Personalized care for your dog or cat - South Windham
Highly-rated overnight sitters - South Windham
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Christina was so great with our dog! Quick Responses leading up to the time she had our dog and She sent us many updates though out the time she had our dog. She made sure to keep her busy with many adventures while we were away. We are excited to have our pup stay with Christina again when we are away!”
“Elisabeth makes Louise feel so welcome and at home. Louise is so excited to get out of the car there and I am so at ease knowing she is so well cared for. Highly highly recommend Elisabeth!”
“Cindy and Kelly are true dog people. They will treat and love you’re dog like it’s their own. Constant relative communication, attentive to needs and a loving environment for your pet. I always can tell when Archie likes a sitter, he tells me by either seeing me and running out the door and to the car or he will linger and be relaxed. With Cindy he is no rush and very relaxed. Looking forward to future visits. Oh yeah they also have a great yard and very clean house which is always a plus..”
“Heidi was fantastic. She accommodated a last minute stay and kept me updated with photos that showed how much fun the dogs were having. While away, I was at peace since I knew the dogs were being cared for by Heidi. I totally recommend her and would certainly leave Rio and Pete with her again! Thank you Heidi!”
“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!”
“This was our second time booking with Cassidy family, and once again we’re so grateful she was able to accommodate a last-minute request! It gave us real peace of mind knowing Lucky was in good hands. She sent photo updates throughout the stay, which we really appreciated. Her dog and children were both incredibly sweet and gentle with Lucky — it’s clear they’re a dog-loving household. We’re confident Lucky was well cared for and would happily book with her again!”
“Baxter had such a great stay with Anne, we love her. This was my first time boarding him, he's a nervous but very social young rescue. He had so much fun playing with Anne's dogs and was so comfortable with Anne. There is a beautiful yard and a very comfortable house they have the run of. I got lots of pictures and updates! We'll definitely be boarding here again!”
“Sri could not have cared for Murphy better! She sent us daily updates with photos and videos. They went on walks and played daily and it was evident that Sri loved Murphy as her own. We feel so lucky and greatly appreciate Sri!”
“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!”
“Molly and Ricky are very responsible and loving dog sitters. Our dog, Myla is so excited the moment we pull into their driveway! Their pups are wonderful playmates and accepted Myla from her very first stay. We’ll be back!”
“Claudia and Jason were wonderful with Lawson! They kept me updated throughout the day with plenty of pictures and details about their activities. Their attention to detail was exceptional, and they made sure Lawson was comfortable the entire time. I would absolutely recommend them to friends!”
“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.”
“Jessica is fantastic. She was so good with our two pups for an overnight stay! She sent the best pictures, played with our pups with her children, and gave them a great place to stay for the night. Would highly recommend Jessica; and we will definitely not hesitate to send our dogs to her 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!!”
“Kelly was SO AMAZING with Finny! He can be a little anxious and she was so kind to meet up before hand so he could feel more comfortable! She sent us so many pictures and updates and Finn had the best time- we will be booking again for sure!!! 5 paws!!!”
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - South Windham
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Sara was so nice and came to visit us and meet the gang before her first visit. She was really receptive to all my crazy cat mom helicoptering which I appreciate, and I am trying to restrain myself with 🤦🏻♀️. She provided us daily updates with super cute photos. I also think I made a new friend which makes me happy knowing that I have someone in my house that I can trust with my little babies. I think the kitties really liked her and appreciated having someone who loves cats as much as we do come to care for them.”
“Lyndsay was great! This was our first time trusting someone who isn’t family to care for our cat Jose. We were a little nervous, and after the first drop in visit we completely relaxed. Jose is shy, but sweet and was comfortable with her immediately. Lyndsay sent photos and a report at each visit, she’s very fast to respond to messages. It couldn’t have gone smoother When we need a sitter again we will be reaching out to book Lyndsay.”
“Rose was awesome! Thank you so much, Rose, for the good care of our two kitties while we were out of town. We loved seeing the updates and pictures. and we really appreciate you working with us during the holiday schedule! This was our first time using Rover and we had a great experience - thank you again!”
“Lisa did an exceptional job watching my two cats for a week. She provided a daily update and photos and was very responsive. She went above and beyond and I highly recommend her.”
“Nicolette was great! She clearly communicated when she was dropping in on my two cats, and did her best to make comfortable environment for them. Nicolette was quick to respond to my booking and responsive while I was away!”
“Amanda was great. She did a meet and greet which was great. She communicated when she visited our kitty and provided pictures and a video. We would definitely use Amanda again.”
“Christina did a wonderful job watching our cat and birds. Her messages were thorough and reassuring, and the photos of our pets greatly appreciated while we were missing them. I would absolutely use Christina again as a sitter.”
About: I’ve been a proud cat mom for seven years and have also cared for friends’ and neighbors’ cats while they were away. I’m experienced with feeding routines, litter box cleaning, medication for mild conditions, and giving cats the personal space or affection they need. I understand that each cat has their own personality—some love cuddles, others prefer quiet company—and I always take time to earn their trust and keep them comfortable.
“Bella did a great job taking care of our kitty while we were away! She did a great job communicating how our cat was doing and when he skipped a meal. She provided updates and pictures after every visit! We will definitely hire Bella in the future!”
“Sara did a wonderful job with drop-in visits for our two cats! Followed all instructions, sent detailed updates and lots of photos, and was vey patient with our shyer cat. Would highly recommend and book again.”
“Christie was wonderful! It was so heart-warming receiving her photos of our kitty. He looked so at ease with her, and so sweet that she took the time to play with him and give him some love! Added bonus that she was previously a vet assistant, and is clearly comfortable around different animals. I’d book her again in a heartbeat!! (Kitty says so, too.)”
“Danielle is amazing! She is highly dependable and responds in a short period of time giving us peace of mind. We would absolutely recommend her to anyone looking for a kind and reliable sitter. She has gone the extra with us and are so thankful to have her care for our baby girl.”
“Zayna did a wonderful job with my three kitties! She had a lot of meds for one of my cats, but she paid attention to the details I provided and I felt confident that he was in good hands! Also great updates - would book her again!”
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Perfect for high energy dogs - South Windham
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“It was a pleasure to have our whippet puppy Fern cared for by Cassidy and Cody while on vacation in Cape May. Cassidy and Cody were so laid back, relaxed and flexible when it came times and days we needed care for Fern. Fern was nervous at first meeting and staying with new friends Gus, (their dog) and their 2 children, but she was wagging her tail and so excited to go back to their house the following day! Fern got extra walks, and even went to the beach with them! We felt very comfortable leaving our baby In their care! I also appreciated getting text and picture updates of how Fern was doing throughout the day. I would definitely reach out to Cody and Cassidy again for dog sitting when we are in the area.”
“Jennifer was outstanding! She immediately put both me and my dog at ease. I absolutely would encourage folks to consider using her for their pet care needs. Great communication and a nice spotless environment.”
“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: 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!
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!
“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: Animals have always been a big part of my life, and I genuinely love caring for them. I provide a safe, calm, and loving environment where pets can feel happy and secure. From energetic puppies to independent cats and senior pets needing extra attention, I treat every animal like family and make their well-being my top priority. 🐾❤️ Hey there) I’m currently working part time, so I have plenty of time to care of your pets. Flexible schedule, overnight care and walking available. Your pet’s safety and comfort are my top priorities. I provide a clean, loving, and secure environment where pets can feel at home. I follow any routines, feeding schedules, and special instructions you provide, and I’ll keep you updated with photos and messages while you’re away.
“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!!”
“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.”
“Vanessa is the first pet sitter we have tried since moving out of state and we feel very lucky we found her. She is very caring and loving and her house and yard are very well suited for safety and comfort. Both Princess and I felt comfortable after our meet and greet. Princess had an excellent day there with Vanessa and her pup Pepper who is a very sweet and good boy! I highly recommend Vanessa and will definitely be booking more stays with 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).
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.
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.
“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.”
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - South Windham
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have been working with dogs and cats professionally since May of 2012 with my primary focus on dog walking. From puppies to seniors, I have walked and pet sat all temperaments and ages of dogs. I have a year and a half of basic dog training experience, which also included working with reactive and anxious dogs. Being fluent in dog body language is essential! Subcutaneous injections are also a part of my skill set, as I used to have a diabetic cat that needed insulin injections twice daily as well as a client that needed Adequan injections twice a week. I am available any day of the week for walks and drop ins from about 7am - 8pm. Please don’t hesitate to reach out, I would love to hear from you! I have been walking dogs and doing drop ins for cats and dogs professionally for over 14 years. I am now available full time for care in the Standish, Buxton, and Gorham areas. I LOVE my job! Taking care of dogs and cats was my heart’s calling and I’ve never looked back. Getting to know your furry critters and building a trusting, mutually beneficial relationship with them is my favorite thing in the world. Every dog and cat has a unique personality and I enjoy learning what works (and what doesn’t work!) for them and lovingly cater to their specific needs, likes, and dislikes.
About: I have cared for animals from dogs to horses to chickens since childhood. I have had greyhounds for the last 8 years and am familiar with their idiosyncrasies, but am happy to walk and sit dogs of all shapes and sizes. I am a teacher, so during the summer I have a flexible schedule for sitting and walks. During the school year, I can board for weekends only. My dog is used to 3 walks a day in the neighborhood and an before-bed potty break, with some trips to trails and parks to keep things interesting. I live on a quiet dead-end street. I do not have a yard, but there are lots of sidewalks for neighborhood walks on leash, and a trail in the woods within walking distance. If your dog likes car rides, we can also go for adventures on other trails. I have a friendly, 6 year old greyhound, Turtle, who gets along well with medium and large dogs, so any boarders must play well with others and be up to date on shots, including kennel cough, and parasite screenings!
“Rose is excellent! She goes above and beyond to keep our pup stimulated on her mid-day walks and always leaves detailed reports with plenty of pictures. She is our go-to walker.”
About: Hi! I’m a lifelong animal lover with 10 years of pet sitting experience caring for all kinds of furry (and feathery!) friends. Over the years I’ve looked after dogs, cats, chickens, and rabbits, and I truly enjoy getting to know each pet’s unique personality. I’m comfortable caring for pets with special needs, including diabetic care, incontinence support, young puppies and kittens, and pets who just need a little extra patience and attention. My goal is always to keep your pets safe, happy, and relaxed while you’re away. At home, I share my life with my husband, step-daughter, our Golden Retriever, our cat, and our adorable Holland Lop rabbit, so I understand how important it is to find someone you trust with your animals. I treat every pet I care for like they’re part of my own family—with plenty of love, playtime, and snuggles. Whether your pup needs a fun walk or your cat needs quiet companionship, I’d love to help. I look forward to meeting you and your pets! I'm available for daily dog walks, cat-sitting and house-sitting, and occasional weekend or weekly boarding. Rest assured that your furry friends will get plenty of attention and snuggles while in my care. I care for your pets as if they are my own. When coming in to your home, I am respectful of privacy and boundaries and will follow the routine provided with the utmost care and love.
“Matt was great! He was communicative from the meet and greet through a full week of 2x day walks, he always provided an update on how things were going. He was caring and patient with my dog and punctual for all walks! Thank you Matt!”
“Tonya did a great job of communicating with us , and treated Nala like her own. Book with her for a smooth and easy transition for your pet. We will definitely use her again !”
About: I’ve had dogs and cats by my side for almost my entire life, gaining hands-on experience with a wide variety of dog breeds, from small to large. Over the years, I’ve cared for puppies and kittens as young as four weeks old through senior aged. learning the unique needs of every life stage. I’ve also spent time fostering dogs, preparing them for successful adoptions by providing love, training, socialization, and medical care. This deep, lifelong experience has given me the knowledge, patience, and skills to confidently care for other people’s dogs and cats as if they were my own. I'm currently taking a break from the corprote world and looking for new adventures. This gives me plenty of time to care for your pet(s) as needed. I will happily care for your pet in a way that keeps them safe and makes you feel at ease. Meeting your pets individual needs.
About: Mom of two little kids with my own two goldens and a ragdoll cat. I’ve been taking care of dogs since I was 14 and had my first dog of my own (usually two at a time) since I was 22. I’m extremely passionate about all animals and I’d be honored to give your pets the same loving attention as my own! Can’t wait to go for walks or drop in to break up a day alone inside. Please reach out to me 😊 I’m currently a stay at home mom but have both kids in school on Tuesdays from 8-12. Would love to give your pet a walk or attention during those hours. I take animal care very seriously. Safety on walks is the most important thing for your animal and I have tons of experience with this with all different types of harnesses and leashes.
About: Animals have always been a big part of my life, and I genuinely love caring for them. I provide a safe, calm, and loving environment where pets can feel happy and secure. From energetic puppies to independent cats and senior pets needing extra attention, I treat every animal like family and make their well-being my top priority. 🐾❤️ Hey there) I’m currently working part time, so I have plenty of time to care of your pets. Flexible schedule, overnight care and walking available. Your pet’s safety and comfort are my top priorities. I provide a clean, loving, and secure environment where pets can feel at home. I follow any routines, feeding schedules, and special instructions you provide, and I’ll keep you updated with photos and messages while you’re away.
About: If begging my parents for a dog since birth counts, I’ve been a dog lover for 50+ years. In terms of actual pet ownership, I’ve owned and loved my cats and dogs for the past 25+ years. In addition to having my own fur family, I’ve also happily sat or walked my friends and families. I’m heading into retirement and will have oodles of time to keep your pets company while you’re at work or taking a fabulous vacation. I’m available for house sitting at any time. And currently available for dog walking Friday though Monday. In a few months, my dog walking schedule will free up to 3-4 days during the week. Having raised animals and kids, I know routines help everyone feel confident and safe. I respect whatever you know your animals need. As an example, if you need me to take them on long walks, cuddle on the couch, or bring them for a fetch and swim in the lake, I got you covered.
About: I’ve taken care of animals my whole life from senior cats/dogs to kittens/puppies. I have three cats of my own and two family dogs. I treat every animal like I would my own. I’m currently on summer break from my paraprofessional position. With that, I have a lot of extra time on my hands that I would love to fill with sweet and adorable pets. I follow plans and instructions that have been provided to me meticulously and with great care. I unfortunately have two cats at home that are not fond of other pets staying over. Due to my cats preferences I will keep my cat at the clients home or outside.
“Sarah is great! She always sends lots of pictures and a detailed report after her walks with my dog Mango. She’s always on time, has been able to help out on short notice, and has incredible patience for Mango who can be skiddish of new people. We’re very lucky to have found Sarah ☺️”
“Tiffany has done a great job with Madison! She is very responsive and checks in often. He looks forward to his walks and tlc time with her. Tiffany has been very flexible and patient with Madx especially since he has had a slight muscle injury and sometimes needs a modified walk. Would book again and again!”
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1
Large dog specialists near you - South Windham
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Christina was so great with our dog! Quick Responses leading up to the time she had our dog and She sent us many updates though out the time she had our dog. She made sure to keep her busy with many adventures while we were away. We are excited to have our pup stay with Christina again when we are away!”
“Cindy and Kelly are true dog people. They will treat and love you’re dog like it’s their own. Constant relative communication, attentive to needs and a loving environment for your pet. I always can tell when Archie likes a sitter, he tells me by either seeing me and running out the door and to the car or he will linger and be relaxed. With Cindy he is no rush and very relaxed. Looking forward to future visits. Oh yeah they also have a great yard and very clean house which is always a plus..”
“Heidi was fantastic. She accommodated a last minute stay and kept me updated with photos that showed how much fun the dogs were having. While away, I was at peace since I knew the dogs were being cared for by Heidi. I totally recommend her and would certainly leave Rio and Pete with her again! Thank you Heidi!”
“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!”
“Baxter had such a great stay with Anne, we love her. This was my first time boarding him, he's a nervous but very social young rescue. He had so much fun playing with Anne's dogs and was so comfortable with Anne. There is a beautiful yard and a very comfortable house they have the run of. I got lots of pictures and updates! We'll definitely be boarding here again!”
“Sri could not have cared for Murphy better! She sent us daily updates with photos and videos. They went on walks and played daily and it was evident that Sri loved Murphy as her own. We feel so lucky and greatly appreciate Sri!”
“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 wonderful with Lawson! They kept me updated throughout the day with plenty of pictures and details about their activities. Their attention to detail was exceptional, and they made sure Lawson was comfortable the entire time. I would absolutely recommend them to friends!”
“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!!”
“Kelly was SO AMAZING with Finny! He can be a little anxious and she was so kind to meet up before hand so he could feel more comfortable! She sent us so many pictures and updates and Finn had the best time- we will be booking again for sure!!! 5 paws!!!”
“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!”
“Khaila took great care of our pup, Chuck! She sent us a little picture or video everyday which gave us a lot of peace of mind. 100% recommend and we will be working with her again!”
“Kyle & Kaleigh are our go to when we need leave our dog Ryder over night. Ryder gets excited when we pull in the driveway and cannot wait to get inside to see them & their two dogs!! Ryder gets lots of cuddles and play time in with them.”
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1Global data from Rover (November 2025)