Dog Boarding In Oakwood Village

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Top rated Oakwood Village dog boarders

1 / 1
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: 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, Samuel, and their family always take such good care of our Jarvis! They send frequent updates and always make sure that he has everything he needs to be comfortable while there. We know we can always trust them. We look forward to our next booking with them :)

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Justin L.
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

Kristin and Bruce were fantastic. From the moment we stepped into their home they were welcoming of us and our dog, and it was obvious we made the right choice. They were loving and caring and we are certain that carried on throughout our dogs stay with them. Pictures and updates were sent and they kept to her normal routine, even when sleeping. Our dog was excited to see us again...but was torn and demanding good byes from Kristen, Bruce, and the kids (hoping to go back). Definitely a wonderful experience for us and your dog!

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Jessica S.
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 boys had a great time with Michelle and her family! She kept us updated and sent pictures during there stay. Would highly recommend her for your petsitting needs.

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Andrew P.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
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Doua Song 'Jenny' & Darin K.
Star Sitter
from
$45
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: Andrea P.
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Andrea P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
12 reviews
3 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: Ryan & Martha M.
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Ryan & Martha M.
from
$41
per night
5.0 out of 5 stars
48 reviews
21 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.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
60 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: Robert N.
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Robert N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
186 reviews
62 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was amazing! Lots of updates, great communication, and not a doubt in my mind that my dog was being taken care of well! I would absolutely let him watch Thor again!

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Daria D.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
67 reviews
25 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
218 reviews
87 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Cleda was very flexible when my dog’s care needs changed due to an injury that occurred a few days before she was to be boarded. Cleda was very accommodating and I was able to relax while away knowing my dog was in good hands. She got lots of one on one attention from Cleda which is exactly what she needed. Cleda also made arrangements to limit my dog’s physical activity, which was ordered by the vet after the injury. I will definitely be booking again!

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Laurel Q.
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

Another great stay for Cedar, Daseanna gives us great updates and our dog seems very happy with her.

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Greg D.
Sitter Profile Image: Olivia R.
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Olivia R.
from
$55
per night
5.0 out of 5 stars
55 reviews
13 repeat clients
13 years of experience
Madison, WI, 53715

Olivia is amazing!!! Our Nutka stay with Olivia for a week. This was Nutka’s first time away from us which may have been difficult at her 4 years of age. Olivia created adjustment meetings to ensure Nutka was happy and transitioned well. It worked! Nutka loved being with Olivia! Words to describe Olivia include: loving, thoughtful, intelligent, caring, and dependable. We are definitely returning and highly recommend Olivia to anyone!

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Denise R.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 reviews
5 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
9 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: 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: Emily B.
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Emily B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
31 reviews
7 repeat clients
8 years of experience
Fitchburg, WI, 53711

This was our first time using Rover, and we could not be happier with the care Emily and her family gave our dog, Bob. It was clear from the start that he was in kind and attentive hands. Emily shared photos during our trip, which meant so much to us and gave us real peace of mind. Knowing Bob was happy and well cared for made it much easier to be away. We will absolutely use Emily again and highly recommend her to anyone looking for loving, reliable care for their pet.

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Anne F.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
34 reviews
7 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.
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Oakwood Village dog parents share their Rover experiences

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5.0 out of 5 stars

My dog and I felt immediately comfortable with Robert, and our trust and initial enthusiasm was not misplaced; my dog had a really fun and supportive time at his place. I felt relaxed knowing my dog was in his care.

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Mary-Pat T.
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

Jenny & Darin took such wonderful care of my dogs. Their communication was excellent, and the consistent pictures and updates truly put me at ease and allowed me to fully enjoy my trip. It means so much to know they were in a safe, loving environment, and I’m genuinely excited to have found a family who made their home a safe haven for them. I can’t thank them enough and would absolutely trust them with them again!

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Ame P.
Boarding
5.0 out of 5 stars

Amy and her family were delightful! I felt comfortable with her from our first meet up. She provided regular updates including photos and videos. My dogs seemed to genuinely enjoy their stay. They got plenty of play, walks, and snuggles. I highly recommend Amy!

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Catherine C.
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

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.
Boarding
5.0 out of 5 stars

Becky and Judd and family did a great job caring for our golden retriever while we were traveling for our son’s weekend tournament. Very communicative and took great care of our dog while we were away. Highly recommend!

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Joy T.
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

Great dog sitter! Shuting made sure Betty was well exercised and taken care of and that I was kept informed with pictures every single day. Couldn’t have been a better experience!

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Alicia D.
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

As always, Maria and Diego took such great care of our energetic lab puppy. Wilson came home happy and tired!

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Sara K.
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

Julie is a wonderful sitter! She provided plenty of updates and took great care of my pup! Her dog Zilla is the sweetest and was very friendly toward my dog. I highly recommend!

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Mason W.
Boarding
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Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Oakwood Village 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 Oakwood Village.

Rover makes it easy to find Oakwood Village 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.