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.

1 / 1
Sitter Profile Image: Lauran D.
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Lauran D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
42 reviews
13 repeat clients
10 years of experience
St Matthews, KY, 40207

Lauran is an absolute dream of a companion, house sitter, fur baby manager and lover, and just overall great human. Lauran was thoughtful, responsive and responsible in every way. From sharing pics of our Simon and Molly with us, to asking questions of us as needed, to her bubbly and positive personality, to her attention to detail, she will be our go to person every time we need someone who we trust to spend time at our home and with our pups. We came home to a house nice Ethan we left it a two dogs that were clearly well taken care of while we weee away. Thank you Lauran for being such a great Rover sitter! Thank you Lauran for giving us such peace found and comfort as we traveled.

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Alice A.
Sitter Profile Image: Kaitlyn N.
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Kaitlyn N.
Star Sitter
from
$100
per night
5.0 out of 5 stars
80 reviews
28 repeat clients
20 years of experience
Louisville, KY, 40207

Kaitlyn was absolutely a saving grace staying at our home and taking care of our fur babies. She is so amazing with our young dogs, energetic, bratty, and crazy as they are. She is patient and our chiweenie (who does NOT like strangers) was napping in her lap within 2 days. (We were SHOOK) She sends pictures several times a day along with any funny moments or important updates. (Which put our minds at ease our entire trip). Our fur babies are our children and having someone who we now trust and is so amazing with them… it’s such a weight lifted. It’s a miracle to find someone like Kaitlyn. 11/10 recommend her!

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Charlie L.
Sitter Profile Image: kenneth b.
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kenneth b.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Louisville, KY, 40207

Amazing with my Coco like always!!

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Summer V.
Sitter Profile Image: Amber B.
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Amber B.
from
$50
per night
4.5 out of 5 stars
65 reviews
24 repeat clients
15 years of experience
Bon Air, Louisville, KY, 40220

Amber was amazing! This was the first time we left our 3 mini dachshunds with anyone other than a family member and it was a great experience. Amber made sure all of our pups were well cared for and she stayed with them 100% of the time. She is a great dog person and our pups took to her immediately! She sent pics of all the pups cuddling with her! We couldn’t have found a better pup sitter! Already scheduled her for our next vacation!

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Rebecca D.
Sitter Profile Image: Asher L.
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Asher L.
from
$25
per night
5.0 out of 5 stars
39 reviews
8 repeat clients
5 years of experience
Lyndon, KY, 40242

We are so grateful to have found Asher to watch our pets while we were out of the country. Our regular sitter wasn't available and we were nervous about finding someone new. Asher was amazing! She proactively communicated and shared updates and pics twice a daily, which gave us the peace of mind to enjoy our travels knowing our pets were being well cared for. The house was just as we left it. We highly recommend and are thrilled to now have two great pet sitters on our list.

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Sherry H.
Sitter Profile Image: Joanna N.
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Joanna N.
Star Sitter
from
$30
per night
5.0 out of 5 stars
70 reviews
30 repeat clients
6 years of experience
Louisville, KY, 40223

Joanna is the best! She stayed with our dog for just under a week in our home and took the best care of her. Our pup has pretty severe separation anxiety and requires medication and Joanna made sure she was comfortable and cared for. Sent lots of pictures and daily updates. When we got home, our house was spotless and just as we left it. We will definitely be using her services again!

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Stephanie L.
Sitter Profile Image: Desiree C.
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Desiree C.
from
$45
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
15 years of experience
Shelby Park, Louisville, KY, 40203

Desiree is awesome! I greatly appreciate her being available last minute, working with my schedule for a meet and greet the day before, and taking amazing care of my 2 pups! The love and attention she showed them was exactly what I hoped for. Will definitely use her in the future.

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Joe P.
Sitter Profile Image: Megan W.
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Megan W.
from
$60
per night
5.0 out of 5 stars
28 reviews
16 repeat clients
4 years of experience
St Matthews, KY, 40207

Megan did a great job watching out dog.

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Brian A.
Sitter Profile Image: Kate G.
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Kate G.
from
$55
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
4 years of experience
Crescent Hill, Louisville, KY, 40602

Kate was great! She was super communicative and sent us lots of pictures while we were gone. We could tell our pup had good exercise and was well taken care of while we were gone, and our house was just as we left it. We will definitely book Kate again in the future!

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Colin M.
Sitter Profile Image: Annie R.
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Annie R.
Star Sitter
from
$90
per night
5.0 out of 5 stars
137 reviews
46 repeat clients
20 years of experience
Louisville, KY, 40207

Annie was wonderful overnight with our 12 week old puppy! She spent intentional time training her and loving on her, she gave our puppy everything she needed and more! We could enjoy our trip to know Julep was in great, caring hands!

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Lexi M.
Sitter Profile Image: Donai L.
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Donai L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
5 years of experience
Phoenix Hill, Louisville, KY, 40204

Donai did an amazing job caring for my babies! I have an eclectic mix of animals - a dog, a cat, and a bearded dragon. She came to meet everyone and really get to know them and their routines before her stay, and then provided updates throughout the weekend. I definitely recommend using Donai!

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Elizabeth G.
Sitter Profile Image: Jamie R.
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Jamie R.
from
$35
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
6 years of experience
Louisville, KY, 40207

Jamie was very accommodating

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Jessica W.
Sitter Profile Image: Haley T.
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Haley T.
Star Sitter
from
$27
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
8 years of experience
Louisville, KY, 40222

Stayed with our pets the entire time. All 4 animals slept with her which was AMAZING! She’s an animal whisperer!!

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Adam C.
Sitter Profile Image: Ava W.
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Ava W.
Star Sitter
from
$60
per night
4.9 out of 5 stars
19 reviews
4 repeat clients
6 years of experience
Louisville, KY, 40204

Ava was great! She is one of the best sitters I have had so far, she did exactly everything that I asked if her. I loved all of the picture she sent throughout the day and that made me feel at ease although I was 300 miles away. My apartment felt even cleaner than I left it! My cat was seemed happy and content when I came back - she wasn’t clingy at all like she didn’t miss me much lol. I would definitely ask Ava to sit my place again. Highly recommend her.

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Somang L.
Sitter Profile Image: Lauren S.
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Lauren S.
from
$55
per night
5.0 out of 5 stars
66 reviews
13 repeat clients
26 years of experience
Louisville, KY, 40207

Lauren was amazing! She sent daily updates with pictures and went above and beyond doing extras like organizing my daughters cat area and making sure our fridge was free of old foods. She was sweet with our two dogs and cat. Very responsive to texts! Highly recommend!

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Kathryn N.
Sitter Profile Image: Jocelyn M.
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Jocelyn M.
from
$50
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
40 years of experience
Hayfield Dundee, Louisville, KY, 40205

Jocelyn was great with our dog Winston. He's very nervous but he took to Jocelyn really quickly. Communication was excellent and we have already rebooked!

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Steve B.
Sitter Profile Image: Katie S.
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Katie S.
from
$50
per night
5.0 out of 5 stars
35 reviews
8 repeat clients
30 years of experience
Louisville, KY, 40218

Katie sent LOTS of updates and pictures. She was great with Willow and River, especially knowing River can be nervous with new people. She had him cuddling with her in no time. Would 100% recommend!

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Mandy C.
Sitter Profile Image: Jessie H.
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Jessie H.
from
$26
per night
5.0 out of 5 stars
9 reviews
5 repeat clients
2 years of experience
Louisville, KY, 40222

As always, Jessie has done an amazing job watching our pups/cat! We received pictures at least two times a day and all the animals looked like they were having a great time. We couldn’t be more grateful.

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Kadie K.
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: Julia T.
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Julia T.
from
$55
per night
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Louisville, KY, 40206

Julia was amazing, flexible, respectful and professional. I will definitely use her again. We need up only needing her for about 7 hours but originally planned on 3-4 days not due to her. I look forward to having her back. Recommend her.

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Gail S.
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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

1 / 1
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

Lauren does a great job with our dogs. She leaves the house cleaner than when left. Our dogs really like Lauren.

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Davi R.
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

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

Madison was excellent. She helped us out with both our dog and cat with a very last minute request. She was very responsive and easy to work with and clearly has a lot of pet experience. I had zero hesitation leaving her with the house and the pets. As expected, the furry kids were happy and the house was in perfect order upon our return. I will definitely reach out to Madison again!

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Becky S.
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

Stayed with our pets the entire time. All 4 animals slept with her which was AMAZING! She’s an animal whisperer!!

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Adam C.
House Sitting
5.0 out of 5 stars

Natalie was immediately adored by my furbaby so I knew she would be a great sitter!! She went the extra mile for his care and my home’s care and it was so appreciated!!

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Caeley W.
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

Asher was incredible! She cared for my pup, Leo, while I was away, and her care was simply outstanding. She was so thoughtful and engaged. She sent frequent updates, adorable photos, and left my home spotless. Knowing Leo was in such caring hands made my trip even more enjoyable. It’s clear she has a gift for this, and Leo adored her. I am immensely grateful!

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Paige B.
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

Avery came to our home to sit with our 4-legged babies for a couple of hours. We don’t really leave them home alone but we both needed to be gone at the same time and other sitters we’d previously used were not available. It was pretty expensive for a few hours but we were grateful she could do it on just a few days notice. Avery was prompt in arriving, friendly, good with the dogs, and sent a pic during the time she was there. I would not hesitate to book her again if needed.

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Pamela P.
House Sitting
5.0 out of 5 stars

We were traveling in Louisville and needed someone to watch our two dogs at the hotel while we attended an event. Other than family, we have never used anyone or service to watch our dogs. When doing anything, I factor in how it will impact our dogs. Their well-being is the most important thing. To say I was nervous is a massive understatement. Brittany was absolutely wonderful! Our 11-year-old shepherd can be a little anxious in new environments, and our 8-year-old is usually cautious around strangers. Within minutes, Brittany had both of them relaxed and comfortable, which was such a relief. She not only cared for them with patience and kindness but also kept us updated with photos throughout the evening, which helped me stay at ease. It was clear that they were happy, safe, and well-loved in her care. We were thrilled with the experience and so appreciative of her attentiveness. I would highly recommend Brittany to anyone looking for a trustworthy, compassionate, and reliable dog sitter. She truly went above and beyond!

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Abbey B.
House Sitting
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Popular requests for house sitting - Windy Hills

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Sitters in Windy Hills average 4
repeat house sitting clients

FAQs for House Sitting - Windy Hills

Frequently asked questions about Rover

As of August 2026, there are 749 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 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 Windy Hills. On Rover:

  • 97% of sitters can help with special care needs
  • 99% can help with giving oral medications or injections
  • 99% 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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