House Sitting Wildewood

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

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Over 66
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.

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Sitter Profile Image: Hannah R.
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Hannah R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
5 years of experience
Lexington Park, MD, 20653

Hannah is so patient and understanding with our anxious shepherd puppy. She went out of her way to help with our chickens too! We feel so secure with her staying in our home and treating our dogs with the most cuddly love.

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Layne & Hendrik S.
Sitter Profile Image: Jordan M.
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Jordan M.
from
$55
per night
5.0 out of 5 stars
110 reviews
26 repeat clients
20 years of experience
California, MD, 20619

My dogs think Jordan is the best thing since Milk Bones. And frankly, so do I. I always have a relaxing vacation because I know I don’t have to worry about my pack or home because Jordan has it all under control. When I come home, my dogs are all happy & content & show zero signs of stress, so I know they also had a great “vacation”.

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Sandra B.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
146 reviews
74 repeat clients
22 years of experience
California, MD, 20619

Leah was wonderful! Our pups loved her! This is the first time we’ve had a pet sitter, so we were a little nervous but she eased our worries. She was very prompt with messaging and gave us lots of updates! We will absolutely book her again!

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Sydney M.
Sitter Profile Image: India B.
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India B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
9 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
34 reviews
14 repeat clients
20 years of experience
California, MD, 20619

Shemoy was absolutely awesome with my boy. She visited him before the day and developed a good connection and interacted with him like she had known him forever. She was incredibly loving with him and I was more comfortable that I thought I would be for our first time away!

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Victoria V.
Sitter Profile Image: Katarina D.
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Katarina D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
27 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: 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 is wonderful with our two dogs! She kept me in the loop with how they were doing and sent me lots of pictures. I feel at ease having her to take care of them while I am traveling.

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Laura J.
Sitter Profile Image: Arielle J.
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Arielle J.
from
$60
per night
3 years of experience
California, MD, 20619

About: I’m a reliable and attentive dog sitter with hands-on experience caring for dogs of all sizes and temperaments. I’ve provided dog sitting services for friends, family, and clients, ensuring each pet feels safe, comfortable, and well cared for while their owners are away. My experience includes feeding, walking, administering basic medications, and maintaining each dog’s routine to minimize stress. I’m also attentive to behavioral cues and make sure dogs get plenty of exercise, playtime, and affection. Your dog’s safety, happiness, and well-being are always my top priorities. I'm currently taking online computer courses, which allows me to adjust my daily routine and be available at various times throughout the day. I'm available for pet sitting and walking on weekends and weekdays. When caring for pets in a client’s home, I make it a priority to keep their routine as consistent and stress-free as possible. I follow all instructions closely, including feeding schedules, walk times, medications (if needed), and any specific preferences your pet has. I value the feelings and needs of your pets and strive to sense the best way to ensure your pet's comfort and security while respecting your home by maintaining cleanliness and peaceful order. I’m also happy to provide regular updates, photos, and messages so you can feel confident that your pet is safe, happy, and well cared for while you’re away.

Sitter Profile Image: Madison H.
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Madison H.
from
$60
per night
4.0 out of 5 stars
2 reviews
7 years of experience
California, MD, 20619

About: I am a responsible and dependable college student who genuinely enjoys caring for animals. I understand that every pet has their own personality, routine, and needs, and I take the time to make sure they feel comfortable, safe, and well cared for while you're away. I am attentive to feeding schedules, exercise needs, medications, and any special instructions provided by owners. I also believe in keeping pet parents updated with regular messages and photos so they can have peace of mind while their pets are in my care. In my own personal experience I have worked with pets ever since I was 13 and have loved animals my whole life. I have watched multiple animals at one time, administered medication, provided walks, provided cuddles/play times, and provided over night stays for the past few years. Whether your pet enjoys long walks, playtime, or simply having a calm companion around, I will provide patient and loving care tailored to their needs. My goal is to treat every pet as if they were my own and ensure they receive plenty of attention, affection, and care. I am currently working a part-time internship related to my major for school. This internship only takes up 15 hours of my time during the week. I am available to play and care for your pets any time during the weekend and when I am not working. As I do not have my schedule yet, I estimate most of my time will be spent with your pets in the evening during the week and whenever we can make work! I am very flexible. Safety and comfort are my top priorities when caring for pets. In a client's home, I follow all care instructions carefully, including feeding schedules, medication routines, exercise needs, and any household rules. I make sure pets have fresh water, a clean environment, and plenty of attention and companionship while their owners are away. I understand that pets are often most comfortable in their familiar surroundings, so I work to maintain their normal routine and minimize stress. I also pay close attention to any changes in behavior or health and will communicate promptly with owners if I have any concerns. I treat every home and pet with respect, keeping living areas clean, securing doors and gates, and ensuring pets remain safe at all times. I provide regular updates and photos so owners can have peace of mind knowing their pets are happy, comfortable, and well cared for.

Sitter Profile Image: Kristen E.
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Kristen E.
from
$65
per night
5.0 out of 5 stars
2 reviews
3 repeat clients
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: Tina R.
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Tina R.
from
$45
per night
5.0 out of 5 stars
2 reviews
40 years of experience
California, MD, 20619

About: I got the love of dogs from my father. I grew up on a farm and we always had a dog around. When I moved out on my own, I always had a dog from 1987-2024. For many years I had 2 dogs at a time. Since I never had children, they were my children. I 've had cocker spaniels, a rottie and a lab. I've taken care of my friends dogs when they are out of town. I currently work f/t Mon-Fri from 7am-3pm. I am only 5 miles away, so if needed, I can run home in middle of my workday for potty break and of course a mid day snack and plenty of pettings. I have a small fenced yard (I live in a townhome, end unit) Your furbaby will go on walks with me with their leach. They can sleep on the couch, in my bed, or wherever they are most comfortable.

Sitter Profile Image: Juliana B.
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Juliana B.
from
$25
per night
5.0 out of 5 stars
3 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: Kathleen C.
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Kathleen C.
from
$100
per night
5.0 out of 5 stars
25 reviews
9 repeat clients
10 years of experience
Lexington Park, MD, 20653

Kathleen is amazing! She checked in regularly with pictures of my relaxed and content baby. She was caring and attentive. She even picked up on his silent cues for when he wanted a snack or treat. When we came home, it was as if we'd only been away for 10 minutes. There is no one I'd trust more.

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Scottie P.
Sitter Profile Image: April C.
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April C.
from
$31
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Lusby, MD, 20657

About: I’ve cared for pets for several years & genuinely love spending time with animals. I have experience feeding, walking, playing with, & giving attention to dogs & cats of different sizes & personalities. I’m reliable, patient, & always make sure pets feel loved & happy! I have a flexible schedule & enjoy making time for pet care throughout my week. I’m available for walks, playtime, & I make sure every pet gets plenty of attention. I make sure all pets get exercise & care, I’m dependable, commutative, & will always do my best work. I will make sure I work to your pet’s routine & needs. I provide a safe, loving, & comfortable environment for every pet in my care. I pay close attention to each pet’s needs, routines, & personality to help them feel relaxed & secure. I can follow feeding schedules, give plenty of playtime & potty breaks, along with putting them in a crate if needed. My goal is to make pets & owners feel comfortable as much as possible.

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

Star fire is amazing! She took great care of our herd and kept me super informed. We have 3 Great Danes and a German Shepherd and they loved her. We will definitely be rebooking her!

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Nadia P.
Sitter Profile Image: Raymond M.
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Raymond M.
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
California, MD, 20619

About: I’ve have taken car of dog since I was 15 and love all kind of dogs. I have a two years old golden retriever that is fully house trained and love everyone. I work full time in the Navy and can board on the weekends. Also, available to sit and walk dogs Monday-Friday from 5 pm to 10 pm I have fencing yard and a golden retriever to keep you puppy company. Also, I can FaceTime anytime you need to see your puppy or send pictures.

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: Taylor K.
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Taylor K.
from
$40
per night
2 years of experience
Leonardtown, MD, 20650

About: I grew up with dogs and would help care for them, from walking, to feeding and bathing. I've also helped friends with theirs. I've cared for dogs as small as pugs and dachshunds to as big as collies and pitbulls. I work part time and have a very flexible employer! I'm willing to stop by anytime from 8am to 2am and am willing to house-sit as well. I do not offer boarding at my own home but if you asked anyone who knows me theyd tell you that I'm very cleanly, organized and respectful. I will always do my best to adhear to any instructions you leave for your baby and I do have experience kennaling big dogs.

Sitter Profile Image: Ariel V.
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Ariel V.
from
$45
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Hollywood, MD, 20636

Ariel V. was completely wonderful. My cats were all very happy with her, even my shy guys. Ariel was very attentative to Rascal, my old guy, and he just lapped up her attention. She sent videos and updates on how everyone was doing.

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Paula A.
Sitter Profile Image: Taylor A.
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Taylor A.
from
$28
per night
12 years of experience
California, MD, 20619

About: I've taken care if dogs my whole life, taking on new clients since i was ten years old. Now i want to take my services even further. I'm big on going into your home to take care of your animals, where they are most comfortable. I'm also versed in spending time there so that they may not be alone for too long, whether it's playing or relaxing on the couch and watching a movie. I ask for detailed instructions on how you wish to have your dog cared for. This helps me very much, as i don't like guessing on how you run your home and your pets schedule as the pet may grow tense if i go off track.

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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

Shemoy was the perfect house sitter for my dog and three cats! She kept them occupied and happy. She also provided daily updates and pictures to keep me in the loop. I’d definitely will book again with her!

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Ellen L.
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

Thank you for taking wonderful and diligent care of my pups and home. Juliana was communicative, sent lots of pictures and left my home clean. Please dont hire her, shes too amazing to share!

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Stephanie N.
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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  • 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.

Meet local sitters who will treat your pets like family

  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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Sitters in Wildewood average 4
repeat house sitting clients

FAQs for House Sitting - Wildewood

Frequently asked questions about Rover

The average cost for House Sitting in Wildewood on Rover is $53.5 per night (as of July 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 July 2026, there are 323 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 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 Wildewood. On Rover:

  • 95% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 100% 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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