Dog Sitting Highland Springs
Book a Highland Springs dog sitter to watch your dog in your sitter’s home or yours.

Over 113 pet parents in Highland Springs have booked dog sitting
Highland Springs, 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.
“Took extremely good care of our pets kept them happy with many pets and outdoor time I was super happy with the constant updates along with working with me to fix their concerns I would %100 hire again best pet sitter ever”

“This was my first time using Rover and having someone watch our Frenchie, Nova, while we were out in Nassau, Bahamas for a week and Kayley was amazing! We were a little nervous at first, but she made us feel so comfortable with her consistent updates, photos, and care. She took Nova on long walks, gave her lots of playtime and attention, and made sure she was safe and happy every day. You can tell she genuinely loves animals. I’d highly recommend Kayley to anyone looking for someone trustworthy and kind to care for their pet!”

“Cynthia was a great pup-sitter, and kept me well informed with pictures and updates! Sebastian tends to be anxious and he looked like he didn’t miss a beat of belly rubs, cuddles, walks and attention. She communicated all needs and changes in behavior during my time away! She was a great sitter!”

“Maggie was great with George! She came in twice a day while I was working all weekend. I really appreciate the communication, updates, and pictures! Looking forward to working with her in the future.”

About: I am the owner of a small dog training business. I specialize in training pet, service, and working dogs. Also, I breed, raise, and train protection dogs! I live, work, and train on a six acre property. I‘m also available 24/7 for our clients and take care of your dog as mine! I have a temperature controlled training and boarding building so each dog has their own personal space. I also have treadmills, a pond, and six open acres for dogs to run and play.
“Caitlin was absolutely amazing! She was incredibly flexible, friendly, and communicative throughout the entire stay. Most importantly, she treated my cats like they were her own. I could tell they were happy, comfortable, and well cared for while I was away. She also went above and beyond to make sure everything was clean and taken care of, especially keeping the litter boxes clean. Her communication gave me so much peace of mind, and I always felt confident knowing my cats were in great hands. I would absolutely recommend Caitlin to anyone looking for a trustworthy and caring pet sitter. I will definitely be booking with her again! 🐾❤️”

“Sidney is great! Super friendly and not bothered by my wacky dogs and their little issues. She arrived right on time and sent cute pics! Will definitely book with her again.”
About: I’ve been a pet owner and animal lover across my whole life. I have twenty years of experience, five of them professionally at Holiday Barn! I have a lot of flexibility in my schedule, so fitting your pet care needs into my weekly routine is a breeze and a pleasure! It’s something I truly look forward to. I’m well educated on animal behavior and the dynamics to keep in mind when entering an animal’s home as a guest. I know how to foster a safe and respectful environment so that we can have a great time together.
“Taylor is such an amazing pet sitter! She gives such great updates and takes so many pictures that I basically feel like I'm still home lol. I'd highly recommend Taylor and will be reaching out to her again for future needs.”

“Victoria was available for our last minute booking! She did exactly what was in the care plan, communicated well and was super friendly! We will definitely book with her again!”

“Robin is wonderful and I can always trust her with caring for my cat while I’m away! I’ve booked with her several times and she has become my go to, would highly recommend her services!”

“Jules is great! My cat can be shy or indifferent with strangers but got along really well with Jules. Beyond that, Jules is a good communicator and dependable. I know my cat is in good hands with her!”


About: Hello! I’m a lifelong dog lover with years of experience caring for dogs of all sizes and breeds. I grew up with a German Shepherd and was one of his primary caregivers, taking him on walks, arranging playdates, and providing his daily care, including administering medications. I also volunteered at a local dog shelter for several years during undergrad, where I regularly walked and cared for a variety of dogs. Outside of my own experience, friends and family often rely on me to check in on their dogs and house-sit for extended periods. I’m comfortable with dogs of all personalities and sizes and will treat your pup like my own! I am currently a student, so my schedule is flexible. My weekends and evening are open for house sitting or dropping in for walks for your puppies! When at your home, I make sure to keep a tidy environment and return all items used back to their original spot cleaned while giving your furry friends love and enrichment with walks, tug-a-war, and more!
About: Please ask to see my Trusted HouseSitter profile for additional reviews and information! I provide pet care in Richmond and Charlottesville and the surrounding areas, though I am also happy to travel to other states with advanced notice. I have a breadth of experience caring for my former pets and my home, as well as house and pet sitting for friends and for my clients. I grew up on a farm and cared for goats, horses, cows, dogs, cats, sheep, and poultry. I make an excellent house/petsitter due to my experience with and love for animals and my tidy and loving personality! ** I charge $45 / night for 1-6 night house stays, but have a sliding scale for longer sits (negotiable at the time of request). I am open to traveling farther distances for 1+ week sits. I am attending VCU for my MSW M-F from 8-4, so I have limited availability for midday potty breaks/check-ins during the week, but I have open availability most evenings and weekends. For boarding requests, my partner works from my home and is available to offer potty breaks/check-ins for pets while I’m at school. I’m happy with staying overnight for housesitting or sharing my home for boarding! I have the utmost care and respect for my clients pets and homes and treat them as if they were my own. I make sure to communicate expectations as best as possible to make sure we’re all on the same page.
The median cost per visit for dog sitting in Highland Springs is $20
Dog parents share their Rover experiences - Highland Springs
Ash took great care of Ellie for me! It is such a comfort to know I can have someone like her come to the house to take care of my fur baby so that she can stay in her environment when I travel for work. I would highly recommend having Ash care for your pet and would definitely book her again!

Meghan was fantastic ans so sweet with our dog, Balor. We have experienced loss in our household and our two older dogs passed away this year, leaving Balor sad and confused and nervous. Meghan was so compassionate and gentle and patient with him. She even sang to him!!!

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 - Highland Springs
Select a filter and find qualifying sitters offering dog sitting.Sitters in Highland Springs average 7 repeat dog sitting clients
FAQs for Dog Sitting - Highland Springs
Frequently asked questions about Rover
The average cost of Dog Sitting in Highland Springs on Rover is $22 per visit as of October 2026. Most bookings cost between $14 and $44 per visit. 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 2,401 sitters on Rover offering Dog Sitting across Highland Springs. 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 Highland Springs 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 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 Meet & Greet .
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 Highland Springs 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 Highland Springs. On Rover:
- 93% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 96% 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 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.







