Dog Boarding in Olive, VA
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Top rated Olive dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“From the moment I met Kathryn and her family during the meet and greet for my two pups, I knew they were in the best hands. The warm and welcoming environment they provided instantly put me at ease, and I could see how much they genuinely cared for animals. Throughout the dog sitting services, Kathryn went above and beyond to ensure my pups were comfortable, happy, and well taken care of. Her dedication and love for animals truly shone through in everything she did. I am so pleased/grateful for Kathryn's exceptional care and will definitely be utilizing her services again. I highly recommend Kathryn to anyone seeking a reliable, loving, and trustworthy pet sitter. Thank you for everything, Kathryn!”
“Amber, did a wonderful job taking care of my dog! She was attentive, and caring towards my dog, making sure he gets his medicine everyday. She sent me pictures and updates on his status. I really appreciate her taking care of my pet on a short notice. I will use her again! Thanks Amber.”
“Sonja and Phil did an excellent job looking after our fur babies and we will certainly be repeat customers. They shared multiple pics and updates daily, which set my mind at ease as I am always anxious about boarding them.”
“Heather has hosted our 88 lbs yellow lab Chewy for extended overnight stays twice now. We know he's enjoyed the stay because he is eager to get in her door when we drop him off - and he's tired from all the play and fun when we pick him up days later. She does a great job communicating with us and takes his mischief with good humor. Will definitely continue to board him with her.”
“Milu loved staying with Phillip. We could tell by the pictures and videos he shared with us that she was happy and comfortable. We would definitely booked with him again. 100% recommended.”
“Angel was an absolute lifesaver while I was out of town! She did a fantastic job taking care of my dog, making sure she was well-fed. I really appreciated the regular updates and photos, which gave me complete peace of mind. I'd highly recommend Angel to anyone looking for a responsible and caring dog sitter!”
“tiffany, david and their kids are absolutely great! they take really great care of my dogs, they are very communicative and jus does above and beyond. i would absolutely recommend them to anyone and everyone!”
“Even though we were away on holiday, she kept us informed and stayed in touch throughout the whole trip as if we never had part from our dog. All the photos we received as well of her being happy were extremely reassuring and comforting as well.”
“Ford was happy staying with Ligia, as happy as he could be staying a way from me. Ligia was very patient with his anxiety. I will definitely be using her again.”
“A great vacation for my high energy pups! Christopher was very responsive and was awesome at accommodating for my shepards. Lots of space for them to run and play. Would recommend!”
“Our dog, Merlin, had an absolutely fantastic time staying overnight here. He was well cared for, and he loved the companionship and play time with the other dogs, something that he doesn't get at home since he's an only-dog. We will definitely be staying here in the future!”
“Lana was amazing with my dogs! I needed a last minute sitter for my two pups at the last minute and she was nice enough to help me out. She is such a nice and genuine person that loves animals! My pups were very comfortable staying with her. Thank you Lana 🙏🏽”
“Allison and Ivan were spectacular sitters for our boy! Kobe had an amazing time with them and Nori. While our trip was very short, we received plenty of updates on Kobe’s time with them. We’re really happy that he had a great time and was taken care of. Would definitely recommend using them for dog sitting!”
“I highly recommended Aleksandra for sitting your pup! She is a friendly and trustworthy dog sitter! She made my anxious puppy feel safe and at home. I felt very comfortable leaving my dog with him and she kept me updated with pictures and texts. Thanks Aleksandra for all your help!”
“My Yorkie, Richie enjoyed his stay at LaToya’s house. Latoya is very caring, compassionate and took Richie on many walks and her communication to me was great. She sent me pictures and updates of Richie throughout the day. She went above and beyond to care for Richie. I am thankful and grateful to Latoya. He was in great care under Latoya. I would highly recommend Latoya.”
“If you're looking for someone reliable to take care of your furry friend while you're away, I highly recommend Christie. She recently took care of our dog Vera while we were out of town, and I have to say, she went above and beyond our expectations. Christie even did a meet and greet with us the night before we left, which really put us at ease. While we were gone, she took excellent care of Vera and treated her like her own pet. In fact, Vera enjoyed her stay so much that she almost didn't want to come back home! Christie is truly an amazing pet sitter, and we're grateful to have found her.”
“Iris was a great babysitter for our dog! This was our first time using Rover and our family was nervous. We know our pup well and wanted the best. Iris communicated everything with great detail from beginning to end. She calmed our nerves with a meet and greet prior to our booking and continued to communicate and send photos the whole time we were out of town. We very much appreciated the level of care for our dog!”
“We had a great experience with Yeny and Ray! They were wonderful with our Furbaby, Kyon. We received lots of sweet and funny photo updates that perfectly captured his personality. It’s clear he was well loved and cared for.. he misses them already! We’re looking forward to booking with them again. Highly recommend!”
“We feel so fortunate to have found Rachel to care for our pup while we were on vacation, she was fantastic! We received pictures and videos almost daily and Rachel was incredible responsive. Our dog had such a great time playing with Rachel’s pup and all the activities such as going to the dog park and walks! I would absolutely recommend Rachel!”
“Hannah was caring, patient and loving with my Luke. I will definitely reach out to her when I need someone to take care of him and I will recommend her to anyone who needs a petsitter. Thank you Hanna!”
Loving dog boarding sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Kathryn M.Star Sitter
“From the moment I met Kathryn and her family during the meet and greet for my two pups, I knew they were in the best hands. The warm and welcoming environment they provided instantly put me at ease, and I could see how much they genuinely cared for animals. Throughout the dog sitting services, Kathryn went above and beyond to ensure my pups were comfortable, happy, and well taken care of. Her dedication and love for animals truly shone through in everything she did. I am so pleased/grateful for Kathryn's exceptional care and will definitely be utilizing her services again. I highly recommend Kathryn to anyone seeking a reliable, loving, and trustworthy pet sitter. Thank you for everything, Kathryn!”
Amber L.
Star Sitter
“Amber, did a wonderful job taking care of my dog! She was attentive, and caring towards my dog, making sure he gets his medicine everyday. She sent me pictures and updates on his status. I really appreciate her taking care of my pet on a short notice. I will use her again! Thanks Amber.”
Sonja & Phil K.
“Sonja and Phil did an excellent job looking after our fur babies and we will certainly be repeat customers. They shared multiple pics and updates daily, which set my mind at ease as I am always anxious about boarding them.”
Heather S.Star Sitter
“Heather has hosted our 88 lbs yellow lab Chewy for extended overnight stays twice now. We know he's enjoyed the stay because he is eager to get in her door when we drop him off - and he's tired from all the play and fun when we pick him up days later. She does a great job communicating with us and takes his mischief with good humor. Will definitely continue to board him with her.”
Phillip L.Star Sitter
“Milu loved staying with Phillip. We could tell by the pictures and videos he shared with us that she was happy and comfortable. We would definitely booked with him again. 100% recommended.”
Angel L.Star Sitter
“Angel was an absolute lifesaver while I was out of town! She did a fantastic job taking care of my dog, making sure she was well-fed. I really appreciated the regular updates and photos, which gave me complete peace of mind. I'd highly recommend Angel to anyone looking for a responsible and caring dog sitter!”
Tiffany & David N.Star Sitter
“tiffany, david and their kids are absolutely great! they take really great care of my dogs, they are very communicative and jus does above and beyond. i would absolutely recommend them to anyone and everyone!”
Connie L.Star Sitter
“Even though we were away on holiday, she kept us informed and stayed in touch throughout the whole trip as if we never had part from our dog. All the photos we received as well of her being happy were extremely reassuring and comforting as well.”
Ligia D.Star Sitter
“Ford was happy staying with Ligia, as happy as he could be staying a way from me. Ligia was very patient with his anxiety. I will definitely be using her again.”
Christopher H.Star Sitter
“A great vacation for my high energy pups! Christopher was very responsive and was awesome at accommodating for my shepards. Lots of space for them to run and play. Would recommend!”
Warren B.Star Sitter
“Our dog, Merlin, had an absolutely fantastic time staying overnight here. He was well cared for, and he loved the companionship and play time with the other dogs, something that he doesn't get at home since he's an only-dog. We will definitely be staying here in the future!”
Svetlana I.Star Sitter
“Lana was amazing with my dogs! I needed a last minute sitter for my two pups at the last minute and she was nice enough to help me out. She is such a nice and genuine person that loves animals! My pups were very comfortable staying with her. Thank you Lana 🙏🏽”
Allison & Ivan W.Star Sitter
“Allison and Ivan were spectacular sitters for our boy! Kobe had an amazing time with them and Nori. While our trip was very short, we received plenty of updates on Kobe’s time with them. We’re really happy that he had a great time and was taken care of. Would definitely recommend using them for dog sitting!”
Aleksandra F.
“I highly recommended Aleksandra for sitting your pup! She is a friendly and trustworthy dog sitter! She made my anxious puppy feel safe and at home. I felt very comfortable leaving my dog with him and she kept me updated with pictures and texts. Thanks Aleksandra for all your help!”
LaToya J.
“My Yorkie, Richie enjoyed his stay at LaToya’s house. Latoya is very caring, compassionate and took Richie on many walks and her communication to me was great. She sent me pictures and updates of Richie throughout the day. She went above and beyond to care for Richie. I am thankful and grateful to Latoya. He was in great care under Latoya. I would highly recommend Latoya.”
Christie W.Star Sitter
“If you're looking for someone reliable to take care of your furry friend while you're away, I highly recommend Christie. She recently took care of our dog Vera while we were out of town, and I have to say, she went above and beyond our expectations. Christie even did a meet and greet with us the night before we left, which really put us at ease. While we were gone, she took excellent care of Vera and treated her like her own pet. In fact, Vera enjoyed her stay so much that she almost didn't want to come back home! Christie is truly an amazing pet sitter, and we're grateful to have found her.”
Iris Logan H.
“Iris was a great babysitter for our dog! This was our first time using Rover and our family was nervous. We know our pup well and wanted the best. Iris communicated everything with great detail from beginning to end. She calmed our nerves with a meet and greet prior to our booking and continued to communicate and send photos the whole time we were out of town. We very much appreciated the level of care for our dog!”
Yeny & Ray C.
“We had a great experience with Yeny and Ray! They were wonderful with our Furbaby, Kyon. We received lots of sweet and funny photo updates that perfectly captured his personality. It’s clear he was well loved and cared for.. he misses them already! We’re looking forward to booking with them again. Highly recommend!”
Rachel P.
“We feel so fortunate to have found Rachel to care for our pup while we were on vacation, she was fantastic! We received pictures and videos almost daily and Rachel was incredible responsive. Our dog had such a great time playing with Rachel’s pup and all the activities such as going to the dog park and walks! I would absolutely recommend Rachel!”
Hannah Elizabeth P.
“Hannah was caring, patient and loving with my Luke. I will definitely reach out to her when I need someone to take care of him and I will recommend her to anyone who needs a petsitter. Thank you Hanna!”
Olive dog parents share their Rover experiences
My Yorkie, Richie enjoyed his stay at LaToya’s house. Latoya is very caring, compassionate and took Richie on many walks and her communication to me was great. She sent me pictures and updates of Richie throughout the day. She went above and beyond to care for Richie. I am thankful and grateful to Latoya. He was in great care under Latoya. I would highly recommend Latoya.
I am so happy to have found Erin and her family to watch my pet during my stay away. Erin provided amazing updates, pics, and videos, which made me feel safe that my dog in such great hands. This was my first time away from my dog and I am so grateful I found a family that took care of him like their own. I would recommend Erin to anyone and will definitely continue to book with her.
Popular requests near you
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1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Olive is $40
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Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Olive average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 415 sitters provided dog boarding in Olive. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Olive dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Olive have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Olive.
Rover makes it easy to find Olive dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 415 dog boarding sitters in Olive on Rover, so you’re sure to find the perfect match for your dog! In Olive, 95% of sitters offer daily exercise, 95% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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