Personalized care for your dog or cat - Oakwood
Highly-rated overnight sitters - Oakwood
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“James did a great job caring for Ellie! I feel confident she was well taken care of based on how comfy she looked in all the photos. He has a great location with his fenced in back yard and beautiful neighborhood for walks!”
“Amazing from the meet and greet and throughout the entire weekend stay. Michelle was very very communicative of what was going on with my pup. Would totally book again!”
“Willow had the best time with Shelby and her pup Ellie. Instant best friends. I felt totally confident that our 4 year old dog was having a vacation all her own the entire weekend. Lots of time outside, on walks, playing, and snuggling. 100% would recommend and feeling so happy we have a go-to sitter :) thank you guys!”
“Kevin was amazing! He was super responsive, caring and even sent me photos of my lab, Moon, every morning either playing or on a walk with him. When I picked her up, I knew she had been taken care of. I Will definitely use him again in the future!”
“Thanks for taking good care of our Murphy while we explored Baltimore for a bit. It was easier dropping him off instead of keeping him penned up in a hotel room not knowing how he’d be. Thanks so much!”
“I wholeheartedly recommend Elaine, and am grateful for her dependability, flexibility, and all the care she provided our dog when she stayed at Elaine's home. Will definitely be a return visitor!”
“Beth is simply the best! She has provided loving and professional care to both our late geriatric Shih Tzu who had a number of health issues AND our new 5 month old Havanese puppy. Both dogs loved her! We have such confidence in Beth that whenever we need to go away, we can do so with confidence knowing our pup will enjoy her "vacation" too! We appreciate Beth so much and could not recommend her more highly.”
“Very pleased with how thoughtful and caring Katelyn and Blaze were with our dog. Katelyn provides frequent communication, photos and video. I highly recommend and will surely be back.”
“What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.”
“Bailey was amazing. I spent a lot of my life overseas, so, my two pups are my world. She would send pictures everyday of them in the park and playing. When I picked them up I could easily tell they had been treated well and were happy. Bowie and Harley (two Germans Shepherds) had no tummy issues, I know they weren't stressed and felt safe. Will definitely be reaching out to Bailey again the next time I need for someone to hang out with the girls. Thank you again Bailey!”
“Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.”
“Can’t say enough great things about this family and how they cared for Sugar & Spice! This was my first time leaving them with someone new, and I was definitely hesitant—but their warmth and genuine love for animals put me at ease right away. They keep my babies for a week and kept me consistently updated with photos and videos, which meant everything to me. I wouldn’t hesitate to trust them again. Triple A rating: Awesome, Amazing, and Approachable! Highly recommend!”
“Tiffany was very responsive when something was not right with one of our dogs during the boarding and went above and beyond trying to help. Her responsiveness allowed us to address the situation promptly.”
“Mady was wonderful! She welcomed Sydney in to her home and took her out for regular walks. She communicated regularly and showed great care and concern when Sydney happened to get a bee sting while outside. We plan on boarding her with Mady again!”
“Diana took such good care of Franklin for an overnight trip! She constantly sent me pictures which made me feel comfortable that I picked the right person to watch my dog. He was so tired when we got home so I know he got a lot of exercise in lol thanks again for taking care of Franklin! Would definitely recommend!”
“We highly recommend Candice! She will love your pup as her own! She took great care of our pup and sent lots of photos. She has a big yard and room for the pups as well! Our dog also has a bit of energy so it was perfect that he could play with her pup as well. He came home worn out and well loved!!”
“Andy was really great with Sherlock. I appreciated his methods to introduce Sherlock to the other dogs recognizing dogs have different personalities and needs. Andy provided daily photos and updates on how things were going which put my mind at ease. I could see Sherlock was being well taken care of and was having a good time. Andy clearly loves dogs and I would have him watch my dog again and recommend him to others.”
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - Oakwood
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Leigh was very attentive with Karen! She played with her, spent time with her, wrote thorough reports on their time together, and was overall very communicative. She even left Karen a toy (which she loves, thank you!!!) Leigh went above and beyond and I would absolutely book her again.”
“Heather did well to follow instructions for access and care. Had no issues and got to see daily pics of my pet enjoying himself! Was convenient and flexible. Thanks!”
“I was so grateful that Sarah was available to check in on our senior cats over the holiday! Though she’d cared for them before, we’ve moved since and she made sure to come to our new place to get the lay of the land. It was great to know our cats were in good hands! We’ll definitely use Sarah again.”
“Hannah did a great job checking in on Arlo while we were out of town. She provided great updates and made sure to give him attention and affection. She was also very communicative and provided helpful updates after each visit. Highly recommend!”
“Beth you are phenomenal! you made this so easy and made me have 0 anxiety on my vacation cause I knew my precious cat was in good hands! Can’t wait to continue to use your services thank you so much again!”
“Had a great, worry-free trip knowing the cats were in such wonderful care with Andrew! He is extremely communicative, prompt, and followed all directions to a "t". Definitely looking forward to using his services again!”
“My cats love Courtney! Especially my super shy boy comes out of shell when he sees her. I’m super happy with her taking care of my two little ones, she spends quality time with them and doesn’t cut her visits short. I also really appreciate the detailed write up and the cute photos. Thank you, Courtney!”
About: Hello! I am a former doggy daycare and kennel pet attendant of 3 years. I also raised and trained 2 working service dogs for veterans. Comfortable with large to small breeds of all temperaments. I am a young professional working M-F till 4pm but am missing pups in my life! I am available for walks and visits on weekday evenings as well as anytime on weekends. I have years of experience pet sitting in others home, as well as simple pick ups and drop offs for walks. I leave everywhere I go better then I found it. I am clean, respectful, and quiet. The only sign I was there will be your tired pup!
“Taylor is awesome! She took care of our cat via drop-in visits for a week and we were very pleased. Our cat is normally very skittish but warmed up to Taylor right away. We received lots of pictures after each visit and could see our cat was getting lots of play and love while we were gone. Highly recommend!”
“What would we do without Laura? At the last minute we had to include medicine administration to her list of tasks. She's trustworthy, detail oriented and intuitive regarding our cats. We are always grateful to have her care for our little fuzzy ones.”
“Jessica did a great job checking in on our puppies while we are out of town. She was able to assist us with last minute request! Our pets love her and she provides timely updates and pictures on how they are doing. Jessica has become our go to provider for pet sitting and check ins.”
About: Hello! I'm a former VP at a real estate non-profit, transitioning to a new job. I'm available in August and September for drop-in visits, walks, and overnight care. As a resident of Arundel on the Bay neighborhood, I'm available to AOTB, Annapolis Cove, Bay Ridge, and Thomas Point neighborhoods within a 5-7 minute drive. I have no kids, so dogs have always been my 4-legged fur babies. I'm an active volunteer and puppy raiser with Warrior Canine Connections, an organization who trains service and therapy dogs for veterans with visible and non-visible injuries. I currently have 2 dogs of my own. Sookie, a 6 year old pointer mix, and Penny, a 6 year old lab/retriever mix. Both about 70 lbs! Sookie is a handful and I've participated in a few different training programs with her. I've become well versed in many types of dog behaviors, reactivity, fear aggression, and more. I'm calm, patient, warm, and well-versed in managing dogs with different personalities. I've also raised two special needs English Bulldogs, and understand the care required for dogs with medical issues. If you hate the idea of boarding your dog at a strange place when you're away, or have heard bad stories about injuries or neglect at doggy daycares, I'm looking forward to caring for your furry friend in your home! I will make sure your dog gets physical activity, potty breaks, or nap times in the sun. I will be happy to send you pictures, videos, and updates, and will work with you to make sure your dog and/or cat is cared for in a way that makes you and the pet happy! I look forward to meeting you and your furry friend! Most importantly, you can feel safe and secure with me in your home. I'm a former VP at a real estate non-profit, transitioning to a new job. I'm available in August and September for drop-in visits, walks, and overnight care. As a resident of Arundel on the Bay neighborhood, I'm available to AOTB, Annapolis Cove, Bay Ridge, and Thomas Point neighborhoods within a 5-7 minute drive. I have no kids, so dogs have always been my 4-legged fur babies. I'm an active volunteer and puppy raiser with Warrior Canine Connections, an organization who trains service and therapy dogs for veterans with visible and non-visible injuries. I currently have 2 dogs of my own. Sookie, a 6 year old pointer mix, and Penny, a 6 year old lab/retriever mix. Both about 70 lbs! Sookie is a handful and I've participated in a few different training programs with her. I've become well versed in many types of dog behaviors, reactivity, fear aggression, and more. I'm calm, patient, warm, and well-versed in managing dogs with different personalities. I've also raised two special needs English Bulldogs, and understand the care required for dogs with medical issues. If you hate the idea of boarding your dog at a strange place when your away, or have heard the bad stories about injuries or neglect at doggy daycares, I'm looking forward to caring for your furry friend in your home! I I will make sure your dog gets physical activity, potty breaks, or nap times in the sun. I will be happy to send you pictures and videos and updates, and will work with you to make sure your dog and/or cat is cared for in a way that makes you and the pet happy! I look forward to meeting you and your furry friend! I want to make sure you and your pet feel most comfortable. What is their normal routine that will make their time away from their owner more enjoyable? Any tips or tricks to making your pet more comfortable with me, or any special needs, words you use, or special requirements? Do they have any fears, reactivity, dog-aggressions, resource guarding, or other behaviors I should be aware of? I am familiar and well-versed in those behaviors, but the more I know in advance, the better! If you are a new client, I request a complimentary meetup for us to get acquainted.
“Ellie was absolutely amazing! She took marvelous care of our cats and provided detailed notes as to how the cats were doing during each visit. The pictures she provided were adorable. We would gladly re-book her and recommend her for pet sitting.”
“Leticia did a great job taking care of my cat Madison. Madison is a loner and doesn't warm up to people but he trusted Leticia from the start. I loved the photos and videos that she forwarded to me. It gave me peace of mind to know that he was well cared for. I hope that Leticia will be available the next time I need to be away from home for an extended period of time.”
About: I get a lot of pleasure assisting busy professionals with their pet sitting needs. I provide a nurturing and loving environment for your special pets in a very tranquil setting. Your pets will be treated as if they were my own. My husband and I will treat your pet with the utmost care and attention. References available upon request.
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Perfect for high energy dogs - Oakwood
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Bailey is terrific! She took great care of my fur baby…taking her for walks and dog park play. She shared many cute pictures and communicated regularly with updates. I highly recommend Bailey!”
About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! I believe in open communication to ensure the safety of you, your pet, me and mine. I work fully remote and am able to support daycare and boarding. I usually walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. This is to ensure the safety of my dog and if I am boarding or hosting daycare for another dog. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive, okay without supervision, or is okay in a crate or enclosed room. I communicate my anticipated work schedule and plan for the day with the pet owner.
“Lucy and Daniel are a great team for the best doggy daycare you could ever want/need for your dog! My dog is extremely needy and they gave him nothing but love. We look forward to next time!”
“If I could give Lindsay 10 STARS I would!!! If you're traveling to the Annapolis area and don't know who to trust with your most precious asset - your pup (this was me!) - choose Lindsay! As you can see from all of Lindsays reviews, she is amazing with animals - its in her heart - but what makes Lindsay stands apart is her responsiveness, her communication, her ability to work with your schedule. She is so kind, and loving towards your dog, that you can enjoy your time away with peace in your heart. Thank you for everything Lindsay! <3”
“Roxy had a wonderful time playing with Andreas and his dog Luna. She was reluctant to leave in order to come home. The rest of the day she was happy and tired. Andreas was very pleasant to deal with. His fenced-in yard is a big plus.”
“Laura is fantastic! Our pup Luna had a great time and loved playing around in the yard and with her two lovely pups. Laura was great to work with and sent pictures during Luna’s daycare session. Thanks!”
“Alex Z. was amazing! Very loving and caring while dog sitting for my 3 month old puppy. Her pets were loving and playful also. She took lots of pics and kept me updated with his activities throughout the day. Will definitely request her services again.”
“Sofia was great! She sent lots of pics and updates, and I could tell my pup looked happy and relaxed for the weekend at her house. She was able to accommodate our last minute booking, and she was super flexible when we were a little late with our pick up time. Thanks Sofia!”
“Had work done to my home and my puppy needed a place to stay for the day. Bruno had the best time with Kacie. I received so many updates and photos. It was so comforting to know he was in great hands.”
About: For 13 years, I lived in New York City, where I pet sat for dogs of all ages—from playful puppies to gentle senior companions. Caring for animals has always been something I genuinely enjoy. When I met my husband, we welcomed our own puppy, Suki, an Australian Labradoodle, into our family and completely fell in love with her. After getting married, we traded the hustle and bustle of NYC for the quiet waterfront community of Annapolis, Maryland, where I decided to pursue my dream of becoming a veterinary technician (animal nurse). Beginning this fall, I'll be attending CCBC's Veterinary Technology program, where I'll be learning the knowledge and hands-on skills needed to care for animal patients and assist veterinarians. While I'm in school, I'm excited to continue caring for dogs in my community by providing a safe, loving home away from home. Suki also loves making new four-legged friends and enjoys the extra companionship! Beginning August 31, 2026, I will be attending veterinary technology school part-time on Mondays, Tuesdays, and Thursdays. My husband works from home full-time, so there will always be someone at home to care for and supervise your dog. We have no children—just one friendly Australian Labradoodle. We're happy to accommodate pick-ups, drop-offs, and drop-in visits upon request. We have a compact SUV equipped with a pet-safe, seatbelt-secured car seat for dogs weighing up to 55 lbs. For dogs over 55 lbs, have a plush backseat extender that can hold dogs up to 100 lbs. We live on the first floor of a luxury apartment community with a fenced dog park and a private street-level entrance, so there are no stairs or elevators for your dog to navigate. Our baby-gated, double-doored patio includes a grass potty area for quick bathroom breaks or house training when needed, and our neighborhood offers plenty of safe, grassy areas for regular walks. Our apartment is fully pet-proofed with covered and elevated trash, recycling & laundry, cordoned-off shoe areas, secured wires & cabinets. We walk our own dog three times a day—in the morning, afternoon, and evening—and can tailor exercise to your dog's individual needs. For walking multiple dogs at once, I like to use a heavy duty waist belt for safety. For puppies, we have an indoor playpen, pee pads, and plenty of hands-on experience with puppy care and house training. We also follow each dog's normal feeding routine and avoid introducing new foods, as our own dog, Suki, has a sensitive stomach and we understand the importance of maintaining a consistent diet. We enjoy positive reinforcement training and have taught Suki to sit, heel, and perform a variety of tricks. We primarily provide boarding and daycare in the comfort and safety of our own home, where your dog will receive personalized, attentive care. I also have the tools and experience to provide basic grooming as needed, and we take pride in maintaining an exceptionally clean home with regular paw and eye wipes, daily vacuuming, and a fully equipped pet spa for comfortable baths. The Bath & Basic Grooming add-on includes a shampoo bath, towel dry, blow dry (if tolerated), spray-on conditioner, and a light brush-out. Extensive de-shedding, de-matting, haircuts, nail trims, and ear cleanings are not included. As part of your dog’s daily routine, we’re also happy to brush their teeth at no additional charge (just provide their toothbrush and toothpaste). We brush Suki’s teeth every evening and know how important good dental hygiene is for your dog’s long-term health. We're happy to accommodate pick-ups, drop-offs, and drop-in visits upon request. We have a compact SUV equipped with a pet-safe, seatbelt-secured car seat for dogs weighing up to 55 lbs. For dogs over 55 lbs, have a plush backseat extender that can hold dogs up to 100 lbs.
“Our pupper enjoyed his day stay and really got to stretch his legs in such a large yard. We received regular updates and felt at ease leaving him in such capable hands.”
About: I’ve been around animals my entire life and grew up caring for 3 dogs, 2 cats, birds, lizards, hermit crabs, fish, and rabbits. Taking care of pets has always come naturally to me. Since I was around 10 years old, I’ve helped walk my neighbors’ dogs and puppies, as well as pet sit their dogs and cats while they were away on vacation. I’m very patient, attentive, and love making pets feel safe, comfortable, and cared for like they’re part of the family. 🐾 Pet care fits naturally into my daily routine as a stay-at-home mom, which gives me a very flexible schedule and allows me to be home throughout the day for walks, feedings, playtime, check-ins, and lots of attention. My 5-month-old daughter and I spend a lot of time at home, so I’m able to provide consistent care, companionship, and updates for pet owners. I enjoy having animals as part of our daily routine and make sure every pet feels comfortable, safe, and cared for. In my home, pets are treated like family and are welcome on the furniture for comfort and companionship. I create a calm, loving environment where animals can feel safe and relaxed while away from their owners. My cats have access to food and water throughout the day, with their setup safely placed out of reach from dogs when needed. I do not crate animals unless specifically requested by the owner, as I prefer pets to feel comfortable and free in the home. I pay close attention to each pet’s routine, personality, and comfort level to make sure they receive individualized care, attention, and plenty of love.
About: I've had dogs my whole life and love playing with and training them. I unfortunately lost Axel, my shepherd/husky mix, last year. But I still have Harley (technically my boyfriend's, but we've lived together 3 years now). Harley is a sweet, 4-year-old, 40 lb spayed female mystery mix who loves to play, especially with other dogs. We go for lots of walks each day and we like playing, learning and practicing tricks. She knows the basics and can also spin, place, go around you, and now we're practicing crawl. I think people could learn a lot from dogs if they paid more attention. I've started dog sitting for neighbors the past few years and always enjoy getting to know new dogs. One of my favorite dogs I've cared for is Goose, a 5-year-old male Chesapeake Bay retriever. I also work managing a restaurant in town and do graphic design part-time from home as well. I work managing a restaurant downtown in Annapolis, and also do freelance graphic design work from home. Except for Mondays, my shifts at the restaurant are all p.m. shifts so I'm home and available most days anytime before 3:00. I'm off from the restaurant on Tuesdays and Fridays. I currently have and have always had dogs so I'm very used to going for multiple walks a day. I live in an apartment downtown in Annapolis. We currently do not have a yard; however, we go for a lot of walks and still spend a lot of time outside at parks and just hanging out in front of the apartment to people (and dog) watch. I have a crate, and my dog is crate-trained, so if/when your pup is over, I'm prepared to separate them if needed.
About: I've always been great with animals, able to read them and good at figuring out what they need. I volunteered at Animal Welfare League of Queen Anne's County for several years starting in High School. I've worked closely with large animals with behavioral problems, so I'm down the handle whatever quirks your pet has. My schedule is very flexible, and I can usually provide services as needed when given prior notice. Anytime of day as well, within reason ofc. I'm very adept at reading animals behavior and figuring out when they need attention, when they need space, and good at gaining an animals' trust.
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Oakwood
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Alexa was fantastic with our fur babies as she was punctual and sent us pictures to ease our mind while away! She provided the best care and was so responsive, would highly recommend!”
“Elizabeth is so reliable and so caring! She will care for your pet as her own. We are so grateful to have found someone to help with our fur baby and someone who loves our pup as much as we do!”
“Andrew did a great job this weekend! He walked my very large Labradoodle and St Bernadoodle and made sure both dogs and my 3 cats were fed and had water. He followed the care instructions, was extremely communicative and arrived promptly at the booking time. I will absolutely be using Andrew for future bookings, highly recommended!!”
“Mae is very reliable, punctual and takes great care of our dog Cannon on their daily walks. She is a great communicator and genuinely loves caring for our dog. I would highly recommend Mae for your dog walking/sitting needs.”
About: Hello! I'm a former VP at a real estate non-profit, transitioning to a new job. I'm available in August and September for drop-in visits, walks, and overnight care. As a resident of Arundel on the Bay neighborhood, I'm available to AOTB, Annapolis Cove, Bay Ridge, and Thomas Point neighborhoods within a 5-7 minute drive. I have no kids, so dogs have always been my 4-legged fur babies. I'm an active volunteer and puppy raiser with Warrior Canine Connections, an organization who trains service and therapy dogs for veterans with visible and non-visible injuries. I currently have 2 dogs of my own. Sookie, a 6 year old pointer mix, and Penny, a 6 year old lab/retriever mix. Both about 70 lbs! Sookie is a handful and I've participated in a few different training programs with her. I've become well versed in many types of dog behaviors, reactivity, fear aggression, and more. I'm calm, patient, warm, and well-versed in managing dogs with different personalities. I've also raised two special needs English Bulldogs, and understand the care required for dogs with medical issues. If you hate the idea of boarding your dog at a strange place when you're away, or have heard bad stories about injuries or neglect at doggy daycares, I'm looking forward to caring for your furry friend in your home! I will make sure your dog gets physical activity, potty breaks, or nap times in the sun. I will be happy to send you pictures, videos, and updates, and will work with you to make sure your dog and/or cat is cared for in a way that makes you and the pet happy! I look forward to meeting you and your furry friend! Most importantly, you can feel safe and secure with me in your home. I'm a former VP at a real estate non-profit, transitioning to a new job. I'm available in August and September for drop-in visits, walks, and overnight care. As a resident of Arundel on the Bay neighborhood, I'm available to AOTB, Annapolis Cove, Bay Ridge, and Thomas Point neighborhoods within a 5-7 minute drive. I have no kids, so dogs have always been my 4-legged fur babies. I'm an active volunteer and puppy raiser with Warrior Canine Connections, an organization who trains service and therapy dogs for veterans with visible and non-visible injuries. I currently have 2 dogs of my own. Sookie, a 6 year old pointer mix, and Penny, a 6 year old lab/retriever mix. Both about 70 lbs! Sookie is a handful and I've participated in a few different training programs with her. I've become well versed in many types of dog behaviors, reactivity, fear aggression, and more. I'm calm, patient, warm, and well-versed in managing dogs with different personalities. I've also raised two special needs English Bulldogs, and understand the care required for dogs with medical issues. If you hate the idea of boarding your dog at a strange place when your away, or have heard the bad stories about injuries or neglect at doggy daycares, I'm looking forward to caring for your furry friend in your home! I I will make sure your dog gets physical activity, potty breaks, or nap times in the sun. I will be happy to send you pictures and videos and updates, and will work with you to make sure your dog and/or cat is cared for in a way that makes you and the pet happy! I look forward to meeting you and your furry friend! I want to make sure you and your pet feel most comfortable. What is their normal routine that will make their time away from their owner more enjoyable? Any tips or tricks to making your pet more comfortable with me, or any special needs, words you use, or special requirements? Do they have any fears, reactivity, dog-aggressions, resource guarding, or other behaviors I should be aware of? I am familiar and well-versed in those behaviors, but the more I know in advance, the better! If you are a new client, I request a complimentary meetup for us to get acquainted.
“Great dog walking services. Allison is always responsive and attentive to my dogs needs. She is honest about schedule and timing and I appreciate her for this! My dogs always sleep well after and are happy for their walks with Allison.”
“Sarah was awesome. It was very clear to me that Wrango would be safe and well cared for. Sarah took great care to make sure he was well exercised and wore out. I have already booked her again. You won’t go wrong entrusting the care of your pet to her.”
“Laura was great! I made a mistake on the booking date, and she was kind enough to still go by and make sure my babies were taken care of despite my mistake. I will absolutely be working with her again. Highly recommend.”
“Thomas is so good working with our 14 1/2 year old black lab with some serious arthritis. He helps her up the stairs and competently gets her on and off the boat. When Thomas is here, we don’t worry about her while we are away. He goes above and beyond for our old girl with a smile and kind words.”
“Jessica has been wonderful! I needed help on short notice for my energetic Staffy/Lab mix while I worked overnight shifts, and she exceeded my expectations. She was great with my dog from the very first meet and greet, and clearly has experience handling larger, high-energy dogs. She provided a full 30 minute walk, updates with photos, notes about the visit, and even tracked potty breaks and checked her water. Knowing my dog was getting exercise and attention in the middle of my 12 hour shift made a huge difference and greatly reduced my stress. Jessica has been reliable, professional, communicative, and caring. My dog absolutely loves her, and I feel completely comfortable having her care for my pet. I highly recommend her to anyone looking for a trustworthy and experienced dog walker!”
“Ellie was great! She’s flexible and communicates well which makes it easy to trust her! She also did an outstanding job with my husky lab, Malibu. Would definitely recommend booking!”
About: Hi, I’m Hannah! I’ve grown up with dogs my whole life and can’t remember a time when I didn’t have a furry companion by my side. Since my teenage years, I’ve been the go-to pet sitter for friends and family, and I still love helping out whenever I can. I also foster dogs, so I’m experienced with pups of all sizes, temperaments, and needs. Your dog will be in caring, capable hands with me! I am currently working remotely, so I am free most of the day to care for your dog and be there as a friend and make sure they are not left alone. I have a fenced in backyard that your pup can run around in. I also have two sweet and loving dogs of my own that will keep your pup company! If coming to your house, I will respect your space, and let you tell me how to manage your pet and home.
About: Hi! I'm a lifelong dog lover who grew up with 3 dogs, and regularly pet sit for friends and family before deciding to make it official. Friends often call me an animal whisperer because even shy or nervous pets tend to warm up to me quickly. I work remotely, and am very active, so I have a flexible schedule and can give your pet plenty of attention (and activity)! I work remotely and have very flexible hours, so your pet will have plenty of time, walking, snuggling, and being active. I also attend run clubs where pets are allowed, so if your fur baby is social, I’ll happily take them! I have a backyard, and live in a community with plenty areas to walk and sniff. Pets are welcome to be on furniture and in bed! I’m an excellent communicator, and will work collaboratively with you to determine the best care plan for your pet.
About: I grew up around big dogs and cats, so I’m familiar with reading animal behavior. Dog walker and cat socialization volunteer at local animal shelter near college. I’m currently taking a class that meets Tuesdays and Thursdays, but other than that (and studying) my days are free! I do also work at an organic farm in the mornings on weekends, but my afternoons and evenings are free! I’m looking to help out whenever and wherever I can. Able to wear them out with loads of play time or to just give them a good belly rub. Whatever is needed! I’m used to playing with a high energy German Shepard/Akita mix and a one year old Black Mouth Cur. Needless to say, I can hold my own against big dogs zoomies.
About: I get a lot of pleasure assisting busy professionals with their pet sitting needs. I provide a nurturing and loving environment for your special pets in a very tranquil setting. Your pets will be treated as if they were my own. My husband and I will treat your pet with the utmost care and attention. References available upon request.
About: I’ve had animals growing up all of my life including goats, horses and dogs from small to large. I have experience in both their care and for understanding their needs through hand on situations and passion. I especially love dogs because of their loyalty, love and tail wags! I’ve had my current dog from a puppy for the last year and a half and have loved seeing her grow! Your dog will always be the only dog I am watching along with mine and you can rest assure that your pup is well taken care of! I only am only available weekends with occasional changes upon request and that’s simply so that I can devote myself to being with your pet for as much of their stay as I can provide. My husband also is in the house will assist in any care needs, as he is passionate about dogs as well :) I typically take my dog on walks 3x a day or fetch sessions in the yard and can adjust scheduling as needed. My dog is friendly (very) with dogs of all shapes and sizes, is up to date on all shots and vaccinations, and has no history of violence. We are a pet friendly household that can accommodate crate training or more spoiled pups who enjoy being on the furniture as much as my Ellie does. I heavily respect rules and any needs/boundaries that you may have with caring for your pet all within good reason.
“Mark did a fantastic job with our new dog Teddy! We are long-time dog owners as is Mark, and his years of experience and bed-side manner was certainly evident and provided great peace of mind while we were away from our new pup. We will be relying on Mark in the future and strongly recommend him to others!”
About: I have always grown up surrounded by dogs of all breeds and cats as well! Personally, my family always had golden retrievers (okay, I have a soft spot). Over the years, I have always watched neighbors or family pets, including my own. I’ve helped manage any illnesses that may have come along with any dog or cat needing medications or special therapy! I have a LOT of experience with puppies and the training/ time that goes into that development as well. I also am active, so spending time and keeping the dogs and cats I watched busy and playful is super important to me. Overall, treating the pets around me like family has always been second nature to me and I hope to bring that quality to you! I will be starting a new sales role 9-5 in downtown Annapolis! With that said, my availability April 1st will move to mornings and evenings - drop ins/ walks. The remainder of March is free for all times of day! I live in an apartment that is not quite the right size for a dog of my own - however, I am excited to be taking up this opportunity through Rover as a way to still hang out with animals whether it be check ins or walking through town. Building trust is huge for me and so I hope that with future clients that is something that can be earned! I am reliable and respectful and most importantly eager to work with you 🙂
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1
Large dog specialists near you - Oakwood
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“James did a great job caring for Ellie! I feel confident she was well taken care of based on how comfy she looked in all the photos. He has a great location with his fenced in back yard and beautiful neighborhood for walks!”
“Willow had the best time with Shelby and her pup Ellie. Instant best friends. I felt totally confident that our 4 year old dog was having a vacation all her own the entire weekend. Lots of time outside, on walks, playing, and snuggling. 100% would recommend and feeling so happy we have a go-to sitter :) thank you guys!”
“Kevin was amazing! He was super responsive, caring and even sent me photos of my lab, Moon, every morning either playing or on a walk with him. When I picked her up, I knew she had been taken care of. I Will definitely use him again in the future!”
“What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.”
“Bailey was amazing. I spent a lot of my life overseas, so, my two pups are my world. She would send pictures everyday of them in the park and playing. When I picked them up I could easily tell they had been treated well and were happy. Bowie and Harley (two Germans Shepherds) had no tummy issues, I know they weren't stressed and felt safe. Will definitely be reaching out to Bailey again the next time I need for someone to hang out with the girls. Thank you again Bailey!”
“Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.”
“Tiffany was very responsive when something was not right with one of our dogs during the boarding and went above and beyond trying to help. Her responsiveness allowed us to address the situation promptly.”
“Mady was wonderful! She welcomed Sydney in to her home and took her out for regular walks. She communicated regularly and showed great care and concern when Sydney happened to get a bee sting while outside. We plan on boarding her with Mady again!”
“We highly recommend Candice! She will love your pup as her own! She took great care of our pup and sent lots of photos. She has a big yard and room for the pups as well! Our dog also has a bit of energy so it was perfect that he could play with her pup as well. He came home worn out and well loved!!”
“Andy was really great with Sherlock. I appreciated his methods to introduce Sherlock to the other dogs recognizing dogs have different personalities and needs. Andy provided daily photos and updates on how things were going which put my mind at ease. I could see Sherlock was being well taken care of and was having a good time. Andy clearly loves dogs and I would have him watch my dog again and recommend him to others.”
“As a first time user of Rover and first time search for a cat sitter, Elena definitely set the standard. From the first contact, Elena was incredibly responsive, very kind, and extremely welcoming of my babies. Elena and her children took such good care of my babies, as they allowed them space to adjust while being open to their affection as they warmed up. I had peace of mind that my babies were in good hands as she invited them into her home with open arms. When I picked Pocket and Rocket up, they were so soft from freshly brushed hair and calmer to get back into the car. I would absolutely recommend Elena to take care of your cats, as they will get plenty of cuddles, play time, and freedom to explore their new space. Thank you, Elena and kids!!”
About: For 13 years, I lived in New York City, where I pet sat for dogs of all ages—from playful puppies to gentle senior companions. Caring for animals has always been something I genuinely enjoy. When I met my husband, we welcomed our own puppy, Suki, an Australian Labradoodle, into our family and completely fell in love with her. After getting married, we traded the hustle and bustle of NYC for the quiet waterfront community of Annapolis, Maryland, where I decided to pursue my dream of becoming a veterinary technician (animal nurse). Beginning this fall, I'll be attending CCBC's Veterinary Technology program, where I'll be learning the knowledge and hands-on skills needed to care for animal patients and assist veterinarians. While I'm in school, I'm excited to continue caring for dogs in my community by providing a safe, loving home away from home. Suki also loves making new four-legged friends and enjoys the extra companionship! Beginning August 31, 2026, I will be attending veterinary technology school part-time on Mondays, Tuesdays, and Thursdays. My husband works from home full-time, so there will always be someone at home to care for and supervise your dog. We have no children—just one friendly Australian Labradoodle. We're happy to accommodate pick-ups, drop-offs, and drop-in visits upon request. We have a compact SUV equipped with a pet-safe, seatbelt-secured car seat for dogs weighing up to 55 lbs. For dogs over 55 lbs, have a plush backseat extender that can hold dogs up to 100 lbs. We live on the first floor of a luxury apartment community with a fenced dog park and a private street-level entrance, so there are no stairs or elevators for your dog to navigate. Our baby-gated, double-doored patio includes a grass potty area for quick bathroom breaks or house training when needed, and our neighborhood offers plenty of safe, grassy areas for regular walks. Our apartment is fully pet-proofed with covered and elevated trash, recycling & laundry, cordoned-off shoe areas, secured wires & cabinets. We walk our own dog three times a day—in the morning, afternoon, and evening—and can tailor exercise to your dog's individual needs. For walking multiple dogs at once, I like to use a heavy duty waist belt for safety. For puppies, we have an indoor playpen, pee pads, and plenty of hands-on experience with puppy care and house training. We also follow each dog's normal feeding routine and avoid introducing new foods, as our own dog, Suki, has a sensitive stomach and we understand the importance of maintaining a consistent diet. We enjoy positive reinforcement training and have taught Suki to sit, heel, and perform a variety of tricks. We primarily provide boarding and daycare in the comfort and safety of our own home, where your dog will receive personalized, attentive care. I also have the tools and experience to provide basic grooming as needed, and we take pride in maintaining an exceptionally clean home with regular paw and eye wipes, daily vacuuming, and a fully equipped pet spa for comfortable baths. The Bath & Basic Grooming add-on includes a shampoo bath, towel dry, blow dry (if tolerated), spray-on conditioner, and a light brush-out. Extensive de-shedding, de-matting, haircuts, nail trims, and ear cleanings are not included. As part of your dog’s daily routine, we’re also happy to brush their teeth at no additional charge (just provide their toothbrush and toothpaste). We brush Suki’s teeth every evening and know how important good dental hygiene is for your dog’s long-term health. We're happy to accommodate pick-ups, drop-offs, and drop-in visits upon request. We have a compact SUV equipped with a pet-safe, seatbelt-secured car seat for dogs weighing up to 55 lbs. For dogs over 55 lbs, have a plush backseat extender that can hold dogs up to 100 lbs.
“Sofia is the best! She is so calm and kind, and takes special care of my dogs. She is quick to respond to any texts, and keeps me updated with pics and videos. This is my second time hiring her, and I will continue to do so! My dogs perk up so happily when I let them know that they will be seeing Sofia.”
About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! I believe in open communication to ensure the safety of you, your pet, me and mine. I work fully remote and am able to support daycare and boarding. I usually walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. This is to ensure the safety of my dog and if I am boarding or hosting daycare for another dog. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive, okay without supervision, or is okay in a crate or enclosed room. I communicate my anticipated work schedule and plan for the day with the pet owner.
“Kimberly and her family were fantastic. My dog seemed super happy during her stay. I received a photo and note every night. I will definitely be booking with them in the future.”
“Ciarra was absolutely wonderful! She is the first dogsitter I have ever had which made me super skeptical, but when we had our meet & greet my dog Lily and her sweet Toby got along so well! She sent me pictures the entire time and kept telling me how well behaved Lily was! I am already using her again in a couple weeks and you definitely should too, 10/10 recommend! And she gave us a bag with sweet toys and cute polaroid pictures! Best experience!”
“Riley was fantastic with both of our dogs - very attentive to our older dog's particular eating habits and equally caring with our energetic young pup. We felt completely comfortable leaving them in her care and would happily book with her again.”
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1Global data from Rover (November 2025)