Dog Sitting Maitland

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

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Over 314
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.

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Sitter Profile Image: Noelle R.
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Noelle R.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
8 reviews
6 repeat clients
4 years of experience
Rosemont, Orlando, FL, 32808

Super friendly and accommodating with the pups. Great feedback from her visits!

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Adam L.
Sitter Profile Image: Carli N.
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Carli N.
from
$13
per visit
4.9 out of 5 stars
79 reviews
22 repeat clients
10 years of experience
Altamonte Springs, FL, 32714

Absolutely amazing! I had no worries that my cat kids would not be taken care of as best as possible. I will be rebooking soon for November! Thank you!!!!

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

This was my first time leaving my cats with a sitter, so I was initially a little anxious, but I can without a doubt say Kellye helped tremendously with putting my mind at ease. She sent photos and kept me updated each day with details from her visits. I would HIGHLY recommend anyone book with her — she will take great care of your fur babies!! I will definitely be booking with her again if I ever need a sitter.

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Rachel H.
Sitter Profile Image: Danielle R.
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Danielle R.
from
$20
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
16 years of experience
Orlando, FL, 32804

Was great with shadow would gladly use her again in the future

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

Christina was great dropping in to visit our dog and cat for a week while we were away. Even though our dog got a bit worked up one day and got into some chewing trouble, she handled it smoothly and even cleaned up. Will definitely trust her again to watch our pets!

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Lucas W.
Sitter Profile Image: Megan R.
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Megan R.
from
$20
per visit
5.0 out of 5 stars
3 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: Christi W.
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Christi W.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
43 reviews
9 repeat clients
27 years of experience
Altamonte Springs, FL, 32701

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.
Sitter Profile Image: Destiny C.
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Destiny C.
from
$20
per visit
4.6 out of 5 stars
12 reviews
8 repeat clients
8 years of experience
Maitland, FL, 32751

Destiny had taken care of both my dogs and cats for about a year now, and she’s the best! She keeps me updated on how my pets are doing, and shares any concerns. My pets absolutely love her!

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Marissa G.
Sitter Profile Image: Carolina S.
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Carolina S.
from
$30
per visit
5.0 out of 5 stars
36 reviews
20 repeat clients
25 years of experience
North Orange, Winter Park, FL, 32789

Carolina did a wonderful job with Levi for his drop in visit! She kept me well informed and made sure my little guy was feeling relaxed before leaving him, and overall exceeded expectations. Would highly recommend her!

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Erika W.
Sitter Profile Image: Isabella M.
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Isabella M.
from
$15
per visit
15 years of experience
Winter Park, FL, 32789

About: I've grown up with pets my entire life and caring for animals has always been second nature to me. I have hands-on experience with senior dogs and understand the extra patience and care they need. Friends and family have trusted me for years to walk their dogs and provide reliable, loving pet sitting. I treat every pet like my own—whether that means long walks, belly rubs, or just keeping them company while you're away. I’m a college student on summer break, so I have a lot of free time and a super flexible schedule right now. Pet care fits in really easily for me—I’m available most days and happy to work with whatever routine your pet is used to! Whether I’m watching your pet at my place or yours, I make sure they’re safe, comfy, and happy. I follow your instructions and give them lots of love. I’ll treat your pet like one of my own and always be watching them with my full attention!

Sitter Profile Image: Amber P.
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Amber P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
21 reviews
4 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’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: Patama B.
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Patama B.
from
$18
per visit
4.3 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Winter Park, FL, 32789

About: Hi! I’ve always been an animal lover — I’ve grown up with dogs for my whole life. I treat every dog like my own. walks, cuddles, and lots of playtime! My daily routine already includes lots of pet time! I work from home, so it’s easy for me to give attention, walks, and love throughout the day. Having furry friends around just makes everything better I have a sweet dog at home, so your pup will have a little friend to hang out with! I make sure they feel comfy, get walks, playtime, and lots of love — just like they’re part of the family.

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

Cleo was well taken care of by Sarah as always. I much appreciate that she goes out of her way to come be with her while I’m away and has built a great relationship with her. It’s comforting that Cleo has a friendly face she’s had before when I’m on vacation!

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Amanda R.
Sitter Profile Image: Christopher Q.
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Christopher Q.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
24 reviews
5 repeat clients
6 years of experience
Orlando, FL, 32817

Christopher was fantastic with my animals and took great care of them ! He was timely and sent plenty of photos

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Robert H.
Sitter Profile Image: Justin D.
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Justin D.
from
$13
per visit
35 years of experience
Orlando, FL, 32810

About: I have taken care of both dogs and cats since I was a child. My dog passed and since have focused on helping friends, family, and associates care for their beloved pets. I work full time but have a flexible schedule and the ability to work remotely if needed. I am an early riser but also happy to accommodate late night visits and over night stays. I currently do not pet sit in my home but am happy to make as many trips as needed to your location, work from your location during the day, or stay overnight if preferred.

Sitter Profile Image: Andrea V.
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Andrea V.
from
$18
per visit
5.0 out of 5 stars
10 reviews
3 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: Amanda D.
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Amanda D.
from
$25
per visit
3 years of experience
Maitland, FL, 32751

About: High-energy pet sitter ready to keep your big dogs happy, active, and thoroughly loved! Whether it is floor playtime, fetch in the yard, or long neighborhood walks, your pup will get total attention. I also have a green thumb and am happy to keep your house plants watered and thriving while you travel. My schedule is flexible so I can visit your fur baby any time after 7am and before 8pm. My home is open for pet sitting 24/7. I have a fenced courtyard and a pet free home so your pup will feel comfortable staying here! The living space is on the first floor and the bedrooms are upstairs.

Sitter Profile Image: Rob & Wynn K.
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Rob & Wynn K.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
62 reviews
13 repeat clients
20 years of experience
Winter Park, FL, 32789

Wynn did an amazing job! She dropped in to feed Sprout, took him out for a potty break, and kept me updated with photos and messages. Sprout was so happy and well-cared-for. Highly recommend! Thank you so much!! 😊

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Alissa H.
Sitter Profile Image: Zoe P.
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Zoe P.
Star Sitter
from
$24
per visit
4.9 out of 5 stars
121 reviews
49 repeat clients
15 years of experience
Winter Park, FL, 32792

Zoe is very professional, on time and reliable. She was incredibly sweet with my young puppy and took excellent care of her. I will definitely use again!

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Brady B.
Sitter Profile Image: Mackenzie W.
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Mackenzie W.
from
$13
per visit
1 repeat client
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

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

Dog parents share their Rover experiences - Maitland

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5.0 out of 5 stars

Tatiana is amazing, timely, thorough in sending pictures daily and updates when needed. We felt very confident leaving our puppers in her care and were able to relax more on our vacation as a result. I think we’ll even feel comfortable taking more trips knowing we have a reliable and trusted sitter for our fur family.

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elizabeth f.
Drop-In Visits
5.0 out of 5 stars

She was wonderful took the pups on a busy holiday (thanks!!!) dogs were quick to warm up! even dealt with our stubborn anxious dog who always needs to hide. very attentive and cares for the dogs needs. can’t wait to have her dog sit again thanks!

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Jaz T.
Drop-In Visits
5.0 out of 5 stars

Very patient with our problematic fur-child, great with our elderly cat, prompt and communicative. I highly recommend

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James J.
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

Joyce has always been professional and caring towards all of our dogs and cats. She is exceptionally compassionate towards our anxious and elderly pets. We can tell by the photos she sends us that our fur babies are happy and comfortable with the care she gives them! 5 stars!

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Julie P.
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
5.0 out of 5 stars

Having Julie take care of our special needs pup is like having a good neighbor helping out a friend. If she is on vacation, we just take care of our dog ourselves. We wouldn’t think of having anyone else come over. Thank you, Julie!

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

Meghan was excellent! I get anxious leaving our babies, but made me feel confident that our doggos were in good hands. She sent lots of pics and updates.

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Melissa R.
Drop-In Visits
5.0 out of 5 stars

Thank you for checking in on all our babies, Nicole! They loved you and have approved of you being our go to pet sitter.

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Brandi L.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Maitland average 6
repeat dog sitting clients

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 July 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 July 2026, there are 5,327 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:

  • 91% of sitters can help with special care needs
  • 97% 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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