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.

1 / 1
Sitter Profile Image: Cheryl B.
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Cheryl B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
29 reviews
12 repeat clients
18 years of experience
Reisterstown, MD, 21136

Cheryl was absolutely wonderful with Chance. She took such great care of him, kept us at ease, and clearly loves what she does. We came home to a happy pup and couldn’t be more grateful. Highly recommend!

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Rachel D.
Sitter Profile Image: Kaitlin G.
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Kaitlin G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
9 repeat clients
25 years of experience
Glen-Fallstaff Area, Baltimore, MD, 21215

Kaitlin did a wonderful job staying in our home with our dog and cat. We had a meet and greet at our house prior to our vacation and our pets both seemed comfortable with her immediately. After the meet and greet she sent us detailed notes for us to review to ensure she captured the details and nuances of our pets. During the day she was communicative and sent photos. It was clear she treated our pets as if they were her own. When we returned our house was just as we had left it and Kaitlin even left some treats she had gotten for our dog. We will definitely be using Kaitlin the next time we go out of town!

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Kelsey B.
Sitter Profile Image: Bronte B.
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Bronte B.
Star Sitter
from
$72
per night
5.0 out of 5 stars
197 reviews
57 repeat clients
15 years of experience
Pikesville, MD, 21208

Bronte was wonderful from our meet and greet to the overnight stay with all 3 of our dogs. Extremely personable, great communication, photos and video! Highly recommend!

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Jamie B.
Sitter Profile Image: Quinn B.
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Quinn B.
from
$50
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
5 years of experience
Owings Mills, MD, 21117

Quinn is a sweet person and a loving animal sitter. She seemed very trustworthy too. My poor kitty has PTSD and suffers from nervousness and Quinn had him on his back submissive showing his belly the day after I left.🐈 I wish I could use her again but she will be in college for my next vacation. She also has a professional camera and sent me amazing pics of my little man the 4 days I was gone. 💙

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

Keira is so fantastic! My dog is still a little bit nervous because Keira is new, but she really takes it in stride and seems to magically make my dog more comfortable. Keira is so patient, kind, and gracious, highly recommended if your pup tends to be the nervous kind.

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Micki D.
Sitter Profile Image: Alexander S.
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Alexander S.
from
$50
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
19 years of experience
Reisterstown, MD, 21136

Alexander took great care of our dog and home while we were away! We got plenty of updates and came home to a clean house which was greatly appreciated. We highly recommend him and will definitely be booking again in the future.

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Samantha C.
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

Ember was absolutely fantastic with our Husky. She played with him, went out of her way to make him frozen Kings, and even BRUSHED him which is a whole chore for husky owners? She made us feel at ease while we were away and helped around the house while we were gone - took out the trash on trash day, gathered/sorted our mail, and went above and beyond washing towels and sheets. We were very appreciative of Ember and will book again!

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Michelle F.
Sitter Profile Image: Riley K.
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Riley K.
Star Sitter
from
$34
per night
4.9 out of 5 stars
16 reviews
8 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: Ryan H.
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Ryan H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
248 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: Morgan B.
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Morgan B.
from
$42
per night
4.5 out of 5 stars
12 reviews
4 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: Shania H.
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Shania H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
100 reviews
20 repeat clients
10 years of experience
BALTIMORE, MD, 21207

Shania watched Gizmo for a few days and made sure all of his needs were met and sent me pics of a healthy, happy pup!! She also left my home immaculate. Would absolutely book in the future!

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Laura M.
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: Lisa S.
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Lisa S.
from
$55
per night
5.0 out of 5 stars
40 reviews
12 repeat clients
15 years of experience
Catonsville, MD, 21228

Lisa was amazing with our dog Roscoe!! We appreciated that she kept us updated with pictures and messages, it was so nice to be able to take a weight off our shoulders and know she was doing such a stellar job! Roscoe loves her and her daughter, and we were thankful that Lisa also took the time to water our plants and herbs. We’ll definitely be a repeat client, I’d recommend Lisa without any hesitation!

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Isaac W.
Sitter Profile Image: Jamira B.
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Jamira B.
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
1 year of experience
Owings Mills, MD, 21117

About: I’ve spent the past year caring for dogs and cats like my own. Lots of walks, cuddles, and playtime! I’m super patient and always take time to get to know each pet’s unique personality. Pet care fits seamlessly into my daily routine as a full-time sitter. My flexible availability allows me to dedicate plenty of time to walks, feeding, playtime, companionship, and maintaining your pet’s normal schedule. I’m able to be attentive and give the quality care they deserve. Whether I’m caring for pets in your home or mine, I make sure they feel safe, comfortable, and loved. I follow their normal routine for feeding, walks, and playtime, and always give them the attention they need.

Sitter Profile Image: Tabitha S.
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Tabitha S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
117 reviews
39 repeat clients
30 years of experience
Halethorpe, MD, 21227

Tabitha took great care of our australian shepherd pup while we had a evening out together. Thank you so much for the help. Especially on such short notice.

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

Haile is great with our fur babies! It is obvious they are very comfortable with her, and are much more relaxed after a few days with her as opposed to the kennel. I really enjoy getting her updates <3

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Kayle S.
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 did a great job watching our high energy dog—in 97 degree weather no less! We never had a doubt that our dog was having fun and being shown affection. We’ll definitely be using Evan again in the future!

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

We couldn't use our regular dog sitters for a trip so decided to use Rover. Robyn was everything we could hope for and more!! She took care of our dog(Pepper) and kept us informed while we were away. It helped make our time away more enjoyable knowing how well Pepper was being taken care of!! Thank you for everything Robyn!! We got home and Pepper was happy to see us and the house was as we left it. We really appreciated al Robyn did all week with Pepper!!! Really made our trip that much more enjoyable knowing Robyn was here watching him. We also really appreciated all the updates and pictures! Robyn was TERRIFIC!!!

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Lee B.
Sitter Profile Image: Katharine D.
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Katharine D.
from
$54
per night
5.0 out of 5 stars
2 reviews
1 repeat client
13 years of experience
Sykesville, MD, 21784

Absolutely fantastic experience with Katharine! She took great care of my dogs and handled giving medicine expertly, and was perfectly comfortable taking care of a giant breed dog. She also sent us pictures periodically of the dogs while she was caring for them which was so nice! Would recommend to everyone!

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Sara T.
Sitter Profile Image: Tracie L.
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Tracie L.
Star Sitter
from
$90
per night
5.0 out of 5 stars
8 reviews
7 repeat clients
13 years of experience
Reisterstown, MD, 21136

About: I’ve taken care of dogs for 13 years and have 2 dogs of my own. I’ve rescued stray dogs off the street before and put them in a safe environment. I was once very active in helping animal shelter. A close friend of mine is a Veterinarian and had asked me to dog sit for her when she traveled, it was a pleasure to handle 5 dogs at a time at her house. I enjoy taking walks in nature with dogs. I can also take care of chickens, horse, rabbits, hamsters, and fish when you are away. I am comfortable with: * Senior pets * Pets with medical needs * Large breeds * High-energy dogs * Multiple-pet households I can provide: * Jogging with high-energy dogs (upon request, additional cost) * Power walks for athletic breeds I have plenty of time to play with your dog and take them on walks. My schedule is open daily and weekly routine as well once established. I provide dependable walks, drop-in visits, medication administration, detailed updates with photos or videos, and personalized care for puppies, senior dogs, and pets recovering from illness. Every visit is tailored to your pet’s needs so you can have peace of mind while you’re away.

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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

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

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
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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

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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 for House Sitting in Wildwoods on Rover is $46.62 per night (as of August 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 August 2026, there are 5,500 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
  • 97% 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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