Dog Boarding Chesapeake Ranch Estates-Drum Point
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 22 pet parents in Chesapeake Ranch Estates-Drum Point have booked dog boarding
Chesapeake Ranch Estates-Drum Point, 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.
“Linda is a kind, reliable, and a wonderful pet sitter. Both my experiences have been totally positive, and I will continue to choose Linda as my preferred pet sitter!”
“Alicia and Randy are wonderful pet hosts!!! The care, attention, professionalism, follow up, and the love they have for their furry clients are just a few examples of superior work. You can instantly tell that they have a genuine love for animals, my Lola was treated with love and great care. I recommend Alicia to anyone that is looking for a safe and loving place for their pets stay. Thank you a million times Alicia, Randy, and their pets Cruz and Azalea for opening your house for Lola.”
“We love Melissa! Been repeat boarders with her, and my dog gets excited when we turn down her street. She has been great with my works trips and sometimes last minute scheduling changes.”
“~ I highly recommend Emily! She was amazing with my boy Blackjack. My 1st time with Emily & will definitely be a return customer! Emily sent pics with a update every evening.. Sent my boy home with a cute scarf & a brand new toy, bc my boy fell in love with the same kind of toy that her dogs were playing with & she said we have extras & he loves it so much.. Emily is the SWEETEST!!”
“I am so thankful that my husband and I found Christine! Charlie LOVED being at her house and when we went to drop him off for his stay he even remembered her from out meet and greet a few weeks before. He made himself right at home when I dropped him off and I swear he didn’t even miss us! He was so well taken care of Christine made sure to go over all of his needs and what he liked and didn’t like with me before I left. I felt so comfortable leaving Charlie with her for the weekend and we will definitely be long term clients for her!”
“Sarah’s house was extremely comfortable and had a backyard for my dog to run around in. Sarah provided updates/pictures daily, was extremely responsive to my questions, and was flexible with pickup/drop off times. Great communication. Thank you, Sarah!”
“Stephanie took excellent care of Aspen for us. She provided plenty of updates, was always available, followed Aspen’s normal schedule and care instructions, and her dog Blaze and family got along fantastic with Aspen. The experience couldn’t have gone any better and we’ll definitely be requesting Stephanie’s services again. 10/10 Stephanie is an amazing dog sitter!!”
“We called Bianca a few hours if that prior to a spontaneous trip. She graciously accepted and took care of our dog wonderfully. Her daughter walked our dog and was great too! We will be contacting Bianca for any future trips! Highly recommended!”
“Our two dogs are always happy at Rose’s home! We enjoy pictures and updates while we’re traveling. We have a senior dog and it is a comfort to know she is comfortable and happy while we’re away.”
About: I have over 10+ years of experience taking care of animals. When I was in highschool I had a love for all animals and was in a small animal science program where we learned to take care of small animals as well as learn to bathe and give hair cuts to dogs. Once I new this was something I enjoyed I worked at a kennel for a short time before starting to work at Petsmart in NY as a bather. While I was in community college I continued to work as a bather until I moved from home. When I would come home for breaks I would work at the Kennel at Petsmart working the overnight shift. During this whole time I was babysitting, dog/cat sitting and taking care of smaller critters like chinchillas, a turtle, a rabbit, and of course fish. I had used this app for a short time but in March 2020 I moved to Utah to work in the National Park Service. Since I was over an hour away from civilization I deactivated my account but continued to house sit for my co-workers and friends that had dogs and cats. I now work full time but I would love the extra cuddles on my off days. During my off days I am able to visit for a walk/ feeding/ or checkup any time of the day or spend the whole day with your pet if you would like. During my work days I can not visit from 8AM-5:30PM But I am willing to do overnight visits on my work days. I will send you texts and photos during my visits or walks. If that is something you do not want please let me know. I love to check in and let you know what is going on. I do not offer visits at my home
About: I have a young, incredibly friendly, and playful Yorkshire Terrier who loves making new friends. Your dog will have a built-in playmate for gentle games and companion naps. I treat every guest dog like a member of my own family. I am happy to send you daily photo and text updates so you can enjoy your trip with total peace of mind! I am a retired pet lover with a calm, safe, and happy home dedicated to pampering small dogs. Because I am retired, your dog will never be left alone and will receive constant, one-on-one love, supervision, and attention throughout their entire stay. About My Home & Setup: • Fully Fenced Yard: Plenty of space for safe, secure outdoor sniffing and playtime. • No Stairs: Perfect for senior dogs, puppies, or breeds prone to back issues. • Cozy Sleeping: Your pup is welcome to sleep right in bed with me, or wherever they feel most comfortable! • Constant Companionship: I am home full-time, meaning potty breaks and cuddles are available on demand.
About: I have 6 years of experience caring for pets and understand how important it is to have someone you can trust with your furry family members. I provide attentive, loving, and reliable care while making sure each pet feels safe, comfortable, and cared for. I’m happy to follow your pet’s normal routine, including feeding schedules, walks, playtime, potty breaks, medications, and plenty of attention and affection. I understand that every pet has their own personality and needs, so I take the time to make sure they receive individualized care and feel as comfortable as possible while you’re away. I am currently working full-time, mostly remote with one or two days in the office each month. Working from home gives me plenty of flexibility to provide regular potty breaks, walks, playtime, feeding, and lots of attention throughout the day. I’m also happy to accommodate each pet’s normal routine as closely as possible. Your pet’s safety and comfort are always my priority. I provide a calm, attentive environment and carefully follow any instructions you provide regarding feeding, medications, walks, routines, or special needs.
“The boarding of my dog was fabulous. I got regular updates and photos to see how he was getting along with the other dog. when I picked him up He was nice and happy-naturally glad to see me- but still very happy with Tara. Their attention to detail was wonderful and I know he was taken care of with love. There was so much room for him to play and run and so many things to explore I know we had a terrific vacation with them. I am definitely going back.”
About: I've been a government K9 Handler since 2014. I have worked with dogs all different sizes and temperaments. I am trained in K9 Paramedicine and know the signs of an emergency and able to provide care and life saving measures before getting to a vet. I work early and get home early so I provide breaks before work, after work and throughout the evening. I only walk one k9 at a time to ensure safety for the K9 and myself. I have multiple crates in my house on different levels of my house. I keep the pets in separate cages so no incidents can happen. I have my own crates or ppl can provide their own.
“Lindsay was an amazing sitter for Kilo. She was incredibly friendly, responsive, and thoughtful from the very beginning, and took the time to do a meet and greet to be sure Kilo and her pup were a good match. She followed all of our care instructions perfectly and sent consistent updates while we were away, which gave us so much peace of mind. When we picked Kilo up, he was calm, relaxed, and clearly comfortable — it was obvious he felt right at home with Lindsay. We wouldn’t hesitate to book with her again and highly recommend her.”
About: I have had breeds of all shapes and sized my entire life. I care for my 2 year old border collie and I have experience handling cats as well. I want to make your pets feel at home even when you are away. I would want the best from my boy when I am away, so I want to provide that service to others! I am full-time employee so I can stop in before and after work on weekdays, and I am free weekends for endless playing ! (I can stay in the evening during the week until around 8-9) I am very respectful of other people’s spaces and would be happy to meet your animal where they are! I do NOT offer boarding currently.
About: I’ve had dogs growing up my whole life, have two dogs, my 8 year old Pomeranian, Toby, and my 2 year old lab scout. We also have 3 cats; Finn, Sassy and sully I’m currently a stay at home mom raising my 14 month old son. He usually comes with me to do my rovers and does really well with animals as he has a bunch at home. He’s usually kept busy with toys or a movie while I do drop ins. We have house sitted before and he’s done well with that. My dogs are let out every two - four hours . My cats are fed twice daily once in the morning and again before bedtime but dry food is left out all day for grazing.
The median cost per night for dog boarding in Chesapeake Ranch Estates-Drum Point is $45
Dog parents share their Rover experiences - Chesapeake Ranch Estates-Drum Point
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?
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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.
How to book dog boarding
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
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Popular requests for dog boarding - Chesapeake Ranch Estates-Drum Point
Select a filter and find qualifying sitters offering dog boarding.Sitters in Chesapeake Ranch Estates-Drum Point average 8 repeat dog boarding clients
FAQs for Dog Boarding - Chesapeake Ranch Estates-Drum Point
Frequently asked questions about Rover
The average cost of Dog Boarding in Chesapeake Ranch Estates-Drum Point is $43 per night as of November 2026. Most bookings cost between $29 and $89 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 178 sitters on Rover offering Dog Boarding across Chesapeake Ranch Estates-Drum Point. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
94% of sitters in Chesapeake Ranch Estates-Drum Point can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Chesapeake Ranch Estates-Drum Point 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 Chesapeake Ranch Estates-Drum Point.
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.
Yes, you can find sitters who have experience with handling special pet needs in Chesapeake Ranch Estates-Drum Point. On Rover:
- 88% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
You and your Chesapeake Ranch Estates-Drum Point 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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