Dog Boarding in Winsted
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Top rated Winsted dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Amanda was so great! She really listened to the things I wanted for Sadie and was so flexible with my needs and schedule. Her kids and dogs are also great. Sadie warmed up to them very quickly and I know she had a great time. Will definitely book again.”
“Molly had a great time again with Regan! Its nice to know that she is well taken care of and loved while I was away. She played enough that she needed a nap when she got home! Thanks again!”
“Karen and her family were great! Maisy was treated like part of their family. She had space to run and play outside and inside she looked very comfortable. Lots of pictures and videos were shared. Thanks for the great care Maisy received!”
“Donald was great with our usually nervous dog Duke. He sent updates with pictures and let us know how happy Duke was playing with his dogs during his stay. We will definitely book with Donald again.”
“Where do I even start?! BEST experience I’ve ever had. I chose Josie and Craig primarily because they had the same dog breed and knew the attention/mannerisms my pup would have and require. For our meet and greet they were extremely thoughtful and considerate on the specific notes I had left about her being sensitive and nervous around men. Craig waited in the backyard WITH CHEESE so she could warm up easily to their other dogs and be less afraid. They were communicative before, during, and after her stay, sent pictures, and didn’t even bat an eye when I checked in on her making sure she was ok. Professional, kind, great senses of humor. 10/10 recommend. Thank you SO much for taking care of sweet Goldie girl!!!”
“Kari was super easy to set everything up with! She was great with our dogs! One of our dogs rarely eats when we board her but she ate for Kari! They both came home happy and tired girls! Highly recommend!”
“Our dog had a great stay with Vanessa and Andrew’s family. I got a bunch of pictures, great communication and a happy dog when I picked her up. We will be back soon! Thank you!!”
“Shawn was great to communicate with about booking a reservation for Sadie to stay with him for a week. He was very timely in his responses on working out logistics and provided me updates about Sadie while we were away on vacation. Sadie had some anxiousness and some GI issues as this was her first booking away from home as a 2 year old high-energy dog, but Shawn handled excellently and also provided some updates on how she was doing with her other four-legged friends. Would absolutely book with Shawn again as it's evident he really cares about the dogs he takes care of and takes care of them as if they were his own. Thank you, Shawn!”
“Andrea was great with Zero. She sent many pictures throughout his stay of him being included in their family. He always looked happy and came back tired. We will definitely rebook for future trips.”
“Thank you so much for taking such good care of Buzz for his overnight stay. We know he had fun as he was tired out the next day and when I picked him up he had that “happy” look on his face!”
“Kona had a great stay with Brittany. She was responsive when we missed Kona and needed a photo or two and she had great communication about each day. I would recommend her to friends.”
“Austin and Cassie were so great! Bailey felt right at home with them and their daughter. She was able to run around outside with their dogs and she loved that! They sent multiple pictures throughout the day and sent updates on how she was doing. We couldn’t have asked for better care for our dog!”
About: I currently work full time as a Veterinary Technician. I have been caring for pets my whole life. And have pet sit many different types of pets over the years. I first started out in the kennels at my current job. I currently work full time, looking for pets to board over the weekend. We are usually home all weekends. And have ample time to play and potty breaks. I have a nice big back yard. Pets would be leashed when outside for potty breaks. And play time. I would offer crates for pets, if crating is needed.
Loving dog boarding sitters in your neighborhood
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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Dayjah H.Star Sitter
“Dayjah took great care of our 1 year old crazy lab pup! She sent us lots of pictures of our dog which we liked! Will definitely use her again!”
Hannah W.
Star Sitter
“This family is so wonderful! It’s a blessing to leave our girl in their care knowing we do not have to worry about her when we are away. We are so thankful!”
Amanda M.
“Amanda was so great! She really listened to the things I wanted for Sadie and was so flexible with my needs and schedule. Her kids and dogs are also great. Sadie warmed up to them very quickly and I know she had a great time. Will definitely book again.”
Regan K.Star Sitter
“Molly had a great time again with Regan! Its nice to know that she is well taken care of and loved while I was away. She played enough that she needed a nap when she got home! Thanks again!”
Kj S.Star Sitter
“Karen and her family were great! Maisy was treated like part of their family. She had space to run and play outside and inside she looked very comfortable. Lots of pictures and videos were shared. Thanks for the great care Maisy received!”
Donald G.Star Sitter
“Donald was great with our usually nervous dog Duke. He sent updates with pictures and let us know how happy Duke was playing with his dogs during his stay. We will definitely book with Donald again.”
Josie & Clint L.
“Where do I even start?! BEST experience I’ve ever had. I chose Josie and Craig primarily because they had the same dog breed and knew the attention/mannerisms my pup would have and require. For our meet and greet they were extremely thoughtful and considerate on the specific notes I had left about her being sensitive and nervous around men. Craig waited in the backyard WITH CHEESE so she could warm up easily to their other dogs and be less afraid. They were communicative before, during, and after her stay, sent pictures, and didn’t even bat an eye when I checked in on her making sure she was ok. Professional, kind, great senses of humor. 10/10 recommend. Thank you SO much for taking care of sweet Goldie girl!!!”
Karri H.
“Kari was super easy to set everything up with! She was great with our dogs! One of our dogs rarely eats when we board her but she ate for Kari! They both came home happy and tired girls! Highly recommend!”
Vanessa & Andrew H.Star Sitter
“Our dog had a great stay with Vanessa and Andrew’s family. I got a bunch of pictures, great communication and a happy dog when I picked her up. We will be back soon! Thank you!!”
Shawn G.Star Sitter
“Shawn was great to communicate with about booking a reservation for Sadie to stay with him for a week. He was very timely in his responses on working out logistics and provided me updates about Sadie while we were away on vacation. Sadie had some anxiousness and some GI issues as this was her first booking away from home as a 2 year old high-energy dog, but Shawn handled excellently and also provided some updates on how she was doing with her other four-legged friends. Would absolutely book with Shawn again as it's evident he really cares about the dogs he takes care of and takes care of them as if they were his own. Thank you, Shawn!”
Andrea T.
“Andrea was great with Zero. She sent many pictures throughout his stay of him being included in their family. He always looked happy and came back tired. We will definitely rebook for future trips.”
Laura M.
“Thank you so much for taking such good care of Buzz for his overnight stay. We know he had fun as he was tired out the next day and when I picked him up he had that “happy” look on his face!”
Brittany M.Star Sitter
“Kona had a great stay with Brittany. She was responsive when we missed Kona and needed a photo or two and she had great communication about each day. I would recommend her to friends.”
Austin & Cassie K.
“Austin and Cassie were so great! Bailey felt right at home with them and their daughter. She was able to run around outside with their dogs and she loved that! They sent multiple pictures throughout the day and sent updates on how she was doing. We couldn’t have asked for better care for our dog!”
Taryn P.
“Taryn is great! We received constant updates and pics/videos. Cheyanne was well cared for!”
James S.Star Sitter
“Excellent. Great on short notice. Great pictures snd follow-up!”
Kate & John B.Star Sitter
“Kate and John took such great care of Zohan! They provided lots of great updates throughout the weekend. Zohan had a great time! We’ll definitely book again.”
Lynn J.
“Lynn has provided pet sitting for many of my family members. She has always been attentive and communicates right away if any pet has had any issues, while staying with her. She treats every dog like her own.”
Beth N.
“We are very pleased with Gunner’s recent stay with Beth. He was a very tired little guy when he came home 😊, so we knew he had gotten plenty of exercise!”
Ashley & Christian D.Star Sitter
“It was clear my dog was well cared for while he stayed at their home. They gave lots of updates and I was able to travel without concern for my pet.”
Over 2 pet parents in Winsted have booked dog boarding
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1. Search
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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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The median cost per night for dog boarding in Winsted is $40
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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.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winsted average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Winsted is $40 per night, including service fees. Boarding your dog for one week typically costs $280. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winsted dog boarding rates can be found as low as $33 to as high as $48 per night.
As of Aug 2025, 135 sitters provided dog boarding in Winsted. 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 Winsted dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winsted have an average of 16 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 Winsted.
Rover makes it easy to find Winsted 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 135 dog boarding sitters in Winsted on Rover, so you’re sure to find the perfect match for your dog! In Winsted, 100% of sitters offer daily exercise, 100% offer medication administration, and 94% 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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