House Sitting Windy Hills

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

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Over 1
pet parents in Windy Hills have booked house sitting

Windy Hills, 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: Joanna N.
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Joanna N.
from
$45
per night
5.0 out of 5 stars
• 85 reviews
35 repeat clients
6 years of experience
Louisville, KY, 40223

“Joanna was excellent at all stages of the process! She is thorough, and kept me informed about Cash while we were gone, sending pictures and updates frequently. Cash really warmed up to her and we will definitely book with Joanna in the future. Thank you!”

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Nathan B.
Sitter Profile Image: Lauran D.
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Lauran D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 62 reviews
24 repeat clients
10 years of experience
St Matthews, KY, 40207

“Lauran did an excellent job! She was very communicative and took great care of our dogs and the house. She sent pictures and videos along with updates. Would book her again!”

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Rachel E.
Sitter Profile Image: Claudia R.
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Claudia R.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
5 years of experience
Tyler Park, Louisville, KY, 40204

“She was amazing!! Communicated every time she was coming by, sent pictures, and my babies loved her! 10/10 recommend!”

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Katie R.
Sitter Profile Image: Vanessa F.
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Vanessa F.
from
$64
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
8 years of experience
Louisville, KY, 40223

“Vanessa did a wonderful job taking care of our kitty who likes to hide. Out home was exactly the way we left it! I would hire her again. Thank you, Vanessa”

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Roxie P.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 34 reviews
17 repeat clients
4 years of experience
St Matthews, KY, 40207

“She did exactly what she said she was going to was on time. This was my first experience with rover.com and I will be back.”

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Chuck C.
Sitter Profile Image: Pamela S.
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Pamela S.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
15 years of experience
Louisville, KY, 40243

“Pamela was great with my two dogs and communicated with me while I was gone. She sent pictures and updates and I felt very comfortable with her caring for them.”

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Heather M.
Sitter Profile Image: Bayley A.
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Bayley A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 47 reviews
14 repeat clients
10 years of experience
Phoenix Hill, Louisville, KY, 40204

“Bayley was so awesome watching Millie over the weekend! I got plenty of pictures and messages, and was able to rest assured that Millie was well cared for while I was out of town!”

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Sage M.
Sitter Profile Image: Kaitlyn N.
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Kaitlyn N.
Star Sitter
from
$115
per night
5.0 out of 5 stars
• 88 reviews
34 repeat clients
20 years of experience
Louisville, KY, 40299

“Kaitlyn was an excellent care giver and companion to my senior pup. Kaitlyn made wonderful suggestions and accommodations to Lacey’s diet. Lacey was well-loved. 🥰In addition, she was conscientious in ensuring the house stayed neat.”

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Susan B.
Sitter Profile Image: Gigi H.
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Gigi H.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Louisville, KY, 40207

About: I currently have 4 dogs and have a huge passion for animal care and keeping dogs happy and healthy. I love taking walks with dogs! I believe pet care includes great exercise which can make any dog super happy! Just loving and caring on a dog has great an impact! I have had many different sizes and kinds of dogs growing up. I know how to handle and care for all different sizes and breeds.

Sitter Profile Image: Sophie C.
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Sophie C.
from
$45
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
4 years of experience
Hurstbourne, KY, 40222

“Goes above and beyond for your pet allowing you to not feel worried about their care when you’re gone. Very sweet and communicates super well.”

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Gabriela H.
Sitter Profile Image: Alex W.
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Alex W.
from
$35
per night
5.0 out of 5 stars
• 3 reviews
11 years of experience
Louisville, KY, 40205

About: I’ve had dogs and cats all my life, I’ve taken care of them as I can remember. I started watching family members animals in 2015 and for some of their friends since 2016. I’m experienced with all kinds of dogs and cats. I am also experienced with watching multiple dogs and cats at once. I am currently available to take your pets on walks or do check ins any time before 2pm everyday, except Tuesdays. I’m available any time on Tuesdays! I also am available to stay overnight and pet sit whenever is needed! I am used to taking care of dogs that need special attention, so I understand any request that you would have! I 2 cats of my own and have had dogs pretty much my whole life, so I’ll take care of your animals like my own. I’m sure an animal lover that I would love to take care of any pets :)

Sitter Profile Image: Ross B.
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Ross B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 61 reviews
20 repeat clients
5 years of experience
Louisville, KY, 40245

“This was a repeat booking for Ross and our dogs. We are always able to enjoy a vacation whether it’s short or long because we know our dogs are in good hands. Great communication and always leaves the house how we left it!”

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Brea P.
Sitter Profile Image: Cassie D.
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Cassie D.
from
$60
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
16 years of experience
Bon Air, Louisville, KY, 40220

“Cassie was great! Our initial plans changed and Cassie was flexible and accommodating. She checked in on our dog, played ball with her and sent us a picture. We will use Cassie again for sure!”

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Katie N.
Sitter Profile Image: Dallas H.
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Dallas H.
from
$65
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
20 years of experience
Louisville, KY, 40241

“Dallas did such an amazing job watching our pup Brody while we traveled for Christmas. We hated having to leave him home over the holiday, but he had plenty of good walks and lots of attention. Dallas was super communicative and reliable. We’ll definitely book Dallas again in the future!”

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Colin M.
Sitter Profile Image: Hannah J.
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Hannah J.
from
$70
per night
10 years of experience
Clifton Heights, Louisville, KY, 40206

About: Hi there! My name is Hannah, and I’m 29 years old. I’ve always been an animal lover, but dogs hold a special place in my heart. I’d love to spend some quality time with your furry friends sometime this weekend, whether it’s in the mornings or the evenings. Unfortunately, I had to give up my Siberian husky when my family had to move. It’s been a tough time, and I miss the companionship of dogs dearly. I genuinely hope to find a way to make the dogs and their owners happy. I’ve also had experience watching dogs for people, and I’m quite comfortable with cats as well. My family has an outdoor cat that loves to hunt and be around people. I’ve done dog and cat sitting multiple times in my life, and I’m confident that I can provide the care and attention that these animals need. However, I need to be mindful of my living situation. I live in a house with roommates, and we’d prefer that I don’t bring an animal into the house. I understand that this might be a concern, but I assure you that I’m committed to finding a solution that works for everyone involved. I’m currently available to walk and hang out with your dog as long as you’d like. I don’t have a job but will still be looking for one. I can’t have a pet at home, but if a guest has a fence, I can let the dog out when I’m at the house.

Sitter Profile Image: Dorian P.
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Dorian P.
from
$27
per night
5.0 out of 5 stars
• 1 review
25 years of experience
Jeffersontown, KY, 40299

“Dorian was extremely responsive and great with our dogs.”

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Taylor E.
Sitter Profile Image: Jennifer C.
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Jennifer C.
from
$80
per night
5.0 out of 5 stars
• 28 reviews
9 repeat clients
32 years of experience
Lyndon, KY, 40222

“Jennifer is the sweetest, more caring sitter! Her daily photo updates made me feel like I wasn’t missing too much time from my baby girl. Nervo absolutely adores her and I know she can’t wait to see her again.”

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Deanna C.
Sitter Profile Image: Claire S.
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Claire S.
from
$55
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
St Matthews, KY, 40207

“Claire was great! Teddy was well taken care of and she sent multiple updates while we were gone. I would definitely book her again!”

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Stephanie R.
Sitter Profile Image: Shannon O.
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Shannon O.
from
$45
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
12 years of experience
Louisville, KY, 40241

“Shannon was super sweet and professional. Great communication and even better pictures. Our dogs definitely enjoyed their overnight with her. 100% recommend.”

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Jessica B.
Sitter Profile Image: Vanetta E.
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Vanetta E.
from
$65
per night
4.4 out of 5 stars
• 18 reviews
2 repeat clients
32 years of experience
Louisville, KY, 40217

About: Caring for other is my passion. Whether it's people or pets. I love animals and treat them like another member of the family. I grew up with pets and I've cared for them my entire life. I also have a nack for training dogs as well. I potty trained my dog and taught her to open doors and take items to others. I can provide play data as well with family members who have pets as well with other rover customers if desired. I live in a safe and clean environment that will foster a great experience for all parties. I'm looking to build long lasting relationships with all pets and their owners. Choosing me will be a great choice. Have a great day. Thank you for your consideration.

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

Pet parents share their Rover experiences - Windy Hills

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5.0 out of 5 stars

Halie was a wonderful pet sitter! She was prompt, communicative, and thoughtful, providing daily photos and updates that gave me peace of mind knowing my kitty was in great hands. She went above and beyond to ensure my cat was well cared for and left my home very clean and tidy. I truly appreciate her attention to detail and reliability. I highly recommend Halie and will absolutely invite her back!

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Myra C.
House Sitting
5.0 out of 5 stars

We trust Asher implicitly with the care for our 3 cats and one newly-adopted kitten! She stayed overnight while we were out of town and our home was clean and ready for us upon our return! We were especially delighted our fur babies were all well! 🩵

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Kelli E.
House Sitting
5.0 out of 5 stars

Lauren did a fabulous job taking care of my dog for 8 days in house. I highly recommend her to anyone. I will definitely ask her to take care of my dog again in the future.

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Cynthia N.
House Sitting
5.0 out of 5 stars

Haley did a wonderful job caring for my dog! She was professional, dependable, and attentive. I felt confident that my dog was in great hands and would gladly book with Haley again.

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Keisha
House Sitting
5.0 out of 5 stars

Madison was a great sitter! I knew from the moment I met her that she was a good match. She was warm, friendly, and funny and connected with my dog right away. While we were away she consistently checked in and sent adorable photos. She took wonderful care of our home and brought in our mail as requested. Upon our return, the left everything clean and turned on the outside light for us since we got home late in the dark. I’m very happy with our experience with Maddy and would not hesitate to have her sit for us again.

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Rachel A.
House Sitting
5.0 out of 5 stars

Carla went above and beyond to help our elderly dog while we were out of town. Highly recommend her to take care of your pets! Cannot endorse her enough!

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Marietta B.
House Sitting
5.0 out of 5 stars

Emma came in clutch to watch my babies. My basketball travel schedule was really hectic and I couldn’t take them with me. She was very responsive and was able to watch them last minute. 10/10 recommend.

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Najai P.
House Sitting
5.0 out of 5 stars

Logan is dependable, trustworthy, and caring. I'm very, very picky about who I will have watch Knightley. I will definitely use Logan again.

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Wes A.
House Sitting
5.0 out of 5 stars

Stephanie is amazing! She not only took exceptional care of our two high energy pups but is also extremely in tune with pet behavior. She gave me knowledgeable insights into how the dogs act and play together which will help immensely with their training. I can't recommend her enough- you won't be disappointed!

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Jenny M.
House Sitting
5.0 out of 5 stars

I couldn't have asked for a better house and pet sitter than Madison! She took care of my home and dog for two weeks, and everything was absolutely perfect. Communication was seamless—I received timely updates and plenty of photos that completely set my mind at ease while I was away. Not only was my dog happy and in great shape when I returned, but Madison also went above and beyond, helping water the plants and tidying up the house. Madison is incredibly trustworthy, reliable, and professional. I would absolutely hire her again in a heartbeat!

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Kaitlin W.
House Sitting
5.0 out of 5 stars

This was my second time booking with Lauran, and once again she was absolutely wonderful! Having someone I can trust with my two cats gives me so much peace of mind while we're away. She kept me updated with photos and messages, made sure my cats were well cared for, and even managed to earn the trust of my very shy cat, which says a lot! It's clear she genuinely cares about the animals she looks after and goes above and beyond to make sure they're comfortable. I wouldn't hesitate to book with her again and highly recommend her to anyone looking for a reliable, caring pet sitter!

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Virginia J.
House Sitting
5.0 out of 5 stars

My Beans had such a great time with Ashley. He got to go on some car rides and even made some friends with other dogs. This was the first time in 9 years he’s been with anyone other than my immediate family; we will definitely book with Ashley again and again!

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Christina R.
House Sitting
5.0 out of 5 stars

When I returned from my trip my 3 dogs were happy, calm and relaxed! And so was Megan! She did a great job!

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Laurene C.
House Sitting
5.0 out of 5 stars

Sara did a great job caring for our 3 dogs who are spoiled and not used to being alone for very long. I trust her and I didn’t worry about them while we were away. I would definitely hire Sara again.

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Margo M.
House Sitting
5.0 out of 5 stars

Alba is wonderful with our elderly dog and young cat. She’s responsive and I feel safe knowing that she is taking care of our pets!

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Jennifer B.
House Sitting
5.0 out of 5 stars

Dani is such a great house/pet sitter. This is the second time I was able to book with her, and she takes great care of my animals and my home. My dog occasionally gets ear infections, and she was communicative and supportive when that started to happen in the middle of her stay. She was flexible and waded in to help him feel better. I'm so thankful for her care and attention. I definitely recommend her!

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Hannah P.
House Sitting
5.0 out of 5 stars

Alec has stayed with our two doodles several times. He does a great job! Great communication and updates.

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Whitney W.
House Sitting
5.0 out of 5 stars

Nicole has house sat my Great Dane on 2 separate occasions the most recent being a week long trip, she’s been reliable and communicative. My Dane loves her, I’d definitely recommend.

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Abigail M.
House Sitting
5.0 out of 5 stars

Robin always does great with our pups and takes great care of them. She ensures we get plenty of updates and pictures and we can't thank her enough!

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Jason B.
House Sitting
5.0 out of 5 stars

Rene was a life saver, she stepped in when our other sitter got sick. The dogs loved her right away and she was very communicative. We will definitely hire her again!

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Rebecca P.
House Sitting
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How 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 - Windy Hills

Select a filter and find qualifying sitters offering house sitting.

Sitters in Windy Hills average 4
repeat house sitting clients

FAQs for House Sitting - Windy Hills

Frequently asked questions about Rover

As of October 2026, there are 710 sitters on Rover offering House Sitting across Windy Hills. 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 Windy Hills 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 Windy Hills 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 Windy Hills 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 Windy Hills. On Rover:

  • 92% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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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