Dog Boarding In Wyndemere

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Top rated Wyndemere 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 stars
29 reviews
12 repeat clients
20 years of experience
MIDDLETON, WI, 53562

Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!

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Justin L.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$43
per night
5.0 out of 5 stars
12 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: Lindsey C.
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Lindsey C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
38 reviews
9 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: 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

My pup Cricket loves Kristin, Bruce, Hartley, and Lauren SO MUCH. He has quite a lot of energy and every time he gets to stay with them, he comes home tired and content (and even pouted the whole way home in the car this time). In addition to being fantastic Rovers, they're just great human beings and we're so grateful to have found them and cannot recommend more. Thank you, as always, for everything!!

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

Our two dogs had a great stay with Michele and her family, and we couldn't be happier with their care! We've had a long-term house and dog sitter who recently relocated away from town, so our dogs had never had the experience of staying away from home without us before. We were a little concerned about how that would go, but right from the start we were reassured by Michelle's friendliness, her evident dog smarts, and her long experience with (sometimes challenging) pups. Before and throughout the boarding process, communication was just right -- clear and relevant, frequent enough to be reassuring but not at all excessive. When we returned home and picked up the dogs, they were in great shape: happy, relaxed, and clearly in no rush to leave Michelle and her family behind :) We'll definitely hope to have them stay again in the future.

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Mary M.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
61 reviews
17 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: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
70 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: Ryan & Martha M.
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Ryan & Martha M.
from
$41
per night
5.0 out of 5 stars
49 reviews
21 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Sure! Here's a thoughtful review you can leave for Ryan and Martha: --- Ryan and Martha were absolutely wonderful with Yogi! From the start, their communication was excellent — clear, prompt, and always thoughtful. They made dropoff and pickup incredibly easy and were very flexible with the timing, which we really appreciated. Throughout Yogi’s stay, they sent us regular updates and the sweetest photos that clearly showed how happy and comfortable he was. It gave us so much peace of mind knowing he was in such good hands. You can tell they genuinely care about animals and treat them like part of the family. We would absolutely trust them with Yogi again and highly recommend them to anyone looking for kind, responsible, and communicative pet sitters.

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Nabeel Q.
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
20 reviews
4 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Jenny and her family did an excellent job watching Teddy and giving him the best experience during the holidays. It was even his birthday and they went above and beyond to throw a birthday party for him! We are so appreciative of how well Teddy was treated and all the photo updates were reassuring. Teddy is looking forward to his next stay! Highly recommend! 🤍

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

Cleda has been our pet sitter for the past 2 years and she's just the best! Our pups love her, we get updates and cute pics everyday, and we're just happy and comfortable knowing our pups will have the best care and best time with her!

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Pamela D.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
188 reviews
62 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert cared for our two cats over a 13 day span. He was so caring and supportive of them. We are very grateful to have peace of mind while we were away. His daily updates brought us a smile. Thank you Robert!

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Alex G.
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: Becky & Judd W.
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Becky & Judd W.
from
$35
per night
5.0 out of 5 stars
29 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.
Sitter Profile Image: Daseanna M.
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Daseanna M.
from
$44
per night
5.0 out of 5 stars
11 reviews
7 repeat clients
4 years of experience
Madison, WI, 53705

Daseannna is always great with Jarvis and very easy to work with. Jarvis has a great time and we get plenty of updates throughout!!

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Justin L.
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
37 reviews
10 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: Olivia R.
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Olivia R.
from
$55
per night
5.0 out of 5 stars
56 reviews
13 repeat clients
13 years of experience
Madison, WI, 53715

Olivia was great with our senior dog. She was very responsive throughout the process, sending daily updates, which we loved receiving. I highly recommend her and will be reaching out again when I'm in need.

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Kim K.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$38
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
18 years of experience
Madison, WI, 53704

Absolutely fantastic! Gave Odin so love, attention, and exercise! Gave updates throughout the week. Could not have asked for anyone better to care for my dog while I was away!

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Whitney P.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
35 reviews
7 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!

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Angel B.
Sitter Profile Image: Jennifer & Christopher C.
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Jennifer & Christopher C.
from
$40
per night
9 years of experience
Westhaven Trails, Madison, WI, 53719

About: We love our dogs! We love to be outside in our fenced in yard, throwing a ball or frisbee. We live in a neighborhood that has sidewalks so we often go for long walks. My partner works from home and is a huge dog lover. I work during the week but am around all weekend. We can accommodate around requests We let our dogs roam around the house and the fenced I. Yard. We can crate if needed but we typically do not. We do not allow dogs in beds. Please note the we have a 6 year old, so any dogs we sit need to be good around children

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

Lee was great. He took great care of our dog and gave us status updates, and was very flexible with pick up and drop off. We will definitely book again!

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William J.
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Wyndemere dog parents share their Rover experiences

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5.0 out of 5 stars

Amy was very prompt at replying to my texts and communicating. Amy was very flexible when our plane was delayed and our dog unexpectedly stayed an extra night. We appreciated Amy accommodating our dog’s special needs (anxiety and reactivity) and showed our dog love and kindness. We would book with her again.

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Sue H.
Boarding
5.0 out of 5 stars

Robert was fantastic! He sent regular updates with pictures the whole time, so we always knew our dogs were in good hands. His big backyard was a dream for our dogs, with tons of space to chase each other. He also did a great job administering our dog’s medications without any issues, which we really appreciated. Highly recommend and will definitely be back!

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Kirsten B.
Boarding
5.0 out of 5 stars

Jesse gives us confidence our dog is well taken care of and safe. We will definitely have Walter stay with her again

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Edie & Bob P.
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

Cleda is always so great to work with. She always sends updates regularly and knows how to connect with all different kinds of dogs. Highly recommend!

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Cecylia D.
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

Andrea did a wonderful job and was so thoughtful. She provided lots of photos and videos throughout the entire visit.

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Anna G.
Boarding
5.0 out of 5 stars

Janice is so caring and always includes some form of exercise for our high energy dog! He always comes home happy.

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Katherine L.
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

This was my first time booking but not my last. Yusmaris, was amazing. She communicated often and was very flexible.

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TJ 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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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

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    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.

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Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Wyndemere 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 Wyndemere.

Rover makes it easy to find Wyndemere 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.