Dog Boarding in South Windham
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated South Windham dog boarders
“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!”
“This is our first time leaving our puppy with anyone especially for multiple days. Cindy was really responsive and flexible as we figured out our plans. Kuma had some playmates while he stayed and came home tuckered out. I loved the vidoes and the photos she sent to us, letting us know he is outside getting exercise and having lots of fun! I am glad to have found Cindy for Kuma and the family!”
“I can't recommend Elisabeth highly enough! She took such wonderful care of our dog, Ollie, and it was clear from the start how much love and attention she gave him. Every day, she sent multiple high-quality photos and detailed updates that showed just how happy and comfortable he was in her care. She went above and beyond by dressing the dogs in warm outfits and taking them on engaging walks, keeping Ollie active and entertained. Not only did she keep him well-exercised, but she also worked on teaching him commands! It is obvious how much she cares about providing a safe, loving, and enriching environment for the dogs. I couldn’t have asked for a better sitter, and I’m so grateful for the peace of mind she gave us while we were away for the holidays. Thank you for watching Ollie!”
“This is the third time we have left our pup with Jennifer. She does a great job of sending daily (twice daily) updates and photos. We know Max is well cared for and well loved when he stays there. He loves Maya as well!”
“Coconut's stay at Kelly's was fabulous. She took her out on an adventure, let her sleep on her bed, and overall showed a lot of empathy and understanding for pets. Her place is clean and very dog friendly. We would absolutely book with Kelly again!”
“Christina took great care of our dog! She provided fantastic photos and updates so we felt at ease. It’s clear how much she loves animals; highly recommend and will use her again in the future.”
“I worry about leaving my dog with anyone but Marley felt right at home almost immediately which made me feel at ease. I HIGHLY recommended Victoria, couldn’t have asked for better.”
“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!”
“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!”
“Our pup had an amazing time! He seemed right at home and we had great communication throughout his stay. We would definitely reach out again if we need a sitter in the future!”
“Another fabulous visit with Viva! Nova always comes home so happy and tired, and we appreciate Viva’s flexibility and knowledge! She always goes above and beyond - we appreciate you!”
“Audrey was amazing with our little Shih Tzu! We were on vacation from another state and needed to find a sitter for our baby for a few nights. We were apprehensive leaving our pup with a stranger, but everything turned out great. Audrey was very knowledgeable and took very good care of Gunnar. He and the other dogs got alot of outdoor/exercise time. When we picked up our little guy, he was pooped! Audrey sent lots of photos and videos so we knew that he was safe while we were away. We’d definitely send Gunnar to Audrey again!”
“The absolute best - Kathleen is amazing! We felt so comfortable leaving Maple for the week, had daily updates, and Maple had a great time! Will definitely use again!”
About: Hi everyone! I grew up in Minnesota in a house full of spaniels. Since then, I have dog-sat for family and friends for short and extended periods! I have also raised a fur baby of my own- my (almost 2) year old Sussex Spaniel, Gus. Pet care fits into my daily/ weekly schedule naturally, as I have a dog of my own. I’m currently working a fully remote job, and can accommodate pet needs easily throughout the day! I build my day around making sure my dog gets enough love, care, attention, and exercise, and will do the same for yours! I strive to follow your dog’s routine as closely as possible, whether in my home or yours. At my place, I have a friendly dog that would love to play and keep yours company. At yours, I will respect the space and routine, provide regular updates, and give your dog plenty of attention and affection!
“This was my first time using Rover and Kristian made it very smooth and easy! She took great care of Mini and sent pictures and updates each day - which I greatly appreciated! Mini is an anxious dog, but under Kristian's care she left the stay happy as could be! Will definitely use Kristian again!”
“As always, we hope and pray Anne is available because Stout always comes home happy and healthy and exhausted from his stay. Maggie and Lulu are the perfect fit for my old man. When he’s at her house he gets so much play out. She cares for wonderful dogs who welcome Stout to the pack Everytime I drop him off. You can tell they are all happy and cared for. We book everytime we travel. Thanks Anne!”
“This was our second time leaving Pepper with Sarah, and our longest time away from her since we adopted her. Sarah did a great job communicating with us throughout our week away, sending pictures and videos and keeping us posted on how Pepper was doing. Pepper can be a bit nervous at times but it is obvious she had a great time at Sarah's house and Sarah made her feel at ease. Sarah is a great sitter who I'd recommend to anyone!”
Loving dog boarding sitters in your neighborhood
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Marna A.Star Sitter
“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!”
Cindy T.Star Sitter
“This is our first time leaving our puppy with anyone especially for multiple days. Cindy was really responsive and flexible as we figured out our plans. Kuma had some playmates while he stayed and came home tuckered out. I loved the vidoes and the photos she sent to us, letting us know he is outside getting exercise and having lots of fun! I am glad to have found Cindy for Kuma and the family!”
Elisabeth K.
“I can't recommend Elisabeth highly enough! She took such wonderful care of our dog, Ollie, and it was clear from the start how much love and attention she gave him. Every day, she sent multiple high-quality photos and detailed updates that showed just how happy and comfortable he was in her care. She went above and beyond by dressing the dogs in warm outfits and taking them on engaging walks, keeping Ollie active and entertained. Not only did she keep him well-exercised, but she also worked on teaching him commands! It is obvious how much she cares about providing a safe, loving, and enriching environment for the dogs. I couldn’t have asked for a better sitter, and I’m so grateful for the peace of mind she gave us while we were away for the holidays. Thank you for watching Ollie!”
Jennifer B.
“This is the third time we have left our pup with Jennifer. She does a great job of sending daily (twice daily) updates and photos. We know Max is well cared for and well loved when he stays there. He loves Maya as well!”
Kelly D.Star Sitter
“Coconut's stay at Kelly's was fabulous. She took her out on an adventure, let her sleep on her bed, and overall showed a lot of empathy and understanding for pets. Her place is clean and very dog friendly. We would absolutely book with Kelly again!”
Christina R.Star Sitter
“Christina took great care of our dog! She provided fantastic photos and updates so we felt at ease. It’s clear how much she loves animals; highly recommend and will use her again in the future.”
Heidi A.Star Sitter
“Great communication, clearly was confident and comfortable with many dogs! Heidi sent me daily updates on my pup and it’s clear he had a blast.”
Vicky P.
Star Sitter
“I worry about leaving my dog with anyone but Marley felt right at home almost immediately which made me feel at ease. I HIGHLY recommended Victoria, couldn’t have asked for better.”
Claudia & Jason M.
“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!”
Amy Y.Star Sitter
“Our aussie Elvis loved staying with Amy! She sent lots of pictures and videos while we were away. We loved the experience and will be working with her again.”
Molly & Ricky W.Star Sitter
“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!”
Kyle & Mariah H.
“Our pup had an amazing time! He seemed right at home and we had great communication throughout his stay. We would definitely reach out again if we need a sitter in the future!”
Viva L.Star Sitter
“Another fabulous visit with Viva! Nova always comes home so happy and tired, and we appreciate Viva’s flexibility and knowledge! She always goes above and beyond - we appreciate you!”
Audrey C.Star Sitter
“Audrey was amazing with our little Shih Tzu! We were on vacation from another state and needed to find a sitter for our baby for a few nights. We were apprehensive leaving our pup with a stranger, but everything turned out great. Audrey was very knowledgeable and took very good care of Gunnar. He and the other dogs got alot of outdoor/exercise time. When we picked up our little guy, he was pooped! Audrey sent lots of photos and videos so we knew that he was safe while we were away. We’d definitely send Gunnar to Audrey again!”
Jennifer S.
“Jenn did an awesome job keeping me updated with Clover’s daily happenings. She kept Clover happy and active. I will definitely call in her again.”
Kathleen B.Star Sitter
“The absolute best - Kathleen is amazing! We felt so comfortable leaving Maple for the week, had daily updates, and Maple had a great time! Will definitely use again!”
Michaela J.
“Michaela has been the most prized pet sitter we've ever had. Our pack (Goliath, Rango and Penny) are our best friends and the most special creatures in our lives. We trust that when we are out of town that our home and that our best friends are well taken care of. We never have to ask for updates, Michaela provides them before we ask! Thank you for always taking such good care of our babies!”
Kristian N.Star Sitter
“This was my first time using Rover and Kristian made it very smooth and easy! She took great care of Mini and sent pictures and updates each day - which I greatly appreciated! Mini is an anxious dog, but under Kristian's care she left the stay happy as could be! Will definitely use Kristian again!”
Anne B.
“As always, we hope and pray Anne is available because Stout always comes home happy and healthy and exhausted from his stay. Maggie and Lulu are the perfect fit for my old man. When he’s at her house he gets so much play out. She cares for wonderful dogs who welcome Stout to the pack Everytime I drop him off. You can tell they are all happy and cared for. We book everytime we travel. Thanks Anne!”
Sarah C.Star Sitter
“This was our second time leaving Pepper with Sarah, and our longest time away from her since we adopted her. Sarah did a great job communicating with us throughout our week away, sending pictures and videos and keeping us posted on how Pepper was doing. Pepper can be a bit nervous at times but it is obvious she had a great time at Sarah's house and Sarah made her feel at ease. Sarah is a great sitter who I'd recommend to anyone!”
How Rover works
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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
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.
World-class support
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 Aug 2025, 246 sitters provided dog boarding in South Windham. 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 South Windham dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in South Windham have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 8 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 South Windham.
Rover makes it easy to find South Windham 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 246 dog boarding sitters in South Windham on Rover, so you’re sure to find the perfect match for your dog! In South Windham, 100% of sitters offer daily exercise, 96% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care 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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