House Sitting Princess Anne

Find a loving house sitter to watch over your pets and your home.

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Over 163
pet parents in Princess Anne have booked house sitting

Princess Anne, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 15% and taxes will apply.

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Sitter Profile Image: Hailey R.
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Hailey R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 6 reviews
5 repeat clients
4 years of experience
Virginia Beach, VA, 23453

“Hailey did an amazing job watching my dogs for a few hours while I was at a concert. She was responsible, kind, and attentive, and it gave me so much peace of mind knowing they were in great hands. My dogs were happy, relaxed, and well cared for when I got home, and it was clear she genuinely enjoys being around animals. I would absolutely trust Hailey with my dogs again and highly recommend her to anyone looking for a dependable and caring pet sitter!”

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Vanessa R.
Sitter Profile Image: Chrissy A.
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Chrissy A.
from
$39
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
15 years of experience
Virginia Beach, VA, 23462

“Another great stay with Chrissy! She was available when we had something come up last minute and was able to be flexible with us. Thank you!!”

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Margaret C.
Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$50
per night
5.0 out of 5 stars
• 30 reviews
10 repeat clients
10 years of experience
Virginia Beach, VA, 23451

“Jennifer was absolutely amazing! She took wonderful care of out 10+ Great Dane, Emma, and gave us peace of mind while we were away. We couldn’t ask for a better experience! Highly recommend”

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Jeff F.
Sitter Profile Image: Emily P.
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Emily P.
from
$35
per night
8 years of experience
Virginia Beach, VA, 23454

About: Experienced Pet Care for Senior & Special Needs Dogs. I have years of hands on experience providing tailored care for dogs with special needs as well as senior dogs. Whether it’s administrating medications, offering extra patience, or making sure your dogs daily routine is followed, I’m here to ensure they receive the love, attention, and care they deserve. I will treat your fur baby like I treat my own fur baby (very spoiled) I am a teacher with full availability in summer. During the school year I will need to follow a 7:30-3:30 schedule. I also have full availability the week of Christmas and New Years, as well as Spring Break time. I will make sure to follow your instructions to a tea. I have experience administrating medication to dogs and will make sure to follow every protocol you have in place

Sitter Profile Image: Brittany T.
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Brittany T.
Star Sitter
from
$77
per night
5.0 out of 5 stars
• 109 reviews
36 repeat clients
15 years of experience
Virginia Beach, VA, 23454

“Brittany was super fabulous and excellent. She took wonderful care of our Gracie Girl. Gracie is a prima donna and was a bit of a challenge to get to eat while we were away for 6 days, but Brittany persevered and won. She also took great care of watching our home in our absence. We could not have asked for more. We have also booked her for October, we were so pleased with her excellence. We highly recommend Brittany for home and dog care.”

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Jan L.
Sitter Profile Image: Lynn A.
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Lynn A.
from
$65
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
5 years of experience
Virginia Beach, VA, 23464

“Alyssa was amazing with our 2 dogs. She was dependable. She followed our dogs schedule. She kept us updated whole we were gone. I could trust her completely in our home. We will use her again.”

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Cherlyn J.
Sitter Profile Image: Abbie K.
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Abbie K.
from
$30
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Norfolk, VA, 23504

“Abbie was the best. We absolutely would book with her again. She took great care of our dog and our home. She was very communicative about what was going on and gave thorough updates. It’s easy to tell how much she cares for animals. Your pet will be well taken care of with Abbie.”

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Corinne S.
Sitter Profile Image: Destiny T.
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Destiny T.
from
$26
per night
6 years of experience
Virginia Beach, VA, 23456

About: With almost 7 years of experience in veterinary medicine, caring for animals has been a huge part of my life and something I’m truly passionate about. My veterinary background has given me experience recognizing changes in behavior, understanding animal needs, and providing attentive, compassionate care. I know every pet has their own personality, routine, and needs, and I make it my priority to help every pet feel safe, comfortable, and loved while their owners are away. Your pets won’t just be another booking to me — they’ll be treated like family! ❤️ Caring for animals is a part of my everyday life! I work full-time at a veterinary hospital. At home, I have 3 dogs and 5 cats of my own, so I understand firsthand how important it is to maintain routines, provide plenty of love and attention, and make sure every pet feels safe and comfortable. Between my professional experience and caring for my own little crew, I’m very familiar with the responsibilities that come with pet ownership. I understand that every animal has their own personality, needs, and routine, and I strive to provide the same patience, compassion, and attentive care that I would want someone to give my own pets. My goal is to make sure your pets feel loved, comfortable, and well cared for while you’re away! ❤️ My fur-babies are a huge part of my family, and their health, happiness, and wellbeing are always a priority. I make sure they receive daily attention, affection, proper nutrition, exercise, and a consistent routine tailored to their individual needs. I’m comfortable administering medications orally, topically, and by injection when prescribed, and I understand the importance of following instructions carefully and monitoring pets for changes in their behavior or overall well being. I believe in approaching each pet with patience, compassion, and an understanding of their unique personality. I treat every animal in my care with the same love, attentiveness, and respect that I give my own, because I know firsthand that pets are family! ❤️

Sitter Profile Image: Alexandra W.
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Alexandra W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
4 years of experience
Virginia Beach, VA, 23464

“Thank you Alexandra!! Alexandra took amazing care of Larry and I will definitely be booking again. Communicative and caring - everything you would want in a caregiver ❤️”

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Victoria P.
Sitter Profile Image: Emma S.
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Emma S.
from
$26
per night
8 years of experience
virginia beach, VA, 23456

About: I have extensive experience caring for dogs and puppies, having been exposed to various temperaments and breeds over the years. I frequently provide dog sitting and walking services for my neighbors. I am employed part-time in order to dedicate ample time to the care of your pets. I am capable of flexibly modifying my schedule to accommodate your requirements. All the dogs under my care must be trained to walk on a leash. If necessary, I am capable of crating your dog. I consistently ensure that all doors are securely locked.

Sitter Profile Image: Samantha K.
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Samantha K.
from
$50
per night
5.0 out of 5 stars
• 55 reviews
20 repeat clients
10 years of experience
Virginia Beach, VA, 23464

“Samantha is the best! I selfishly want to keep her all to our family, but I have to share about how wonderful she is! We have a full house including a senior dog, a senior cat, a high energy dog, and a reactive/ resource guarding dog. It’s a delicate ecosystem but Samantha manages them all beautifully during home stays, all while sending lots of pictures, communicating back and forth, and keeping the house and clean or cleaner than she found it. She’s been a game changer for us as we have previously been unable to board or have our reactive dog babysat. I can’t recommend her enough.”

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Joan J.
Sitter Profile Image: Mackenzie T.
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Mackenzie T.
from
$45
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
5 years of experience
Virginia Beach, VA, 23464

“Mackenzie did an amazing job watching my dog while I was away. She was extremely communicative and punxtual. I will be rebooking her for my next trip!”

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Haleigh D.
Sitter Profile Image: Nicole H.
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Nicole H.
from
$100
per night
5.0 out of 5 stars
• 18 reviews
8 repeat clients
18 years of experience
Virginia Beach, VA, 23452

About: I have years of clinical vet assistant experience and I am currently in school to become a licensed vet tech. Prior to my clinical experience, I worked in the animal welfare field at Seattle Humane as an adoptions advisor which was such a rewarding experience. I took care of animals on a daily basis at the shelter and matched dogs and cats with the perfect adopters. I am trained and certified in animal first aid and CPR. I have extensive training and knowledge about proper handling and care for most breeds and temperaments. This includes dogs and cats that are shy and fearful of new people or environments. During my career I also worked with feral cats and am an expert with stress free handling techniques. I love having the opportunity to make a difference in the lives of animals and their amazing pet parents! I will always work with owners to meet scheduling needs. Currently have flexible availability due to working from home. I will always prioritize pets needs before anything else in my life. I make sure to always give any pets I am watching my full attention and will make sure that they are safe and happy in my care.

Sitter Profile Image: Shelby G.
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Shelby G.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
18 years of experience
Virginia Beach, VA, 23464

“Shelby was amazing. We had to find a last minute pet sitter for our dog Lilly and was so happy to find her. Would definitely recommend Shelby to anyone and will definitely use her again in the future.”

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Elisa H.
Sitter Profile Image: Abby "Griffin" H.
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Abby "Griffin" H.
from
$26
per night
10 years of experience
Virginia Beach, VA, 23456

About: I know how to handle dogs of any age and energy level, I can handle nervous or scared dogs, I know how to respect boundaries. I’m working part-time, mostly working weekends and usually one or two week days, but if help is needed I’m willing to provide it when I can! I know how to respect an animal’s boundaries and can read body language well, I’m good with handling situations that some may find intimidating or uncomfortable.

Sitter Profile Image: Sierra C.
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Sierra C.
from
$26
per night
2 years of experience
Virginia Beach, VA, 23462

About: Animals have always been a huge part of my life, and I've cared for both dogs and cats since I was a kid. Even though I'm new to professional pet sitting, I have plenty of experience caring for my own beloved pets and ensuring they are happy, healthy, and loved. I'm reliable, patient, and I genuinely enjoy spending time with animals. Pet care fits naturally into my daily routine because I have a flexible schedule and am available throughout the day, seven days a week. This allows me to accommodate a variety of feeding schedules, drop-in visits, playtime, medication needs, and overnight care if needed. I provide care exclusively in my clients' homes so pets can remain in the environment where they feel most comfortable. I take the time to follow each pet's established routine, including feeding schedules, fresh water, litter box maintenance, playtime, exercise, medication (if needed), and plenty of affection based on their individual personality and comfort level.

Sitter Profile Image: Annika T.
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Annika T.
from
$95
per night
5.0 out of 5 stars
• 95 reviews
20 repeat clients
15 years of experience
Virginia Beach, VA

“Annika is by far that the best dog sitter, and the kindest person. She goes above and beyond for all the big and little things. We left two of our dogs with her for 2 weeks and I couldn’t be happier with the care, love and snuggles they got from her. She is reliable, punctual, and her communications is always timely and precise. She watched our dogs in the past and it was nothing short of excellent. Our dogs love her every time she’s around.”

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Beata P.
Sitter Profile Image: Amina j.
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Amina j.
from
$40
per night
3.3 out of 5 stars
• 6 reviews
7 years of experience
Virginia Beach, VA, 23462

“She was very attentive and always on time. Definitely would book again!”

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Brittany C.
Sitter Profile Image: Blaine F.
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Blaine F.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Virginia Beach, VA, 23462

About: I have owned and raised dogs since I was a teenager. I have raised many different breeds from Goldendoodles to pit bulls. I currently have 5 dogs that I have rescued. They are all with my fiancé in Texas so no need to worry about your dogs getting along with mine. I am currently active duty but I am on shore duty so I don’t spend a lot of hours in the office. A normal day is around 3 hours and a long day is around 5. Weekends are almost always off. I have a completely fenced in property. I bought the house for all of my 5 dogs but they have since gone to live with my fiancé in Texas. I have no furniture or bed rules. They can hang out or sleep with me anywhere I am. I treat dogs as family and I want them to be just as comfortable as me.

Sitter Profile Image: Kayla G.
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Kayla G.
from
$75
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
4 years of experience
Virginia Beach, VA, 23464

“Kayla is amazing with my two HIGH energy dogs! She makes it so I can relax and enjoy my trips knowing my dogs are being loved and taken care of. She is great at communicating and sends pictures/updates throughout the day! She always reaches out if she has questions or needs clarification about the dogs which I appreciate so much. I can tell when I get home my dogs are happy and enjoyed their time with Kayla! She also leaves my house cleaner than she found it :)”

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Alisha c.
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The median cost per night for house sitting in Princess Anne is €45

Pet parents share their Rover experiences - Princess Anne

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5.0 out of 5 stars

Mario did a great job keeping me informed and sent cute videos. He did amazing with my 2 big dogs and cat! Even with one of my dogs that has anxiety with me being gone. He showed early to meet them as well which helped a lot. I would highly recommend him!

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Alicia G.
House Sitting
5.0 out of 5 stars

Our dog took to Hailey immediately and throughout our trip, she has sent us pictures and kept us updated. Highly recommend, but wait until I book her next visit before you do!

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Karen F.
House Sitting
5.0 out of 5 stars

Michael was amazing with our dog. He took a last minute request and was so kind and easy to work with. He communicated daily and sent lots of pictures. Highly recommend Michael for any dog sitting needs!

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Halley v.
House Sitting
5.0 out of 5 stars

Alicia was great! One of our dogs is pretty anxious and the other has meds he needs on a schedule. She made sure everyone was comfortable and even got our cat to cuddle.

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Liz L.
House Sitting
5.0 out of 5 stars

Jill was very communicative and caring. She took great care of our dogs and our home. She went the extra mile to help us care for our dog who is having some digestive issues.

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Lindsey D.
House Sitting
5.0 out of 5 stars

Can not express how much care & love Emma provided for our babies and our home. We were so anxious about having someone watch our home & pups but Emma put our minds at ease and loved in them as her own. Definitely having her watch them when go on vacations!!

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Donna D.
House Sitting
5.0 out of 5 stars

Jennifer was great with our girls! We got updates and pictures every day and it’s clear how much she cares!

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Abigail S.
House Sitting
5.0 out of 5 stars

Cassi was great with our kitties & was wonderful at keeping us updated and spending extra time with them. She is a reliable and trustworthy sitter!

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Ariel C.
House Sitting
5.0 out of 5 stars

Melissa is fantastic! She took great care of our kitties and sent updates and pictures while we were away. One of our cats is shy around strangers and Melissa made sure to bring her food closer to her hiding spot to make her more comfortable. We were able to enjoy our vacation knowing our babies were well cared for.

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Amy T.
House Sitting
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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?

  • Cashless payments

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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.

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

How to book house sitting

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for house sitting - Princess Anne

Select a filter and find qualifying sitters offering house sitting.

Sitters in Princess Anne average 4
repeat house sitting clients

FAQs for House Sitting - Princess Anne

Frequently asked questions about Rover

The average cost of House Sitting in Princess Anne is $39 per night as of October 2026. Most bookings cost between $30 and $76 per night. 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 October 2026, there are 1,123 sitters on Rover offering House Sitting across Princess Anne. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Princess Anne walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Princess Anne maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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 Princess Anne 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!

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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 .

sitters on Rover set their own , 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.

Yes, you can find sitters who have experience with handling special pet needs in Princess Anne. 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.

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