Dog Boarding Cunningham

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Over 82
pet parents in Cunningham have booked dog boarding

Cunningham, Find top rated dog boarding

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: Heather N.
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Heather N.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 31 reviews
7 repeat clients
20 years of experience
Palmyra, VA, 22963

“Heather & her family were a great match for Mía. From the Meet & Greet, to drop off, asking how to best care for her, and pick up…they were responsive, informative, and caring. Thank you!”

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Kent B.
Sitter Profile Image: Michelle T.
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Michelle T.
from
$38
per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
30 years of experience
Bremo Bluff, VA, 23022

“Michelle did an amazing job with my baby Maverick! Communication and updates were timely and appreciated! Would definitely recommend and use her again!”

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Ed L.
Sitter Profile Image: Brooke B.
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Brooke B.
from
$85
per night
4.9 out of 5 stars
• 12 reviews
4 repeat clients
30 years of experience
Palmyra, VA, 22963

“Brooke saves the day for our last-minute booking. She took great care of our big pup.”

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S & Andy G.
Sitter Profile Image: Riley E.
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Riley E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 26 reviews
10 repeat clients
14 years of experience
Charlottesville, VA, 22901

“This was our first time leaving Pepe with a sitter and our first time using Rover, so we were a bit nervous, you never really know who you’re leaving your dog with. But Riley was exceptional from the very beginning. Even before I booked her, she helped me figure out how the app worked and made the whole process easy. During Pepe’s stay, she kept me 100% informed at all times with photos, videos, and messages. She was incredibly attentive, caring, and professional. I truly felt peace of mind knowing Pepe was in her hands. I have no doubt he was well cared for, and I would absolutely book her again. Thank you so much, Riley, for treating Pepe like your own dog, we truly appreciate it.”

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Ana T.
Sitter Profile Image: Nadia G.
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Nadia G.
from
$45
per night
5.0 out of 5 stars
• 29 reviews
3 repeat clients
25 years of experience
Schuyler, VA, 22969

“I am overwhelmed with joy at how AMAZING Nadia was with watching my baby boy. Truly, she went above and beyond in a way I’m not accustomed to. My husband and I have only left Zuko with trusted family and friends, especially after having a bad experience leaving him at a kennel when no one we knew were available. Understandably, we were a little nervous leaving him for the first time since with a stranger. From the start, Nadia was incredibly responsive, having responded to my request immediately. Her initial detailed questions showed she takes this very seriously and I had a good feeling so we booked. Upon drop-off, Nadia was unbelievably thorough, asking more questions and making sure we covered everything, while also informing me of the type of care she planned to provide, such as supplementing Zuko’s diet with healthy human food, and taking him out into the woods as long as I was comfortable with it. She and her husband were so warm, welcoming, and sweet, greeting our pup as if they already knew him, and while our pup is normally very timid around new people, he seemed really comfortable in both their presence. My husband and I drove away feeling at ease that Zuko was in safe, capable hands. Throughout her time with him, Nadia frequently sent adorably written updates with pictures, and she gave him plenty of exercise, stimulation, and lots of spoils with great food. We were able to relax on our vacation and not worry, as Nadia gave our boy the most amazing love and care that a pet parent can only dream of from their sitter. It was clear Zuko enjoyed his time as he seemed to have already made himself at home and looked so happy being at the retreat upon pick-up. I cannot recommend Nadia more highly!!! She is the absolute best, and if we were local, I know without a doubt that we’d be regulars.”

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Olivia C.
Sitter Profile Image: Aly B.
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Aly B.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 68 reviews
24 repeat clients
25 years of experience
Charlottesville, VA, 22911

“Aly was very flexible on drop off and pickup times. She sent a few photos, which was totally appropriate. Would DEFINITELY leave our dog with her again! She is now family.”

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Faye R.
Sitter Profile Image: Caroline D.
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Caroline D.
from
$75
per night
5.0 out of 5 stars
• 70 reviews
28 repeat clients
10 years of experience
Fry Springs, Charlottesville, VA, 22903

“Caroline took great care of our boy while we were on a long vacation! We got tons of updates and pictures and our dog seemed happy and tired when we got back.”

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Ella B.
Sitter Profile Image: Abigail R.
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Abigail R.
from
$45
per night
5.0 out of 5 stars
• 99 reviews
48 repeat clients
10 years of experience
Buckingham, VA, 23921

“Abigail was wonderful with our Roscoe! We can tell he loved his stay with her and didn't want to leave! :) She took great care of him and I would recommend her to anyone.”

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Chelsie S.
Sitter Profile Image: Christine & Charles P.
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Christine & Charles P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
25 years of experience
Charlottesville, VA, 22980

“Our dog Lincoln loved staying at Christine’s place! She took such good care of him, and he came home very happy! We enjoyed our vacation without having to worry about our dogs comfort of safety. Thank you Christine!”

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Alexandra D.
Sitter Profile Image: Hope B.
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Hope B.
from
$40
per night
5.0 out of 5 stars
• 89 reviews
37 repeat clients
10 years of experience
Charlottesville, VA, 22911

“Once again Camp Hope & Loretta was such a wonderful respit for us and such an awesome time to socialize for Biscuit. I really believe the chance to hang out with her is so helpful. Thank you Hope!!!🐾🐾🐾🐾”

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Elke Z.
Sitter Profile Image: Alexandra & Logan M.
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Alexandra & Logan M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
15 years of experience
Charlottesville, VA, 22903

“Alexandra and Logan were wonderful with my (sometimes overly) curious terrier, Eddie! I am always concerned about Eddie escaping to chase an animal, and they took my concerns seriously and took steps to ensure that wouldn't happen. Their fence setup was great too - the fenced-in yard wraps all the way around the house, so even if a dog slipped out of the house, they would still be in the yard. On top of that, they sent lots of pictures and were so kind to Eddie. He didn't want to leave!”

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Stephanie B.
Sitter Profile Image: Don & Bobbi S.
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Don & Bobbi S.
from
$42
per night
5.0 out of 5 stars
• 1 review
20 years of experience
Goochland, VA, 23063

“Excellent care provided for our pup.”

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Rhonda F.
Sitter Profile Image: Anne G.
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Anne G.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
15 years of experience
Charlottesville, VA, 22901

“Anne took great care of our dog Hershey. He was very comfortable and happy at her house. We highly recommend Anne and look forward to using her again in the future”

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TobyJoy G.
Sitter Profile Image: Cory P.
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Cory P.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 111 reviews
21 repeat clients
30 years of experience
Crozet, VA, 22932

“Cory did an excellent job, start to finish. He communicated in a timely and clear manner, was flexible, and sent pictures of our pup every day. Our dog came home happy and exhausted! We will definitely book with Cory again!”

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Jenni D.
Sitter Profile Image: Brianne C.
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Brianne C.
from
$45
per night
5.0 out of 5 stars
• 30 reviews
16 repeat clients
10 years of experience
Charlottesville, VA, 22901

“Briane is the BEST! Our 10 year old rescue had a tough start to life, so as a result, he has some pretty bad anxiety. He LOVED every minute of his time with Briane - we can tell b/c she sent us lots of pics and updates! She was so kind and understanding of our guy’s issues and needs. He had a blast running around her huge yard, and also enjoyed lots of long walks. I cannot recommend her highly enough!”

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Lori S.
Sitter Profile Image: Paige K.
Verified Enhanced Background Check
Paige K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 22 reviews
5 repeat clients
15 years of experience
Barboursville, VA, 22923

“Paige took excellent care of my dog, Maggie, for over two weeks. She provided daily updates, photos, and videos, which gave me great peace of mind while traveling. Paige was also very helpful and flexible with scheduling, and she kindly accommodated an extension when I requested one. Maggie was treated like one of her own and had an absolute blast with Paige and her puppies. Thank you so much, Paige!”

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Suwei W.
Sitter Profile Image: Ashley C.
Verified Background Check
Ashley C.
from
$80
per night
5.0 out of 5 stars
• 84 reviews
20 repeat clients
15 years of experience
Fry Springs, Charlottesville, VA, 22903

“Ashley was awesome! I got lots of great pics and videos and Bella seemed to have an amazing weekend with Ashley! I’ll definitely be using her again when we go out of town.”

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Taylor W.
Sitter Profile Image: Myra J.
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Myra J.
from
$42
per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
40 years of experience
Gum Spring, VA, 23065

“Myra and her daughter were wonderful with our Yorkie. I could tell from all the pics she sent that Buttercup was happy and they were very caring with her!”

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Tara D.
Sitter Profile Image: Lindsay T.
Verified Background Check
Lindsay T.
from
$50
per night
5.0 out of 5 stars
• 29 reviews
12 repeat clients
20 years of experience
Fry Springs, Charlottesville, VA, 22903

“Lindsay gave exceptional care to Maple. She kept us updated during our time away, and Maple was so happy to stay there. Would return to Lindsay in a heartbeat.”

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Jamie S.
Sitter Profile Image: Karmen B.
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Karmen B.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
15 years of experience
Orange, VA, 22960

About: Welcome! I’m Karmen, and I work as a school counselor. Caring for others has always been a big part of who I am. I’m also a lifelong animal-lover. Rover has become one of my favorite hobbies because it allows me to spend my free time doing something I love—helping others! Whether your pet is staying with me or I’m caring for them in their own home, my goal is to provide the same love, attention, and care they receive from you. I want you to have peace of mind knowing your pets are safe, happy, and treated like my own. 🐾🧡 I enjoy caring for dogs, cats, and other small pets through drop-in visits and house sitting for pets who are happiest in their own environment. 🐶🐱

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The median cost per night for dog boarding in Cunningham is $50

Dog parents share their Rover experiences - Cunningham

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5.0 out of 5 stars

Tamara and her family were fantastic. She sent updates and pictures along the way which were incredibly helpful and put me at ease while away. I came back to a happy (and tired) puppy! Absolutely rebooking her in the future!

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Catherine C.
Boarding
5.0 out of 5 stars

Heather was absolutely great! She would send me updates and photos of Maggie. She did a wonderful job at the meetup to confirm this would work, and while she watched Maggie I had zero concerns and knew she was being taken care of.

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Kelly W.
Boarding
5.0 out of 5 stars

Brooke was wonderful and took excellent care of our big dog Tucker. We are very appreciative and very happy! Thank ever so much.

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Tiffany O.
Boarding
5.0 out of 5 stars

Dakota was fantastic. She communicated well and often and sent photos of my sweet fur baby to reassure me she was doing well. I will definitely use her again for pet sitting.

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Mandy K.
Boarding
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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.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  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.

Popular requests for dog boarding - Cunningham

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Cunningham average 12
repeat dog boarding clients

FAQs for Dog Boarding - Cunningham

Frequently asked questions about Rover

The average cost of Dog Boarding in Cunningham is $32 per night as of November 2026. Most bookings cost between $30 and $50 per night. On Rover, 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 November 2026, there are 169 sitters on Rover offering Dog Boarding across Cunningham. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

98% of sitters in Cunningham can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Cunningham home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Cunningham.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

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

  • 99% of sitters can help with special care needs
  • 100% 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.

You and your Cunningham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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