House Sitting Wildwood

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

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Over 135
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.

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Sitter Profile Image: Nathan M.
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Nathan M.
Star Sitter
from
$66
per night
5.0 out of 5 stars
• 39 reviews
15 repeat clients
20 years of experience
Charlottesville, VA, 22902

“Nathan was great! He was on-time, pups loved him from first sniff and he departed with the pups happy, fed and with plenty of water (and the house neat!).”

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

“Rosey watched my 5 month old pup for a few days and she was a great sitter! She kept me updated throughout the stay and made sure my dog was well taken care of. In addition to the great care, she left the house in great condition! I would highly recommend her and she will be my first choice in the future. Thanks Rosey!”

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Paul L.
Sitter Profile Image: James B.
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James B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 108 reviews
34 repeat clients
20 years of experience
Charlottesville, VA, 22903

“James is the best dog sitter / walker we have ever had! He manages our two goldens (one a young puppy) with ease. Can’t say enough positive things about our experience with him!”

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Morgan E.
Sitter Profile Image: Dakota W.
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Dakota W.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 98 reviews
37 repeat clients
10 years of experience
Johnson Village, Charlottesville, VA, 22903

“Dakota did an amazing job taking care of our dog for the entire weekend! Our dog has lots of medication and diet needs, and Dakota handled that with no issues! We returned to a very happy pup!”

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Landon R.
Sitter Profile Image: Kris P.
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Kris P.
from
$65
per night
5.0 out of 5 stars
• 138 reviews
50 repeat clients
20 years of experience
Charlottesville, VA, 22903

“We have used Kris several times for both overnight stays and dog walks. She is as reliable as they come, and we know our pup and home are always in great hands when we’re away. Highly recommend!”

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Cooper A.
Sitter Profile Image: Lisa D.
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Lisa D.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
40 years of experience
Charlottesville, VA, 22902

“Lisa was great with the girls. They were walked and fed and happy when we got home. She was also great about communicating with us while we were away.”

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Charlotte C.
Sitter Profile Image: Emily P.
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Emily P.
from
$38
per night
5.0 out of 5 stars
• 3 reviews
17 years of experience
Belmont, Charlottesville, VA, 22902

“Emily was an incredible dog sitter! Sent us daily updates and photos and was very responsive. Our pup has found a new best friend”

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Cassidy G.
Sitter Profile Image: Kailyn L.
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Kailyn L.
Star Sitter
from
$76
per night
5.0 out of 5 stars
• 47 reviews
11 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: Gavin D.
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Gavin D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 3 reviews
4 repeat clients
1 year of experience
Charlottesville, VA, 22901

“Gavin was the best! Super detail oriented and brought his own checklist to go over during our meet and greet so he wouldn’t miss anything. He was very flexible and communicative, and even left a very sweet thank you card at the end of his visit. Would definitely recommend his services to anyone else looking for a sitter!”

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Cheyenne G.
Sitter Profile Image: Rachael K.
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Rachael K.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 236 reviews
104 repeat clients
42 years of experience
Downtown, Charlottesville, VA, 22901

“Rachael was absolutely incredible. She was so patient and kind to my hyperactive pup! She gave me updates and pictures every night which put me at complete ease. She was so kind as to clean the sheets and towels before she left! I would highly recommend and will use her again to watch my dog when I’m out of town!”

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Lauren P.
Sitter Profile Image: Zoe W.
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Zoe W.
from
$60
per night
5.0 out of 5 stars
• 10 reviews
2 years of experience
Belmont, Charlottesville, VA, 22902

“I felt safe knowing that Rambo was in good hands with Zoe while I was out of town for work. Thanks again for taking such good care of my boy!”

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Amos K.
Sitter Profile Image: Bailey W.
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Bailey W.
from
$39
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
5 years of experience
Fry Springs, Charlottesville, VA, 22903

“Bailey is awesome! She tended to our 8 week old puppy and 5 year old ferret within a weeks notice. She is very professional, understanding, attentive, and asks good questions. She also sent us pictures while on the job which made me feel at ease. With Bailey, you can be rest assured your fur babies are receiving the best care available! We will be continuing care with her.”

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Jenna J.
Sitter Profile Image: dieira h.
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dieira h.
from
$50
per night
5.0 out of 5 stars
• 14 reviews
7 repeat clients
6 years of experience
Barboursville, VA, 22923

“Dieira has been amazing and our Izzy just adores her, she has stayed in our home do 2 plus weeks with no issues and checked in with sweet pictures regularly. We will definitely use her services again ☺️”

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J D.
Sitter Profile Image: Nadia P.
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Nadia P.
from
$50
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
8 years of experience
10th And Page, Charlottesville, VA, 22903

“Nadia was great with our Rosie while we were away. Very communicative, friendly, and dependable. Absolutely recommend!”

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Abby K.
Sitter Profile Image: Ireland W.
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Ireland W.
from
$63
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
5 years of experience
Charlottesville, VA, 22903

“Ireland was fantastic! She came over a few days before we left for our long weekend trip to meet us, our pets and walk through things for staying at our house. While we were away she communicated via txt regularly and provided pictures of our dog out on walks : ) We highly recommend Ireland and will absolutely reach out to her again in the future!”

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Patrick H.
Sitter Profile Image: Andrew G.
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Andrew G.
from
$40
per night
1 repeat client
30 years of experience
Charlottesville, VA, 22902

About: My family had labradors from the time I was an infant. All of ours were raised as puppies, well behaved and successfully potty trained. I also had a French bulldog raised from a puppy as an adult. In recent years I have learned love cats through my wife, and we now have 4 lovely adult indoor cats who we rescued all as kittens. I work from home 9-5 Monday through Friday. I can be flexible for mid-day visits, although mornings and afternoons/evenings are more reliable. I am generally available at all times of day on weekends. I have my own transportation and I’m happy to accommodate your needs. My own pets mean the world to me, I strive to be the person they see me as. I treat all animals the same way: with kindness, respect, and love, especially for rescues who may not have had the easiest lives. I have a white collar job where I’m expected to have high professionalism and customer service standards, and I bring that ethos to my work with animals as well.

Sitter Profile Image: Mary B.
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Mary B.
from
$36
per night
4.9 out of 5 stars
• 57 reviews
21 repeat clients
11 years of experience
Barboursville, VA, 22923

“Mary was very friendly and easy to communicate with while we were on our trip. She did a great job taking care of our dog, our house, and getting our mail. We will definitely use her housesitter services again.”

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Elizabeth W.
Sitter Profile Image: Sarah W.
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Sarah W.
from
$50
per night
14 years of experience
Charlottesville, VA, 22903

About: I have been pet sitting for many years, typically with friends and family. I have been responsible for cats (domestic & feral), dogs, goats, sheep, chickens, turkeys, rabbits, ferrets, guinea pigs, guinea fowls, fish, bearded dragons, geckos and even a millipede! I have also worked with animals in a professional setting for 14 years and I have some veterinary assistant experience. I’m happy to handle extra tasks such as retrieving mail, watering plants and even some light housekeeping. I work full time (4 days per week) but can provide morning and evening care most days. On days off, I can be flexible and as available as your pet requires. I will be as candid as possible about my schedule to ensure choosing me is the best option! In a clients home, I follow all instructions given in regard to their pets care. I ensure the pet is comfortable with me before any handling or petting. I love to send photos and updates to clients letting them see how their pet is doing.

Sitter Profile Image: Michaela J.
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Michaela J.
from
$27
per night
20 years of experience
Charlottesville, VA, 22902

About: I have grown up with different ages of dogs and helped out at shelters throughout my life. I am able to feed, do medications if needed, baths and walks. please message me for availability. I would love for you to get to know me and work out a schedule that works. so happy to meet you! I am renting at a place that does not allow animals in this space/home but I can do drop in and walks as needed.

Sitter Profile Image: Cheyenne K.
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Cheyenne K.
from
$85
per night
4 years of experience
Main-Starr Hill, Charlottesville, VA, 22903

About: I am a certified professional pet sitter with NAPPS, and have lots of experience taking care of many different pets including exotic animals. I love every animal and love pet sitting, because it is not just a side gig for me but a hobby. I work a part time job and usually sleep at the houses where I am pet sitting. I have time to go checkin and make walks 3-4 times during the day. On days I’m not working, I like to spend as much time I can to make sure no pet goes lonely. I am very attentive to the needs of every pet. I will always make sure every pet is happy and healthy. I am clean, professional, and trustworthy.

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

Pet parents share their Rover experiences - Wildwood

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5.0 out of 5 stars

We had an amazing experience with Christian as always. This is the first time that she took care of both my dog and my mom’s dog and everything went so well. We all felt so comfortable and Christian really goes the extra mile to make sure that the dogs and the house are well cared for. I highly recommend Christian!

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Lauren B.
House Sitting
5.0 out of 5 stars

Delaney was wonderful with Luna! She seemed very well cared for. Delaney provided great communication and left the house in great shape. I’d absolutely recommend her to others!

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Alexandra L.
House Sitting
5.0 out of 5 stars

Paige did an amazing job taking care of Bishop! She kept me updated with how he was doing and helped get out his endless energy! I would highly recommend her as a sitter. I know Bishop and I are already looking forward to working with her again!

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Courtney F.
House Sitting
5.0 out of 5 stars

Joanna was great. She was very communicative and she took very good care of Poppy, including shepherding her through an unexpected and new minor illness. She went to the vet and got Poppy’s medication and she took care of her like she was her own dog. Highly recommend her and will be reaching out to her again to watch my dog.

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Maureen E.
House Sitting
5.0 out of 5 stars

Ashley is a wonderful caretaker, kind, conscientious, and thoughtful. I would highly recommend her to care for your loved pet. Thank you, Ashley!

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Patti G.
House Sitting
5.0 out of 5 stars

Anne was absolutely amazing! She kept our babies safe and happy. She also sent us pictures daily to keep us updated. 10/10 recommend.

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Maddy K.
House Sitting
5.0 out of 5 stars

Sasha was a wonderful dog sitter for our 13 year old peppy terrier mix. She stayed in touch, she was conscientious, and our dog loved her.

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Jill L.
House Sitting
5.0 out of 5 stars

Grace is reliable, kind and truly loves dogs — she handles my puppy with attention to all of my many detailed instructions and genuine care. Highly recommend!!

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Laurie G.
House Sitting
5.0 out of 5 stars

Danielle was great with the pups - kind, attentive, courteous and communicative. She took great of the house And my pups. I’d definitely book with her again.

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Emily & Stuart B.
House Sitting
5.0 out of 5 stars

Well my goodness, Nadia is a great dog sitter. She watched our two dogs and one cat for a long weekend. A few weeks ahead of time, she came out to meet the crew. It was so nice to get lots of updates while we were gone. Highly recommend!

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Gwendolyn S.
House Sitting
5.0 out of 5 stars

Maggie was incredible! Right off the bat was very communicative and flexible with my schedule. She took great care of Finn and sent pictures/updates every day. I originally had her stay an extra night because I knew my flight would get in late. When I decided to drive home instead of getting a hotel, Maggie was so flexible and even washed the sheets/made the bed for when I got home. I cannot recommend her enough and hope she is available for the next time I go out of town. Thanks again Maggie!

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Lynsie R.
House Sitting
5.0 out of 5 stars

Kris did a wonderful job as always taking care of our senior dog and left our house in great shape. Highly recommend!

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Cooper A.
House Sitting
5.0 out of 5 stars

Rebecca was amazing! I reached out while I was traveling for a short-notice dog day-sitting and she was very responsive and amazing with Lola! She was a life saver and I felt comfortable with leaving Lola ( my dog ) with her and I loved all the photos throughout the sitting time!

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John S.
House Sitting
5.0 out of 5 stars

Emily was an incredible dog sitter! Sent us daily updates and photos and was very responsive. Our pup has found a new best friend

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Cassidy G.
House Sitting
5.0 out of 5 stars

Dakota is great about communicating and sending photos of our girls. We feel confident that they are in good hands when she is sitting!

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Charlotte C.
House Sitting
5.0 out of 5 stars

Our pets both took so well to Emily! She was communicative and sent lots of photos, which we appreciated so much.

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Brooke H.
House Sitting
5.0 out of 5 stars

Lisette took excellent care of our dog and cat. She kept us informed about both animals. We felt very comfortable leaving our pets in her care. We hope to further use her services in the future. Judy Freeman

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Judith E F.
House Sitting
5.0 out of 5 stars

Kailyn did an incredible job caring for our dog and two elderly cats overnight while we were out of town for several days. She didn't just do the basics of feeding and potty breaks; she spent time with the pets, communicated regularly, sent photo updates, and I swear the house and the animals were cleaner when we got home than when we left. She even befriended our antisocial tabby by the end of her stay! I was so grateful to know my pets were in great hands while I was far away and would absolutely have Kailyn back again. It's clear that she truly loves animals and is committed to providing excellent care.

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Nicole R.
House Sitting
5.0 out of 5 stars

Good communication (daily updates) and care, and excellent “pet photographer” — I have some really cute photos of my pets thanks to Tracy! House was clean and tidy when I returned.

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Kathleen K.
House Sitting
5.0 out of 5 stars

Jessica was amazing with my pups for their first overnight with a new person at their new home! We will be rebooking and the boys are happy, relaxed and ready for their next visit!

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Anne G.
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

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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.

How to book house sitting

  1. 1. Search

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

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

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Popular requests for house sitting - 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 of House Sitting in Wildwood is $44 per night as of October 2026. Most bookings cost between $29 and $72 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 372 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 , 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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Wildwood. On Rover:

  • 92% of sitters can help with special care needs
  • 94% 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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