House Sitting Cunningham

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Cunningham, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Bertie & Lissette A.
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Bertie & Lissette A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
86 reviews
35 repeat clients
16 years of experience
Charlottesville, VA, 22911

Bertie and Lissette's family were amazing! They took great care of my puppy and were very responsive and easy to communicate with. I will definitely contact them again the next time I am in Charlottesville.

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Onyx M.
Sitter Profile Image: Nathan M.
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Nathan M.
from
$64
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
20 years of experience
Charlottesville, VA, 22902

Always on time and ready to play! Nathan treats our active fur babies as his own! We never have to worry when Nathan is on the job! He is fine juggling 2 pups with different temperament’s/ keeping them safe and happy!

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Jennifer S.
Sitter Profile Image: Danielle C.
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Danielle C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
200 reviews
62 repeat clients
30 years of experience
Fry Springs, Charlottesville, VA, 22903

Danielle did an AMAZING job taking care of our kitties. One of them needs a lot of medication but that didn’t seem to phase her. They were well taken care of, got very comfortable with her in a short period of time, and we got a lot of adorable pictures. We will definitely be hiring her again.

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Cassandra L.
Sitter Profile Image: Dakota W.
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Dakota W.
Star Sitter
from
$40
per night
4.9 out of 5 stars
88 reviews
36 repeat clients
10 years of experience
Johnson Village, Charlottesville, VA, 22903

Dakota, this review is written also as my gratitude. Thank you again for all your time and attention to my dogs for such a very long time (12 days!). They were content and happy when I got back. And the house was spotless! (You didn’t have to clean up!) I felt safe leaving them with you and deeply appreciated your daily updates and photos. I hope you and Spam would be willing to help us out again in the future 😊!!

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Jeannean C.
Sitter Profile Image: Michelle B.
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Michelle B.
Star Sitter
from
$85
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
33 years of experience
Carysbrook, VA, 23055

Michele was amazing with my three animals— we were a last-minute booking and she came to meet them first and then worked hard to make them feel at ease. She was attentive, kind, and caring and sent us updates and photos to reassure us that all was well. She made our holiday trip possible and we are super grateful!!

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Alexandra R.
Sitter Profile Image: Victoria G.
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Victoria G.
from
$40
per night
1 repeat client
5 years of experience
Charlottesville, VA, 22902

About: I have a large family dog that I have been responsible for since I was about 10 years old. She has since gotten older so I have experience with a senior dog and giving any sorts of medication (and the peanut butter necessary to get her to take it). I am no stranger to having to clean up any accidents in the house so that is a non-issue for me. I am also open to taking care of other animals like rodents or turtles or other cage creatures. I am a true and passionate animal lover! My schedule is very flexible at the moment. I am happy to give as much or little time needed for the pets. I can figure out any scheduling and details necessary with clients. I am never loud coming into a home. I always let the pets come to me unless they are hiding on purpose. I take care instructions very seriously and will follow everything exactly and will reach out if I have questions about the best way I can care for your fur friend.

Sitter Profile Image: Tracy S.
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Tracy S.
from
$40
per night
5.0 out of 5 stars
3 reviews
35 years of experience
Troy, VA, 22974

Wow, Tracy was an amazing pet and house sitter! We received precise and regular updates on our doggie and felt super comfortable and confident having Tracy in our home. Tracy also gave him lots of walks and loads of attention. We felt like our dog was in excellent hands.

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Ned F.
Sitter Profile Image: Lydia S.
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Lydia S.
from
$35
per night
8 years of experience
Troy, VA, 22974

About: I have 2 dogs currently, and have had lots of different pets growing up. I have cat and dog sat for family and neighbors. I have also taken care of and helped out with foster kitties. I am currently working part time in the evenings and doing online school. I am available some full days of the week, every morning, mid day, or overnight. I am currently not able to bring client pets to my home. I am able to go to client houses during the day or overnight as needed.

Sitter Profile Image: Olivia M.
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Olivia M.
from
$60
per night
10 years of experience
Scottsville, VA, 24590

About: What sets me apart is the level of love, patience, and personalized care I give every pet. I take the time to learn each pet’s routine, personality, and needs so they feel comfortable and safe while you’re away. I’m experienced with puppies who need consistency, potty breaks, playtime, and basic routine reinforcement, as well as senior pets who may need a gentler pace, extra patience, medication support, or additional comfort. I also provide regular updates and photos so pet parents always know their furry family members are happy and well cared for. I’m able to help out on Monday-Friday or Saturdays and Sundays. Let me know what fits your needs and I will be more then happy to accommodate! I focus on making pets feel safe, comfortable, and loved. Especially in their own home. I do not accept boarding as my currently home is renting.

Sitter Profile Image: Hayden Y.
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Hayden Y.
from
$50
per night
4.9 out of 5 stars
24 reviews
4 repeat clients
2 years of experience
Bremo Bluff, VA, 23022

Hayden is always reliable and does a geat job.

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Mark S.
Sitter Profile Image: Kyle & Meagan M.
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Kyle & Meagan M.
from
$80
per night
5.0 out of 5 stars
81 reviews
28 repeat clients
20 years of experience
Keswick, VA, 22947

Kyle and Meg were outstanding sitters! They stayed with our pup for 12 days, and we couldn't have been happier with their care for her and for the house. We received pictures and little messages every day, which kept us feeling reassured that all was well. They took her on regular walks and spent plenty of time just snuggling with her and keeping her company. I can't thank them enough for their care and responsibility. They will be the first people I call next time we need someone to care for our pets.

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Laurie M.
Sitter Profile Image: Danielle B.
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Danielle B.
Star Sitter
from
$70
per night
4.9 out of 5 stars
16 reviews
4 repeat clients
5 years of experience
Palmyra, VA, 22963

Danielle was wonderful! She was very communicative throughout the stay and sent regular pictures and updates, which gave me great peace of mind. My dogs were clearly happy and well cared for when I got home. I would absolutely recommend her to anyone looking for a reliable and caring sitter.

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Jessie C.
Sitter Profile Image: Veronique G.
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Veronique G.
from
$60
per night
30 years of experience
Palmyra, VA, 22963

About: I have so much love for all animals, and my passion is to give them the same love they give us every day! Unconditional. Their happiness is my happiness, and therefore yours! I work part time as a nanny/personal assistant and I have all my weekends free! I will mostly be available on weekends and afternoons during the week. I can crate your dog if needed, or take your dog on a walk, feed them, play with them, let them out to potty, or simply give them lots of affection, and snuggles! I will let your cat in or out depending of what you need, and clean their litter box etc...snuggles included!

Sitter Profile Image: Brayleigh C.
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Brayleigh C.
from
$25
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
5 years of experience
Troy, VA, 22974

About: I have experience caring for all age ranges of cats and dogs. I have 3 years of animal welfare experience previously working in a shelter and i have always naturally been a huge animals lover. I have the ability to read animals body language really well. I connect quickly with every animal I meet! I have experience with different kinds of energy levels as well. If your dog needs a hike and does well in the car; I’m your gal!!, If they just need cuddles while we binge a tv show I can do that too! I have experience with bunnies, chickens and birds too!! I have a 3 year old dog named Ace who came to me as a puppy. I raised him and have trained him to be off leash, sit, stay, paw, and heel. (Basic commands) if you need assistance or would like for me to work with your dog in any training/ socializing way please reach out! Currently available anytime! Would love to have the ability to work with your animals and still have the time to give my animals the loving they deserve as well! I walk my dog every chance I get while working on any minor behavioral or fear based problems to insure my baby can live a full healthy happy life.

Sitter Profile Image: Gillian G.
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Gillian G.
from
$45
per night
5.0 out of 5 stars
3 reviews
30 years of experience
Bybee, VA, 22963

About: Hi there! My name is Gillian, and I have been taking care of a variety of animals all my life. I've owned dogs, cats, horses, pigs, chickens, and roosters! I love all animals and have an extraordinary talent communicating with them. I have been a dog and cat groomer, and a horse trainer. I am a trainer at heart! I will make sure your furry friend has everything they need, all the exercise and love they could ask for. I exercise my own dog for a minimum of two hours a day. We go to parks, play frisbee, go to the dog park, and go for long hikes! I also have a nice backyard to play in. I know how hard it is to leave your pet, but you can rest assured I will do everything I can to make sure they have a wonderful and stress free stay! Im happy to watch your furry friend anytime. I have a pretty open schedule currently. Please let me know how I can help! Happy to. I am more than happy to come stay at your home or I can bring them to mine! Either way we’re going for walks! Haha

Sitter Profile Image: Zach D.
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Zach D.
from
$55
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Charlottesville, VA, 22901

Zach was a new sitter to our family and I am so glad we met him through Rover! He took the absolute best care of our dog and cats, and our house, while we were away for a few days. It was so nice knowing our furry family members were in great hands. He definitely treated them like his own and I have a feeling they're going to miss him now that we're home! We can't wait to have Zach back again!

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Jamie O.
Sitter Profile Image: Dawn "Star" C.
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Dawn "Star" C.
Star Sitter
from
$95
per night
4.9 out of 5 stars
124 reviews
39 repeat clients
40 years of experience
Charlottesville, VA, 22903

Star and Jack did an amazing job taking care of my senior girls. This is my first time using them and will definitely rebook. I felt so confident that my pups were getting the ABSOLUTE best care while I was away. So happy that I book them!

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Lydia J.
Sitter Profile Image: Jonathan S.
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Jonathan S.
Star Sitter
from
$95
per night
5.0 out of 5 stars
24 reviews
11 repeat clients
40 years of experience
Charlottesville, VA, 22901

Absolutely wonderful! He was kind, professional, punctual, and my dogs loved him. Would highly recommend him and use his services in the future!

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Erin B.
Sitter Profile Image: Anna D.
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Anna D.
Star Sitter
from
$25
per night
5.0 out of 5 stars
10 reviews
5 repeat clients
17 years of experience
Belmont, Charlottesville, VA, 22902

Anna was great and our puppy Dot loves her! Anna followed our instructions we left for Dot and was very attentive. She read into Dots needs very well. We are very grateful to have Anna in our lives and have already rebooked with her! Thank you Anna!

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Jenna J.
Sitter Profile Image: Maggie S.
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Maggie S.
from
$40
per night
4 years of experience
Charlottesville, VA, 22902

About: I grew up with cats and have helped taken care of my senior cat as well. I also am a volunteer at the local spca I just finished my graduate program at UVA so I have lots of free time to care for and play with your pups and cats!! I have lots of experience house sitting as well. My main goal is to take care of your pet and also your home! My hope is that your house looks exactly the same as when you left it!

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The median cost per night for house sitting in Cunningham is $50

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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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 Cunningham average 4
repeat house sitting clients

FAQs for House Sitting - Cunningham

Frequently asked questions about Rover

As of June 2026, there are 318 sitters on Rover offering House Sitting across Cunningham. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Cunningham walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Cunningham maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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 Cunningham 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!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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

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.

Yes, you can find sitters who have experience with handling special pet needs in Cunningham. On Rover:

  • 97% of sitters can help with special care needs
  • 100% 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.

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