Dog Sitting Longwood
Book a Longwood dog sitter to watch your dog in your sitter’s home or yours.
Over 338 pet parents in Longwood have booked dog sitting
Longwood, 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.
“Amelia was fantastic! She came everyday for over a week and took great care of our 2 cats. Amelia and our cats quickly became great friends and our cats looked forward to their quality time with her each visit! We will definitely hire her again.”
“Ashlee went above and beyond for our sweet elderly cat. She’s very needy and needs lots of attention which Ashlee did not hesitate to give to her. She did drop by visits and would over communicate should she not be there at the start of the drop in time but always stayed the full hour. Ashlee gave detailed report of her cleaning our cats nose from allergies, clipping her nails and even cleaned up the litter box. She also took the best pictures each visit to show how happy our little lady was. I cannot recommend Ashlee enough.”
“Ashland is absolutely the best care giver for pets! We are beyond grateful for finding her! She is incredibly sweet and her love for animals is amazing. Thank you for sharing all the photos and information from your visits.”
“Debbie was an absolute delight from start to finish. Constantly in communication with us she made me comfortable leaving my fur baby with her despite being so nervous. Also went above and beyond to meeting us outside her scheduled time. I have no doubt she'll do the same for you.”
“Brianna was easy to communicate with and quick to respond. My cat Enzo enjoyed her visits, and looked so happy in all the pictures I received. I would recommend her services and will keep her in mind for our future adventures.”
“Jenn is an amazing sitter...our cat loves her, and Jenn sends me such wonderful pictures of our cat getting lots of pets and looking very happy while we are gone! Jenn is a very kind and responsible person...I feel very lucky to have found her.”
“Becca was an incredible sitter! She took care of both my girls as her own. Becca is kind, communicative, punctual, and loved my kitties so much! I’m so thankful for her care and will absolutely rebook her services. Thanks, Becca!”
“Ava was amazing! She made sure the kitties were well taken care of and sent lots of pics. Our flight was delayed and she made sure they were set up with extra food and water until we got home. Highly recommend!”
“Our love for Emma knows NO BOUNDS! 1. She takes care of our baby like she is her own and appreciates all the fun quirks of her personality. 2. She goes above and beyond — often comes early and stays late, gives medication, and helped care for our girl after she had surgery. She is by far our favorite Rover sitter and we will always request her first! She is the best!”
“I feel soooo at peace knowing my little fur babies are well taken care of by Evelyn. Evelyn has a sweet nature to which my cats have responded well. I’m so happy I found her and won’t be looking elsewhere ?”
About: Hi there! I’m Hailey — a lifelong animal lover and experienced pet sitter based in Sanford, Florida. I’ve grown up with dogs of all kinds, from energetic Boxers and Labradors to gentle Shih Tzus, Golden Doodles, and even Pitbulls. I also have a sweet cat of my own who’s been part of my life for nine years, so I understand how much love and attention our pets need to feel safe and happy. I offer dog walking, pet sitting, house sitting, and drop-in visits, always prioritizing your pet’s comfort and routine. I prefer to care for pets in their own home so they can stay relaxed in a familiar environment. I’m also experienced in administering medications: topical, oral, and even injectable. You can count on me to make sure your pet’s health needs are handled with care. While you’re away, I’ll also treat your home with the same respect I would my own: watering plants, cleaning floors, doing light laundry, and keeping everything neat and cozy for your return. You can count on me for reliable communication, regular photo updates, and genuine love for your furry family members. I’d love to meet you and your pets soon! 🐾 I am not currently working. I do drop in visits 4 times a day or I am able to spend the night with the pups. When I usually stay at the owners house I will have them write out instructions on how they want their animal taken care of and I will do just that as well as send pictures to make the owner feel more comfortable.
“Excellent! Valery was really sweet! She took time to let Leo get familiar with her, since Leo is really easily get scared right now. She did an excellent job feeding Leo and took him out for walks. She took pics and left message to keep me updated. She's great. I'll definitely book again!”
The median cost per visit for dog sitting in Longwood is $20
Dog parents share their Rover experiences - Longwood
Jackalyn was absolutely amazing! She took such wonderful care of my girls and truly treated them like they were her own. She kept me updated the entire time, was super communicative, accommodating, and very detailed about how they were doing. She also sent me the cutest pictures, which I loved and really helped me feel at ease while I was at work. My girls looked so happy and comfortable with her, and I could tell they absolutely loved spending time with her. It’s always nerve-racking leaving your pets with someone, but Jackalyn made the whole experience so easy and stress-free. I would 100% recommend her to anyone looking for a reliable, caring, and trustworthy dog sitter. I will definitely be booking with her again in the future. She’s truly the best!
Brooklynn was amazing! She did drop-ins for us for several days and was very communicative, respectful, and punctual- Most importantly our dogs loved her! The rover cards were thoughtfully filled out and we knew our pups were going to be well taken care of. This was our first time using rover and she made the experience great!
Becca was AMAZING to work with! She was so helpful and responsive in getting all the details of our booking confirmed and I so appreciated her detailed updates and pictures of my sweet pooches. I highly recommend Becca and I’ll absolutely be booking her again for any future drop-in or boarding needs.
Ashland was excellent with our dogs Chloe and Mochi. She played with them and they truly enjoyed her company, and care! Ashland is punctual , and well versed in doggie care. Photos were sent every visit which eased our minds, Will be using Ashland in the future for sure!
Brent was amazing with my dogs! He visited twice to let them out and feed them, and he sent plenty of pictures during each visit, which gave me so much peace of mind. I was very happy knowing both dogs were safe, comfortable, and well cared for at home. I would definitely book him again!
Shelby was amazing! She is very sweet even when my dog decided to tear up his bedding, she cleaned it and was attentive to him. She was punctual and on time to every single drop in, and made me feel way better about being away from home. I would recommend her for any of your pet needs!
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. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Longwood
Select a filter and find qualifying sitters offering dog sitting.Sitters in Longwood average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Longwood
Frequently asked questions about Rover
The average cost for Dog Sitting in Longwood on Rover is $22.2 per visit (as of September 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 September 2026, there are 5,049 sitters on Rover offering Dog Sitting across Longwood. 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 Longwood 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 Longwood 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 Longwood 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 Longwood. On Rover:
- 91% 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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