Pet Boarding in Windsor

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Top rated Windsor pet boarders

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Sitter Profile Image: Korie L.
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Korie L.
from
$45
per night
5 out of 5.0 stars
4 reviews
1 repeat client
20 years of experience
Madison, WI, 53718

Will definitely be bringing Luna again when we need a sitter!

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Kelsey K.
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 took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!

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Jenna K.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$45
per night
5 out of 5.0 stars
22 reviews
7 repeat clients
10 years of experience
Madison, WI, 53705

Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.

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Holly K.
Sitter Profile Image: Emily L.
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Emily L.
from
$50
per night
5 out of 5.0 stars
77 reviews
21 repeat clients
20 years of experience
Mc Farland, WI, 53558

Emily is the absolute best. She does so well with our dogs and we feel great when they are with her! She sends pictures and updates that let us know our dogs are having so much fun!

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Abigail & Ian R.
Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$50
per night
5 out of 5.0 stars
145 reviews
45 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: Kris A.
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Kris A.
from
$40
per night
5 out of 5.0 stars
5 reviews
1 repeat client
16 years of experience
DeForest, WI, 53532

Kris was great with Lacy. I like how she meet us before are stay to get to know us. She is so flexible my flight was late a she had no problem keeping Lacy a little longer. I will highly recommend her. I will be booking with her again.

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Mary P.
Sitter Profile Image: Tiana B.
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Tiana B.
Star Sitter
from
$50
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
5 years of experience
DeForest, WI, 53532

Tiana took great care of our German Shepherd Kona. We will definitely be back if she is willing to have her! Great communication and feedback.

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Chris B.
Sitter Profile Image: Yee Lam C.
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Yee Lam C.
from
$40
per night
20 years of experience
Sun Prairie, WI, 53590

About: I grew up with dogs and am a dog lover. I had a beloved toy poodle named Seven for 15 years, who was truly the best dog and a cherished member of our family. I’m a full-time mom, and when my son (9) and daughter (7) are in school, I have plenty of free time to care for pets—playing with them, feeding them, and giving them all the attention they need. My kids love dogs too, and I think this is a wonderful way for them to learn the joys and responsibilities of having a puppy. I’m available for boarding on weekends and most weekdays after 9 a.m. We have a spacious yard for safe outdoor play, and our neighborhood is calm, family-friendly, and right next to a school, with no major roads nearby, so you can feel at ease knowing your dog will be safe on our walks.

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

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.

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Paula D.
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

One of the best providers on Rover! Amy is reliable, professional, and we can tell she truly enjoys caring for pets. If our pup could talk we are positive he would be asking us when he can go for another visit!

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Eric G.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
8 years of experience
Fitchburg, WI, 53711

Emily and family were great! They fully welcomed Sally in to their home and treated her like one of their own. Emily was very flexible and easy to communicate with when a family emergency changed up our plans for Sally's stay. We will definitely request to rebook with Emily in the future :).

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Paul E.
Sitter Profile Image: Suellen A.
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Suellen A.
Star Sitter
from
$50
per night
5 out of 5.0 stars
48 reviews
17 repeat clients
35 years of experience
Schenk-Atwood, Madison, WI, 53704

Zac enjoyed being at Suellen’s! Thank you Suellen for taking care of Zac for the weekend and taking him for walks and playtime. Much appreciated!

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Rukmini B.
Sitter Profile Image: Julie Z.
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Julie Z.
Star Sitter
from
$50
per night
5 out of 4.9 stars
22 reviews
8 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

Julie was absolutely fantastic. She knows dog behavior very well and I completely trusted her with my 12 week old puppy who is very nervous. Julie went above and beyond to make sure my puppy was comfortable and well taken care of. Highly recommend!

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Taralinda W.
Sitter Profile Image: Alexander & Hannah K.
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Alexander & Hannah K.
from
$40
per night
5 out of 5.0 stars
11 reviews
1 repeat client
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Al and Hannah were phenomenal! They were very responsive and sent a lot of updates through my dog's stay. It made me feel very comfortable leaving Cas with them, and I absolutely will again if the need arises. Highly recommend!

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Hannah T.
Sitter Profile Image: Maddie K.
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Maddie K.
from
$48
per night
5 out of 5.0 stars
36 reviews
8 repeat clients
8 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

Maddie was great! She is friendly, responsive, and professional. First time we boarded our pup, and it couldn't have gone better. Ivan got walks and cuddles and we got frequent updates. Would definitely book with Maddie again.

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Katrina K.
Sitter Profile Image: Katherine H.
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Katherine H.
from
$35
per night
5 out of 5.0 stars
15 reviews
1 repeat client
15 years of experience
Madison, WI, 53704

Katherine was great with my cat! He is on medication so cannot be left alone for more than a night. She made sure he had his medicine everyday and kept him entertained!

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Elana A.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5 out of 5.0 stars
3 reviews
15 years of experience
Marquette, Madison, WI, 53704

Scott was so great! Came through and took such good care of Penny when we were in need last minute. She was happy and loved and we received nice updates. Will definitely have him watch Penny again.

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Carol B.
Sitter Profile Image: Emily H.
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Emily H.
Star Sitter
from
$40
per night
5 out of 5.0 stars
50 reviews
12 repeat clients
30 years of experience
Monona, WI, 53716

Emily took exceptional care of Finny while I was out of state- he wasn’t feeling well but she cared for him like she would her own dog. He came home happy, healthy, and super tired from playing the entire time! I am a relieved and happy doggie mom. Thank you Emily and family!

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Kristine B.
Sitter Profile Image: Manuela J.
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Manuela J.
Star Sitter
from
$55
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
30 years of experience
Madison, WI, 53715

Manu is always so sweet to our puppy. She is so excited to teach her new things and to have her around! She is also so communicative and flexible. We would definitely recommend Manu to anyone looking for puppy care!

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Aliya M.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$35
per night
5 out of 5.0 stars
14 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
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Loving pet boarding sitters in your neighborhood

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Sitter Profile Image: Korie L.
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Sitter Profile Image: Korie L.
Verified Background Check

Korie L.
Rover 101

Loving and Experienced Pet Sitter
Madison, WI, 53718
3.8 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Will definitely be bringing Luna again when we need a sitter!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
Verified Enhanced Background Check

Mary Z.
Star Sitter

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

Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!

Availability updated 2 days ago
Sitter Profile Image: Lindsey C.
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Sitter Profile Image: Lindsey C.
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Lindsey C.
Rover 101
Star Sitter

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

Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.

Availability updated 19 days ago
Sitter Profile Image: Emily L.
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Sitter Profile Image: Emily L.
Verified Enhanced Background Check

Emily L.

Let your pet vacation with us!
Mc Farland, WI, 53558
13.5 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
77 reviews
21 repeat clients
Profile image

Emily is the absolute best. She does so well with our dogs and we feel great when they are with her! She sends pictures and updates that let us know our dogs are having so much fun!

Availability updated today
Sitter Profile Image: Natalie B.
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Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter

Stress-Free Trips Start with Me!
Hill Farms-University Neighborh, Madison, WI, 53705
12.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
145 reviews
45 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: Kris A.
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Sitter Profile Image: Kris A.
Verified Enhanced Background Check

Kris A.

Dog-loving mama!
DeForest, WI, 53532
2.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Kris was great with Lacy. I like how she meet us before are stay to get to know us. She is so flexible my flight was late a she had no problem keeping Lacy a little longer. I will highly recommend her. I will be booking with her again.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tiana B.
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Sitter Profile Image: Tiana B.
Verified Enhanced Background Check

Tiana B.
Star Sitter

Trustworthy & Reliable Dog Sitting
DeForest, WI, 53532
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
Profile image

Tiana took great care of our German Shepherd Kona. We will definitely be back if she is willing to have her! Great communication and feedback.

Availability updated 5 days ago
Sitter Profile Image: Yee Lam C.
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Sitter Profile Image: Yee Lam C.
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Yee Lam C.

Stay at home mom who loves dogs
Sun Prairie, WI, 53590
4.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
3 reviews

Hi, I’m Copper! My human left me with Suki and I had the best time ever. We went on walks, played my FAVORITE game fetch, and she gave the BEST belly rubs. She sent my human lots of pics so they wouldn’t miss me too much (I looked adorable, obviously). I came home happy, tired, and already missing Suki. 10/10 would wag my tail for her again!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Christine N.
Verified Background Check
Sitter Profile Image: Christine N.
Verified Background Check

Christine N.
Star Sitter

A tired dog is a good dog
Prairie Hills, madison, WI, 53711
14.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$43
per night
5 out of 4.9 stars
91 reviews
52 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 3 days ago
Sitter Profile Image: Amy G.
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Sitter Profile Image: Amy G.
Verified Enhanced Background Check

Amy G.

Passionate pet sitter, flexible!
Fitchburg, WI, 53711
15.4 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

One of the best providers on Rover! Amy is reliable, professional, and we can tell she truly enjoys caring for pets. If our pup could talk we are positive he would be asking us when he can go for another visit!

Availability updated 22 days ago
Sitter Profile Image: Emily B.
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Sitter Profile Image: Emily B.
Verified Enhanced Background Check

Emily B.
Star Sitter

Loving Family+Your Pet=Chef’s Kiss
Fitchburg, WI, 53711
15.6 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Emily and family were great! They fully welcomed Sally in to their home and treated her like one of their own. Emily was very flexible and easy to communicate with when a family emergency changed up our plans for Sally's stay. We will definitely request to rebook with Emily in the future :).

Availability updated today
Sitter Profile Image: Suellen A.
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Sitter Profile Image: Suellen A.
Verified Enhanced Background Check

Suellen A.
Star Sitter

Loving care for your fur friends
Schenk-Atwood, Madison, WI, 53704
8.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
48 reviews
17 repeat clients
Profile image

Zac enjoyed being at Suellen’s! Thank you Suellen for taking care of Zac for the weekend and taking him for walks and playtime. Much appreciated!

Availability updated yesterday
Sitter Profile Image: Julie Z.
Verified Enhanced Background Check
Sitter Profile Image: Julie Z.
Verified Enhanced Background Check

Julie Z.
Star Sitter

I let dogs be dogs!
Sunset Village, Madison, WI, 53705
11.8 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 4.9 stars
22 reviews
8 repeat clients
Profile image

Julie was absolutely fantastic. She knows dog behavior very well and I completely trusted her with my 12 week old puppy who is very nervous. Julie went above and beyond to make sure my puppy was comfortable and well taken care of. Highly recommend!

Availability updated 7 days ago
Sitter Profile Image: Alexander & Hannah K.
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Sitter Profile Image: Alexander & Hannah K.
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Alexander & Hannah K.

Quiet Dog Friendly Neighborhood
Carpenter-Ridgeway, Madison, WI, 53704
7.4 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
11 reviews
1 repeat client
Profile image

Al and Hannah were phenomenal! They were very responsive and sent a lot of updates through my dog's stay. It made me feel very comfortable leaving Cas with them, and I absolutely will again if the need arises. Highly recommend!

Availability updated 15 days ago
Sitter Profile Image: Maddie K.
Verified Enhanced Background Check
Sitter Profile Image: Maddie K.
Verified Enhanced Background Check

Maddie K.

Ready for zoomies, naps, and snacks
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
8.4 mi. away
Boarding, House Sitting, Drop-In Visits
from
$48
per night
5 out of 5.0 stars
36 reviews
8 repeat clients
Profile image

Maddie was great! She is friendly, responsive, and professional. First time we boarded our pup, and it couldn't have gone better. Ivan got walks and cuddles and we got frequent updates. Would definitely book with Maddie again.

Availability updated 2 days ago
Sitter Profile Image: Katherine H.
Verified Enhanced Background Check
Sitter Profile Image: Katherine H.
Verified Enhanced Background Check

Katherine H.

Animal lover with no animals!
Madison, WI, 53704
8.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
15 reviews
1 repeat client
Profile image

Katherine was great with my cat! He is on medication so cannot be left alone for more than a night. She made sure he had his medicine everyday and kept him entertained!

Availability updated 24 days ago
Sitter Profile Image: Scott S.
Verified Enhanced Background Check
Sitter Profile Image: Scott S.
Verified Enhanced Background Check

Scott S.

Treating your doggo like my family!
Marquette, Madison, WI, 53704
8.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
3 reviews
Profile image

Scott was so great! Came through and took such good care of Penny when we were in need last minute. She was happy and loved and we received nice updates. Will definitely have him watch Penny again.

Availability updated 8 days ago
Sitter Profile Image: Emily H.
Verified Enhanced Background Check
Sitter Profile Image: Emily H.
Verified Enhanced Background Check

Emily H.
Star Sitter

Loving Pet Sitter, Works from Home
Monona, WI, 53716
10.5 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
50 reviews
12 repeat clients
Profile image

Emily took exceptional care of Finny while I was out of state- he wasn’t feeling well but she cared for him like she would her own dog. He came home happy, healthy, and super tired from playing the entire time! I am a relieved and happy doggie mom. Thank you Emily and family!

Availability updated 21 days ago
Sitter Profile Image: Manuela J.
Verified Enhanced Background Check
Sitter Profile Image: Manuela J.
Verified Enhanced Background Check

Manuela J.
Star Sitter

Pawsome Pooch and Kitty Whisperess
Madison, WI, 53715
10.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
Profile image

Manu is always so sweet to our puppy. She is so excited to teach her new things and to have her around! She is also so communicative and flexible. We would definitely recommend Manu to anyone looking for puppy care!

Availability updated 12 days ago
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check

Nicole P.
Star Sitter

Let your dog become our family pet
Cross Plains, WI, 53528
17.0 mi. away
Boarding, Dog Walking
from
$35
per night
5 out of 5.0 stars
14 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 7 days ago

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