Dog Sitting Wynnewood

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

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Over 24
pet parents in Wynnewood have booked dog sitting

Wynnewood, 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.

1 / 1
Sitter Profile Image: Helena R.
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Helena R.
from
$20
per visit
5.0 out of 5 stars
184 reviews
79 repeat clients
10 years of experience
Havertown, PA, 19083

Helena was the best! She took such great care of our dog all weekend long. I was not worried about him at all and that’s the best feeling having someone you’re comfortable with!

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Meghan E.
Sitter Profile Image: Emma K.
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Emma K.
from
$12
per visit
5.0 out of 5 stars
4 reviews
6 repeat clients
5 years of experience
Manayunk, Philadelphia, PA, 19127

About: I have Taken care of my family dog my entire life and overnight pet sit for many families in the past. I have worked with all types of dogs I am currently a part time student so I have lots of time that I spend at home and I’m pretty flexible! I have a part time job as well. I know the area well and I have done a lot of walks and sitting with dogs around philly in the past! I’ll be in the area for at least 3 more years for school.

Sitter Profile Image: Allison T.
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Allison T.
from
$15
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
6 years of experience
Wynnefield, Philadelphia, PA, 19131

Ally is friendly, professional, and most importantly great with our dogs! One of our dogs is very nervous and doesn’t take kindly to strangers but he warmed up quickly to her. We would definitely recommend Ally!

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Simon W.
Sitter Profile Image: Jada J.
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Jada J.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
16 reviews
9 repeat clients
8 years of experience
Upper Darby, PA, 19082

Jada is excellent. Quick and painless with watching my beloved babies. Toward the end of the visit my VERY standoffish girl that usually stays away from people offered some cuddles which was pretty much a stamp of approval. Attentive, quick, and made sure to come on time to feed my babies. Will be booking again.

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Manda D.
Sitter Profile Image: Kathy L.
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Kathy L.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
170 reviews
42 repeat clients
50 years of experience
Havertown, PA, 19083

Kathy makes dreams come true! I have been able to travel on and off for three years now with peace of mind knowing that my cat is well cared for when I am gone. Kathy is an animal lover and gives kindness to animals in her care.

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Jeanmarie A.
Sitter Profile Image: Meressa H.
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Meressa H.
from
$14
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Havertown, PA, 19083

Meressa was awesome and went above and beyond! Great communication throughout and my dog loves her!

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Jake F.
Sitter Profile Image: Gwynne D.
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Gwynne D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
Wynnewood, PA, 19096

Gwynne went above and beyond watching our kitties! Will definitely be booking her again in the future!

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Danielle M.
Sitter Profile Image: Jamie S.
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Jamie S.
from
$20
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
20 years of experience
Bryn Mawr, PA, 19010

Incredible! So responsible and so caring. 10/10 experience.

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David A.
Sitter Profile Image: Mackenzie S.
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Mackenzie S.
from
$30
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Wynnewood, PA, 19010

Mackenzie was great! She helped with my dog with special needs (deaf, partially blind) over the holidays. She communicated well with updates and pictures every day, and she worked through some bad winter weather! I am very particular with who I trust with my dog, and we would definitely use her again.

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Denise D.
Sitter Profile Image: Barbara S.
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Barbara S.
from
$17
per visit
44 years of experience
Bala Cynwyd, PA, 19004

About: I have had dogs my entire life. A black lab was my first nanny, and I have baby photos of me sharing my food from my high chair. Friends and family have always relied on me to pet sit their pups when away, and I have both had senior dogs and taken care of friend’s seniors. I’d love to help take care of your fur babies! I work at a school during the day, but during the summer I am available before 8am and after 2:30pm M-Th, with open availability Fri-Sun. I will discuss needs and safety with clients in advance. I am happy to come to your home and follow any instructions you have to keep everyone secure and content.

Sitter Profile Image: Madeline O.
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Madeline O.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
28 reviews
9 repeat clients
22 years of experience
Manayunk, Philadelphia, PA, 19127

Madeline was reliable, efficient, caring, and respectful. She cleaned dishes my cats used without me asking, clean us the unexpected messes the cats made, and provided updates with pictures throughout the process. This was my first time using rover and I couldn’t have asked for a better first experience

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Kevin W.
Sitter Profile Image: Trinity C.
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Trinity C.
from
$15
per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Merion Station, PA, 19066

About: I’ve been pet sitting for 3 years and I also work at a doggy day care. I’m very comfortable and experienced with handling a lot of dogs at once, as well as different sizes, ages, breeds and temperaments. I also have experience caring for sick or injured dogs. On top of dogs, I have experience caring for cats, birds and reptiles. I am currently finishing my psychology degree, and then moving on to my veterinary technician degree. My dream is to work with animals, and I’m eager for more experience to grow my resume! I work Tuesday-Friday, with Thursday and Friday being my longer shifts (8 hours). If your dog is okay being alone for that period of time, or if you only need me for one night, I am completely willing to board those nights! If not, I am completely available the whole day Saturday-Monday. Most of my dog sitting experience has been dog and house sitting in the clients home. I am a very clean and respectful guest, and I feel being at home makes it easier on the dogs when their parents are gone. Being in an unfamiliar place with a person they don’t know can be stressful, overstimulating and anxiety inducing for many dogs. My biggest priority is not only the safety and health but the happiness of the dogs I watch.

Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$22
per visit
5.0 out of 5 stars
34 reviews
6 repeat clients
10 years of experience
Morris Park, Philadelphia, PA, 19151

Alyssa was great! :) She arrived on the date/time agreed upon. She provided terrific pictures and Beau really liked her. I would definitely book with her again. She did an awesome job!

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Michelle G.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
31 reviews
8 repeat clients
12 years of experience
Philadelphia, PA, 19139

Ashley was an impeccable sitter for my kitties while I was travelling for 2 weeks and if you’re looking for a pet sitter, no need to look any further. I would 100% recommend her! I had a last-minute change of plans and she was super accommodating. She did a phenomenal job bonding with and taking care of my cats and you can tell she really cares. She also sent pictures and updates which was really helpful while I was so far away.

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Ivy M.
Sitter Profile Image: Abigail A.
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Abigail A.
from
$24
per visit
5.0 out of 5 stars
33 reviews
13 repeat clients
10 years of experience
Manayunk, Philadelphia, PA, 19128

Phenomenal cat sitting! Spruce is very shy around new people but warmed up fairly well with Abbey and seemed to really like having her come over to play!

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Milo T.
Sitter Profile Image: Shannon H.
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Shannon H.
from
$22
per visit
5.0 out of 5 stars
24 reviews
11 repeat clients
20 years of experience
Bala Cynwyd, PA, 19004

Shannon was amazing with my dog Duke. I was honestly very nervous having to get a dog sitter for the first time since my dog isn’t the best with strangers but Shannon was awesome with him!

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Ed M.
Sitter Profile Image: Tamikia S.
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Tamikia S.
from
$20
per visit
5.0 out of 5 stars
129 reviews
47 repeat clients
20 years of experience
philadelphia, PA, 19143

Tamikia did a fantastic job taking care of our cat while we were away. She came at the scheduled time and did all that was asked of her and more. She made us feel very comfortable leaving our cat in her care. We enjoyed receiving the daily updates and photos while we were away. We would definitely hire her again!

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Kandia L.
Sitter Profile Image: Mia L.
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Mia L.
from
$15
per visit
8 years of experience
Penn Valley, PA, 19072

About: I have two family dogs (cockapoo and havanese) I am used to looking after and taking care of. I am trustworthy, reliable, and love all dogs and animals. I am currently a graduate student and have a flexible schedule for the summer. I would be able to stop in/walk any time from 11am-10pm Monday, Wednesday, Friday, and Saturday, unless otherwise indicated by my availability. I can walk, feed, play with, etc. your dog with care and compassion. I am vigilant and responsible. I easily connect with dogs and can provide competent care.

Sitter Profile Image: Rowan S.
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Rowan S.
from
$15
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Ardmore, PA, 19003

About: I'm an experienced sitter who loves taking care of dogs, cats, fish, and reptiles. I'm flexible and happy to work with pet parents on their pets' needs. I can play with your cat while you're away at work or vacation, take your dog on fun walks, stop by to feed them if you're out for an afternoon, and more. Just let me know what you need! I'm currently working part-time, so I have plenty of time to take care of your fur babies :) The only times I'm unavailable are Sundays between 12pm-9pm, and some Saturdays between 10am-4pm. I offer care and company for pets in my clients' home, and am skilled in ensuring your pet feels comfortable with me. Safety is my #1 priority, so I'll follow whatever the specifics and guidelines of your home are.

Sitter Profile Image: MELISSA S.
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MELISSA S.
from
$24
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Penn Valley, PA, 19072

Melissa has been flexible and supportive when caring for my puppy! She's been thoughtful in suggesting ideas to help Toffee be more comfortable alone (she's not used to my schedule of going back to the office a few days a week yet). I appreciate the ease of mind she provides when I can't be home with my cutie.

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Jennifer C.
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The median cost per visit for dog sitting in Wynnewood is $20

Dog parents share their Rover experiences - Wynnewood

1 / 1
5.0 out of 5 stars

Thank you Rebecca. You did a really nice walk. So appreciate it. Thanks for the heads up on the throw up. I had heard that Groban had an upset stomach from my daughter. Thanks again!

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Amy S.
Drop-In Visits
5.0 out of 5 stars

Courtney did a wonderful job taking care of our cat and dog. She asked lots of great questions and followed all instructions.

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Fleshika R.
Drop-In Visits
5.0 out of 5 stars

We appreciate Oliver so much. He sent a notification at the beginning and end of every walk, along with photos. He noticed that our guinea pigs didn't have a water bottle, and wrote to make sure this was intentional. He is detail oriented and caring.

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

Tim is great! Finn loves him and he’s always reliable and willing to help out onshort notice if he can.

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

I can’t recommend Stasia enough. She is dependable, caring, and treats my dogs as if they were her own. They absolutely adore her, and it gives me so much peace of mind knowing they’re happy, loved, and well cared for when I can’t be there. It’s hard to find someone you can truly trust with your pets, and she has exceeded my expectations every time. I highly recommend her to anyone looking for a reliable, compassionate pet sitter. Your pets will be in excellent hands!

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

Dion took fantastic care of our cat and dog when dropping in for a walk, or playtime, or putting them to bed! My wife and I loved getting her notes and photos with each Drop-In visit and we could tell the pets both loved her care (although our cat needed a few visits to warm up). I would recommend Dion to any and all of my friends for any pet sitting needs!

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James S.
Drop-In Visits
5.0 out of 5 stars

Helena is amazing! We loved the updates with every check in and the photos. Thanks so much for everything

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Emma S.
Drop-In Visits
5.0 out of 5 stars

Natalia was amazing. Our dog Wicket was well taken care of. He can be a needy-pity and he took right to her. She came over multiple times a day, while we were away. They played inside and outside. She even sat with him on the couch like we do because he’s a 75 pound lap dog. Natalia even read to him. He was a happy pup while we were away. She was great with communication. Tons of stories and pictures. Do not hesitate to reach out to her. She went above and beyond for our boy!!!

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David K.
Drop-In Visits
5.0 out of 5 stars

Briana takes such wonderful care of our Lola! She is responsible, dependable, and we’re lucky to have her!

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Mary Catherine B.
Drop-In Visits
5.0 out of 5 stars

Abby has helped me out last minute a few times and I’ve been so grateful for her help! Our anxious dog, Buddy, knows her name now! He gets so excited when I say “Abby is coming soon” :)

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

Kathryn was wonderful with us for our first time using Rover and was wonderful with our sweet Lucy. Excellent communication and very efficient. We will definitely use her again.

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Michelle W.
Drop-In Visits
5.0 out of 5 stars

Alexis came through last minute on a holiday and did a great job taking care of our 3 month old pup. She got to our home early, listened to all our instructions, and handed our house back in one piece lol.

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Philip C.
Drop-In Visits
5.0 out of 5 stars

Jordana was wonderful with my dog, Schuyler! She was really communicative before each visit, and Schuyler clearly loved her and was well-fed and played with each time I came home. I would definitely recommend Jordana to others!

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

Colette is great with our Cavalier Henry. She is excellent with communication and we love seeing the photos she takes of Henry.

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Katie H.
Drop-In Visits
5.0 out of 5 stars

Jackie loves Katie! She usually takes a while to warm up to new people, but she seemed to take to her right away!

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Heather R.
Drop-In Visits
5.0 out of 5 stars

Abby is always so helpful and flexible with watching our girls! We know they are in good hands when we are away :)

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Stefanie S.
Drop-In Visits
5.0 out of 5 stars

Kimberly is amazing! Bo can be a So energetic and Kimberly knows exactly how to deal with him and she was so sweet with him too I will absolutely be booking Kimberly again.

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

Mey is the absolute best. So patient and kind with our guy, and very thoughtful and professional with us. You can sense the compassion and mutual respect, and we have loved every minute of having her drop in. Thank you so!

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

Our pets (cats and dog) LOVE Jen, even our shyest cat comes to greet her and looks very relaxed in the many photos that Jen sends at every check in. Jen is very reliable, conscientious, and her updates are very detailed. We highly recommend her!

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Renee S.
Drop-In Visits
5.0 out of 5 stars

Outstanding sitter. Took great care of my dogs, was very patient with my one dog who is a bit anxious. Would definitely use again!

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Amy O.
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.

Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Wynnewood

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Sitters in Wynnewood average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Wynnewood

Frequently asked questions about Rover

The average cost for Dog Sitting in Wynnewood on Rover is $27.75 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 9,344 sitters on Rover offering Dog Sitting across Wynnewood. 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 Wynnewood 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.

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 Wynnewood 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 short introductory meeting between you, your dog, 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.

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 Wynnewood 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 Wynnewood. On Rover:

  • 91% of sitters can help with special care needs
  • 95% 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.

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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