Dog Boarding in Woodland, WI
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Top rated Woodland dog boarders

“Heather was so sweet with my pups, Vienna and Arlo! She has a warm demeanor, which helped to create a pretty instant level of comfort. I love that she had a playmate for them as well, everyone seemed to get along great! Heather is also very responsive, which is always appreciated. Will definitely use her services again. 😊”



“This was the first time we have left our dogs with someone other than family. Ruby put our minds at ease with quick and frequent communication, and with videos and updates of our dogs while we were away. They came home tired and seemed to enjoy their time! We will be booking with Ruby again! ◡̈”


“Michael was so easy to book with..he was very accommodating despite the last minute need for a sitter for my fur baby. Sent photo updates and responded promptly. Definitely will be on my list for a sitter when I travel in that area. Thank you!!”


“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!”


“Monique and family were amazing with my anxious pup. She worked with Dixie to make her feel at home. Dixie was very well taken care of. Monique stayed in communication with me and was very accommodating. I will most definitely utilize her again and suggest to my friends to do so as well.”


“My pups came home happy and slept SO well. Like kids coming home after a sleepover. Courtney has great communication and clearly enjoys having pets at her home. Overall, a great experience.”


“Our pup had the best time at Emily and Charles’ playing with their dogs. They kept us well informed, provided photos & videos for my kids to see, and were super accommodating to our last minute schedule and timing changes. Our pup is completely exhausted in the best way and clearly missed his new friends when we left. Would definitely use them again and would highly recommend them to others.”


“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!”


“Christiana ensured Finn had an activity filled weekend and took such good care of him! He was so tired after a weekend on the lake with her kids and dogs. Hope to book with her again!”



“Milo stayed with Heather for a weekend and she was fantastic! Sent updates and pictures throughout - my husband and I would gladly have Milo stay with her again :)”



“This was the first time booking with Doreen. I assisted my elderly mom with the booking for her dog since my mom is unfamiliar with using apps on her phone. Doreen was extremely accommodating, communicative and flexible. Flossie is not often away from my mom, and I felt comfortable that Doreen was the right choice and that Flossie would be in kind and attentive care. Doreen sent a picture and comment via text each night which made my mom comfortable. Thank you, Doreen for working with us!”


“Katy and DJ were "above and beyond" caretakers for our boy. They walked him daily, took him on car rides, and sent lots of photos of him playing. They were easy to communicate with, flexible when we had to make a pick-up time adjustment, and sent our boy home happy and tired. They live in a great space to host dogs and Nelson loved his time with their family pets. Highly recommend!”


“Scott and Ashley were fantastic. Their back yard was perfect for Piper to run around in and they took fantastic care of her. They were extremely communicative as well. I look forward to Piper staying at their house again!”


“Marie took wonderful care of our dog, Ace, while we were out of town for a week. She sent daily updates with photos. He got lots of walks and playtime in her big yard outside. He also enjoyed playing with the other dogs and was able to sleep on the couch just like he does at home. It was so nice not to have to have him in a kennel. I would not hesitate to rebook with Marie!”


“Our Linus had such an enjoyable time with Mary! He was comfortable with her from the minute he walked in the door! Mary made it so easy for us too! She had so many toys, blankets, bowls, leash etc, it made preparing for his stay a breeze! Mary's love for dogs is evident and her caring nature made it easy to know we were leaving our baby in good hands!! Wish I could give her more than 5 stars!! She is the BEST!”


“We cannot recommend David enough! We left our deaf, high-maintenance cattle dog with him while we were on vacation and we could tell right away how much they bonded. Zorro adores David! He treated Zorro like one of his own. Zorro had the BEST time at David’s amazing property! It is truly a dog’s paradise. We cannot be more grateful for David since it can be difficult to find sitters who you can trust with complex dogs. Thank you again!”


“Josh and Cheryl were absolutely incredible with our dog, Tuck. He’s a high-energy, challenging pup who needs a lot of stimulation, and they went above and beyond to make sure he was well cared for, engaged, and happy. They were attentive, active, and cared for him like their own. When his collar broke, they even bought him a new one without hesitation—such a thoughtful gesture that speaks to how much they truly care. We also loved receiving regular updates and photos, which gave us peace of mind while we were away. We couldn’t recommend them more highly—if we could give more than 5 stars, we would!”


About: Hi there! My name is Malia, and I’m a dedicated dog lover ready to care for your furry friends as if they were my own. With a reliable, caring, and energetic approach, I ensure your pup gets the attention, exercise, and love they deserve while you’re away. Whether it’s long walks, playtime, or cozy companionship, I customize my care to match your dog’s unique needs and personality. I’m experienced with dogs of all sizes and energy levels, from playful puppies to senior companions. Why choose me? • Flexible availability to fit your schedule • Passionate about creating a safe and happy environment for pets • Plenty of outdoor activity and cuddles guaranteed Let’s chat to discuss how I can help you and your pup! I am a stay at home mom who is raising a beautiful baby boy ! Easy to make my own schedule! Always can be home! I am always watching the dogs, when outside must be on a leash and being watched as well! When inside always entertained and monitored throughout the day

About: Hi! I’m Alana, a lifelong animal lover with years of experience caring for dogs and cats. Whether your pet needs a daily walk, a cozy place to stay while you’re away, or just some extra love and attention at home, I’m here to help! I treat every pet like my own—with patience, care, and lots of affection. I’m comfortable with all breeds, sizes, and temperaments, and I always take the time to get to know each pet’s unique personality and routine. Whether it’s playtime, snuggles, or a structured walk, I make sure they feel happy, safe, and loved. ✅ Flexible scheduling ✅ Regular photo/video updates ✅ Safe, calm, pet-friendly home (or happy to come to you!) Let’s chat and see how I can support you and your furry family member! 🐶🐱 Pet care is a natural and important part of my daily routine. I prioritize it just like any other responsibility—because pets deserve consistency, attention, and genuine care. Whether I’m going for morning walks, stopping by for drop-in visits, or hosting pets in my home, I make sure their needs are fully integrated into my schedule. I plan my day around feeding times, potty breaks, playtime, and cuddles to ensure each pet feels comfortable, safe, and well cared for. I also build in time for communication with pet parents, so they feel confident and informed while they’re away. We have a lead we use for our two friendly dogs. Two kennels one large and one medium incase your furry friend needs to be kenneled.

“We felt very comfortable leaving our dog with April. She is very friendly, her home is beautiful and clean, she has a couple of cute kiddos, and she has friendly dogs of her own which provided entertainment for our Paisley. We weren't disappointed - we received photo updates of Paisley at her stay. Upon pickup, Paisley was healthy and happy! We will definitely have April care for Paisley again. Thank you!”

Loving dog boarding sitters in your neighborhood
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Heather D.Star Sitter

“Heather was so sweet with my pups, Vienna and Arlo! She has a warm demeanor, which helped to create a pretty instant level of comfort. I love that she had a playmate for them as well, everyone seemed to get along great! Heather is also very responsive, which is always appreciated. Will definitely use her services again. 😊”




Ruby A.
Star Sitter


“This was the first time we have left our dogs with someone other than family. Ruby put our minds at ease with quick and frequent communication, and with videos and updates of our dogs while we were away. They came home tired and seemed to enjoy their time! We will be booking with Ruby again! ◡̈”


Michael M.

“Michael was so easy to book with..he was very accommodating despite the last minute need for a sitter for my fur baby. Sent photo updates and responded promptly. Definitely will be on my list for a sitter when I travel in that area. Thank you!!”


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!”


Monique B.

“Monique and family were amazing with my anxious pup. She worked with Dixie to make her feel at home. Dixie was very well taken care of. Monique stayed in communication with me and was very accommodating. I will most definitely utilize her again and suggest to my friends to do so as well.”


Courtney T.Star Sitter

“My pups came home happy and slept SO well. Like kids coming home after a sleepover. Courtney has great communication and clearly enjoys having pets at her home. Overall, a great experience.”


Emily & Charles W.

“Our pup had the best time at Emily and Charles’ playing with their dogs. They kept us well informed, provided photos & videos for my kids to see, and were super accommodating to our last minute schedule and timing changes. Our pup is completely exhausted in the best way and clearly missed his new friends when we left. Would definitely use them again and would highly recommend them to others.”


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!”


Christiana S.Star Sitter

“Christiana ensured Finn had an activity filled weekend and took such good care of him! He was so tired after a weekend on the lake with her kids and dogs. Hope to book with her again!”




Heather B.Star Sitter

“Milo stayed with Heather for a weekend and she was fantastic! Sent updates and pictures throughout - my husband and I would gladly have Milo stay with her again :)”




Doreen C.


“This was the first time booking with Doreen. I assisted my elderly mom with the booking for her dog since my mom is unfamiliar with using apps on her phone. Doreen was extremely accommodating, communicative and flexible. Flossie is not often away from my mom, and I felt comfortable that Doreen was the right choice and that Flossie would be in kind and attentive care. Doreen sent a picture and comment via text each night which made my mom comfortable. Thank you, Doreen for working with us!”


Katy & Dennis "DJ" G.
Star Sitter


“Katy and DJ were "above and beyond" caretakers for our boy. They walked him daily, took him on car rides, and sent lots of photos of him playing. They were easy to communicate with, flexible when we had to make a pick-up time adjustment, and sent our boy home happy and tired. They live in a great space to host dogs and Nelson loved his time with their family pets. Highly recommend!”


Scott & Ashley S.Star Sitter

“Scott and Ashley were fantastic. Their back yard was perfect for Piper to run around in and they took fantastic care of her. They were extremely communicative as well. I look forward to Piper staying at their house again!”


Marie S.
Star Sitter


“Marie took wonderful care of our dog, Ace, while we were out of town for a week. She sent daily updates with photos. He got lots of walks and playtime in her big yard outside. He also enjoyed playing with the other dogs and was able to sleep on the couch just like he does at home. It was so nice not to have to have him in a kennel. I would not hesitate to rebook with Marie!”


Mary G.


“Our Linus had such an enjoyable time with Mary! He was comfortable with her from the minute he walked in the door! Mary made it so easy for us too! She had so many toys, blankets, bowls, leash etc, it made preparing for his stay a breeze! Mary's love for dogs is evident and her caring nature made it easy to know we were leaving our baby in good hands!! Wish I could give her more than 5 stars!! She is the BEST!”


David R.Star Sitter

“We cannot recommend David enough! We left our deaf, high-maintenance cattle dog with him while we were on vacation and we could tell right away how much they bonded. Zorro adores David! He treated Zorro like one of his own. Zorro had the BEST time at David’s amazing property! It is truly a dog’s paradise. We cannot be more grateful for David since it can be difficult to find sitters who you can trust with complex dogs. Thank you again!”


Cheryl & Josh G.

“Josh and Cheryl were absolutely incredible with our dog, Tuck. He’s a high-energy, challenging pup who needs a lot of stimulation, and they went above and beyond to make sure he was well cared for, engaged, and happy. They were attentive, active, and cared for him like their own. When his collar broke, they even bought him a new one without hesitation—such a thoughtful gesture that speaks to how much they truly care. We also loved receiving regular updates and photos, which gave us peace of mind while we were away. We couldn’t recommend them more highly—if we could give more than 5 stars, we would!”


Malia K.
“Malia has been around all types of dog breeds large and small her entire life, Cats too! Malia has a compassionate & bright personality, and animals feel comfortable and welcome around her. Malia is attentive, responsible, and genuinely loves animals, which shows in the way she interacts with pets. I wholeheartedly recommend Malia to anyone looking for a trustworthy and compassionate dog sitter. Your furry friend will be in great hands!”


Alana K.
“Alana is not only the best mom to her son, but also to her two dogs. She is active and will love to play and engage with your pet. She takes her work seriously and will care for your pet as if they are her own. She is loving and trustworthy-two characteristics every pet caretaker should be!”


April P.

“We felt very comfortable leaving our dog with April. She is very friendly, her home is beautiful and clean, she has a couple of cute kiddos, and she has friendly dogs of her own which provided entertainment for our Paisley. We weren't disappointed - we received photo updates of Paisley at her stay. Upon pickup, Paisley was healthy and happy! We will definitely have April care for Paisley again. Thank you!”
Popular requests near you
Select a filter and find qualifying Woodland 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 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!
The median cost per night for dog boarding in Woodland is $40
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 Woodland average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 131 sitters provided dog boarding in Woodland. 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, 97% of Woodland dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Woodland have an average of 22 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 Woodland.
Rover makes it easy to find Woodland 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 131 dog boarding sitters in Woodland on Rover, so you’re sure to find the perfect match for your dog! In Woodland, 86% of sitters offer daily exercise, 100% 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.
