Dog Boarding in Woodlands, Madison, WI

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Top rated Woodlands dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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

Georgie seemed well cared for and happy. We were so grateful to have a home similar to ours for her to stay while we traveled. We would recommend!

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Samantha S.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
29 reviews
8 repeat clients
10 years of experience
Madison, WI, 53705

Wonderful sitter! Lindsey always keeps us updated while we are away from our fur baby, definitely recommend her to anyone who needs a pet sitter!

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Jennifer V.
Sitter Profile Image: Andrea P.
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Andrea P.
from
$38
per night
5.0 out of 5.0 stars
4 reviews
1 year of experience
Sauk Creek, Madison, WI, 53717

We had a wonderful experience! This family took excellent care of our mini goldendoodle while we were on vacation—so kind, attentive, and thoughtful. They sent plenty of pictures and updates, which gave us total peace of mind and showed he was happy and having fun. Highly recommend!

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Nabeel Q.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5.0 stars
209 reviews
84 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Just picked up Roux from what I fondly refer to as "Camp Cleda". While happy to see me, I think he is always a bit sad to leave his second home. This was a 2 week trip and I always worry a bit. But Cleda continues to be responsive, kind, and Roux loves her. So thankful!

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Margaret C.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
18 reviews
8 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!

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Jenna K.
Sitter Profile Image: Jennifer & Phil Z.
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Jennifer & Phil Z.
from
$35
per night
5.0 out of 5.0 stars
1 review
1 repeat client
5 years of experience
Dudgeon-Monroe, Madison, WI, 53711

Jennifer and her family took amazing care of Finn. Also, their dog is super sweet and played well with my dog. Cant wait to have Jennifer sit Finn again soon!

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Heather A.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
54 reviews
21 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith is a fantastic! My dog Maxx absolutely loves spending time with her. She keeps me well informed with regular updates and photos, so I never worry when I’m away. Edith is also very flexible with my schedule and has been very accommodating. I feel completely comfortable leaving Maxx in her care. Being new to Madison, we were lucky to have found her.

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Frozena J.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5.0 stars
87 reviews
23 repeat clients
2 years of experience
Madison, WI, 53719

Kristin, Bruce and family are so caring with great attention to the pet’s needs. This was the first time we left our dog with a non-family member and were so pleased to have such a fantastic family to care for her. Couldn’t recommend them enough!! Thank you sooooo much!!!

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Tracy Y.
Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
24 reviews
5 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

Michelle was amazing! She was super responsive and the boys seemed like they had a great time. She kept us updated every day with messages and pictures. We would definitely go back :)

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Annika S.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$38
per night
5.0 out of 5.0 stars
28 reviews
10 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Ryan and Martha were fantastic rovers! They were incredibly kind and great communicators. I would totally have them watch my dog again if I needed!

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Sophie A.
Sitter Profile Image: Daseanna M.
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Daseanna M.
Star Sitter
from
$44
per night
5.0 out of 5.0 stars
10 reviews
6 repeat clients
4 years of experience
Madison, WI, 53705

Super friendly and inviting! Took great care of my fur baby and sent many updates and photos! Would definitely contact again!

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Emma L.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
158 reviews
55 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was a great host for Mazzi. He sent daily updates/photos. Robert has a large backyard that Mazzi loved to run around during play time.

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SirJeremy H.
Sitter Profile Image: Christine N.
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Christine N.
Star Sitter
from
$42
per night
4.9 out of 5.0 stars
109 reviews
62 repeat clients
27 years of experience
Prairie Hills, madison, WI, 53711

First time staying with Christine, - our dog Toph felt right at home and we felt very safe leaving her while on vacation. Our dog had an incident right before we left so I definitely had some anxiety being away from her so shortly after. Christine updated us frequently and shared advice from her experience as a dog trainer/handler. Her dogs were wonderful playmates and allowed our dog to make new friends. Overall took excellent care and truly cared about our dog as if it were her own.

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Kala & Dillon S.
Sitter Profile Image: Sophia D.
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Sophia D.
from
$35
per night
10 years of experience
Madison, WI, 53705

About: Hiello! I’m a lifelong animal lover and UW medical student with over a decade of hands-on experience caring for my own pets—my cat Aya (10 years) and my Italian Greyhound, Artemis (4+ years). I understand that every animal has a unique personality and needs, and I treat each pet in my care with the same patience, gentleness, and attentiveness I give my own. You can trust that your pet will be safe, deeply cared for, and truly loved while you’re away. I also have training in BLS for med school and have handled medical care for my own pets when needed. As I'm already walking my own dog and taking him out regularly, adding another dog (or dogs) to the mix is no problem! :) I am an MD/PhD student currently in my PhD years and have flexible hours for work. I can board dogs, but won't be able to board other cats (although I can do any drop-ins throughout the week). I am available for drop-ins any day except Tuesday night between 5-8pm, but I could do afterwards if needed. In my apartment, pets are cared for in a calm, structured, and loving environment. I have multiple spaces available so pets can have quiet downtime or separation if they need it, while still feeling safe and comfortable. My dog is very friendly and enjoys the company of other animals, but I always prioritize each pet’s individual comfort and boundaries. I follow your pet’s routine closely—feeding, walks, playtime, medication, and rest—and provide plenty of affection and supervision. When caring for pets in a client’s home, I respect your space and maintain your pet’s normal schedule to help them feel secure and stress-free.

Sitter Profile Image: Grace R.
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Grace R.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
22 reviews
5 repeat clients
11 years of experience
Dudgeon-Monroe, Madison, WI, 53711

I am very satisfied with the care that Grace provided to my dog Goldie. She took good care of her and sent pictures along with updates during her stay. I would recommend Grace and would certainly request her again the next time Goldie needs to be boarded.

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Al G.
Sitter Profile Image: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
76 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

We always feel so comfortable whenever Ryan, Jocelyn and there two girls watch Turbo! We know how well he is being taken care of and he loves it too!

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Bridget F.
Sitter Profile Image: Julie Z.
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Julie Z.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
46 reviews
10 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

Julie was so good with our Lucy! She is very good with dogs and she made sure that her dog and Lucy were both safe and played well together. Julie clearly has experience with dogs, dog behavior and training. We felt very comfortable leaving Lucy in her care.

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Anne M.
Sitter Profile Image: Gina S.
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Gina S.
from
$37
per night
5.0 out of 5.0 stars
8 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53562

Gina is great! We did a meet and greet first so her and my dogs could get acquainted, and to make sure it would be safe for all. She sent me pics of my boys while I was away and I really appreciated that! She treated my boys like her own fur babies! I highly recommend Gina! 5 stars for sure!

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Samarashay S.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
23 reviews
5 repeat clients
8 years of experience
Fitchburg, WI, 53711

Emily was great. She had quick communication and accepted my booking fast. I needed my buddy boarded for a few hours the next day due to a job interview and didn't have many options. Emily had great communication and was easy to work with. I would recommend her to others in the future. I just hope Rudy treated her well.

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Andrew R.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
27 reviews
7 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi took incredible care of our girl! She was always responsive and sent us frequent updates where I could see how happy Kiwi was. She is very knowledgeable about pet care and I would trust her with Kiwi anytime! Thank you again for giving so much love to Kiwi!!

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Gigi F.
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Woodlands dog parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Nelly was amazing! She took fantastic care of my pup and sent pictures throughout the stay. Super grateful and will be rebooking in the future!

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Emma B.
Boarding
5.0 out of 5.0 stars

Very friendly and dependable. Timely communication, and great pictures and updates during the stay. Confident that Louie got lots of attention, exercise, doggy socialization, and love.

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Matt S.
Boarding
5.0 out of 5.0 stars

Michelle took great care of our pupper and sent lots of updates. It's clear she l& her family ove dogs ❤️❤️

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Kimbrin C.
Boarding
5.0 out of 5.0 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
5.0 out of 5.0 stars

Sally seemed to have a great time with Taylor! I was very thankful to find Taylor at the last minute.

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Paul E.
Boarding
5.0 out of 5.0 stars

Jesse took excellent care of my dog while we were away. She was very loving and you can tell she really cares about animals. She kept me updated and was great about sending pictures. I will definitely be using her again.

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Sabrina M.
Boarding
5.0 out of 5.0 stars

Lindsey and her partner did amazing with Tyson! She sent me updates and pictures daily! And both are extremely kind! Thank you so much! Highly recommend 🫶🏽

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Sabriah B.
Boarding
5.0 out of 5.0 stars

Manu & Joseph are the best. Ace always seems very happy going there and well rested coming hope. Couldn't recommend more.

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Dan S.
Boarding
5.0 out of 5.0 stars

Daseanna took amazing care of our girls! She had prompt & consistent communication. We loved all the photos and videos we received! Daseanna would be our first choice if we needed a rover in Madison again :)

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Sophie A.
Boarding
5.0 out of 5.0 stars

Cleda was the best sitter! She was very understanding of our dogs quirks, provided thorough and regular updates and pictures, and was so easy to coordinate with! Highly recommend!!

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Cathryn R.
Boarding
5.0 out of 5.0 stars

Huge thank you for taking such wonderful care of my puppy while I was away, it’s a relief to know she was in such good hands. I really appreciate the care and attention you gave her, love all of the pictures and the flexibility for pickup and drop off. Thanks again!!!

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Kate H.
Boarding
5.0 out of 5.0 stars

Meaghan and her husband are very kind people with a beautiful home and a large fenced-in backyard. Meaghan was very good about sending a lot of pictures and updates throughout our dog’s stay and we felt very comfortable having our dog stay in their home. They have a very sweet dog of their own that my dog quickly bonded with, and they were playful together. Highly recommend!

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Lesley S.
Boarding
5.0 out of 5.0 stars

Karen did a great job in taking care of our Nakia. She is 13 years old and this is the first time she has stayed with someone she did not know. Karen kept us informed about her and sent frequent pictures. Made us feel secure in knowing she was well cared for. We are thankful for Karen’s wonderful care that she does with love. Dottie

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Dottie R.
Boarding
5.0 out of 5.0 stars

Maui loves Polyanna and family. It is his home away from home. Thanks again for taking such good care of him.

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Spencer M.
Boarding
5.0 out of 5.0 stars

Timothy had an absolute blast over his long weekend with Ava! He got to go to several local parks and walked to his little heart’s content.

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Chelssey H.
Boarding
5.0 out of 5.0 stars

Sara and Jonathan and their family are so loving to our dog talker. He is completely welcomed into their family and loved us if he was theirs! We are so happy with them and feel totally comfortable and trust them completely with our Dog.

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Cori L.
Boarding
5.0 out of 5.0 stars

Chase is amazing with my pup, Mickey! Mickey is always super excited when he sees Chase & Chase has been a great communicator while my partner and I are out of town. I recommend!

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Keegan S.
Boarding
5.0 out of 5.0 stars

Jenna did a great job with Bruno, she communicated promptly and overall took great care of him ensuring he had time to play and be active too.

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Matteo V.
Boarding
5.0 out of 5.0 stars

Brooke watched my dog for me for a few days. She send me pics, videos and updates about my dog. I felt at ease that my dog is at good hands and being taken care of. I would definitely use Brooke again to watch him. Brooke genuinely care about the furry babies she is watching.

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Denisa A.
Boarding
5.0 out of 5.0 stars

Naomi was great with our elderly, high-maintenance pup! I highly recommend her. Thanks so much, Naomi.

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Jane V.
Boarding
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Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Woodlands dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

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 Woodlands.

Rover makes it easy to find Woodlands 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.