Pet Sitting Whispering Woods

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 95
pet parents in Whispering Woods have booked pet sitting

Whispering Woods, 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.

1 / 1
Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 48 reviews
18 repeat clients
10 years of experience
Annapolis, MD, 21409

“Alexia is a Great Pet Sitter, she helped Rako out for 9 days, with our return He was Given Food and Water, and there was no mess. I love how she took care of his pads. Great Young Lady to hire.”

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George G.
Sitter Profile Image: Benjamin S.
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Benjamin S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 20 reviews
8 repeat clients
28 years of experience
Severna Park, MD, 21146

“Ben was great with Rizzo! She made a new best friend! We will definitely use Him for dog care again in the future.”

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Tanya D.
Sitter Profile Image: Lisa H.
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Lisa H.
from
$14
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Arnold, MD, 21012

About: I've been taking care of family and friends dogs for over 5 years. And used to have dogs and cats of my own. I have many fur-nieces and fur-nephews and love them as my own. Because I work remotely, I can take my work anywhere. So, I will be able to stay with your pet for the duration you are gone. I work from home. And have the ability to work from anywhere. I will bring my laptop and be able to work and keep your baby company. Taking care of them in familiar surroundings.

Sitter Profile Image: Ryan L.
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Ryan L.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
• 19 reviews
8 repeat clients
25 years of experience
Annapolis, MD, 21409

“Ryan is absolutely amazing! Ryan came over for a meet and greet before our first scheduled visit to get to know our dog and answer all of our questions. Ryan put me at ease knowing that Napoleon will be well cared for.”

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Stephanie H.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 576 reviews
264 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michelle’s drop-in visits for our cat Aura were prompt & reliable. All tasks were completed. Michelle went over & above what was required. Because Aura hid under a bed as is her habit with most visitors, Michelle sought & talked with her and was able to reach & pet her. Finally Aura purred & looked relaxed in the photos Michelle sent everyday. This was Aura’s second drop-in experience with Michelle. We feel very comfortable planning future visits with her.”

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Karen S.
Sitter Profile Image: Jean L.
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Jean L.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 96 reviews
31 repeat clients
10 years of experience
Arnold, MD, 21012

“Jean is such a wonderful dog sitter. She genuinely cares about the animals in her care and it shows in her interaction with my little Gigi. I am so very happy we found Jean.”

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Charman Z.
Sitter Profile Image: Darragh M.
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Darragh M.
from
$20
per visit
5.0 out of 5 stars
• 38 reviews
12 repeat clients
15 years of experience
Annapolis, MD, 21401

“Darragh worked with me to come and meet and take care of my cat while I was gone for a week. He kept me up to date daily on how my cat was doing, very happy with his service.”

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Matt L.
Sitter Profile Image: Code & Dana S.
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Code & Dana S.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
10 years of experience
Arnold, MD, 21012

About: My wife and I had a dog for 13 years and enjoyed taking her hiking and swimming throughout her active years and snuggling on the couch when she became a senior. I'm familiar with the whole life cycle of dog care. From helping puppies get all the wiggles out to carrying seniors whose legs are arthritic and no longer at their best. Now that our girl, Nala has passed away, we are enjoying connecting with others' pets. I have an unconventional schedule for work and am available to let your dog out from 9 am until noon on Monday, Tuesday, Friday, and Saturday. Wednesdays and Thursdays are my days off and I'm free to hang with your pup any time! I'm very committed to pet safety and will want to understand all situations in which your dog may become reactive so that we avoid putting your pet in a situation that will make him or her uncomfortable. I also have a tracker that I like to put on all dogs in my care just in case they get spooked or something unexpected happens while we are together.

Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 182 reviews
56 repeat clients
17 years of experience
Annapolis, MD, 21401

“Heather did such a wonderful job doing lunchtime and dinnertime drop-ins to take care of my senior rescue Poppie! She understands a senior dog’s needs, and he’s always so happy and relaxed when I get back home. As a new dog mom, she’s one of the few people I trust with him!”

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Rachel
Sitter Profile Image: Elizabeth W.
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Elizabeth W.
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21401

“Liz was fantastic in her care of my pup and my home. She arrived early to the visit and stayed the full length, communicated swiftly and saved us from any worry.”

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Colin M.
Sitter Profile Image: Charles H.
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Charles H.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
35 years of experience
Annapolis, MD, 21401

About: Adopted 2 Newfoundlands over 20 years, groomed so much fur I could knit a sweater! I understand what Dogs need! Making canines happy until you get home. Availability all week as I am currently not working and would love to walk your dog and make sure they have water and food during the day Experienced in socializing and training pups. I can help keep the manners in check for your pet, whether walking or sitting or staying. Treats are encouraged

Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
• 22 reviews
14 repeat clients
15 years of experience
Annapolis, MD, 21401

“My cats love Courtney! Especially my super shy boy comes out of shell when he sees her. I’m super happy with her taking care of my two little ones, she spends quality time with them and doesn’t cut her visits short. I also really appreciate the detailed write up and the cute photos. Thank you, Courtney!”

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Anne-Katrin A.
Sitter Profile Image: Ava M.
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Ava M.
Star Sitter
from
$40
per visit
4.9 out of 5 stars
• 125 reviews
37 repeat clients
18 years of experience
Annapolis, MD, 21401

“Ava is an excellent pet sitter. She is so responsible snd communicative, and my cat absolutely adores her. I know my cat is getting the best care possible with Ava. I highly recommend hiring Ava for your pet sitting needs!”

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Catherine C.
Sitter Profile Image: Kendall L.
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Kendall L.
from
$14
per visit
5.0 out of 5 stars
• 11 reviews
1 repeat client
18 years of experience
Severna park, MD, 21146

About: For 18 years I have cared for my own dogs and dog sat for friends and family. I worked at a vet clinic for 4 years ending 13 years ago. Familiar with many breeds and comfortable with them as well. I currently working full time but my husband works from home completely so we always have a person around, including my kids who are great care takers. I work from home usually a day or two. I have a 6 foot fence and 2 friendly dogs to keep your furbaby company. No other pets are in the home. We are great with giving meds and love to all animals.

Sitter Profile Image: Liza S.
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Liza S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 107 reviews
21 repeat clients
20 years of experience
Annapolis, MD, 21401

“Liza first visit with Tater Tot was amazing! Her pictures and updates were great and left me feeling really good that my baby was in such great hands!!! I’m sure Tater Tot is going to look forward to spending more time with Liza!”

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Jennifer L.
Sitter Profile Image: Allison G.
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Allison G.
from
$18
per visit
5.0 out of 5 stars
• 71 reviews
34 repeat clients
20 years of experience
Arnold, MD, 21012

“I just started using Allison with my brand new puppy, and she has been great! Very flexible, dependable, communicates well, and leaves a detailed report after each visit. Highly recommend her!”

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A S.
Sitter Profile Image: Susanne W.
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Susanne W.
from
$17
per visit
5.0 out of 5 stars
• 2 reviews
6 years of experience
Annapolis, MD, 21403

“Susanne was wonderful with our dogs and took such great care of them this week. She was communicative, helpful, and incredibly thoughtful. She even cleaned up after one of our dogs got sick right before she arrived, which we really appreciated. It gave me a lot of peace of mind knowing they were in such caring hands. We’re very grateful for her help and would absolutely recommend her to anyone looking for a reliable and compassionate sitter.”

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Caroline J.
Sitter Profile Image: Aidan M.
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Aidan M.
from
$15
per visit
5.0 out of 5 stars
• 9 reviews
15 years of experience
Charles Village, Severna Park, MD, 21146

“Aiden watched our dog and cat for a long weekend and did an amazing job. He checked in regularly, asked questions if needed, and was very responsive. We have a disabled, elderly, dog and he was great at giving her medication too. I definitely recommend using him.”

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Susan D.
Sitter Profile Image: Danielle P.
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Danielle P.
from
$35
per visit
5.0 out of 5 stars
• 23 reviews
5 repeat clients
20 years of experience
Arnold, MD, 21012

“Danielle is the sweetest pet sitter. She is a real pet whisperer! She took the best care of our cat Luke while we were away. He loved the attention she gave him. She fed him daily and followed special dietary instructions. She played with his toys and kept him company. She gave us daily updates on how he was doing and included photos to make us feel more at ease. We couldn't be happier with her services and we will be sure to use her again. I highly recommend Danielle. You can really tell how much she loves animals and she treated our pet as her own while we were away!”

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Melissa S.
Sitter Profile Image: Jazmin G.
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Jazmin G.
from
$25
per visit
5.0 out of 5 stars
• 32 reviews
7 repeat clients
9 years of experience
21032

“I would like to say thanks to Jazmin for her willingness to continue care of my two pups while my flight was cancelled due to the weather. I appreciate her keeping tabs and updates on my two pups during my absence.”

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Keith A.
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The median cost per visit for pet sitting in Whispering Woods is $20

Pet parents share their Rover experiences - Whispering Woods

1 / 1
5.0 out of 5 stars

Alexandra was wonderful with my pets! She sent lots of updates and made me feel at ease while I was away.

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

Debi was the best pet sitter I’ve ever had! She was so lovely to communicate with and I could tell my cats all really liked her. I will use her again and would recommend her to everyone and anyone!

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

Megan is very trustworthy and communicative! Would recommend her services. She takes amazing photographs

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

Alexxis was on time, provided detailed updates, and took great care of our pup. The pics she took were also so sweet and comforting.

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

Jean did a fabulous job! My cats warmed up to her immediately and even looked for her when we returned from our trip. I will be using Jean again!

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

Lee is great. They were able to help us last minute and they were so understanding with us. Plus our dogs are always happy, most importantly

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

Nolan helped me with a socialization training exercise for my one year old boxer. He was patient and great with my dog!

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

She arrived promptly and was very communicative along with taking pictures and and update of the dogs

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

Anna was an awesome sitter for my dog and cats! She sent great updates and pictures after every visit. When we returned, our pets were happy and well cared-for. I highly recommend Anna!

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

Mackenzie was very dependable and reliable. She followed all of the directions I left and was more than willing to bring in all of our packages and mail while we were gone. All of our cats seemed happy and healthy upon our return. I would book Mackenzie again.

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

Dejah is fabulous! She took excellent care of our cats and sent lovely updates with great photos of our little ones. She is super communicative and very responsible. This is the second time we've worked with her, and we absolutely will again. Thanks, Dejah!

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Aaron T.
Drop-In Visits
5.0 out of 5 stars

Michelle is the best! She's helped us many times with our cat and she always provides the best care and is very communicative while we are away!

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

Ryder seemed to take to Kayla fast, usually he runs and hides. I was surprised when Kayla sent me a picture of her petting him and brushing him. I was so happy to see that! Kayla didn't make it to the last visit because of a family emergency, but I actually got home earlier than I expected. So he didn't have to wait to long to get his breakfast. I would definitely use Kayla again and would recommend her to others.

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

Molly was great on her first care appointment with Starbuck. I will definitely book her services again in the future.

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

Cheri is an amazing pet sitter! She knows how to manage our energetic hound mix and he is always happy to see her. She is also wonderful with our cats. Highly, highly recommend!

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

Susanne was wonderful with our dogs and took such great care of them this week. She was communicative, helpful, and incredibly thoughtful. She even cleaned up after one of our dogs got sick right before she arrived, which we really appreciated. It gave me a lot of peace of mind knowing they were in such caring hands. We’re very grateful for her help and would absolutely recommend her to anyone looking for a reliable and compassionate sitter.

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

Kayla was an incredible sitter for my bunny! I have never felt more at peace when away from home. She always sent photos of Oliver as well as his food & water so that we knew he was all taken care of. I could tell that Oliver felt super comfortable with her which was amazing! We will definitely book with Kayla full time for any future dates.

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

Goes above and beyond, Luna really enjoys his drop ins . She is very high energy and he has a lot patience with her.

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

We came home to a very happy pup! Yari took great care of her while we were away. We definitely recommend Yari and will absolutely use her again in the future.

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Jamie R.
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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Whispering Woods

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Whispering Woods average 7
repeat pet sitting clients

FAQs for Pet Sitting - Whispering Woods

Frequently asked questions about Rover

The average cost of Pet Sitting in Whispering Woods is $22 per visit as of November 2026. Most bookings cost between $14 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 11,391 sitters on Rover offering Pet Sitting across Whispering Woods. 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 Whispering Woods. On Rover:

  • 85% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 94% 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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