Dog Sitting in Sleepy Hollow
Book a Sleepy Hollow dog sitter to watch your dog in your sitter’s home or yours.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Sleepy Hollow dog sitters

“Scott took amazing care of my girl who needs extra help getting around. He was very attentive and sent detailed updates along with photos after each drop-in. My dog had a lot of fun with Scott and she seemed very comfortable and relaxed around him. Highly recommend him!”


“It is a pleasure to have Brianna as our pet sitter. She takes the time to acknowledge your pet's needs while keeping them busy and entertained while they are under her care. Having Bri watching your pet while you are away from home is a peace of mind.”


About: I have taken care of my relatives' and friends' dogs throughout the years as well as my sister's. I am a first time dog owner, currently raising a pitty/lab mix myself while living with my fiancé and his dog. I am a special education teacher working at a private school in Wheaton. I get home by 4:30pm on the weekdays, and I am typically available all day on the weekends! I am currently raising my own puppy. She is crate trained and we live with my fiancé and dog who is three years old and crate trained as well

“Cheyenne was amazing. She kept us informed all weekend about our boy Finley. She sent pictures and updates with every visit. She was on time and completely responsible for Finn's needs. Finley can't wait to see her again. I would highly recommend her.”


“Grace is such a sweet heart. Took great care of my zoo. Super personable and loves animals. Her availability is great and is very punctual with her visits. I had absolutely no worries leaving my babies in the care of Grace. Thank you so much! 😊”


About: Have owned mostly rescues. As a full time nurse I do not take the responsibility of taking care of your loved one lightly. Have taken care of cats and dogs of all breeds and sizes for different friends before through out the years I work full time, but am available on weekends and Mondays for your weekend getaways! Afternoon walks are also possible most weekdays. After five pm is probable I like to follow all directions and rules a pet owner may have. Medical histories and a summary of the pets personality are a must. I like to follow the pets routine as much as possible.

About: I’ve had the opportunity to be around many large breed dogs since I was a small child so I feel I’ve been able to acclimate to them. I am currently working as a part-time trainer so there are gaps in my schedule that allow me to go on short jogs or runs with my dog for training. During those times I took the opportunity to start helping others out when I can. I have most of the basic amenities. I have a cage if a dog need to be cage. I have a whole backyard area behind my house It just is not fenced in but there’s plenty of space.

About: Available for daytime and overnight care, as well as dog walking or visits when you're away. Cat care included for home visits. I'm a fur-mom of 2 very friendly, socialized Siberian Huskies. I grew up with dogs, and have experience with small & large breed dogs. I'm very compassionate with animals and their needs, plus love petting and cuddling. Knowing your fur-baby will miss you, my goal is to give them a caring and safe environment where they can play and socialize until your return. My older children love animals as well, and help me with my two, they will help me play and ensure your fur-baby feels at home. What's most important to me: a) dogs are treated as PART of the family b) they have caregivers who understand and meet their needs (socializing, getting a break from other dogs, exercise, etc) I would like to understand any needs or requests for your pup to ensure he/she is as comfortable as possible, especially if your pup has a little bit of separation anxiety. I cater to those pups, and we are HUGE Cesar Milan fans! So being sensitive to these pups is very important. My home has a large secured fenced in yard for pups to run free in, along with a great neighborhood for walks. I live minutes away from Switzer Woods dog park in West Dundee, which we are frequents at. I have an SUV to transport pups if you'd like to add a trip to the dog park to your stay. In addition to the secure large back yard, I have 2 tie ups in our front yard my two love sitting and enjoying the weather and watch everyone walk by :) (chain link and extremely secure) Since the backyard is privacy fence they enjoy seeing everyone and a chance of scenery. The interior of my home is dog-friendly as well. Any areas in my home off limits to dogs will have doors closed or gates to block. I do have a cat, so for example dogs in my home are not allowed upstairs (the cat's safe zone) so that has a gate so no dogs on stairs. Laundry room, office where electric cords, basement doors will be shut. Also I like dogs to be in sight while in the home, so any areas I can't see them I tend to shut doors. L Open floor plan, so every other room (about 4 rooms of space) is fair game! Free to roam, play, and on nice days go in and out to the back yard as they please. My dogs don't go on all furniture, but they do have their own ottoman and furniture that is all theirs :) I have dog beds around the main level for their sleeping pleasures. Your pup will be part of the family while in our care. Looking forward to building a friendship with your pup, so they come back to play with us again!

About: Since I was 3 years old my family has always had dogs growing up. Now owning 2 adorable doodles myself, my life revolves around them. They are not just the most precious things to me, but they are also my family. I love having them around me and doing activities with them daily. I would love to be able to share my love for animals by providing your pets with the attention, care and fun they may need. I have a flexible schedule to walk, dogsit or whatever is needed. I keep an active lifestyle so walking, playing in the yard or in the house is something we do all the time. I have a fenced in yard and two super friendly dogs that I’ve taken to doggie day care to get socialized since they were puppies.

About: I have many years experience with Pets, especially dogs, but cats as well and I have always been able to help them understand how to cooperate. I use positive reinforcement and very clear communication and have been able to help them respond very quickly and understanding what is needed of them. And for me, I respect the unconditional love that they give by returning that, which creates a strong bond. I can express to them and communicate easily using cooperation rather than force. Love is foremost. I am a retired, ultrasound, technician, and I am free almost all days. I have no major commitments to children, grandchildren, etc. to interfere with my pet care routine. I am in good health able to walk even larger dogs with the understanding that they are leash trained. If they are not, I may have to spend some time training them if that is the wish of the owner, and I am well experienced in this training.. I am willing to walk your dog, let him or her out if that is their routine, feed provide water, make sure all their physical mental and emotional needs are met at the time of my visits. I will try to know and understand what they are used to and provide as much of that as possible to relieve the stress of their family being gone.

“Arly did a fantastic job. She was always prompt, communication was great and most importantly she took great care of our dog. We will definitely book her again in the future!”


About: For the last 10 years I’ve taken care of pets through house sitting, dog walking, and overall pets and cuddles whenever I get the chance. I understand my flexible might be a little more flexible that some pet owners do I’d love the chance to help make your life easier and help your pets life a little more comfortable while they wait for you to come home :). I work from home most day’s. I have a pretty flexible schedule throughout the day and the evening to assist with walking or feeding needs. I work from home most day’s. I have a pretty flexible schedule throughout the day and the evening to assist with walking or feeding needs.

About: I believe in creating a biodynamic relationship between the energy of a person and animal and that the effects are beneficial to both parties! Animals can sense energy, and maintaining a calm clear head when dealing with pets is essential. I have dog and house sat large dog breeds for a few years and am interested in sharing my knowledge and affection for animals with wider range. I currently work part time at a vegetable farm on Wednesdays and Thursdays. I have an aspiring massage therapy business and am in the process of building up clientele. These appointments are scattered throughout the week and weekends. I have a lot of time during the week for walks and check ins, as well as overnight stays on weekdays/weekends through the morning. When I have dog sit, it was at the owners home. Care included pet enrichment, physical activity, feeding care, and bathroom care. I took care of the house cleaning and upkeep as well as stayed in the residence as much as possible to give the owners peace of mind.

“Perfect 10 !!! Danielle went out of her way for me. 100 % satisfaction! Received my report every walk and a picture of my dog. This was my first time leaving my dog without family, was nervous, but she put me at ease. Thank you again!! I highly recommend Danielle.”


“We couldn’t be more grateful for the exceptional care our cat received from Mary! From the moment we met her, we felt confident leaving our beloved pet in such capable and loving hands. Mary went above and beyond to ensure our cat felt comfortable and happy while we were away. She did his litter every day and also took care of our Birds and Fish, put out the garbage bins on weekly garbage days and watered our flowering plants. Daily updates, including adorable photos and detailed messages, reassured us that our furry friend was in great spirits. The attention to detail and genuine affection shown was truly heartwarming. Our cat, who can be quite shy, quickly warmed up to Mary and seemed genuinely content. One of the birds, which was sick for some time, passed away while we were gone and Mary laid him to rest under the blueberry shrub and shared the pictures. Thank you, Mary, for your outstanding service, for treating our cat like your own and looking after our other pets. We highly recommend her to anyone looking for a reliable, compassionate, and dedicated cat sitter. We will definitely be booking again in the future!”

Loving dog sitters in your neighborhood
Search Results


Haylie C.Star Sitter

“Haylie is always on time and my pups LOVE her! She’s reliable, and I highly recommend!!!!”


Katy K.

“Thank you so much for taking such great cares of my cats! I appreciate the updates and pictures, and the girls were very happy for your visit.”


Katelynn R.

“Katelynn is awesome! She was at my house on time, sent soooo many pictures, and my dog loves her! Will keep booking her for more stuff ☺️”


Scott R.

“Scott took amazing care of my girl who needs extra help getting around. He was very attentive and sent detailed updates along with photos after each drop-in. My dog had a lot of fun with Scott and she seemed very comfortable and relaxed around him. Highly recommend him!”


Brianna S.Star Sitter

“It is a pleasure to have Brianna as our pet sitter. She takes the time to acknowledge your pet's needs while keeping them busy and entertained while they are under her care. Having Bri watching your pet while you are away from home is a peace of mind.”


Diana C.
“We just love Diana! She is so sweet and loves on our Magic like no other! She is great at special instructions, prompt and responsible. She is our go-to for dog sitting!”


Cheyenne L.

“Cheyenne was amazing. She kept us informed all weekend about our boy Finley. She sent pictures and updates with every visit. She was on time and completely responsible for Finn's needs. Finley can't wait to see her again. I would highly recommend her.”


Grace G.Star Sitter

“Grace is such a sweet heart. Took great care of my zoo. Super personable and loves animals. Her availability is great and is very punctual with her visits. I had absolutely no worries leaving my babies in the care of Grace. Thank you so much! 😊”


Marilyn M.

“We have used Marilyn 2 times! We don’t worry about our fur babies. She is great with both our big dogs!”


Nayeli A.
“Nayeli is an amazing pet sitter, she has taken care of my cats multiple times when I have gone on vacation. I can trust her with my fur babies anytime. She follows instructions perfectly and makes sure they have everything they need. Nayeli would clean the hairballs or throw up of my cats, even when I didn’t request it. You can trust that she will take care of your pets and as a plus, She loves animals!”


Julian P.
“Julian is an outstanding dog walker. He’s definitely one of the top ones out there. He is very considerate & loving to my dog, she always gets excited when she sees him i love having that feeling of having someone i can trust with my dog, that gives her the same exact love and attention i give her just by walking her. I definitely recommend booking with him, pets can always feel and sense the good energy in a human & Julian is that person. I’m super glad & happy i found him on this app, best decision ever made 🐾🫶🏽”


Angelle S.

About: Available for daytime and overnight care, as well as dog walking or visits when you're away. Cat care included for home visits. I'm a fur-mom of 2 very friendly, socialized Siberian Huskies. I grew up with dogs, and have experience with small & large breed dogs. I'm very compassionate with animals and their needs, plus love petting and cuddling. Knowing your fur-baby will miss you, my goal is to give them a caring and safe environment where they can play and socialize until your return. My older children love animals as well, and help me with my two, they will help me play and ensure your fur-baby feels at home. What's most important to me: a) dogs are treated as PART of the family b) they have caregivers who understand and meet their needs (socializing, getting a break from other dogs, exercise, etc) I would like to understand any needs or requests for your pup to ensure he/she is as comfortable as possible, especially if your pup has a little bit of separation anxiety. I cater to those pups, and we are HUGE Cesar Milan fans! So being sensitive to these pups is very important. My home has a large secured fenced in yard for pups to run free in, along with a great neighborhood for walks. I live minutes away from Switzer Woods dog park in West Dundee, which we are frequents at. I have an SUV to transport pups if you'd like to add a trip to the dog park to your stay. In addition to the secure large back yard, I have 2 tie ups in our front yard my two love sitting and enjoying the weather and watch everyone walk by :) (chain link and extremely secure) Since the backyard is privacy fence they enjoy seeing everyone and a chance of scenery. The interior of my home is dog-friendly as well. Any areas in my home off limits to dogs will have doors closed or gates to block. I do have a cat, so for example dogs in my home are not allowed upstairs (the cat's safe zone) so that has a gate so no dogs on stairs. Laundry room, office where electric cords, basement doors will be shut. Also I like dogs to be in sight while in the home, so any areas I can't see them I tend to shut doors. L Open floor plan, so every other room (about 4 rooms of space) is fair game! Free to roam, play, and on nice days go in and out to the back yard as they please. My dogs don't go on all furniture, but they do have their own ottoman and furniture that is all theirs :) I have dog beds around the main level for their sleeping pleasures. Your pup will be part of the family while in our care. Looking forward to building a friendship with your pup, so they come back to play with us again!


Erica R.
“Right when I met Erica she gave off a very friendly warm first impression. My pups are skiddish around new people and after no time she had them running around the yard giving her kisses during our meet and greet. She is reliable, accommodating, and sent me pictures of my pups playing while she was there. I highly recommend her services and will be continuing to work with her this summer!!”


Lucille M.
“Lucille is one of the best pet owners and lovers of all pets. She has had them and worked with them her entire life. She is truly amazing and has a connection with them. She is also very intuitive and kind and also understands what they are thinking and what they need and want. She truly treats them like they’re her own. I am the owner of a pet grooming salon and have also worked with pets by entire life. I know and can tell when someone is genuine with an animal, and Lucille definitely is. She is experience with both cat and dogs. She is definitely someone you would want to take care of your pets and could wholeheartedly trust.”


Karlie H.

“1st time I’ve ever let someone watch my 15yr old pup and I couldn’t be happier! Karlie is so sweet and was very good with Maxi!! I will definitely use her again!”


Arly P.

“Arly did a fantastic job. She was always prompt, communication was great and most importantly she took great care of our dog. We will definitely book her again in the future!”


Veronica G.
About: For the last 10 years I’ve taken care of pets through house sitting, dog walking, and overall pets and cuddles whenever I get the chance. I understand my flexible might be a little more flexible that some pet owners do I’d love the chance to help make your life easier and help your pets life a little more comfortable while they wait for you to come home :). I work from home most day’s. I have a pretty flexible schedule throughout the day and the evening to assist with walking or feeding needs. I work from home most day’s. I have a pretty flexible schedule throughout the day and the evening to assist with walking or feeding needs.


Sarah M.
“We can't say enough good things about Sarah as our dog sitter. She took fantastic care of our German Shepherd while we were away, and it was clear he adored her – he'd get so excited every time she came over! Knowing he was getting his regular walks and so much attention made our vacation completely stress-free. Sarah is truly a gem!”


Danielle M.

“Perfect 10 !!! Danielle went out of her way for me. 100 % satisfaction! Received my report every walk and a picture of my dog. This was my first time leaving my dog without family, was nervous, but she put me at ease. Thank you again!! I highly recommend Danielle.”


Mary R.

“We couldn’t be more grateful for the exceptional care our cat received from Mary! From the moment we met her, we felt confident leaving our beloved pet in such capable and loving hands. Mary went above and beyond to ensure our cat felt comfortable and happy while we were away. She did his litter every day and also took care of our Birds and Fish, put out the garbage bins on weekly garbage days and watered our flowering plants. Daily updates, including adorable photos and detailed messages, reassured us that our furry friend was in great spirits. The attention to detail and genuine affection shown was truly heartwarming. Our cat, who can be quite shy, quickly warmed up to Mary and seemed genuinely content. One of the birds, which was sick for some time, passed away while we were gone and Mary laid him to rest under the blueberry shrub and shared the pictures. Thank you, Mary, for your outstanding service, for treating our cat like your own and looking after our other pets. We highly recommend her to anyone looking for a reliable, compassionate, and dedicated cat sitter. We will definitely be booking again in the future!”
Sleepy Hollow dog parents share their Rover experiences
Abi is great. Mellie really loves her, and now recognizes her name when I say she’ll be coming over to let her out. She plays with her and wears her out, and continues to follow the detailed instructions/information I gave back on the first booking. 👍 She also handled a second dog with no intro (who’s very hesitant around new people) well, and got her to come out of her shell by the 3rd day. Definitely will rebook when I need another sitter.

Popular requests near you
Select a filter and find qualifying Sleepy Hollow sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Sleepy Hollow.
Rover makes it easy to find Sleepy Hollow dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
