Dog Sitting Maitland

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

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Over 331
pet parents in Maitland have booked dog sitting

Maitland, 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.

1 / 1
Sitter Profile Image: Melissa B.
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Melissa B.
from
$18
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Orlando, FL, 32804

Melissa did a great job with my Sasha & left my home in mint condition. Care instructions were followed to the letter, took lots of photos & left notes on how Sasha was doing. At one point when I checked in on them, I saw Melissa was wiping Sasha‘s eye boogies🥹 I have another trip towards the end of the year, I know exactly who I’ll be booking with. Thanks Melissa! 💐

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Rebeka W.
Sitter Profile Image: Megan R.
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Megan R.
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Orlando, FL, 32810

Megan is so reliable, communicative, and loves our animals so much! She is very understanding and happy to follow long sets of directions. She has watched our pets multiple times and I would highly recommend her!

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Tristan M.
Sitter Profile Image: Amber P.
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Amber P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
26 reviews
5 repeat clients
10 years of experience
Winter Park, FL, 32789

About: Pet parents love leaving their dogs in my care because they know they don’t have to worry. I take the time to learn your dog’s routine, send regular updates with quality photos, and provide a cozy home sanctuary where your pup will be loved and cared for like my own. I provide exclusive and personalized care by hosting dogs from only one family at a time, ensuring a true home-away-from-home experience. I’m an artist working out of my home studio, allowing plenty of flexibility throughout the week to offer hands-on care. I’m also available most weekends for boarding. Your dog will spend the day in a calm, loving home with a large, fully fenced yard — perfect for play, sunbathing, and safe exploration. Inside, pets enjoy a relaxed environment with cozy rest areas and plenty of attention. We will enjoy multiple walks per day in a quiet and safe neighborhood.

Sitter Profile Image: Tori D.
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Tori D.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
83 reviews
29 repeat clients
15 years of experience
Winter Park, FL, 32789

Wow, I can't say enough about Tori. Communicative, quick replies, on time, trustworthy, respectful, the list goes on! I won't book with anyone else. It's hard for me to trust strangers, but Tori has me worry free anytime I'm out of town.

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Paul M.
Sitter Profile Image: Kellye B.
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Kellye B.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
35 reviews
8 repeat clients
10 years of experience
Casselberry, FL, 32707

Kellye is the best! She came daily to care for our new chihuahua puppy and took great care of her. She was helpful with training consistency and is incredibly communicative. She was flexible with changes in Susy’s care anytime we asked and we are sad to be moving as we will no longer have Kellye nearby. Highly recommended you book with Kellye!

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serena m.
Sitter Profile Image: Christi W.
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Christi W.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
48 reviews
9 repeat clients
27 years of experience
Altamonte Springs, FL, 32701

Christi was great with my dog and sent multiple pictures of her while she was out on walks. My apartment was just as clean as what I left it too. Definitely recommend her!

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Ryan S.
Sitter Profile Image: Ava H.
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Ava H.
from
$19
per visit
5.0 out of 5 stars
102 reviews
34 repeat clients
8 years of experience
Altamonte Springs, FL, 32714

Ava did such an amazing job for us and all our fur babies! We have quite the crew so her experience with dogs really showed! Will definitely be asking her back!!!

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Julie J.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
146 reviews
60 repeat clients
25 years of experience
Casselberry, FL, 32707

Sarah always takes great care of my cat Cleo while I’m gone on vacation and she even spends more than an hour or two with her at each visit. Pictures are always sent and many of them and Cleo really likes her which says a lot! Highly recommend 🙂

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Amanda R.
Sitter Profile Image: Jonathan A.
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Jonathan A.
from
$20
per visit
5.0 out of 5 stars
76 reviews
21 repeat clients
15 years of experience
Altamonte Springs, FL, 32701

Amazing walker for both my pups! My pups love Jonathan. Will be using Jonathan again in the near future. Thank you caring for my pups when I couldn’t.

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Cristina M.
Sitter Profile Image: David W.
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David W.
from
$19
per visit
8 years of experience
Winter Park, FL, 32789

About: I grew up with two large German Shepherds, so I’ve been comfortable around big, powerful breeds my entire life. I’ve recently lived with a rambunctious Golden Retriever puppy & an elderly Boston Terrier. I'm active on another pet/house-sitting app called TrustedHouseSitters through which I've cared for 2 Australian shepherds (3yrs & 6yrs), 2 Goldens (5yrs & 5yrs), a Rhodesian ridgeback mix (2yrs), a a Boston terrier (3yrs), a yorkipoo (16yrs), a Chihuahua (15yrs), and a Shiba Inu (4yrs). I'm comfortable with all sizes, ages, and regimens. I work remotely which allows me to work around whenever your pet needs to be walked, fed, medicated, or entertained! I lead an active lifestyle myself, so if your dog thrives on long walks, runs, hikes, or endless games of fetch, I’m very down to be their exercise partner. If you have a couch potato who just wants to chill, I’m happy to match that energy as well. Following directions and communications are both strong suits for me! I am more than happy to jump on a quick call or video chat to answer any questions you might have, or arrange an in-person meet & greet to ensure we’re a great fit. Since I work remotely, I can fit my work schedule around any type of pet care - administering medicine, bathroom breaks, multiple meals, etc.. I exercise almost every day so adding walks/run or playing games of fetch acts as great exercise for both of us! If your pet comes to my place, it's a spacious apartment with a dog park and multiple green spaces or walking paths nearby. Communication is very important to me so you know your pet's routine is staying consistent. If I am to come to your residence, the majority of my experience has been full house-sitting for pet owners. I adhere to instructions well and quickly ask questions when needed!

Sitter Profile Image: Mackenzie W.
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Mackenzie W.
from
$13
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
4 years of experience
Winter Park, FL, 32789

About: I’m new to Rover, but not new to pets. I’ve spent years dog and cat sitting for family, friends, and people from my church while they travel so I’ve basically already been doing this, just without the app. Boarding is where I’m strongest. Whatever you’re away for a weekend trip, a long workweek, a stretch out of town your pet gets a quiet, pet free home and someone who’s actually paying attention to them, not just checking a box. It’s just me and my roommate here, no kids, no chaos, no other pets running around unless we’re talking about yours LOL. But if boarding isn’t what you need, I also do drop in visits and walks. A midday or evening walk for your dog, or a quick morning/night stop to feed and check on your cat while you’re out. My schedule’s flexible (I work fulltime but it’s not a rigid 9-5), so I can usually make mornings, evenings, weekends, whenever your pet needs me. I’m not the type to drop them off with food and a bowl and disappear for the day. I want to actually know their personality by the time you pick them up. I’ve taken care of dogs and cats of pretty much every age and energy level, from the zoomies at 6am crowd to older pets who just want someone patient around and a quiet spot to nap. Routines matter to me too if your pet eats at a certain time, walks a certain route, or has a little quirk, I want to know about it and stick to it. I’ll keep you in the loop while I’m with them. Feeding on schedule, medication if they need it, litter box scooped, fresh water, the whole routine handled the way you’d do it yourself. Photo updates too, so you’re never left wondering how things are going. Can’t wait to meet you both and hear what your pet’s routine looks like. My schedule is flexible, so I’m available mornings, evenings, weekends, and throughout the week as needed. I take the time to learn your pet’s personality, preferences, and routine so they can feel as comfortable as possible. I know how hard it can be to leave your pet with someone else, so I do my best to make them feel safe, comfortable, and loved while you’re away. Whether they’re staying in my home or I’m stopping by yours, I follow their routine as closely as possible, including feeding schedules, potty breaks, walks, medications, and any special instructions you provide. I provide a calm, pet free home for boarding and make sure every pet gets plenty of attention and care. I also send photo updates throughout their stay because I’d want the same thing if it were my pet. My goal is for you to enjoy your time away knowing your pet is in good hands

Sitter Profile Image: Justin D.
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Justin D.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
35 years of experience
Orlando, FL, 32810

Justin has been amazing with our dogs! He stayed overnight with them and has also walked them, and we’ve had a great experience every time. He’s reliable, sends plenty of pictures and updates, and it’s clear he genuinely loves and cares for our pups. We always feel at ease knowing they’re in such good hands. Highly recommend!

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Cynthia R.
Sitter Profile Image: Danielle B.
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Danielle B.
from
$15
per visit
8 years of experience
Orlando, FL, 32804

About: I’ve loved dogs for as long as I can remember. I was the kid who put a dog at the top of my Christmas list every single year, the only thing I ever asked for! Since I didn’t actually get a dog of my own until my senior year, I spent all those years getting my puppy fix by caring for other people’s dogs. I started pet sitting and dog walking whenever I could, and as I got older, that turned into overnight stays, week-long house sitting, and consistent walking and care. One of my favorite experiences was taking care of my roommate’s dog while she was away at work throughout an entire year. I loved having a dog around so much that it hardly ever felt like a job! I especially love caring for high energy dogs, including breeds like Goldendoodles. I’m always happy to play, cuddle, give lots of attention, and make sure they get plenty of exercise through long walks or runs. I genuinely enjoy getting to know each dog’s personality and making sure they feel happy, comfortable, and loved while their owners are away. Dogs have always been a huge part of my life, and caring for them is something I truly love doing. I am doing my internship at a children’s hospital in orlando. My schedule for the next 16 weeks is between the hours of 7:30am-4:30pm M-F. It varies for my different rotations. I can be available early mornings or nights! I also can be available on weekend days. I love to destress or wind down by getting a walk in before, after work, or on the weekends enjoying the Florida sun! I eventually want to become a facility dog handler during my full time job and actually have a rotation during my internship for 4 weeks:) I treat every client’s home and pet with care and respect. I always make sure doors, gates, and windows are secure, keep pets away from anything they shouldn’t get into, and follow each pet’s specific routine and instructions. I’m attentive to their behavior and needs, and I make sure they’re safe, comfortable, and supervised throughout my visit. I also respect your home by keeping things clean and leaving everything as I found it.

Sitter Profile Image: Davina S.
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Davina S.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
68 reviews
28 repeat clients
10 years of experience
Lockhart, FL, 32810

Davina was great! This was my first time using this service and I will definitely be using her again. I had peace of mind all weekend knowing she’d be dropping in on my fur babies

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Elizabeth D.
Sitter Profile Image: Christina W.
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Christina W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
140 reviews
56 repeat clients
14 years of experience
Altamonte Springs, FL, 32714

Christina was consistent and prompt with her visits! Our pup always looked very happy in his Rover Cards. We could enjoy our time away knowing she was taking great care of our boy!

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Callie W.
Sitter Profile Image: Andrea V.
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Andrea V.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
5 years of experience
Longwood, FL, 32750

About: I have grown up with dogs of all shapes and sizes my entire life! I enjoy being around animals and love to take care of them. I own two female German shorthaired pointers who have TONS of energy! And that’s what I love most about them. I know how important it is to meet all animals exactly where they’re at temperament wise. I truly enjoy being around animals…more than humans sometimes! I look forward to getting to walk or play with your fur babies! I work a hybrid job, so I am remote 2-3 times a week where I am fully home all day with my pups. On the days I go into the office, my partner comes home during lunch to let our dogs out. On weekends, I am home full time as well. I have a big fenced in backyard perfect for activities! My own pups love to run around and play fetch back there. Dogs are allowed in furniture and to sleep in the bed in my house.

Sitter Profile Image: Chayla T.
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Chayla T.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
20 years of experience
Altamonte Springs, FL, 32714

About: I provide loving, reliable pet care. I handle every situation with calm handling, and personalized routines, ensuring pets feel safe, understood, and truly cared for. I work daily but can bring pets with me. I offer multiple walks, give meds, flexible updates, and full weekend availability for reliable, consistent care. In my home or yours, I follow each pet’s routine—feeding, walks, meds, playtime, and updates. I keep their space clean, safe, calm, and comforting at all times. I can create pets as well I have one already on hand

Sitter Profile Image: Brittney R.
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Brittney R.
from
$17
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
8 years of experience
Maitland, FL, 32751

Incredibly helpful and quick to assist in a pinch. Adapted to my dogs’ usual schedules for a few visits while we were out of town. We’ll definitely reach back out (with more of a heads up next time)!

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Adam L.
Sitter Profile Image: Jereny R.
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Jereny R.
from
$23
per visit
5.0 out of 5 stars
52 reviews
18 repeat clients
11 years of experience
Winter Park, FL, 32789

Jereny is incredible and super reliable. Our puppy is an escape artist and Jereny went early to keep the pup safe and found a good way to secure the crate for us in the first week. She has been flexible with the schedule when we randomly have a change. She has also work led on many training things with the pup and describes the techniques so we can repeat. Great service!

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Justin R.
Sitter Profile Image: Sydnie P.
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Sydnie P.
from
$12
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
8 years of experience
Altamonte Springs, FL, 32701

Sydnie has taken amazing care of our pups! She is trustworthy, professional and very dependable. I am so happy she was able to pet sit for us again and I am looking forward to many more.

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Ilia L.
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The median cost per visit for dog sitting in Maitland is $20

Dog parents share their Rover experiences - Maitland

1 / 1
5.0 out of 5 stars

Emma was absolutely wonderful with my pets! She provided drop-in visits twice a day on the days when my boyfriend or neighbor wasn’t able to be there, and she handled all of their complicated little routines so easily. I was honestly a little nervous about finding someone who could keep up with everything, but Emma was fantastic. Her daily reports were incredibly detailed, and I really appreciated knowing how each visit went and how my pets were doing throughout my trip. She made me feel completely comfortable knowing they were being checked on, cared for, and getting everything they needed while I was away. I would absolutely recommend Emma and would happily book her again! ❤️

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

Tatiana does a fantastic job walking a very energetic lab. Buster loved you. Thank you for all you did.

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

Justin was amazing! Definitely book him your pets will be in great hands for sure. He's easy to communicate with and very nice. He'll be my sitter from now on!

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

We had a wonderful experience with Isabella. She took excellent care of our dog and was very attentive to all of her needs. I really appreciated receiving updates and photos after every visit—it was always so nice to know how Savannah spent her day. Isabella is reliable, caring, and truly professional. She gave me complete peace of mind while I was away. We would happily recommend her to anyone looking for a trustworthy pet sitter, and we will definitely book with her again!

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Krystyna Z.
Drop-In Visits
5.0 out of 5 stars

Paige is great! Very communicative, quick to respond, and flexible. Will definitely book with her again! (She also sent the cutest pics of my babies. It’s a relief knowing they’re in good hands.)

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

Gabriela did a great job with Briar who is a senior Shiba Inu. If you know about the breed, you know they have Shibatude and can be a challenge. Gabriela learned quickly how to handle her well for daily walks.

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Kathleen E.
Drop-In Visits
5.0 out of 5 stars

We love Rover! Joyce is amazing and my animals adore her! We are always comfortable leaving our pets in Joyce’s hands. 5 stars!

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

Thank you Rebecca! Stevie seems more compliant and not jumping as much. Thanks for working with her.

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

Anna has been wonderful with our puppy! She’s kind, reliable, and always keeps us updated with photos and messages after her visits. We’re very grateful for her help and would highly recommend her to anyone looking for a caring and trustworthy pet sitter or dog walker.

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

Awesome! I’m very picky when it comes to my dogs and Sarah was absolutely amazing with them and they loved her visits!!! Highly recommended

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Russell H.
Drop-In Visits
5.0 out of 5 stars

5 stars all the way! Maria is reliable, communicative, and truly l reliable. My dog had the best time and pics sent to show so. Thank you!

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Jazz D.
Drop-In Visits
5.0 out of 5 stars

Very friendly and trustworthy with my puppy. She cares for your dog as if he is her own. Highly recommend!

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

Yesenia did a wonderful job dropping in on Cookie & Rajah over the weekend. She kept us updated on everything & sent pics everyday which was really nice. If we weren’t moving we’d book with her again, the girls loved her. Thank you so much Yesenia!!

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

Sage was very happy with his new paw friend 🐾 great communication and updates, Bailey did not skip a beat! Always on time! She’s everything you want and need as a pet sitter!

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Wanda D.
Drop-In Visits
5.0 out of 5 stars

Luna is a very structured sitter. She keeps my pets on schedule and gives them love and attention while I’m away. She also cleans any messes they make which is not a fun thing to do. I have no worries when I’m away which allows me to enjoy myself. I highly recommend her! 😊

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

Bluey was well taken care of by Susan while we were away. Nice to have the peace of mind knowing our girl was in good hands!

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

Cora loved Azalia’s drop in visits! She kept me informed and send me photos and updates. Very happy with her services.

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

Christi did a great job of helping me care for a skittish barn cat last minute when I traveled for work. Very appreciative of her excellent care!

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

I feel so lucky to have connected with Carolina on my first use of Rover! I have a senior French Bulldog who can't be alone all day. Carolina did a meet and greet with us and then two drop in visits while I was gone all day. My dog, who can be pretty grouchy and protective, has been won over! We will hire Carolina again.

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Sara D.
Drop-In Visits
5.0 out of 5 stars

Jonathan is reliable, communicative, and good at following complex care instructions. I would highly recommend!

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Tristan M.
Drop-In Visits
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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.

  • 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 dogs like family

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Popular requests for dog sitting - Maitland

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Sitters in Maitland average 6
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FAQs for Drop-In Visits - Maitland

Frequently asked questions about Rover

The average cost for Dog Sitting in Maitland on Rover is $18.87 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 5,251 sitters on Rover offering Dog Sitting across Maitland. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Maitland stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Maitland 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 Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

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 Maitland 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 Maitland. On Rover:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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 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.

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