Dog Boarding in Windham, IA
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Windham dog boarders
“Jason was great, as usual, on a last-minute booking when my husband's hospital stay was unexpectedly extended. He was so supportive and understanding in a stressful situation and made it a lot easier for me not to have to worry about our dog. He is the best!”
“Bobbie was great! Super sweet. Remi loved ivy and making a new friend! They ran in the big back yard and played tag! Bobbie was very attentive and remi was very comfortable there!”
“Lori was incredible from beginning to the end. She was flexible about drop off and about pick up. Unfortunately, I had gotten sick and she was accommodating about picking up Cookie a day later. She gave us regular updates and photos of Cookie during the day. Overall, I appreciate how well she took her care of Cookie during his stay and her flexibility.”
“Robert was available short notice to watch Lily. He sent me pictures and updates of Lily throughout her stay, and even took her to the dog park numerous times! He went above and beyond to make sure Lily felt comfortable and well-cared for. I will definitely book with Robert again!”
“Great sitters! They included our dog in everything extra they did with their own dogs. They knew she loves to hike/explore, go on rides, play & she loves to cuddle and they did it all!! We would definitely recommend them as they treated her like their own.”
“Ming looked after my dog for 4 days while I was out of town. It’s always a bit unnerving leaving your loved ones with someone else and I’ve had mixed experiences using Rover, but this was a very positive experience. Ming has a nice house, fenced yard and works from home, so he was able to give my dog a good amount of attention. He was very good about checking in every day and sending photos and, overall, a very responsive communicator. I will most definitely use Ming the next time I need a sitter!”
“Jake was very accommodating, especially when our vacation plans changed. His dog is so friendly and our dogs were well cared for. We will definitely be using Jake again!”
“If we could rate more than 5 stars we would! It’s stressful leaving your pets behind while you go on a trip, but we knew they were in good care with the daily updates and photos we received. We would recommend them to anyone looking for pet care. Thanks Sydney and Michael!”
“Madison was so great with Geode. He had some anxiety and she handled it so well and he was just part of the family! Loved it and have already rebooked in a few weeks!”
“Trish has been fantastic with my dogs! She sent me frequent updates and images/videos of my dogs throughout their stay with her. She checked with me on anything she's not sure about regarding my dogs' diet needs and habits. I honestly cannot imagine a better sitter than Trish! I have full trust in their family taking care of my dogs.”
“Mahvish & Syed were great! I couldn’t have asked for a better pair to watch Kip. They communicate very well, provide updates and pictures to let me know how Kip was doing. They were very accommodating and asked questions in advance to make sure they would be the right fit for Kip. I highly recommend them to watch your pets!”
“Nova had great time staying with Isaac and his family for a long weekend. He and his daughter were wonderful caretakers of Nova! We received updates and pictures throughout the day, which is always nice! They were incredibly accommodating with our changing schedule. They spoiled her with treats and walks. We will definitely be reaching out again next time we need someone!”
“Kelly treated my dog as one of her own! She took him on walks, made him a special Sunday breakfast, and let him play in the kiddie pool with her 2 other dogs all weekend. I will absolutely be rebooking with her if I ever need boarding services in the future.”
“Windsor just came back from a week stay with Tiffany and Soriya and must have had the best time, He’s done nothing but sleep all day! He always comes home tired so that tells me he enjoys his stay with them!”
“Another great time for Nevaeh at Beckett's. She takes great care of Nevaeh, let's her have her space and voice of balls, LOL, and Nevaeh always comes home happy! Highly recommend!”
“Anne is great! My dog is not the easiest to accommodate- very high strung and nervous. Anne gradually introduced my dog to the other dogs and sent me daily updates on how she was doing. Highly recommend!”
“Danny is absolutely wonderful dog sitter. She treated our dog like hers and he even didn't want to leave her house so he had a blast there.She is very responsible, thoughtful,nice and caring. Absolutely recommend Danny to everyone”
Loving dog boarding sitters in your neighborhood
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Jason W.
Star Sitter
“Jason was great, as usual, on a last-minute booking when my husband's hospital stay was unexpectedly extended. He was so supportive and understanding in a stressful situation and made it a lot easier for me not to have to worry about our dog. He is the best!”
Bobbie S.Star Sitter
“Bobbie was great! Super sweet. Remi loved ivy and making a new friend! They ran in the big back yard and played tag! Bobbie was very attentive and remi was very comfortable there!”
Lori P.
“Lori was incredible from beginning to the end. She was flexible about drop off and about pick up. Unfortunately, I had gotten sick and she was accommodating about picking up Cookie a day later. She gave us regular updates and photos of Cookie during the day. Overall, I appreciate how well she took her care of Cookie during his stay and her flexibility.”
Adela H.Star Sitter
“Nova loved her stay with Adela and her family! We received updates and pictures but knew she was in great hands!! We will absolutely use Adela again!”
Robert S.Star Sitter
“Robert was available short notice to watch Lily. He sent me pictures and updates of Lily throughout her stay, and even took her to the dog park numerous times! He went above and beyond to make sure Lily felt comfortable and well-cared for. I will definitely book with Robert again!”
Cody & Ashley S.
“Great sitters! They included our dog in everything extra they did with their own dogs. They knew she loves to hike/explore, go on rides, play & she loves to cuddle and they did it all!! We would definitely recommend them as they treated her like their own.”
Ming & Makenna W.Star Sitter
“Ming looked after my dog for 4 days while I was out of town. It’s always a bit unnerving leaving your loved ones with someone else and I’ve had mixed experiences using Rover, but this was a very positive experience. Ming has a nice house, fenced yard and works from home, so he was able to give my dog a good amount of attention. He was very good about checking in every day and sending photos and, overall, a very responsive communicator. I will most definitely use Ming the next time I need a sitter!”
Jake M.Star Sitter
“Jake was very accommodating, especially when our vacation plans changed. His dog is so friendly and our dogs were well cared for. We will definitely be using Jake again!”
Sydney & Michael S.
“If we could rate more than 5 stars we would! It’s stressful leaving your pets behind while you go on a trip, but we knew they were in good care with the daily updates and photos we received. We would recommend them to anyone looking for pet care. Thanks Sydney and Michael!”
Madison S.Star Sitter
“Madison was so great with Geode. He had some anxiety and she handled it so well and he was just part of the family! Loved it and have already rebooked in a few weeks!”
Emily A.
“Emily and Diamond were wonderful sitters. They were communicative, flexible, and took very good, loving care of our dog! Would book them again in the future!”
Trish C.Star Sitter
“Trish has been fantastic with my dogs! She sent me frequent updates and images/videos of my dogs throughout their stay with her. She checked with me on anything she's not sure about regarding my dogs' diet needs and habits. I honestly cannot imagine a better sitter than Trish! I have full trust in their family taking care of my dogs.”
Mahvish & Syed F.
“Mahvish & Syed were great! I couldn’t have asked for a better pair to watch Kip. They communicate very well, provide updates and pictures to let me know how Kip was doing. They were very accommodating and asked questions in advance to make sure they would be the right fit for Kip. I highly recommend them to watch your pets!”
Anna S.
“Anna took great care of Rusty, he seemed comfortable and would recommend!”
Isaac S.
“Nova had great time staying with Isaac and his family for a long weekend. He and his daughter were wonderful caretakers of Nova! We received updates and pictures throughout the day, which is always nice! They were incredibly accommodating with our changing schedule. They spoiled her with treats and walks. We will definitely be reaching out again next time we need someone!”
Kelly A.
“Kelly treated my dog as one of her own! She took him on walks, made him a special Sunday breakfast, and let him play in the kiddie pool with her 2 other dogs all weekend. I will absolutely be rebooking with her if I ever need boarding services in the future.”
Tiffany S.Star Sitter
“Windsor just came back from a week stay with Tiffany and Soriya and must have had the best time, He’s done nothing but sleep all day! He always comes home tired so that tells me he enjoys his stay with them!”
Beckett H.
“Another great time for Nevaeh at Beckett's. She takes great care of Nevaeh, let's her have her space and voice of balls, LOL, and Nevaeh always comes home happy! Highly recommend!”
Anne N.Star Sitter
“Anne is great! My dog is not the easiest to accommodate- very high strung and nervous. Anne gradually introduced my dog to the other dogs and sent me daily updates on how she was doing. Highly recommend!”
Danny P.Star Sitter
“Danny is absolutely wonderful dog sitter. She treated our dog like hers and he even didn't want to leave her house so he had a blast there.She is very responsible, thoughtful,nice and caring. Absolutely recommend Danny to everyone”
Popular requests near you
Select a filter and find qualifying Windham sitters!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!
The median cost per night for dog boarding in Windham is $35
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.
Sitters in Windham average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 178 sitters provided dog boarding in 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, 89% of Windham dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windham have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 Windham.
Rover makes it easy to find 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 178 dog boarding sitters in Windham on Rover, so you’re sure to find the perfect match for your dog! In Windham, 100% of sitters offer daily exercise, 93% offer medication administration, and 93% 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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