House Sitting in Wildewood

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Top rated Wildewood house sitters

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: Jordan M.
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Jordan M.
from
$55
per night
5.0 out of 5 stars
104 reviews
26 repeat clients
20 years of experience
California, MD, 20619

Thank you for always taking such great care of our little old man! Even with him aging and having more and more limitations every time you see him. We appreciate how caring and accommodating you are for him☺️

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Reagan G.
Sitter Profile Image: Hannah R.
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Hannah R.
Star Sitter
from
$30
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
5 years of experience
Lexington Park, MD, 20653

Hannah was our first new dog sitter in a year and a half and did a fantastic job watching our dogs for the weekend. Her communication was excellent and gave us peace of mind through pictures and updates about how the dogs were doing while we were away. Hannah’s energy was perfectly matched for our pack (calm, relaxed, comforting) even managing to get our anxious and nervous adopted pup to cuddle and fall asleep in her lap. We returned home to a cleanup and tidy house and well cared for dogs. Highly recommend.

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Rachel L.
Sitter Profile Image: India B.
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India B.
from
$50
per night
4.8 out of 5 stars
7 reviews
4 repeat clients
30 years of experience
Callaway, MD, 20620

I contacted India on relatively short notice for pet sitting. She was available to come meet us and our dog before our trip. India did a wonderful job taking care of our older German Shepherd who is dealing with some skin conditions. She was very caring and followed all of the instructions that I left for medicine and wound care. We appreciate the care that she gave our girl and will definitely book with India again to take care of our dog. We also have a bearded dragon and fish that she took care of as well. Highly recommend India for pet sitting.

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Becky C.
Sitter Profile Image: Shemoy S.
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Shemoy S.
Star Sitter
from
$95
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
20 years of experience
California, MD, 20619

Shemoy worked closely with us to make sure our dogs were comfortable before we left them. She treated our babies like her own and always kept us fully updated :)

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Deanna G.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
143 reviews
73 repeat clients
22 years of experience
California, MD, 20619

Leah is fantastic! We all know a “dog Mom” that doesn’t want to leave home because of her BABY!! (That’s me??‍♀️) Leah is patient and attentive, she went above and beyond for us on an extended stay. My dog, my home and my sanity were all in check with Leah. I can’t thank you enough, we will be booking again!

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Anita A.
Sitter Profile Image: Katarina D.
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Katarina D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
7 years of experience
California, MD, 20619

Katie gave our pup lots of love and excellent care. She is a great communicator, sending pics and notes. I would highly recommend her, and will book with her again.

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Karen C.
Sitter Profile Image: Juliana B.
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Juliana B.
from
$25
per night
5.0 out of 5 stars
2 reviews
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: Ruth D.
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Ruth D.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
California, MD, 20619

About: Very experienced 20 plus years dog owner and dog lover! We bread our KCC and now have 2 beautiful small gentle dogs. Your pet is welcome in our home. Or I can visit them in yours. I have two children age 9 and 13 who have had dogs all their lives. Love all dogs and are very good at caring and playing with them! I am a stay at home mum. Originally from Ireland and live in Wildewoods. I have flexibility to cater for your Dogs needs. Communication will be first class to reassure you on your time apart. Large home. My two small dogs will offer company or indeed I can visit your home if your dog prefers solo walks and to stay in familiar surroundings. We have a fenced back garden and live in a quiet neighbourhood.

Sitter Profile Image: Jaliah D.
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Jaliah D.
from
$45
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Lexington park, MD, 20653

Jaliah was very polite and great with my pets!

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April C.
Sitter Profile Image: Stephen V.
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Stephen V.
from
$35
per night
4.3 out of 5 stars
6 reviews
2 repeat clients
3 years of experience
Hollywood, MD, 20636

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.
Sitter Profile Image: Kristen E.
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Kristen E.
from
$65
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
California, MD, 20619

Kristen was absolutely wonderful with my Pomeranian mix, Jasper, over Spring break. From the very beginning, she was flexible with my schedule and made the whole handoff seamless and stress-free. It was clear she genuinely cared about Jasper’s comfort and wellbeing. She was attentive, communicative, and completely dedicated to making sure he was happy and well looked after while I was away. Knowing Jasper was in such good hands allowed me to fully enjoy my time away without a second of worry. I couldn’t have asked for a better sitter. I will absolutely be reaching out to Kristen again and recommend her without any hesitation!

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David H.
Sitter Profile Image: Samuel H.
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Samuel H.
from
$28
per night
5.0 out of 5 stars
5 reviews
1 repeat client
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: Kathleen S.
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Kathleen S.
from
$100
per night
5.0 out of 5 stars
179 reviews
61 repeat clients
8 years of experience
California, MD, 20619

Kathleen’s is always amazing with my dogs. She sends lots of photos & there’s absolutely no signs of stress when I return home. I can tell my dogs are super comfortable with her & it makes business trips easier on me because I know I don’t have to worry about my pups. They love their “Miss Kathleen.”

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Sandra B.
Sitter Profile Image: Linda W.
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Linda W.
Star Sitter
from
$100
per night
5.0 out of 5 stars
95 reviews
37 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: Starfire E.
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Starfire E.
from
$40
per night
5.0 out of 5 stars
26 reviews
15 repeat clients
16 years of experience
Mechanicsville, MD, 20659

Starfire did a great job and kept all my animals happy and healthy! She kept us informed with texts and pictures and I appreciate all she did for us. Thanks Starfire

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Martha F.
Sitter Profile Image: Paula R.
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Paula R.
from
$80
per night
15 years of experience
California, MD, 20634

About: With 15 years of experience, animals aren’t just my job, they’re my world. I bring genuine love and dedication to every pet in my care, whether they’re a playful pup, a curious kitten, or a wise senior companion. Beyond standard sitting services, I offer full grooming care including bathing, brushing, nail trims, teeth cleaning, and ear cleaning, so your pet comes home not just happy, but fresh and well-tended. Having these skills in-house means less stress for your pet and more convenience for you. Cats and dogs both hold a special place in my heart, and after 15 years, I’ve learned how to make every animal feel safe, comfortable, and loved, just like they would at home.​​​​​​​​​​​​​​​​ Pet care is woven into every part of my day. My mornings start with feeding, walks, and making sure every animal in my care gets one on one attention before anything else. Throughout the day I check in on their needs, whether that is playtime, grooming, or just some quiet companionship. Evenings are for winding down together, because pets thrive on consistency and I make sure they always feel settled and secure. This is not something I squeeze into my schedule. It is my schedule. Animals are my priority seven days a week, and that kind of commitment is something every pet owner deserves to know their sitter has. Whether I am in your home or mine, my goal is always the same, to make your pet feel safe, loved, and right at home. I tailor my care to each animal’s personality and routine, because no two pets are alike. When caring for pets in my home, they become part of my daily life. They sleep comfortably, play freely, and receive constant attention throughout the day and night. I keep things calm and nurturing so even nervous or anxious pets can relax and settle in. When visiting clients in their own homes, I follow your pet’s established routine as closely as possible. Familiar surroundings make a big difference, especially for cats and older pets who do best in their own environment. I handle everything from feeding and walks to grooming and cuddle time, so your home stays in order and your pet stays happy. Either way, you can count on updates and peace of mind knowing your fur baby is in experienced, caring hands.

Sitter Profile Image: Hannah A.
Verified Enhanced Background Check
Hannah A.
from
$30
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Lusby, MD, 20657

About: Hi there! My name is Hannah, and I’ve been around animals my entire life. I’ve cared for dogs, cats, and other pets, so being around animals feels completely natural to me. I also have hands-on experience working at Interlude Pet Resort & Spa, where I helped care for dogs of all sizes and temperaments. This included feeding, cleaning, walking, and making sure each dog felt safe and comfortable. In addition, I’ve provided pet sitting and dog walking for friends, family, and family friends. I understand how important it is to keep pets on their normal routine and give them the attention and care they’re used to. I’m very patient, reliable, and genuinely love spending time with animals. Whether your pet is energetic, shy, or needs a little extra attention, I’ll make sure they feel safe and cared for. I’m also happy to send updates and photos so you always know your pet is doing well while you’re away! I’m currently not working so i’m available all days of the week! 9:00am - 11:00pm all days of the week! I also would never pass up the opportunity to love on your fur baby! I’m used to scheduled feed times and walking bigger and smaller dogs. I like to go outside and throw a ball/frisbee or any other toy that can be used to get some exercise in.

Sitter Profile Image: Charlize O.
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Charlize O.
from
$25
per night
5.0 out of 5 stars
9 reviews
6 repeat clients
8 years of experience
MD, 20636

Charlize did a great job taking care of Sadie. She was very responsive and tended to all of Sadie’s needs. I will definitely be asking Charlize to take care of her again in the future!

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Matthew G.
Sitter Profile Image: Christina H.
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Christina H.
from
$64
per night
5.0 out of 5 stars
47 reviews
7 repeat clients
11 years of experience
Leonardtown, MD, 20650

About: I have been taking care of animals since I was 11. I have taken care of neighbors and friends dogs! I took animal science in high school for two years which included dog grooming two days out of the week and also learning about all animals in general. I worked at Hayfield Animal Hospital as a Kennel Assistant when I was in high school as well. This required walking and feeding dogs on a day to day basis. Through my junior year of high school through college, I was a summer camp counselor for a Horse riding stables. This included taking care of 30+ horses every morning and night during the week. I have been riding horses for 20 years now and have an equine minor. I have lots of experience with dogs and cats! I currently have two dogs of my own that I love very much. I have grown up with cats and until recently have always had one or two in my life. I currently work full-time from home. I work from 8 to 5 but can sit before then, during lunch, or after work. I also have time on the weekends to sit as well. I have two dogs of my own at home, so I cannot do in-home sitting currently. I will take great care of your pups/cats at your own home and follow any instructions given!

Sitter Profile Image: KASEY P.
Verified Enhanced Background Check
KASEY P.
from
$28
per night
5.0 out of 5 stars
3 reviews
2 years of experience
California, MD, 20619

About: I've had and taken care of a dog since I was 7 years old. Dogs were always a part of our family life. In my family and friend group I am the go-to person for pet sitting and puppy walks. I recently participated with a trainer from Ultimate K9 training in Southern Maryland with my own pup Russel who passed with flying colors and both he and I learned many new skills and tricks. Working with dogs is one of the loves of my life. I typically work a 7-5 shift at my day job but do have some flexibility during the day that I can use for a pup break. Evenings I am consistently available after 5pm. Weekend work is not a problem and I am open to helping support your much needed getaway. Love is always the first ingredient but of course we respect puppy boundaries as set by the puppy parents or how comfortable the pup is until they feel comfortable. Meals are fed to pups at the same time to make sure they are not feeling favoritism. Belly rubs and play time are also important for bonding and trust. I will send images of pets daily if the pet parent would like. Just let me know.

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Wildewood pet parents share their Rover experiences

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5.0 out of 5 stars

Shemoy did a fabulous job taking care of our two high maintenance dogs. She didn’t seem phased at all by their med schedule and their anxiety issues. Super impressed

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Hilary G.
House Sitting
5.0 out of 5 stars

Juliana was the sweetest! She did everything we asked her too to care for our pup and went above and beyond in giving him love. Juliana communicated each time she went over to let our dog out and sent multiple pictures every day. She was amazing and I would definitely trust her with our pet again!

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Anna W.
House Sitting
5.0 out of 5 stars

Kristen was absolutely wonderful with my Pomeranian mix, Jasper, over Spring break. From the very beginning, she was flexible with my schedule and made the whole handoff seamless and stress-free. It was clear she genuinely cared about Jasper’s comfort and wellbeing. She was attentive, communicative, and completely dedicated to making sure he was happy and well looked after while I was away. Knowing Jasper was in such good hands allowed me to fully enjoy my time away without a second of worry. I couldn’t have asked for a better sitter. I will absolutely be reaching out to Kristen again and recommend her without any hesitation!

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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

Great to work with and my pups loved him. Was very accommodating to my changing schedule and took great care of my pups!

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Kyle R.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Wildewood is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house 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.

Sitters in Wildewood average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Wildewood on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Wildewood house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 221 house sitters in Wildewood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Wildewood house sitters respond in under an hour.

House sitters in Wildewood have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Wildewood.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Wildewood house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.