House Sitting Holly Oak

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

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Holly Oak, Find top rated house sitting

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 15%.

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Sitter Profile Image: Chris M.
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Chris M.
Star Sitter
$75
total per night
5.0 out of 5 stars
• 67 reviews
21 repeat clients
50 years of experience
Wilmington, DE, 19809

“Chris was great with my dog. She sent me updates and pictures each day to let me know how it was going. She was very reliable and responsible!!”

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G P.
Sitter Profile Image: Matthew S.
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Matthew S.
$46
total per night
5.0 out of 5 stars
• 67 reviews
42 repeat clients
7 years of experience
Glen Mills, PA, 19342

“Matthew took good care of our very large, reactive dog while we were away. He sent us photos daily and was good at communicating if he had any questions. We will definitely be asking Matthew to watch our pup next time we go away.”

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Beth M.
Sitter Profile Image: Lillie S.
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Lillie S.
$69
total per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
15 years of experience
Garnet Valley, PA, 19060

“Lillie did a great job with her drop in and overnight visit with our Lexi. She is a very conscientious individual who kept us well Informed of everything that was happening while we were away. We felt extremely comfortable with her caring for our 15 year old cockapoo while we were away and we definitely will use her again in the future. Beth”

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Patty M.
Sitter Profile Image: Jessica P.
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Jessica P.
Star Sitter
$92
total per night
5.0 out of 5 stars
• 24 reviews
12 repeat clients
20 years of experience
Wilmington, DE, 19810

“Jessica did a fantastic job staying with my dogs while we were out of town. She was very thoughtful and regularly sent updates and pictures. I will definitely be booking with her again!”

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Susan N.
Sitter Profile Image: Leslie T.
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Leslie T.
$46
total per night
19 years of experience
Wilmington, DE, 19810

About: Been doing this since I was 18! Giving genuine care and attention to your fur babies isn’t taken lightly when I am trusted with them! I work part time right now and have a very flexible schedule! Willing to work out a schedule with you as well! Here to help you and your pets needs 😊 I provide in-home pet sitting at your home, so your pets can stay comfortable in their own familiar environment and maintain their normal routine. I’m respectful of your home, follow your instructions carefully, and will keep you updated while you’re away with messages and photos!

Sitter Profile Image: Debra F.
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Debra F.
Star Sitter
$115
total per night
5.0 out of 5 stars
• 24 reviews
7 repeat clients
49 years of experience
West Chester, PA, 19382

“Debi is wonderful! This was another stay for our girl Piper with her, and once again we felt completely comfortable knowing Piper was in such caring hands. Debi is warm, attentive, reliable, and genuinely cares about the dogs she watches. She also took great care of our home and grounds and sent wonderful pictures and updates throughout the entire time we were gone.It means so much to be able to leave Piper and not worry about her—and Piper is always happy and comfortable with Debi. We’re so grateful to have found her and would absolutely recommend her to anyone looking for someone they can truly trust with their dog. Thank you, Debi! ❤️🐾”

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Cheryl K.
Sitter Profile Image: Lesley K.
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Lesley K.
$124
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Wilmington, DE, 19806

“Lesley was wonderful! Very communicative and detail oriented, making sure she kept a good routine for our dog Lucy. She also did so many helpful household tasks like bringing in our mail and packages (some large) and refilling our dog food container for us before we got home. Would absolutely book again!”

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Katie F.
Sitter Profile Image: Holbert C.
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Holbert C.
$92
total per night
2 years of experience
Wilmington, DE, 19803

About: Hey everyone! My name is Holbert. I’ve grown up around dogs of all sizes, from Yorkies and Shih Tzus to Saint Bernards, and I’m just as happy spending time with cats too. I’m a law student, but outside of school I really enjoy being around animals, getting to know their personalities, and making sure they feel comfortable and cared for. I’m patient with shy or nervous pets, playful with the energetic ones, and I’ll probably send you way too many funny pictures while you’re gone. I’m also very respectful of your home and your pet’s routine, so you can feel comfortable knowing they’re in good hands 😊 My schedule is pretty structured during the week, with work on Tuesdays and Thursdays from 9 to 5 and classes on Mondays and Wednesdays from 9 to 4. Fridays through the weekend, though, I have much more flexibility and can really dedicate my time to walks, drop ins, playtime, and hanging out with your pets. I also do my best to work pet care around my weekday schedule whenever possible, so your pet still gets the attention and consistency they need. Whether I’m caring for pets in my home or yours, I try to keep things as comfortable and familiar for them as possible. I follow, feeding schedules, walking routines, house, rules, and any special instructions you leave for me, also making sure they get plenty of attention, playtime, and affection. I’m patient with pets who need a little extra time to warm up, and I always pay attention to their personality and comfort level. In a client‘s home, I’m also very respectful of the space. I will always leave things clean and cared for, just as I found them, if not better.

Sitter Profile Image: Olivia C.
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Olivia C.
$75
total per night
5.0 out of 5 stars
• 2 reviews
7 years of experience
Brookhaven, PA, 19015

“Olivia was amazing with our high energy anxious pup. She was immediately comfortable with her when she came in and took amazing care of her during her stay!”

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Tiffany & Daniel B.
Sitter Profile Image: Kristen S.
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Kristen S.
$115
total per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Wilmington, DE, 19803

“Kristen was great from the initial meet and greet to check out. She shared updates and pictures throughout the day and gave us piece of mind leaving the pups in her care”

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Erik P.
Sitter Profile Image: Cyndal Y.
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Cyndal Y.
$64
total per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
23 years of experience
Wilmington, DE, 19803

“Cyndal was amazing! Kept us updated throughout her stay with our pup. Our husky mix can be a bit much for some people but Cyndal wasn’t even phased with her high energy and anxiety. We can’t thank her enough 😊”

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Tiffany & Daniel B.
Sitter Profile Image: Michaela A.
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Michaela A.
Star Sitter
$92
total per night
5.0 out of 5 stars
• 58 reviews
17 repeat clients
17 years of experience
Bear, DE, 19701

“We loved having Michaela watch our crew while we were gone! She provided regular updates, and was great handling our pets with special needs. Our house was spotless when we arrived home - we really appreciate the level of care she provided. We will absolutely be hoping to have her back when we travel in the future!”

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Lex L.
Sitter Profile Image: Darrell C.
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Darrell C.
$21
total per night
2 years of experience
Brookhaven, PA, 19015

About: I have been looking into doing petsitting for some time now and I know that from prior experience with pets and volunteer work, I am able to provide your pets’ needs in any way possible. I’m currently doing a art class until the 20th and is volunteering at the cat cafe from time to time so my availability may vary. I would clean up litters from my cats’ litter boxes and give food to them. I have been a volunteer at a cat cafe that a friend of mine was a part of for a while now. We would clean the cats’ litter boxes, food bowls, make sure that the cats are fed, and straighten up the cafe along with organizing the cats’ toys so it’s easy for the cats to navigate.

Sitter Profile Image: Amanda F.
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Amanda F.
$110
total per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
18 years of experience
Wilmington, DE, 19810

“We couldn’t be happier with our experience with Amanda! She is truly the best dog sitter we’ve ever had. Throughout the entire stay, she kept us updated with frequent messages and tons of adorable pictures, which gave us so much peace of mind while we were away. She took amazing care of our home and, most importantly, was absolutely wonderful with our high energy, anxious husky mix.”

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Tiffany & Daniel B.
Sitter Profile Image: Wilma W.
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Wilma W.
$37
total per night
45 years of experience
Swedesboro, NJ, 08085

About: I have cared for animals all my life. We've had cats, dogs, guinea pigs and hamsters. I have also volunteered at 2 animal shelters. I am newly retired. I play with my 4 cats every night with a laser toy and I also have a rod with a toy on the end of it that they love to play with. They all like to sit on my bed and watch TV with me. My cats help give me purpose. I treat them like my children. They all have different personalities that make me laugh! They are very affectionate.

Sitter Profile Image: Justice n.
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Justice n.
$104
total per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
8 years of experience
Wilmington, DE, 19803

About: I have a lot of hands-on experience caring for animals of all kinds, including working at a barn where I help care for 9 horses and give riding lessons, along with experience around dogs and other pets. Being around a variety of animals has taught me how to handle different personalities, energy levels, and needs while staying attentive and responsible. What sets me apart is that I’m very comfortable reading animal behavior and staying calm in any situation. I’m confident with more energetic or nervous pets, and I’m also patient with older animals who may need a slower pace or extra care. I pay close attention to routines, feeding schedules, and any small changes in behavior to make sure your pet stays happy and healthy. I’m reliable, quick to communicate, and I genuinely care about the animals I work with. I treat every pet like they’re my own and always make sure they feel safe, comfortable, and well cared for while you’re away. I’m pretty flexible with my schedule and able to fit pet care into my daily routine. I work part-time and spend time at a barn, but I plan my days around the animals I’m responsible for. I’m available for drop-ins, walks, and pet sitting throughout the week and on weekends, and I’m good at sticking to a consistent routine that works best for your pet. I always prioritize your pet’s safety, comfort, and routine. I follow all instructions closely, including feeding schedules, medications if needed, and any specific care requests. I’m very aware of my surroundings, keep doors and gates secure, and make sure pets are always supervised and safe. I also keep you updated so you feel comfortable and know your pet is in good hands.

Sitter Profile Image: Nicole B.
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Nicole B.
$37
total per night
11 years of experience
New Castle, DE, 19720

About: I own dogs from puppies to Senior ,I Love and care for all pups and I know how to give medication to dogs from past history .I current live with 7 Dogs my self and I am I grooming Graduate so I have been and taken care of all different size to breed dogs I am Currently taken care if my own pups or I helping out friends and family with there pups with walking /Drop in feeding them or bathing there pups I would never make your dog feel uncomfortable or make then feel like they are not safe id rather keep them in there own home in there own space so there safe and comfortable as possible

Sitter Profile Image: Alex D.
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Alex D.
$230
total per night
5.0 out of 5 stars
• 32 reviews
10 repeat clients
17 years of experience
Wilmington, DE, 19810

“Alex was extremely responsive to my messages and even better, she asked great questions to confirm her understanding of what my dog and I needed! She was very attentive, patient, and kind in her care for my pup and I would recommend her to anyone in the area that is looking for a sitter.”

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Nick M.
Sitter Profile Image: Callie E.
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Callie E.
$87
total per night
4.9 out of 5 stars
• 39 reviews
23 repeat clients
10 years of experience
Glenolden, PA, 19036

“Callie was absolutely wonderful with our dog, Ace! ❤️ We couldn’t have asked for a more caring, thoughtful, and trustworthy person to look after him. It was clear that Callie genuinely cared about Ace’s happiness, comfort, and well-being, and that gave us so much peace of mind while we were away. She treated him with so much love and attention, and we are incredibly grateful for the care she provided. Finding someone you can truly trust with your beloved pet means everything, and Callie exceeded our expectations. We would wholeheartedly recommend her to anyone looking for someone who will treat their pet like family. Thank you, Callie, for taking such wonderful care of our sweet Ace! 🐾💕”

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Donna F.
Sitter Profile Image: Karly H.
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Karly H.
$115
total per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
4 years of experience
Garnet Valley, PA, 19060

“Karly is very kind and responsible. She took care of all four of my furbabies so well, they really enjoyed spending time with her. She’s respectful of all the house rules as well. I’m completely stress free when she house sits our pups and cats.”

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Bharathram R.
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Pet parents share their Rover experiences - Holly Oak

1 / 1
5.0 out of 5 stars

This was our first visit / stay with Leslie. She was so Communicative and sent us lots of pictures of our dog throughout her 5 day stay at our home. Couldn't have been happier! Thank you Leslie for taking such great care of him!!

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Katherine K.
House Sitting
5.0 out of 5 stars

Leslie was amazing with Sonny! He loved her immediately, and it was clear he felt comfortable and happy with her. She spent lots of time playing with him, took him on multiple walks, and sent plenty of pictures throughout the day, which gave me so much peace of mind. Leslie was caring, attentive, and wonderful with Sonny. I would absolutely recommend her to anyone looking for a trustworthy and loving dog sitter. We would definitely book her again!

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Jasmine J.
House Sitting
5.0 out of 5 stars

Maurisa is amazing! If you’re ever nervous about having someone watch your fur babies in-home, I highly recommend her. She sent updates and photos every day! Both dogs were less stressed when we got home from vacation!! Will be booking again!!

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Amanda S.
House Sitting
5.0 out of 5 stars

Marie is fantastic and it was another excellent stay with the crew. We came home to a very happy bunch and very tidy home.

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Lauren R.
House Sitting
5.0 out of 5 stars

Audrey was amazing to our dog. She house and dog sat for 4 days while I was on vacation with my fiancé and we never had to worry. She was very punctual and provided great communication. Definitely recommend!

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Brad C.
House Sitting
5.0 out of 5 stars

Chris was excellent! She took great care of Lance and kept us informed. Chris had to deal with him wearing a cone and needing daily medication. She did both of those things with no fuss and allowed Lance to stay in his home while we were away. The daily photos were very reassuring. We wouldn't hesitate to use Chris again whenever the need should arise.

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Wayne W.
House Sitting
5.0 out of 5 stars

Marcelle was great with our dog! She helped make sure he was calm and gave us updates. We will use her again!

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Rosemary C.
House Sitting
5.0 out of 5 stars

I and my dog Mosquito couldn't have been happier with Nina. I was traveling for two weeks and this was the first time Mosquito and I would be separated. He is a rescue and has separation anxiety but not with Nina's company and dog/house sitting services. The transition for him was seamless. Highly recommended!

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Robert W.
House Sitting
5.0 out of 5 stars

Megan was fantastic, communicative and sent pictures ensuring my home and dog were well taken care of, will book again. Thank you.

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Cameron R.
House Sitting
5.0 out of 5 stars

Tiffany did a great job, she sent me pictures all the time! My dogs are healthy and happy after her care!

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Rachael K.
House Sitting
5.0 out of 5 stars

Oh my gosh!! Sharielle is absolutely amazing!!! She went above and beyond with communication (I mean she’s the best at everything). My pup stresses so much when I’m away and he was so happy and comfortable! If she’ll have us I’d absolutely reach out to her again! No brainer five stars, I’d give more if I could!

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Amy K.
House Sitting
5.0 out of 5 stars

Nick was extremely patient with our very recent rescue who was experiencing quite a bit of anxiety when we had to leave her for an out-of-town obligation. She gave him a pretty hard time for the first 24 hrs but he persevered and surely won her over! Thank you! We are very grateful for his great service!

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Sarah S.
House Sitting
5.0 out of 5 stars

Jordyn was so great! We were away for a long trip and she took such good care of Mika. I appreciated her daily updates and pictures so we knew our dog was doing okay! Would definitely book with Jordyn in the future!

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Sara V.
House Sitting
5.0 out of 5 stars

Yahne is consistently amazing with our pup! Keeps us updated with texts and pictures throughout her stay!

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Tiffany & Daniel B.
House Sitting
5.0 out of 5 stars

Sara was attentive and kind to my timid dog, Alfredo. She eased any anxiety of our absence and showed the kind of care we would give to him. He was well-loved and I would highly recommend her care in the future for both walks and overnights.

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Susanne W.
House Sitting
5.0 out of 5 stars

Molly is professional, personal and absolutely amazing. She is knowledgeable and made moose feel so loved during my longer weekend away!

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Christine K.
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?

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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.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

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  2. 2. Meet In Person

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FAQs for House Sitting - Holly Oak

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 Holly Oak 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 Holly Oak 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 Holly Oak 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 , 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 .

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 .

sitters on Rover set their own , 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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