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

Over 1,226 pet parents in Gwynn Oak have booked dog boarding
Gwynn Oak, 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.
About: I have taken care of my own dogs and cats my entire life and cannot remember a time I didn't love them all. My cat is no longer with me but I still have dogs and would love to care for your pets as I currently do my own. I can handle big dogs and little dogs as well as am willing to clean out your cats litterboxes. I'm happy to tussle with big dogs and take naps with lap dogs anytime! I'm a college student looking for work over the breaks and any pet time over the semester as I'll be away from my own. I'm happy to work around my class schedule to be with your pets as much as possible. I have a mostly fenced yard with the only opening being the driveway but intend to do walks and keep pets leashed just for safety. My own home has two dogs that are great with other dogs, both of them being on the smaller side and great with people as well. When I'm up at school there will be no other pets up there and the space will be fully for your pets. I'm also able to do house sitting, walks, and drop-ins for your pets to make sure your pets are getting love and attention when you're away.
“Dozer had alot. Of fun boarding with Shakiyla! He got a lot of time to play and tons of walks over the weekend. Will book with her again next vacation!”

“Great sitters for my pup. They provided photos and updates while I was away. My dog seemed really happy, calm in his photos so I knew he was in good hands! Virginia & Steve were very accommodating of my travel plans, I would rebook & recommend them.”

“Nicole was very kind and attentive to Shirley. Shirley requires a lot of human company, and Nicole and her family provided that in spades! I received regular updates regarding Shirley’s activities, as well as photos. Book Nicole and your furry friend will be in good hands.”

“Aida was a wonderful sitter and my dog had a great time with her! He enjoyed time spent in her large yard, many walks, and an overall comfortable stay. She shared frequent updates and pictures, and was happy to adapt to my dog’s routine and quirks. I felt so comfortable and was able to enjoy my trip, knowing my dog was in fabulous care.”

“Ariel did an awesome job with my 13 month old shih tzu. Her professionalism, care, and attention to details were very much appreciated. She is the best pet sitter in my opinion.”

“Brittanie and Ryan were absolutely amazing! It’s hard to find people you can trust with your fur baby, but these two are serious dog people. They took Millie in as one of their own and provided her with love and me with multiple updates to put my mind at ease. I will definitely be using them in the future!”

“Kelly and her husband are simply amazing. From booking to post-pick-up, their communication was clear and timely. During Leo's stay with them, Kelly sent me photos, videos, and update comments numerous times throughout the day. It made a huge difference for me and my daughter (9 yo) who missed Leo very much during our trip. They were so warm and kind to Leo, and I could tell that they truly cared for the pet they were looking after. They took Leo to exciting walks, let him play off leach in their backyard, and cuddled with him. I know they've done all of this because they send me so many pictures. Leo looked very comfortable and content in the photos and videos. I highly recommend Kelly and her husband!!!”

“Robin makes the dogs under her care part of the family. This was my first overnight visit for my pet. She was well cared for and provided with supervised socialization opportunities. Robin does a nice job of keeping me informed with video and photos.”

“I’m so grateful that I found Kassandra to board my dog, Benji! The consistent updates and photos provided throughout, gave me such peace of mind while I was away. Kassandra and her adorable son will love your dog like their own to make the absence easier on your pup. Oh, and benji got spoiled with that amazing fenced in yard! 10/10 recommend.”

“Marwa and Casey are amazing! Marwa is detail oriented and ensured Beanie felt at home as much as possible. They supplied us with updates throughout the day and were very responsive all times of the day. They took care of Beanie very well, 1000% will be booking again!”

“Jessica was awesome. She took great care of my baby Paris. She kept in contact with this nervous dog mom and made me feel at ease. Will definitely book with her again.”

“Another great stay for my little Tofu. Jhane and Emjay take good care of my little guy, send lots of photos and are great at communication. Highly recommend them.”

“Shannon did a terrific job taking care of our dog, Oak. He came home exhausted and happy. We received lots of updates about his many walks and time spent hanging out with her family. We look forward to future stays at Shannon's house!”

“Ashley was a pleasure to work with . This was my first time leaving my baby and Ashley took excellent care of Oreo. She eased my anxiety and kept me posted with plenty of pictures throughout his stay .”

“Gizmo (our 1 year old dog) stayed with Steven for 8 days. We found a very happy and well cared for dog! Got pictures every night. Will definitely use his services again”

“I booked with Victoria for a quick overnight while I was traveling from Virginia to Pennsylvania, and she was so kind and flexible—especially when I needed to pick my dogs up late that same evening instead of the next morning. I really appreciated her working with my schedule! She was very sweet, and her home was lovely—clean, welcoming, and clearly a great environment for dogs. I felt comfortable leaving my pups with her, and she listened closely to the care instructions I shared. I’d definitely book with her again. She was warm, communicative when needed, and made the whole process easy.”

The median cost per night for dog boarding in Gwynn Oak is $50
Dog parents share their Rover experiences - Gwynn Oak
Dimitri was really good with communication. He was willing to do a meet and greet ahead of the boarding to get acclimated with Theo. He was good with separating my dog from his dog when he saw that he was uncomfortable....until he got comfortable. He sent photos and videos and updated me on his progress during his stay.

Erika - thank you for being such a wonderful caretaker for Tarot, since her first day meeting you she has been comfortable. Your ability to watch her consistently has been a big relief for her and myself, she is always so happy to see you time and time again. I truly appreciate you being so flexible and creating some consistency during my travels. -Brandon

Leah and Shawn were fantastic sitters for my Pitsky, Finnegan! I was traveling from out of state (looking to move to Baltimore) and felt completely comfortable leaving him in their care. They are both very laid-back, knowledgeable people who clearly understand dogs and dog behavior. Finnegan is a higher energy dog, and they were more than capable of handling the things that come along with that. I appreciated receiving updates and a few photos while I was away, which gave me peace of mind he was doing well. When I picked Finnegan up, he seemed very happy, relaxed, and well cared for. I can tell Leah and Shawn have a love for dogs that extends beyond their two very sweet resident pups, Olive and Zoe, who were such gracious hosts to have my little monster as a guest for an extended weekend stay. I would absolutely book with Leah and Shawn again and we fully intend to use them for future stays. Highly recommend!

I’m so grateful that I found Kassandra to board my dog, Benji! The consistent updates and photos provided throughout, gave me such peace of mind while I was away. Kassandra and her adorable son will love your dog like their own to make the absence easier on your pup. Oh, and benji got spoiled with that amazing fenced in yard! 10/10 recommend.

P1 definitely had a great time, and we really appreciate the care you gave him. One small thing we noticed afterward was that all the food we prepared was gone, which ended up being a bit more than his usual amount. He had a couple more bowel movements than normal, so we think he may have been slightly overfed. Just wanted to mention this for future reference. Thank you again!

2nd time watching Mika! Brittney is so easy to work with and kept my puppy safe over night on a holiday! Mika boarded at her home and had a great time playing with their puppy. Brittney is super easy to communicate with and very responsive to my texts or calls. I'm looking fwd to having her watch my girl again for sure!

As a first time Rover user of the sitting service, Mila eased my anxiety with the care she provided to my senior dog. I was had not worries while out of town. She updated me and kept in communication along with sending pics. She is wonderful and my dog took to her beautiful energy. Thank you Mila for your exceptional service!

The best Dog Sitter we’ve ever had! Very good with the dogs, they came back very happy. Very good with the communication. She took lots of pictures. Very good condition conditions you can tell by the pictures of things are neat and tidy. We will definitely be using Gloria again!

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
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Popular requests for dog boarding - Gwynn Oak
Select a filter and find qualifying sitters offering dog boarding.Sitters in Gwynn Oak average 12 repeat dog boarding clients
FAQs for Boarding - Gwynn Oak
Frequently asked questions about Rover
The average cost for Dog Boarding in Gwynn Oak on Rover is $42.8 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of August 2026, there are 3,263 sitters on Rover offering Dog Boarding across Gwynn Oak. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
92% of Gwynn Oak sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Gwynn Oak landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Gwynn Oak 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 Gwynn Oak.
Tip: 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 Gwynn Oak 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.













