Dog Boarding in Oconomowoc
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Top rated Oconomowoc dog boarders
“Our puppy Luca had such a great time with Heather and her family! We could have not asked for better care for our boy! Heather was so attentive to Lucas needs and how to keep him active, engaged, and happy. We received lots of pictures and videos while we were gone giving us peace of mind. Luca loved playing with the family dog and even had extra pup company while enjoying a beautiful evening outside by the fire. We will absolutely have Heather and her family sit for us again!”
“Our boys were so we'll taken care of. Daily updates as to how it's going with pictures. Katy and Dennis were so flexible with our travel changes. Once we picked up our boys they took the longest nap. So thankful we think we have finally found a amazing pet sitter.”
“Jennifer was awesome!! She provided us with pictures and updates of how our dog Rocky was doing with her, which was very nice. Jennifer was very personable and easy going - a pleasure to work with. We highly recommend her and will be using her to watch Rocky again in the future.”
“Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.”
“Heather was great! She seems to know dog very well on top of being an animal lover. She was the 1st person I have worked with on rover, since I am a new customer, she alone makes me want to use this company again knowing the care my dogs got when they were with her. On top of the excellent care, she was also very flexible with the me and my needs. My roof was going to be installed and that’s why I scheduled to board my dogs for the night. Sure enough, it ended up being a rain day and the roofers always schedule it for the next day. Heather was very understanding and accommodating and helped me through the process of cancelling and rescheduling. On top of that, she also provides the service to pick up and drop off dogs, if wanted, which really helped me since my son was sleeping and could still sleep in. I would recommend her to anyone as long as I don’t need her at that time, just kidding. For real though, she represented the company very well and I would trust any of the caretakers at this place.”
“Casey took great care of Zara. She was kind and a good leader to Zara. Zara is still in her puppy years, and we trusted Casey. We look forward to working with her again!”
“Willow had another fun visit with Kim. She always enjoys her stays with Kim. Kim also does a great job keeping us up to date with Willow’s stay, sending pictures and messages regularly.”
“Ruby was fantastic with my dog. She came home depressed from the last place i took her, but when i picked her up from Ruby sge was very happy. That afternoon she slept for 5 hours straight. I will definitely use her everytime I need boarding.”
“Sarah was the best! Kept us updated with lots of photos which was much appreciated. Josie seemed to have a great time and didn't even want to leave! Will definitely use again.”
“Maria & Nayibe are hands down our favorite sitters we’ve ever had. We fully trust them with our pup, Milo, and know he’s not just safe but thriving in their care. They are so loving and attentive, whether it’s giving extra snuggles, setting up a splash pad on a hot day, or helping him burn off energy with playtime, they always go above and beyond. They’re also incredibly flexible and communicative, sending the sweetest video and photo updates. Milo has the best days with them, and we’re so grateful. Can’t recommend them enough!”
“Dana is amazing! This was my first time using a pet sitter and she was a perfect fit. She sent plenty of pictures and videos and made me feel so comfortable. I would definitely use her again and recommend her to anyone. My dog loved playing with her two pugs!”
“Anne does a wonderful job. Our dog suffers from vision issues and Anne attends to her with patience and care. Our Tilly girl feels safe and loved while in her care.”
“Jack and Jenni are absolutely wonderful with Leo. They take such good care of him - Always attentive, taking him on walks, and making sure he's happy. they also send videos and photos, which gives peace of mind and a lot of confidence. I truly feel that Leo is in great hands every time. I highly recommend them.”
“This was our first time using Julie -- and she was excellent. Her and her family were all so kind and sent pictures of Georgia while she was there. We will definitely use her again!”
“Micah was so great with our pup. She kept us informed everyday on how she was doing and sent us pics and videos! She kept her active as well which is really great for our dog. This made our vacation much more enjoyable knowing she was given a bunch of love and attention!”
“Mary and her daughters were absolutely to best dog sitters ever! They are so kind, caring and flexible. Awesome communication and attentiveness. We will absolutely bring our dog back to their home the next time we need a sitter and know that we have absolutely nothing to worry about at all!!!!”
“Bill and Linda were wonderful with our 8 year old dog, Stanley. They took him on walks, car rides, gave him lots of snuggles and even bought him some new treats! They went above and beyond to care of our dog while we were away. We will absolutely be using them in the future and cannot recommend them enough!”
“Cindy was wonderful and loving to our senior dog, Grievous. You can tell that he was well-loved and taken care of while we were out of town. Very thankful for Cindy!”
“Maddy had a great time staying with Bill and Ashlee for the first time. I felt very comfortable leaving her with them, and they were very accommodating to her needs as a more senior dog. I would definitely have her stay there again!”
“Randy was absolutely wonderful! He was quick to respond and very flexible when we needed to extend our stay. Frank loved the big backyard and playing with the other dogs. Highly recommend! We will be back next time we’re in town!”
Loving dog boarding sitters in your neighborhood
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Heather B.
“Our puppy Luca had such a great time with Heather and her family! We could have not asked for better care for our boy! Heather was so attentive to Lucas needs and how to keep him active, engaged, and happy. We received lots of pictures and videos while we were gone giving us peace of mind. Luca loved playing with the family dog and even had extra pup company while enjoying a beautiful evening outside by the fire. We will absolutely have Heather and her family sit for us again!”
Katy & Dennis "DJ" G.
Star Sitter
“Our boys were so we'll taken care of. Daily updates as to how it's going with pictures. Katy and Dennis were so flexible with our travel changes. Once we picked up our boys they took the longest nap. So thankful we think we have finally found a amazing pet sitter.”
Jenifer D.Star Sitter
“Jennifer was awesome!! She provided us with pictures and updates of how our dog Rocky was doing with her, which was very nice. Jennifer was very personable and easy going - a pleasure to work with. We highly recommend her and will be using her to watch Rocky again in the future.”
Scott & Ashley S.Star Sitter
“Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.”
Heather D.Star Sitter
“Heather was great! She seems to know dog very well on top of being an animal lover. She was the 1st person I have worked with on rover, since I am a new customer, she alone makes me want to use this company again knowing the care my dogs got when they were with her. On top of the excellent care, she was also very flexible with the me and my needs. My roof was going to be installed and that’s why I scheduled to board my dogs for the night. Sure enough, it ended up being a rain day and the roofers always schedule it for the next day. Heather was very understanding and accommodating and helped me through the process of cancelling and rescheduling. On top of that, she also provides the service to pick up and drop off dogs, if wanted, which really helped me since my son was sleeping and could still sleep in. I would recommend her to anyone as long as I don’t need her at that time, just kidding. For real though, she represented the company very well and I would trust any of the caretakers at this place.”
Casey B.
“Casey took great care of Zara. She was kind and a good leader to Zara. Zara is still in her puppy years, and we trusted Casey. We look forward to working with her again!”
Kim J.Star Sitter
“Willow had another fun visit with Kim. She always enjoys her stays with Kim. Kim also does a great job keeping us up to date with Willow’s stay, sending pictures and messages regularly.”
Ruby A.Star Sitter
“Ruby was fantastic with my dog. She came home depressed from the last place i took her, but when i picked her up from Ruby sge was very happy. That afternoon she slept for 5 hours straight. I will definitely use her everytime I need boarding.”
Sarah B.
“Sarah was the best! Kept us updated with lots of photos which was much appreciated. Josie seemed to have a great time and didn't even want to leave! Will definitely use again.”
Maria & Nayibe B.Star Sitter
“Maria & Nayibe are hands down our favorite sitters we’ve ever had. We fully trust them with our pup, Milo, and know he’s not just safe but thriving in their care. They are so loving and attentive, whether it’s giving extra snuggles, setting up a splash pad on a hot day, or helping him burn off energy with playtime, they always go above and beyond. They’re also incredibly flexible and communicative, sending the sweetest video and photo updates. Milo has the best days with them, and we’re so grateful. Can’t recommend them enough!”
Dana H.
“Dana is amazing! This was my first time using a pet sitter and she was a perfect fit. She sent plenty of pictures and videos and made me feel so comfortable. I would definitely use her again and recommend her to anyone. My dog loved playing with her two pugs!”
Anne W.
“Anne does a wonderful job. Our dog suffers from vision issues and Anne attends to her with patience and care. Our Tilly girl feels safe and loved while in her care.”
Jack & Jennifer P.Star Sitter
“Jack and Jenni are absolutely wonderful with Leo. They take such good care of him - Always attentive, taking him on walks, and making sure he's happy. they also send videos and photos, which gives peace of mind and a lot of confidence. I truly feel that Leo is in great hands every time. I highly recommend them.”
Julie E.
“This was our first time using Julie -- and she was excellent. Her and her family were all so kind and sent pictures of Georgia while she was there. We will definitely use her again!”
Micah N.
“Micah was so great with our pup. She kept us informed everyday on how she was doing and sent us pics and videos! She kept her active as well which is really great for our dog. This made our vacation much more enjoyable knowing she was given a bunch of love and attention!”
Mary & Hanna S.Star Sitter
“Mary and her daughters were absolutely to best dog sitters ever! They are so kind, caring and flexible. Awesome communication and attentiveness. We will absolutely bring our dog back to their home the next time we need a sitter and know that we have absolutely nothing to worry about at all!!!!”
William & Linda J.Star Sitter
“Bill and Linda were wonderful with our 8 year old dog, Stanley. They took him on walks, car rides, gave him lots of snuggles and even bought him some new treats! They went above and beyond to care of our dog while we were away. We will absolutely be using them in the future and cannot recommend them enough!”
Cindy S.Star Sitter
“Cindy was wonderful and loving to our senior dog, Grievous. You can tell that he was well-loved and taken care of while we were out of town. Very thankful for Cindy!”
Bill & Ashlee G.Star Sitter
“Maddy had a great time staying with Bill and Ashlee for the first time. I felt very comfortable leaving her with them, and they were very accommodating to her needs as a more senior dog. I would definitely have her stay there again!”
Randy S.Star Sitter
“Randy was absolutely wonderful! He was quick to respond and very flexible when we needed to extend our stay. Frank loved the big backyard and playing with the other dogs. Highly recommend! We will be back next time we’re in town!”
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?
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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 Jul 2025, the median cost of dog boarding in Oconomowoc is $43 per night, including service fees. Boarding your dog for one week typically costs $301. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Oconomowoc dog boarding rates can be found as low as $26to as high as $48 per night.
As of Jul 2025, 251 sitters provided dog boarding in Oconomowoc. 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, 93% of Oconomowoc dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Oconomowoc have an average of 20 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 Oconomowoc.
Rover makes it easy to find Oconomowoc 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 251 dog boarding sitters in Oconomowoc on Rover, so you’re sure to find the perfect match for your dog! In Oconomowoc, 89% of sitters offer daily exercise, 96% offer medication administration, and 96% 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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