House Sitting Wildwood

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

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Over 123
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: Bertie & Lissette A.
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Bertie & Lissette A.
from
$60
per night
5.0 out of 5 stars
100 reviews
41 repeat clients
20 years of experience
Charlottesville, VA, 22911

Definitely all 5 stars for Lissette! She stayed in our home with our two dogs for a few days, and we could not have been happier. Lissette is a delight. Conscientious, enthusiastic, and showed lots of love to our pets. She went above and beyond with lots of walks in the neighborhood, lots of playtime in the backyard, and caring for our home. Great communication, too. A real superstar!

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Lindy I.
Sitter Profile Image: Nathan M.
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Nathan M.
from
$64
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
20 years of experience
Charlottesville, VA, 22902

Nathan is great. He stayed with our dog during the big snow/ice storm. He was easy to work with and super flexible when the storm threatened our travel plans. We would definitely book with him again.

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Paige E.
Sitter Profile Image: Rosey Y.
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Rosey Y.
Star Sitter
from
$60
per night
5.0 out of 5 stars
62 reviews
18 repeat clients
5 years of experience
Charlottesville, VA, 22901

Rosey is amazing—totally responsible and professional. Our cat loves her. She got in touch Right away when our cat was not eating enough. We hope to hire her again in the future!

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Jennifer R.
Sitter Profile Image: Kailyn L.
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Kailyn L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
7 years of experience
Little High, Charlottesville, VA, 22902

Kailyn took great care of our pets while we were out of town! She was very communicative and knowledgeable! We have one very big anxious boy who takes forever to get comfortable with new people and he was comfortable within minutes of meeting her!! We also have two outside asocial cats that loved Kailyn too!!!

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Nicole S.
Sitter Profile Image: Tessa F.
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Tessa F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
149 reviews
48 repeat clients
8 years of experience
Charlottesville, VA, 22903

Tessa was awesome! Our pets had a great time, she was consistent with communication and left us completely unburdened regarding our furry family while on vacation! Would 1000% recommend Tessa to anyone in need of a hand with your pets!

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Patrick F.
Sitter Profile Image: Mary B.
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Mary B.
from
$40
per night
4.9 out of 5 stars
56 reviews
21 repeat clients
11 years of experience
Charlottsville, VA, 22901

Mary was responsive, punctual, and took good care of our Bella and house. She sent us updates and pictures and Bella was happy and content upon our arrival. We will definitely consider booking Mary again if the need arises. Thank you, Mary, for fitting us in during this busy holiday season!

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Regina H.
Sitter Profile Image: Tracy D.
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Tracy D.
Star Sitter
from
$70
per night
5.0 out of 5 stars
46 reviews
25 repeat clients
50 years of experience
Belmont, Charlottesville, VA, 22902

Tracy was an incredible house sitter! She took great care of our pup, left our home excellent condition, and was regularly in contact with us throughout our time away. I can't recommend her enough and we are certain to contact her again when we need someone to look after our dog.

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Jamelle B.
Sitter Profile Image: Ireland W.
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Ireland W.
from
$63
per night
5.0 out of 5 stars
11 reviews
5 years of experience
Charlottesville, VA, 22903

Ireland was fantastic and we would highly recommend her! She was a great communicator throughout our trip, took excellent care of our pup, and was very respectful of our home. We came back to a happy, tired dog and a house that was just as clean as when we left. We truly appreciated her professionalism and care.

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Emily F.
Sitter Profile Image: Eric S.
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Eric S.
from
$69
per night
4.7 out of 5 stars
44 reviews
13 repeat clients
15 years of experience
Charlottesville, VA, 22902

Eric took such great care of my two dogs for the week I was out of town. He was so kind and understanding when my flight got cancelled and stayed with them. I highly recommend him. I don’t leave my dogs with just anyone and he was incredible with them.

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Tracy G.
Sitter Profile Image: Anne C.
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Anne C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Fry Springs, Charlottesville, VA, 22903

Anne took great care of our two dogs and two guinea pigs during our two-week trip. We felt very comfortable having her house-sitting and she was great about keeping the dogs' routines going on as normal. She was very responsible and was friendly and engaging with our pets. We were very happy to have her here at our house for our pets.

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Robin C.
Sitter Profile Image: Abigail J.
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Abigail J.
from
$65
per night
4.7 out of 5 stars
16 reviews
4 repeat clients
40 years of experience
Charlottesville, VA, 22901

My fiancée and I feel like we’ve hit the jackpot after adding Abi to our lives! She came to our home before our trip to meet us and our girls, ask plenty of questions, and see how the dogs responded to her presence. She is warm and patient, and even our super anxious/epileptic dog took to her quickly (a rare occurrence). She was meticulous in reviewing our care instructions for our needy crew (two dogs on several meds). She texted us pictures while we were away, asked follow up questions, and truly put our minds at ease seeing how much she cared for our girls. We can’t thank her enough for the ways she impressed us, and hope to have her return soon!

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Courtney P.
Sitter Profile Image: Ashley B.
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Ashley B.
from
$50
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Charlottesville, VA, 22901

Ashley was great! She let me know when she arrived and how Buster greeted her. She kept Buster company for several hours during my longer than usual work day— preventing him from getting too anxious about being alone. You can tell Ashley is a true animal lover as well as being very conscientious and reliable. Will definitely reach out to her again for dog sitting!

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Tina F.
Sitter Profile Image: Danielle C.
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Danielle C.
Star Sitter
from
$95
per night
5.0 out of 5 stars
219 reviews
68 repeat clients
30 years of experience
Fry Springs, Charlottesville, VA, 22903

Danielle did an AMAZING job taking care of our kitties. One of them needs a lot of medication but that didn’t seem to phase her. They were well taken care of, got very comfortable with her in a short period of time, and we got a lot of adorable pictures. We will definitely be hiring her again.

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Cassandra L.
Sitter Profile Image: Mackenzie D.
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Mackenzie D.
Star Sitter
from
$85
per night
5.0 out of 5 stars
67 reviews
18 repeat clients
30 years of experience
Ridge St, Charlottesville, VA, 22902

You want Mackenzie taking care of your fur babies. She's stayed with our pup before, and when our pup saw her again she was thrilled! This trip we even had a weird weather that closed schools and Mackenzie was great. She helped to calm our concerns when we were so far away. We will certainly use Mackenzie again.

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Megan J.
Sitter Profile Image: Dakota W.
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Dakota W.
Star Sitter
from
$40
per night
4.9 out of 5 stars
92 reviews
36 repeat clients
10 years of experience
Johnson Village, Charlottesville, VA, 22903

Dakota is our Housesitter of choice. He is very responsible and careful with our beloved dogs and our house. It makes our vacations much more peaceful, knowing everything is in Dakota‘s hands.

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Marilu T.
Sitter Profile Image: Kris P.
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Kris P.
Star Sitter
from
$55
per night
5.0 out of 5 stars
135 reviews
49 repeat clients
20 years of experience
Charlottesville, VA, 22903

We love having Kris stay at our house to watch Marleigh! She takes great care of our doggo (gives her a lot of love!) *and* our home while we’re away. Thanks again, Kris!

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Jillian B.
Sitter Profile Image: Giuliana S.
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Giuliana S.
Star Sitter
from
$34
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
8 years of experience
Charlottesville, VA, 22903

About: I’ve taken care of dogs of all kinds for over 8 years and have experience with feeding, walking, bathing, playtime, and overnight care. Friends, neighbors, and family have relied on me to care for their pets and make sure they feel comfortable and safe while away. I also have personal experience with wound care and closely monitoring my own dog during recovery, so I understand the importance of patience, attentiveness, and following care instructions carefully. I genuinely love animals and treat every pet like my own. I’m currently working part time at the University of Virginia, which gives me a flexible schedule and plenty of time to spend caring for your pets throughout the week. I’m available for walks, drop-ins, overnight stays, and making sure your pets get lots of attention, exercise, and care while you’re away. I always make sure pets feel safe, comfortable, and cared for in both my home and my client’s home. I carefully follow feeding schedules, walking routines, medication instructions, and any special care requests. I pay close attention to pets’ behavior and needs and make sure they get plenty of affection, exercise, and supervision. I also keep owners updated with photos and messages so they can feel confident their pets are in good hands.

Sitter Profile Image: Gisele C.
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Gisele C.
from
$40
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Martha Jefferson, Charlottesville, VA, 22902

About: I am an animal lover that routinely volunteers with shelters and fostering agencies! I believe every pet deserves a home and will treat your pet like they are a member my home. I know having a pet is like having a child, and I strive to stay flexible and adapt to your pets needs!! I currently work full time and volunteer at shelters on select weekends! I am away from my family dog and would love to spend quality time with your pet as I miss my dog so much! Drop in visits are always fun for me as I know dogs are most comfortable at home. Let me know if you want me to let your pet into the yard and what exactly they like to do! I love knowing favorite toys and love taking dogs on walks

Sitter Profile Image: Christian A.
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Christian A.
from
$75
per night
5.0 out of 5 stars
73 reviews
21 repeat clients
25 years of experience
Woolen Mills, Charlottesville, VA, 22902

Christian was absolutely excellent! Lots of good communication. Our two dogs loved her from the meet and greet and we feel confident we have someone to watch our house and dogs while we’re away in the future. Also took excellent care of the house. Highly recommend!

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Marilu T.
Sitter Profile Image: Genesis G.
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Genesis G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
20 years of experience
Jefferson Park, Charlottesville, VA, 22903

Genesis was amazing!! She kept me up to date with cute pictures and took such good care of my dog, giving her so much love and attention! I can’t recommend her enough!!

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Camille W.
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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

Isaiah has kept our pets, plants and house safe in our absence many times, and I'm writing another review to let people know that he is wonderful. I feel so comfortable leaving them in his care. Thank you, Isaiah!

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Diane B.
House Sitting
5.0 out of 5 stars

Definitely all 5 stars for Lissette! She stayed in our home with our two dogs for a few days, and we could not have been happier. Lissette is a delight. Conscientious, enthusiastic, and showed lots of love to our pets. She went above and beyond with lots of walks in the neighborhood, lots of playtime in the backyard, and caring for our home. Great communication, too. A real superstar!

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Lindy I.
House Sitting
5.0 out of 5 stars

Alexis was awesome!! She took great care of my cats and kept me updated and sent pictures. It was a great relief to know they were in good hands. I would definitely rebook in the future.

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Rebecca H.
House Sitting
5.0 out of 5 stars

Megan was great and very attentive to our pups! She sent us regular updates and kept our dogs company throughout a long weekend.

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Paul K.
House Sitting
5.0 out of 5 stars

Rosey is amazing! She went above and beyond to help us out with a sick dog when we were out of town. She confidently administered medication and made him comfortable. On top of that she took excellent care of our house and plants. We are so grateful! Thank you, Rosey!

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Jenny K.
House Sitting
5.0 out of 5 stars

Anna is the best sitter I’ve had since using Rover! She communicates and sends updates often! She’s thoughtful and takes great care of my dog while I’m away! Couldn’t ask for a better sitter!

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Jaelyn C.
House Sitting
5.0 out of 5 stars

Kristen was awesome!! Sent many updates and was very understanding/patient with my dog’s resource guarding. I can tell her and my dog have become best buds!

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Lauren B.
House Sitting
5.0 out of 5 stars

Our cats were very comfortable and happy with Emily - and a nice bonus perk is she took great photos of them! We definitely recommend her and would book with her again!

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Rachel R.
House Sitting
5.0 out of 5 stars

Yoojin was great with my dog and cat, and I felt totally at ease leaving them for the weekend in her care. I would totally book Yoojin again!

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Rachel B.
House Sitting
5.0 out of 5 stars

Jen is so great with our dogs and brings them special treats and even toys. We know they love having her come stay at our house like a favorite aunt who will spoil them!

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Robin C.
House Sitting
5.0 out of 5 stars

We were grateful for Maggie taking good care of our Great Dane over a holiday weekend!! We appreciated the updates and photos. Would be happy to have her watch our doggo again!

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Jillian B.
House Sitting
5.0 out of 5 stars

Dawn took excellent care of my pets and my home once again. She is trustworthy, kind, and responsible. She even earned the trust of my super skittish pup who is afraid of everyone. Highly recommended.

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Linda S.
House Sitting
5.0 out of 5 stars

Olin was so attentive to our dogs’ needs over the week he spent house sitting for us. He was responsible, reliable, communicative and thorough. We came home to happy, well-cared for pups and a clean house. We’ll absolutely be reaching out to him for future pet sitting needs!

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Dana M.
House Sitting
5.0 out of 5 stars

Zach took great care of my brother’s dog and my dog. They were happy and calm when we returned home. He also took great care of the house. Would definitely recommend!

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Katherine S.
House Sitting
5.0 out of 5 stars

David’s been a fantastic house sitter for our excited pitt mix! He’s communicative, punctual, and reliable and knows our dog’s quirks.

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Lissie B.
House Sitting
5.0 out of 5 stars

Danielle did such a wonderful job at taking care of our fur baby! She went above and beyond to make Sugar feel as comfortable as possible while she stayed. She updated us throughout each day and communicated very well. She even washed our bed linens and took care of everything around the house. We couldn’t have asked for a better dog sitter!

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Brenda K.
House Sitting
5.0 out of 5 stars

Dakota is our Housesitter of choice. He is very responsible and careful with our beloved dogs and our house. It makes our vacations much more peaceful, knowing everything is in Dakota‘s hands.

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Marilu T.
House Sitting
5.0 out of 5 stars

Tracy is a wonderful sitter, and our pup enjoys her time with her very much. We would happily recommend her.

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Jamelle B.
House Sitting
5.0 out of 5 stars

Mackenzie is an incredible pet sitter and I would highly recommend her! She stayed at my house to take care of my older German Shepherd and cat. She was so thorough and gave them the best care while I was away. She was easy to communicate with as well! Thankful to have her help!

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Brittany L.
House Sitting
5.0 out of 5 stars

Paris was wonderful with our puppy! She took great care of her and even arranged a puppy play date. She was on time and very communicative! We will definitely ask her to watch our puppy again.

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Brittany T.
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?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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

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    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

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Popular requests for house sitting - Wildwood

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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 $51.36 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 381 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:

  • 97% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 97% 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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