Personalized care for your dog or cat - Wiles Crossroads

Highly-rated overnight sitters - Wiles Crossroads
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Martina, did an amazing job with our Snuggles. She sent pictures and gave us updates throughout his stay. He appeared to be well kept and happy. We will definitely use her services again in the future!”

“This is my first time using a private sitter & it went okay. My dog Kobe is adjusting to being home, I’m military & Aiko was very patient with him despite his not so great behavior towards others dogs. She kept me updated with detailed information about his behavior along with pictures for the weekend stay. She gave my dog the attention he needed & let me know what she thought would be best for him moving forward. You should definitely book her if you need a dog sitter.”
“Shannon was great with our pet Zeke in booking a last minute reservation. She was great with communication and photos while we were away which helped with ease of mind. She seemed experienced in pet care and that was also a plus. We would definitely bring Zeke back for a future visit.”
“Brennen was outstanding. She has an obvious and natural love for animals. My dogs Rosie and Rudie immediately felt at home in her care - in fact, I think she "spoiled them." Communication was excellent. Brennen's children were wonderful with the dogs, and both dogs immediately fell in love with them. Brennan's own dog was well behaved and welcoming to mine. I would recommend Brennen and her family without hesitation.”

“Ms Tamera & Mr Skrewball were the perfect sitters for my little “Satin”… He didn’t want to leave her when I picked him up and he came home even more spoiled rotten than before he went to spend the weekend with them! They shared many pictures & videos while we were separated and gave my little guy so much love & affection! I will definitely use her services again & would recommend her to anyone!!! Thanks Again!”

“Lindsey was amazing! She was kind, patient and knowledgeable. She treated my pups like her own, they needed a lot of understanding and special attention since we’ve never left them before. Lindsey went above and beyond to make sure they felt loved and sent lots of pictures to put us at ease. Thank you so much!!!”

“Nikki and Moxie are fantastic hosts! Chloe starts to get excited as soon as we break out her travel bag, and loves her time with them. Nikki is great with communication and flexibility- both really appreciated!”


About: I bring calm, consistent and genuine attentiveness to every pet's routine. I don't just show up, I notice them and their habits and love them as if they were my own. I'm your trusted neighbor who will provide the best care for your pet! I'm currently available for any scheduling needs; morning, during the day, evenings. Whether you just need me to stop by to check on your pet, walk your dog, keep your pet overnight, I'm here for you! I have a fenced in backyard and plenty of open space inside of my home. I love to be active myself, so your pet will stay busy and happy!

“Audrey was honestly the best. Our cat Nova had a great time and was obviously very cared for. Audrey had great and fast communication, kept us in the loop constantly. She also gave us lots of pictures. 10/10 would recommend.”


“Susan was fantastic! She sent daily updates and made drop off and pick up very easy. She accomodated a last minute scheduling change due to Hurricane Michael, and I could not be more grateful for her flexibility and the care she provided for our girl. Will definitely use her again.”


“Alicia and her family took the absolute best care of my two pups! They had a wonderful stay filled with lots of cuddles and playtime. Alicia kept me well-informed with regular updates and photos, so I knew they were happy and comfortable the entire time. She was also extremely flexible when my travel plans changed slightly, which I am incredibly grateful for. I’m so happy I found her on Rover, she is officially my go-to sitter!”


About: I’ve been a dog lover my whole life! I grew up with two dogs and have spent years pet sitting and caring for dogs of all sizes and personalities. I love walks, playtime, cuddles, and making sure every pup feels happy and comfortable while their humans are away. I’d love to meet your furry friend! 🐾 I currently work full time but have a flexible schedule, which gives me plenty of time to care for your dog. I’m available for walks, drop-ins, and pet sitting around my work schedule, and I’m happy to work with you to find a time that fits your pet’s routine. I love spending my free time outdoors and would be excited to have a furry companion join me! I’m happy to welcome dogs into my apartment and provide a comfortable, safe, and relaxed home away from home. Your pup will get plenty of attention, playtime, walks, and cuddles while they’re staying with me. I’ll do my best to keep their routine as close to normal as possible so they feel right at home!
About: i do the work so you don’t have to. have you ever had to get off work and be so tired that you couldn’t walk your happy puppy i can do it for you so that you don’t have to worry about your puppy peeing the floors or tearing up that expensive couch i have the energy to match your dogs energy. my schedule is open on mondays-fridays early in the morning til late afternoon to accommodate your schedule.i can do daily and weekly routine for your special dog or cat. i treat every pet like they are my own providing them with treats and toys that would enjoy providing them with inside and outside experiences by logging our activities into a book that you can read
About: I’ve had animals growing up ever since I was little. I’ve grown up with 4 dogs in the household and currently have my own. I absolutely adore all animals and would love to take care of your beloved animal I work and go to school daily but during the summer, I can definitely be more free. I always take breaks to walk the dogs around the neighborhood. I always be adequate to feed them and give them water throughout the day at their assigned eating times! If the dog is crate, trained to sleep in the crate at night, they’re welcome to sleep in the crate or if the owner wants, they can sleep in the bed with me. I do not mind.
About: Hi there! I'm Delaney. Over the past year, I have fostered 2 dogs and 6 cats! Each foster was a new learning experience, gaining insight into animals boundaries and needs! Often having sick or injured rescue fosters, I have experience with giving topicals and oral medications. I have always had dogs, dealing with puppies up until elderly care. For many years I have been a sitter for my neighbors 2 cats and one dog. It has become a passion to help and take care of dogs and cats, and I hope to be everything you need for a pet sitting experience! I will be heading back to Columbia SC on August 16th and won’t be in Annapolis for pet sitting anymore! I am available all summer long, the only time I am unavailable is 9am to 12pm Monday, Tuesday, and Wednesday, while I am taking an EMT class at AACC! I usually wake up early, so I’ll be available before and after this class!! I am very active, love to take long walks or runs. I am very open to following pet owners lead. Often staying in their own home is often better for a pets routine to reduce stress. I am available to give pets company during daytime, and if needed overnight. I know how stressful being away from your pet is, and sending updates is crucial!! I am very communicative, respectful, and clean.

About: I’ve grown up around animals my entire life, especially bulldogs and other large dog breeds, so I’m very comfortable handling dogs of different sizes and personalities. I also have experience caring for cats. In addition, I’ve watched neighbors’ small dogs while they were on vacation and have volunteered helping take care of dogs at Final Victory Animal Rescue. I’m active, dependable, and genuinely enjoy spending time with animals, whether that’s walking, playing, or making sure they feel comfortable and cared for. My schedule is widely open for the summer! There is no doubt I can fit your pet into my schedule whether that be on the weekends or throughout the week! I always prioritize making pets feel safe, comfortable, and cared for in their normal environment. In a client’s home, I follow all instructions carefully regarding feeding, walks, medications, routines, and house rules to help keep pets stress-free. I make sure pets get plenty of attention, exercise, playtime, and supervision while also keeping the home clean and secure. I’m attentive to pets’ behavior and safety on walks, around other animals, and in new environments. Having grown up around both large and small dogs, I’m comfortable handling different temperaments and energy levels. My goal is to make owners feel confident that their pets are being treated like family while they’re away
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Wiles Crossroads
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


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Perfect for high energy dogs - Wiles Crossroads
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We have used Shannon a few times to watch our pup, Bruiser, and I cannot recommend her enough! Bruiser absolutely LOVES going to her house. He gets so excited the second we pull into her driveway, which gives me so much peace of mind knowing he feels comfortable, safe, and happy there. Shannon is dependable, caring, and treats him like one of her own. She is also very responsive and even sends pics of my baby while I’m away! I know he is in good hands when he is with her. Will be using her as much as we can!”

“She is such a wonderful person! We had great communication, and she always kept me updated on how my puppy was doing. She sent me pictures and videos every day, which I really appreciated. I definitely recommend her! 🫶”

About: I been around pets my whole life. I love walking dogs for exercise and being with animals. My fav time is to play fetch with dogs and to have a personal relationship with the pets I take care of. I have a fenced back yard that will keep your pet safe. and plenty of space outside and inside the house for them to run around and stay healthy. I have 2 kids in the house 13 years old and 15 years old.I have own 1 to 2 dogs at a time and in the past I owned cats, birds, fish. I live near shaw so military family's are welcome. Would love the opportunity to take care of your pet. I would love to have a chance to walk or run with your dog and have a fun time. WALKS MAINLY IN THE MORNINGS AND LATE AFTERNOONS. I'm off Sundays and Mondays and get off at 2:00 p.m. the other days, My wife and kids help me out if it's during the day I have a large fenced in yard to take care of your pets needs. I have many toys for the dogs to play with. I love playing with my dogs.
About: Retiree. Fenced in yard with artificial turf only and built in pool. I am a loving, caring dog owner of 2 male dogs. 65 lb six year old Portuguese water dog named Jerry Garcia and 20 lb four year old Shitzu dog named Phil Lesh. Active dogs. Jerry loves to swim and play catch. Phil loves to chase geico and frogs, really any bug. Fenced in yard is completely safe and locked shut at all times. Great house for dog play. I have a separate room with a couch for the dogs. A TV in dog room. I play soundscapes music for a calming atmosphere. My husband and I live alone. I am retired. My husband works full-time and is home by 4pm each day. I am available Tuesday, Wednesday, and Thursday. I take care of my grandson on my other available days. I stay at home on Tuesday, Wednesday, and Thursday. I have a fenced in yard, with artificial turf. I do not have any crates. The dogs have amble space in the house. I have a tile floors in back room, kitchen and dining room. The dogs are allowed on the furniture in the backroom.
“Caroline is an exceptional dog sitter. Her communication is stellar and she loves and treats the dogs in her care like her own. We had such a peace of mind while our dog was in her care. She is a true doggie mama.”

About: I’ve cared for animals my whole life from strays to fosters to pet sitting and my own pets. I have incredibly friendly pets that will make yours feel at home and I’m excellent at potty training puppies I’ve had several of my own over the years! I work from home so I have plenty of time to hangout with your beans :) while they are with me their schedule is my schedule! I have a fenced in yard, friendly cats and dogs and about a million toys for any pet, as well as private rooms they can hang in if they prefer to be alone and a cozy guest crate for pups if you like your beans crated at night or for any reason :)
“I can't say enough wonderful things about Kim and her husband Mickey. They responded immediately and was so helpful and friendly. Even worked with my unknown hours. They cared for my 7 month old puppy Luke he was a KING! They had great, well behaved dogs that he loved and played with non stop. They always lake them to sog parks and my puppy is exausted when we get home which is wonderful because so are we. I am so blessed to have met them and their sweetness for my puppy and helping us find places to eat or see around the new town. Thor ( our puppy) now knows when we go towards their place and races up to their door. Mickey loves the animals as much or maybe more than Kim which is incredible they both adore animals so much. Kim is so helpful and always willing to accommodate any need. I wouldn't use anyone else!!!!”

About: i do the work so you don’t have to. have you ever had to get off work and be so tired that you couldn’t walk your happy puppy i can do it for you so that you don’t have to worry about your puppy peeing the floors or tearing up that expensive couch i have the energy to match your dogs energy. my schedule is open on mondays-fridays early in the morning til late afternoon to accommodate your schedule.i can do daily and weekly routine for your special dog or cat. i treat every pet like they are my own providing them with treats and toys that would enjoy providing them with inside and outside experiences by logging our activities into a book that you can read

More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Wiles Crossroads
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Martina has been extremely reliable and patient. She’s always communicative during the walks and keeps me updated, which I really appreciate. Being in the Army with unpredictable hours is tough, but she truly puts my mind at ease knowing my baby is getting the care and attention he needs when I can’t be there. I’m so thankful for her!”

About: i do the work so you don’t have to. have you ever had to get off work and be so tired that you couldn’t walk your happy puppy i can do it for you so that you don’t have to worry about your puppy peeing the floors or tearing up that expensive couch i have the energy to match your dogs energy. my schedule is open on mondays-fridays early in the morning til late afternoon to accommodate your schedule.i can do daily and weekly routine for your special dog or cat. i treat every pet like they are my own providing them with treats and toys that would enjoy providing them with inside and outside experiences by logging our activities into a book that you can read
About: Background/experience in veterinary medicine. I am very comfortable with giving medication, taking care of special needs/senior pets. I treat every pet as if they are my own. I currently own my own equine business which means I set my own hours. I am a very active person so including other animal duties into my daily life is not difficult. I treat each pet as if they were my own. I would do everything I could to keep them comfortable in their own home while their owners are away. Even if that means sitting on the floor while they take a nap so they don't feel alone.

About: I have always had a dog in my house hold! i currently have a 3 year old golden doodle and typically always have some sort of dashound!! I am usually a busy girl but will always make time in the day to help out where ever i am needed! Typically i am available at early mornings/afternoon! I just graduated with a degree in psychology and am training as an RBT current so my schedule is always changing! degree and am a team leader at chick fil a lexington!! I will treat your pets like my own! i love bong able to give attention/care to dogs 24/7 and will always be here to give them a friendly face!

About: Hi! I’m a caring and dependable pet sitter with experience caring for both dogs and cats. I understand that every pet has their own personality, routine, and needs, and I’m committed to providing them with plenty of love, attention, and care while you’re away. I’m comfortable with feeding, walks, playtime, litter box care, and keeping pets comfortable in their usual routines. Your pets’ safety and happiness are always my top priorities! I am a work from home mom and have all the time to play with your fur babies! I have a large fenced in backyard that is fully secure. I also have an air conditioned garage. All pets are welcome to be inside all day long but sometimes they want to play and run and it’s nice to have a cool down spot. All animals are welcome to stay inside all day and night. I am a light sleeper and wake up to let my senior dog, Lola, out at night for bathroom breaks regularly. I am always home and my daughter has been raised and daughter how to be safe and appropriate with new animals. We treat others and their pets with the respect we would want in return.
About: Hello, My name is Sabrina Pressley I’m 21 years old . I’m open to all breeds. I also have other dogs that is dog friendly. I don’t mind over night dog sitting as well . It’s fine if your dog isn’t dog friendly I can put my dogs up . I can also pet sit at your home if that is best for you . Pet care is a daily routine for me I also have an autistic cousin that I take care of who is very gentle and loving to animals . I have a friendly dog and my friend has 2 friendly dogs and they love other animals I can also crate them if needed and the home has enough room for your dog to play .
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Wiles Crossroads
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Martina, did an amazing job with our Snuggles. She sent pictures and gave us updates throughout his stay. He appeared to be well kept and happy. We will definitely use her services again in the future!”

“Whitney is wonderful! I booked a last minute boarding, and I have nothing but great things to say!!! Highly recommend! We will definitely be using her again in the future!❤️”

“Lexie was excellent! Drop off was smooth and I know my dog enjoyed playing with the others! I got daily video updates which was so fun! Will absolutely be booking again. Thank you!”

“Highly recommend! My dog stayed with Merrell at her home for 4 days. She sent me pictures everyday and kept me updated. 10/10, I will definitely book my dog with her again!”

“Lindsey was amazing! She was kind, patient and knowledgeable. She treated my pups like her own, they needed a lot of understanding and special attention since we’ve never left them before. Lindsey went above and beyond to make sure they felt loved and sent lots of pictures to put us at ease. Thank you so much!!!”

“Qais was absolutely amazing! As a first-time user of a dog sitter, I was nervous about how my dog, Bear, would handle a new environment and other dogs, but he did incredibly well under Qais's care. Qais provided the exact attention and exercise Bear needed, making him feel right at home. I loved the constant updates, photos, and videos as it gave me total peace of mind while I was out of town knowing Bear was safe and loved. The sweetest part was leaving; another dog actually tried to jump in my trunk to go with Bear! It was so cute and proof of the happy environment Qais creates. Thank you, Qais! we will be back!”

“Maria was so kind and patient with my spoiled rotten doodle! I know my pup can be a handful, and I know she had a hard time being away from me for the first time overnight, but Maria did everything possible to keep her happy. She also was wonderful about working with me on pickup and drop off! Traffic was terrible, and she was very accommodating. Thank you, Maria!”


“Audrey was honestly the best. Our cat Nova had a great time and was obviously very cared for. Audrey had great and fast communication, kept us in the loop constantly. She also gave us lots of pictures. 10/10 would recommend.”


“Susan was fantastic! She sent daily updates and made drop off and pick up very easy. She accomodated a last minute scheduling change due to Hurricane Michael, and I could not be more grateful for her flexibility and the care she provided for our girl. Will definitely use her again.”


“Alicia and her family took the absolute best care of my two pups! They had a wonderful stay filled with lots of cuddles and playtime. Alicia kept me well-informed with regular updates and photos, so I knew they were happy and comfortable the entire time. She was also extremely flexible when my travel plans changed slightly, which I am incredibly grateful for. I’m so happy I found her on Rover, she is officially my go-to sitter!”


About: I’ve been a dog lover my whole life! I grew up with two dogs and have spent years pet sitting and caring for dogs of all sizes and personalities. I love walks, playtime, cuddles, and making sure every pup feels happy and comfortable while their humans are away. I’d love to meet your furry friend! 🐾 I currently work full time but have a flexible schedule, which gives me plenty of time to care for your dog. I’m available for walks, drop-ins, and pet sitting around my work schedule, and I’m happy to work with you to find a time that fits your pet’s routine. I love spending my free time outdoors and would be excited to have a furry companion join me! I’m happy to welcome dogs into my apartment and provide a comfortable, safe, and relaxed home away from home. Your pup will get plenty of attention, playtime, walks, and cuddles while they’re staying with me. I’ll do my best to keep their routine as close to normal as possible so they feel right at home!
“Was in a bind trying to find a place for my dogs since where they usually go, the vet was booked. I searched and came across Faylnn after reading her reviews I decided to contact her, she responded fast and gladly accepted watching my 2 dogs. I also have chickens and she was more than happy to feed them and give them water while I was out of town. My dogs loved her, she allowed my Chinese crested to be her moody self and catered to my rambunctious Frenchie with no complaints. She provided me with daily updates,pictures and summary of their day. I highly recommend Falynn if your pets are like your children and you want the best possible care, and the peace of mind they are being well taken care of then you need to send them to Falynn!!!”


About: I’ve grown up around animals my entire life, especially bulldogs and other large dog breeds, so I’m very comfortable handling dogs of different sizes and personalities. I also have experience caring for cats. In addition, I’ve watched neighbors’ small dogs while they were on vacation and have volunteered helping take care of dogs at Final Victory Animal Rescue. I’m active, dependable, and genuinely enjoy spending time with animals, whether that’s walking, playing, or making sure they feel comfortable and cared for. My schedule is widely open for the summer! There is no doubt I can fit your pet into my schedule whether that be on the weekends or throughout the week! I always prioritize making pets feel safe, comfortable, and cared for in their normal environment. In a client’s home, I follow all instructions carefully regarding feeding, walks, medications, routines, and house rules to help keep pets stress-free. I make sure pets get plenty of attention, exercise, playtime, and supervision while also keeping the home clean and secure. I’m attentive to pets’ behavior and safety on walks, around other animals, and in new environments. Having grown up around both large and small dogs, I’m comfortable handling different temperaments and energy levels. My goal is to make owners feel confident that their pets are being treated like family while they’re away
“🌟🌟🌟🌟🌟 Bobo had an amazing stay! From the moment he arrived, he felt right at home in such a warm and welcoming environment. He even made a new friend, which made his visit extra special. We truly appreciated the daily photo updates—it was so comforting to see how much fun he was having. This sitter went above and beyond, and we highly recommend her to anyone looking for loving, attentive care. We’ll definitely be booking again!”


About: I've taken care of pets since I was 10. I currently have fostered two large breed dogs. I also volunteer at the animal shelter. I am fear free certified. I have 3 cats and 1 dog at home. I've taken care of every age group in both cats or dogs (puppy-senior). I currently work full-time at the hospital. I am available in the early mornings or after 5pm during work days. I am off most Wednesdays & weekends. I have a fenced in yard with a very friendly dog and 3 cats. Pets have full access to the house and yard at all times. They are allowed to hangout on the couches as well! I have pet sat for multiple people in my life and always make sure to lock up while entering or exiting the house! I understand 100% that you work hard for your home & I strive to keep it the way you left it.
“She was fantastic! She sent me daily updates and pictures, which was the best part of my day while being out of town! Her dog is the sweetest, and is my dog’s new best friend. She didn’t want to leave when we came to get her!”
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1Global data from Rover (November 2025)










