Dog Sitting Highland Springs

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

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Over 124
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.

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Sitter Profile Image: Christy H.
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Christy H.
from
$25
per visit
20 years of experience
Mechanicsville, VA, 23111

About: As a lifelong animal lover, I know that your dog isn't just a pet—they’re family. My goal is to give your pup the same level of love, attention, and structured care that you do. Whether your dog needs a high-energy brisk walk to burn off steam, a gentle stroll around the neighborhood, or just some midday companionship, I’m here to help. ​I pride myself on being incredibly reliable, punctual, and communicative. You can always expect timely updates, fun photos from our walks, and the peace of mind that your home and pet are in safe hands. I can't wait to meet your furry friend and become their new favorite walking buddy! I work full-time remotely and have a flexible schedule to help fit your needs. I'm available after 9AM weekdays (after 11:30 AM on Wednesdays and Fridays due to prior commitments) through the evenings. Weekends are fairly open❤️ I'm dedicated to providing safe, fun, and reliable exercise for your furry best friend. From neighborhood loops to energetic park strolls, I treat every dog like my own.

Sitter Profile Image: Claire M.
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Claire M.
from
$15
per visit
7 years of experience
Upper Shockoe Valley, Richmond, VA, 23223

About: I have a deep love for all animals! As a pet foster mom, and a mom of 2 cats and high medical needs dog, I feel confident that I can give your fur baby the best care! I am comfortable with puppies, senior dogs, dogs with special needs, cats and larger breed animals. I will treat your baby like my own❤️ As a summer school teacher, I am available for early morning visits, and visits starting at 3 PM! Friday through Sunday I am available at any time. Feel free to message me to confirm times and dates for your furry friends :) I am experienced with handling all temperaments of dogs and cats, and will make sure to follow your directions exactly! Safety and love is my top priority for all animals.

Sitter Profile Image: Cynthia B.
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Cynthia B.
from
$22
per visit
5.0 out of 5 stars
39 reviews
23 repeat clients
3 years of experience
Woodville, Richmond, VA, 23223

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!

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Ashley W.
Sitter Profile Image: Charlotte R.
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Charlotte R.
from
$25
per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
20 years of experience
Richmond, VA, 23223

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.

Sitter Profile Image: Maggie D.
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Maggie D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
26 reviews
6 repeat clients
20 years of experience
Monroe Ward, Richmond, VA, 23220

Maggie is so kind and wonderful with my two cats. She’s so thoughtful and detail oriented and I really appreciated her help while we were away. Maggie is a great rover!

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Valerie M.
Sitter Profile Image: Madison J.
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Madison J.
from
$25
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Mechanicsville, VA, 23111

Madison was very accommodating, we did a meet and greet prior to our scheduled date for visiting she communicates well and sends pics of her loving on our babies 🥰

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Laura D.
Sitter Profile Image: Holland H.
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Holland H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
73 reviews
20 repeat clients
8 years of experience
Richmond, VA, 23220

Holland was amazing! She was reliable, communicative, and clearly great with my dogs. I loved getting updates and photos after each visit—it gave me total peace of mind. My dogs were happy and well cared for, and I’ve already rebooked with her. Highly recommend!

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Lindsay W.
Sitter Profile Image: Kayley D.
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Kayley D.
from
$25
per visit
5.0 out of 5 stars
412 reviews
63 repeat clients
20 years of experience
Providence Park, Richmond, VA, 23222

I admit being new to Rover had me somewhat nervous, but after a few conversations and sessions with Kayley I’m so thankful we found her. My Remy loves her so much and looks forward to their time together. I know he’s in good hands!

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Jasmine G.
Sitter Profile Image: Chris M.
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Chris M.
from
$15
per visit
5.0 out of 5 stars
49 reviews
15 repeat clients
25 years of experience
Richmond, VA, 23223

About: My daughter and I have been doing Rover together for years. This summer, she is home from school at UVA and excited to help out with additional tasks like dog walking and house sitting! We have both had dogs our entire lives, all sizes and life stages. We began Rover in 2019 after losing our 10 yr old black lab to diabetes, looking to keep our home lively. We are both excited to meet your pets and help out! I work from home and will be with your best friend all day long. I am up early for my morning walk and would love the company of your dog! I live in a great dog friendly community, we have lots of great green space and multiple dog parks within walking distance! Would happily spend the day with your dog at the dog park if that is a good place for them.

Sitter Profile Image: Nikki B.
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Nikki B.
from
$25
per visit
5.0 out of 5 stars
27 reviews
8 repeat clients
23 years of experience
Mechanicsville, VA, 23111

Nikki was an angel! She came through in a time of need, she was kind and very responsive. I appreciated her caring for my pup, even if he was too scared !

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Destiny B.
Sitter Profile Image: Jeffrey H.
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Jeffrey H.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
99 reviews
23 repeat clients
34 years of experience
The Fan, Richmond, VA, 23220

Jeffrey is super reliable and responsive. We always feel comfortable heading out of town knowing our three kids are in the best of hands. They have a complicated feeding routine, and Jeffrey handles it like a pro!

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Ryan C.
Sitter Profile Image: Amy C.
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Amy C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
22 years of experience
Bellevue, Richmond, VA, 23227

Amy was absolutely amazing, I had no worries about my cats when normally I freak out leaving them. She sent amazing pictures of the cats and watered my plants. Thank you again so much!

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Jasmyn S.
Sitter Profile Image: Eryn M.
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Eryn M.
from
$20
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
38 years of experience
Mary Munford, Richmond, VA, 23221

Erin was such a reliable and attentive cat sitter! I was relieved to see her details and specifics of the boys behavior with drop in visit notes. It helped me know my boys were in great hands. Thank you again Erin!!!!

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Rebekah C.
Sitter Profile Image: Emily S.
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Emily S.
from
$16
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Highland Park Southern Tip, Richmond, VA, 23222

Emily was great! Great with my two cats and super sweet and communicative. I will definitely book with her again!

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Maddie M.
Sitter Profile Image: Marjorie L.
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Marjorie L.
from
$25
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
5 years of experience
Richmond, VA, 23219

About: I’ve been dog-sitting for about 5 years now. I’ve mainly taken care of small to medium sized dogs but I’m open to looking after larger dogs as well. I am very reliable and have a lot of energy to keep your dog entertained throughout the day. I love going for walks and and going to dog parks if allowed by the owner. I live in an apartment and it’s dog-friend and the apartment has a dog area where they can relieve themselves. I live in a studio apartment but there’s plenty of open space where your pup can lounge around. I’m very attentive of your dogs needs, so I stay on top of taking them out for walks and making sure their water bowl is kept full and following their feeding schedule. Also open to grooming and showering your dog, especially if they are staying overnight with me. If your pup is energetic and loves to play we will be a great match!!

Sitter Profile Image: Vivianlee T.
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Vivianlee T.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
16 reviews
2 repeat clients
4 years of experience
Richmond, VA, 23222

Vivian watched our little Izzy. She was prompt, on time, knowledgeable and friendly. We felt very comfortable with her and so did Izzy! Would highly recommend Vivian for your pet sitting needs!

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Mark R.
Sitter Profile Image: Joyce H.
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Joyce H.
from
$25
per visit
4.7 out of 5 stars
27 reviews
14 repeat clients
5 years of experience
Henrico, VA, 23231

About: Hi my name is Joyce and I love working with animals as I have many animals of my own. I have a pup, a baby hamster, a turtle and 2 fish. I love animals and I treat them like they are my children. My skills are walking my pup (this includes a nice walk, and picking up their feces with a plastic bag), bathing them when needed, feeding them and playing with them. I make sure my fish and turtle are fed and their tanks are cleaned and up to date. I also make sure my hamster is fed and his cage is cleaned and up to date. All other animals are treated the same with lots of loyalty, much respect and lots of love. I’m currently working part-time on the weekends, so I’ll have plenty of time to play with your pups and show them all the attention they need! I Have two friendly pups that will keep your fur baby company! But if your dog don’t get along with other dogs I can keep them separated to make your fur baby is more comfortable. I’m currently working part-time. So I’ll have plenty of time to care for your pups and give them all the attention they need!! :) :) I have a nice size back yard and I also got a pup of my own that can keep your fur baby company! She’s very playful and If needed I can easily crate her.

Sitter Profile Image: Stephanie C.
Verified Enhanced Background Check
Stephanie C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
30 years of experience
Mechanicsville, VA, 23116

Stephanie did a great job taking care of our cat. She was on time every day and her communication was great. I would definitely rely on her again.

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Kelly P.
Sitter Profile Image: Jasmine L.
Verified Background Check
Jasmine L.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
168 reviews
46 repeat clients
7 years of experience
Mechanicsville, VA, 23111

We are so happy that Jasmine was able to accommodate Roger when switching from boarding to drop ins! She made sure he had a lot of enrichment, and I he will be excited to go back to boarding during his next adventure to reunite with his doggy friends!

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Taylor L.
Sitter Profile Image: Alexander S.
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Alexander S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
33 reviews
8 repeat clients
47 years of experience
Old Town Manchester, Richmond, VA, 23224

Alexander was awesome! My silly, hyper pup warmed up to him well and he made sure my big oy was taken care of without any deviations from our routine. I will be planning on booking Alexander soon!

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La'Shanta J.
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The median cost per visit for dog sitting in Highland Springs is $20

Dog parents share their Rover experiences - Highland Springs

1 / 1
5.0 out of 5 stars

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!

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Kimberly W.
Drop-In Visits
5.0 out of 5 stars

Alex is easy and reliable as always. Our dogs just love them and are happy, happy, happy to see their friend.

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

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!!!

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Chastain F.
Drop-In Visits
5.0 out of 5 stars

Tess was very professional and took exceptional care of our pups. I didn’t worry at all while we were away visiting family. I 100% would recommend her. Thank you, Tess!

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Carolyn T.
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 Highland Springs average 7
repeat dog sitting clients

FAQs for Drop-In Visits - Highland Springs

Frequently asked questions about Rover

The average cost for Dog Sitting in Highland Springs on Rover is $21.4 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 2,350 sitters on Rover offering Dog Sitting across Highland Springs. 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 Highland Springs 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 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 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 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
  • 98% 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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