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.
from
$60
per night
5.0 out of 5 stars
103 reviews
42 repeat clients
20 years of experience
Charlottesville, VA, 22911

Definitely all 5 stars for Lissette! She stayed in our home with our two dogs for a few days, and we could not have been happier. Lissette is a delight. Conscientious, enthusiastic, and showed lots of love to our pets. She went above and beyond with lots of walks in the neighborhood, lots of playtime in the backyard, and caring for our home. Great communication, too. A real superstar!

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Lindy I.
Sitter Profile Image: Dustin & Allyson M.
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Dustin & Allyson M.
from
$95
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
17 years of experience
Palmyra, VA, 22963

From the moment Harper met them I knew they were good people. They were very responsive and sent a lot of pictures. That made me feel very comfortable leaving her and enjoying our activity. I definitely recommend Dustin and Allyson!

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

Anna was great! She took great care of my dog and my place while I was gone! She communicates well, sends frequent updates. Will rebook with her in the future!

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Jaelyn C.
Sitter Profile Image: Bryana P.
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Bryana P.
from
$27
per night
5.0 out of 5 stars
38 reviews
16 repeat clients
15 years of experience
Palmyra, VA, 22963

About: I have been a dog owner since as far back as I can remember. I have owned and cared for multiple breeds including chihuahuas, huskies, and pitbulls. I currently have two rescue dogs - a Rottweiler/Blue Heeler mix, and a cute mutt that we found hiding on the street at only 4 weeks old. They are both 7 years old, and my best pals. I currently own two large dogs that I feed and walk twice a day. On weekends, we try to get out to the park or hiking to give them some fresh air and exercise. Although I work full time, my job is very flexible so I am able to make the time necessary to care for your pets! I have a fenced in yard and two friendly dogs who love to play, if you ever need them to have a break from being confined in your home. I am also happy to play fetch or tug of war, give lots of treats, and share lots of pictures so you'll never be missing their cute face!

Sitter Profile Image: Danielle C.
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Danielle C.
Star Sitter
from
$95
per night
5.0 out of 5 stars
228 reviews
69 repeat clients
30 years of experience
Charlottesville, VA, 22901

Danielle was simply amazing. We received tons of photos and updates throughout the week. She quickly communicated when she had questions and was quick to implement any suggestions. Our girl is so shy and has some trouble on day one adjusting to new sitters- Danielle was so patient and kind with our girl and she was back to her silly, snuggly and fun self in no time! We hope to rebook in the future!

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

Meg was very responsive and communicated throughout the visit. She provided extra attention and care during storms and we were thrilled with all the pictures of a happy girl. She not only cared for our pet, but the house was well taken care of and everything was as we had left it. We highly recommend Meg and Kyle.

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Cindy F.
Sitter Profile Image: Julie W.
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Julie W.
from
$27
per night
30 years of experience
Palmyra, VA, 22963

About: I’ve been a lifelong pet owner and have spent the past 12+ years volunteering with a local rescue that specializes in special-needs animals. Over the years, I’ve fostered dozens of dogs with a wide range of needs, helping them learn basic obedience, house manners, and successful housebreaking skills while preparing them for their forever homes. I currently share my home with a special-needs Great Dane, a Labradoodle, and an elderly cat. My Labradoodle is a trained therapy dog, and together we participate in visits to schools, hospitals, nursing homes, and other community settings. Through my own pets and foster animals, I have extensive experience caring for senior dogs, dogs with mobility challenges, dogs requiring medications, and pets needing extra patience and attention. I regularly provide pet care for friends, family, and neighbors through home visits and in-home boarding. I understand that every pet has a unique personality and routine, and I strive to provide the same love, structure, and care that they receive at home. Whether your pet is young and energetic, elderly, special-needs, or simply needs a little extra attention, I will care for them as if they were my own. Pet care fits very naturally into my daily routine. My children are grown, and I have the flexibility to devote plenty of time and attention to the pets in my care. Our own pets are an important part of our family, and caring for them is already a central part of my daily life. I enjoy playing pickleball and going to the gym, but otherwise I spend much of my time at home. This allows me to provide frequent potty breaks, exercise, companionship, and lots of attention for visiting pets. Whether your pet enjoys walks, playtime, cuddles on the couch, or simply a consistent routine, I have the time and flexibility to help them feel comfortable, safe, and loved while you’re away. Safety and comfort are my top priorities when caring for your pets. My home has a securely fenced yard and a doggie door, allowing dogs safe access to outdoor time while remaining supervised. I also have multiple crates and the ability to separate pets when needed. With years of fostering and caring for special-needs, senior, and rescue animals, I understand that every pet has different needs, personalities, and comfort levels. I am experienced in managing introductions, creating separate spaces, and maintaining routines that help pets feel secure and stress-free. When providing care in your home, I treat your home with the same respect I would my own. I am happy to bring in mail and newspapers, water plants, clean litter boxes, and help maintain your pet’s normal routine. I can also transport pets to veterinary appointments if needed. My goal is to provide dependable, loving care so you can travel with confidence, knowing your pets and home are in good hands.

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

Dakota did an amazing job taking care of our dog for the entire weekend! Our dog has lots of medication and diet needs, and Dakota handled that with no issues! We returned to a very happy pup!

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Landon R.
Sitter Profile Image: Nathan M.
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Nathan M.
from
$64
per night
5.0 out of 5 stars
33 reviews
12 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: Michelle B.
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Michelle B.
Star Sitter
from
$85
per night
5.0 out of 5 stars
23 reviews
6 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
5.0 out of 5 stars
4 reviews
3 repeat clients
5 years of experience
Charlottesville, VA, 22902

Victoria is so attentive, communicates well, and is caring and fun for my dog to feel comfortable when we are away!

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

Brayleigh is a great young lady and perfect for your pets needs! Our girls were very well cared for as well as our home! Very highly recommended!

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Ricky R.
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: dieira h.
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dieira h.
from
$30
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
6 years of experience
Charlottesville, VA, 22911

Dieira has been amazing and our Izzy just adores her, she has stayed in our home do 2 plus weeks with no issues and checked in with sweet pictures regularly. We will definitely use her services again ☺️

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J D.
Sitter Profile Image: Tina P.
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Tina P.
from
$60
per night
5.0 out of 5 stars
35 reviews
11 repeat clients
20 years of experience
Scottsville, VA, 24590

Tina was wonderful with our puppy. He had never had a pet sitter before, and she took excellent and loving care of him, with lots of play time, exercise, and even some training. He even cried when she left! We will definitely ask her to take care of him again.

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Carolyn C.
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

Wow. Dani did an awesome job caring for our fur babies and our home. Everyone was happy and well fed. The house was clean and well cared for.

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Allan C.
Sitter Profile Image: Megan R.
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Megan R.
from
$80
per night
4.9 out of 5 stars
23 reviews
6 repeat clients
14 years of experience
Venable, Charlottesville, VA, 22903

Megan was spectacular, stepping in with very short notice to dog sit my puppy for a week when my original sitter canceled a few days before I left. She took very good care of my dog a provided some very cute photos of the fun they were having

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Matthew C.
Sitter Profile Image: Tracy S.
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Tracy S.
from
$40
per night
5.0 out of 5 stars
5 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: Zach D.
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Zach D.
from
$55
per night
5.0 out of 5 stars
11 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: Samantha K.
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Samantha K.
from
$150
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Charlottesville, VA, 22902

About: I am comfortable with all kinds of dogs and needs. I personally care for a GSD and a Heeler mix, and am comfortable with rambunctious and large dogs. Both of my dogs practice loose leash walking, and I love using our walks as time to tire their brains as well as their bodies. I can give medications, including subq and other injections. And I’m working on becoming a certified trainer, but for now I do not offer training services. I work a few part time gigs that change with the seasons. I have lots of flexibility to meet the needs of your pets. I generally do not go out of town during major holidays. I have lived on estates as a property manager, and ran my own home repair business for several years. I’m good at handling emergencies, and enjoy fixing things when I have the opportunity

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

Pet parents share their Rover experiences - Cunningham

1 / 1
5.0 out of 5 stars

Our pups and cat were extremely well cared for. Communication was great and we will definitely be booking them again!

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Susan D.
House Sitting
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  • 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?

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  • 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 pets like family

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for house sitting - Cunningham

Select a filter and find qualifying sitters offering house sitting.

Sitters in Cunningham average 4
repeat house sitting clients

FAQs for House Sitting - Cunningham

Frequently asked questions about Rover

As of August 2026, there are 324 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:

  • 100% 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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