Dog Sitting Bear

Book a Bear dog sitter to watch your dog in your sitter’s home or yours.

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Over 252
pet parents in Bear have booked dog sitting

Bear, Find top rated dog 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: Nathan & Meredith V.
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Nathan & Meredith V.
from
$22
per visit
5.0 out of 5 stars
• 49 reviews
15 repeat clients
15 years of experience
Wilmington, DE, 19808

“Nathan took great care of our senior cat while we were away for the weekend. He was prompt to stick to her eating schedule and took care of everything she needed, including lots of pets! I would book Nathan and Meredith again in the future.”

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Julia M.
Sitter Profile Image: Hailey S.
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Hailey S.
from
$15
per visit
5 years of experience
Newark, DE, 19711

About: Hello my name is Hailey. I’m looking to go into business for myself and find new clients to help accomplish that. I have reliable transportation and a crash tested dog crate in my vehicle to keep your pup secure if transportation is needed. I have over 5 years experience with other things too such as bathing, nail trims, administering medication, caring for wounds, knowing body language, etc Let's Connect: Send me a message via this website and I'll reply within 72 hours. I have a lot of availability to take care of your pups and my walks I usually like to keep on weekdays and sittings usually fall on weekends and holidays which I don’t mind I don’t have a fenced in yard unfortunately but I take my own dog out everyday I have a wide field I can take your dog to have fun

Sitter Profile Image: Brian & Tanya D.
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Brian & Tanya D.
from
$16
per visit
50 years of experience
Elkton, MD, 21921

About: While we are new to Rover, we are certainly no strangers to the world of caring for pets. We are a husband & wife team with a combined total of over 50 years of animal care experience. From bottle feeding babies, to senior pet care, to exotic animal husbandry, we have seen it all. Being pet parents ourselves, we have had several dogs, cats, small mammals, reptiles, & fish. Our American bulldog, Jack, our King Charles Cavalier, Castle, our Chow Chow mix, CBJ, and our Labrador/Husky mix, Crichton, have all left muddy paw prints on our hearts long after they've all gone. We currently have 6 cats, 3 of which are siblings we adopted a year ago and are loving all the chaos that they bring to our days. We can't forget our 2 ferrets, Mongo and Princess Donut- 2 of the sweetest little trouble makers we've ever had. From providing dog walks, play times, medicating, cleaning, cuddles, & kisses, we want to continue your dedication to helping your family pets live happier, healthier lives. Brian has worked as a manager in the pet retail industry for over 30 years, in a variety of settings. He has had cats and dogs his entire life, as well as keeping fresh and saltwater aquariums and building large vivariums for tree frogs. He has experience volunteering in wildlife rehab as well as handling reptiles and raptors at Zoo America in Hershey. He worked as a licensed pet sitter for many years in his twenties. Tanya has worked at several zoos and small animal veterinarian clinics. She started out as a veterinary technician, which she loved doing for 11 years. She then transitioned to being a veterinary receptionist in 2017, moving her focus from purely pet care to client care as well. Attending a variety of pet care continuing education every year and owning several pets needing daily, weekly, and monthly medications, Tanya has a wide skill range allowing her to help you keep your pet feeling their best. We both work full time, but with differing hours, allowing for availability morning, noon, & night. Brian is an early riser, so early morning walks or medication administration would be easy to accommodate. We are more than happy to follow whatever instructions you might have when visiting & caring for your pets in your home. We are open to having some exotics, or very low key dogs, in our own home for boarding. We do have six cats that run our house, so whoever is staying with us would need to get along with them.

Sitter Profile Image: Carolyn M.
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Carolyn M.
from
$15
per visit
20 years of experience
Pennsville, NJ, 08070

About: Hi, I’m Carolyn, and I’ve always loved caring for pets. I’m dependable, attentive, and focused on making each pet feel safe and comfortable. I have experience with daily walks, feeding routines, playtime, and giving pets lots of attention. I’m happy to follow your care instructions closely and send photo updates so you can feel confident while you’re away. I am a very loving pet person and I would take care of your pets like they were my own! I am a Navy Veteran and am very trustworthy and realiable. If you need someone to take care of your pet I am your person. Thank you I work part time, so I am available to stop in and let pups out, or go for a walk. I can feed them if needed. During drop-in visits, I focus on keeping your pet comfortable, safe, and on their normal routine. I’ll make sure they have fresh water, meals if needed, potty breaks or litter box care, playtime, and plenty of attention based on their personality and needs. I also follow any care instructions closely, including medications, and I’ll send updates and photos so you know how your pet is doing during the booking.

Sitter Profile Image: Chelsi M.
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Chelsi M.
from
$85
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
5 years of experience
Bear, DE, 19701

About: I am here to take of your dog and to provide them the love they long when it’s vacation time for owners (or anytime you need to yourself). Provide exercise for dogs (usually in half-hour or one-hour increments). Pick up and dispose of dog droppings during walks. Check dogs' food and water supply to make sure basic needs are met after walks. I am very patient and show a lot of compassion towards dog. I just want them to feel at home away from home! I am also a very active person, so your dog will be able to have all of their fun they usually have or more when they are with me! I hope to walk your dog soon! Prices are non negotiable I am working from home currently. This will allow me to give your first baby all of the attention they desire. Please ask me any questions on any accommodations that we may be able to work out. I don’t have any pets of my own so if your fur baby isn’t fond of other pets they can feel secure being over my home. My I am close with my neighbors who do have friendly pets as well, so if your pet loves company, they can be easily accommodated. We also have a dog park walking distance from the complex

Sitter Profile Image: Amber D.
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Amber D.
from
$20
per visit
5.0 out of 5 stars
• 18 reviews
8 repeat clients
10 years of experience
Newark, DE, 19711

About: Hi, my name is Amber! I have loved animals for as long as I can remember. I have been set on becoming a veterinarian since I was young. I have 3 cats of my own, and have experience watching dogs. I have experience in giving my senior cat his medication. I am looking forward to being a safe provider for you and your furry friend!! :)) Pet care fits into my routine every day as I am responsible for feeding them and cleaning their litter boxes. My life is centered around my animals. I do everything I can to provide them with the best life they can have. I am responsible for caring for my cats at home. I feed them, change their litter, give them medication, clean up after them, play with them, and give them unconditional love.

Sitter Profile Image: Emma H.
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Emma H.
from
$25
per visit
5.0 out of 5 stars
• 1 review
5 years of experience
Newark, DE, 19711

About: I’ve taken care of dogs my entire life! I have 5 dogs of my own. I have three mini goldendoodles, and pitbull, and a hound dog! I have taken them on walks and cared for them since I was young! I am well versed in all of the different breeds, and I am excited to get to know your dogs!!!! I currently work part-time, which gives me flexibility to care for your pets. I am typically available in the mornings and evenings and can provide reliable, attentive care that fits your pet’s routine and needs. always prioritize your pet’s safety, comfort, and routine while caring for them in your home. I will follow any instructions you provide regarding feeding, walks, medications, and playtime. I am attentive, responsible, and committed to keeping your pet happy, safe, and well cared for while you’re away!!

Sitter Profile Image: Savannah A.
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Savannah A.
from
$40
per visit
4.8 out of 5 stars
• 26 reviews
10 repeat clients
17 years of experience
Newark, DE, 19711

“Savannah was so kind to reschedule at the last minute for us. And as usual, she was prompt on arrival. The cats are really showing interest in her and I'm feeling good about her looking after our boys.”

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Elizabeth B.
Sitter Profile Image: Alyson H.
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Alyson H.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
3 years of experience
Newark, DE, 19711

“Alyson was amazing! Definitely will book her again for a drop in visit!”

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Alexis B.
Sitter Profile Image: Reid C.
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Reid C.
from
$62
per visit
5.0 out of 5 stars
• 69 reviews
18 repeat clients
24 years of experience
Glasgow, DE, 19702

“Our 3rd time booking with Reid- great as always! Provided pictures and played with our dog outside! Will continue to book Reid whenever we need dog coverage!”

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Kelly G.
Sitter Profile Image: Paul C.
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Paul C.
from
$24
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Elkton, MD, 21921

“Love the photos! This was our first time using anyone for a pop in visit. This was totally last minute! Asked Paul and his fiance last night at 7pm to please help us, and without hesitation they came right over and met our boys. They did a pop in visit today and they were wonderful!!! Will definitely use them again :) They were great!!!! Thank you both so much !”

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Leanna
Sitter Profile Image: Ashley F.
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Ashley F.
from
$50
per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
15 years of experience
Wilmington, DE, 19804

“Ashley is a great sitter! She gave my very shy boy all of his medications and most importantly she gave me peace of mind that I was leaving my cat in good hands. I will definitely book her for future visits.”

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Megan G.
Sitter Profile Image: Jennifer R.
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Jennifer R.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Newark, DE, 19711

“Jennifer was excellent, especially when it came to meeting my 12 year-old fear reactive Australian Sheppard. We took the meet and greet slow to make sure everyone was comfortable. It worked because their first check-in visit went very well.”

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Jason B.
Sitter Profile Image: Emma G.
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Emma G.
from
$35
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
12 years of experience
Newark, DE, 19711

“Emma is someone you can feel really confident leaving even your special needs animals with! She was also very flexible and understanding about last-minute changes. We highly recommend her!!”

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Carissa L.
Sitter Profile Image: Briana B.
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Briana B.
from
$35
per visit
4.9 out of 5 stars
• 18 reviews
6 repeat clients
12 years of experience
Newark, DE, 19702

“I recently had the pleasure of working with Briana, and I couldn't be happier with the experience! From our first interaction, it was clear that she had a genuine love for animals and a deep understanding of dog care. Briana took the time to get to know my dogs' personalities, habits, and specific needs, which put me at ease right away. During the time I was away, she provided regular updates and adorable photos, which reassured me that my pups were in great hands. Thank you Briana”

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Kendall W.
Sitter Profile Image: Leah L.
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Leah L.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
6 years of experience
Newport, DE, 19804

About: I have trained two vivacious pups from 8 weeks old as well as walked a blind senior pug with diabetes. I love to be outside, keep a clean home, and keep a very close eye on any dog I'm with. I may be a bit of a paranoid dog mom to some but pet safety and happiness are very important to me. My current pup, Tori, came to me through Rover! She was too much energy and medical need for her previous owner. I boarded her for about two months on weekends, then he decided he wanted to rehome her to me and my boyfriend. We love giving her the best life with plenty of treats, toys, bandanas, outings, and backyard sploots. I'm currently working part time as a tutor after moving to Delaware from South Carolina to be closer to my partner's family and new job. I work evenings as needed, typically from 4-8pm. I am very vigilant and do not let pets I care for out of my sight, even with a fence. I love cuddles, playing fetch, and tugging with toys to give attention. I have a fenced in yard. I have tile and hardwood floors, no carpet--although I am not boarding currently. I love to be outdoors and am an avid runner.

Sitter Profile Image: Robbie M.
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Robbie M.
from
$23
per visit
5.0 out of 5 stars
• 16 reviews
9 repeat clients
25 years of experience
Wilmington, DE, 19802

“Boys loved their time with Robbie, and he was an excellent communicator the whole time, and was flexible on such short notice as well! Would love to have the boys spend time with him again when needed!”

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Nicholas K.
Sitter Profile Image: Holbert C.
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Holbert C.
from
$14
per visit
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: Brae M.
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Brae M.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Greenville, DE, 19807

“You did a great job! I got multiple pictures everyday and my little girl looked super happy in every one. She was well fed and cared for and played with.”

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Zoe S.
Sitter Profile Image: Jamie & TreDarrion J.
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Jamie & TreDarrion J.
from
$20
per visit
1 repeat client
10 years of experience
Wilmington, DE, 19802

About: I don't just watch dogs—I welcome them into my family. Every pup receives personalized attention, a safe environment, and lots of love while you're away. I work for the school system, so I have weekends, holidays, and summers off. My typical work hours are 9:00 a.m. to 3:30 p.m., and my school is very close to home, which allows me to come home during my lunch breaks. I make it a priority not to leave the pups home alone for more than four hours at a time, so they get plenty of attention and care throughout the day. In addition, I keep 2 small dogs at a time but for the bigger ones I only will sit 1 dog for safety reasons 😊. Your dog will be welcomed into my home like family. I have a fully fenced yard, two friendly Shih-Poos who love making new friends, and a calm, loving environment. I'll follow your pet's routine, including feeding, medications, potty breaks, and any special instructions, so they feel safe, comfortable, and right at home while you're away.

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The median cost per visit for dog sitting in Bear is $20

Dog parents share their Rover experiences - Bear

1 / 1
5.0 out of 5 stars

We had to book Susan last minute since I was on a spontaneous work trip and my girlfriend works long house. She was unable to meet Ibiza prior to our visit because it was so short notice, but made the time to chat with us about all of her needs and personality. Once given the rundown on ibiza, Susan came and took care of Ibiza in a caring and thoughtful manner with frequent texts and reassurance. She really likes to connect with her clients and we are genuinely so grateful she could accommodate us last minute. Susan is a lifesaver!

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

Jenna did a great job! She was very considerate with our nervous dog and gave very detailed reports which we absolutely loved. We would definitely hire her again to watch our Hazel!

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Morgan A.
Drop-In Visits
5.0 out of 5 stars

Nina was so helpful walking our Lucy wihile we had big wedding events to attend! We really appreciate how attentive she is and look forward to having her help us again in October!

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

Followed all directions perfectly, got along well with our girls, communicated regularly and made us feel super at ease while we were away ! We would definitely hire Lilly again !

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

Claudia did a great job. Was flexible when I had to change dates, and did a great job with my pup. Would definitely rebook and highly recommend!

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

Paige did an awesome job with our two pups. One of them loves everyone and the other hardly likes anyone but he was in Paige’s lap after a few days getting loved on. We highly recommend Paige B.

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

Wonderful with our dog who is neurotic and territorial of her space. Katelyn is very patient and kind, Trixie loves spending time with her and getting belly rubs.

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

I will 100% book anthony again ! He took care of my 2 dogs amazingly and they loved him so much ! I recommend him even if it’s just for a day !

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Savannah M.
Drop-In Visits
5.0 out of 5 stars

Very flexible and communicative! Had to change my care dates/times last minute, Liz was extremely understanding and able to accommodate. Most important of all, Pop absolutely loved her.

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Juan
Drop-In Visits
5.0 out of 5 stars

Violeta has been absolutely amazing with my toy poodle, Bentley. She is reliable, communicative, and genuinely cares about him. As someone who works long hours, having someone I trust completely with my little guy means everything. Violeta always keeps me updated, makes time for Bentley, and treats him with so much love and attention. It’s clear that she truly enjoys what she does, and Bentley is always happy to see her. Knowing he’s in such caring hands gives me tremendous peace of mind while I’m at work. I honestly couldn’t do this without her, and I’m so grateful for everything she does for Bentley. I highly recommend Violeta to anyone looking for a dependable, compassionate, and trustworthy person to care for their pet! 🐾❤️

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Bianca M.
Drop-In Visits
5.0 out of 5 stars

Caitlin was great with my dog. She was on time, took good care of willie, and was easy to contact. Will definitely use her again for drop in visits.

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Steven K.
Drop-In Visits
5.0 out of 5 stars

Stephanie always provides excellent care for my dog with multiple, medical needs!! We will continue to rebook.

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Mary H.
Drop-In Visits
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Popular requests for dog sitting - Bear

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Sitters in Bear average 6
repeat dog sitting clients

FAQs for Dog Sitting - Bear

Frequently asked questions about Rover

The average cost of Dog Sitting in Bear is $28 per visit as of October 2026. Most bookings cost between $17 and $43 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,734 sitters on Rover offering Dog Sitting across Bear. 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.

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 Bear 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!

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 .

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.

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 .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Bear with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

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

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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.

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