House Sitting Wildewood

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

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Over 62
pet parents in Wildewood have booked house sitting

Wildewood, 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.

1 / 1
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: Katarina D.
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Katarina D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 28 reviews
8 repeat clients
7 years of experience
California, MD, 20619

“Katarina was very friendly and took great care of our dogs. She sent lots of pictures to let us know how things were going. She was very responsive and we came home to very happy pups. I would recommend her to watch your pets.”

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Jason S.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 158 reviews
82 repeat clients
22 years of experience
Leonardtown, MD, 20650

“We absolutely love Leah!! She's so good with our dogs. Very punctual and responsible. She stays over with our two and leaves or home just the way we left it.”

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Dean S.
Sitter Profile Image: Breanne S.
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Breanne S.
from
$28
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
10 years of experience
California, MD, 20619

“Wonderful family took care of our dog Poppy for the weekend. Very accommodating, sent us pictures and updates. I would definitely recommend and use again. Thank you!”

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D S.
Sitter Profile Image: Riley h.
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Riley h.
from
$45
per night
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: Shyann N.
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Shyann N.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Prince Frederick, MD, 20678

“Really kind and sweet. Great with my dogs. Very reliable and punctual.”

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Ari L.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
20 years of experience
Lusby, MD, 20657

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.

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: Linda W.
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Linda W.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 133 reviews
47 repeat clients
20 years of experience
Lexington-Park, MD, 20653

“Linda was awesome. Sadie was relaxed and happy while in her care. It was nice to go on vacation and know that Sadie was being well cared for. I would recommend Linda to anyone who wants their pet to stay home while they are gone. I will definitely request Linda again if we go away.”

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Judy K.
Sitter Profile Image: Christina C.
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Christina C.
from
$80
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
8 years of experience
Lexington Park, MD, 20653

“Christina was very attentive with Mr. Moo and her pictures helped us get through the long weekend without our chunky monkey. She left our house and our cat in excellent condition and he wasnr even mad at us when we got back, which is always a giod sign that he was well taken care of! We wouldn't hesitate to work with her again.”

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Anica L.
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: 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: Kerri L.
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Kerri L.
from
$60
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
20 years of experience
Lusby, MD, 20657

About: I absolutely love all animals!! I have a Beagle that is great with other dogs and children! I work from home and have a large fenced yard that dogs love! I am ready and available to host your pups for overnight needs or come walk your dog(s) so that you can focus on other needs! If I host your dog overnight, I prefer a housetrained pup but am flexible with that. Expect lots of pictures while your furry family member is here ! I work from home so will be home throughout the day, with the exception of short errands runs. If your pupper needs a crate, please feel free to bring one! Large fenced yard for lots of outdoor time. I have dog beds throughout the house for sleeping, and dogs beds outside for lounging and sunbathing!

Sitter Profile Image: Alexis B.
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Alexis B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
8 years of experience
Colonial Beach, VA, 22443

“Alexis did a wonderful job house sitting for us! All animals (bird, fish, and dog) were all taken care of as well as our home. I highly recommend her! Thank you, Alexis!”

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Patricia W.
Sitter Profile Image: Stacey H.
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Stacey H.
from
$60
per night
5.0 out of 5 stars
• 23 reviews
10 repeat clients
2 years of experience
Waldorf, MD, 20601

“We could not have left our dog, Waldo, in better hands than Stacey's! Stacey feels like family and Waldo felt that, too. We're grateful for her photo and video updates and attentive care. We strongly recommend Stacey!!”

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Greta A.
Sitter Profile Image: Alexis R.
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Alexis R.
from
$45
per night
3.7 out of 5 stars
• 3 reviews
2 repeat clients
15 years of experience
Waldorf, MD, 20695

“Took great care of my babies!”

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Vanessa M.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$38
per night
26 years of experience
Mechanicsville, MD, 20659

About: Over the years I have had experience with dogs, rabbits, fish, cats, pigs, cows, chickens. I grew up on a farm with cows, pigs, and chickens. As an adult I have owned a rottweiler (2011-2019) and labradoodle(2016-2020) that I absolutely loved and made me fall in love with dogs. They are now angels watching over me. I currently have five kitties rocky (17yrs), Simba (7yrs), Gracie (2yrs), Penny (2yrs), and Bella (1yr). During COVID I had pet and food rabbits and chickens for meat and eggs. I work fulltime during the day usually Monday through Friday 5am-4pm. I work part time on the weekends for a DJ which is usually just Saturdays 3pm to 11pm depending on the event. I enjoy my down time caring for my furrbabies and making sure they have food and water and clean litter boxes. I am always trying to find new ways to make them live a better and happier life. I have a split foyer with 5 cute and lovable kitties. I have a temporary catio on my deck for them to safely enjoy the outdoors. I live in a semi quiet neighborhood that I enjoy taking longs walks around. I make sure that the animal is comfortable with me and not scared as stress is not good for an animal. I love getting outside and going for walks so if your animal needs a walk, it will just make my heart happier to have company. Fuurbabies are family so I will treat your furrbaby just like if they were my own.

Sitter Profile Image: Anna L.
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Anna L.
from
$120
per night
4.9 out of 5 stars
• 71 reviews
23 repeat clients
12 years of experience
La Plata, MD, 20646

“Anna is awesome! She did an amazing job taking care of our dog while we were away. She was great about texting us updates and photos, and we felt so comfortable that our dog was in great hands. I would definitely book with Anna again and highly recommend working with her!”

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Kristen B.
Sitter Profile Image: Victoria A.
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Victoria A.
from
$60
per night
5 years of experience
Port republic, MD, 20676

About: I love animals with all my heart. I’ve never met a pet who hasn’t loved me. I agree with the statement that animals are very energy in tune and I’d like to think so am I! I’ve done lots of dog sitting and cat sitting jobs for people close to me and they’re satisfied with how I did, so you 100% will be too. Your pet is in responsible, attentive hands. I have a free schedule and I’m in desperate need of a side hustle. I have too much free time and I think this would be the perfect thing to book my schedule with, especially because of how much I love being outside and animals. I’m very mindful of the safety even of my own animals so your pet is in the best of hands. Although my yard is not fenced, I take my dog out for walks leashed and for the few times she has escaped, I’m not near any major roads for there to be any accidents or for her to be in harm’s way. I am very vigilant and I would never put your animals or my own at risk because pets are apart of the family and I’d never let anything happen to a family member, even yours.

Sitter Profile Image: Jesse & Scott C.
Verified Enhanced Background Check
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.
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The median cost per night for house sitting in Wildewood is $50

Pet parents share their Rover experiences - Wildewood

1 / 1
5.0 out of 5 stars

I cannot say enough wonderful things about Juliana. From the moment we met, I felt confident that my dog was in loving, caring, and capable hands. It gave me such peace of mind knowing my fur baby was being well cared for while I was away. Juliana was dependable, attentive, and genuinely caring, treating my dog with so much love and kindness. She kept me updated with pictures and you could tell Arthur loved her. I would highly recommend this sitter to anyone looking for someone trustworthy, responsible, and compassionate to care for their babies. I would absolutely book again without hesitation.Thank you for taking such wonderful care of our fur baby! 🐾❤️

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Debra K.
House Sitting
5.0 out of 5 stars

Wonderful family took care of our dog Poppy for the weekend. Very accommodating, sent us pictures and updates. I would definitely recommend and use again. Thank you!

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D S.
House Sitting
5.0 out of 5 stars

Taylor was awesome!!! On time, flexible and a great sitter. We will be looking for her next time we need a sitter!

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Ed M.
House Sitting
5.0 out of 5 stars

Shemoy was incredible, couldn’t have asked for a better sitter to put our minds at ease and allow us to fully enjoy our trip. Will definitely be scheduling with her again!

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Brandon J.
House Sitting
5.0 out of 5 stars

Leah did a wonderful job taking care Letty and our home while we were away. She was a good communicator and sent photos and updates. A problem with an outside door arose while we were gone and she let me know right away and sent photos and videos to help assess the situation. I highly recommend Leah!

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Beth C.
House Sitting
5.0 out of 5 stars

Kristen has quickly made friends with my dog Jasper. I am completely confident in her care of him while I am away.

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David H.
House Sitting
5.0 out of 5 stars

Stephen was excellent with our dog. He went above and beyond to make sure she was safe and felted loved. I will definitely use him again and highly recommend him He also took very good care of our home

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Karol S.
House Sitting
5.0 out of 5 stars

This was my first time using a dog sitter and I am blown away. The updates and pictures that Katarina sends really puts you at ease and lets you see that your pets are having a great time. Expectations exceeded and I will be booking with Katarina again.

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Jessica Z.
House Sitting
5.0 out of 5 stars

Torrie is always awesome with my cat and dog! She is very thorough providing care and I very much appreciate her communication style. As an anxious pet mom, I am always able to relax and know that my pets’ needs are being taken care of when I’m away! Thanks Torrie!!

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Ellen L.
House Sitting
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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

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  • Reservation protection

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

  • World-class support

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

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.
  3. 3. Book & Pay

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Popular requests for house sitting - Wildewood

Select a filter and find qualifying sitters offering house sitting.

Sitters in Wildewood average 4
repeat house sitting clients

FAQs for House Sitting - Wildewood

Frequently asked questions about Rover

The average cost of House Sitting in Wildewood is $56 per night as of October 2026. Most bookings cost between $32 and $67 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 317 sitters on Rover offering House Sitting across Wildewood. 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 Wildewood 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 Wildewood 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 Wildewood 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 Wildewood. On Rover:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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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