Dog Boarding Woodland Hills

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1 / 1
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
72 reviews
25 repeat clients
20 years of experience
Waunakee, WI, 53597

This was Gatsby’s second time staying with Edith and he had a blast. The second we pulled up to Edith’s house he lost his mind with excitement realizing where we were! Edith sent frequent updates and photos and I knew Gatsby was getting the best care. Thanks Edith!

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Shay C.
Sitter Profile Image: Jennifer J.
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Jennifer J.
Star Sitter
from
$35
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
6 years of experience
Lake Edge, Madison, WI, 53716

Lucy had a great weekend with Jennifer! She got along great with Oscar. Tick season is pretty bad this year and Jennifer made sure to look over Lucy and keep her tick-free!

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Chuck S.
Sitter Profile Image: Juan P.
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Juan P.
from
$25
per night
3.7 out of 5 stars
3 reviews
8 years of experience
Leopold, Fitchburg, WI, 53713

Juan has great! He and his son were very attentive with our dog. We were sent pictures throughout the day, and given updates about how our boy was doing! He has very high anxiety with strangers, and he had no problem calming down and napping with this family! When booking, we were told another dog would also be in Juan's care. He made sure that was okay with us, and went above and beyond to make sure our dogs never crossed paths (as we don't know if our dog is good with others yet) If you need a sitter, Juan is a great option! Very flexible, kind, and an overall great influence on your furry friend!

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Liam S.
Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
29 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

Amazing people who love and care for my pup while he is with them - they also send the cutest pictures and updates! They were also super understanding when I got stuck in traffic on the way to pick my dog up.

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Alexandrea P.
Sitter Profile Image: Mallory P.
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Mallory P.
from
$28
per night
5.0 out of 5 stars
2 reviews
1 repeat client
8 years of experience
Capitol, Madison, WI, 53703

Mallory was absolutely amazing. Our dog had a very fun time with her.

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Nancy W.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
18 years of experience
Madison, WI, 53704

My 4 legged member of the family had the blessing of spending the weekend with Stephanie. She kept me updated on his stay with videos and pictures. He went for walks and played in their backyard.

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Onix
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
100 reviews
29 repeat clients
2 years of experience
Madison, WI, 53719

Lovely family that loves dogs! Great with communication and updates. Our energetic pup always has a good time with Kristen and Bruce and their kiddos, we highly recommend them.

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astrodthoff
Sitter Profile Image: Helen S.
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Helen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
36 reviews
12 repeat clients
5 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Helen & Min are absolutely wonderful sitters they welcome our little girl Moxie into there home as if she is a member of her family. Your pets will first class treatment when staying with Helen and Min.

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Jessica B.
Sitter Profile Image: Regine T.
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Regine T.
from
$38
per night
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Sun Prairie, WI, 53590

Wonderful dog sitter! Sent photos daily and gave updates!!! Loved on my pup and treated him like one of their own! Will definitely use Regine again!!!

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Joelle T.
Sitter Profile Image: Lee Y.
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Lee Y.
from
$45
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
5 years of experience
Midvale Heights Community, Madison, WI, 53711

My two golden retrievers had such a great time! They came back home happy and tired after a fun weekend. Lee did a great job sending photo and video updates and making my babies feel right at home!

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Erica W.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey did a fantastic job of taking care of Coco. During my trip, I had travel delays and Lindsey was more than accommodating to help with last minute changes. She gave me frequent updates on Coco and I felt very at ease knowing that my fur baby was in very good hands. Would highly recommend!

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Richard M.
Sitter Profile Image: Cristina F.
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Cristina F.
Star Sitter
from
$28
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
3 years of experience
Fitchburg, WI, 53711

Christina (and family) took care of Bucky (our toy poodle) for two weeks. It was really hard to leave him for that long but it was sooo obvious Bucky had a great time. We hope they'll take him back in the future (if not for two weeks!).

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Dave C.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$20
per night
5.0 out of 5 stars
80 reviews
24 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

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!

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Russhell C.
Sitter Profile Image: Ayomi O.
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Ayomi O.
from
$30
per night
2 years of experience
Madison, WI, 53704

About: Hi! I’m Ayomi, and caring for animals has always been a natural part of who I am. I’ve had the joy of working with dogs of all ages and personalities from energetic puppies still learning the world to older dogs who move a little slower and need some extra love. I approach pet care the same way I would care for my own patient, present, and with a whole lot of heart. I take the time to learn each dog’s unique needs and routines because I know how important it is for pets to feel safe and comfortable while their people are away. Whether your dog needs long walks, gentle play, quiet companionship, or help with medication or anxiety, I’m here to meet them where they are and give them the attention they deserve. I truly love building trust with both pets and their humans. You can expect regular updates, happy photos, and the reassurance that your pup is in loving, capable hands. Every visit is a chance to create a little joy and comfort for your furry friendcand that’s a responsibility I take seriously and gratefully. Pet care fits naturally into my routine because I often work from home in my downtown Madison apartment. I love taking long walks around town or heading to Picnic Point for a quiet hike, so having a pup along for the journey just makes it that much better. I usually walk about a mile or two a day, but I’m happy to adjust based on your furry friend’s energy level and needs. My schedule is flexible, and with at least a week's notice, I can make sure I’m fully available to give your dog the time and attention they deserve. I’ve always loved traveling, so pet sitting is a fun and fulfilling way for me to enjoy the company of dogs while I’m still settling down. Whether it’s a weekend stay or daily walks, I’m excited to share my time! Creating a safe and comforting environment is my top priority, whether I’m caring for your pet in my home or yours. I treat every dog like family—with patience, attentiveness, and a whole lot of love. In my downtown apartment, pets are kept in a clean, calm space free of hazards, with plenty of room to stretch, nap, or play. I don’t have any other pets, so your dog will get my full attention and care without distractions. When I’m in your home, I’m always respectful of your space and routines, making sure your dog stays comfortable in their familiar surroundings. I follow all care instructions closely and provide regular updates so you know exactly how your pup is doing. I believe trust is built through consistency, communication, and genuine care and that’s what I bring to every visit. Whether it’s daily walks, overnight stays, or just keeping your pup company, I’m committed to making sure your dog feels safe, loved, and right at home.

Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
63 reviews
22 repeat clients
12 years of experience
Middleton, WI, 53562

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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Sarah W.
Sitter Profile Image: Korie L.
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Korie L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
17 reviews
7 repeat clients
20 years of experience
Madison, WI, 53718

Korie took wonderful care of Dizzy! Her communication and updates were clear and she was flexible with pickup and drop off times. Would absolutely love for Dizzy to stay with Korie and Ozzy again.

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Carol P.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
88 reviews
27 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Paula was great communicating and even ended up spending the evenings with my pup on the sofa since she wasn't comfortable alone. She also gave necessary medication and kept track of everything as I had asked. She sent pictures and kept my dog happy and safe, would recommend and use again. Thank you!

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Amy A.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
23 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

Our fur baby Beau is part of our family, so when we have to leave him w/ a sitter, it's very difficult. That feeling is offset by the way Jesse cares for him. You can tell by the way he bounds into her house & the pictures/videos she shares that he's having a great time. Beau approves this message!

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Gary 'n Mic M.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
9 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica and her kiddos were great to my dog! He got along well with her doggos and she kept them all super active! Really appreciated all the pictures and updates while I was gone. Would 100%book with her again!

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Emily G.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$41
per night
5.0 out of 5 stars
50 reviews
22 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Ryan and Martha and their family have been a saving grace for me! Willow loves going over there, and clearly feels right at home. They send photos throughout her stay, and are so gracious with their time and thoughtfulness.

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Ashley D.
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The median cost per night for dog boarding in Woodland Hills is €45

Dog parents share their Rover experiences - Woodland Hills

1 / 1
5.0 out of 5 stars

Another great experience with Cleda. Thank you for being flexible and your patience with our senior pups.

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Doua Song 'Jenny' & Darin K.
Boarding
5.0 out of 5 stars

Lee is a great dogsitter and I’d absolutely book with him again. He took great care of my dog and kept things fun with regular updates and photos, which I really appreciated. It was clear my dog had a great time, especially getting to play with the other dogs. You can tell Lee genuinely cares and creates a great environment for them. Highly recommend!

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Austin L.
Boarding
5.0 out of 5 stars

Autumn was awesome and gave so many updates and pictures! Sadie was so happy and comfortable. She took such great care of Sadie. Would definitely recommend.

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Kenadie S.
Boarding
5.0 out of 5 stars

Robert was great with my 6 month old puppy! I was able to meet up with him before at his house and see his yard and have my puppy meet his dog. This really helped with any worries I had. He sent frequent updates and kept up with things I am working with my dog at home like staying off the couch! I will defiantly be booking with him again!

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Samantha R.
Boarding
5.0 out of 5 stars

Andrea took very good care of my dog and sent constant updates. My dog was nervous and stayed by her front door because he missed me, but I appreciate how they were able to help eat and go outside for his walk. Thank you again. I'm sorry that he wouldn't sleep and peed on your floor from anxiety.

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Amber M.
Boarding
5.0 out of 5 stars

Jesse was amazing with my senior dog. She communicated very well, and was extremely flexible with my pick-up and drop off times. If I need a sitter again, I will definitely be rebooking!

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Jolie N.
Boarding
5.0 out of 5 stars

Daseanna took great care of our bulldog, Uecker! She provided regular updates and lots of pictures. We’d love to have her watch him again sometime!

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Allison B.
Boarding
5.0 out of 5 stars

Michelle and her family provided a wonderful home for Roscoe while we were out of town! I was very grateful for the photos she shared of Roscoe having adventures. Thank you, Michelle!

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c k.
Boarding
5.0 out of 5 stars

My dog (Zuri) found a new best friend and bcz of Zhenghuan, she made plenty of new friends. Happy that I found you, my friend! 🥳

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Pranav J.
Boarding
5.0 out of 5 stars

Lindsey was great! She gave me a daily picture with cute little captions. Ricochet seemed very happy and cared for. Thank you!!💖💖

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Joann N.
Boarding
5.0 out of 5 stars

Marina really made me feel my boy was safe and in good hands. She was very patient/flexible with me too, as my plans changed many times during my very chaotic, stressful week away. I arrived back home four days later than planned and she was able to accommodate the ever evolving day of my return, which I feel horrible about. Glad to have found her.

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Daniel G.
Boarding
5.0 out of 5 stars

Taylor kept our energetic, attention-seeking dog happy and healthy! We also really appreciated the meet and greet she scheduled on short notice before hand. Very professional, very affectionate with our dog. thank you, Taylor!

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Lisa N.
Boarding
5.0 out of 5 stars

Polo had a really nice time with Helen and her mom. He got a nice long walk , and Helen was great at communicating updated & photos during the stay.

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Akshay A.
Boarding
5.0 out of 5 stars

Nelly and her family took excellent care of our very needy girl. She was very spoiled and treated like the princess she thinks she is.

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Terrie H.
Boarding
5.0 out of 5 stars

Shorty had another great stay thanks to Sophia’s tender care. Sophia shared photos and updates, and Shorty came home happy and well taken care of. We especially appreciated Sophia keeping Shorty calm through the horrendous storms that passed through our area while we were away.

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Jill W.
Boarding
5.0 out of 5 stars

Christine always takes such incredible care of my girls, Laynie and Nell. I never have to worry when they’re with her because I know they’re loved, exercised, and treated like part of the family. She’s attentive, communicative, and clearly understands their personalities. It means so much to have someone I trust completely with them. Laynie and Nell are always happy, relaxed, and well cared for when I get home. We’re so grateful to have found her!

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Joette & Bryan M.
Boarding
5.0 out of 5 stars

Took amazing care of my puppy while I was gone on vacation; my puppy loves going over to Natalie's and always comes back so happy and ready for a nap!

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Kate H.
Boarding
5.0 out of 5 stars

Jack just stayed with Gabriella for the first time and I couldn't be more grateful for how good she was with him! Jack has separation anxiety and gets nervous meeting new people and being away from me. Heck, I get anxious too, but Gabriella and her boyfriend made us both feel completely at ease. Jack had 25/7 company and was given accommodations to ensure he was comfortable. I was given plenty of updates on how he was doing and he seemed to be enjoying his time the whole visit with lots of play time and affection. Upon bringing him home I could just tell how content he was with his stay. He wasn't overly anxious to see me which is amazing in comparison to other times he's stayed away from home. I felt completely confident he was in safe and loving hands the entire visit and would absolutely go to Gabriella in the future for pet sitting needs. Thanks again so much for taking such great care of my little guy!

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Autumn W.
Boarding
5.0 out of 5 stars

Dietrich and Sue are the best! My little guy loves to spend time with them while I’m out of town. Would 1000% recommend

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Mason W.
Boarding
5.0 out of 5 stars

Bevin was very accomodating when we had to change our plans a little. Our dog was very well taken care of and looked like he had a great time with Bevin and his family.

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Mliap D.
Boarding
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Sitters in Woodland Hills average 11
repeat dog boarding clients

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