Dog Boarding in Wildewood, MD
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Top rated Wildewood dog boarders
“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!”
“I cannot recommend Christianna enough! My 7-month-old puppy stayed with her for 3 nights while I was out of town, and she was absolutely amazing. She was extremely communicative the entire time—sending daily updates, pictures, and videos, which gave me such peace of mind while I was away. It was clear from the photos and videos that my pup was happy, well cared for, and having a great time. I really appreciated her attentiveness and how much love she showed my dog. I’ll definitely be booking with her again!”
“Leo had an amazing time with Melissa and her family. She had her dogs which kept him busy and happy as he loves to play with others and he got plenty of cuddles. We did a meet and greet with the pups a week before the boarding to ensure wveryone got along well and i could already tell leo was in great hands and Melissa even assured me there would always be someone there just in case. The pictures Melissa sent as we were gone made me happy to see that he was getting spoiled and was having great naps and playtime. She updated me daily and ensured Leo was fed exactly what was needed and we would definitely love to have Leo come "sleepover" again.”
“My 2year old had the time of his four-legged life with Denise and her husband. I have never left my puppy for more than a couple days with someone other than family and I was a little nervous. We scheduled a meet and greet and the rest is history. They make you feel at ease the moment you step into their fenced in backyard. They asked a lot of questions to get to know my baby and I definitely appreciated that. We were gone for 6 days and my puppy was exhausted when we picked him up. Lol. He played and ran and rolled in the dirt to his heart's content. Denise sent pics and videos daily which I loved. I have absolutely no complaints and would not hesitant to leave my Stitch with them. He had a blast!”
“Sent us pictures of our pup everyday and gave updates. Our pupper had a friend all week to play with and came back happy! Great family to have take care of your dog!”
“Kayla and Bryant are absolutely amazing! I’m so thankful I found them. They go above and beyond for you and your fur baby! Cooper loved his stay and can’t wait to go back! If I could give a 100 stars I would!”
“Jacqueline was great. She was able to accommodate a last minute boarding session and made sure our dog felt welcomed and loved. I received many photos throughout our dogs stay which I appreciated!”
“Christine is an excellent pet sitter. She is warm and friendly with both the owner and the pet. She asks detailed questions because she wants to take care of your dog in the best way. She sent daily pictures and videos so I knew my Wally was happy ? I would strongly recommend Christine!”
“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!!”
“Anika was great! She sent pictures and videos. She was very responsive when I reached out. I really liked that she let us meet her before booking! I am a new puppy mom and was super sad and scared to leave Ace! She made me feel much more comfortable after meeting her! Ace is really spoiled and demands attention. And she did really great with him! I will be using her again! Thank you for taking care of our baby!”
“I don’t think my dogs wanted to come home after staying with Susy. She went above and beyond to ensure they were well cared for and happy. I trust her implicitly and will use her again the next time I leave town.”
“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.”
“I had a fantastic experience with Kathryn for my toy poodle, Prince! She was attentive and caring, and Prince came back happy. Kathryn kept me updated with photos and messages, which eased my mind. Highly recommend!”
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!”
About: Very experienced 20 plus years dog owner and dog lover! We bread our KCC and now have 2 beautiful small gentle dogs. Your pet is welcome in our home. Or I can visit them in yours. I have two children age 9 and 13 who have had dogs all their lives. Love all dogs and are very good at caring and playing with them! I am a stay at home mum. Originally from Ireland and live in Wildewoods. I have flexibility to cater for your Dogs needs. Communication will be first class to reassure you on your time apart. Large home. My two small dogs will offer company or indeed I can visit your home if your dog prefers solo walks and to stay in familiar surroundings. We have a fenced back garden and live in a quiet neighbourhood.
About: Family and friends have entrusted me with their fur babies for walks, bathing and occasionally dog sitting when owners go on vacation knowing they are well cared for and loved with many cuddles and fun . If you have an emergency or desperately need pet service, please reach out! I’m willing to work with you! I work a rotating schedule that gives me a good amount of time off between work days. Please reach out to collaborate a game plan with me that’s more in depth and specific! Cheerio! My clients fur babies are well cared for with walks, play time, potty breaks, bath time, feedings and of course lots of cuddles and tummy rubs. Dogs are therapeutic beings that bring joy and comfort to the soul that will forever be family. With my occupation, I am well aware of my surroundings. Safety is one of my top priorities especially if your fur baby does not get along with other dogs, I can work with it and handle it with little to no problem. I have cared for dogs that are obedient to orders especially in open land and around others.
Loving dog boarding sitters in your neighborhood
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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
“I cannot recommend Christianna enough! My 7-month-old puppy stayed with her for 3 nights while I was out of town, and she was absolutely amazing. She was extremely communicative the entire time—sending daily updates, pictures, and videos, which gave me such peace of mind while I was away. It was clear from the photos and videos that my pup was happy, well cared for, and having a great time. I really appreciated her attentiveness and how much love she showed my dog. I’ll definitely be booking with her again!”
Melissa B.Star Sitter
“Leo had an amazing time with Melissa and her family. She had her dogs which kept him busy and happy as he loves to play with others and he got plenty of cuddles. We did a meet and greet with the pups a week before the boarding to ensure wveryone got along well and i could already tell leo was in great hands and Melissa even assured me there would always be someone there just in case. The pictures Melissa sent as we were gone made me happy to see that he was getting spoiled and was having great naps and playtime. She updated me daily and ensured Leo was fed exactly what was needed and we would definitely love to have Leo come "sleepover" again.”
Denise R.Star Sitter
“My 2year old had the time of his four-legged life with Denise and her husband. I have never left my puppy for more than a couple days with someone other than family and I was a little nervous. We scheduled a meet and greet and the rest is history. They make you feel at ease the moment you step into their fenced in backyard. They asked a lot of questions to get to know my baby and I definitely appreciated that. We were gone for 6 days and my puppy was exhausted when we picked him up. Lol. He played and ran and rolled in the dirt to his heart's content. Denise sent pics and videos daily which I loved. I have absolutely no complaints and would not hesitant to leave my Stitch with them. He had a blast!”
Bobbi H.Star Sitter
“Sent us pictures of our pup everyday and gave updates. Our pupper had a friend all week to play with and came back happy! Great family to have take care of your dog!”
Kayla & Bryant F.Star Sitter
“Kayla and Bryant are absolutely amazing! I’m so thankful I found them. They go above and beyond for you and your fur baby! Cooper loved his stay and can’t wait to go back! If I could give a 100 stars I would!”
Jacqueline D.Star Sitter
“Jacqueline was great. She was able to accommodate a last minute boarding session and made sure our dog felt welcomed and loved. I received many photos throughout our dogs stay which I appreciated!”
Christine S.Star Sitter
“Christine is an excellent pet sitter. She is warm and friendly with both the owner and the pet. She asks detailed questions because she wants to take care of your dog in the best way. She sent daily pictures and videos so I knew my Wally was happy ? I would strongly recommend Christine!”
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!!”
Anika C.
“Anika was great! She sent pictures and videos. She was very responsive when I reached out. I really liked that she let us meet her before booking! I am a new puppy mom and was super sad and scared to leave Ace! She made me feel much more comfortable after meeting her! Ace is really spoiled and demands attention. And she did really great with him! I will be using her again! Thank you for taking care of our baby!”
Susy L.
“I don’t think my dogs wanted to come home after staying with Susy. She went above and beyond to ensure they were well cared for and happy. I trust her implicitly and will use her again the next time I leave town.”
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.”
Chloe T.
“Very communicative and accommodating! Even though our dog wasn’t the best house guest, she changed things up to help him. Thank you soooooo much!!!!”
Kathryn W.
“I had a fantastic experience with Kathryn for my toy poodle, Prince! She was attentive and caring, and Prince came back happy. Kathryn kept me updated with photos and messages, which eased my mind. Highly recommend!”
Haley W.
“Haley was amazing! Had to leave our pup for a longer trip and she was in good hands with Haley and her family.”
Angela Y.Star Sitter
“Great friendly Family. They took care of the dogs as if they were there own. She kept me updated. Communication was great. Would recommend.”
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!”
Ruth D.
“Ruth is wonderful with dogs, especially having owned several herself. Her current two King Charles Cavalier Spaniels are beautiful animals, raised and cared for very well. She has also minded many other pets with the same care, affection, and attention. Be assured that your pet is in very safe hands with Ruth.”
Drew R.
“I met Drew at my old job and we instantly hit it off talking about my little boy (Dexter). Well Ive since gotten a new job that demands a lot of my time unfortunately. This makes it hard to walk Dexter when he needs to/I want to. So I reached out to Drew and she very extremely flexible with my schedule. She's always very polite and punctual and has never missed walking Dexter even once. Dexter loves her and since she's started walking him, there have been zero accidents in the house for me to clean up after work. She makes being busy with a pet much easier to handle. 10/10 would recommend”
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1. Search
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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
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Why Choose Rover?
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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.
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Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 139 sitters provided dog boarding in Wildewood. 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, 89% of Wildewood dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Wildewood have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 Wildewood.
Rover makes it easy to find Wildewood 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 139 dog boarding sitters in Wildewood on Rover, so you’re sure to find the perfect match for your dog! In Wildewood, 91% of sitters offer daily exercise, 100% 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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