House Sitting Wildwood

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

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Over 12
pet parents in Wildwood have booked house sitting

Wildwood, 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: Dakota G.
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Dakota G.
from
$30
per night
5.0 out of 5 stars
27 reviews
18 repeat clients
2 years of experience
Bel Air, MD, 21014

I have never felt so comfortable leaving my fur babies behind. Dakota made sure that they were well cared for and comfortable. She kept me updated and worked hard to make the transition as easy as possible. Highly recommend!

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Angela P.
Sitter Profile Image: Austin P.
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Austin P.
from
$32
per night
4.8 out of 5 stars
5 reviews
1 repeat client
1 year of experience
Forest Hill, MD, 21050

Took care of our boys so well - I think the dogs felt like they were on vacation also. Super communicative and the dogs were very relaxed and happy

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Kelsey W.
Sitter Profile Image: Kelly C.
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Kelly C.
from
$46
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
3 years of experience
Bel Air, MD, 21015

Kelly was an amazing sitter! She stayed at our house and gave our pups all the love and snuggles. She kept us updated with messages and cute pictures. It’s great to know our dogs were in good hands!

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Rachel G.
Sitter Profile Image: Kendall S.
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Kendall S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
6 years of experience
MD, 21050

Kendall took great care of our bulldog (and house) while we were on vacation. Highly recommend!

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Marcus H.
Sitter Profile Image: Damien W.
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Damien W.
Star Sitter
from
$50
per night
4.9 out of 5 stars
9 reviews
7 repeat clients
10 years of experience
Edgewood, MD, 21040

Damien was amazing with our dogs. He took such great care of them and provided lots of pictures!!

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Brandon A.
Sitter Profile Image: Lindsay R.
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Lindsay R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
19 reviews
9 repeat clients
11 years of experience
Bel air, MD, 21014

Lindsay was great with my Finn and Ella. They loved her right away. Having them watched in our home makes going away possible. This was very last minute and I appreciate that we were able to go..

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Cindy S.
Sitter Profile Image: Julia B.
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Julia B.
from
$45
per night
5.0 out of 5 stars
13 reviews
9 repeat clients
10 years of experience
Bel Air, MD, 21015

Julia did a fantastic job watching our dog while we went out of town! She was very responsive and took great care of our dog and our home while we were away. We can be apprehensive about leaving our dog home, but Julia allowed us to rest easy and enjoy our vacation because of the care and attention she gave each day. I would highly recommend her to anyone looking for a trusted professional to watch their pet, and she will be our go-to resource for our dog moving forward.

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Greg K.
Sitter Profile Image: Kelly T.
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Kelly T.
from
$50
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
20 years of experience
Upper Falls, MD, 21156

Kelly was great ! We received regular updates with pictures of our pups. Communications leading up to our trip were also excellent which gave us a lot of confidence about our first booking with Kelly. When we returned our house was in good order and our pups were happy and calm ( as terriers can be :-) ) We will use Kelly again

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Craig W.
Sitter Profile Image: Sydney B.
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Sydney B.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Bel Air, MD, 21015

We left our lab at home with Sydney for a out of town wedding we were gone from Thursday - Sunday Sydney was Awesome with our Gilbert & spent so much time with him we appreciate her help so much and couldn’t be more grateful!

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Kelsey H.
Sitter Profile Image: Zana H.
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Zana H.
Star Sitter
from
$55
per night
4.9 out of 5 stars
96 reviews
35 repeat clients
20 years of experience
Hamilton Area, Baltimore, MD, 21234

Zana watched our two dogs and cat for a week and we are thrilled with our experience. Zana was extremely communicative and sent great pictures along with the updates. Our elder dog got sick and Zana was a champ handling some unexpected cleanup duty, leaving our house nice and clean. We sincerely hope we can rebook Zana the next time we leave town.

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Moshe F.
Sitter Profile Image: Reagan B.
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Reagan B.
from
$31
per night
5.0 out of 5 stars
5 reviews
3 years of experience
Jarrettsville, MD, 21084

Reagan took care of our two high-energy cattle dog rescues and everyone had a great time. You could tell the dogs were comfortable with her and she kept us updated on our trip. We look forward to booking her again.

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Sarah W.
Sitter Profile Image: kaylee c.
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kaylee c.
from
$40
per night
5 years of experience
Aberdeen, MD, 21001

About: Hi! I’m Kaylee! I’m an animal lover who has more than plenty experience caring for dogs and other pets. I love bonding with animals through playtime, cuddles, and filling their bellies. It’s always my top priority to make sure they feel comfortable and loved while their owners are away. Whether it’s dog sitting, drop-in visits, feeding, walks, or playtime, I’ll treat your pets with the same care and attention I’d give my own. I’m excited to provide dependable and loving care for your furry family members! I am the go-to pet sitter for my family and friends. Always reliable and available on short notice! i am free anytime of the week, and weekends, i have a lot of time for your fur babies and i can guarantee their safety, im very alert and conscientious of my surroundings. i have a fenced yard and a pool and lounging area out back of my yard, but i’d rather watch your fur babies at your home.

Sitter Profile Image: Peyton S.
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Peyton S.
from
$70
per night
5.0 out of 5 stars
16 reviews
6 repeat clients
10 years of experience
Bel Air, MD, 21014

5 stars!!! Peyton babysat and house sitted for our Irish Wolfhound puppy, our 2 old mini schnauzers and our cat. We will absolutely use her again. If you want someone to house sit and take excellent care of your babies, this is your lady. Thank you so much Peyton!!! -Owen and Jaimie-

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Owen B.
Sitter Profile Image: Destiny G.
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Destiny G.
from
$60
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
5 years of experience
Edgewood, MD, 21040

Destiny was wonderful. She was very caring, attentive & efficient. She sent pics & updates. I highly recommend her services & hope she will consider me a repeat customer.

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Lacretia L.
Sitter Profile Image: Wendy B.
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Wendy B.
Star Sitter
from
$125
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
25 years of experience
Forest Hill, MD, 21050

About: I’ve had the wonderful privilege of caring for animals over many years. My experience has not been related to a professional, service-based company, but instead was gained through personal care of my own pets, as well as the pets of friends/family. I have lovingly cared for puppies/dogs, kittens/cats, rabbits, and a ferret. I am confident in the knowledge I have gained, and I am always open and eager to learn more. Caring for animals has brought tremendous joy to my life and sunshine to my days. I am currently unable to have pets in my home due to both allergy and sensory issues of family members. For me, the next best thing was to pivot and find that same joy providing dependable, loving, pet-care services for others! I'm truly grateful for this opportunity. I look forward to developing great, working relationships with individuals/families, while treating their pets with all the attention, love and care that I would give my own. I look forward to all the walks, cuddles and playtime! I have lots of love to give!

Sitter Profile Image: Jackson B.
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Jackson B.
from
$45
per night
5.0 out of 5 stars
4 reviews
3 years of experience
Parkville, MD, 21234

About: I’m currently training to be a therapist so I have a keen sense for emotions… pets included! I’ve dog sat for family numerous times and am hoping to branch out. I love being around animals, am a very easy guest, and will happily send you any pictures of your pets! I have class 1-9pm on Monday and Wednesday but am mostly free otherwise! I get up early to swim twice a week (Fri and Sat), but can go straight back if needed. I don’t do much, so I’m pretty open! I’m willing to do whatever I can to help the pet feel safe and welcomed. Whether they want to play, rest, eat, or walk, I’m happy to help them out!

Sitter Profile Image: Ryan D.
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Ryan D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
63 reviews
22 repeat clients
20 years of experience
Abingdon, MD, 21009

Absolutely phenomenal! Couldn’t have asked for a better sitter for team free will!!! Sent pics of our boys and pup on the regular and made all our wedding guests go “aweeee”

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Rachael K.
Sitter Profile Image: Allison S.
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Allison S.
from
$75
per night
5.0 out of 5 stars
18 reviews
2 repeat clients
12 years of experience
Aberdeen, MD, 21001

Allison was amazing with our pittie mix rescue who was a stray for 2 years and can be anxious and skittish. She immediately loved Allison (more so than she even loves us, I was joking with my husband) and even went to sleep while Allison was watching her which is unheard of for our dog. Highly recommend, Allison is truly a dog whisperer!

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Kevin L.
Sitter Profile Image: Keren L.
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Keren L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
67 reviews
23 repeat clients
20 years of experience
Bel Air, MD, 21014

About: I have cared for dogs for quite some time. Currently, I am in-between dogs, so have none of my own (we do have an adorable hamster named "Preston"). I am an animal lover and understand the importance of your pet to you. I do have children of my own, so your pet would need to be friendly with children. They are very much a part of my pet care life. My family are animal lovers. I have an unfenced yard and my home backs to over an acre of common area. I have a moderate-size deck that I gate. I live in a residential neighborhood with plenty of space for walks. I have plenty of space within my home for entertaining your furry buddy. At the moment I work full time from home. Sometimes I work part time for the Harford County Public (elementary) School System. I enjoy spending time in the comfort of my home. I miss all of my prior pups and am so happy when they return for a visit. I generally take pets in my care for a walk three times a day. They will be taken outside for pee/poop breaks often. The majority of my pup parents choose to board in my home. If you are boarding your pet, you are welcome to bring your dog's bed, I have an extra large crate for safety concerns, so you can leave your crate at home, and please bring any other comfort items your pet enjoys. I always place a gate between my front door and living space. And your pet, unless I need to step out for groceries, or to drop a child at ballet, will always be under my watchful eye; i.e. crated, or gated in a secure area. Safety is my #1 priority.

Sitter Profile Image: Caroline T.
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Caroline T.
from
$55
per night
5.0 out of 5 stars
2 reviews
9 years of experience
Fallston, MD, 21047

With having an old dog and cat, we needed to have someone that would treat them with care and respect. We found that in Caroline and would definitely book with her again!

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Aaron S.
1 / 1
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The median cost per night for house sitting in Wildwood is $50

Pet parents share their Rover experiences - Wildwood

1 / 1
5.0 out of 5 stars

We are very pleased with the care Alexis gave our dog and our home. We were away for two weeks and during that time she communicated with us several times (which we managed with a 6 hour time difference!) including photos of our dog. She followed our directions to a T regarding our pet and our house. We returned to a tidy home and happy dog. Knowing he was comfortable, cared for, and stress free in our home added that extra bit of ease to our vacation. We highly recommend Alexis for petsitting and hope to hire her again in the future.

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Kathleen F.
House Sitting
5.0 out of 5 stars

Autumn took wonderful care of our two pups while we were gone for the weekend. She stayed in communication and provided updates through messages, and pictures. The best part is we were able to fully trust our dogs were taken care of which allowed us to relax on vacation. She left the apartment exactly how we left it. Will definitely be booking again!

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Allison F.
House Sitting
5.0 out of 5 stars

With having an old dog and cat, we needed to have someone that would treat them with care and respect. We found that in Caroline and would definitely book with her again!

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Aaron S.
House Sitting
1 / 1
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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.

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
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Wildwood average 4
repeat house sitting clients

FAQs for House Sitting - Wildwood

Frequently asked questions about Rover

The average cost for House Sitting in Wildwood on Rover is $32.1 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 2,706 sitters on Rover offering House Sitting across Wildwood. 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 Wildwood 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 Wildwood 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 Wildwood 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 Wildwood. On Rover:

  • 93% 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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