Dog Boarding Wildwoods
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Wildwoods, 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.
“Rodney and Marissa loved on and took care of my big baby. They are very patient and first class when it came to handling Eros, who is a handful! I highly recommend them and will continue to work with them in the future.”

“Kimberly is the best, she took such great care of my Neco. She cared for him for 6 days through the Thanksgiving Holiday. She sent me great pictures and videos of him daily. She is a true dog lover. I will definitely be booking her again to care for my dog.”

“Keyona was great with my 6 year old Shih Tzu. My mind was at ease with knowing he was in good hands, considering he’s never been with anyone other than a family member. She sent pictures and videos each day, which was a plus. I would definitely book with her again.”

“Carla was very flexible to a last minute cancelation we had from another Rover boarder. She was not only highly communicative with pictures but also was so accommodating to special requests. We will be using her in the future.”

“This latest stay with Mila was the longest that Woodford has had with anyone, and we were admittedly nervous because of some separation issues he has. He was happy and excited to see us but was unexpectedly calm. Mila has developed a close bond with him, which puts both him and us at ease when we’re out of town. We’ll continue to use her as our preferred sitter going forward! :)”


“Felice was great! She gave me updates every day and sent lots of pictures. Layla had a great time and I always felt confident that she was being well taken care of.”


“We booked Ashley to watch our dog as we were going out of town for the Christmas holiday. We couldn't be happier; Ashley was responsive, sent pictures and it looked like our doggie might have had a better vacation than we did! Our dog was recently diagnosed with diabetes and Ashley handled the insulin administration with no concerns and even went out of her way to get more insulin from our vet! Ashley and her family were welcoming and they have a beautiful property for your dogs to roam. We look forward to booking with her more!”
“Miss. Lingli was amazing. She provided impeccable care for Grayson, my cat. During my time away, Miss Lingli provided pictures daily to keep me posted of Grayson 's mood and comfortability.”

“Brittanie & Ryan sent us lots of pictures of Lottie while we were away. Lottie seemed to have a very good time with both their dogs and their daughter. We think she went to summer camp! We also appreciated that they were flexible when our flight changes impacted our original pick-up and drop-off times.”

“I felt comfortable leaving my pup with Nicolas. His home a was clean and spacious, and his neighborhood was suitable for dog walking. Would definitely recommend and request to board with him again.”


“Our fur babies felt right at home with Will, Adriele and Ringo. We dropped off our 4 year old dog and 5 month old puppy and could tell from all the pup-dates they had a blast. They were very flexible with pick up/ drop off time and were very friendly/knowledgeable. I could tell they read my care instructions by the questions they asked when I dropped off the pups. Will definitely use them again when we go out of town!”


“James and Mary are great! You can tell that they really care about the dogs and enjoy having them. I always feel good leaving my two dogs with them. My dogs love staying with James and Mary and have so much fun.”
“Alonni’s love for animals shows through her kindness! She watched our dog Buddy (who can be a handful) during thanksgiving weekend and she did a great job!. She sent us lots of pictures and maintained constant communication with us, even sent Buddy home with a goodbye gift! Would recommend her 10/10!”

“Cheryl was amazing! We constantly received pictures and videos of our fur baby and never had to wonder how he was doing. She was also very accommodating of us when we were late to pickup due to our flight being late. Highly recommend!”

“Virgina watched my retired guide dog Harry in her home while I was traveling for business. She made sure everyone would get along beforehand and took time to meet and talk with me. This was the first time Harry was staying with someone he didn't know and I was worried he'd be anxious. He had a good time with her senior dog Chip. I'll likely book with her again.”

Dog parents share their Rover experiences - Wildwoods
This was Rome’s first boarding experience through Rover and Kimberly was an excellent sitter. She was so attentive to him and kept me updated with pictures of his visit. When I went to pick him up, he almost didn’t want to leave. I’ll definitely be reaching out to her for future boarding.

I would give Brianna 10 stars if I could! Excellent communication before and during my dogs stay with her. She was gentle with him and was sure to understand the dos and don’ts. She sent pics daily and my dog looked relaxed and happy! I highly recommend her services, and will be booking with her again!

Brisa & Jackson were amazing! From beginning to end they were very responsive and easygoing. This was my first time allowing anyone to watch my little one other than my family but they made the experience extremely easy and comfortable. They cared for my dog as their own. I already plan to book them for my next vacation.

Keyona was able to accommodate my dog for a last-minute three-day trip, and I truly appreciated how flexible and accommodating she was. She provided excellent customer service and sent me daily pictures and videos, which gave me peace of mind and made his first stay with Keyona relaxing and stress-free. I would definitely recommend her and will use her services again! Thank you again!

Carla is absolutely amazing with my dog, from the moment I drop him off until I pick him up there is constant communication. Pictures of him playing and having fun. I will always bring him to her home. He is so comfortable and always enjoys himself. I can’t thank her enough for always watching my Brownie. We Thank You!!

Mariah is the perfect sitter for my Bentley…I was gone on a cruise for 8 days and Bentley was in Mariah’s care for 10 days and she is outstanding!!! Bentley even received while in her care as well. Highly recommended, Greatly appreciated. Will definitely request her again for a 4th time.

We had a wonderful experience with Ayanna and her family! She was incredibly attentive and treated our boy with so much love and care—like he was part of her own family. You can tell she genuinely enjoys what she does. We’ll absolutely be back and highly recommend her services!

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.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - Wildwoods
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Wildwoods
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Wildwoods 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 Wildwoods.
<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Wildwoods 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 MD 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.














