Pet Sitting Sleepy Hollow

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 200
pet parents in Sleepy Hollow have booked pet sitting

Sleepy Hollow, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Madeline K.
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Madeline K.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 298 reviews
64 repeat clients
20 years of experience
Sleepy Hollow, IL, 60118

“Madeline has done a great job of looking after my cat Dusty, I definitely recommended her if you need someone to care for your furry friends while you are away!”

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Lucy g.
Sitter Profile Image: Katelyn M.
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Katelyn M.
Star Sitter
from
$19
per visit
4.9 out of 5 stars
• 190 reviews
78 repeat clients
4 years of experience
Elgin, IL, 60123

“Absolutely great with our German shepherd he's extremely high energy! She has watched him a few times now and can count on her to take care of and play with him while we're away”

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M C.
Sitter Profile Image: Jessica T.
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Jessica T.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 66 reviews
22 repeat clients
8 years of experience
Carpentersville, IL, 60110

“We had a last minute long day trip and Jessica was happy to help us out on short notice. She was great at communicating with us and we appreciated her spending time with our senior dog! Baylee loved her!”

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Heidi E.
Sitter Profile Image: Rachael Y.
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Rachael Y.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 27 reviews
10 repeat clients
10 years of experience
Algonquin, IL, 60102

“This was the first time I was leaving half of my cats alone and one of them required daily medication. Rachael did an amazing job. I got thorough reports and a lot of photos, all of which really eased my anxiety. She was so communicative. Thank you again!”

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Ed M.
Sitter Profile Image: Jennifer C.
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Jennifer C.
from
$25
per visit
5.0 out of 5 stars
• 45 reviews
18 repeat clients
6 years of experience
Sleepy Hollow, IL, 60118

“Jennifer has been amazing - whether she’s walking my pooch or playing with her in the backyard, I feel completely relaxed knowing that Jennifer will be there to give my fur baby the time and attention she needs!”

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Sheri C.
Sitter Profile Image: Jessica & Luis A.
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Jessica & Luis A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 51 reviews
18 repeat clients
18 years of experience
Elgin, IL, 60120

“They did an amazing job taking care of our big, needy German Shepherd! He’s basically a 90-pound toddler with fur and a very demanding list of needs, and they handled him like a pro. 😂 We came home to a happy, well-loved dog, which is all we could ask for. We really appreciated the care, patience, and attention they gave him. We’d absolutely trust them with our furry drama king again!”

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M C.
Sitter Profile Image: Litzy A.
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Litzy A.
from
$17
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Elgin, IL, 60120

“Took excellent care of my cats! Would use Litzy again in the future”

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Zack S.
Sitter Profile Image: Alyssa V.
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Alyssa V.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 142 reviews
53 repeat clients
11 years of experience
Lake in the Hills, IL, 60156

“Alyssa was absolutely wonderful with our three pets (two dogs and one cat)! She was kind, reliable, and took great care of all of them. Our cat has medical needs, and before giving his medication for the first time, she made sure to double-check everything with us, which we really appreciated. It gave us peace of mind knowing our pets were in such caring hands. We would absolutely use Alyssa again and highly recommend her!”

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Kellie S.
Sitter Profile Image: Carla O.
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Carla O.
from
$20
per visit
10 years of experience
Dundee, IL, 60118

About: Owned a dog for 13 years and enjoyed every second of it to his final days. All ages deserve love and special care. Would love to provide this to all pets! Recently left a career to go back to school and finish my degree. I am very close and want to focus on this without the stress of a retail fast paced environment. I enjoy loving animals and find it to be stress relieving and rewarding! I have a 2 acre yard that I take my cats out to everyday and all dogs are welcome to! I also live down the street from a dog park with a nice walking trail.

Sitter Profile Image: Catarina S.
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Catarina S.
Star Sitter
from
$19
per visit
4.9 out of 5 stars
• 31 reviews
11 repeat clients
3 years of experience
CARPENTERSVILLE, IL, 60110

“great communication!! will definitely reach out again when i need help with my pets!”

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Julia B.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$20
per visit
5.0 out of 5 stars
• 18 reviews
4 repeat clients
8 years of experience
Elgin, IL, 60124

“Amanda has been great very reliable and excellent communication she lets out my dog birdie 5 days a week and it’s such a relief knowing my dog is getting some exercise and attention while I’m at work. I’ve noticed birdie isn’t as hyper when I get home from work I will continue my service with Amanda as long as she is available thanks again Amanda”

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Adam G.
Sitter Profile Image: Anna H.
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Anna H.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
18 years of experience
Algonquin, IL, 60102

About: I have loved animals—especially cats since childhood. They have been a part of my life all along. I had my own cat for 13 years and loved looking after and caring for him. For the time being, I don't work on certain days, so I can spend the whole day with your pet and give them all my love! I love showing affection and taking an interest in spending time with pets—whether at my own home or a client's because every animal deserves attention.

Sitter Profile Image: Esabella L.
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Esabella L.
from
$17
per visit
5.0 out of 5 stars
• 3 reviews
18 years of experience
West Dundee, IL, 60118

“We had such a great experience! Bella took great care of our cats, and made sure everything we asked was taken care of. She was also so helpful and accommodating with her schedule and always found a way to stop by and check on them. It gave us a lot of peace of mind knowing they were in good hands while we were away, especially with the photo updates. We really appreciated her help and would definitely recommend!”

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Vanessa B.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$20
per visit
40 years of experience
Elgin, IL, 60123

About: I’m available at any time to take great care of your cat or small dog. I like to groom them, which helps foster trust in me. I am available any time to take great care of your cat or small dog. I will meet you and them at your home so you can see how well we’ll get along. I will come to your house to take care of your cat. I will feed them, clean the litter box and if there are any hairballs I will clean them up. If they like to I will play with them and groom them. I can play with and walk small dogs! I love dogs and cats!

Sitter Profile Image: Michele J.
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Michele J.
from
$17
per visit
45 years of experience
Carpentersville, IL, 60110

About: I’ve had dogs my entire life & currently have 3! I’m retired now and willing to spread my love of animals to yours. Open to dog visits & walks while you are unable to! I am currently retired, therefore, I have a flexible schedule that can meet your needs! I live in Carpentersville and am available any time throughout the week. I take daily walks with my 3 dogs, so I understand how to safely walk dogs in the neighborhood. Or I am open to coming to let your dogs out & play with them.

Sitter Profile Image: Caleigh G.
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Caleigh G.
from
$18
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
7 years of experience
Carpentersville, IL, 60110

“Caleigh was awesome with both of our pups and especially patient with our new puppy!”

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Nathan O.
Sitter Profile Image: Samantha C.
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Samantha C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 18 reviews
5 repeat clients
4 years of experience
Algonquin, IL, 60156

“Samantha was great for taking care of Shelley while we went on a 4 day trip. She’s very knowledgeable on how to deal with our fur baby. We are gladly to recommend her to our friends in our neighborhood. She’s also on time to her schedule drop in visits. Thanks so much for an excellent job.”

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Josh D.
Sitter Profile Image: Samantha V.
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Samantha V.
from
$16
per visit
5.0 out of 5 stars
• 15 reviews
2 repeat clients
4 years of experience
Lake in the Hills, IL, 60156

“Samantha was so great with both my dogs. I have a little dog nervous around new people at first but he just loved her. Will definitely book in the future with Samantha.”

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Lyndsey R.
Sitter Profile Image: Vanessa B.
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Vanessa B.
from
$18
per visit
5 years of experience
Hoffman Estates, IL, 60192

About: I’ve cared for dogs of different ages and personalities and always take the time to learn what makes each one feel comfortable. I love going on walks, playing and making sure they get plenty of exercise and attention while their owners are away. I’m happy to handle feeding, fresh water, treats, medications and any special routines or instructions you may have. I’ll treat your dog like they’re my own and send plenty of pictures and updates along the way! My weekday availability is primarily in the early mornings and evenings, making me a great fit for before work and evening visits. I’m also available on weekends with more flexibility throughout the day and will always do my best to work with your pet’s usual routine. I care for pets by following their normal routine as closely as possible so they feel comfortable while their owners are away. During each visit, I can handle feeding, fresh water, medications or supplements, litter box cleaning, potty breaks, walks and plenty of playtime and attention. I’m careful about securely closing doors and gates, and I’ll send pictures and updates after each visit so you know how your pet is doing.

Sitter Profile Image: Khurum A.
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Khurum A.
from
$23
per visit
4.9 out of 5 stars
• 57 reviews
24 repeat clients
3 years of experience
Hoffman Estates, IL, 60192

“Khurum was very communicative with us and sent pictures every time he visited. Our cats were happy and fed when we got home. Huge thanks to him for his hard work.”

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Cayla M.
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The median cost per visit for pet sitting in Sleepy Hollow is $20

Pet parents share their Rover experiences - Sleepy Hollow

1 / 1
5.0 out of 5 stars

Felt very happy knowing they were taking care my fur baby! I would definitely recommend them and use them again in the future

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Kimberly S.
Drop-In Visits
5.0 out of 5 stars

Maddie took excellent care of our dog! So appreciative that she cared so much about the well being of our dog that can she came back extra to check in on her during a thunderstorm. Will definitely book her again!

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Kathy O.
Drop-In Visits
5.0 out of 5 stars

Sorry, forgot to tip! Thanks so much for all you do! Thanks for bringing the trash in/out. It’s more than we could ask. Love the way our cats are warming up to you!

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Erica S.
Drop-In Visits
5.0 out of 5 stars

Litzy is AMAZING! My dogs absolutely love her, and I always feel so comfortable with leaving my pups in her care! 🫶🏼🫶🏼🫶🏼

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Katelynn R.
Drop-In Visits
5.0 out of 5 stars

We had such a great experience! Bella took great care of our cats, and made sure everything we asked was taken care of. She was also so helpful and accommodating with her schedule and always found a way to stop by and check on them. It gave us a lot of peace of mind knowing they were in good hands while we were away, especially with the photo updates. We really appreciated her help and would definitely recommend!

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Vanessa B.
Drop-In Visits
5.0 out of 5 stars

Eloise was amazing with my dog and cat and I know they are in such good hands with her! I really appreciate her flexibility and attention to detail with both of my babies and their various needs. I was able to fully enjoy my time away because I knew they were well taken care of. I will absolutely be booking with her again!

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Nicole N.
Drop-In Visits
5.0 out of 5 stars

Amanda is the best she’s been doing drop in visits for me for four months now M-F very punctual, great communication, has never canceled or missed a scheduled visit and she treats my dog birdie like her own. Amanda has exceeded all expectations I can’t wright a good enough review for her. Thanks Amanda - Adam & Bird

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Adam G.
Drop-In Visits
5.0 out of 5 stars

Zach did a fantastic job! I booked him to clean out for very dirty litter boxes and replace them with fresh letter. I was very impressed with his ability to get right to the work at hand, get the job done, and leave everything looking great. He was so fast, he had time to tackle one of two of the cats water fountains, which were also overdue for cleaning and refilling. My kitties will love that their favorite fountain is working again. Next time, he’ll tackle the other fountain and I have no doubt that that will be done efficiently as well. Thank you, Zach! Nice to meet you, and you’ll be number one on my call

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Patti P.
Drop-In Visits
5.0 out of 5 stars

Iryna took wonderful care of my dog during twice-daily drop-ins. She is warm, friendly, and clearly compassionate — my dog was happy and relaxed after every visit. One afternoon she was about 30 minutes late because her car broke down, but she messaged me right away and kept me updated, so it was no problem at all. I would happily book her again and recommend her to anyone looking for a caring sitter. Thank you, Iryna

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Janos C.
Drop-In Visits
5.0 out of 5 stars

We were thrilled with Karlie’s first drop-in visit today. Her kindness and attentiveness were truly remarkable. As soon as I stepped through the door, DixieBelle was bouncing up and down more than usual, and I’m certain she was expressing her immense joy and excitement about having a new friend. She can’t wait to see Karlie again.

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Victoria N.
Drop-In Visits
5.0 out of 5 stars

Madalynn did a wonderful job taking care of our dog while we were away. We will absolutely use her again!

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Joshua T.
Drop-In Visits
5.0 out of 5 stars

Abileah is super- fantastic. She took great care of my working line Mal. Please please please book !!!

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Tyler V.
Drop-In Visits
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  • 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?

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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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
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Popular requests for pet sitting - Sleepy Hollow

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Sleepy Hollow average 7
repeat pet sitting clients

FAQs for Pet Sitting - Sleepy Hollow

Frequently asked questions about Rover

The average cost of Pet Sitting in Sleepy Hollow on Rover is $19 per visit as of October 2026. Most bookings cost between $15 and $28 per visit. 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 6,854 sitters on Rover offering Pet Sitting across Sleepy Hollow. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

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

  • 91% of sitters can help with special care needs
  • 96% 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.

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.

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