House Sitting Sleepy Hollow

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

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Over 24
pet parents in Sleepy Hollow have booked house sitting

Sleepy Hollow, 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: Jordyn L.
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Jordyn L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 73 reviews
17 repeat clients
10 years of experience
Crystal Lake, IL, 60014

“Jordyn took great care of Polly in our house while we were gone a few days! She sent regular updates and pictures that gave us peace of mind that Polly was in great hands. Will definitely use Jordyn again for future trips!”

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Jen G.
Sitter Profile Image: Skyler D.
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Skyler D.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 25 reviews
5 repeat clients
12 years of experience
Schaumburg, IL, 60193

“Skyler was awesome! She communicated well and responded quickly. Augie loved playing and spending time with her. We would definitely recommend Skyler and use her again. Thank you!!”

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Gabriel S.
Sitter Profile Image: Cameron V.
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Cameron V.
Star Sitter
from
$59
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
13 years of experience
Streamwood, IL, 60107

“This was an amazing experience! Cameron took perfect care of our dogs while we were away. Constant updates kept us informed and we couldn't be more pleased. Would not only recommend Rover but Cameron as well!”

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John H.
Sitter Profile Image: Isabella S.
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Isabella S.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
19 years of experience
Elgin, IL, 60124

“Isabella did a great job with our two dogs overnight! We had some changes last minute on our end to arrival and departure times and she was very flexible with our needs. She sent lots of pictures, asked good questions, followed our instructions, and we came back to happy dogs! Thank you!!”

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Meredith S.
Sitter Profile Image: Valerie P.
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Valerie P.
from
$75
per night
5.0 out of 5 stars
• 123 reviews
46 repeat clients
13 years of experience
Elgin, IL, 60123

“We have had Val sit for our two dogs on long weekends and multiple weeks. She is the best. The dogs love her and she keeps us informed on all activities when she house sits.”

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John S.
Sitter Profile Image: Samantha C.
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Samantha C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 23 reviews
5 repeat clients
5 years of experience
Algonquin, IL, 60102

“Samantha is an amazing pet sitter! She was very responsive sending photos of my pups and updates multiple times a day. I felt completely comfortable having her care for my two dogs. I will absolutely have her come again. Thanks Samantha!!”

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Rachel D.
Sitter Profile Image: Alan S.
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Alan S.
from
$55
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
8 years of experience
Streamwood, IL, 60107

About: Dog Daycare Manager (8yrs) Monitor the health and well-being of all animals in the facility. Coordinate feeding schedules and administer medications as required. Certified Dog Specialist Im currently a Manager at a Dog day care. I make my own schedule. I usually work mon-fri (can still work during these days). I have the weekends off. It should be easy to accommodate to your dog’s walking/drop in/sitting schedule. Provide a fun, safe, and clean environment for your dogs and have you at ease, assuring you that your pets will be safe while in my care

Sitter Profile Image: Gabriella E.
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Gabriella E.
from
$35
per night
5.0 out of 5 stars
• 1 review
4 years of experience
Streamwood, IL, 60107

About: My love for animals hasn’t changed since I was a kid. I have babysat for several family members, staying at their houses, housing their pets for months and visiting them. I am attentive to their needs, if they need extra attention for house training or have separation anxiety, I intend to help them through it. I will never do something the pets don’t trust and I can follow any request from the owners, if there is something special. I work part-time and going to school, so my schedule is a bit everywhere. However, I keep Tuesdays open all day and can open days up if I’m capable! I will try my best to make time for those who need loving. I am very attentive to my clients pets in their home. I like to go where they feel most comfortable, adhere to the routine they are use to and keep everything safely away. I double check any entrance before leaving, ensure nothing is left on the floor or in rooms for the pets to grab and check the food/ water bowls for proper amounts.

Sitter Profile Image: Lydia F.
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Lydia F.
from
$28
per night
5 years of experience
Algonquin, IL, 60102

About: I’m a caring and dependable person who genuinely enjoys spending time with dogs. I’ve cared for my friend’s dog while they were away on vacation, including making sure they were fed, walked, comfortable, and given plenty of attention and companionship. I understand how important it is to know your dog is in good hands while you’re away, and I’ll treat every dog I care for with the same patience, attention, and care I would want for my own. My schedule is currently very flexible, which gives me plenty of availability for walks and dog care during the week and on weekends. I’m typically available mornings and afternoons and can be flexible depending on your dog’s routine and needs. I’m happy to care for your dog in the comfort of their own home and follow their normal routine. I can take them on walks, play with them outside, give them plenty of attention and companionship, and keep them active throughout the day. With the owner’s permission, I’m also happy to take them on outings to places like Petco or the dog park. My goal is to make sure your dog feels comfortable, happy, and well cared for while you’re away.

Sitter Profile Image: Vanessa R.
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Vanessa R.
from
$75
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
12 years of experience
South Elgin IL 60123, IL, 60177

“Vanessa stayed in our home and took care of our Bull Terrier Peanut for 5 days. Vanessa is very professional and her understanding and passion for dog care shown through upon our very first meeting. Our dog is strong and spoiled, and we felt very confident that Vanessa could handle all of Peanut's personality and take care of our house as well. She gave feedback during her stay to make sure everyone got a restful night. She has a lot of dog experience and responsibility, giving me peace of mind that is invaluable! She took time to answer every text and upon our return, Peanut and the house were in perfect order! Definitely will contact Vanessa when our next need arises. THANKS!”

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Christine A.
Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$70
per night
5.0 out of 5 stars
• 60 reviews
8 repeat clients
17 years of experience
Streamwood, IL, 60107

“Stephanie stayed with my dogs for two nights while I was away and did an amazing job. While she was there, sent photos and updates which was lovely. And not only did she take the dogs for their scheduled walks but she spent quality time with them at the house which I’m sure the dogs LOVED. I hope to use her again soon!”

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Leslie S.
Sitter Profile Image: Judith C.
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Judith C.
from
$110
per night
4.9 out of 5 stars
• 34 reviews
8 repeat clients
50 years of experience
Barrington, IL, 60010

“Cynthia and Judith were amazing dog sitters and people! They helped my family, and my pup, Candy, out in a bind. Cynthia and Judith took care of my pup like she was their own. They checked in with me daily, sent pictures, and followed all of my instructions. My pup has been going through some health issues recently, and Cynthia and Judith put me and Candy at ease. Thank you, thank you, thank you!!”

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Sara F.
Sitter Profile Image: Jacqueline G.
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Jacqueline G.
from
$30
per night
10 years of experience
Elgin, IL, 60123

About: I've taken care of both kitten and puppies to a senior dog. It's been a very rewarding opportunity to gain trust from my pets and the pets in my family. I'm patient, caring, and responsible. I work a full time job 9-6pm Monday through Friday. I'm available on weekends, I'll be able to care and walk for most of the day. Keep routine as much as possible, I know it will depend on the pet but my goal is to keep them calm and happy just like any other day.

Sitter Profile Image: Lisa (.
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Lisa (.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 85 reviews
27 repeat clients
29 years of experience
Marengo, IL, 60152

“Lisa was responsible, loving and knowledgeable when caring for our boys, Sunny and Louie. This was our first time away from the boys. We were able to really relax and enjoy ourselves knowing they were in good hands with Lisa. They loved her and can't wait for her to come back. When we travel again, Lisa will be our go-to dog sitter. Thank you, Lisa!”

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Kari M.
Sitter Profile Image: Samantha L.
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Samantha L.
from
$80
per night
5.0 out of 5 stars
• 47 reviews
14 repeat clients
11 years of experience
West Dundee, IL, 60118

“Sam is FABULOUS! She stays in touch daily, sends us pictures to help us stay connected, loves up and spoils our fur-babies and always takes great care of our home! We are so grateful for Sam, and will definitely continue to book with her!”

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Angela T.
Sitter Profile Image: Renee N.
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Renee N.
from
$50
per night
5.0 out of 5 stars
• 26 reviews
5 repeat clients
40 years of experience
Addison, IL, 60101

“Renee was awesome. She took care of our 2 dogs at our home while we were away. Our doggies loved her! She’ll be our first one to contact whenever the same situation occurs again. A million thanks to her!”

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Amanda N.
Sitter Profile Image: Bradley D.
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Bradley D.
from
$20
per night
15 years of experience
Hoffman Estates, IL, 60169

About: I've had a lifelong love for dogs and over 15 years of hands-on experience caring for my own three dogs. A Rescue, Stray and Husky. I enjoy running with dogs, so please let me know if you have a runner! Im currently working full time and I am missing the relationship with my pets. I am available every evening and all weekend to take care of your pets! I am extremely aware and attentive to pets as I know from experience the mischievous acts they can commit. Of course this will vary depending on your pets personality!

Sitter Profile Image: Hope S.
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Hope S.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
5 years of experience
Long Grove, IL, 60047

“Hope house sat and watched my dog while I was out of town for 6 nights. She was punctual, quick to respond, and sent daily updates (and also she was very friendly). Hope left my house as clean as when she arrived, and my dog was very happy with all of the attention and exercise she received. I would recommend Hope for house sitting in the future and will be happy to have her watch Kaya again!”

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Joshua B.
Sitter Profile Image: Ryan W.
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Ryan W.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Hoffman Estates, IL, 60169

“Ryan took excellent care of our pets and our home! We definitely recommend him - 100%!”

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Angela T.
Sitter Profile Image: Alexis O.
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Alexis O.
from
$55
per night
5.0 out of 5 stars
• 2 reviews
6 years of experience
Barrington, IL, 60010

“Alexis dig a great job watching our girls, Penny and Tilly. Our normally anxious dog quickly warmed up to her and seemed to be very comfortable without us there, which is not the norm! We'll definitely be booking Alexis again.”

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Chris L.
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The median cost per night for house sitting in Sleepy Hollow is $55

Pet parents share their Rover experiences - Sleepy Hollow

1 / 1
5.0 out of 5 stars

From the moment we met Jana during the house visit with our fur babies we knew she'd be wonderful and she was. Our cat and chihuahua warmed up to her instantly and we could tell they had lots of fun with Jana, too. Beyond that, Jana is incredibly responsible and has great animal instincts. While we were away, our kitty got into something, and she knew exactly what to do and handled the whole situation incredibly well. We are so grateful to have found Jana and recommend her highly for fur baby sitting and house sitting!

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jeff a.
House Sitting
5.0 out of 5 stars

Eloise did a wonderful job watching our two boys in our home. She provided messages and pictures at great intervals. It made us so relaxed knowing she was with our boys. I would recommend Eloise for your pet.

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Paul A.
House Sitting
5.0 out of 5 stars

Carla was great house sitting and taking care of Clementine while we took a weekend getaway. Will defintely rebook again

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Kelly M.
House Sitting
5.0 out of 5 stars

Jacqueline and Uriel are always a hit with both of our pets! Our dog is really shy and very picky when it comes to sitters. He also has a bunch of allergies and requires medication and cleaning his paws frequently. Our cat is a little mischievous and eats super fast and easily throws up. When you add that combination, they can be a bit annoying to care for. They always go above and beyond to keep me updated and follow our care instructions. They send plenty of updates and pictures to make me feel at ease. Both of my animals look happy and healthy when we get back. I’ll continue to book them for all of our trips.

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Brenda A.
House Sitting
5.0 out of 5 stars

Litzy is the absolute best pet sitter I’ve ever had. She sent me so many photos and updates multiple times a day! She took the pups on multiple walks per day! I can’t refer her enough! She’s truly amazing!

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Katelynn R.
House Sitting
5.0 out of 5 stars

Katelynn did a fantastic job taking care of our pets while we were away. She's reliable and shares lots of updates with pics. She treated our dog and cats the way she would treat her own!

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Amy P.
House Sitting
5.0 out of 5 stars

I had a wonderful experience with Jessica. She took amazing care of my three dogs and treated them like her own, which immediately put my mind at ease while I was away. She was attentive, reliable, and clearly very experienced with animals. I can tell my dogs really loved being with her. Beyond caring for the dogs, she also went above and beyond around the house, taking care of extra chores without being asked. Coming home to everything in great shape made such a difference and really showed how thoughtful and responsible she is. I would absolutely book her again and highly recommend her to anyone looking for someone trustworthy, caring, and dependable for their pets and home.

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Pauline D.
House Sitting
5.0 out of 5 stars

Kristina is the absolute best. She really gives us peace of mind that she is watching our dog and house while we are on vacation.

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Tim S.
House Sitting
5.0 out of 5 stars

Iryna is awesome! Beans was so happy to have her, he didn't even miss me! Will definitely be using in the future.

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Tracie D.
House Sitting
5.0 out of 5 stars

Katelyn has been a wonderful dog sitter. She has shared great updates while we are away, and our dog always looks so content. We are so thankful for all she did for our dog while we traveled.

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Jori K.
House Sitting
4.0 out of 5 stars

Lydia sat for my 2 dogs for 8 days while I was visiting family. The dogs did just fine and seemed happy when I came home. The deal was to stay in my house where they felt safe and at home. They stayed at her house instead, not what I had planned. But they were safe and taken care of and that is what matters. I received a few photos and minimal communication. It is hard to leave our loved ones at home, but everything turned out fine.

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Katherine B.
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 - Sleepy Hollow

Select a filter and find qualifying sitters offering house sitting.

Sitters in Sleepy Hollow average 4
repeat house sitting clients

FAQs for House Sitting - Sleepy Hollow

Frequently asked questions about Rover

The average cost of House Sitting in Sleepy Hollow is $56 per night as of October 2026. Most bookings cost between $30 and $74 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 4,100 sitters on Rover offering House Sitting across Sleepy Hollow. 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 Sleepy Hollow 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 Sleepy Hollow 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 Sleepy Hollow 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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 Sleepy Hollow. On Rover:

  • 89% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 95% 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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