Dog Boarding in Highlands Community, Madison, WI

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Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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1. Cleda W.

Rover 101
Star Sitter
Dogs & Cats LOVE me!
Spring Harbor, Madison, WI, 53705
0.7 mi. away
Boarding, Drop-In Visits
from
$60
per night
5.0 out of 5 stars
184 reviews
77 repeat clients
Profile image

So glad I found Cleda! Organized, friendly, responsive. But most importantly, Roux loves her. Leaving both my pets and traveling out of the country for 2 weeks was tough. But every morning I awoke to an email and pictures letting me know that all was going well. Highly recommend!

Availability updated yesterday
Sitter Profile Image: Janice B.
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Sitter Profile Image: Janice B.
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2. Janice B.

Star Sitter
Trusted and Mature Pet Lover
Meadowood, Madison, WI, 53711
3.2 mi. away
Boarding
from
$35
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
Profile image

Janice and her husband Mark are delightful. They are obviously both very caring and attentive. They took wonderful care of our dog, Lily, and provided daily updates with pictures. We’ll definitely leave Lily with them again!

Availability updated today
Sitter Profile Image: Kristin & Bruce M.
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Sitter Profile Image: Kristin & Bruce M.
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3. Kristin & Bruce M.

Star Sitter
100% Pawtastic dog sitting
Madison, WI, 53719
5.6 mi. away
Boarding, Doggy Day Care
from
$35
per night
5.0 out of 5 stars
62 reviews
18 repeat clients
Profile image

6/5 stars! We felt so lucky to have Kristin, Bruce and their kiddos caring for walnut for almost 2 weeks… we got several photos and updates and they truly seemed to enjoy having the little guy. He came back to us relaxed and happy and we are so appreciative!

Availability updated 2 days ago
Sitter Profile Image: Lindsey C.
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Sitter Profile Image: Lindsey C.
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4. Lindsey C.

Star Sitter
I used to call myself the Dog Queen
Madison, WI, 53705
0.9 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
Profile image

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!

Availability updated 5 days ago
Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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5. Robert L.

Rover 101
Star Sitter
Madison's "Dog Whisperer"
Capitol, Madison, WI, 53703
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5.0 out of 5 stars
242 reviews
44 repeat clients
Profile image

Professional, fun and flexible - Robert is a great provider. We especially appreciate his flexibility with drop of and pick up times on our last stay when flight times changed at the last minute. Our dog obviously has a great time with Robert, whenever we say his name he starts wagging his tail.

Availability updated today
Sitter Profile Image: Katie & Samuel W.
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Sitter Profile Image: Katie & Samuel W.
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6. Katie & Samuel W.

Dog loving family, fenced backyard
MIDDLETON, WI, 53562
3.3 mi. away
Boarding
from
$30
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
Profile image

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!

Availability updated today
Sitter Profile Image: Maegan L.
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Sitter Profile Image: Maegan L.
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7. Maegan L.

Doodle Day Care & Playtime
Midvale Heights Community, Madison, WI, 53711
2.6 mi. away
Boarding, Doggy Day Care
from
$45
per night
5.0 out of 5 stars
87 reviews
35 repeat clients
Profile image

Meagan is clearly someone who loves dogs, and cares for your pet as she does her own. Her house and backyard were very accommodating, and I could tell from all the pictures I received that my pup was having a wonderful time!

Availability updated 5 days ago
Sitter Profile Image: Elizabeth P.
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Sitter Profile Image: Elizabeth P.
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8. Elizabeth P.

Pet Care for your Babies
Middleton, WI, 53562
1.0 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$28
per night
5.0 out of 5 stars
4 reviews
1 repeat client
Profile image

My dog tends to have high anxiety with strange places and people, however, Liz made him feel at home. I could tell he had an un stressful overnight stay and we will definitely be using her again!!

Availability updated 3 days ago
Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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9. Dietrich G.

Star Sitter
Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5.0 out of 5 stars
52 reviews
14 repeat clients
Profile image

Dietrich did a wonderful job watching our dog while we were gone on vacation. We had some last minute reservation changes and he was very accommodating and easy to work with. I highly recommend Dietrich as a sitter.

Availability updated 4 days ago
Sitter Profile Image: Christine N.
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Sitter Profile Image: Christine N.
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10. Christine N.

Star Sitter
A tired dog is a good dog
Prairie Hills, madison, WI, 53711
2.9 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$42
per night
5.0 out of 5 stars
75 reviews
46 repeat clients
Profile image

Christine was super with Joey, who is a 9 month old 63 pound puppy. I was concerned about her getting along with other dogs. Christine's knowledge and experience came through and she was able to introduce Joey to new dogs successfully, and all were happy and played together. I received lots of pictures and updates which helped me to relax and have a great vacation. Would I have Christine take care of Joey again, absolutely no question about it, she did a great job.

Availability updated 13 days ago
Sitter Profile Image: Renee H.
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Sitter Profile Image: Renee H.
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11. Renee H.

Star Sitter
Looking for new furry fun friends
Regent, Madison, WI, 53726
3.2 mi. away
Boarding
from
$30
per night
5.0 out of 5 stars
41 reviews
11 repeat clients
Profile image

Renee was great! Great communication and my dog loved being there and was comfortable in her home from the start. I will be booking with her again. Would highly recommend! 😎👍🏽

Availability updated 4 days ago
Sitter Profile Image: Shinduri V.
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Sitter Profile Image: Shinduri V.
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12. Shinduri V.

Your pets favorite aunt!
Middleton, WI, 53562
2.1 mi. away
Boarding, House Sitting
from
$30
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
Profile image

Thank you, Shinduri, for taking care of Zeke. I truly appreciate your help, as I didn’t have to worry about him at all. You treated him as if he were your own dog and kept me updated when necessary. I will definitely be rebooking your services in the future. Thank you so much!

Availability updated 4 days ago
Sitter Profile Image: Edith S.
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Sitter Profile Image: Edith S.
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13. Edith S.

Star Sitter
Small Dog Boutique Experience
Waunakee, WI, 53597
6.3 mi. away
Boarding, Doggy Day Care
from
$40
per night
5.0 out of 5 stars
23 reviews
11 repeat clients
Profile image

My dog seems to enjoy staying with Edith and her pack. Edith keeps me updated with pictures everyday. I feel very comfortable leaving her with Edith.

Availability updated today
Sitter Profile Image: Holly T.
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Sitter Profile Image: Holly T.
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14. Holly T.

Dog lover my whole life!
Middleton, WI, 53562
0.9 mi. away
Boarding, House Sitting, Doggy Day Care
from
$48
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
Profile image

Our pup enjoyed another wonderful stay with Holly and Mocha. The dogs are close to the same size and spent time playing and guarding the street from everything (as evidenced by them both barking at me as I walked up - until I got close and my dog actually recognized me.) We'll definitely try to book with Holly again in the future. Possibly even just an occasional play date for the day.

Availability updated 34 days ago
Sitter Profile Image: Robert N.
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Sitter Profile Image: Robert N.
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15. Robert N.

Star Sitter
I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$47
per night
5.0 out of 5 stars
77 reviews
26 repeat clients
Profile image

Robert was a great fit for Beatrix! I got so many great pictures of her on my trip and as an anxious dog, she was more at ease here than any place before!

Availability updated 8 days ago
Sitter Profile Image: Shay C.
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Sitter Profile Image: Shay C.
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16. Shay C.

Attentive care for your fur baby
Wisconsin Co-Op Housing, Madison, WI, 53705
0.5 mi. away
Boarding
from
$50
per night
5.0 out of 5 stars
32 reviews
7 repeat clients
Profile image

Shay was absolutely amazing. This was our first time leaving our puppy (6 months old) and she was in the best hands with Shay. She got tons of exercise playing with her dog and lots of love and attention. Shay was a great communicator - we loved seeing the updates/photos/videos and also had some really fun pup toys for Sunny to play with during her stay. Would highly recommend!

Availability updated 12 days ago
Sitter Profile Image: Ryan & Jocelyn R.
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Sitter Profile Image: Ryan & Jocelyn R.
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17. Ryan & Jocelyn R.

Small Dog Loving Family
Greentree, Madison, WI, 53711
2.8 mi. away
Boarding
from
$45
per night
5.0 out of 5 stars
65 reviews
20 repeat clients
Profile image

Ryan, Jocelyn and their family took such great care of our dog while we were away- I think he was sad to leave them! We would definitely recommend them and book with them again in the future!

Availability updated yesterday
Sitter Profile Image: Laura W.
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Sitter Profile Image: Laura W.
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18. Laura W.

Dogs are my favorite!
Meadowood, Madison, WI, 53711
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
4.5 out of 5 stars
15 reviews
6 repeat clients
Profile image

Laura was amazing! She was very responsive throughout my time away and was flexible with me when I had a delay when coming to pick up my pup later in the day. Will definitely be booking with her in the future!

Availability updated 5 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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19. Andrew L.

Rover 101
Star Sitter
Looking for a fur baby to love! 💜
Greenbush, Madison, WI, 53715
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
141 reviews
53 repeat clients
Profile image

Andrew took amazing care of my pomsky, Duke! He was very professional and kept me updated with photos throughout Duke’s stay. I could tell Duke was immediately comfortable and happy around Andrew and in Andrew’s home. He even sent Duke home with a personalized letter! We will definitely be using Andrew again and highly recommend him!

Availability updated today
Sitter Profile Image: Matthew K.
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Sitter Profile Image: Matthew K.
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20. Matthew K.

3Cs: Confident, Caring, Comfortable
Middleton, WI, 53562
2.4 mi. away
Boarding, Doggy Day Care
from
$45
per night
5.0 out of 5 stars
46 reviews
12 repeat clients
Profile image

Our dog stayed with Matt over Labor Day weekend and had an amazing time! Matt is very easy going and a great communicator who gave us pictures and text updates through out the stay. Our dog came back super happy and we will definitely stay with Matt again!

Availability updated 5 days ago

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