Personalized care for your dog or cat - Chesapeake Ranch Estates-Drum Point

Highly-rated overnight sitters - Chesapeake Ranch Estates-Drum Point
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Tina was a fantastic sitter for our 10-year old pup! She is clearly a “dog person” at heart and set us at ease right away. Snowball settled in right away and acted confident and comfortable with Tina. She took him for walks and played with toys and sent us cute photos each day! It was evident Tina took excellent care of him! Tina was also quick to respond and communicated well throughout our booking. Will definitely book with Tina again!”

“I can’t say enough good things about Nikki! She treated my big baby just like her own and put up with me being overly cautious before Finn’s stay with her. She is excellent at communicating and sent lots of sweet messages and pictures while we were gone. I almost can’t console Finn because he misses her and her pups! He probably can’t wait for us to go away again so he can go visit Nikki.”


“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.”

“Lily had another great daycare with Christianna today. As always, she was well taking care of and got plenty of exercise. Would definitely recommend her as a Rover.”

“This is our 2nd home...lol. We were out of the country for 9 days and didn't worry about our puppy at all. He had a great time and loved playing with all the other furry friends who were there for spring break. I got plenty of pics and updates from Denise and hubby. Thank you as always for taking care of our baby.”

“She’s the best ! I had a last minute family situation and she was able to accommodate getting my dog later in the evening and kept her longer than expected! Thank you !”

“She was absolutely wonderful! She was very kind, communicative, and clearly cared a lot about my puppy. She kept me updated throughout the stay and sent lots of pictures, which really helped put my mind at ease while I was away. It made such a difference knowing my puppy was in good hands. I would definitely trust her again and highly recommend her to anyone looking for a reliable and thoughtful pet sitter. 🐾”

About: I am an animal lover who has taken care of my own as well as friends and families pets for years. My family has cared for dogs, cats, chickens, goats, snakes, frogs, geckos, chinchillas. I am a stay at home mom, so my time is very flexible. I am able to keep pets to their daily schedules and routines. My property is ideal for a doggy vacay, we have a newly fenced in valley, a forest to explore, 2 dogs companions (can keep separate upon request), lots of squirrels to chase, and plenty to love to go around! I am able to provide an attentive home environment that a pet is used to.
“Kerry and her family took amazing care of my dog Briggs while I was out of town. I got loads of adorable pictures, and he was returned groomed and fluffy with a new bandana. I highly recommend them and will be reaching out again when I travel.”

“I highly recommend Melanie and Randy to care for your pets! Our dog,Pax, can only have a certain type of dog toy, since he is a heavy chewer, and Melanie made sure that he would only have non-destructable toys to play with. She also gave updates with pictures to let me know how Pax was settling in. I felt very comfortable with Melanie and Randy caring for Pax and will definitely rebook with them on the future.”


“Christine was excellent with us and took great care of Burt. She was caring and compassionate, and she sent a lot of photos/videos while we were gone. Even when Burt was having some issues because of a UTI, she made sure to attend to his needs and was very patient. She gave him medicines each day as well. We're very grateful for everything Christine did for us, and Burt is thankful too. :)”

About: Animals have always been a big part of my life! I've owned both dogs and cats over the years and genuinely enjoy spending time with animals of all ages and personalities. I regularly care for my parents' three dogs—including an energetic puppy—multiple times each month, so I'm comfortable with everything from playtime and long walks to keeping routines consistent and providing plenty of attention. I'm also a mom of two kids who have grown up surrounded by animals and absolutely love them. We believe pets are family, and I understand how important it is to know they're in caring, trustworthy hands when you're away. I'm an active person who loves being outside, so if your pup enjoys walks, adventures, or simply getting out to explore, I'd love to have a furry friend join me. Whether your pet wants to play, cuddle, or just have someone dependable to keep them company, I'll make sure they feel safe, loved, and well cared for. I have a flexible work schedule that allows me to work from home, giving me the ability to provide pets with consistent attention throughout the day. Whether it's walks, potty breaks, meals, playtime, or cuddles, I can easily adapt to your pet's routine and make sure they feel comfortable, loved, and cared for while you're away. Your pet's safety, comfort, and happiness are always my top priorities. I will treat your furry family member as if they were my own by following their normal routine, respecting your home, and providing plenty of love, exercise, and attention. I also have a ton of land that your pet would love exploring with me! I'll also keep you updated with photos and messages so you always know your pet is happy and in good hands.
“Kimberly took exceptional care of our pups! Highly highly recommend to anyone looking for an attentive care taker for your fur babies while away. I will not hesitate to call Ms. Kimberly again to watch Greta and Bow again.”

“ALL THE STARS!! 100% This is the 2nd time Lori has watched our rescue dog, Luna Lovegood (LuLu), only this time it was 12 days, not 4. Luna has always been timid and didn’t know how to play. Lori has a very gentle and kind dog CoCo (or was pet sitting CoCo also), and by the end of the trip they were playing everyday — Lori sent videos and I couldn’t believe my eyes!!! I may have teared up a bit!! Lori sent out countless photos and videos. She also never put Luna in her room (kennel) and Luna was allowed to sleep on her bed, CoCo’s bed, the couch, etc. Please believe this is a VERY pet friendly home, absolutely wonderful with great energy. Luna hesitated to go in on this 2nd time, but the second she saw/realized it was Lori, she was wagging her tail and VERY happy — she didn’t even say goodbye to us!! That says so much to me!! Again, Lori sent to many videos showing my Luna coming out of her shell and reassuring us that she was okay, which I always need and love!! To know your pet is okay while you’re so far away is a blessing and makes vacation SO MUCH MORE RELAXING! I didn’t have to worry about LuLu, but in the end, I worried she wouldn’t want us back!! Hahahaha!! This is so much better than putting your dog in a kennel. I 100% recommend Lori, she works with your needs, your pets needs, she is 100% involved in communication and updates. She is very easygoing and goes with the flow, if you need something, she will do it! I will NEVER schedule another vacation, until I know Lori is free to watch our beloved Luna. I 100% recommend. SO SO SO much better than any Kennel or doggy daycare. Lori provides love and kindness and understanding and all our doggies need that. Thank you Lori and Rover!!!!”

About: I provide a calm, structured home environment along with attentive home visits. My goal is simple: for your pet to feel safe, comfortable, and genuinely cared for while you’re away. I’m home the majority of the day, which allows me to provide consistent supervision and attention. Because of this, your pup won’t be left alone for extended periods. My home is clean, pet-safe, and designed for comfort. I intentionally limit the number of dogs I board at one time to ensure each pet receives attentive, high-quality care. Located in the desirable and safe Pembrooke neighborhood, I also provide regular photo updates so you can feel confident and connected while you’re away.
“Elizabeth is attentive to Maddie. She communicates with me daily about and sends photos. I highly recommend Elizabeth if you are looking for a personable, loving, caring and attentive sitter. Elizabeth is a gem.”

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Chesapeake Ranch Estates-Drum Point
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have taken care of cats and dogs since I was about 12. I have always taken care of dogs or cats for family and friends, and done walking for neighbors I am currently a stay at home mom so I have plenty of free time to take care of your fur babies ! I am available 7 days a week I will love your fur baby as if they were my own, and will respect all rules you have for your dog or cat during walks and in home
“Kimberly was wonderful. My cats immediately took to her and were comfortable. She played with my cats and took very good care of them. Reliable and I loved receiving the pictures.”

“Leah is wonderful!! She’s a great communicator and wonderful with my cats. She took great care of them while I was gone . She’s very reliable , I knew my cats were in great hands, so I could relax and enjoy my vacation I will definitely call Leah next time I go away.”

“James did a great Job for our scaredy cat. He never actually saw her but he diligently posted pictures of her presence and tried to entice her out. Any alterations were well communicated.”


About: I’ve owned and taken care of cats since I was a kid. I have a special spot for cats in my heart for sure. My cat just recently passed away at 18 years of age, and I miss her dearly. She was my world. I have a special bond with cats and I understand when something’s wrong or if they need to be seen by a doctor. I’ve had experiences with all types of cats, including hairless, so I know how to take care of them pretty easily and comfortably.

About: I’ve been caring for pets for over 10 years, and cats have always held a special place in my heart. I offer reliable drop-in visits to make sure your cat stays comfortable, relaxed, and well cared for while you’re away. Whether your cat is playful, shy, independent, or loves attention, I’ll care for them at their own pace and make sure they feel safe in their familiar environment. During every visit, I’ll provide fresh food and water, clean the litter box, play with them if they want to, give them affection (or respect their space), and make sure they’re happy and healthy. I’ll also send photo updates after each visit so you can have peace of mind while you’re away. My goal is to treat every cat with the same patience, kindness, and care that I’d want for my own.

“Stephanie was AMAZING!! She made us feel so comfortable. She was so prompt with check-in and updates. Our dog has seizures and she was knowledgeable and willing to accommodate that! 12/10 recommend”


“I can’t say enough good things about our experience with Haley! She understood that we were anxious about leaving our cat home for a week for the first time and was very knowledgeable about how to interact with/care for cats. We got updates after every drop in about how Kira was doing, her mood, how she was adjusting, and of course updates on food/water/litterbox. We will absolutely be contacting her again for future petsitting!”


About: For over 15 years, I’ve been dedicated to caring for cats and dogs, treating each pet like family. I currently have a calm, older rescue cat who gets along well with other animals, as well as a poodle. I’ve raised three dogs and have extensive experience with puppy training, crate training, and basic command training. My skills include managing pets with medical needs, including medication administration, as well as handling reactive dogs, allergies, and breed-specific grooming. As a passionate pet lover, I also volunteer with the Red Cross animal visitation program. You can trust me to provide reliable, loving, and customized care for your furry family members!
About: I absolutely love all animals!! I have a Beagle that is great with other dogs and children! I work from home and have a large fenced yard that dogs love! I am ready and available to host your pups for overnight needs or come walk your dog(s) so that you can focus on other needs! If I host your dog overnight, I prefer a housetrained pup but am flexible with that. Expect lots of pictures while your furry family member is here ! I work from home so will be home throughout the day, with the exception of short errands runs. If your pupper needs a crate, please feel free to bring one! Large fenced yard for lots of outdoor time. I have dog beds throughout the house for sleeping, and dogs beds outside for lounging and sunbathing!


Why choose a sitter on Rover
Background-checked house sitters
Every sitter profile has been reviewed and approved by Rover before joining our community.
A perfect match for every pet
Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.
Connection before booking
Schedule a free in-person meeting to ensure a perfect fit before you ever book.
Perfect for high energy dogs - Chesapeake Ranch Estates-Drum Point
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Linda was able to accommodate Conchita on such a short notice, and I am so thankful she did! Conchita had such a good time with Linda, her family, and all her pets. I am so glad that her sweet dog matched my baby's energy. So happy with the experience she provided for her. Thank you Linda!”

“Second time using Genil (in less than two weeks) and she was just as great as the first time. I had a last minute request and she accommodated my early morning drop off time. She sent pics showing her interacting with the puppy and he had a great time. Her mom is funny, too. It took a second for my puppy to warm up to her but they're best friends now. Lol. Highly recommend. We'll definitely be back.”


About: Hi! I’m Haley, a stay at home mom and lifelong animal lover who understands that pets are family not just animals. My goal is to make every pet feel safe, loved, and comfortable while you’re away, so you can enjoy your time knowing they’re in caring hands. Animals have always been a huge part of my life. I grew up in a family that rescued animals, and my mom has worked in the veterinary field her entire career. Before becoming a stay-at-home mom to my three little ones, I spent years working in animal hospitals, where I gained experience caring for pets of all ages, sizes, and personalities. That background taught me how important patience, consistency, and attention to detail are when it comes to caring for animals. At home, we have three playful kittens and a friendly dog, so your pet will be staying with someone who truly understands their needs. We also have a large backyard where dogs can safely run, play, and get plenty of exercise. I know every pet is different, which is why I do my best to stick to their normal routine. Whether that means feeding schedules, potty breaks, medications, walks, cuddle time, or simply giving them space to relax! I’ll care for your pet the way you do at home. I believe keeping their routine as consistent as possible helps reduce stress and makes them feel comfortable. When your pet stays with me, they’ll be treated like part of the family. I’ll make sure they receive plenty of love, attention, playtime, and updates while you’re away so you always know they’re happy and well cared for. I know how hard it can be to trust someone with your furry family member, and I don’t take that responsibility lightly. I’d be honored to care for your pet and provide them with a safe, loving home away from home. I am currently a stay at home mom to four children, I am available almost 24/7 to be able to care for your pet, and have a very flexible schedule I have a decent sized yard, it is not fenced in but your pet will never be left unsupervised outside. I am a firm believer that pets are family and will be treated as such. There is no limitations on where your pet will be allowed to go in my home. They want to jump up on the couch for some snuggles? Go right ahead. Feel more comfortable at night in my room? Come right on in. The way your pet is cared for at your home is how they will be treated here.
“My dog had a wonderful overnight stay! They were well cared for, happy, and relaxed when I picked them up. Great communication throughout, and I felt very comfortable leaving my pup in their hands. Highly recommend and would definitely book again!”

“Denise was great and treated our dog like family! Her family was very welcoming at the meet and great and every time we dropped our dog off at her home. He always comes home happy, tired, and content. I would highly recommend Denise!”

“Corey and Monica were very friendly and took great care of Pepper. They sent photos throughout the day which I appreciated. They were accomodating and willing to work with me with some of Peppers anxiety issues. Will definitely be bringing Pepper back for future daycare :)”


About: I have over 30 years experience with dogs of all sizes, ages, and temperaments. I will treat your furry family members as if they are my own beloved grandchildren. I’m currently working part time, so my availability is flexible. I can care for your pets in thier home environment. I have reliable transportation . I also have years of experience with cats, snakes, lizards, a wide variety of other fluffy family members, (limited experience with birds). Please just reach out to me.
About: I’ve always had a pet ever since I can remember. Dogs, cats, potbelly pigs, hedgehogs, you name it. My love for pets guides my life. I have three rescue dogs of my own. I have owned puppies and also have experience with senior dogs. I have a very well sized back yard that is fenced in. Your animal will be in amazing care on my watch, as I would treat them as my own. I own my own business so my schedule is very flexible. I am able to doggie board on weekends. I am able to drop in and dog walk throughout the day Monday- Sunday. I am well experienced with puppy care & senior care. From administering pills or oral medication to crating animal when needed I am well experienced with it all. I have years of experience and have had animals with a wide range of needs. I love animals with all of my heart and provide compassionate care. If you are interested in dog sitting I can provide services in your home or mine. I only ask that the dog is crate trained because I also have dogs and will need to take turns letting your pets & my pets outside into my backyard for restroom, play, & exercise. I have a 1/2 acre fenced in back yard that your dogs will enjoy.
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: Animals have always been a big part of my life! I've owned both dogs and cats over the years and genuinely enjoy spending time with animals of all ages and personalities. I regularly care for my parents' three dogs—including an energetic puppy—multiple times each month, so I'm comfortable with everything from playtime and long walks to keeping routines consistent and providing plenty of attention. I'm also a mom of two kids who have grown up surrounded by animals and absolutely love them. We believe pets are family, and I understand how important it is to know they're in caring, trustworthy hands when you're away. I'm an active person who loves being outside, so if your pup enjoys walks, adventures, or simply getting out to explore, I'd love to have a furry friend join me. Whether your pet wants to play, cuddle, or just have someone dependable to keep them company, I'll make sure they feel safe, loved, and well cared for. I have a flexible work schedule that allows me to work from home, giving me the ability to provide pets with consistent attention throughout the day. Whether it's walks, potty breaks, meals, playtime, or cuddles, I can easily adapt to your pet's routine and make sure they feel comfortable, loved, and cared for while you're away. Your pet's safety, comfort, and happiness are always my top priorities. I will treat your furry family member as if they were my own by following their normal routine, respecting your home, and providing plenty of love, exercise, and attention. I also have a ton of land that your pet would love exploring with me! I'll also keep you updated with photos and messages so you always know your pet is happy and in good hands.
About: Hi I’m Lindsay! I love spending time with our extroverted dog Zoomy 🐾 and with my cousin’s two cats Windex 🐈 and Squirt 🐈⬛. Zoomy would love to have some friends come over to play. I am a super responsible and clean person and would love to care for your fur babies while you’re away! Right now I have very flexible scheduling so send me a message! I can do daytime hours or evenings, just let me know. I’d be happy to work with you and your schedule. We have a big yard with an invisible fence for your dog to run around. Plenty of space inside the house to play too! I will make sure to give your dog plenty of water and potty breaks and meticulously follow any instructions you leave me!
About: I have had dogs and cats my whole life, from birth to the end. I have given medication also, so if you have an animal with medical needs, I can handle them. I currently work from home and will have plenty of time to care for your pets. I am available weekdays and weekends, whatever suits your schedule. I have a fenced yard for your dogs. I can care for cats in my home. Whatever your needs are for your pets, I can handle them.
“Laura did a great job with Beau- we did our first doggy day care with her. She has 3 other dogs of her own- I think Beau enjoyed playing with some (all?) of them. She sent pictures and was very responsive and flexible with timing. I appreciated it!”
About: I have been around dogs my whole life. I combine real-world experience, behavioral training, and problem-solving approach focused on building confident, reliable dogs and owners. I currently have a full-time job but I am very flexible with scheduling. we can chat about scheduling. I am usually off at least 4 days a week. I have a fenced in back yard that sits on 2 acers of land. I have different rooms in my house to crate or keep your dog if it needs to be away from my dogs.
About: Hello, I’ve been caring for pets since I was 16. Mainly my own and my neighbors animals. I have had nothing but good reviews from them all! I currently do online school and am home all the time because of that. This leaves a lot of quality time I can spend with your animals. I have a single dog at home that is very friendly to keep your doggies company. If you have specific needs for your animals then I will make sure to follow them no matter what.
“Brittany is very professional and takes Her responsibility seriously. She has really responsible high school children who assist her with raking care of the dogs in her care!”


More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Chesapeake Ranch Estates-Drum Point
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Caitlyn was wonderful with my dad's dog. She was on time, reliable, stayed in good communication with great pics to show how much the dog enjoyed her walk and play time. It was a huge help, since my dad has had health challenges which interfered with good dog walks. Five stars!”

“Kim did a great job taking care of our (giant) dogs. She asked great questions during the meet/greet to make certain she had all the details, and she let us know how things were going during the walk.”


About: I have cared for dogs of various breeds, sizes, and ages, from energetic puppies to senior dogs. I currently have a Goldendoodle that I've raised for the past two years while balancing Division I lacrosse and college academics, and I also have two Golden Retrievers at home. Being a dog owner has taught me the importance of patience, consistency, exercise, and providing plenty of love and attention. As a future nurse, I am detail-oriented, responsible, and committed to providing safe, dependable care. Pet owners can count on me to be trustworthy, attentive to their pet's individual needs, and communicative throughout their time away. I treat every pet as if they were my own and always strive to make them feel comfortable, happy, and loved. I’m available 24/7 and I am very flexible and understand summers can be busy and unpredictable. I will work with whatever time works best for you and your animals :) I have a fenced yard and a dog of my own that loves company and is very friendly. I have creates if need be and also in a nice neighborhood for long walks :)
About: I’ve been caring for pets for over 10 years and genuinely love spending time with animals. I offer reliable dog walks and drop-in visits to make sure your pets stay happy, comfortable, and cared for while you’re away. I’m experienced with dogs of all sizes except giant breeds, and I’m happy to care for cats as well. During every visit, I’ll provide fresh food and water, potty breaks, walks (if requested), playtime, companionship, and plenty of love and attention. I’ll also send photo updates so you can have peace of mind knowing your pets are doing well. My goal is to treat every pet with the same patience, kindness, and care that I’d want for my own. I’m currently working part time night shifts. So I will be available to watch your pets, or walk them between 10am-4pm. Monday-Friday typically. And I’ll be between Lusby Maryland and la plata! The only pets I’ve watched are for friends, family, neighbors so far. But I love all animals and try to spoil them as much as I can. I’ve had many different pets over my 24 years. Can’t say I’ve had a pet I didn’t enjoy having. I always make sure litter boxes are clean, bladders are empty. Food and water bowls clean and filled. Playtime is fulfilled along with just sitting in their company
About: I have taken care of cats and dogs since I was about 12. I have always taken care of dogs or cats for family and friends, and done walking for neighbors I am currently a stay at home mom so I have plenty of free time to take care of your fur babies ! I am available 7 days a week I will love your fur baby as if they were my own, and will respect all rules you have for your dog or cat during walks and in home
“Leah was a wonderful backup dog walker for me. She and my dog, Yen, got along great. It's so cute to see Yen greet and tell her goodbye. Leah was prompt, friendly and professional. I am happy with my choice.”

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.
About: I’m a pet parent to 4 dogs of various sizes and 1 cat, so I’m very comfortable caring for animals with different personalities, energy levels, and needs. I have 13 years of experience working with pets of all ages, including seniors and special‑needs pets with clear instructions. I work full time Monday through Friday, so my availability is 5 PM–10 PM on weekdays, with open availability on weekends. I’m happy to provide treats with your approval, and I prefer traveling to your home so your pet can stay in a familiar environment. Baths can be given upon request. I do not trim nails or hair since I’m not certified for grooming. If your pet has special routines, medications, or accommodations, I’m more than willing to follow them. Feel free to reach out anytime — I’m always happy to answer questions and help you feel confident about your pet’s care. I currently work full-time in the medical field. I’m able to provide weekend care and minor drop in and walks during the week day. I have several pets at home. If your pet does well around other animals I will be able to house them for a few days. I’m available for dog walking all weekend. Limited availability during the week.

About: I love getting dogs out for fresh air and exercise while making sure they always feel safe, comfortable, and cared for. Whether your dog is energetic and playful or prefers a slower, more relaxed pace, I’m happy to match their routine and personality. My goal is to provide plenty of attention, activity, and companionship so your pup stays happy while you’re away. I currently have a very open and flexible schedule while I’m focusing on pattern testing. This gives me plenty of availability for walks, drop-ins, and quality time with your pets throughout the week. My neighborhood is a fenced-in dog park with plenty of lush grass, perfect for safe off-leash play and zoomies! We're also steps away from a private beach and surrounded by scenic trails, so your pup will get lots of exercise, fresh air, and sniffs. I always prioritize safety, positive interactions, and keeping your furry friend happy and comfortable. Water, rest breaks, and lots of love are always included!

About: I’ve had dogs my whole life and have been taking care of them since I was a kid! I have two dogs and a cat of my own who are family! So I understand how important it is to trust someone with your pets! Im currently a stay at home mom and wife I have plenty of time to walk, play and cuddle your fur baby’s! Any time of day or night I can be there for you and your family I can take you dogs for a walk around the neighborhood or around your yard! I am comfortable putting them in crates and feeding or any type of play what ever you need I can do!
“We had a last minute trip and Victoria saved the day. She took great care of our dog Poe who has separation anxiety. She made sure he felt comfortable and safe. She also sent plenty of pictures and reported back on how he was acting on his walks which made us feel more comfortable as well. I’d definitely use her again.”


About: I have a golden retriever of my own, and have been dog sitting, walking and taking care of other families and friends dogs for about 5 years. I am home from college for the summer, and taking classes at night. I am available during the day and mornings, and have fairly open weekends. I have experience walking pets, feeding them, giving them medication if needed, or just spending time with them while their owners are away! I love sending photos and videos to their owners while they are away.

About: I have fostered cats, dogs, puppies and kittens for as long as I can remember! I have pets of my own and will always love taking care of them. I have a kitty of my own who is about to be 1! He deals with a lot of health issues and I take joy in keeping him healthy and safe every day. My cats comfort and happiness is always my first priority. I want to make sure he is comfortable and getting all the exercise, care, and attention he needs!
“Jordan is wonderful with my senior dog! She is highly detailed in her care and provides the most exciting daily midday walks/play. Her rover card summaries are very descriptive and so much fun to read. Choose Jordan if you want the best!”

“Lydia walks our one-year Papillon Mix several days per week. She's always timely and provides us updates after each walk. Our dog is always happy when we get home from work. We highly recommend Lydia for walks!”

About: Currently I have 2 dogs that are my little fur babies! I grew up working for my parents dog kennel for boarding and grooming which I've helped work at for many years. My parents also bred and showed specific dog breeds; therefore I am comfortable with dogs of all ages. I have experience walking, feeding, playing, grooming, and training all types of dogs. I've experienced many litters of puppies and helped out as they grew to full size adult dogs. I enjoy being around dogs and know how to handle most situations that you could think of. I'm very knowledgable and have also shown dogs in dog shows. If you are looking for a patient and responsible dog sitter I would love to meet your dog and help out with whatever types of things you would like to be done. Thank you again for your consideration. I am a teacher in St.Mary’s county; therefore I am not home during the hours of 7-5 during the school year; however, I am off during most government holidays. I try to keep the routines and schedules that you have set for your pet while I am watching them. I do have a fenced in yard at my home; however, I am comfortable with walking your pet as well.
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Chesapeake Ranch Estates-Drum Point
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Tina was a fantastic sitter for our 10-year old pup! She is clearly a “dog person” at heart and set us at ease right away. Snowball settled in right away and acted confident and comfortable with Tina. She took him for walks and played with toys and sent us cute photos each day! It was evident Tina took excellent care of him! Tina was also quick to respond and communicated well throughout our booking. Will definitely book with Tina again!”

“I can’t say enough good things about Nikki! She treated my big baby just like her own and put up with me being overly cautious before Finn’s stay with her. She is excellent at communicating and sent lots of sweet messages and pictures while we were gone. I almost can’t console Finn because he misses her and her pups! He probably can’t wait for us to go away again so he can go visit Nikki.”


“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.”

“This is our 2nd home...lol. We were out of the country for 9 days and didn't worry about our puppy at all. He had a great time and loved playing with all the other furry friends who were there for spring break. I got plenty of pics and updates from Denise and hubby. Thank you as always for taking care of our baby.”

“She’s the best ! I had a last minute family situation and she was able to accommodate getting my dog later in the evening and kept her longer than expected! Thank you !”

About: I am an animal lover who has taken care of my own as well as friends and families pets for years. My family has cared for dogs, cats, chickens, goats, snakes, frogs, geckos, chinchillas. I am a stay at home mom, so my time is very flexible. I am able to keep pets to their daily schedules and routines. My property is ideal for a doggy vacay, we have a newly fenced in valley, a forest to explore, 2 dogs companions (can keep separate upon request), lots of squirrels to chase, and plenty to love to go around! I am able to provide an attentive home environment that a pet is used to.
“Kerry and her family took amazing care of my dog Briggs while I was out of town. I got loads of adorable pictures, and he was returned groomed and fluffy with a new bandana. I highly recommend them and will be reaching out again when I travel.”

“I highly recommend Melanie and Randy to care for your pets! Our dog,Pax, can only have a certain type of dog toy, since he is a heavy chewer, and Melanie made sure that he would only have non-destructable toys to play with. She also gave updates with pictures to let me know how Pax was settling in. I felt very comfortable with Melanie and Randy caring for Pax and will definitely rebook with them on the future.”


About: Animals have always been a big part of my life! I've owned both dogs and cats over the years and genuinely enjoy spending time with animals of all ages and personalities. I regularly care for my parents' three dogs—including an energetic puppy—multiple times each month, so I'm comfortable with everything from playtime and long walks to keeping routines consistent and providing plenty of attention. I'm also a mom of two kids who have grown up surrounded by animals and absolutely love them. We believe pets are family, and I understand how important it is to know they're in caring, trustworthy hands when you're away. I'm an active person who loves being outside, so if your pup enjoys walks, adventures, or simply getting out to explore, I'd love to have a furry friend join me. Whether your pet wants to play, cuddle, or just have someone dependable to keep them company, I'll make sure they feel safe, loved, and well cared for. I have a flexible work schedule that allows me to work from home, giving me the ability to provide pets with consistent attention throughout the day. Whether it's walks, potty breaks, meals, playtime, or cuddles, I can easily adapt to your pet's routine and make sure they feel comfortable, loved, and cared for while you're away. Your pet's safety, comfort, and happiness are always my top priorities. I will treat your furry family member as if they were my own by following their normal routine, respecting your home, and providing plenty of love, exercise, and attention. I also have a ton of land that your pet would love exploring with me! I'll also keep you updated with photos and messages so you always know your pet is happy and in good hands.
“Kimberly took exceptional care of our pups! Highly highly recommend to anyone looking for an attentive care taker for your fur babies while away. I will not hesitate to call Ms. Kimberly again to watch Greta and Bow again.”

About: I provide a calm, structured home environment along with attentive home visits. My goal is simple: for your pet to feel safe, comfortable, and genuinely cared for while you’re away. I’m home the majority of the day, which allows me to provide consistent supervision and attention. Because of this, your pup won’t be left alone for extended periods. My home is clean, pet-safe, and designed for comfort. I intentionally limit the number of dogs I board at one time to ensure each pet receives attentive, high-quality care. Located in the desirable and safe Pembrooke neighborhood, I also provide regular photo updates so you can feel confident and connected while you’re away.
“Elizabeth is attentive to Maddie. She communicates with me daily about and sends photos. I highly recommend Elizabeth if you are looking for a personable, loving, caring and attentive sitter. Elizabeth is a gem.”

About: I’ve been around dogs most of my life. I currently have a Blue Great Dane named Diesel. He is great with other dogs, and we will have to do a meet and great to make sure you’re pup will get along with him also. I’m usually available unless the wife has me doing something. I spend every min I can with my dog and will show your dog the same treatment. My yard is unfenced for now, but it is 2 acres that’s at the end of a quiet neighborhood. We have plenty of room to play and go on walks.
“Laura was awesome! Chacco had a blast during his weekend sleepover and loved hanging out with the other pups. She took great care of him, and I felt totally at ease knowing he was in good hands. He came home happy and tired—always a good sign! Definitely booking with her again.”

“When I picked up Jackson, I was not sure he wanted to leave his vacation with Kathryn and her wonderful family! Sure he was excited to see us, but, then he laid down next to Kathryn as if he was feeling pretty comfortable at her home! She sent photos and write ups daily and this made me feel so much better about leaving him in her care. It was like he knew the family forever! This was the first time we went away without him in 8 years so I was a bit anxious about leaving. I would have no problems leaving him again if I have another opportunity to do so. I highly recommend Kathryn and I know he was very happy being there and well cared for. He enjoyed his daily walks and never missed a meal and perhaps, Me!!!! If there were 10 stars I would click everyone of them!”

“This was my dog-Sophie’s- first time away from family in her almost 2 years. She loved it. The large outdoor yard and Rose’s dogs made her feel welcome and a part of the pack. We would use Rose’s sitter services again for sure!”

Not ready to book?
Get started building your pet's profile and discover trusted pet care in your neighborhood.

1Global data from Rover (November 2025)


























