House Sitting Chesapeake Ranch Estates

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Chesapeake Ranch Estates, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Juliana B.
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Juliana B.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
2 years of experience
California, MD, 20619

“Juliana was a joy to work with and took thoughtful care of my home and dog! She was knowledgeable, kind, communicative, and patient with Hugo getting used to her. Upon my return, she had followed instructions thoroughly and carefully, and Hugo was well cared for and happy. And so am I! Thank you, Juliana!”

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Gail D.
Sitter Profile Image: Tisha R.
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Tisha R.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
Lexington Park, MD, 20653

“Tisha watched our 2 pups for 10 days in our home and was communicative, respectful, clean, and took great care of them- would definitely hire her again in the future!”

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Staci T.
Sitter Profile Image: Samuel H.
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Samuel H.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
4 years of experience
Lexington Park, MD, 20653

“Samuel did a fantastic job watching our dog who is both quite reactive and recovering from ACL surgery. We already rebooked him for next month and highly recommend him for anyone needing peace of mind while they’re away from their fur baby.”

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Jeff B.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$80
per night
4.9 out of 5 stars
• 29 reviews
13 repeat clients
15 years of experience
Lusby, MD, 20657

“Elizabeth was attentive to Daisy's needs per the 'care & feeding' instructions we provided. Just as importantly, she treated Daisy as if her own, which was apparent by Daisy snoozling on Betsy's luggage as she prepared to leave.”

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William K.
Sitter Profile Image: Benjamin H.
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Benjamin H.
from
$40
per night
5.0 out of 5 stars
• 56 reviews
27 repeat clients
15 years of experience
Mechanicsvlle, MD, 20659

“Hands down the best pup sitter I've ever had! Communicated each day to let us know how our fur babies were doing and sent pictures of them too! Will definitely have him back to watch our fur babies! If you need a sitter, Benjamin is your man!”

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Rebecca H.
Sitter Profile Image: Ren F.
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Ren F.
from
$60
per night
3 years of experience
Mechanicsville, MD, 20659

About: Ive taken care of many pets with specialized needs. This includes routine medicine and eye drops for the elderly, frequent belly band changes changes for those with bladder issues, and calming treats for those fearful of storms. Im quick to learn each dogs bathroom tells to avoid any unwanted accidents. I also have fishkeeping experience with 2 freshwater fish tanks at home. So if youre fish needs feeding or water quality checks I can handle that was well. I am currently working a part time internship with flexible hours, which allows me to care for furry babies in my free time! Weekends are typically busy, however with enough notice I can make them work. House rules are always respected, no matter how much a dog wants couch cuddles or if the cat likes the view from on top of the counter.

Sitter Profile Image: Rosie J.
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Rosie J.
Star Sitter
from
$80
per night
4.9 out of 5 stars
• 13 reviews
3 repeat clients
22 years of experience
Lusby, MD, 20657

About: Hi! I’m Rosie — a lifelong animal lover and rescue-pet mom to one sweet pup and two cats. I’ve had pets since childhood and have always been drawn to helping animals who need a little extra love. I volunteer with a local shelter to support dog and cat socialization, and I also work with an island-dog rescue that brings pups from Puerto Rico to find their forever homes in the U.S. Whether it’s walks, playtime, or quiet company, I’m here to make your pet feel safe, loved, and well-cared for while you’re away. Pet care fits easily into my routine. I’m available early mornings, late afternoons, and evenings, with flexible weekends to ensure your pets get consistent, loving attention. In my home or yours, I focus on routines that build confidence and trust. I use gentle reinforcement, reward-based training, and plenty of love, cuddles, and playtime to help pets feel secure.

Sitter Profile Image: Jennifer R.
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Jennifer R.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Lusby, MD, 20657

About: I’ve had dogs my whole life and have been taking care of them since I was a kid! I have two dogs and a cat of my own who are family! So I understand how important it is to trust someone with your pets! Im currently a stay at home mom and wife I have plenty of time to walk, play and cuddle your fur baby’s! Any time of day or night I can be there for you and your family I can take you dogs for a walk around the neighborhood or around your yard! I am comfortable putting them in crates and feeding or any type of play what ever you need I can do!

Sitter Profile Image: Anna O.
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Anna O.
from
$53
per night
5.0 out of 5 stars
• 1 review
20 years of experience
Lusby, MD, 20657

“Anna was absolutely amazing! She kept me updated on how my furry babies were doing over the weekend. Had lots of questions and did a very good job at sticking to routine, which is important with a 15 week old puppy! She was clear about her need to get other things done over the weekend, even going so far to tell me when she was coming and going. Anna made it so that I could focus on my family this weekend with no concerns about how Nebula and Beethoven were being cared for, which was so welcome and reassuring after our last experience with a Rover sitter. We will definitely be using Anna again in the future. She is amazing and I would recommend her to anyone looking for a compassionate, reliable, dedicated, and caring pet sitter.”

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Maria J.
Sitter Profile Image: Juliana O.
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Juliana O.
from
$20
per night
2 years of experience
Dameron, MD, 20628

About: I’ve grown up around cats and dogs my whole life but around 14 years old I got my first puppy, Bella. Since then, our furry family has grown to one more dog and three cats all of varying ages! For the last two years, I’ve been helping friends, family and my neighbors by watching their pets while they’re gone. In that time, I pet sat dogs ranging from 10lbs to 90lbs and learned how to manage routines, bath times/grooming, feeding and medication care, plus walks and play time. I am enrolled as a part-time college student, I currently have classes on Mondays and Wednesdays 8am-3pm. Outside of that, I have a lot of free time that I’m happy to spend with your pet! I can stay in the home as needed or stop by for potty breaks and feeding or walks. That means I can send updates almost any time of the day plus pictures! I will let you know when I’m coming and going as well as any significant changes throughout the days. I am open to meetings or calls before scheduled sessions. I know that booking a stranger to take care of your loved ones can be scary and stressful! I don’t want to be a stranger to you or your fur babies, so allow me to take that stress off your hands by getting to know you and or your pets better beforehand. I am ready to listen and fulfill their needs or any special requests for routines they might have!

Sitter Profile Image: Hannah L.
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Hannah L.
from
$40
per night
4.2 out of 5 stars
• 9 reviews
4 repeat clients
15 years of experience
California, MD, 20619

“Hannah was beyond sweet, and did so well with Odin! He loved her immediately. Super communicative, she even sent me a few pictures after I left to let me know he was okay (homie has bad separation anxiety), which helped me just relax and enjoy myself. As my first time using Rover, I definitely hit the jackpot when I picked her. Again, thanks so much!”

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Alena N.
Sitter Profile Image: Ryan R.
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Ryan R.
from
$50
per night
13 years of experience
Lexington park, MD, 20653

About: What sets me apart as a sitter is the level of care, patience, and attention I give to every pet as if they were my own. I understand that every animal has a unique personality, routine, and comfort level, and I take the time to learn what makes them feel safe and happy. I’m especially comfortable caring for puppies I also grew up taking care of English bulldogs and understand the importance of consistency with potty training, basic commands, and positive reinforcement. I’m also attentive and gentle with senior pets, making sure they receive extra patience, medication support if needed, and a calm environment. I’m reliable, communicative, and always keep pet parents updated with photos and messages for peace of mind. My goal is to make sure your pet feels loved, secure, and well cared for while you’re away My schedule is pretty open. I am always flexible depending on what I have scheduled. I do work but only part time. I make time for the pets I watch. I love to take my dog on walks my animals are house dogs they spend time with me and enjoying life not in a cage though they do have one and love to just lay in there but there environment is safe and welcoming.

Sitter Profile Image: Valerie P.
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Valerie P.
from
$31
per night
15 years of experience
Port Republic, MD, 20676

About: I have been pet sitting and caring for neighbor's pets since a teenager. They have always trusted me with their pets and know I will be cautious and attentive. I am currently a stay at home mom to a toddler and we are looking for extra income. I have lots of time to entertain your pets and take care of them. I have a nice neighborhood with lots of scenery for walking your pet. You're pets will love hanging around the house with me and playing all day!

Sitter Profile Image: Jeanine H.
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Jeanine H.
from
$40
per night
1 repeat client
25 years of experience
Prince Frederick, MD, 20678

About: Hey there! I’ve been caring for animals for over 25 years…or really, my whole life! From dogs and cats to birds, hamsters, bearded dragons, and even fish, I’ve shared my life with animals of all kinds. I currently live with four cats who have taught me even more about patience, play, and intuitive communication. I’ve also helped friends with pet care, walked dogs of all sizes, and provided loving attention to pets while their humans were away. Animals tend to gravitate toward me, and I feel deeply connected to them. I believe in meeting each animal where they are, tuning into their energy, and ensuring they feel safe, seen, and nurtured. Whether it’s a playful walk, cozy check-in visit, or overnight care, I’m committed to showing up with love, attentiveness, and a calm, grounded presence. Your pet will be treated like one of my own! Pet care fits beautifully into my current schedule. I’m seeking flexible work that keeps me close to home so I can care for my four cats and continue pursuing my passion for baking. My days are open and adaptable, and I love spending time with animals. I’m currently available most days and times, and I genuinely enjoy being outside for walks or tending to pets’ unique needs. This work is a natural extension of my lifestyle. I treat all pets like family, tuning into their needs with care and calm energy. Whether in my home or yours, I create a peaceful, loving environment. I’m attentive to each pet’s unique personality, maintain clean spaces, and follow feeding or medication routines exactly. My four cats are well-loved and cared for, and I bring that same intention and presence to every animal I care for.

Sitter Profile Image: Amaun H.
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Amaun H.
from
$55
per night
17 years of experience
Mechanicsville, MD, 20659

About: Every pet is different, and I take the time to truly understand their unique personality, preferences, and needs. My love for animals isn’t just a job — it’s a real passion, and I treat every pet like family. One thing that sets me apart is that I’m home all day and have wide availability. That means your pet gets more attention, more playtime, and more one-on-one care — especially helpful for pets who need extra love, routine, or supervision. I keep pet parents in the loop with regular updates, photos, and detailed notes, so you always know how your furry friend is doing. I go beyond the basics with enriching activities and interactive play that help keep pets mentally and physically happy. You can count on me to be punctual, consistent, and reliable — creating a stress-free experience for both you and your pet. Whether it’s a special request or an unexpected situation, I’m always willing to go the extra mile to make sure everyone is safe, comfortable, and cared for. I’d love the chance to meet you and your pet — feel free to reach out any time! Pet care fits seamlessly into my daily routine because I’m home throughout the day and have a very flexible schedule. I build my days around the pets I care for — making sure they get walks, playtime, meals, and companionship on a consistent schedule. I’m not rushing in between other jobs or obligations, which means I can give pets my full attention, especially those who need a stable routine or extra care. Whether it’s early morning drop-ins, midday playtime, or evening feeding, I’m available and fully present. I genuinely enjoy caring for animals, so making it part of my everyday life doesn’t feel like work — it’s just what I do. Every pet is different, and I take the time to truly understand their unique personality, preferences, and needs. My love for animals isn’t just a job — it’s a real passion, and I treat every pet like family. One thing that sets me apart is that I’m home all day and have wide availability. That means your pet gets more attention, more playtime, and one-on-one care — especially helpful for pets who thrive on routine or need extra supervision and love. When caring for pets in a client’s home, I do everything I can to keep their environment calm, familiar, and consistent. I always begin with a meet and greet to learn your pet’s habits, health needs, and any household preferences. I follow feeding, walking, and play routines closely and provide plenty of mental and physical stimulation through personalized activities. Cleanliness and safety are top priorities — I keep your home tidy, clean up after pets, wipe paws when needed, and ensure food and water areas are fresh. I respect your space, follow house rules, and take home security seriously by locking up and following any protocols you’ve shared. I also provide frequent updates, photos, and notes, so you always know how your pet is doing. Whether it’s a special request, last-minute change, or emergency situation, I’m committed to going the extra mile to make sure both you and your pet feel confident and cared for. You can count on me to be consistent, punctual, respectful, and above all, deeply invested in your pet’s well-being. I’d love the chance to meet you and your furry friend — feel free to reach out any time!

Sitter Profile Image: Amanda J.
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Amanda J.
from
$29
per night
15 years of experience
Port Republic, MD, 20676

About: I have had dogs my whole life. It is my firm belief that pets are part of the family and should be treated like family. I have two “fur babies”, Luke and Noelle. Luke is a lab mix and Noelle is a pitbull terrier mix. Noelle is deaf, which means I have experience with dogs with special needs. I am available for dog walking, drop ins, sitting, etc. I am flexible throughout the summer months, as I am a teacher and do not work during these months. During the school year I am available in the early afternoon and in the evenings. I am looking forward to working with you and your family! Rest assured that your tiny (or big) furry family members will be in great hands!

Sitter Profile Image: Jesse & Scott C.
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Jesse & Scott C.
from
$75
per night
5.0 out of 5 stars
• 75 reviews
16 repeat clients
20 years of experience
Owings, MD, 20736

“We are very happy to have found Jesse and Scott. We know our pets and our house are in good hands while we are away. They are kind and caring and go the extra mile.”

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Sally W.
Sitter Profile Image: Amanda D.
Verified Enhanced Background Check
Amanda D.
from
$80
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
30 years of experience
North Beach, MD, 20714

About: Promo Code for $40 off first time booking for Pet Owners that it is their first time using Rover- AMANDD61392 Friends and Family call me the animal whisperer. I have had a dog/dogs my whole life. I have taken care of dogs from brand new puppies, to babies that were at the end of their life. I'm currently not working full time away from home, so for any boardings that are on week days or weekends, you and your fur babies are good to go. I do have one small dog at home BUT, if you prefer your dogs to be alone while here, my dog is easily brought to his grandparents house:), which they are always happy about. I will update when my work schedule changes. I have a fenced yard (tall privacy wooden fence with sliding deadbolt), and can easily crate dogs if needed. Any animals would have free range of the house and the yard. Your babies are my babies while I am taking care of them.

Sitter Profile Image: Bri H.
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Bri H.
from
$70
per night
5.0 out of 5 stars
• 85 reviews
20 repeat clients
20 years of experience
Upper Marlboro, MD, 20772

“Bri is wonderful as always! She makes us feel so at ease when we travel. She takes amazing care of our pets and is very communicative. We will continue to always use her for a sitter when we travel.”

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Cheyo R.
Sitter Profile Image: Uduak U.
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Uduak U.
from
$36
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
12 years of experience
Upper Marlboro, MD, 20772

“Uduak did an amazing job with our kids, Buck the big baby Bouvier and old lady Winnie our senior Cocker mix. They are usually slow to warm up to strangers, but they gravitated to her and anxiously waited by the door for her next visit. We'll be asking for again.”

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Gary B.
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Pet parents share their Rover experiences - Chesapeake Ranch Estates

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5.0 out of 5 stars

Betsy took great care of our dog and house. Great communication and we loved getting pictures of our dog while we were away. I would happily recommend her to anyone.

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Mike B.
House Sitting
5.0 out of 5 stars

Beau was GREAT! He is extremely responsive and my dog was comfortable with him immediately. 10/10 recommend!

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Adrienne M.
House Sitting
5.0 out of 5 stars

Kim is absolutely amazing! I have used Rover for years and she is by far the best sitter that I have ever had. Our dogs adore her and I felt completely secure and comfortable on my vacation, knowing that my pups were safe. Thank you, Kim! ❤️

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Lea W.
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?

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    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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FAQs for House Sitting - Chesapeake Ranch Estates

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 Chesapeake Ranch Estates 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 Chesapeake Ranch Estates 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.

<b>Tip:</b> 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 Chesapeake Ranch Estates 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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