Pet Sitting Wildewood

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 207
pet parents in Wildewood have booked pet sitting

Wildewood, 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: Jessica C.
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Jessica C.
from
$18
per visit
5.0 out of 5 stars
• 115 reviews
38 repeat clients
12 years of experience
California, MD, 20619

“Jessica has taken care of our cats a few times now and she always does a fantastic job!! I cannot recommend her enough. It’s such a peace of mind to be able to go away and not worry about our cats. She’s great!!”

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Jessica B.
Sitter Profile Image: Katarina D.
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Katarina D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 28 reviews
8 repeat clients
7 years of experience
California, MD, 20619

“This was my first time using Rover, and I couldn’t be happier with my experience with Katarina. She was so sweet and gentle with my pup, Reba, and she took excellent care of her. Katarina had good availability, she was on time for all of her drop-ins, and she sent thorough updates and photos after each visit. Reba was happy and well cared for while we were away, and I wouldn’t hesitate to book Katarina to care for my pets again in the future.”

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Allison E.
Sitter Profile Image: Caitlin G.
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Caitlin G.
from
$20
per visit
5.0 out of 5 stars
• 71 reviews
17 repeat clients
20 years of experience
California, MD, 20619

“Caitlin was amazing with my cats while I was gone! She provided me with thorough updates and silly pictures. She definitely made me feel a lot better about leaving them home alone for the first time. I’ll definitely see if she is available again in the future the next time I go on a trip :) thank you, Caitlin!!”

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Shannon G.
Sitter Profile Image: Victoria V.
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Victoria V.
from
$30
per visit
5.0 out of 5 stars
• 61 reviews
21 repeat clients
35 years of experience
California, MD, 20619

“Torrie is amazing with my dog, Boston. She is always very communicative and sends photos with updates. Highly recommend and will definitely be requesting services in future!!”

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Jaclyn A.
Sitter Profile Image: India B.
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India B.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 16 reviews
7 repeat clients
30 years of experience
Callaway, MD, 20620

“Needed last minute help and India pulled through! She made a stressful day easier by walking and playing with our puppy. Will definitely be using again!”

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Eh R.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
2 years of experience
Leonardtown, MD, 20650

“Taylor was amazing and reliable as always! She was incredibly accommodating with our last-minute request and came out late at night on a rainy day to take care of our puppies. She handled everything perfectly and gave us complete peace of mind. Highly recommend Taylor for anyone looking for a reliable and caring sitter!!”

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Mariaeva D.
Sitter Profile Image: Colleen S.
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Colleen S.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Callaway, MD, 20620

“Colleen was prompt, attentive, and communicative. We have her booked again.”

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Kellie H.
Sitter Profile Image: Kristen E.
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Kristen E.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
3 repeat clients
15 years of experience
California, MD, 20619

About: I have loved animals for as long as I can remember, and I would be honored to care for your pet friends! I currently have two sweet cats that I adore, and I frequently watch my family’s Havanese dog. I also have experience pet sitting and walking larger dogs, so I am comfortable with pets of all sizes. I have experience working with all ages, from helping with puppy and kitten training to providing gentle care to elderly pets. I tailor care to each pet’s needs, making sure they feel loved, safe, and happy while you’re away. My pets have big personalities, so I understand pets’ unique quirks and am happy to follow any special routines. Just let me know how I can help! My schedule is very flexible right now, so I have plenty of time to care for your pets! My Rover calendar is up to date with my availability, so don’t hesitate to reach out for any pet sitting, dog walking, or drop in visits. During visits, I focus on making pets feel safe and comfortable in their familiar environment. I carefully follow each pet’s routine for feeding, playtime, litter box care, or walks. I’m attentive to their behavior and needs, and I always respect my clients’ homes while providing loving, reliable care.

Sitter Profile Image: Madysen M.
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Madysen M.
from
$15
per visit
1 repeat client
17 years of experience
Hollywood, MD, 20636

About: I have taken care of dogs ever since I was little. I’ve grown up with them. At the age of 15 I started dog sitting doing things such as feeding, walking and playing with the dogs. I even stayed over if need be. My availability is very quite open at any time of day, I love to run and play with pups as part of my daily routine Unfortunately due to housing situations I am unable to bring your pup to me but I am more than capable to come over to your pup and play, run, even give them some treats and stay with them

Sitter Profile Image: Christina C.
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Christina C.
from
$40
per visit
5.0 out of 5 stars
• 13 reviews
6 repeat clients
8 years of experience
Lexington Park, MD, 20653

“Phenomenal! I am in a situation where I'm starting to give fluids to my cat at home. My cat is a Tortie, so she is sassy and fights back on the process of being stuck for fluids. I gave up and called the vet, they couldn't get me in for a few days due to the weekend, but my cat needed the fluids now. Christina was able to come the day after I contacted her to help me. She was great! Very kind, easy to get along with. I felt at ease with her and she was very knowledgeable due to her experience as a vet tech. We got the needle in my cat and she got her fluids, Christina was a lifesaver!”

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Christina H.
Sitter Profile Image: Heidi L.
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Heidi L.
from
$25
per visit
5.0 out of 5 stars
• 15 reviews
3 repeat clients
10 years of experience
Hollywood, MD, 20636

“She was great with our dog! She sent plenty of pictures for each visit, gave our boy lots of cuddles and even cleaned up an accident. I would definitely recommend her!”

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Peyton L.
Sitter Profile Image: Kristina B.
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Kristina B.
from
$14
per visit
1 year of experience
Ocean city, MD, 20636

About: I’m already someone who loves being home, going on peaceful walks, and keeping things cozy, so adding a furry friend to the mix just makes everything better. I treat pets like little VIP guests and I make sure they get plenty of attention, affection, and a routine that feels calm and predictable for them. I always try to match whatever your pet is used to so they feel safe and comfortable. If I’m watching your pet in your home, I keep their routine exactly how you have it. They will have their meals on time, daily walks, play breaks, and plenty of cuddles. I’m very detail-oriented, so I pay attention to the small things like their favorite toy, how they like to be greeted, or where they prefer to nap. If I’m caring for them in my home, they get a clean, cozy environment, lots of love, and a peaceful space to relax. Whether your pet is energetic, shy, or somewhere in between, I adjust to what makes them feel happiest. I genuinely treat every pet like they’re my own and give them spoiled-in-a-good-way kind of love. I’m patient, observant, and good with pets who may be a little shy or anxious. I have a patient personality and animals tend to trust me quickly. I’m also extremely reliable and communicative, so you’ll always know how your pet is doing. I’ve cared for a variety of pets from rambunctious puppies to senior dogs. I tailor my care to each pet’s personality and needs.

Sitter Profile Image: George S.
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George S.
from
$25
per visit
5.0 out of 5 stars
• 24 reviews
9 repeat clients
19 years of experience
St Leonard, MD, 20685

“We had a wonderful experience with George! He was attentive, reliable, and genuinely caring throughout the entire stay. He took the time to play with and give Gyp plenty of affection and pets, which he absolutely loves! I was especially happy to see how quickly and naturally the two of them bonded. It was clear that Gyp felt comfortable and was well cared for. Communication was great, and we had peace of mind knowing Gyp was in such good hands. We are so grateful for the warmth and attention he gave Gyp. It means a lot to find someone who cares for your dog as if he were their own. We would We had a wonderful experience with our dog sitter! He was attentive, reliable, and genuinely caring throughout the entire stay. He took the time to play with and give Gyp plenty of affection and pets, which he absolutely loves! I was especially happy to see how quickly and naturally the two of them bonded. It was clear that Gyp felt comfortable and was well cared for. Communication was great, and we had peace of mind knowing our dog was in such good hands. We are so grateful for the warmth and attention he gave Gyp. It means a lot to find someone who cares for your dog as if he were their own. We would happily welcome him back anytime and would definitely book him again. Thank you for taking such wonderful care of our boy! definitely book him again. Thank you for taking such wonderful care of our boy!”

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Melinda S.
Sitter Profile Image: Riley h.
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Riley h.
from
$25
per visit
8 years of experience
Lusby, MD, 20657

About: I have pet experience with staying at people’s homes for over seven nights to care for their pets. I communicate clearly, provide updates, and follow instructions. I have a flexible schedule and can work with pet parents to find times that fit their needs. I’m available for dog walking, drop-in visits, and pet sitting, depending on the day and time. I’m happy to discuss scheduling ahead of time to make sure your pets receive the care, attention, and love they deserve! I prioritize keeping pets safe, comfortable, and happy in their own home. I follow each pet parent’s instructions, keep their space clean, provide fresh water, and make sure they receive plenty of attention. I communicate with owners regularly and send updates so they can feel comfortable knowing their pets are in good hands.

Sitter Profile Image: Kathleen C.
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Kathleen C.
from
$55
per visit
5.0 out of 5 stars
• 25 reviews
9 repeat clients
10 years of experience
Lexington Park, MD, 20653

“Kathleen again gave us peace of mind as we went to visit family! Katu now knows Kathleen as well as she knows him. I recommend highly Kathleen as she is a natural with animals. Katu is now 17 years young!”

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Karen G.
Sitter Profile Image: Arielle J.
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Arielle J.
from
$30
per visit
3 years of experience
California, MD, 20619

About: I’m a reliable and attentive dog sitter with hands-on experience caring for dogs of all sizes and temperaments. I’ve provided dog sitting services for friends, family, and clients, ensuring each pet feels safe, comfortable, and well cared for while their owners are away. My experience includes feeding, walking, administering basic medications, and maintaining each dog’s routine to minimize stress. I’m also attentive to behavioral cues and make sure dogs get plenty of exercise, playtime, and affection. Your dog’s safety, happiness, and well-being are always my top priorities. I'm currently taking online computer courses, which allows me to adjust my daily routine and be available at various times throughout the day. I'm available for pet sitting and walking on weekends and weekdays. When caring for pets in a client’s home, I make it a priority to keep their routine as consistent and stress-free as possible. I follow all instructions closely, including feeding schedules, walk times, medications (if needed), and any specific preferences your pet has. I value the feelings and needs of your pets and strive to sense the best way to ensure your pet's comfort and security while respecting your home by maintaining cleanliness and peaceful order. I’m also happy to provide regular updates, photos, and messages so you can feel confident that your pet is safe, happy, and well cared for while you’re away.

Sitter Profile Image: Darielle B.
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Darielle B.
from
$12
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
13 years of experience
Lusby, MD, 20657

About: I’m a pet parent to 4 dogs of various sizes and 1 cat, so I’m very comfortable caring for animals with different personalities, energy levels, and needs. I have 13 years of experience working with pets of all ages, including seniors and special‑needs pets with clear instructions. I work full time Monday through Friday, so my availability is 5 PM–10 PM on weekdays, with open availability on weekends. I’m happy to provide treats with your approval, and I prefer traveling to your home so your pet can stay in a familiar environment. Baths can be given upon request. I do not trim nails or hair since I’m not certified for grooming. If your pet has special routines, medications, or accommodations, I’m more than willing to follow them. Feel free to reach out anytime — I’m always happy to answer questions and help you feel confident about your pet’s care. I currently work full-time in the medical field. I’m able to provide weekend care and minor drop in and walks during the week day. I have several pets at home. If your pet does well around other animals I will be able to house them for a few days. I’m available for dog walking all weekend. Limited availability during the week.

Sitter Profile Image: Virginia E.
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Virginia E.
from
$20
per visit
5.0 out of 5 stars
• 20 reviews
9 repeat clients
40 years of experience
Clements, MD, 20624

“Virginia is patient and so kind with our girl! She’s always prompt and sometimes even stay longer to ensure our dog is comfortable! I can’t recommend her enough! 5 stars!!!”

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Amechia F.
Sitter Profile Image: Abi S.
Verified Enhanced Background Check
Abi S.
from
$20
per visit
4 years of experience
Solomons, MD, 20688

About: I have a golden retriever of my own, and have been dog sitting, walking and taking care of other families and friends dogs for about 5 years. I am home from college for the summer, and taking classes at night. I am available during the day and mornings, and have fairly open weekends. I have experience walking pets, feeding them, giving them medication if needed, or just spending time with them while their owners are away! I love sending photos and videos to their owners while they are away.

Sitter Profile Image: Cole K.
Verified Enhanced Background Check
Cole K.
from
$20
per visit
1 repeat client
4 years of experience
Callaway, MD, 20620

About: I’ve been around dogs most of my life. I currently have a Blue Great Dane named Diesel. He is great with other dogs, and we will have to do a meet and great to make sure you’re pup will get along with him also. I’m usually available unless the wife has me doing something. I spend every min I can with my dog and will show your dog the same treatment. My yard is unfenced for now, but it is 2 acres that’s at the end of a quiet neighborhood. We have plenty of room to play and go on walks.

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The median cost per visit for pet sitting in Wildewood is $20

Pet parents share their Rover experiences - Wildewood

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5.0 out of 5 stars

Shemoy was so lovely and took such good care of my girl while we were gone! I had such bad anxiety leaving her for so long, but Shemoy’s updates each day made it so that I could know she was okay and thriving. I highly recommend her!

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

Always good service, communication and flexibility! James is our go to sitter. Very conscientious! Thank you!!

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

Leah was amazing. She always sent me photos of my pups. I felt I could go on vacation and relax because I knew they were in excellent hands! I will definitely call on Leah again!

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

Excellent service and communication. First time using this service and Ms. Jessica was amazing. 🤩 She did a drop in for Milton, our “hides from new people kitty” and even got him to come out for some lovin’ and a pic! 😊

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Bruce B.
Drop-In Visits
5.0 out of 5 stars

Caitlin was so loving and caring with all our animals! She was on time every time, and in some cases early. Very communicative and it’s clear she loves animals. 15/10 would hire again!

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Amanda E.
Drop-In Visits
5.0 out of 5 stars

Stephanie was AMAZING!! She made us feel so comfortable. She was so prompt with check-in and updates. Our dog has seizures and she was knowledgeable and willing to accommodate that! 12/10 recommend

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Sara U.
Drop-In Visits
5.0 out of 5 stars

Katarina was a pleasure to gave watching our dog, Fergie. She was so professional, handled Fergie with care and was super communicative. I highly recommend her and will use her again in the future.

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

Jazmine has watched our dogs and kitten 3 times now and each time she’s done amazing and gone above and beyond for them we truly appreciate her and are very comfortable leaving our pets with her knowing they are in good hands! She’s so sweet and very accommodating. If you are thinking about booking her please do she’s awesome!

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

Briana has always been wonderful EVERYTIME I have contacted her to care for my fur baby!! A++++ service and an amazing person! I love that she was flexible with me and always see adorable picture update. It always puts my mind at ease when I know Briana is watching my fur baby. 100% Recommend!

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

Love the way she loves our pups. We could relax while away knowing they had all they needed ...& Treats!

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Georgeanne A.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How to book pet sitting

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for pet sitting - Wildewood

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Sitters in Wildewood average 5
repeat pet sitting clients

FAQs for Pet Sitting - Wildewood

Frequently asked questions about Rover

The average cost of Pet Sitting in Wildewood is $22 per visit as of November 2026. Most bookings cost between $16 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 November 2026, there are 549 sitters on Rover offering Pet Sitting across Wildewood. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

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

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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

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

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

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

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

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

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