House Sitting Wildwoods

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

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Over 23
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
23 reviews
11 repeat clients
18 years of experience
Reisterstown, MD, 21136

Cheryl was a great sitter. She stayed at the house and watched our two large dogs. She took good care of them and sent us pictures and updates on them over the weekend. She even took care of a package that was delivered for us. I would use Cheryl again.

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Todd W.
Sitter Profile Image: Kaitlin G.
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Kaitlin G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
25 years of experience
Baltimore, MD, 21215

Kaitlin is not only a natural animal lover, but also a very kind and responsible person. She stayed at our home and cared for our dogs during a snow storm that brought almost a foot of snow with it. She is an excellent communicator. I felt very comfortable traveling out of town knowing that she was taking great care of our dogs and home in our absence. 100% recommend her! 😊

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Kathleen S.
Sitter Profile Image: Bronte B.
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Bronte B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
189 reviews
55 repeat clients
15 years of experience
Pikesville, MD, 21208

Bronte was great! She took amazing care of both our pets and left our house spotless! She even lifted our dog a new toy. Would highly recommend!

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Darian & Adam S.
Sitter Profile Image: Ember S.
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Ember S.
from
$95
per night
5.0 out of 5 stars
50 reviews
11 repeat clients
6 years of experience
Owings Mills, MD, 21117

So caring, attentive, and generous!! My dog and cat's complex needs were attended with stellar care!! I came home to happy, healthy, and relaxed pets.

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Tara J.
Sitter Profile Image: Keira J.
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Keira J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
3 years of experience
Woodlawn, MD, 21244

Keira was great with our old pup Toby while we were out of town. She was knowledgeable about care and Toby was in great hands. She gave updates and photos throughout the stay.

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Morgan G.
Sitter Profile Image: Morgan B.
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Morgan B.
Star Sitter
from
$42
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Pikesville, MD, 21208

Morgan was very professional and respectful staying in our home. She took amazing care of our 155lb Bernese mountain dog. We will absolutely be booking with her again!

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Ashley T.
Sitter Profile Image: Haile N.
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Haile N.
from
$65
per night
4.8 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Pikesville, MD, 21208

Haile was great. She took care of our two pups and they were in great spirits when we returned. She came over to meet them ahead of the scheduled sit and was communicative during the whole time we were gone. Will have her back!

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Nia C.
Sitter Profile Image: Jason C.
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Jason C.
Star Sitter
from
$65
per night
4.9 out of 5 stars
51 reviews
20 repeat clients
10 years of experience
Reisterstown, MD, 21136

Jason is an excellent rover! He has watched our dogs and house sat for us multiple times now. Our dogs love him and he takes awesome care of our two German shepherd dogs!

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ashley l.
Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$50
per night
15 years of experience
Ellicott City, MD, 21043

About: I have taken care of pets since I was six years old, starting with a few fish. Then it developed into lizards, birds, hermit crabs and dogs. I love and care for all and make careful research to provide the best care. I’m home from college so my weekly routine is very flexible until the end of summer! Just in time for vacation! Personal preference is for afternoons but happy to work with anything. I keep alarms set at home for when to feed my pets so everyone knows when it’s breakfast and dinner time! Three times a day I will take my dog out for 30-minute to an hour long walk. As a 75lbs husky, my dog loved to pull on the leash but I was able to slowly train him out of that habit. Now he walks beside me and makes walking around the neighborhood a breeze!

Sitter Profile Image: Ryan H.
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Ryan H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
241 reviews
47 repeat clients
22 years of experience
Owings Mills, MD, 21117

Ryan took great care of our 4 large dogs and 2 cats while we were away on vacation. He sent us lots of photo updates and our animals got lots of snuggle time while we were gone.

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Alexandra D.
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.

Sitter Profile Image: Evan K.
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Evan K.
from
$120
per night
5.0 out of 5 stars
65 reviews
20 repeat clients
3 years of experience
Baltimore, MD, 21208

Evan was an awesome pet sitter! He kept me informed, asked questions, and sent photos and video every step of the way! My pets are very happy and so am I!

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Annette H.
Sitter Profile Image: Jillian S.
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Jillian S.
from
$70
per night
5.0 out of 5 stars
3 reviews
1 year of experience
Garrison, MD, 21117

About: I’ve cared for my own pets at home, dogs and cats, so I’m very used to their routines and daily needs. I also spent a year working at a boarding kennel, where I took care of dogs and cats by feeding them, taking them on walks, giving medication when needed, and making sure they felt safe, comfortable, and loved. I’m currently on summer break from college and have a very flexible schedule with plenty of free time to provide consistent, reliable care for your pets! I do not provide in-home care on Rover due to other animals in my home, ensuring safety and comfort for all pets currently not available.

Sitter Profile Image: Riley K.
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Riley K.
Star Sitter
from
$34
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
6 years of experience
Owings Mills, MD, 21117

If you’re looking for a great pet/house sitter, Riley is your person. Riley took great care of my pup and fish, checked in daily with me, sent photos and provided daily walks each day. At the end of the stay, Riley summarized Toby’s week, including highlights and household things she did on a sheet of paper. Riley is very reliable and I’ll definitely book her again in the future.

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Bess B.
Sitter Profile Image: Sidney G.
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Sidney G.
from
$32
per night
8 years of experience
Randallstown, MD, 21133

About: I have had dogs all my life and have experience in puppy training. Your pup will get the best love, care, and attention from me! With my job, I can easily fit play time and walks into my daily/weekly routine. Depending on the day, I am available AM&PM Sunday- Saturday While in your home, I can play and/or walk your pup in any designated area you prefer. It is up to you, I have no preferences.

Sitter Profile Image: Lakeishia S.
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Lakeishia S.
from
$35
per night
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Milford Mill, MD, 21244

About: I have taken care of animals all of my life. I have had cats all my life, even had 9 once because mama decided to have kittens. I have had mostly medium to small dogs including beagals, Maltese, Lhasa Apso, etc. My sister has a husky and I also help dog sit her as well. I currently have a jackapoo, tabby cat, and a ball python. I love taking care of animals and find it fun to meet new furfriends. I work full-time, but I am able to drive to a place to and from work, especially on the weekends when I am off work. I am very nice and I am willing to follow all steps needed to make your pet(s) feel safe while you are away. I will always have treats for doggies and some catnip for the kitties.

Sitter Profile Image: Alexander S.
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Alexander S.
from
$50
per night
19 years of experience
Reisterstown, MD, 21136

About: I’ve been caring for animals since I was 11 years old, and I’m comfortable with cats and dogs of all sizes, personalities, and energy levels. People have called me a “pet whisperer” because I have a calm, patient way of connecting with animals and earning their trust. I’m also physically strong and confident handling large, powerful, and energetic dogs, including dogs who need firm leash control, longer walks, structure, and plenty of activity. Safety, patience, and clear communication are always my priorities. I’m available 7 days a week and have a flexible schedule throughout the day. I can help with morning, afternoon, evening, and late-night care depending on your pet’s needs. Whether you need regular visits, last-minute help, walks, drop-ins, or extended care, I’m happy to work with your schedule whenever possible. I follow each client’s instructions closely and do my best to keep every pet’s routine consistent. I know every animal has their own personality and comfort level, so I take a patient, respectful approach to care. If your pet wants playtime, attention, or companionship, I’m happy to give that. If they are shy, anxious, independent, or simply prefer space, I’m just as comfortable keeping them company from a calm and safe distance. My goal is always to help your pet feel secure, respected, and well cared for.

Sitter Profile Image: Shania H.
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Shania H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
96 reviews
18 repeat clients
10 years of experience
BALTIMORE, MD, 21207

Shania was wonderful! We booked her for a long weekend away and felt very confident in her care of our home and puppy. Our pup seemed to be well cared for and we came home to a clean house! Thank you!

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Carley W.
Sitter Profile Image: Robyn G.
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Robyn G.
from
$75
per night
5.0 out of 5 stars
50 reviews
16 repeat clients
16 years of experience
GWYNN OAK, MD, 21207

I had the pleasure of working with Robyn as my dog walker/dog sitter. From day one, it was clear that Robyn had a genuine love and passion for dogs. Her professionalism and reliability were outstanding. I always knew I could count on her to be on time and take great care of my furry friend. Not only did she ensure my dog got plenty of exercise and fresh air, but she also provided the companionship and attention that my babies need. She made sure to always send daily updates and pictures! What sets Robyn apart is her deep understanding of canine behavior. She knew just how to handle my dog’s personality and needs, making every walk a positive experience. She made sure to ask me about training and what she can do to follow our usual routine as closely as possible. My dogs absolutely adored Robyn and were always excited to see her. Safety was a top priority for Robyn as well. I appreciated the thoroughness in making sure my dog was secure during walks, especially when crossing streets or encountering other dogs. Her attention to detail gave me peace of mind. I can’t recommend Robyn highly enough. She provided exceptional care, trustworthiness, and genuine affection for my pet. If you want a dog walker who goes above and beyond, Robyn is the one to choose. My pups and I are truly grateful for her wonderful service and will be recommending her to family and friends.

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Kira L.
Sitter Profile Image: Tabitha S.
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Tabitha S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
103 reviews
33 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.
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The median cost per night for house sitting in Wildwoods is $50

Pet parents share their Rover experiences - Wildwoods

1 / 1
5.0 out of 5 stars

Our dogs love Ryan. He always plays with them and takes good care of them. As always we are very grateful for his care of our dogs.

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Sandi R.
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
5.0 out of 5 stars

Danielle was wonderful. We have 3 dogs age 8, 10 and 12, each with their own quirks. Danielle handled all their issues and left our home spotless. She kept us up to date with daily communication and pictures of each dog. We will definitely use Danielle again.

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Leslie S.
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

    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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Sitters in Wildwoods average 4
repeat house sitting clients

FAQs for House Sitting - Wildwoods

Frequently asked questions about Rover

The average cost for House Sitting in Wildwoods on Rover is $42.18 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 5,570 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 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 Wildwoods. On Rover:

  • 92% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 94% 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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