Dog Boarding in Wildwood, MD
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Wildwood dog boarders

“Working with Megan and Jacob was a pleasure! Cooper looked like he was having a wonderful time in all the pictures they sent. Dunkin’ and the other buddies were great companions while he was there, too.”


“Gisel and her family were absolutely amazing to my fury baby. The constant updates and videos/pictures allowed me to be on travel stress free. I will definitely be letting my baby go back and back again. ☺️”


“Finn had another wonderful stay with Melanie! We loved the picture & video updates and felt at ease while we were away. My dog seems very comfortable at her house and loves playing with her pup!”


“Cece had so much fun at Whitney's. She was exhausted when she got home from playing so much. Great at communicating and sent pics. I will definitely book again.”


“Richard was awesome for my baby Cosmo! He was very attentive when we first arrived and asked a lot of questions and took notes regarding Cosmo. He stayed in contact with me and sent updates and pictures which I really appreciated. I ran into some problems with my plane and he was so understanding and accommodating and waited up with a full report about Cosmo!! I truly felt comfortable leaving Cosmo with Richard and his wife and will be definitely be using him again!!”


“Liz is amazing! This was my first time leaving my dog with someone and I was nervous but she made everything so easy. She took such great care of my dog that I think he misses her now. We will be booking again in a few weeks ☺️☺️☺️”


“Deanna is such a great dog sitter! She and her lovely family took such great care of Romee. Romee had walks, plenty of playtime—just a perfect situation. Knowing Deanna was taking care of Romee allowed me to truly relax and not worry a bit while I was out of town. I’ll be rebooking with Deanna! Absolutely recommend.”

“Janay was great. Gus was happy. She sent pics of them having fun. Janay correspondence was timely and consistent. This was our first time using her and I would use her again.”


“This was our first time using Rover and we were looking to find someone to watch Luna in less than a week. We are SO happy we booked with Theresa to take care of our pup. She is knowledgeable, careful, and friendly. She kept us updated throughout the day and kept us at ease throughout the entire process. The drop off/pick up process was seamless and Theresa was understanding of Luna’s many “quirks”. Luna had a great time and we would book Theresa again. We definitely recommend her services!”


“Wonderful family that took great care of our 80lbs Shepherd, Archie. They treated him like a part of their family which is the best you can hope for when you have to leave your dog behind. Looking forward to having them sit in the future!”


“Steph couldn’t have been any more perfect for our dog, Remy! It was the first time we left a pet with a non-family member but I felt completely comfortable. Steph even has a doggie-sofa in her living area. I could tell from our first meet and greet that she was in tune with dog behavior. Her dogs are the sweetest hosts too! When we picked up Remy, I could just tell that she had a wonderful weekend. I really appreciate having a reliable, loving place to take Remy when needed.”


“The level of detail and care that Patrick & Bahiya is above my expectations. This is the second time boarding my dog with them due to their trust and professionalism.”

Loving dog boarding sitters in your neighborhood
Search Results


Jacob & Megan W.
Star Sitter


“Working with Megan and Jacob was a pleasure! Cooper looked like he was having a wonderful time in all the pictures they sent. Dunkin’ and the other buddies were great companions while he was there, too.”


Gisel D.Star Sitter

“Gisel and her family were absolutely amazing to my fury baby. The constant updates and videos/pictures allowed me to be on travel stress free. I will definitely be letting my baby go back and back again. ☺️”


Melanie A.Star Sitter

“Finn had another wonderful stay with Melanie! We loved the picture & video updates and felt at ease while we were away. My dog seems very comfortable at her house and loves playing with her pup!”


Whitney R.Star Sitter

“Cece had so much fun at Whitney's. She was exhausted when she got home from playing so much. Great at communicating and sent pics. I will definitely book again.”


Jill & Chad H.


“Jill and Chad were great with Willie. They sent daily updates and pictures letting us know how he was doing. He definitely got plenty of love and attention while we were away.”


Richard I.

“Richard was awesome for my baby Cosmo! He was very attentive when we first arrived and asked a lot of questions and took notes regarding Cosmo. He stayed in contact with me and sent updates and pictures which I really appreciated. I ran into some problems with my plane and he was so understanding and accommodating and waited up with a full report about Cosmo!! I truly felt comfortable leaving Cosmo with Richard and his wife and will be definitely be using him again!!”


Paris V S.
Star Sitter


“Paris did really great with communication and made us feel comfortable that our dog was having a good time. She was very accommodating as well.”


Jenn S.

“Jenn was amazing with our puppy boxer! She sent us lots of pictures, our pup loved her dogs, and she made us feel like our girl was in good hands while we were away.”


Elizabeth F.Star Sitter

“Liz is amazing! This was my first time leaving my dog with someone and I was nervous but she made everything so easy. She took such great care of my dog that I think he misses her now. We will be booking again in a few weeks ☺️☺️☺️”


Deanna B.
“Deanna is such a great dog sitter! She and her lovely family took such great care of Romee. Romee had walks, plenty of playtime—just a perfect situation. Knowing Deanna was taking care of Romee allowed me to truly relax and not worry a bit while I was out of town. I’ll be rebooking with Deanna! Absolutely recommend.”


Janay H.Star Sitter

“Janay was great. Gus was happy. She sent pics of them having fun. Janay correspondence was timely and consistent. This was our first time using her and I would use her again.”


Briana & Isaiah S.Star Sitter

“Briana and Isaiah were lovely! They welcomed my dog Steven into their home, and treated him like one of the family. I highly recommend their services 😊”


Erin H.Star Sitter

“So attentive to my pups and goes above and beyond to make them feel at home. I have total confidence that my guys are well cared for whenever they visit Erin.”


Theresa C.Star Sitter

“This was our first time using Rover and we were looking to find someone to watch Luna in less than a week. We are SO happy we booked with Theresa to take care of our pup. She is knowledgeable, careful, and friendly. She kept us updated throughout the day and kept us at ease throughout the entire process. The drop off/pick up process was seamless and Theresa was understanding of Luna’s many “quirks”. Luna had a great time and we would book Theresa again. We definitely recommend her services!”


Katrina & Jason M.Star Sitter

“Wonderful family that took great care of our 80lbs Shepherd, Archie. They treated him like a part of their family which is the best you can hope for when you have to leave your dog behind. Looking forward to having them sit in the future!”


Steph P.
Star Sitter


“Steph couldn’t have been any more perfect for our dog, Remy! It was the first time we left a pet with a non-family member but I felt completely comfortable. Steph even has a doggie-sofa in her living area. I could tell from our first meet and greet that she was in tune with dog behavior. Her dogs are the sweetest hosts too! When we picked up Remy, I could just tell that she had a wonderful weekend. I really appreciate having a reliable, loving place to take Remy when needed.”


Patrick & Bahiya A.Star Sitter

“The level of detail and care that Patrick & Bahiya is above my expectations. This is the second time boarding my dog with them due to their trust and professionalism.”


Amanda D.
Star Sitter

“Amanda and her family are very caring and Bo enjoys his time playing with Rosco in their fenced backyard! I feel like Bo is treated like family!”


Sarah M.

“Sarah was fantastic. Very flexible with drop off and pick up. Would recommend her for dog sitting!”


Dorothy C.

“I immediately felt comfortable after meeting Dorothy and knew my dog was in good hands. I appreciated her updates and flexibility with our schedule. We will book again!”
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, 1,145 sitters provided dog boarding in Wildwood. 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 Wildwood dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Wildwood have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 Wildwood.
Rover makes it easy to find Wildwood 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 1,145 dog boarding sitters in Wildwood on Rover, so you’re sure to find the perfect match for your dog! In Wildwood, 95% of sitters offer daily exercise, 98% offer medication administration, and 93% 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.
