Dog Boarding in Greystone, Madison, WI

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Top rated Greystone dog boarders

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Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
Star Sitter
from
$35
per night
5 out of 5.0 stars
12 reviews
7 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: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5 out of 5.0 stars
74 reviews
20 repeat clients
2 years of experience
Madison, WI, 53719

This family is so kind and caring, and they took such great care of our dog for 9 days. We got pictures and updates daily that made us feel at ease being gone so long. Bruce and Kristin were so flexible and easy going, and we are so fortunate to have found them. We feel like we struck gold with this sweet family and look forward to using them again!

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Cortney H.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5 out of 5.0 stars
39 reviews
17 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith did a wonderful job taking care of our four-legged family member. She was caring, responsible, and an excellent communicator. We were able to enjoy our time away knowing our pup was in such good hands.

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Angela N.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$35
per night
5 out of 5.0 stars
13 reviews
4 repeat clients
39 years of experience
Cross Plains, WI, 53528

My dog had a lovely time outside playing in the yard with her family and with a ball to which she sent me updates. He is all tired for the week.

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Onix
Sitter Profile Image: Janice B.
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Janice B.
Star Sitter
from
$35
per night
5 out of 5.0 stars
44 reviews
11 repeat clients
23 years of experience
Meadowood, Madison, WI, 53711

Appreciated the regular pictures Janice sent - AND, all the walks / long hikes that Jackson got - great exercise in addition to running around the fenced back yard, playing with other furry friends!! THANKS also for the care you provided when Jackson was fearful of the weather!!

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Julie D.
Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$50
per night
5 out of 5.0 stars
139 reviews
41 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie was amazing! She took such good care of our girls while we had a few days away. Would absolutely book again!

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Alexandra F.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$45
per night
5 out of 5.0 stars
20 reviews
7 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: Amy G.
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Amy G.
from
$42
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
26 years of experience
Fitchburg, WI, 53711

Our pup Wallace had an excellent stay with Amy. She is friendly, professional, and communication was excellent. The photos Amy send each day seemed like our dog was having such a great time he may not want to come home :) We highly recommend Amy and will use her in the future without hesitation.

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Eric G.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$40
per night
5 out of 5.0 stars
37 reviews
15 repeat clients
10 years of experience
Verona, WI, 53593

Sarah was wonderful! She was very communicative and it was clear that Sunny was being well loved while we were away. Lots of walks and attention throughout the week. We feel very lucky that Sunny received great care when we were gone ❤️

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Alisa S.
Sitter Profile Image: Kristin K.
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Kristin K.
Star Sitter
from
$40
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
19 years of experience
Waunakee, WI, 53597

Kristin and her family were wonderful caregivers to our dog Max. She sent us photos and updates to keep in touch! We would recommend Kristin and will rebook in the future!

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Diane C.
Sitter Profile Image: Christine N.
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Christine N.
Star Sitter
from
$43
per night
5 out of 4.9 stars
87 reviews
51 repeat clients
27 years of experience
Prairie Hills, madison, WI, 53711

This was our dog's first long time away from our home and Christine was absolutely wonderful about making sure our pup was comfortable. She was more than accommodating when he developed an upset stomach, and went above and beyond to adjust his diet with home cooked food until he was all better. She kept us regularly updated with pictures and recaps of our dog's day. It helped so much to put us at ease, seeing that he was happy and enjoying his stay with Christine and her other friendly pups!

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Leanne M.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5 out of 5.0 stars
192 reviews
79 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Cleda did an awesome job taking care of my corgi, Texie! Regular walks, and fun playtime with other dog buddies! Regular updates with photos/videos reassured me that he was in great hands! Would definitely recommend!

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Joe Y.
Sitter Profile Image: Yoki & Derek Z.
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Yoki & Derek Z.
Star Sitter
from
$49
per night
5 out of 5.0 stars
39 reviews
9 repeat clients
6 years of experience
Lake Edge, Madison, WI, 53716

Yoki and Derek were great with Ziggy and Zoey, who were staying overnight away from me for the first time in their lives! They were very patient with my pups and generously shared photos throughout the duration of the dog’s stay.

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Thaddeus D.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$50
per night
5 out of 5.0 stars
18 reviews
8 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: Michelle F.
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Michelle F.
from
$32
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
10 years of experience
Leopold, Fitchburg, WI, 53713

Michelle is as great! Superb, prompt communication throughout! Lots of pics that made it clear my dogs settled in nicely and were comfortable in her home! Appreciate the short notice help and already booked my next stay with Michelle! Thanks again!

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Kevin D.
Sitter Profile Image: Chase M.
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Chase M.
from
$29
per night
5 out of 5.0 stars
4 reviews
1 repeat client
10 years of experience
Junction Ridge, Middleton, WI, 53562

About: I have grown up with a dog in my household for my whole life and i was responsible for bathing, walking, feeding, and playing with the dog. I also regularly dog sit for friends and family. :) I am pretty flexible with my schedule, I am free most days, especially the weekends. I work during the day usually from 10am-4:30pm monday-friday, but my schedule varies week to week. Every pet is different and how I will care for them will depend on the owners directions and the pets needs. I love playing with pets and taking them for walks, and of course I will do what is needed in terms of giving them medicine, cleaning, feeding, etc.

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

Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.

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Mathew O.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$20
per night
5 out of 5.0 stars
38 reviews
13 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Duane and Lauren were wonderful to work with and took great care of our two dogs!!! Their communication was terrific and they were very flexible. We would love to have our dogs stay with them again!!

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Dave W.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$35
per night
5 out of 5.0 stars
5 reviews
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: Shinduri V.
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Shinduri V.
from
$35
per night
5 out of 5.0 stars
21 reviews
6 repeat clients
10 years of experience
Middleton, WI, 53562

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!

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Adekemi A.
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Sitter Profile Image: Katie & Samuel W.
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Sitter Profile Image: Katie & Samuel W.
Verified Enhanced Background Check

Katie & Samuel W.
Star Sitter

Dog loving family, fenced backyard
MIDDLETON, WI, 53562
0.8 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
12 reviews
7 repeat clients
Profile image

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.

Availability updated 12 days ago
Sitter Profile Image: Kristin & Bruce M.
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Sitter Profile Image: Kristin & Bruce M.
Verified Enhanced Background Check

Kristin & Bruce M.
Star Sitter

100% Pawtastic dog sitting
Madison, WI, 53719
5.5 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
74 reviews
20 repeat clients
Profile image

This family is so kind and caring, and they took such great care of our dog for 9 days. We got pictures and updates daily that made us feel at ease being gone so long. Bruce and Kristin were so flexible and easy going, and we are so fortunate to have found them. We feel like we struck gold with this sweet family and look forward to using them again!

Availability updated 5 days ago
Sitter Profile Image: Edith S.
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Sitter Profile Image: Edith S.
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Edith S.
Star Sitter

Small Dog Boutique Experience
Waunakee, WI, 53597
8.3 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
39 reviews
17 repeat clients
Profile image

Edith did a wonderful job taking care of our four-legged family member. She was caring, responsible, and an excellent communicator. We were able to enjoy our time away knowing our pup was in such good hands.

Availability updated today
Sitter Profile Image: Nicole P.
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Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter

Let your dog become our family pet
Cross Plains, WI, 53528
5.4 mi. away
Boarding, Dog Walking
from
$35
per night
5 out of 5.0 stars
13 reviews
4 repeat clients
Profile image

My dog had a lovely time outside playing in the yard with her family and with a ball to which she sent me updates. He is all tired for the week.

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

Trusted and Mature Pet Lover
Meadowood, Madison, WI, 53711
4.6 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
44 reviews
11 repeat clients
Profile image

Appreciated the regular pictures Janice sent - AND, all the walks / long hikes that Jackson got - great exercise in addition to running around the fenced back yard, playing with other furry friends!! THANKS also for the care you provided when Jackson was fearful of the weather!!

Availability updated 18 days ago
Sitter Profile Image: Natalie B.
Verified Background Check
Sitter Profile Image: Natalie B.
Verified Background Check

Natalie B.
Star Sitter

Stress-Free Trips Start with Me!
Hill Farms-University Neighborh, Madison, WI, 53705
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
139 reviews
41 repeat clients
Profile image

Natalie was amazing! She took such good care of our girls while we had a few days away. Would absolutely book again!

Availability updated today
Sitter Profile Image: Lindsey C.
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Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check

Lindsey C.
Rover 101
Star Sitter

I used to call myself the Dog Queen
Madison, WI, 53705
4.3 mi. away
Boarding, Dog Walking
from
$45
per night
5 out of 5.0 stars
20 reviews
7 repeat clients
Profile image

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!💕

Availability updated 13 days ago
Sitter Profile Image: Amy G.
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Sitter Profile Image: Amy G.
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Amy G.

Passionate pet sitter, flexible!
Fitchburg, WI, 53711
8.8 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$42
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

Our pup Wallace had an excellent stay with Amy. She is friendly, professional, and communication was excellent. The photos Amy send each day seemed like our dog was having such a great time he may not want to come home :) We highly recommend Amy and will use her in the future without hesitation.

Availability updated 19 days ago
Sitter Profile Image: Sarah H.
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Sitter Profile Image: Sarah H.
Verified Background Check

Sarah H.
Rover 101

Verona Vacation Home
Verona, WI, 53593
0.8 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
37 reviews
15 repeat clients
Profile image

Sarah was wonderful! She was very communicative and it was clear that Sunny was being well loved while we were away. Lots of walks and attention throughout the week. We feel very lucky that Sunny received great care when we were gone ❤️

Availability updated 46 days ago
Sitter Profile Image: Kristin K.
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Sitter Profile Image: Kristin K.
Verified Enhanced Background Check

Kristin K.
Star Sitter

Your Pet's Home Away from Home
Waunakee, WI, 53597
8.6 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
Profile image

Kristin and her family were wonderful caregivers to our dog Max. She sent us photos and updates to keep in touch! We would recommend Kristin and will rebook in the future!

Availability updated 13 days ago
Sitter Profile Image: Christine N.
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Sitter Profile Image: Christine N.
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Christine N.
Star Sitter

A tired dog is a good dog
Prairie Hills, madison, WI, 53711
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$43
per night
5 out of 4.9 stars
87 reviews
51 repeat clients
Profile image

This was our dog's first long time away from our home and Christine was absolutely wonderful about making sure our pup was comfortable. She was more than accommodating when he developed an upset stomach, and went above and beyond to adjust his diet with home cooked food until he was all better. She kept us regularly updated with pictures and recaps of our dog's day. It helped so much to put us at ease, seeing that he was happy and enjoying his stay with Christine and her other friendly pups!

Availability updated 3 days ago
Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
Verified Background Check

Cleda W.
Rover 101
Star Sitter

Dogs & Cats LOVE me!
Spring Harbor, Madison, WI, 53705
4.1 mi. away
Boarding, Drop-In Visits
from
$60
per night
5 out of 5.0 stars
192 reviews
79 repeat clients
Profile image

Cleda did an awesome job taking care of my corgi, Texie! Regular walks, and fun playtime with other dog buddies! Regular updates with photos/videos reassured me that he was in great hands! Would definitely recommend!

Availability updated yesterday
Sitter Profile Image: Yoki & Derek Z.
Verified Enhanced Background Check
Sitter Profile Image: Yoki & Derek Z.
Verified Enhanced Background Check

Yoki & Derek Z.
Star Sitter

Half Acre Fenced Yard for dogs!
Lake Edge, Madison, WI, 53716
11.8 mi. away
Boarding
from
$49
per night
5 out of 5.0 stars
39 reviews
9 repeat clients
Profile image

Yoki and Derek were great with Ziggy and Zoey, who were staying overnight away from me for the first time in their lives! They were very patient with my pups and generously shared photos throughout the duration of the dog’s stay.

Availability updated today
Sitter Profile Image: Mary Z.
Verified Enhanced Background Check
Sitter Profile Image: Mary Z.
Verified Enhanced Background Check

Mary Z.
Star Sitter

Dog-loving home
Regent, Madison, WI, 53726
6.6 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
18 reviews
8 repeat clients
Profile image

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!

Availability updated 40 days ago
Sitter Profile Image: Michelle F.
Verified Enhanced Background Check
Sitter Profile Image: Michelle F.
Verified Enhanced Background Check

Michelle F.

Simple & Loving Dog Care at Home
Leopold, Fitchburg, WI, 53713
7.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Michelle is as great! Superb, prompt communication throughout! Lots of pics that made it clear my dogs settled in nicely and were comfortable in her home! Appreciate the short notice help and already booked my next stay with Michelle! Thanks again!

Availability updated today
Sitter Profile Image: Chase M.
Verified Enhanced Background Check
Sitter Profile Image: Chase M.
Verified Enhanced Background Check

Chase M.

Flexible and Love dogs!
Junction Ridge, Middleton, WI, 53562
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$29
per night
5 out of 5.0 stars
4 reviews
1 repeat client

Chase is incredible, incredible! He was adored by our pup at first sight! 🤩 He has been such delight (not to mention a lifesaver) to have as our pet’s caregiver. Chase’s dependability, responsiveness, and trustworthiness has been out of this world! He goes the extra mile to ensure our pup is cared for like his very own. He is super accommodating and a happy, welcome part of our pup’s day. 🐕 10 out of 10 all the way! 🌟🌟🌟🌟🌟🌟🌟🌟🌟🌟

Availability updated 5 days ago
Sitter Profile Image: Becky & Judd W.
Verified Enhanced Background Check
Sitter Profile Image: Becky & Judd W.
Verified Enhanced Background Check

Becky & Judd W.
Star Sitter

A family that loves dogs!
FITCHBURG, WI, 53719
5.4 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
19 reviews
3 repeat clients
Profile image

Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.

Availability updated 23 days ago
Sitter Profile Image: Duane & Lauren S.
Verified Enhanced Background Check
Sitter Profile Image: Duane & Lauren S.
Verified Enhanced Background Check

Duane & Lauren S.
Star Sitter

The Dog Loving Family
Ridgewood, Madison, WI, 53704
13.1 mi. away
Boarding, Dog Walking
from
$20
per night
5 out of 5.0 stars
38 reviews
13 repeat clients
Profile image

Duane and Lauren were wonderful to work with and took great care of our two dogs!!! Their communication was terrific and they were very flexible. We would love to have our dogs stay with them again!!

Availability updated 10 days ago
Sitter Profile Image: Ryan & Martha M.
Verified Enhanced Background Check
Sitter Profile Image: Ryan & Martha M.
Verified Enhanced Background Check

Ryan & Martha M.

Loving, caring, responsable & exper
Stone Meadows, Madison, WI, 53719
5.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
5 reviews
Profile image

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.

Availability updated 16 days ago
Sitter Profile Image: Shinduri V.
Verified Enhanced Background Check
Sitter Profile Image: Shinduri V.
Verified Enhanced Background Check

Shinduri V.

Your pets favorite aunt!
Middleton, WI, 53562
1.6 mi. away
Boarding, House Sitting
from
$35
per night
5 out of 5.0 stars
21 reviews
6 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 29 days ago

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