Dog Boarding Woodlands

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Woodlands, Find top rated dog boarding

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 stars
30 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: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
10 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey was great with my dog! She made sure to update us with photos and activities throughout the days. Thank you Lindsey for showering my fur baby with love and lots of walks!💕

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Jennifer V.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
69 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Stephanie was an amazing sitter. She messaged me daily with pictures too. Walks, playtime and belly rubs were a daily occurrence with Mack. I was afraid he wouldn’t want to come back home. 😊

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Shelly K.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$44
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
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: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
77 reviews
26 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith is great and we always feel like Henry is in good hands when he stays with her. Her updates on Henry are the best! They are timely and we enjoy reading and seeing pictures while we’re away.

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Mizzy R.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
220 reviews
87 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Benito loved his stay with Cleda! We were worried cause he usually has separation anxiety, but with Cleda he was instantly happy, he had the best time, and Cleda is great at giving updates and lots of pictures of how Benito was doing! We are definitely becoming regulars ?

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Pamela D.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!

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Meghan D.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
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Doua Song 'Jenny' & Darin K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

We left our dog Toffee with Jenny and her family for 5 days while we attended a work conference, and we could not have asked for a better experience! This was our first time using Rover and leaving Toffee with someone we didn’t know, so we were definitely nervous at first. Jenny immediately made us feel comfortable with constant updates, pictures, and videos throughout the entire stay. Toffee had the absolute best time running around in her huge backyard, playing with her kids and her two dogs, and getting so much love and attention. It truly felt like he was treated as part of their family. You can tell Jenny genuinely cares about the dogs she watches. We were able to fully enjoy our trip knowing Toffee was happy, safe, and so well cared for. We are beyond grateful and will absolutely be booking with Jenny and her lovely family again in the future. Highly recommend!

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Manisha C.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
194 reviews
65 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert took great care of my dog, and I was greeted by a very happy pup and a wagging tail. He was very flexible and communicative. I really appreciated the care and attention he paid to my dog.

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Abraham G.
Sitter Profile Image: Allison C.
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Allison C.
from
$40
per night
5.0 out of 5 stars
5 reviews
5 years of experience
Glen Oak Hills, Madison, WI, 53705

About: I have four dog nieces and nephews that I love very much and occasionally watch. I check in on my neighbors dog when needed. I successfully dog sat a Great Dane for a week who I fell in love with. I have a large fenced in yard that is the best for zoomies. I work from home M-F with a flexible schedule to take the dogs out to play or for a walk. The summer months I may be less available during the weekends but during the winter I will have more availability. I have a fenced in yard that is large enough for dogs to run. There are no other animals or children at this house making it a relaxing and peaceful place if the dog needs a more chill environment. I do have two doodle nephews that can come to play if the dog needs to socialize.

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

Michelle was wonderful. She is super kind and so is her husband, Kevin. They handled my dog and his anxiety perfectly, couldn’t have asked for a better spot to board my dog :) he will definitely be my new go to when I need to go out of town!

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Mykenzie M.
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

The friendliest family! I had car issues and Martha came to the rescue to grab my dog from the side of the road AND dropped her off at the end of the stay. My favorite rover provider to date

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Stuart H.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
from
$23
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Verona, WI, 53593

Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.

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Cecylia D.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
8 repeat clients
15 years of experience
Madison, WI, 53705

David was great! He was open to meeting ahead of booking to make sure our pets’ personalities meshed. Throughout the stay he was very communicative and sent updates, and flexible around drop off and pickup. I’d definitely book again! 👏

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

Lee was great with our high-energy dogs. They clearly had a lot of fun in his large fenced-in yard, and Lee provided pictures and updates daily! He was also very responsive and flexible when our travel plans changed

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Dana H.
Sitter Profile Image: Gina S.
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Gina S.
from
$38
per night
5.0 out of 5 stars
10 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: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
18 years of experience
Madison, WI, 53704

We are so grateful to have found Stephanie to watch our two highly energetic golden girls! She gave them lots of play time, exercise, and snuggles on the couch. She was kind, patient, and easy to communicate with. Highly recommend and we would love to bring our dogs back to her 🥰

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Christina Z.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
40 reviews
12 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi was great! She frequently shared photos of Ollie during his time with her and communicated how he was doing while staying with her and her dog.

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Susan S.
Sitter Profile Image: Hanna N.
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Hanna N.
from
$45
per night
5.0 out of 5 stars
43 reviews
10 repeat clients
15 years of experience
Madison, WI, 53719

Hanna was great, took excellent care of our dog. She provided updates throughout the stay. We will definitely be using Hanna next time we go out of town!

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Matthew B.
Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$35
per night
5.0 out of 5 stars
30 reviews
4 repeat clients
3 years of experience
FITCHBURG, WI, 53719

Neko came home exhausted so he must have had a wonderful time! Judd and Becky were so kind and worked well with us on a last minute request and we will absolutely use them again!

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Brittany D.
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The median cost per night for dog boarding in Woodlands is $45

Dog parents share their Rover experiences - Woodlands

1 / 1
5.0 out of 5 stars

Buzby had a wonderful stay! He seemed to love it, and they kept us up to date with messages and photos. Will definitely book again!

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Jane B.
Boarding
5.0 out of 5 stars

Amy and her family including the pups were the best hosts for Polo. My pup had a good time with Amy and we will highly recommend Amy to anyone looking for a sitter.

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Akshay A.
Boarding
5.0 out of 5 stars

Cub had an amazing time staying with Lee for an extended weekend. We got daily updates and pictures/videos, and Lee has a great fenced in backyard for dogs to run around and play in. He was also very flexible with drop off and pickup times which was extremely convenient.

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Joseph B.
Boarding
5.0 out of 5 stars

I cannot recommend Michelle enough. We were so worried about leaving the country on a trip and leaving our two beautiful, loving newfoundlands behind. As it turned out, leaving our dogs with Michelle was the best choice we could have made. She didn't just house them; she truly loved and cared for them. She is very responsive, capable, and caring. The daily photos and updates also helped ease our minds and allowed us to enjoy our vacation, while the dogs enjoyed their home away from home, too.

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Leokadia D.
Boarding
5.0 out of 5 stars

This was our forst experience using Rover and it could not have been better. Andrea and her family took such good care of our dog. She was very communicative about how he was doing and sent lots of pictures and video so we could see he was okay. She is very professional which put me at ease right away. I definitely recommend her services.

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Michelle D.
Boarding
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

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

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

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

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
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Sitters in Woodlands average 11
repeat dog boarding clients

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