Personalized care for your dog or cat - Chebeague Island

Highly-rated overnight sitters - Chebeague Island
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Stout enjoyed his visit with Simon. He was flexible about us changing our plans too. He was able to add extra dates which helped us enormously. Thank you!!”

“Kymberly and Robert are excellent dog sitters. We felt absolutely confident and comfortable that our dog was in good hands from the moment we dropped her off with Kymberly and Robert. They posted regular updates and were attentive in every way. It’s clear that they have a love of dogs and shared that love with our pup. I highly recommend them for your dog needs!”

“I’m so happy we found Sergey at the last minute. My two dogs stayed with Sergey’s for six nights. They came home tired, happy, and clean. Sergey was extremely flexible with our timing when our travel was delayed. I would not hesitate to recommend Sergey as a pet sitter.”

About: Hi! We’re Natalie and Tim, and we have both had dogs our entire lives. Natalie worked at a Humane Society in college, and Tim fostered dogs (and was a “failed foster” parent) for many years before we moved to Maine with our two doggies, Penny & Willa. We spend lots of time taking our dogs and dogs who we sit for to local nature trails in Cumberland or enjoying fetch with the Chuck-It in our large backyard. Our home is kid-free, and we will treat your pups like our own! Tim works from home, and Natalie is a full-time graduate student with a flexible schedule. Your dogs will be home with either or both of us for the majority, if not the entire time! We have a large yard (1.5 acres) on a quiet street in a very dog-friendly neighborhood. Although our yard is not physically fenced, we do have an electric fence that could work for your dog if they are trained on this at your home! We are happy to crate your dogs - we’re even happy to have them in our bedroom and on the couch if they prefer!

“Marna and family took excellent care of Gus. Daily updates were provided and prompt/detailed communication about drop off/pick up made a quick getaway stress free. He was a part of the family and was a happy, tired boy when he came home. We’ve already booked our next stay!”

“Alicia and Dave were great with Cosmo. He was very comfortable there with them and their dog, and they were great at giving him his medications. Always tough to find someone to watch these dogs with some medical issues, but they didn’t miss a beat. Loved getting the picture updates.”
“Neil and Abby were great. Good communication and our dog was very happy there - lots of good play time with their dog Molly. Would definitely have Delta board with them again in the future!”

“Claudia and Jason are truly amazing dog sitters. They took excellent care of our large Aussiedoodle , who never likes to be separated from me. They took him on many varied walks and on one of them even got him a pup ice cream, had cuddle time, time for play and rest. He returned home calm, confident and tired. I fully trust Claudia and Jason and am so grateful to them.”

“Mariah, Kyle and family took good care of our 10 yr. old Portuguese Water Dog during our week long family vacation. They treated him like he was part of the family and he enjoyed being around their dog and another one they were also boarding. Having a fenced in yard was perfect for playing and getting exercise. They were easy to communicate with and wonderful about giving regular updates and sending photos.”

“Emily and Kieran were the best dog watchers! Their dog Leon is so chill and playful with our pup, Roscoe. They did two walks a day and outdoor play was easy with a doggy door. We received daily updates. So grateful to have Roscoe in good hands while we were away.”


About: Animals have always been an important part of my life. I grew up with a cat who was much more than a pet—because I didn’t have any brothers or sisters, she was my best friend and constant companion. Later, after meeting my husband, who had a dog, I discovered how much joy dogs bring and how different, fun, and rewarding it is to spend time with them. Now that my own children are older and more independent, I finally have some time to do something I’ve wanted for a while: care for other people’s dogs. Spending time with animals truly makes me happy, and I would love to give your dog the same love, attention, and care that I would give my own. I’ve looked after dogs in my home and understand that every pet is unique. Some dogs love long walks and playtime, while others just want a quiet companion nearby. I’ll happily follow your dog’s routine and make sure they feel safe, comfortable, and loved while you’re away. What really sets me apart is how much I genuinely care. I pay close attention to the little details, carefully follow your instructions, and treat every pet like family. I’ll also send regular photos and updates, so you’ll always know your furry friend is happy and well cared for. I currently work part-time, which gives me plenty of time to care for your pet. I’m available for afternoon walks during the week, as well as boarding. Your dog will have regular potty breaks, walks, playtime, and lots of attention throughout the day. I always do my best to follow your pet’s usual schedule, so they feel comfortable and at home while you’re away. My home is a safe, pet-friendly environment where dogs are treated like part of the family. They will have plenty of attention, regular potty breaks, walks, playtime, and a cozy place to rest. . My children are older. They’re gentle and respectful, and they’ll happily play with your dog if that’s something your dog enjoys. I’ll also send regular photo updates, so you’ll always know your pet is happy and well cared for.
“Sridevi took wonderful care of my dog, Sasha. I had to book with her at the last minute because of a funeral and she could not have been more accommodating. Sasha was so content at her house in such a short period of time, I was very impressed. Sasha does not usually warm up to people so quickly, so I knew she was in good hands. 🐾”

“Christine is a new favorite dogsitter! I left one of my dogs with her and her canine crew for five days—she came home happy, healthy, and tired after romping around the big fenced yard, dipping in the pool, and snoozing on the couch. Worry-free dogsitting from a true dog lover. Thanks, Christine!”

“Molly is so amazing! We love leaving Vargas with her and the pups. This time, we went away for a week and Vargas had an amazing time. We were always in the know with photo updates. Thank you, Molly!”

“This was our second weekend with Anne for our 6 month old Kodi. Once again, Anne did a fabulous job and provided plenty of canine pals for our pup to play with. Our pup is a very energetic and determined youngster and Anne handled her extremely well. It was an enormously successful weekend and I highly encourage you to have your pups stay with Anne.”

“Christina was an amazing sitter for my little pup! She was so communicative and I was so happy to get stories and pictures morning noon and night. I can tell she truly has a heart for animals and she was great to work with! I would definitely return again and would recommend her to other Rover parents. Thanks Christina!”


“We had such a wonderful experience! From the very beginning, they were kind, professional, communicative, and clearly passionate about caring for dogs. I felt completely comfortable knowing my dog was in such great hands. They kept me updated throughout the stay and treated my dog like their own. It was such a relief knowing my pup was happy, safe, and well cared for. I would absolutely recommend them to anyone looking for someone trustworthy and loving to care for their pets. We will definitely be booking with them again! 🐾❤️”

Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1

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

About: Hi! I’m a veterinary student home for the summer, and I’d love to help care for your pets while you’re away. I’m currently in vet school and have years of hands-on experience with dogs, cats, and more — both in clinical settings and at home. My experience includes walking, feeding, administering medications, and managing pets of all temperaments and sizes. I’ve also worked in animal hospitals and have a strong understanding of animal behavior, safety, and health. Growing up, I cared for my own pets and frequently dog-sat for neighbors and family friends — it’s always been second nature to me. Whether your pup loves belly rubs, playtime, or just needs a calm and reliable presence, I’ve got it covered. I’m responsible, responsive, and will treat your pet like one of my own. Let me know how I can make your pet’s day brighter while you’re away! I have a very flexible schedule with work right now, allowing me to take care of your pet's needs throughout the week whenever you need. When caring for pets in your home, I aim to keep your animals as comfortable and stress-free as possible by maintaining their normal routine. I follow all instructions closely, from feeding schedules and medications to walks, potty breaks, and playtime. I make sure fresh water is always available and that your pet gets plenty of love, attention, and stimulation throughout the day. I will also make sure to be respectful of your space and tidy up after myself and your pet! Because I’m a veterinary student, I’m also trained to spot signs of illness or discomfort, and I’m confident handling pets with special medical needs or behavioral quirks. Whether your pet loves cuddling, playing, or quiet companionship, I tailor my care to what makes them feel at home.


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Perfect for high energy dogs - Chebeague Island
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“i would definitely book simon again! he was lovely and very accommodating. he gave a thorough report when i picked up my pet who came home calm and taken care of. i was also impressed by his own lovely, and nicely trained dog. that says a lot!”


“Absolutely wonderful pet sitter. Marna was calm and patient with our little chihuahua, Miika. Miika was happy and relaxed when she was picked up. I highly recommend Marna and will definitely be using her services again.”

About: Hey there! I'm Evan, a proud dog dad to Ollie and Kylo. With a flexible work-from-home schedule, I can easily accommodate your pup's daycare, drop-in and walking needs at your convenience. I have a big yard for the dogs to play outside (supervised), great trails for walking/running and plenty of room inside for your furry friend to hang and relax. Your furry friend will enjoy fun, safe, and engaging walks, just like my own dogs do. Let's give your pup the best walking experience! Pet care is a fundamental part of my daily routine. As a dog dad to Ollie and Kylo, I ensure they receive plenty of exercise, mental stimulation, and affection every day. My work-from-home schedule allows me to integrate their walks, playtime, and grooming into my day seamlessly. Each morning and evening, we go for walks to keep them healthy and happy as well as playing out in the yard. In my home, I provide a nurturing and stimulating environment for Ollie and Kylo by ensuring they have a consistent routine that includes regular exercise, balanced meals, and plenty of affection. I focus on maintaining a safe and clean living space, regularly grooming them, and keeping their toys and bedding fresh. When caring for pets in my clients' homes, I prioritize understanding each pet's unique needs and routines. I follow any specific instructions provided by the owners, ensuring their pets receive the same level of care and attention they would at home. This includes feeding them according to their schedule, taking them for walks or play sessions, and maintaining any training or behavioral routines. I also make sure to keep the client's home clean and secure, leaving detailed updates on their pet's activities and well-being. My goal is to provide peace of mind to pet owners, knowing their beloved pets are in safe and caring hands.
“Lindsay was great! She gave us tips on where to find vegan food, where we could park our RV as we were going on a whale watching tour. She took Maddie for walks and sent us pictures. Maddie was very comfortable with Lindsay. Lindsay was always quick to answer when we had questions. We highly recommend her.”
“My Rosie first met Matt when his partner was her primary sitter and she has been obsessed with him for well over a year. His wonderful partner is no longer dogsitting in the area so Matt joined Rover himself bc he loved the dogs so much and I could not be more grateful. He keeps her active enough that Rosie is tired when she gets home but most importantly I appreciate knowing she’s going to be loved on all day. Matt is flexible and super communicative plus he takes great pictures - I would recommend him without any hesitation.”

“Our rescue pup Cora has been so well cared for by Alma + Birdy + family - we are so grateful for fun filled days playing in their backyard, going on walks, and chilling while we are at work.”

“Emily and Kieran took a very good care of our dog! They were very accomodating even on the last minute notice, and were very flexible on the timing, which we really appreciate :) They took Ohsam out for a walk several times, gave lots of loves and cuddles. I can see Ohsam had a great time with the family! Would recommend them during our next visit in Portland. Thank you!!”


About: Experience, work remotely, flexible schedule, own dogs in the past, able to walk frequently, able to be active with dog if needed. I am very active with my dog and would love to extend to the dogs I’m looking after :) I'm currently working remote and have the flexibility to take your pet out frequently and give them lots of energy. I have a lot of experience in the field I have a friendly 5 year old dog that loves other dogs. We are quite flexible and loving to our pets in the home and they are sure to feel comfortable
“Robin is so great! I’m thankful to have found her and Stella (her pup)! My 3-month old puppy was able to be cared for while I was away. Robin was super communicative and easy going.”

“Annie was fantastic! Winnie is not the easiest of dogs and Annie was gentle and patient with her. She found ways around things that Winnie doesn't enjoy, like being picked up, which is necessary because she can't do stairs.”
“Kylie took excellent care of Rosa and made sure she felt comfortable during her stay. She was also easy to communicate and flexible with scheduling my last minute request! I would definitely use Kylie again in the future.”

About: I've always loved animals, work for a veterinarian, have 2 dogs of my own (ages 13 and 16!). In addition to caring for the pets of friends and neighbors, I just genuinely love interacting with animals. I work part time for a veterinarian, so I'll have a lot of time to help out with your cats and dogs! In addition to basic needs, I plan to play snuggle and love on your pets. In and around your home, I will take your dogs for walks and playtime. For cats, I will make sure they are fed and not too lonely.
About: I’ve been an animal lover for my whole life! I have experience with dogs of many sizes and breeds, cats, cows, and chickens. Walking dogs is one of my favorite things to do. I have worked for a dog walking company for the past 3 years. Also, I have worked on multiple farms where I’ve cared for farm animals and dogs/cats. I will care for your pet as if they were my own! I’m working a remote part-time job which leaves me with plenty of time to walk dogs throughout the day and in the evening. Additionally, I have a very flexible schedule on the weekends. If I am caring for your pet in your home I will make sure to follow whatever schedule you have for them. I will take them out to play often and give them lots of love.
About: My husband used to train in the canine unit so he’s definitely taught me a thing or two! I’ve had cats my whole life as well! I am patient and loving towards all living beings. I enjoy pet sitting & loving them when their families aren’t around. I am also a nanny and have cared for many pets through the families I’ve cared for. I am available for boarding & daycare Friday-Sundays. Sometimes I have more availability but not always. I am open to being flexible as much as I possibly can. I have a large yard, house is a decent size so pets can all enjoy their own personal space or cuddle together. I don’t have an extra crate but I’d be happy to set one up (must be provided by owner).

About: Caring, energetic, dog lover available to provide walks, general care and companionship either at owners home or at my place with a fenced-in yard. I have a flexible schedule when I’m in town but I travel once a month for a few days. I’m seeking arrangements that are aligned. I’d be happy to provide walks, drop in to the dog’s home to care for them or care for the dog for a half day or longer in my home. I have a fenced in yard.
“Andrew was very professional, had a screening call (that I appreciated), was super flexible and accommodating with my meeting schedule being ambiguous and ultimately was pushed beyond the time I had communicated. He was friendly, attentive, sent photos and took Lady on an adventure. Loved working with him and am so glad I trusted him with my girl while I was in town. Very pleased!! THANK YOU!”


About: I’ve taken care of dogs and cats of family and friends since I was in my teens, but more extensively in college and since. For 3 years I boarded and sat for three different family friends. I’ve personally helped raise 3 dogs and 2 cats. I’ve even helped herd sheep and tamed alpacas! I work nearly full-time as a server at a restaurant, so Wednesday to Saturday night I’m unavailable for somewhere between 6-9 hours on those days. When I have my off days I’m usually at home or out for a walk. I’m usually efficient with my errands and have extensive free time on off days. My apartment is a one bedroom, so if I’m not playing around the apartment with the pet, I’d want to bring them on a walk or to the park. I have a very comfortable bedroom conducive to nap time, and I live in the heart of Old Port. Whenever I am with pets in my house I am always looking to set up a cozy space for them to relax with blankets, pillows, their favorite toys. I try to make them feel like a proper guest in my home like anyone else. My apartment is always very quiet despite being downtown, but I would hope to find activities we could do in and around Portland to help keep them active and entertained.

More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Chebeague Island
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have worked in a high end Inn doing dog massage and dog sitting. I have worked privately dog and cat sitting over the years. I enjoy the various individual personalities of peoples pets. I also know what a great relief it is to know a pet is in good hands as my own pets are my family members. Speaking of good hands I also do reiki and can help calm your pet. I am a lover of all animals. I have an intuition of what animals need and want. I am knowledgeable in feeding your pet a healthy diet as I have read a lot of information on feeding your pet holistically. I am a compassionate, gentle kind pet owner. I believe in treating all animals with that kindness and dignity. I’m currently working part time so there’s plenty of time in my day to care for your four legged family member. I sincerely enjoy having time for fresh air walks and pet sitting aka getting to know your pet and having some fun together. attention. I’ll also keep you updated with photos and messages so you can enjoy your time away knowing your pet is happy and well cared for. I usually care for pets in their own homes as I have my own cat at my home. I am a hands on person who believes animals deserve the utmost best treatment as they provide so much to us as humans.

About: Hi! I’m a veterinary student home for the summer, and I’d love to help care for your pets while you’re away. I’m currently in vet school and have years of hands-on experience with dogs, cats, and more — both in clinical settings and at home. My experience includes walking, feeding, administering medications, and managing pets of all temperaments and sizes. I’ve also worked in animal hospitals and have a strong understanding of animal behavior, safety, and health. Growing up, I cared for my own pets and frequently dog-sat for neighbors and family friends — it’s always been second nature to me. Whether your pup loves belly rubs, playtime, or just needs a calm and reliable presence, I’ve got it covered. I’m responsible, responsive, and will treat your pet like one of my own. Let me know how I can make your pet’s day brighter while you’re away! I have a very flexible schedule with work right now, allowing me to take care of your pet's needs throughout the week whenever you need. When caring for pets in your home, I aim to keep your animals as comfortable and stress-free as possible by maintaining their normal routine. I follow all instructions closely, from feeding schedules and medications to walks, potty breaks, and playtime. I make sure fresh water is always available and that your pet gets plenty of love, attention, and stimulation throughout the day. I will also make sure to be respectful of your space and tidy up after myself and your pet! Because I’m a veterinary student, I’m also trained to spot signs of illness or discomfort, and I’m confident handling pets with special medical needs or behavioral quirks. Whether your pet loves cuddling, playing, or quiet companionship, I tailor my care to what makes them feel at home.
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Chebeague Island
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Stout enjoyed his visit with Simon. He was flexible about us changing our plans too. He was able to add extra dates which helped us enormously. Thank you!!”

About: Hi! We’re Natalie and Tim, and we have both had dogs our entire lives. Natalie worked at a Humane Society in college, and Tim fostered dogs (and was a “failed foster” parent) for many years before we moved to Maine with our two doggies, Penny & Willa. We spend lots of time taking our dogs and dogs who we sit for to local nature trails in Cumberland or enjoying fetch with the Chuck-It in our large backyard. Our home is kid-free, and we will treat your pups like our own! Tim works from home, and Natalie is a full-time graduate student with a flexible schedule. Your dogs will be home with either or both of us for the majority, if not the entire time! We have a large yard (1.5 acres) on a quiet street in a very dog-friendly neighborhood. Although our yard is not physically fenced, we do have an electric fence that could work for your dog if they are trained on this at your home! We are happy to crate your dogs - we’re even happy to have them in our bedroom and on the couch if they prefer!

“Marna and family took excellent care of Gus. Daily updates were provided and prompt/detailed communication about drop off/pick up made a quick getaway stress free. He was a part of the family and was a happy, tired boy when he came home. We’ve already booked our next stay!”

“Alicia and Dave were great with Cosmo. He was very comfortable there with them and their dog, and they were great at giving him his medications. Always tough to find someone to watch these dogs with some medical issues, but they didn’t miss a beat. Loved getting the picture updates.”
“Neil and Abby were great. Good communication and our dog was very happy there - lots of good play time with their dog Molly. Would definitely have Delta board with them again in the future!”

“Claudia and Jason are truly amazing dog sitters. They took excellent care of our large Aussiedoodle , who never likes to be separated from me. They took him on many varied walks and on one of them even got him a pup ice cream, had cuddle time, time for play and rest. He returned home calm, confident and tired. I fully trust Claudia and Jason and am so grateful to them.”

“Mariah, Kyle and family took good care of our 10 yr. old Portuguese Water Dog during our week long family vacation. They treated him like he was part of the family and he enjoyed being around their dog and another one they were also boarding. Having a fenced in yard was perfect for playing and getting exercise. They were easy to communicate with and wonderful about giving regular updates and sending photos.”

“Sridevi took wonderful care of my dog, Sasha. I had to book with her at the last minute because of a funeral and she could not have been more accommodating. Sasha was so content at her house in such a short period of time, I was very impressed. Sasha does not usually warm up to people so quickly, so I knew she was in good hands. 🐾”

“This was our second weekend with Anne for our 6 month old Kodi. Once again, Anne did a fabulous job and provided plenty of canine pals for our pup to play with. Our pup is a very energetic and determined youngster and Anne handled her extremely well. It was an enormously successful weekend and I highly encourage you to have your pups stay with Anne.”

“Christina was an amazing sitter for my little pup! She was so communicative and I was so happy to get stories and pictures morning noon and night. I can tell she truly has a heart for animals and she was great to work with! I would definitely return again and would recommend her to other Rover parents. Thanks Christina!”


“We had such a wonderful experience! From the very beginning, they were kind, professional, communicative, and clearly passionate about caring for dogs. I felt completely comfortable knowing my dog was in such great hands. They kept me updated throughout the stay and treated my dog like their own. It was such a relief knowing my pup was happy, safe, and well cared for. I would absolutely recommend them to anyone looking for someone trustworthy and loving to care for their pets. We will definitely be booking with them again! 🐾❤️”

“I couldn’t be happier with the care Kelly provided for my dog! From the moment we met, I could tell she had a calm and gentle energy—exactly what my dog needs, especially since he can be a little anxious sometimes. When I picked him up, he was totally relaxed and happily tired out, which is always a great sign that he felt comfortable and well cared for. Kelly is not only incredibly nice but also clearly very in tune with dogs and their needs. It gave me so much peace of mind knowing he was in such good hands. I highly recommend her to anyone looking for a trustworthy and caring pet sitter. We’ll definitely be back!”

“Heidi was fantastic with our pit mix Escanor. She is very knowledgeable about different dog breeds and their specific mannerisms and characteristics. She is very smart when it comes to who they interact with outside while still allowing your dog to get their exercise daily. Our dog had a great time and hope to use her services in the future for boarding and hopefully doggy daycare as well.”

“Ziggy had such a great time with Lizzy. She took him on lots of adventures and gave us tons of updates. He came home tired and happy, it was a great fit. She was so easy to communicate with too! We will definitely book with Lizzy again!”

“Kathleen and Dylan are so great with Luna! She is well cared for while in their care and taken on fun walks and to adventures to play with other dogs. Kathleen is very responsive and always keeps us up to date on Lunas stay. We definitely will be seeing her again soon!”

“Lucero & Ikenna took care of my senior dog Jake. They were communicative, understanding and flexible. After a meet and greet, I felt very comfortable leaving Jake with them and knowing he was in good hands.”

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1Global data from Rover (November 2025)









