Dog Boarding in Oakwood Village, Madison, WI

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Top rated Oakwood Village dog boarders

1 / 1
Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$50
per night
5 out of 5.0 stars
141 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: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5 out of 5.0 stars
78 reviews
21 repeat clients
2 years of experience
Madison, WI, 53719

Loving family who took take of our 4 months old puppy with such care. We told them Plato working on potty training and they were patient with him. The pupper had a blast hanging out with their kids and I loved seeing the daily updates. I would book them again the next time we need help!

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Thi T.
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
14 reviews
8 repeat clients
20 years of experience
MIDDLETON, WI, 53562

This was the 2nd time Katie and Samuel’s family took care of Jarvis while we were away. We were very excited when they were available for these dates because Jarvis had a great time with them the first time. They did such an amazing job with him again and it really seemed like Jarvis felt right a home. They always send frequent updates and pictures which is really appreciated :)

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Justin L.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$45
per night
5 out of 5.0 stars
21 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: 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

Janiece was really kind and patient with my super old senior pup who is almost 16. Super thankful for someone who is caring and understanding of an old pups needs.

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

Christine is the absolute best. She made us feel very comfortable with leaving our pup and was awesome about keeping us updated. I think our dog liked being with Christine more than at home! It was such a blessing finding such an amazing dog sitter!!!

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Jay M.
Sitter Profile Image: Polyanna N.
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Polyanna N.
Star Sitter
from
$45
per night
5 out of 5.0 stars
35 reviews
9 repeat clients
10 years of experience
Midvale Heights Community, Madison, WI, 53711

Polyanna is a very communicative and responsive, my dog Ziggy had a great time! She even gave a good recommendation for a no pull dog harness as well. I would recommend Polyanna for anyone looking for a dog sitter!

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Shinduri V.
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: Michelle F.
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Michelle F.
from
$32
per night
5 out of 4.9 stars
25 reviews
3 repeat clients
10 years of experience
Leopold, Fitchburg, WI, 53713

I had a fantastic experience with Michelle and her family caring for Cinnamon! They asked plenty of questions beforehand and made sure I knew there would be other dogs boarding at the same time, which I really appreciated. They sent me lots of update photos and videos, keeping me in the loop, and were so pleasant to work with. I would choose them again to look after my pup!

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Taariq E.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5 out of 5.0 stars
195 reviews
79 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: Michelle S.
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Michelle S.
from
$50
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

Michelle (and family) took excellent care of our dog while we were out of town for 2 days, even keeping her calm during a storm. Great communication, too!

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Laura S.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$35
per night
5 out of 5.0 stars
7 reviews
1 repeat client
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: Julie Z.
Verified Enhanced Background Check
Julie Z.
Star Sitter
from
$50
per night
5 out of 4.9 stars
21 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: Robert N.
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Robert N.
Star Sitter
from
$50
per night
5 out of 5.0 stars
126 reviews
44 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert did an excellent job hosting our dog for a week at his house. We received regular updates with photos and he was incredibly responsive, always replying in a timely fashion. When we first met, he struck me as a true "dog person" which is what we wanted! I would recommend Robert to anyone looking for a dog sitter.

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Kevin D.
Sitter Profile Image: Amy G.
Verified Enhanced Background Check
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: Edith S.
Verified Enhanced Background Check
Edith S.
Star Sitter
from
$40
per night
5 out of 5.0 stars
41 reviews
17 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith was great with our puppy Artemis! We were able to meet beforehand for a short notice meet and greet before the holidays. Artemis got along really well with her two dogs and it seemed like he was having a lot of fun throughout the day- he came back exhausted and happy to see us after a couple of weeks, but we could tell that he was well taken care of. Edith sent frequent picture updates, and we felt like he was in good hands the whole time. I would definitely book Artemis here again in the future!

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Sophia D.
Sitter Profile Image: Emily B.
Verified Enhanced Background Check
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 her family were so great with Jarvis! They sent plenty of update pictures and he seemed to have an amazing time!! We will definitely be looking to have them take care of Jarvis again :)

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Justin L.
Sitter Profile Image: Grace R.
Verified Enhanced Background Check
Grace R.
from
$45
per night
5 out of 5.0 stars
8 reviews
1 repeat client
11 years of experience
Dudgeon-Monroe, Madison, WI, 53711

I am very satisfied with the care that Grace provided to my dog Goldie. She took good care of her and sent pictures along with updates during her stay. I would recommend Grace and would certainly request her again the next time Goldie needs to be boarded.

Profile image
Al G.
Sitter Profile Image: Becky & Judd W.
Verified Enhanced Background Check
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

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!

Profile image
Brittany P.
Sitter Profile Image: Ryan & Jocelyn R.
Verified Background Check
Ryan & Jocelyn R.
Star Sitter
from
$45
per night
5 out of 5.0 stars
74 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

We always feel so comfortable whenever Ryan, Jocelyn and there two girls watch Turbo! We know how well he is being taken care of and he loves it too!

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Bridget F.
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Loving dog boarding sitters in your neighborhood

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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
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
141 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 yesterday
Sitter Profile Image: Kristin & Bruce M.
Verified Enhanced Background Check
Sitter Profile Image: Kristin & Bruce M.
Verified Enhanced Background Check

Kristin & Bruce M.
Star Sitter

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

Loving family who took take of our 4 months old puppy with such care. We told them Plato working on potty training and they were patient with him. The pupper had a blast hanging out with their kids and I loved seeing the daily updates. I would book them again the next time we need help!

Availability updated 2 days ago
Sitter Profile Image: Katie & Samuel W.
Verified Enhanced Background Check
Sitter Profile Image: Katie & Samuel W.
Verified Enhanced Background Check

Katie & Samuel W.
Star Sitter

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

This was the 2nd time Katie and Samuel’s family took care of Jarvis while we were away. We were very excited when they were available for these dates because Jarvis had a great time with them the first time. They did such an amazing job with him again and it really seemed like Jarvis felt right a home. They always send frequent updates and pictures which is really appreciated :)

Availability updated 33 days ago
Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check
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
1.5 mi. away
Boarding, Dog Walking
from
$45
per night
5 out of 5.0 stars
21 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 9 days ago
Sitter Profile Image: Janice B.
Verified Enhanced Background Check
Sitter Profile Image: Janice B.
Verified Enhanced Background Check

Janice B.
Star Sitter

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

Janiece was really kind and patient with my super old senior pup who is almost 16. Super thankful for someone who is caring and understanding of an old pups needs.

Availability updated 39 days ago
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
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$43
per night
5 out of 4.9 stars
89 reviews
51 repeat clients
Profile image

Christine is the absolute best. She made us feel very comfortable with leaving our pup and was awesome about keeping us updated. I think our dog liked being with Christine more than at home! It was such a blessing finding such an amazing dog sitter!!!

Availability updated 10 days ago
Sitter Profile Image: Polyanna N.
Verified Enhanced Background Check
Sitter Profile Image: Polyanna N.
Verified Enhanced Background Check

Polyanna N.
Star Sitter

Giant fun!
Midvale Heights Community, Madison, WI, 53711
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
35 reviews
9 repeat clients
Profile image

Polyanna is a very communicative and responsive, my dog Ziggy had a great time! She even gave a good recommendation for a no pull dog harness as well. I would recommend Polyanna for anyone looking for a dog sitter!

Availability updated 4 days ago
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
3.4 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 7 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
4.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 4.9 stars
25 reviews
3 repeat clients
Profile image

I had a fantastic experience with Michelle and her family caring for Cinnamon! They asked plenty of questions beforehand and made sure I knew there would be other dogs boarding at the same time, which I really appreciated. They sent me lots of update photos and videos, keeping me in the loop, and were so pleasant to work with. I would choose them again to look after my pup!

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

Cleda W.
Rover 101
Star Sitter

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

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!

Availability updated 2 days ago
Sitter Profile Image: Michelle S.
Verified Enhanced Background Check
Sitter Profile Image: Michelle S.
Verified Enhanced Background Check

Michelle S.

Experienced Animal Lover/no pets
Orchard Ridge Community, Madison, WI, 53711
1.8 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Michelle (and family) took excellent care of our dog while we were out of town for 2 days, even keeping her calm during a storm. Great communication, too!

Availability updated 6 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
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
7 reviews
1 repeat client
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 37 days ago
Confirmed availability for Labor Day Weekend
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
2.1 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 4.9 stars
21 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 today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Sitter Profile Image: Robert N.
Verified Enhanced Background Check

Robert N.
Star Sitter

I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
126 reviews
44 repeat clients
Profile image

Robert did an excellent job hosting our dog for a week at his house. We received regular updates with photos and he was incredibly responsive, always replying in a timely fashion. When we first met, he struck me as a true "dog person" which is what we wanted! I would recommend Robert to anyone looking for a dog sitter.

Availability updated 2 days ago
Sitter Profile Image: Amy G.
Verified Enhanced Background Check
Sitter Profile Image: Amy G.
Verified Enhanced Background Check

Amy G.

Passionate pet sitter, flexible!
Fitchburg, WI, 53711
5.5 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 12 days ago
Sitter Profile Image: Edith S.
Verified Enhanced Background Check
Sitter Profile Image: Edith S.
Verified Enhanced Background Check

Edith S.
Star Sitter

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

Edith was great with our puppy Artemis! We were able to meet beforehand for a short notice meet and greet before the holidays. Artemis got along really well with her two dogs and it seemed like he was having a lot of fun throughout the day- he came back exhausted and happy to see us after a couple of weeks, but we could tell that he was well taken care of. Edith sent frequent picture updates, and we felt like he was in good hands the whole time. I would definitely book Artemis here again in the future!

Availability updated 2 days ago
Sitter Profile Image: Emily B.
Verified Enhanced Background Check
Sitter Profile Image: Emily B.
Verified Enhanced Background Check

Emily B.
Star Sitter

Loving Family+Your Pet=Chef’s Kiss
Fitchburg, WI, 53711
4.2 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 her family were so great with Jarvis! They sent plenty of update pictures and he seemed to have an amazing time!! We will definitely be looking to have them take care of Jarvis again :)

Availability updated 8 days ago
Sitter Profile Image: Grace R.
Verified Enhanced Background Check
Sitter Profile Image: Grace R.
Verified Enhanced Background Check

Grace R.

Safe, reliable, and loving sitter!
Dudgeon-Monroe, Madison, WI, 53711
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

I am very satisfied with the care that Grace provided to my dog Goldie. She took good care of her and sent pictures along with updates during her stay. I would recommend Grace and would certainly request her again the next time Goldie needs to be boarded.

Availability updated today
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
2.5 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
19 reviews
3 repeat clients
Profile image

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!

Availability updated 44 days ago
Sitter Profile Image: Ryan & Jocelyn R.
Verified Background Check
Sitter Profile Image: Ryan & Jocelyn R.
Verified Background Check

Ryan & Jocelyn R.
Star Sitter

Small Dog Loving Family
Greentree, Madison, WI, 53711
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
74 reviews
21 repeat clients
Profile image

We always feel so comfortable whenever Ryan, Jocelyn and there two girls watch Turbo! We know how well he is being taken care of and he loves it too!

Availability updated 4 days ago

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