Dog Boarding in Winslow, ME
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1. Megan K.
“I was really pleased with the care that Pepper received with Megan. She sent me pictures. She assured me that Pepper was OK and eating. They went on walks and I would recommend Megan to my friends and also use her again.”
2. Alex L.
“I loved getting pictures of my dogs during my vacation. It set my mind at ease knowing they are ok. The line of communication was very good. I recommend Alex to anyone.”
3. Madison J.
“Maddie was great housesitting my dog! Baxter likes her alot and I am very glad. I was so relieved that everything was so neat and clean when I got home too.”
4. Christina P.
“Christina was great! She communicated promptly and sent updates/pics of my dog, Quinn. Quinn is a nervous little girl, she usually only stays with friends and family, and Christina made sure she was given time and space to warm up to her and the other dog friends. Quinn loved the big fenced in yard and had a great weekend!”
5. Jessica H.
“Jessica was wonderful with our high energy pup! She was patient and willing to work with our pup that’s a bit shy at first, and she quickly felt as ease with Jesica and her family.”
6. Abundance D.
“My dog loves her, very flexible”
7. Eugene & Gale L.
“Eugene and Gale watched our sweet Sophie for a week while we were out town. They sent us pictures and videos of her throughout the week to help ease our anxiety of leaving her. She’s older now and can’t travel with us any longer. We loved the idea of boarding Sophie in a home and we found the perfect fit for our family. Eugene and Gale took care of Sophie like she was their own. She even went on car rides and enjoyed visiting family. We couldn’t have been happier with the care and love she received. We will definitely use their services again! Thank you both again for taking care of our beloved Sophie!”
8. Emma B.
“Emma has been our farm sitter of choice for years. At 16 years old, she was far more responsible than many older adults. She is capable, knowledgeable and willing to work. She clearly loves all animals and can handle difficult situations with a calm, cool head. I have the very highest regard for her!”
9. Katie J.
“Katie is amazing with animals, dedicated, caring and competent. My dog Moose is excited every time he sees her house. She provides plenty of exercise and attention. She communicates very well, kept me updated and sent a few pictures. Highly recommend her.”
10. Lindsay S.
“Lindsay was always prompt in communications, accommodating of my schedule even during a holiday, most courteous, and, above all, caring of my two dogs.”
11. Alanna R.
“Amazing sitter, kept us updated the entire time and sent photos with every update. Alanna made sure our little girl was well taken care of and comfortable. Will definitely return for any future trips. ☺️♥️”
12. Carly W.
“Carly was just great with Harley! It was such a relief to know she was so well taken care of while we were away. I highly recommend Carly and will book her again! 🐶”
13. Tonya P.
“I am beyond grateful for Tonya. I was able to take a once in a lifetime vacation because Tonya was there for me. I have a 20 year old very needy pup who isn't easy to care for. She took such good care of him and my home, even while, my smoke alarms decided to beep the entire 8 days. She is a patient woman. I hope you are lucky enough to book her.”
14. Ann T.
“I know I’ve already written a review but I had to come on and write another one. Ann and Peter are such amazing people. I truly do not worry about Sumo when we are gone. I know he is in the best hands!! They love him as if they were his own. I get constant text messages, videos, pictures and updates. Sumo is not the easiest pup as he can be feisty and needs some timeouts lol but Ann knows just how to handle him. Daily Reiki, exercise, treats! It’s a dogs dream! I think he had more of a relaxing vacation than we did. 🤣 I can’t say enough good things about Ann and Peter. Simply amazing!”
15. Diane C.
About: After nearly nine years together we lost our beloved rescue doggie last summer. We miss the companionship, but we are not ready to make a full time commitment to another pet. Doggie-sitting your special pet seems like the perfect way to satisfy my desire for a four-legged companion. I work in a school so I have the summer off and will have lots of flexibility once the summer begins. This will allow me to be very attentive to your pet for a day, a night, or while you take a few days of vacation. Our in-town location is great for long or short walks and our home is very pet friendly. All of the members of our household are dog lovers so your pet will get all the loving attention it needs and more. We look forward to meeting your doggie!
16. Nathan B.
“I am writing to recommend Nathan as a pet care provider. Nate has been doing pet care services now for going on 10 years. (In addition to providing this service, he also does house sitting.) Nathan is a pet owner himself and has helped me whelp 3 litters of German Shepherd pups, as well as raise/train my current German Shepherd. Nathan is a very responsible pet owner and a consummate professional. If you are looking to hire someone who will give your pet(s) the care and attention they deserve, please consider Nate for the job. You won't be disappointed!”
17. Alyx C.
“Alyx was wonderful to work with and we are very happy we found her! She was easy to communicate with and kept us updated on Lucy's stay with messages and pictures. We were nervous leaving Lucy with a new sitter but feel confident that she was well cared for and given lots of one-on-one attention in her time with Alyx. We definitely recommend her!”
18. Caroline C.
“Caroline was wonderful and took great care of our sweet Maisey! She was communicative and super flexible with changes in our travel plans! Will definitely book with her again ☺️”
19. Ilsa G.
“Ilsa is a very caring, energetic person. She is responsible and loves animals. She has trained her own rescue dog very well and I would trust her with my own. She understands that dogs have different personalities and works with them. She loves to walk so will enjoy walking yours.”
20. Marissa G.
“Literally couldn’t have asked for a better dog sitting experience! Our two dogs had the best time and we were provided with pictures and updates throughout! Perfect environment for pups and we will definitely be returning!”
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1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2025, 47 sitters provided dog boarding in Winslow. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Winslow dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 9 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winslow.
Rover makes it easy to find Winslow dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 47 dog boarding sitters in Winslow on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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