House Sitting Wildwood
Find a loving house sitter to watch over your pets and your home.
Over 24 pet parents in Wildwood have booked house sitting
Wildwood, 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.
“Cassandra did a wonderful job with my dog Maisy. Right before leaving for vacation my dog spent 3 days in an emergency hospital for a toxin overdose. Cassandra made me feel so at ease leaving Maisy with her. She accommodated follow up visits with my normal vet and communicated well with me. I trust her completely with my dog and my home. Everything was in wonderful shape when I came back. Highly recommend.”
“Faith did a great job taking care of my two babies while I was in the city for a day. She shared updates, photos, and asked questions to ensure she was providing the best care.”
“What an absolute gem!!! I have 2 Belgian Malinois, a can and fish. Tanya was such a amazing sitter. Our older mal he can be an anxious fella and can sometimes intimidate people but not Tanya! She was a dog whisperer. She stayed overnight for 3 nights and not only helped with keeping my critters safe but also the home. She treated my home like her home and with respect. I couldn't have asked for a better sitter. TRUST HER WITH YOUR FAMILY. My pets mean the world to me and they trusted and loved her from the moment they met. She was consistent with providing updated and pictures. Already a loyal client to her with only just 1 booking. 10000/10 rating. Coming from an anxious mom I highly reccomend.”
“We would re-book Jillina without hesitation. She is a high integrity, super responsible pet sitter who will make it a priority to comfort and care for your pets. She truly bonded with our felines (2 mature Siberian cats). Her attention to our details, which we clearly outlined, were kept without compromise. We graced her with a lot of latitude in our home which she treated with great respect and did not in any way take advantage of. Our cats will miss her! Jillian personifies the ideal pet sitter.”
“Aimee did a great job taking good care of our puppy! She is very kind and passionate. She played very well with our puppy, brought him to potty, prepared food and water for him. Our puppy had a lot of fun.”
“Ashlee was awesome. She was excellent with keeping me up to date with how my skittish dog was doing. She sent pics, videos and updates multiple times per day. I would book again with her for sure!”
“We were happy with the accommodations that was provided for us and our pup . It helped us enjoy our day knowing he was safe . Friendly , kind and awesome care was given and we are lucky to have found her”
About: Hi, I'm Chelly! I've always been an animal lover and have had the privilege of loving and caring for so many fur babies at Yuppy Puppy in Lake Bluff for about 2 years! I'm based in the Lake County and North Shore area, but if you're a bit farther out, don't worry, I'm always open to finding the perfect fit. Whether your pup needs a walk, your cat wants a friendly check-in, or you need someone to house sit while you're away, I am ready to help! I love working with animals of all ages and backgrounds, playful puppies, curious kittens, wise seniors, and even pets who need medications or a little extra love. I'm here to attend to your pets and your needs as an owner! :) I have a dog of my own, a sweet doodle named Bambi, and she ignites my love for dogs every single day. I know your pet is truly family and I promise to care for them as if they were my own, showering them with love and sending you plenty of photos so you always know how they're doing. 🐾 ♡ I have a flexible afternoon schedule to fit all pet parent needs! I am currently a student in online school, and work mornings as an RBT until 11:45 AM. I'm always willing to try and accommodate as much as possible, so don't be afraid to ask. :) When I’m house sitting, my goal is for your pet to feel like they’re hanging out with a friend, not just someone filling in. I pay close attention to the little rituals, favorite toys, bedtime snuggles, and those everyday quirks that mean so much to your pet. I’ll do my best to keep their world steady and familiar, so they can truly relax while you’re away. Your home will be treated with respect, and your furry companion will get plenty of love until you return. I always pay attention to detail, making sure doors are secure, gates are latched, and your pet can explore safely. Whether we’re out for a sunny walk or just lounging at home, I’m watching for every tail wag, ear perk, or sign that your pet needs something. With experience caring for both mellow seniors and energetic pups, I’m flexible and patient, ready to adapt to whatever makes your pet happiest. Your pet will always be treated like family! :)
“Declan was amazing with our two dogs. He sent pictures during their walks and playtime and communication was awesome. We would have him again and highly recommend him to others.”
“Alex worked with our one dog who was nervous around him at first. He spent a lot of time at our house with our two dogs while we were on vacation. When we came back our dogs were tired and happy.”
About: I took care of my senior dog until he passed and I also have cared for many happy cats. I can do care from simple companionship and exercise to medication, special needs. I have a flexible schedule for this summer.I work part time at another job but that’s a very flexible schedule as well. I’m open to opportunities. I always try to maintain a safe and fun vibe during my time with pets. My priority at all times is making sure their needs are met.
“This was our first-time using Rover and leaving our pup and cats with someone we didn't know. Gage met with us ahead of time and stayed in touch while we were gone with photos and updates. We felt comfortable knowing they were all in such good hands. Would refer and use Gage in the future! Thanks again!”
“Trina is such a lifesaver. We had a dog sitter lined up who had to bail on us about 12 hrs before we were supposed to leave on our first ever Disney vacation. She responded to my message immediately, was available on short notice and honestly spoiled the heck out of my dog! My dog is a senior citizen and takes 2-4 meds a day. She made sure he got all his meds, followed an intricate feeding schedule, and loved him as her own. She checked in with me daily to assure us he was doing well. She also helped feed our fish and turtle. What a lifesaver! We returned to happy animals and a very clean house. We will definitely be using Trina for all our vacations from here on out!”
“Highly recommend Kortney! Leaving my pup for a week is never easy, but she made the entire experience stress-free! She treated my dog like her own and provided regular updates and photos, which gave me so much peace of mind while I was away. When I got home, I could tell she had been happy, loved, and exceptionally well cared for. I’m so grateful for the wonderful care Kortney provided and will absolutely book with her again. ❤️🐾”
About: My whole life I've grown up with dogs and other animals. I truly care about pets and their well being. I'm pursuing a degree in animal behavior and welfare. I also have watched family pets growing up. I'm currently without a job so I'm available to watch your animal(s) full-time, part-time, or over night if need be. I do live an apartment, but I have plenty of walking space outside, cat toys and trees for anyone with cats. I'm willing to work on a schedule if you need strict walking times or for feeding. I'm willing to train for free using reward-based training techniques and I'm willing to bathe for free if you'd like.
“It was Sarah's second time watching our dogs. She did a great job. I think she even groomed them. They look less scraggly than when I left. She takes great care of the dogs and will leave the house looking nice.”
The median cost per night for house sitting in Wildwood is $50
Pet parents share their Rover experiences - Wildwood
Mateo did a great job with Harley during our week long absence. He sent daily updates and photos and was a good communicator. He was flexible and willing to change plans when necessary. He also left the house very clean. I would definitely work with Mateo again.
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?
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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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
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 - Wildwood
Select a filter and find qualifying sitters offering house sitting.Sitters in Wildwood average 4 repeat house sitting clients
FAQs for House Sitting - Wildwood
Frequently asked questions about Rover
The average cost for House Sitting in Wildwood on Rover is $63.27 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 3,206 sitters on Rover offering House Sitting across Wildwood. 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 Wildwood 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 Wildwood 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 Wildwood 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 Rover Guarantee , 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 Rover's Trust & Safety page .
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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Wildwood. On Rover:
- 94% of sitters can help with special care needs
- 97% 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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