Dog Boarding in Heritage Heights, Madison, WI
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Top rated Heritage Heights dog boarders

“Hazel stayed with Yoki and Derek for over a week and had a great time. I know that Hazel can be a handful and can demand a lot of attention at times. I felt like Yoki and Derek really understood Hazel’s needs and took very good care of her. I can tell that they treat all dogs in their care like family and that was wonderful to see. They are very generous and giving people. Their very big and spacious yard was great for Hazel to run around and play in. I also really appreciated the daily communication which was very important to me. I loved receiving videos, beautiful photos and updates on a daily basis and it gave me so much peace of mind and showed me that Hazel was well taken care of and was enjoying her stay. I’m very appreciative to Yoki and Derek for their work especially since I know this is not always an easy job to do.”


“Kaycee and Robert did a great job with our little puppy Milton. We loved that Milton could play with their kids, run around in the backyard with their dog, and feel at home. He’s a handful and came home happy!”


“Such a treat to have Duane & Lauren take care of my pup, Rapha while I was away. They are very responsive and attentive to the needs of both owner and doggie. Thank you!”


“Joan was so great with our pup! He can be a handful sometimes and Joan did such a great job of not only attending to his puppy energy and mischief but also was great at easing our anxieties about leaving him for the weekend. Joan sent a lot of photos with a daily update and even got our pup out to a dog park! Would absolutely book with her again!”


“Rebekah and Alex were great to correspond with. Super flexible and accommodating regarding meet and greet, drop off and pick up times. Our dog had such a fun weekend at their house. We were provided pictures throughout the weekend and were ensured he was at the right place! Would definitely recommend and board with again!!”


“We are so grateful for Emily and her family! We know that JoJo is being very well taken care of while we travel, and having that confidence is priceless!”


“Awesome people. Sent me a couple pictures of lulu during her stay, played with her, we had no worries all weekend. Definitely our go to for overnight boarding”


“Suellen was so great to Ari! She kept me updated with photos and videos and was very lenient with pick up/drop off times!! I would 100% recommend Suellen!!!”


“We love Margaret & so does our pup, she’s at ease whenever she gets to the house and sees her favorite dog sitter. She’s the only Rover we choose and we couldn’t be happier with her excellent care!”


“Bentley had a great time with you both! Thanks for taking such good care of our baby! We REALLY appreciated the pictures you sent while he was with you, too! We will absolutely book with you again.”


About: I have been self-employed as a full-time dog sitter for the past 15 years. Prior to opening my dog sitting business I worked as an assistant dog trainer using positive reinforcement training methods. I require a meet and greet before confirming dates so you can see where your dog will be staying, you and your dog(s) can meet me in-person and see the house and yard. We will also discuss their care and specific needs. I have been a dog parent since 2004. I am a full-time dog sitter so I am always with the dogs to ensure they are properly cared for and getting all the exercise, love and attention they deserve. Dogs go in/out as much as they want and get all the love and attention they would just like at home. The yard is fully fenced and there is a ramp so senior dogs have an easier time getting in/out. I have crates set up for those dogs that are normally crated but it is not required for a dog to be crated. All dogs are allowed on the furniture and there are several dogs beds to choose from as well. Of course you can always bring your own if your dog would feel more comfortable having something from home. There is no shortage of treats, cuddles and time outside. I have experience caring for senior dogs, those with medical conditions, separation anxiety and fear of new people.

“Joe watched our dog while my husband and I were on vacation and we couldn’t have been happier with the situation. How kept us up to date with how our pup was doing and knowing she was being looked after the entire time we were gone put my mind at ease. I am so happy we found Joe! I would recommend him to anyone looking for help with their dog!”


“Wonderful Dogsitter! Highly recommend!”


“Tony did a great job. He had some other dogs over which gave Penny ample opportunity to play. She was having a bit of a skin issue and Tony actively monitored Penny for the duration of the visit. Clear consistent communications with many pictures of Penny having a great time. Would book again.”


“Our pup had a great time at Gilian's house! Gillian sent pictures and updates on his day each evening. She was extremely organized and easy to communicate with. She even worked on some training commands with him over his almost week long stay. Our pup came home tired and happy.”


“We couldn’t be happier with the care and love Cynthia put in to caring for our Otis. Her daily communications and photos really reassured us on how well Otis was adjusting to staying with her. I would highly recommend her for pet sitting.”


About: I have had dogs and cats my whole life. My family growing up never had less than 3 pets at a time so I've grown up loving and rescuing animals including taking care of outdoor feral cats and I have taken a class to learn how to properly bottle feed kittens. I currently have two cats of my own but growing up I have raised puppies and kittens from 2 months old and have had elderly pets that have lived to be 19 years old so I have experience with lots of pets of different ages, breeds, and personality types. I've taken care of upwards of 7 cats all in the same household so I am also experienced with caring for multiple pets including households with multiple cats and also dogs. I think pets are family and best friends and I am excited to meet yours and give them lots of love and attention I may be wearing a mask - don’t worry I’m not sick I am very immunocompromised so I mask around strangers just as an extra precaution so I don’t get sick For daycare or boarding for dogs I would prefer they are cat friendly but accommodations can be made for sure! I work from home 8:30-5 during the weekdays and my work allows me to work remotely wherever I am so I am easily able to hangout during the day with your pets as well be free in the evenings to pay more attention to them. I’m also happy to watch multi pet house holds and do daycare for multiple dogs if you have more than one! During meet ups I may be wearing a mask - don’t worry I’m not sick I am very immunocompromised so I mask around strangers just as an extra precaution so I don’t get sick I have availability in the morning and later in the evenings I can absolutely do drop ins and walks! Feel free to ask me about dates even if it says busy because I usually still can do drop ins and walks especially in the evenings or I might have last minute cancels :) I am more than happy to board or babysit more than 1 dog from the same household/family :) In my own household I would provide them with their own toys, food and water bowls, and take them for lots of walks if applicable. My pets and any animals here are allowed to be on the furniture like the couches and bed but I usually put a blanket and a small bed on the ground in case some babies feel more comfy with that. I am more than happy to also crate them!

“Emily took exceptional care of Finny while I was out of state- he wasn’t feeling well but she cared for him like she would her own dog. He came home happy, healthy, and super tired from playing the entire time! I am a relieved and happy doggie mom. Thank you Emily and family!”


“Maddie is amazing! She made our pup comfortable in her home and took great care of him. We got lots of updates too! She will be the first person we call when we need a dog sitter again.”


“Edith did a wonderful job taking care of our four-legged family member. She was caring, responsible, and an excellent communicator. We were able to enjoy our time away knowing our pup was in such good hands.”

Loving dog boarding sitters in your neighborhood
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1. Yoki & Derek Z.Star Sitter

“Hazel stayed with Yoki and Derek for over a week and had a great time. I know that Hazel can be a handful and can demand a lot of attention at times. I felt like Yoki and Derek really understood Hazel’s needs and took very good care of her. I can tell that they treat all dogs in their care like family and that was wonderful to see. They are very generous and giving people. Their very big and spacious yard was great for Hazel to run around and play in. I also really appreciated the daily communication which was very important to me. I loved receiving videos, beautiful photos and updates on a daily basis and it gave me so much peace of mind and showed me that Hazel was well taken care of and was enjoying her stay. I’m very appreciative to Yoki and Derek for their work especially since I know this is not always an easy job to do.”


2. Kaycee & Robert R.

“Kaycee and Robert did a great job with our little puppy Milton. We loved that Milton could play with their kids, run around in the backyard with their dog, and feel at home. He’s a handful and came home happy!”


3. Duane & Lauren S.Star Sitter

“Such a treat to have Duane & Lauren take care of my pup, Rapha while I was away. They are very responsive and attentive to the needs of both owner and doggie. Thank you!”


4. Joan F.Star Sitter

“Joan was so great with our pup! He can be a handful sometimes and Joan did such a great job of not only attending to his puppy energy and mischief but also was great at easing our anxieties about leaving him for the weekend. Joan sent a lot of photos with a daily update and even got our pup out to a dog park! Would absolutely book with her again!”


5. Rebekah & Alex N.Star Sitter

“Rebekah and Alex were great to correspond with. Super flexible and accommodating regarding meet and greet, drop off and pick up times. Our dog had such a fun weekend at their house. We were provided pictures throughout the weekend and were ensured he was at the right place! Would definitely recommend and board with again!!”


6. Emily L.

“We are so grateful for Emily and her family! We know that JoJo is being very well taken care of while we travel, and having that confidence is priceless!”


7. Amanda K.Star Sitter

“Awesome people. Sent me a couple pictures of lulu during her stay, played with her, we had no worries all weekend. Definitely our go to for overnight boarding”


8. Suellen A.Star Sitter

“Suellen was so great to Ari! She kept me updated with photos and videos and was very lenient with pick up/drop off times!! I would 100% recommend Suellen!!!”


9. Margaret L.Star Sitter

“We love Margaret & so does our pup, she’s at ease whenever she gets to the house and sees her favorite dog sitter. She’s the only Rover we choose and we couldn’t be happier with her excellent care!”


10. Alexander & Hannah K.

“Bentley had a great time with you both! Thanks for taking such good care of our baby! We REALLY appreciated the pictures you sent while he was with you, too! We will absolutely book with you again.”


11. Hope R.
“I brought my rescue dog to Hope soon after my dog came home. Hope immediately recognized that she needed some further training an assessment before coming to daycare. Her recommendation was spot on. She knows dogs, knows my dog and creates an environment of safety and contentment for all dogs. She is caring, meticulous about any special needs, and attentive to each dog in her care. My dog is very eager to go to Hope's. When my dog has boarded with Hope, she comes home happy. I am very confident in Hope's care.”


12. Joe H.Star Sitter

“Joe watched our dog while my husband and I were on vacation and we couldn’t have been happier with the situation. How kept us up to date with how our pup was doing and knowing she was being looked after the entire time we were gone put my mind at ease. I am so happy we found Joe! I would recommend him to anyone looking for help with their dog!”


13. Laura S.Star Sitter

“Wonderful Dogsitter! Highly recommend!”


14. Tony D.

“Tony did a great job. He had some other dogs over which gave Penny ample opportunity to play. She was having a bit of a skin issue and Tony actively monitored Penny for the duration of the visit. Clear consistent communications with many pictures of Penny having a great time. Would book again.”


15. Gilian S.Star Sitter

“Our pup had a great time at Gilian's house! Gillian sent pictures and updates on his day each evening. She was extremely organized and easy to communicate with. She even worked on some training commands with him over his almost week long stay. Our pup came home tired and happy.”


16. Cynthia H.Star Sitter

“We couldn’t be happier with the care and love Cynthia put in to caring for our Otis. Her daily communications and photos really reassured us on how well Otis was adjusting to staying with her. I would highly recommend her for pet sitting.”


17. Megan T.Star Sitter
“Meg would be an amazing pet caregiver, they take extremely good care of their personal cats and are always looking for any and all possible ways to improve their lives. They know how important pets can be to people and would be incredibly diligent and attentive to any pets individual needs.”


18. Emily H.Star Sitter

“Emily took exceptional care of Finny while I was out of state- he wasn’t feeling well but she cared for him like she would her own dog. He came home happy, healthy, and super tired from playing the entire time! I am a relieved and happy doggie mom. Thank you Emily and family!”


19. Maddie K.

“Maddie is amazing! She made our pup comfortable in her home and took great care of him. We got lots of updates too! She will be the first person we call when we need a dog sitter again.”


20. Edith S.Star Sitter

“Edith did a wonderful job taking care of our four-legged family member. She was caring, responsible, and an excellent communicator. We were able to enjoy our time away knowing our pup was in such good hands.”
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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Heritage Heights.
Rover makes it easy to find Heritage Heights 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
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.
