Dog Boarding in Wenona, MD
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Top rated Wenona dog boarders

“We can’t thank Kai enough for being an absolute lifesaver during our recent trip to Ocean City. We had brought our dog Rex along, thinking the hotel allowed pets—but to our surprise, they didn’t. We were in a real bind, and Kai came through for us in the best possible way. She welcomed Rex into her home on short notice and treated him like one of her own. From the moment we dropped him off, we felt completely at ease. Kai kept us updated throughout the stay with regular messages and the sweetest pictures—it made such a difference knowing he was in loving hands. Rex was so happy and well cared for. When we picked him up, he looked like he’d had a vacation of his own! If you’re looking for someone who is kind, reliable, and genuinely loves dogs, I cannot recommend Kai enough. She was truly a blessing, and we are beyond grateful for her help.”


“Lindsey is amazing! Got lots of picks of Chief having a ball with her family. Chief got home and slept half the day because he was so worn out from having such a good time. Always recommend Lindsey for anyone's pet watching needs!”


“Christianna is the BEST! At our meet and greet I knew My puppy was going to be in excellent hands! My puppy was with her for a total of 4 days. I recieved DAILY updates which included pictures & videos. I knew she genuinely cares for animals. I will be bringing daisy back.”



“Melissa and her family were FANTASTIC dog sitters. She sent pictures and updates every single day. Our dogs got along so well and had a great weeklong stay! 👍🏻 We can’t wait to book with them again! ♥️”

“Dawn was great with our fur baby boy! We picked up a happy boy from staying with Dawn for 6 days. I highly recommend Dawn for boarding any dog! We will refer and use her services again!”


About: Dog sitting is something I truly excel at—I’m attentive, responsible, and genuinely love spending time with dogs. I make sure each pup feels safe, comfortable, and cared for, whether that means sticking to their feeding routine, going on long, playful walks, or just being there for some quality cuddle time. I pay close attention to their behavior and needs, quickly noticing if something seems off. I treat every dog like they're part of the family, and pet parents can relax knowing their furry friend is in great hands with me. I currently work part-time caregiver for my mom and father. I have a flexible work schedule so I can do all hours . I believe the more rime u can spend with a animal the more you conny just like a caregiver. I ahve a cat that is friendly and free to go as he pleases. i have toys and a nice yard to play in although will still have to be a leash. And as for your home i will keep the most responsible respectful i can be in your home and to your pet.


“🐶YOU DEF WANT THIS FAMILY TO WATCH YOUR PUP!!!! 💕 If I could give more than 5 stars 🤩 I would!!! This was my first time using rover and it ended up being way a way better experience than I could have ever imagined. Daniel and his wife are truly wonderful people🙏🏻🫶🏻I went on a cruise to Mexico 🌎🚢🌊..and had to leave my rescue pitbull pumpkin in safe hands..and I truly couldn't have found anyone better .🙏🏻🫶🏻 They gave "pumpkin" so much love and fun, I think she thought she was on vacation as well🥹🙏🏻 They treated pumpkin like she was family and when pumpkin had some health issues when I was gone they made sure that she was getting the best care. I am so grateful for how they treated my girl..when I was helpless and away on a cruise, they were there..🥹AND WENT OUT OF THEIR WAY FOR HER♥️ They're literally my heros.🫶🏻🫶🏻🫶🏻 Needless to say, I had an amazing trip, and pumpkin made more family, and I made new friends 🙏🏻☺️🐾 I can't say it enough, THESE ARE THE KIND OF PPL YOU WANT RO WATCH YOUR PRECIOUS PUPS♥️🐾 the whole experience was smooth sailing 🚢 for me, and for my pumpkin girl ♥️🐾”


“Best sitter! Molly had a great time running and resting at Kate’s house for the weekend. She had an extra crate for her when I forgot mine and also kept me updated with Molly’s day. I really appreciated the short turn around as my planned sitter canceled last minute and I was scrambling to find a reliable fix! Thank you Kate!”


“Ashley was great!! She took care of both our dogs while we were away for the holiday. She constantly checked in, sending us pictures. Our dogs were right at home and treated very well. Love Ashley and highly recommend her!!”



“Dear Denise. S. Thank you so much for taking care of our cutie Bagheera. This was my first time leaving our puppy and I was nervous to leave him in a strange home. Denise treated Bagheera like her own puppy. I am extremely thankful to Denise and actually whole family. Bagheera had such a good time. The best part was sending updates in the form of pics and messages. I truly appreciate her professionalism with a personal touch. Now Bagheera has a second home and he will be staying with Denise and family whenever needed. I highly recommend Denise for anyone's dogs sitting. Denise you are awesome. Thanks again.”


“This was our first time ever using Rover as we just acquired a rescue puppy. Jodi was the perfect match for our fur baby. She understood his need for walks and his “zoomies” (periods of over excitement). I could not have picked a better sitter. During our absence she sent us pictures and updates which made us feel near him. I cannot say enough great things but rest assured she will always be our go to person for Maverick.”


“Chrishauna and her family was so AMAZING! My fur baby was so well taken care of and loved as if she was their own. They took care of her for almost a week and I got pictures and updates daily. I’m so happy I chose her to care for my fur baby and she will definitely be the only sitter for my family.”


About: With over 4 years of experience as a professional dog trainer and pet care provider, I bring a calm, confident, and caring energy to every dog I meet. Whether your pup needs overnight boarding, walks, or some extra playtime, I treat every dog like my own—with love, patience, and lots of belly rubs! I specialize in understanding each dog’s unique personality and needs. From high-energy pups to shy seniors, your dog’s comfort and safety are always my priority. I also offer updates with photos so you can feel at ease while you’re away. Let’s give your pup a fun, safe, and loving stay. I can’t wait to meet your best friend! 🐶❤️ It is my full time job so the dogs get my attention throughout the day and evening if they board over night with me I like to include them in my everyday life as much as possible. When unsupervised I keep the dogs in a ruffland crate for safety of your dog and the other dogs I have at the time. I live right by the river and love to take the dogs there to play in the water and the beach! I also have a gps collar that I put on every dog when I take them outside of my house for safety.

About: I have over 30 years of caring for dogs of all breeds and sizes-including rescue dogs. It is a dogs world-I just pay the bills!! Hi there! I have taken care of and loved dogs all of my life! I currently have two dogs at home- Ryder who is a 7 year old yellow lab who loves to play fetch and cuddle and CiCi, a six year old shepherd mix who loves to explore the backyard and play. Both of my dogs are very dog friendly and love to play. I work from home most days and am available on weekends. I have half an acre of fenced in back yard that allows your fur baby to have endless zoomies and potty breaks! I also take my dogs on frequent walks to get their exercise on as well. Dogs are welcomed on the couch. Interactions and meals between dogs will always be supervised. Please let me know how I can best fit your dogs needs! I have a spacious house that allows allows dogs to relax and have their space. My backyard is half an acre and fenced completely. I enjoy walking my dogs for both physical and mental exercise. I always ensure the safety of my dogs and will care equally for anyone who trusts me with their pups.

“I can’t say enough good things about Micaya! From the very beginning, she was professional, communicative, and genuinely caring. My dog absolutely loved her — I could tell by how relaxed and happy he was when I got back. I got regular updates, photos, and videos, which gave me total peace of mind while I was away. It’s clear that Micaya treats every pet like her own. Highly recommended — I’ll definitely be booking again!”

Loving dog boarding sitters in your neighborhood
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Shakya S.Star Sitter

“We can’t thank Kai enough for being an absolute lifesaver during our recent trip to Ocean City. We had brought our dog Rex along, thinking the hotel allowed pets—but to our surprise, they didn’t. We were in a real bind, and Kai came through for us in the best possible way. She welcomed Rex into her home on short notice and treated him like one of her own. From the moment we dropped him off, we felt completely at ease. Kai kept us updated throughout the stay with regular messages and the sweetest pictures—it made such a difference knowing he was in loving hands. Rex was so happy and well cared for. When we picked him up, he looked like he’d had a vacation of his own! If you’re looking for someone who is kind, reliable, and genuinely loves dogs, I cannot recommend Kai enough. She was truly a blessing, and we are beyond grateful for her help.”


Alicia S.

“Thank you Galicia for always taking great care of our pups! You are awesome and accommodating during our recent emergency. I would recommend you to everyone 🩷”


Lindsey Y.Star Sitter

“Lindsey is amazing! Got lots of picks of Chief having a ball with her family. Chief got home and slept half the day because he was so worn out from having such a good time. Always recommend Lindsey for anyone's pet watching needs!”


Christianna & Mary B.
Star Sitter


“Christianna is the BEST! At our meet and greet I knew My puppy was going to be in excellent hands! My puppy was with her for a total of 4 days. I recieved DAILY updates which included pictures & videos. I knew she genuinely cares for animals. I will be bringing daisy back.”




Melissa B.Star Sitter
“Melissa and her family were FANTASTIC dog sitters. She sent pictures and updates every single day. Our dogs got along so well and had a great weeklong stay! 👍🏻 We can’t wait to book with them again! ♥️”


Kayla & Bryant F.Star Sitter

“Hayes had a great time at Kayla’s house! I really appreciate that she was able to watch Hayes on such short notice and took good care of our sweet girl!”


Dawn G.Star Sitter

“Dawn was great with our fur baby boy! We picked up a happy boy from staying with Dawn for 6 days. I highly recommend Dawn for boarding any dog! We will refer and use her services again!”


John C.
About: Dog sitting is something I truly excel at—I’m attentive, responsible, and genuinely love spending time with dogs. I make sure each pup feels safe, comfortable, and cared for, whether that means sticking to their feeding routine, going on long, playful walks, or just being there for some quality cuddle time. I pay close attention to their behavior and needs, quickly noticing if something seems off. I treat every dog like they're part of the family, and pet parents can relax knowing their furry friend is in great hands with me. I currently work part-time caregiver for my mom and father. I have a flexible work schedule so I can do all hours . I believe the more rime u can spend with a animal the more you conny just like a caregiver. I ahve a cat that is friendly and free to go as he pleases. i have toys and a nice yard to play in although will still have to be a leash. And as for your home i will keep the most responsible respectful i can be in your home and to your pet.




Daniela K.
Star Sitter


“Maggie seemed to really enjoy her visit. I loved the pictures Daniela sent of Maggie during my trip. I would definitely use her services again!”




Daniel W.Star Sitter

“🐶YOU DEF WANT THIS FAMILY TO WATCH YOUR PUP!!!! 💕 If I could give more than 5 stars 🤩 I would!!! This was my first time using rover and it ended up being way a way better experience than I could have ever imagined. Daniel and his wife are truly wonderful people🙏🏻🫶🏻I went on a cruise to Mexico 🌎🚢🌊..and had to leave my rescue pitbull pumpkin in safe hands..and I truly couldn't have found anyone better .🙏🏻🫶🏻 They gave "pumpkin" so much love and fun, I think she thought she was on vacation as well🥹🙏🏻 They treated pumpkin like she was family and when pumpkin had some health issues when I was gone they made sure that she was getting the best care. I am so grateful for how they treated my girl..when I was helpless and away on a cruise, they were there..🥹AND WENT OUT OF THEIR WAY FOR HER♥️ They're literally my heros.🫶🏻🫶🏻🫶🏻 Needless to say, I had an amazing trip, and pumpkin made more family, and I made new friends 🙏🏻☺️🐾 I can't say it enough, THESE ARE THE KIND OF PPL YOU WANT RO WATCH YOUR PRECIOUS PUPS♥️🐾 the whole experience was smooth sailing 🚢 for me, and for my pumpkin girl ♥️🐾”


Susan R.

“Susan was amazing! She was willing to work with our schedule and was very accommodating. She was great at sending daily updates with pictures.”


Kate B.
Star Sitter


“Best sitter! Molly had a great time running and resting at Kate’s house for the weekend. She had an extra crate for her when I forgot mine and also kept me updated with Molly’s day. I really appreciated the short turn around as my planned sitter canceled last minute and I was scrambling to find a reliable fix! Thank you Kate!”


Ashley W.
Star Sitter


“Ashley was great!! She took care of both our dogs while we were away for the holiday. She constantly checked in, sending us pictures. Our dogs were right at home and treated very well. Love Ashley and highly recommend her!!”




Denise S.

“Dear Denise. S. Thank you so much for taking care of our cutie Bagheera. This was my first time leaving our puppy and I was nervous to leave him in a strange home. Denise treated Bagheera like her own puppy. I am extremely thankful to Denise and actually whole family. Bagheera had such a good time. The best part was sending updates in the form of pics and messages. I truly appreciate her professionalism with a personal touch. Now Bagheera has a second home and he will be staying with Denise and family whenever needed. I highly recommend Denise for anyone's dogs sitting. Denise you are awesome. Thanks again.”


Jodi G.

“This was our first time ever using Rover as we just acquired a rescue puppy. Jodi was the perfect match for our fur baby. She understood his need for walks and his “zoomies” (periods of over excitement). I could not have picked a better sitter. During our absence she sent us pictures and updates which made us feel near him. I cannot say enough great things but rest assured she will always be our go to person for Maverick.”


Chrishauna M.

“Chrishauna and her family was so AMAZING! My fur baby was so well taken care of and loved as if she was their own. They took care of her for almost a week and I got pictures and updates daily. I’m so happy I chose her to care for my fur baby and she will definitely be the only sitter for my family.”


Casi M.
About: With over 4 years of experience as a professional dog trainer and pet care provider, I bring a calm, confident, and caring energy to every dog I meet. Whether your pup needs overnight boarding, walks, or some extra playtime, I treat every dog like my own—with love, patience, and lots of belly rubs! I specialize in understanding each dog’s unique personality and needs. From high-energy pups to shy seniors, your dog’s comfort and safety are always my priority. I also offer updates with photos so you can feel at ease while you’re away. Let’s give your pup a fun, safe, and loving stay. I can’t wait to meet your best friend! 🐶❤️ It is my full time job so the dogs get my attention throughout the day and evening if they board over night with me I like to include them in my everyday life as much as possible. When unsupervised I keep the dogs in a ruffland crate for safety of your dog and the other dogs I have at the time. I live right by the river and love to take the dogs there to play in the water and the beach! I also have a gps collar that I put on every dog when I take them outside of my house for safety.


Kevin L.
About: I have over 30 years of caring for dogs of all breeds and sizes-including rescue dogs. It is a dogs world-I just pay the bills!! Hi there! I have taken care of and loved dogs all of my life! I currently have two dogs at home- Ryder who is a 7 year old yellow lab who loves to play fetch and cuddle and CiCi, a six year old shepherd mix who loves to explore the backyard and play. Both of my dogs are very dog friendly and love to play. I work from home most days and am available on weekends. I have half an acre of fenced in back yard that allows your fur baby to have endless zoomies and potty breaks! I also take my dogs on frequent walks to get their exercise on as well. Dogs are welcomed on the couch. Interactions and meals between dogs will always be supervised. Please let me know how I can best fit your dogs needs! I have a spacious house that allows allows dogs to relax and have their space. My backyard is half an acre and fenced completely. I enjoy walking my dogs for both physical and mental exercise. I always ensure the safety of my dogs and will care equally for anyone who trusts me with their pups.


Micaya S.

“I can’t say enough good things about Micaya! From the very beginning, she was professional, communicative, and genuinely caring. My dog absolutely loved her — I could tell by how relaxed and happy he was when I got back. I got regular updates, photos, and videos, which gave me total peace of mind while I was away. It’s clear that Micaya treats every pet like her own. Highly recommended — I’ll definitely be booking again!”




Heather C.

“Heather did a great job with our boy. He was walked regularly and we received updates every day.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 25 sitters provided dog boarding in Wenona. 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, 93% of Wenona dog boarding sitters respond in under an hour.
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Wenona.
Rover makes it easy to find Wenona 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 25 dog boarding sitters in Wenona on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
