House Sitting Wildwoods

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

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Over 24
pet parents in Wildwoods have booked house sitting

Wildwoods, 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: Cheryl B.
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Cheryl B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 43 reviews
19 repeat clients
18 years of experience
Reisterstown, MD, 21136

“Cheryl was fantastic. She made me feel at ease while I was away. She sent me photos of my dog and answered all my annoying questions. I will 100% book with her again. She even agreed to watch my crazy dog again!”

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Camden C.
Sitter Profile Image: Bronte B.
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Bronte B.
Star Sitter
from
$72
per night
5.0 out of 5 stars
• 204 reviews
58 repeat clients
15 years of experience
Pikesville, MD, 21208

“Bronte was WONDERFUL. We had a bit of a situation with a raccoon and our dog while outside in our fenced yard. Raccoon was looking to have our dog as a meal but Bronte was able to get the dog inside safely and alerted us immediately. Bronte was very patient and loving with our dog, will definitely call upon her again.”

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Laura G. C.
Sitter Profile Image: Ryan H.
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Ryan H.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 264 reviews
49 repeat clients
25 years of experience
Owings Mills, MD, 21117

“We couldn’t be more thrilled with Ryan! Thank you again for watching our boys. Highly recommend to anyone looking for a dependable and loving person to watch over your pups!”

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Elsy C.
Sitter Profile Image: Leyda L.
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Leyda L.
from
$31
per night
20 years of experience
Owings Mills, MD, 21117

About: I’ve grown up with animals my whole life, my own family has also been dog and cat sitting throughout my childhood. I love animals and find I can bond with most pets easily! Super active so I can also catch up with most pets. Working part time, usually 2-3 days a week with very flexible hours. Leaves plenty of time for pet play and exercise if needed. Work hours are usually midday, so would be available mornings and evenings. I go based on your preferences! Can walk pets on leash, play with them indoors, play with them in fenced areas, or transport them to parks etc.

Sitter Profile Image: Tabitha S.
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Tabitha S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 155 reviews
48 repeat clients
30 years of experience
Halethorpe, MD, 21227

“Tabitha is WONDERFUL! My dog is very emotionally needy (has anxiety), and I needed a sitter very last minute. Tabitha came to the rescue and was so attentive with Franny and did such a good job with her! I really trust her and i can’t wait to use her again 🙂”

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Christine G.
Sitter Profile Image: Ember S.
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Ember S.
from
$95
per night
5.0 out of 5 stars
• 51 reviews
11 repeat clients
6 years of experience
Owings Mills, MD, 21117

“Ember is awesome! She was so patient and allowed my "stranger-danger" dog to get to know her. Both dogs did amazingly with her!! Cannot recommend her enough!!”

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Leandra S.
Sitter Profile Image: T'Keyah T.
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T'Keyah T.
from
$65
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
10 years of experience
Windsor Mill, MD, 21244

“T'Keyah was great with my 6-year-old dog, Gypsy. We had a half an hour meet-and-greet and Gypsy loved her right away! T'Keyah watched her for five hours, Gypsy was very calm when I got home, so I know she was comfortable spending time with T'Keyah. I would have her dog-sit any time!”

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Chloe S.
Sitter Profile Image: Yeji S.
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Yeji S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 29 reviews
12 repeat clients
18 years of experience
Catonsville, MD, 21228

“My dog is very excitable and can be difficult to handle but Yeji was very understanding and helped to calm him. I think he has a new human friend and now I will feel better leaving him.”

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Meredith B.
Sitter Profile Image: Robyn G.
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Robyn G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 56 reviews
19 repeat clients
16 years of experience
Woodlawn, MD, 21207

“Robyn was fantastic with our kitty! She sent lots of pictures and was always very responsive. When we came home, our house was clean and well taken care of. She gave me so much peace of mind while we were away!”

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Abby H.
Sitter Profile Image: sydney p.
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sydney p.
from
$35
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
2 years of experience
Owings Mills, MD, 21117

About: Ive had my first dog since i was 4 he was my preschool graduation present and is still with me today! i also have an 8 year old chihuahua and 2 cats. ive pet sit for my friends and family many times when they go on vacation Im currently a college student and im taking a few classes this summer im available to stop in during the day whenever needed or in the afternoon I set picture updates and make sure they always seem happy and comfortable as well as give them a lot of attention and love. .

Sitter Profile Image: Dorothy R.
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Dorothy R.
from
$50
per night
5.0 out of 5 stars
• 46 reviews
11 repeat clients
20 years of experience
Catonsville, MD, 21228

“Dorothy took awesome care of our girl while we were away. Made use feel at ease while we were away!”

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Amanda K.
Sitter Profile Image: Tracie L.
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Tracie L.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 28 reviews
15 repeat clients
13 years of experience
Reisterstown, MD, 21136

“Tracie was able to help us at the last minute as we had to go out of town for a funeral. She was very pleasant and provided feedback and photos throughout the trip. We returned to two happy dogs and a lovely boiquet of flowers to bright our day after a solemn couple of days away. Very sweet!”

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Larry P.
Sitter Profile Image: Jeffrey G.
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Jeffrey G.
Star Sitter
from
$64
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
25 years of experience
Baltimore, MD, 21212

“Jeff was great. Very responsive, and he sent regular updates on my dog and cat. They were well taken care of, and my house was clean and tidy when I got home. Thank you, Jeff!”

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Jenny S.
Sitter Profile Image: Ximena A.
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Ximena A.
from
$70
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
11 years of experience
Woodstock, MD, 21163

About: Starting at the age of 11 up to today I have been trusted to take care, bathe and feed animals in my neighborhood, friends and family. I’m well at observing and giving medication if needed for older pets but also can be playful and help with the puppies/kittens as well! I currently work at an animal hospital which helps in my knowledge of feeding and taking care of pets. I work part time, mainly mornings but I’m willing to work around that if needed. I am available on weekends and holidays to take care of your pets needs. I can usually make something work around my schedule. At my house, there is acres of land and space. I have two very friendly dogs which I can either keep away or keep your pet company whichever is fine. For the clients home, I’m willing to work with whatever situation/care is needed

Sitter Profile Image: Sophia C.
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Sophia C.
from
$45
per night
8 years of experience
Pikesville, MD, 21208

About: I have had pets since I was young, and until I had to move away for college I was the primary care giver for both a cat and a dog. I loved ensuring that my pets were happy and healthy. As a waitress I work mostly at night, so I will be mostly available in the mornings and afternoons. However, on my days off I will be available at all times if the day. My top priority will always be the comfort of you and your pets, no matter the service. I will always put your pets needs first.

Sitter Profile Image: Kevin D.
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Kevin D.
from
$65
per night
5.0 out of 5 stars
• 13 reviews
9 repeat clients
25 years of experience
Greater Rosemont, Baltimore, MD, 21216

“Kevin is timely , responsible and kind. We were out of town with our two Vizslas (one an eight month old) and felt perfectly safe with Kevin caring for them in our hotel room and out walking g in SF. And our dogs loved him.”

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Melinda B.
Sitter Profile Image: Jess G.
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Jess G.
from
$60
per night
4.9 out of 5 stars
• 54 reviews
17 repeat clients
5 years of experience
Sykesville, MD, 21784

“Jess took care of our three dogs and two cats during the weekend of our wedding. She sent us lots of updates which put us at ease and helped us enjoy our big weekend. We’ve already rebooked her for our honeymoon to watch our cats!”

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Alexandra D.
Sitter Profile Image: Jaiden K.
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Jaiden K.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
4 years of experience
Ellicott City, MD, 21043

“Jaiden was an outstanding sitter for our dog in our home. From the start, she was incredibly detail‑oriented during the interview and asked thoughtful questions that showed how seriously she takes her work. Our dog loved her right away, which gave us instant peace of mind. While we were away, she communicated every day and sent multiple photos, which was so comforting. She was respectful of our home and left everything exactly as we’d hoped. We were so impressed that we’ve already scheduled her for our next trip. She's truly a fantastic sitter. Highly recommend.”

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Amy F.
Sitter Profile Image: Christina B.
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Christina B.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
4 years of experience
Reisterstown, MD, 21136

About: Hello, I’ve worked closely with dogs during my time in the Military. From big to small, there’s nothing I can’t handle. I can assure you, you’re furry friend is in great hands with me. I also look after cats and some reptiles I am available 7 days a week, if there are any requests I can make accommodations as well. I’m available 24hrs for all questions or concerns I have crates available in my home for boarding and am awesome dog park available for your fur baby to run and play in as well

Sitter Profile Image: Ayiana W.
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Ayiana W.
from
$45
per night
5.0 out of 5 stars
• 1 review
2 repeat clients
3 years of experience
Windsor mill, MD, 21244

About: I’ve always had a special bond with animals, and my family often trusts me to care for their dogs. I look forward to making you and your pets happy too. I have a wonderful Standard Poodle named Stormi Bless. Caring for pets is my part-time job while I’m also pursuing a degree in Criminal Justice. I’m confident I can build a strong connection with your dog and provide them with the love and attention they deserve. When I look after my family’s dogs, I make sure they get plenty of attention, affection, and playtime. I’m always mindful of their needs, whether it’s time for a walk, a meal, or just some extra care. This is currently my part time job as I am in college as well. I currently take up criminal justice, but I am sure to connect with your dog and show them support. When taking care of my family pets I am sure to make sure their dogs get attention, love, and the play time they need. When a pet shows signs of needing a walk or it’s time for food I pay attention to it all.

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

Pet parents share their Rover experiences - Wildwoods

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5.0 out of 5 stars

Jilly was very attentive and caring to our Molly, and she was great about sharing photos and updates. We will definitely hope to see her again!

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Betsy B.
House Sitting
5.0 out of 5 stars

Ryan was amazing with our pups! One of them hurt his paw while we were away and Ryan went above and beyond to make sure our fur baby was comfortable.

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Tawanna C.
House Sitting
5.0 out of 5 stars

Tifawni was very precise and attentive to direction. She spent lots of time with all of our animals. Will definetely book again.

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Jon H.
House Sitting
5.0 out of 5 stars

Sarah watched out two miniature schnauzers over a four day period and it gave us peace of mind to know Sarah was at the house. She took very good cares of our boys and even got a kiss from our shy rescue dog. We will definitely be using her again.

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Maureen M.
House Sitting
5.0 out of 5 stars

Kaye was incredible. She stayed at our place over the Christmas holiday while we were out of the country, and watched over our dog & my mom’s dog as she was also traveling with us. This was an unusual situation because the dogs do not ordinarily live together - Kaye was magnificent at both navigating the little tensions that arose between them, and at keeping us posted about the every-day goings on and how she was handling it. We got updates routinely, and she really went above and beyond in terms of taking care of the house while we were away. Some choice words I would attribute to Kaye: trustworthy, responsive, and thoughtful. Will definitely be hoping Kaye is available the next time we have our-of-town plans!

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Lilly C.
House Sitting
5.0 out of 5 stars

Our dog made a new friend! T’keyah did a wonderful job taking care of our Sam. He had special needs and she followed instructions to a T. Definitely gonna look her up again if we need a sitter!

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Ayden C.
House Sitting
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  • 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

    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.

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 - Wildwoods

Select a filter and find qualifying sitters offering house sitting.

Sitters in Wildwoods average 4
repeat house sitting clients

FAQs for House Sitting - Wildwoods

Frequently asked questions about Rover

The average cost of House Sitting in Wildwoods is $47 per night as of November 2026. Most bookings cost between $22 and $72 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 November 2026, there are 5,358 sitters on Rover offering House Sitting across Wildwoods. 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 Wildwoods 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 Wildwoods 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 Wildwoods 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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 Wildwoods. On Rover:

  • 88% of sitters can help with special care needs
  • 92% 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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