experience
Pawling, NY, 12564

About: My name is Don H. I am a professional pet sitter, dog walker and licensed dog trainer for 30+ years. I have been in the pet industry for many years, this is what I do full-time and love every minute of it. I care for all breeds of dogs and cats and also reptiles, fish, rodents, goats, horses I will e-mail/text or phone you updates and photos of your pet while you are away. I would love to help you out whether you need a pet/house sitter, dog training, dog walking, trail walks or your dog to be transported to Vet or Groomer. Your pet will be well cared for whether in your home or ours. I am a call way. Sincerely, Don My clients will give reference to how trustworthy and experienced I am when caring for pets in your home. I have respect for your property and even go the extra mile making sure your home is maintained and your pets are safe. I will take in your mail, water plants, take out your garbage/recyclables at no charge. Overnights include picking up after your pet inside and out. Why I love dog sitting I have been around all animals my whole life, I started my journey when I became a certified dog trainer. I also worked as a Kennel Manager for a medium-size kennel in Greenwich, CT. People tell me that I have great patience and calmness when working with difficult dogs. my goal is to help owners and their pet's to become one. I have over 25 years experience as a dog trainer and pet care provider. About my yard Yes i do have a backyard. Although it is not fenced in but I have tree barriers that keeps them safe. I also am close to a dog friendly park where all dogs are on leashes. I will not take a dog off leash when he/she is in my care. My experience administering medication Yes with my kennel experience, I am very comfortable administering medication. I am also comfortable administering shots for dogs and cats. I am a full time pet care provider and a dog walker and i have been training dogs of all breeds for the last 30 years. I give all my furry guest lots of play time and walks and all of our guest hang out with us we are cage free unless your owner wants your dog to sleep in one

Sitter Profile Image: Tina R.
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Tina R.
from
$25
per visit
5 years of experience
Wingdale, NY, 12594

About: Pre-vet student with years of pet care experience; moderate experience in puppy/dog training, senior care, and medication, providing expert, compassionate attention to every beloved pet! As a college student with a flexible, seasonal schedule and worsk part-time, I easily incorporate reliable pet care into my daily and weekly routine year-round. In clients' homes, I follow routines closely, provide feeding, walks, playtime, medication if needed, and ensure pets feel safe, loved, and stress-free throughout there care.

Sitter Profile Image: Becci S.
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Becci S.
from
$22
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Patterson, NY, 12563

About: I have experience caring for both dogs and cats and have worked in an animal hospital, where I gained hands-on experience safely handling pets, walking dogs, assisting with their care, and working with animals of different sizes, ages, and personalities. I've also cared for pets for friends, family, and neighbors over the years. Whether your pet needs feeding, fresh water, litter box cleaning, walks, playtime, or simply some extra love and attention, I'm happy to help. I'm dependable, patient, and detail-oriented, and I understand how important it is to follow your pet's routine exactly as instructed. I'll provide photo and text updates during every visit so you can enjoy your time away knowing your pet is safe, happy, and well cared for. I treat every pet as if they were my own. Pet care fits easily into my weekly routine, allowing me to provide dependable and consistent visits. Whether your pet needs a morning check-in, a midday visit, or evening care, I’ll do my best to accommodate your schedule. I understand how important routine is for pets, and I’m committed to providing reliable care and giving each visit the time and attention your pet deserves. I understand that trusting someone with your pet and your home is a big decision. During every visit, I’ll carefully follow your pet’s routine, make sure they have fresh food and water, provide walks or playtime as needed, clean litter boxes or pick up after your dog, and spend quality time with them so they feel comfortable while you’re away. I’ll also send photo and text updates after each visit so you always know how your pet is doing. I treat every home with respect and every pet with the same care and attention I give my own.

Sitter Profile Image: Kristen B.
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Kristen B.
from
$30
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
29 years of experience
Poughquag, NY, 12570

Kristen was always on time and a great communicator. I highly recommend Kristen!

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Lesly E.
Sitter Profile Image: Megan B.
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Megan B.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Hopewell Junction, NY, 12533

This was the first time we used Rover and we had such a great experience with Megan! She was so patient with our anxious kitty and everything went perfect. We will definitely ask her to sit for us again in the future!

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Jacquelyne N.
Sitter Profile Image: Harley Mae J.
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Harley Mae J.
from
$30
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
2 years of experience
Poughquag, NY, 12570

Harley is punctual and reliable!

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John L.
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The median cost per visit for pet sitting in Wingdale is $25

Cat parents share their Rover experiences - Wingdale

1 / 1
5.0 out of 5 stars

I felt so secure knowing my cats were in her care. She has so much experience and was very communicative!

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Nicole O.
Drop-In Visits
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Sitters in Wingdale average 5
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FAQs for Drop-In Visits - Wingdale

Frequently asked questions about Rover

The average cost for Pet Sitting in Wingdale on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of September 2026, there are 1,829 sitters on Rover offering Pet Sitting across Wingdale. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Wingdale stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Wingdale. On Rover:

  • 94% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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