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.
“My little Saga was a happy camper at Cindy’s during her very first time away from family, during an extended holiday stay. Saga seems to have adapted well, and befriended other dogs during her stay, which I got a glimpse of from the photos Cindy shared. Saga came home clean (Cindy gave her a bath the day before our reunion) and a little baggie of holiday treats. Thanks so much for taking such good care of Saga.”

“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!”


“Our pup is a sensitive, nervous guy. Marna made sure he felt loved and at home. I could tell he was having fun with her family through the photos she sent. She filled us in each day and sent photos. 🤩 Will definitely use Marna again!”

“Kym and Robert have taken care of our dog, Rosie, multiple times over the last couple of years. They are reliable, caring, and keep us updated with photos and messages while we are away. Rosie is always happy, relaxed, and clearly well cared for when we return home. It gives us real peace of mind knowing Rosie is in such good hands. We would absolutely recommend Kym and Robert to anyone looking for a trustworthy and compassionate pet sitter.”

“Finding someone that you can trust that will care for and love your fur baby as you do can be challenging. We were able to find someone and more in Robin. From the moment we started taking to the meet and greet to leaving Remy with her for a few days was fantastic. Her communication was excellent and fast right from the beginning. We weren't gone long before she was already sending pictures which is something we said we would take any time.. throughout our few days away we received many updates and pictures and from the pictures we could see that Remy was very happy and being cared and loved just as we do. Robin's compassion to take care of and spend time with animals is very clear. Remy even seemed a little sad after we picked him up and brought him home like he missed her and her fun dog Stella. We can't recommend Robin enough and we will definitely be using again!”

“Claudia and Jason were so thoughtful and communicative. Opie had an excellent week with them and they sent me pictures and updates regularly. I will book with them again!”

“Kyle and Mariah were fantastic caretakers for Lobo for the past week! Got photo updates multiple times per day, and it's clear that he had a TON of engagement and activity - he put himself to bed when we got home 😂. Highly recommend!!”


“Natalie was awesome! From the photos she sent, our Seth looked comfortable and right at home. Communication was great and are looking forward to having Natalie look after Seth again. Thank you!”

“Viva is an amazing Dog Sitter. She took care of a relatively elderly dog with lots of medication’s beautifully with excellent communication and I plan to work with her again many thanks.”

“Christina is just plain awesome. She updates me with pictures and detailed descriptions of what she’s up to with my pup and it makes me feel so comfortable!! You can genuinely tell she just loves animals and that’s something that makes me feel at ease when I drop off Maverick (not to mention he gets so excited to see her now). My doggo comes home happy and exhausted everytime we book with her!! I am so glad I found Christina :)”

About: I grew up with dogs and I miss the pure joy they have for this world. I can't own one with my current situation, but would love to look after yours. I'm a working professional who is kind and courteous. If you want me to know anything ask, feel free to ask! -Alex I work a full time remote job, with easy morning and evening walking times. The afternoon tends to be a bit busier for me so I may not be able to take an extended break but can make sure your pup has plenty of bathroom breaks and long walks. I am kind and courteous of other people's space. I offer sitting in your space or walks, because my apartment doesn't allow me to have dogs.
“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.”

“After our meet & greet, Shorty was so happy to go back to Vicky & Bobby's, he couldn't wait to get out of the car. They have a great house & awesome back yard perfect for dogs. Their dogs Magic & Brooklyn were great with Shorty, & he sometimes has problems with new dogs. Vicky sent me great pics every & really put my mind at ease, seeing Shorty livin the doggy life. Vicky even brought Shorty to work with her at the pet hospital where she works & I know he loved that. Travis, Bobby's brother was also really great & Shorty warmed up to him right away. Shorty is used to sleeping on the bed & they allowed that, and also figured out something yummy for him to eat when he wouldn't. I highly endorse Vicky & Bobby, & Shorty's looking forward to his next vacay!”

“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!”

“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!”

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: Please reach out for any availability and questions. Ive taken care of many different types of animals of different levels. I have owned a verity of pets through my life. From bats, chickens, horses, reptiles, rodent, cats, dogs and more. I had my own farm when I lived in Florida. I have taken care off family, friends, and neighbours animals. I work a full-Time, 8-4 M-F job. I have weekends off. I have some flexibility with my daily hours. I can make arrangements if needed. I have a fenced in yard and two leads attach to my house and garage. My dogs are pretty lazy and rather enjoy their time in the house. They are pretty codependent. I will care for my clients pets as if they were my own while following their expectations and requirements.

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.
“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.”
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).

“Marna is just wonderful with our little dog. Marna is conscientious and kind . She is great at keeping us updated with posts and pictures. We highly recommend her.”

“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!”

About: I have been the go to dog sitter for my friends and family for years. I am experienced with small/medium sized dogs of all ages. I'm very flexible and will do my best to accommodate special requests that are within my skill set. I also like to form long term relationships with pets and their families to ensure consistent care and the best experience for all involved. I am currently available 24/7 for my dog, we like to go to the beach, walks in the woods, naps and daily training exercises. I am flexible to work with your dogs needs and schedules! I'm happy to accommodate to the best of my capabilities the care and routines to which your pets are accustomed. Feeding, walks, meds, certain special care and sleeping arrangements will all be tailored to your pets needs to ensure the least stressful experience for your four legged friends!
About: I’m a reliable Portland dog walker with 20+ years of experience caring for dogs of all sizes and temperaments. I genuinely enjoy working with dogs and building trust with each one, and I’m patient and calm with dogs that need a little extra time or attention. I provide safe, fun, and structured walks and am very comfortable handling multiple dogs while making sure each one gets the attention they need. My goal is always to keep your dog happy, exercised, and safe. You’ll receive updates and photos after every walk so you know exactly how things went. I’d love to meet your dog! I have a fully flexible schedule. I’m available throughout the day to walk, feed, and spend quality time with pets, adjusting my hours to meet their needs. I’m passionate about caring for dogs and can dedicate the time needed to keep them happy, safe, and loved! I own two Italian Greyhounds whom are very friendly and cuddly, and my home has a fenced-in yard where we love to play. We take daily walks on the local trails, and visiting dogs are welcome on the furniture. When it comes to bed time, we have cozy beds in every room. I have one younger child who is great with dogs so there will be lots of love going around for your pet!
“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.”

About: I raised, trained, and cared for my family dog from a puppy when I was in high school. Post college I adopted a senior dog and cared for him for the last couple of years of his life. In the meantime I have been a sitter for friends and family dogs and cats over the years. I am used to giving medications (even when it needs to be disguised) and staying on a feeding schedules. I am very up for caring for senior dogs who want to lay around the house, and equally ready to go on long walks with a dog with more energy. I work from home always, so will be around during the day for pups who like to hang! I'm on the East End of Portland with the Eastern Prom very close by so plenty of places to walk and explore. I am usually out and about in the evenings for a few hours at a time. On the weekends I like to be busy, but can certainly adjust my time when I have a dog or cat around. I have a large one bedroom, and am on the 3rd floor. So my place is likely not good for pets with mobility issues (unless they are small enough that I can carry them). I live very close to lots of nature easily accessible and make a point to get outside often.
“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!!”

“Our pup was very happy at Kylie’s house. It was totally puppy-proof, she was attentive to our dog’s needs and she was easy to communicate with. Kylie and John seem like great people and we would be happy to use them again sometime.”


About: Hi! I’m Katie, a lifelong animal lover offering dog walks, drop-in visits, and pet check-ins for all kinds of animals. I understand how important it is to know your pets are safe, comfortable, and cared for while you’re away. Whether your pet needs a walk, playtime, potty break, feeding, medication, or just some extra attention and companionship, I’m happy to help. I have experience caring for dogs, cats, and other household pets, and I treat every animal as if they were my own. I pride myself on being reliable, communicative, and attentive to each pet’s unique needs. I look forward to meeting you and your furry (or feathered!) family members! As a pet owner myself, I know how much trust it takes to leave your animals in someone else’s care. I have a dog and a cat of my own, so I understand the importance of routine, patience, and lots of love. 🐾 I work full time, so I’m available in the afternoons, evenings, and some weekends. I’m active with my own pup, so your dog can happily join us for walks, playtime, or adventures on the trails! In my home, pets are treated like family. I ensure they’re safe, supervised, and comfortable, with plenty of love, play, and outdoor time. I respect routines and follow all care instructions closely.

About: I have worked many different animal specific jobs over the years. From pet stores, dog bathing, to overnight doggie daycares. There have always been animals around me at home, especially dogs! Now that my childhood dog (Brownie) is getting older, I’ve also gained more experience with senior canines too. I am currently unemployed, so I’ll have plenty of time to give attention to and care for your precious fur friend(s)! I am available for check-ins any day of the week after 11am. My family is able to help with transportation, but please discuss details with me ahead of time for availability if needed. My house has a spacious front and backyard, including an invisible fence that both of my dogs are trained with. There are plenty of dog beds, water bowls, and a big bucket of toys laying around inside the house. There is also multiple doggie doors leading from the inside of the garage and into the house (both have slide door blockers as well). I am located on a quiet dirt road and can offer dog walks to get extra energy out. A bathtub is also on the top floor if you’re interested in giving your pooch a relaxing spa day. I love taking photos/videos, don’t hesitate to ask!
“Christine is excellent from start to finish! She is a fast and thorough communicator. I was so appreciative of her willingness to accommodate Vivian last minute. She made sure to keep me in the loop with detailed updates and I know Vivian had a blast under her care. Thanks Christine and we will for sure reach out again!”

“Victoria was wonderful and it was clear when I picked him up how comfortable and happy my pup had been with her. She was responsive when booking, communicative during her time with him including sending a photo, and flexible when I was a bit unsure of my timeline. I will definitely book time with her again!”

“Natalie watched our 13 week old puppy and she had an amazing day! Great care with the added bonus of so much socialization. Our puppy had a fantastic time and passed out on the ride home. Five stars is not enough!”


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 loved being with my dog Boomer for almost 5 years now, from 7.5 weeks on. I also handled my family dogs on numerous occasions. I am currently in between jobs, so my entire schedule is molded around being available for a pet at anytime. I understand the need to have someone as devoted to their pet as I am. My schedule is very flexible. I have a friendly dog named Boomer, he is almost 5 and loves to go on adventures. Living here in Yarmouth gives me almost immediate access to many parks, trails and dog parks for our pets to go romp around in.
About: Please reach out for any availability and questions. Ive taken care of many different types of animals of different levels. I have owned a verity of pets through my life. From bats, chickens, horses, reptiles, rodent, cats, dogs and more. I had my own farm when I lived in Florida. I have taken care off family, friends, and neighbours animals. I work a full-Time, 8-4 M-F job. I have weekends off. I have some flexibility with my daily hours. I can make arrangements if needed. I have a fenced in yard and two leads attach to my house and garage. My dogs are pretty lazy and rather enjoy their time in the house. They are pretty codependent. I will care for my clients pets as if they were my own while following their expectations and requirements.

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.
“My little Saga was a happy camper at Cindy’s during her very first time away from family, during an extended holiday stay. Saga seems to have adapted well, and befriended other dogs during her stay, which I got a glimpse of from the photos Cindy shared. Saga came home clean (Cindy gave her a bath the day before our reunion) and a little baggie of holiday treats. Thanks so much for taking such good care of Saga.”

“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!”


“Our pup is a sensitive, nervous guy. Marna made sure he felt loved and at home. I could tell he was having fun with her family through the photos she sent. She filled us in each day and sent photos. 🤩 Will definitely use Marna again!”

“Claudia and Jason were so thoughtful and communicative. Opie had an excellent week with them and they sent me pictures and updates regularly. I will book with them again!”

“Kyle and Mariah were fantastic caretakers for Lobo for the past week! Got photo updates multiple times per day, and it's clear that he had a TON of engagement and activity - he put himself to bed when we got home 😂. Highly recommend!!”


“Natalie was awesome! From the photos she sent, our Seth looked comfortable and right at home. Communication was great and are looking forward to having Natalie look after Seth again. Thank you!”

“Christina is just plain awesome. She updates me with pictures and detailed descriptions of what she’s up to with my pup and it makes me feel so comfortable!! You can genuinely tell she just loves animals and that’s something that makes me feel at ease when I drop off Maverick (not to mention he gets so excited to see her now). My doggo comes home happy and exhausted everytime we book with her!! I am so glad I found Christina :)”

About: I grew up with dogs and I miss the pure joy they have for this world. I can't own one with my current situation, but would love to look after yours. I'm a working professional who is kind and courteous. If you want me to know anything ask, feel free to ask! -Alex I work a full time remote job, with easy morning and evening walking times. The afternoon tends to be a bit busier for me so I may not be able to take an extended break but can make sure your pup has plenty of bathroom breaks and long walks. I am kind and courteous of other people's space. I offer sitting in your space or walks, because my apartment doesn't allow me to have dogs.
“After our meet & greet, Shorty was so happy to go back to Vicky & Bobby's, he couldn't wait to get out of the car. They have a great house & awesome back yard perfect for dogs. Their dogs Magic & Brooklyn were great with Shorty, & he sometimes has problems with new dogs. Vicky sent me great pics every & really put my mind at ease, seeing Shorty livin the doggy life. Vicky even brought Shorty to work with her at the pet hospital where she works & I know he loved that. Travis, Bobby's brother was also really great & Shorty warmed up to him right away. Shorty is used to sleeping on the bed & they allowed that, and also figured out something yummy for him to eat when he wouldn't. I highly endorse Vicky & Bobby, & Shorty's looking forward to his next vacay!”

“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 is great! She took excellent care of our dog, and she understands the range of dog behaviors and how dogs interact -- which means that she's great with figuring out each dog's needs. We also really appreciated her updates about our furry guy. We'll definitely use her services again!”


About: Is your dog looking for a five-star boarding experience? Look no further than beautiful South Portland, ME! Accommodations include a single family, single occupant home. The home is outfitted with luxury L.L. Bean canvas bedding in addition to many stylish and accessible furnishings. Is your dog looking for a place to relax and reset? The sun-drenched back yard is sure to offer the tranquility they are looking for. The yard is fenced in and fully equipped for bird watching. Is your dog looking for a little more excitement? Not to worry, the home is located just steps from the Greenbelt trail and a short walk to Willard beach. Looking to hit the town? Perhaps you dog would enjoy a walk to the local bakery, dive bar, or one of the towns' fine outdoor dining establishments. The possibilities are endless. Does your dog crave adventure? Daily excursions are available, such as trips to Mackworth Island, Fort Williams, or Bradbury Mountain. I have a flexible work schedule which gives me the ability to move things around to meet your dog's specific needs. If you don't see the availability, you are looking for, feel free to reach out to me. I have years of experience dog sitting for friends and family and enjoyed 10 wonderful years with my own Husky/Malamute mix. If you have a stubborn breed that you are worried about leaving with someone else, I get you, and I assure you that I can safely and responsibly care for even the most sophisticatedly sneaky pups.

About: I have worked many different animal specific jobs over the years. From pet stores, dog bathing, to overnight doggie daycares. There have always been animals around me at home, especially dogs! Now that my childhood dog (Brownie) is getting older, I’ve also gained more experience with senior canines too. I am currently unemployed, so I’ll have plenty of time to give attention to and care for your precious fur friend(s)! I am available for check-ins any day of the week after 11am. My family is able to help with transportation, but please discuss details with me ahead of time for availability if needed. My house has a spacious front and backyard, including an invisible fence that both of my dogs are trained with. There are plenty of dog beds, water bowls, and a big bucket of toys laying around inside the house. There is also multiple doggie doors leading from the inside of the garage and into the house (both have slide door blockers as well). I am located on a quiet dirt road and can offer dog walks to get extra energy out. A bathtub is also on the top floor if you’re interested in giving your pooch a relaxing spa day. I love taking photos/videos, don’t hesitate to ask!
“Grace is a fantastic sitter. Chewy, my Labradoodle, loved staying with her. He has had two separate stays with her and when he saw her the second time, he simply rushed in to greet her with such joy. I definitely recommend her if you need a dog sitter.”

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1Global data from Rover (November 2025)












