House Sitting Sleepy Hollow

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

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Over 22
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.

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Sitter Profile Image: Jacqueline & Uriel C.
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Jacqueline & Uriel C.
Star Sitter
from
$150
per night
5.0 out of 5 stars
• 193 reviews
61 repeat clients
6 years of experience
Elgin, IL, 60120

“Jacqueline took good care of my Jojo while I had to be on a work trip. She always communicated with me, sent pictures, and Jojo enjoyed being with her. Jojo is a reactive dog, and Jacqueline handled it well. I definitely recommend Jacqueline for dogwalking, sitting, etc!”

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Afshan K.
Sitter Profile Image: Jana S.
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Jana S.
from
$30
per night
5.0 out of 5 stars
• 42 reviews
5 repeat clients
20 years of experience
Carpentersville, IL, 60110

“Jana is professional, trustworthy and generous with her time, most importantly very loving to my dog. I feel calm and secure knowing she's watching her. I highly recommend Jana.”

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Tim P.
Sitter Profile Image: Elizabeth T.
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Elizabeth T.
from
$65
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
South Elgin, IL, 60177

“Lizzie was fantastic!! My dogs were well taken care of and we got tons of updates. Super nice and very good with my dogs.”

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Kate M.
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

“Love having Jordyn watch Tito and Tazi. She is so great with communication. I always know the dogs are well taken care of. Thanks so much Jordyn!!!”

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Amanda G.
Sitter Profile Image: Miranda N.
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Miranda N.
from
$30
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Algonquin, IL, 60102

“Was very communicative and the dogs loved her!”

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Jorie K.
Sitter Profile Image: Isabella S.
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Isabella S.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
19 years of experience
Elgin, IL, 60124

About: I am 19 years old and I like to go by Leslie. Growing up on a farm along with multiple giant dogs, I've learned my fair share of pet care. Learning to handle and bathe dogs from the smallest Toy Poodle all the way to the largest Great Dane from volunteering. Speaking of Danes; I share my home with two rescue Great Danes and a Sun Conure. I specialize in dogs and am a former volunteer at Anderson Animal Shelter and Anderson's Wildlife Rehabilitation Center. I can sit for your pets almost any day! I'm free most of the time, other than when I'm out meeting other pets. I provide a large yard for my dogs, a seperate room for my bird, frequent vet checkups, healthy diets, all day access to water and outdoors, moderated chewys and toys, and a personal dog cage for sleeping in at night. In a client's home, instructions and routines are taken very seriously, no matter how specific, to ensure that a pet is well taken care of at all times.

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: Skyler D.
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Skyler D.
from
$65
per night
5.0 out of 5 stars
• 23 reviews
4 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: Katrina M.
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Katrina M.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
22 years of experience
Crystal Lake, IL, 60014

“I have a rescue dog, Sadie, that has taken time to heal and trust. Katrina was able to quickly gain Sadie's trust and through out the week give her the love she deserves. Katrina shared photos of Sadie, which allowed me to focus on my work trip, knowing Sadie was being cared for and loved. If you are looking for a sitter to care for your 4 legged family member, give Katrina a chance.”

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Hyman T.
Sitter Profile Image: Litzy A.
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Litzy A.
from
$30
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Elgin, IL, 60120

“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.
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

“Valerie was great on her first visit. She was very attentive to my nervous pup who wasn’t nervous at all with her. My time away was so enjoyable because of her. Will be rebooking over and over. Thank you!”

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Vanessa T.
Sitter Profile Image: Eloise L.
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Eloise L.
from
$70
per night
5.0 out of 5 stars
• 15 reviews
3 repeat clients
15 years of experience
Huntley, IL, 60142

“Eloise is amazing. I felt very confident from the start of our interactions to the meet and greet and the eventual stay that she would take great care of Opal. I was correct! She’s super thorough yet laidback, sent updates and was easy to communicate with!”

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Laura A.
Sitter Profile Image: Isaac L.
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Isaac L.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
3 years of experience
Bartlett, IL, 60103

“This was the first time that I had Isaac watch my dogs. I had him house/dog sit for me. I originally chose him because of his professionalism in our texting discussions and his promptness with returning messages. We had an initial meet and greet, which he was on time for, and the dogs seemed to like him right away. While I was gone, Isaac sent pictures and updates of how things were going. When I got home, I was amazed at how clean my house was. Typically when I get home from a trip there is dog fur everywhere because my dogs shed very badly. I usually tell my dog sitters where the vacuum is in case the hair starts to bother them, but I do not expect them to vacuum the house for me. However, I never mentioned any of this to Isaac, he just took it upon himself to vacuum the house. The blankets were folded nicely on the dog beds, and on the couch. He even got my mail out of the mailbox and left it sitting for me in the house. These were all extra things that I never asked of him, he just took the initiative to do these things on his own. It was nice coming home to a house I didn’t have to immediately vacuum! I can’t say enough good things about Isaac, I will definitely check with him first when I have to leave town again!”

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Laura S.
Sitter Profile Image: Carla O.
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Carla O.
from
$35
per night
10 years of experience
West 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: Grace S.
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Grace S.
from
$80
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
11 years of experience
Trout Valley, IL, 60013

“Grace was great! She was responsive, sent videos and pictures, and made me feel comfortable. My dog got sick before we left town and she was sensitive and kind and gave extra attention. We will have her again the next time we go out of town.”

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Lori W.
Sitter Profile Image: Esabella L.
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Esabella L.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
18 years of experience
East Dundee, IL, 60118

About: I’ve had dogs in my life since I was born. My first dog was a 100 pound German Shepard mix, then we got a miniature border collie mix, then a hound, and now we have a one year old german shepard belgian malinois. I have helped train and take care of all of our family dogs and we take our dogs on at least 2 walks a day! I can take care of any type of dog and I will of course love every animal I take care of. I have no problem picking up poop on walks! I would love to help you take care of your Dogs! I am currently a college student at Judson University studying Architecture. I would be able to take care of your pet before 7:45am and I am available during lunch time. I am also volleyball player and practices are normally from 4-6 so I would be able to go over after that. MWF I have class from 1-5 so I wouldn’t be able to go in that time frame and my volleyball games are normally Tuesday and Thursday nights which I could go over after those. I have a fenced in yard at my house but I also have energetic dogs so I take them on walks every day twice a day. They both love to play fetch and obviously they love to go on their daily walks. I can do anything from just letting them out and throwing the ball for them to walking around the block or even a mile. I am flexible with what kind of service your pet may need!

Sitter Profile Image: Cameron V.
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Cameron V.
from
$59
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
13 years of experience
Streamwood, IL, 60107

About: I have been taking care of dogs ranging from a few lbs to 100+ lbs for years! I have also been caring for different types of cats just as long :) Growing up we always had a dog in the house, so that has made me super comfortable to be around them. Whether I’m walking, feeding, cleaning, or administering medication, I am definitely not afraid of the job! I am a proud mama of 2 cats named Archie and Simon. They are my absolute world! I will make sure to give your pets the same care, caution, attention, and love I give my boys! Pet care has always been a passion of mine. In fact, I went to school for it! Although I did not end up pursuing my desire to become a veterinarian, I still try to incorporate that love for animals in my day to day life! I have an extremely flexible work schedule that allows me to almost work fully remote. I would be able to stop over at the house pretty much whenever you need me to. My work set up also allows me to work anywhere if needed. My weekends are almost always open as well! I will always make sure to talk through your expectations to ensure you are comfortable with the nature of each type of visit. I typically would not host any pets in our home. We have a fenced in backyard and several spaces; however, I would not want to put your pet or my cats in an uncomfortable space. At a clients home, I am more than comfortable with backyard access, crate training, cleaning litter boxes, accessing food/water, and any other requirements for the visit! (Totally fine bringing in mail/watering plants!) I will only access the spaces you need me to. I am also fine spending the night if needed. That would be something we could discuss case by case!

Sitter Profile Image: Taylor N.
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Taylor N.
from
$52
per night
4.9 out of 5 stars
• 17 reviews
5 repeat clients
8 years of experience
Union, IL, 60180

“Taylor is the absolute sweetest, and best sitter I could ask for. When she first came for a meet and greet, she was warm and friendly, even played Rock, Paper, Scissors with my daughter. She sent pictures of my puppies, gave them loves and treats, and kept in close contact. I will absolutely be booking Taylor in the future.”

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Brittany O.
Sitter Profile Image: Chrystal B.
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Chrystal B.
from
$36
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
40 years of experience
Crystal Lake, IL, 60014

“Chrystal was amazing! If I could give her more than five stars, I would. I could tell by the daily adorable pictures she sent that my dogs were happy, safe and well cared for. When I got home, my boys were happy to see me, but there was absolutely no signs of stress from me being gone. They loved her!!!!”

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Tina G.
Sitter Profile Image: Morgan F.
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Morgan F.
from
$60
per night
5.0 out of 5 stars
• 18 reviews
6 repeat clients
10 years of experience
Romney, IL, 60118

About: I treat every pet like they’re my own baby. It is important to have someone you trust while you’re away so you don’t spend your trip worrying!! I take the time to learn each pet’s personality, routine, quirks, and comfort level. Whether that means long walks, extra playtime, lots of cuddles, or simply keeping them company in their favorite spot, I want their routine to feel as normal as possible while you’re gone. I’m dependable, communicative, and will always keep you updated with plenty of photos so you can relax knowing your pet is happy :) Work fully remote, available anytime! I have weekends available as well just let me know what you and your let need and I’m there! My dog is crate trained as well to provide space for your dog as well if need be. I have 2 dog parks down stairs with a quiet neighborhood to go for walks in and plenty of room for your pet to play!

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The median cost per night for house sitting in Sleepy Hollow is $50

Pet parents share their Rover experiences - Sleepy Hollow

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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

We’ve used Eloise before to stay in our home and take care of our two dogs. She follows our instructions and sends updates and pictures of them which was appreciated. Our home was tidy and our dogs were happy when we came home.

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Janet H.
House Sitting
5.0 out of 5 stars

As always, Jana takes great care of my beasts. Lots of creative playtime and walks to the park. They keep her very busy I'm sure!

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Kim 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

Karlie was great with all 3 of our dogs. This was the first time I have ever used a service to take care of my dogs. Karlie came to my house twice before our trip to get to know the dogs, etc. You could tell Karlie is a "dog person" since I could tell the dogs liked her. That really helped us enjoy our vacation so much more knowing that they were in good hands. Karlie responded to text messages quickly. Got updates on dogs and pix while I was on vacation. Now that I have gone through this process and found someone we like, we definitely will hire Karlie again.

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Heather H.
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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  • 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

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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

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    Browse profiles of sitters near you who offer house sitting
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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 for House Sitting in Sleepy Hollow on Rover is $55.5 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of September 2026, there are 4,205 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 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 Sleepy Hollow. On Rover:

  • 94% 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.

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