Dog Boarding in Prairie Hills, Madison, WI

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Top rated Prairie Hills dog boarders

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

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!

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Marissa F.
Sitter Profile Image: Christine N.
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Christine N.
Star Sitter
from
$43
per night
5 out of 4.9 stars
82 reviews
50 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: Katie & Samuel W.
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Katie & Samuel W.
Star Sitter
from
$35
per night
5 out of 5.0 stars
11 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: Malena N.
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Malena N.
from
$38
per night
5 out of 4.5 stars
23 reviews
3 repeat clients
3 years of experience
Leopold, Madison, WI, 53713

Malena and her son Gabriel took good care of our little guy! She sent several photos, texts and some video to keep us updated and to share how well he was doing. He was obviously enjoying himself while we were away on vacation. The photos of him out walking and playing in the snow were adorable! Some flexibility in drop off and pick up times was helpful. I highly recommend Malena.

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

Emily and her family took amazing care of my dog Dove! They welcomed her as part of the family and did a great job gauging and responding to her energy level as needed. Emily was excellent with communication, updates, and giving Dove her daily pill. I knew Dove was being so well taken care of, and I (and she) look forward to having her stay with Emily again in the future!

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Geoffrey H.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$49
per night
5 out of 5.0 stars
115 reviews
37 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was amazing. I got updates from him regularly with photos of Baby. I didn’t even have to ask. He has the cutest little French bulldog that kept Baby company as well. Will definitely be booking with him again.

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Frank M.
Sitter Profile Image: Michelle S.
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Michelle S.
from
$50
per night
5 out of 5.0 stars
6 reviews
1 repeat client
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: Polyanna N.
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Polyanna N.
from
$40
per night
5 out of 5.0 stars
17 reviews
3 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: Maegan L.
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Maegan L.
Star Sitter
from
$45
per night
5 out of 5.0 stars
107 reviews
35 repeat clients
25 years of experience
Midvale Heights Community, Madison, WI, 53711

Maegan was SO patient with my pup and sent me regular updates (& pics) throughout the stay. She was also gracious enough to keep her one extra night (on very short notice) when I was unable to fly home the original evening I was supposed to return. This booking was my VERY first time using Rover. And it was a positive experience overall because of Maegan's care 100%!

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

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!

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Richard M.
Sitter Profile Image: Amy G.
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Amy G.
Star Sitter
from
$42
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
26 years of experience
Fitchburg, WI, 53711

Amy was awesome!!! We were so grateful to know that our little dog was in such capable and loving hands while we were on vacation. She was very communicative and provided great updates. We will definitely book with her again!!! Thanks Amy!!! 💕🐾

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Lisa M.
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
17 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: Christina & Jeremy C.
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Christina & Jeremy C.
from
$45
per night
5 out of 5.0 stars
59 reviews
29 repeat clients
15 years of experience
Verona, WI, 53593

Christina & Jeremy did a great job with my dog! He was dealing with a rash, so he had just been prescribed medication. It is hard to trust sitters to keep up with your dog’s medication regimen, but when my dog came back, his rash was looking much better. Christina and Jeremy are a trustworthy couple for you to leave your pets with!

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Soumil N.
Sitter Profile Image: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
Star Sitter
from
$45
per night
5 out of 5.0 stars
71 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

Ryan and Jocelyn (and their girls) are truly incredible. They have watched our dog multiple times now, and do such a wonderful job caring for her! Our dog has quite a lot of energy, and they work hard to take her on walks, play with her, and care for her so kindly. We trust them completely, and would recommend them to anyone! Thank you Ryan and Jocelyn!

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Grace P.
Sitter Profile Image: Evelin C.
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Evelin C.
from
$36
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
1 year of experience
Fitchburg, WI, 53713

Evelin was wonderful with Fletcher! Fletcher had the best time with her and her partner, and loves the dog park in their apartment complex! Evelin sent me lots of pictures throughout his stay and frequent updates. I would definitely have Fletcher stay with her in the future!

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Kaylie A.
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: Julie Z.
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Julie Z.
from
$43
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

About: Whether your dog is shy, elderly, boisterous, or just wants to sniff, my home and back yard are a fun and welcoming spaces for them to just be themselves. I’ve taken more than a dozen training classes with Dogs Best Friend Training, volunteered with Fetch Wisconsin, and cared for several beloved coonhounds, a Giant Schnauzer, and a few mutts, from puppyhood to the Rainbow Bridge. I have a special spot in my heart for older dogs, and even have a ramp exit from my home into the back yard, should anyone’s legs not do stairs. My current pup is a 35-lb terrier/pittie mix rescue I foster-failed with from FetchWI. She loves other dogs and is available for play at any time. I work from home full-time, leaving only for short errands, generally less than two hours every few days. Dogs at my house get frequent potty breaks and playtime in the spacious fenced back yard. Dogs are never left unsupervised outdoors. They can play with my resident dog, who is a very friendly gal with the motto “Delta Delta Delta can I help ya help ya help ya?”. If I have to be gone for a bit there is plenty of room to crate them, or possibly keep them in a separate space. Water is available at all times, indoors and out. For now, I am only accepting one guest dog at a time for daycare or overnight stays. Dropoff and pickup times are 7-9am and 4-6pm Monday through Saturday. Dogs can choose to spend time indoors or out, weather permitting. They can smell the ferns, check out the rain garden, play in the grass, run around under the firs, and say hello to the kids next door. They can zoom around with my resident dog, chill out on the deck or play toss and fetch with me. Indoors they can explore my downstairs and rest on a dog bed, or hang out near me on the futon or the bed. If the weather is too bad for outdoor play I can do informal training and play scent games with them. Dogs that stay three days or more will get a free bath unless requested otherwise.

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
78 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Cleda was very accommodating with some last minute changes to my dog's stay. Loved the pictures she sent and the report card when I picked Chloe up. Thank you!

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Patty M.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5 out of 5.0 stars
32 reviews
16 repeat clients
20 years of experience
Waunakee, WI, 53597

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.

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Steve G.
Sitter Profile Image: Priyanka "Pri" T.
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Priyanka "Pri" T.
from
$59
per night
5 out of 4.8 stars
172 reviews
70 repeat clients
20 years of experience
Madison, WI, 53719

Pri was amazing! Penny loved her time here. We would definitely use again, as Pri was super helpful and thoughtful when it came to Penny's visit

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Seán & Leticia W.
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Sitter Profile Image: Janice B.
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Sitter Profile Image: Janice B.
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1. Janice B.

Star Sitter
Trusted and Mature Pet Lover
Meadowood, Madison, WI, 53711
0.4 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
43 reviews
10 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 9 days ago
Sitter Profile Image: Christine N.
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Sitter Profile Image: Christine N.
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2. Christine N.

Star Sitter
A tired dog is a good dog
Prairie Hills, madison, WI, 53711
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$43
per night
5 out of 4.9 stars
82 reviews
50 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 today
Sitter Profile Image: Katie & Samuel W.
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Sitter Profile Image: Katie & Samuel W.
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3. Katie & Samuel W.

Star Sitter
Dog loving family, fenced backyard
MIDDLETON, WI, 53562
3.7 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
11 reviews
7 repeat clients
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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 yesterday
Sitter Profile Image: Malena N.
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Sitter Profile Image: Malena N.
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4. Malena N.

I'm a person who loves dogs
Leopold, Madison, WI, 53713
3.9 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$38
per night
5 out of 4.5 stars
23 reviews
3 repeat clients
Profile image

Malena and her son Gabriel took good care of our little guy! She sent several photos, texts and some video to keep us updated and to share how well he was doing. He was obviously enjoying himself while we were away on vacation. The photos of him out walking and playing in the snow were adorable! Some flexibility in drop off and pick up times was helpful. I highly recommend Malena.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Emily B.
Verified Enhanced Background Check
Sitter Profile Image: Emily B.
Verified Enhanced Background Check

5. Emily B.

Star Sitter
Loving Family+Your Pet=Chef’s Kiss
Fitchburg, WI, 53711
3.0 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Emily and her family took amazing care of my dog Dove! They welcomed her as part of the family and did a great job gauging and responding to her energy level as needed. Emily was excellent with communication, updates, and giving Dove her daily pill. I knew Dove was being so well taken care of, and I (and she) look forward to having her stay with Emily again in the future!

Availability updated today
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Sitter Profile Image: Robert N.
Verified Enhanced Background Check

6. Robert N.

Star Sitter
I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$49
per night
5 out of 5.0 stars
115 reviews
37 repeat clients
Profile image

Robert was amazing. I got updates from him regularly with photos of Baby. I didn’t even have to ask. He has the cutest little French bulldog that kept Baby company as well. Will definitely be booking with him again.

Availability updated yesterday
Sitter Profile Image: Michelle S.
Verified Enhanced Background Check
Sitter Profile Image: Michelle S.
Verified Enhanced Background Check

7. Michelle S.

Experienced Animal Lover/no pets
Orchard Ridge Community, Madison, WI, 53711
1.2 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
6 reviews
1 repeat client
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 4 days ago
Sitter Profile Image: Polyanna N.
Verified Enhanced Background Check
Sitter Profile Image: Polyanna N.
Verified Enhanced Background Check

8. Polyanna N.

Giant fun!
Midvale Heights Community, Madison, WI, 53711
2.2 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
17 reviews
3 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 2 days ago
Sitter Profile Image: Maegan L.
Verified Enhanced Background Check
Sitter Profile Image: Maegan L.
Verified Enhanced Background Check

9. Maegan L.

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

Maegan was SO patient with my pup and sent me regular updates (& pics) throughout the stay. She was also gracious enough to keep her one extra night (on very short notice) when I was unable to fly home the original evening I was supposed to return. This booking was my VERY first time using Rover. And it was a positive experience overall because of Maegan's care 100%!

Availability updated 5 days ago
Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check

10. Lindsey C.

Rover 101
Star Sitter
I used to call myself the Dog Queen
Madison, WI, 53705
3.3 mi. away
Boarding, Dog Walking
from
$45
per night
5 out of 5.0 stars
17 reviews
5 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: Amy G.
Verified Enhanced Background Check
Sitter Profile Image: Amy G.
Verified Enhanced Background Check

11. Amy G.

Star Sitter
Passionate pet sitter, flexible!
Fitchburg, WI, 53711
4.6 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

Amy was awesome!!! We were so grateful to know that our little dog was in such capable and loving hands while we were on vacation. She was very communicative and provided great updates. We will definitely book with her again!!! Thanks Amy!!! 💕🐾

Availability updated 10 days ago
Sitter Profile Image: Becky & Judd W.
Verified Enhanced Background Check
Sitter Profile Image: Becky & Judd W.
Verified Enhanced Background Check

12. Becky & Judd W.

Star Sitter
A family that loves dogs!
FITCHBURG, WI, 53719
1.1 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
17 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 yesterday
Sitter Profile Image: Christina & Jeremy C.
Verified Enhanced Background Check
Sitter Profile Image: Christina & Jeremy C.
Verified Enhanced Background Check

13. Christina & Jeremy C.

Come stay play
Verona, WI, 53593
3.5 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
59 reviews
29 repeat clients
Profile image

Christina & Jeremy did a great job with my dog! He was dealing with a rash, so he had just been prescribed medication. It is hard to trust sitters to keep up with your dog’s medication regimen, but when my dog came back, his rash was looking much better. Christina and Jeremy are a trustworthy couple for you to leave your pets with!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Ryan & Jocelyn R.
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Sitter Profile Image: Ryan & Jocelyn R.
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14. Ryan & Jocelyn R.

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

Ryan and Jocelyn (and their girls) are truly incredible. They have watched our dog multiple times now, and do such a wonderful job caring for her! Our dog has quite a lot of energy, and they work hard to take her on walks, play with her, and care for her so kindly. We trust them completely, and would recommend them to anyone! Thank you Ryan and Jocelyn!

Availability updated yesterday
Sitter Profile Image: Evelin C.
Verified Enhanced Background Check
Sitter Profile Image: Evelin C.
Verified Enhanced Background Check

15. Evelin C.

Dog sitter (w/ no pets)
Fitchburg, WI, 53713
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$36
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
Profile image

Evelin was wonderful with Fletcher! Fletcher had the best time with her and her partner, and loves the dog park in their apartment complex! Evelin sent me lots of pictures throughout his stay and frequent updates. I would definitely have Fletcher stay with her in the future!

Availability updated 14 days ago
Sitter Profile Image: Mary Z.
Verified Enhanced Background Check
Sitter Profile Image: Mary Z.
Verified Enhanced Background Check

16. Mary Z.

Star Sitter
Dog-loving home
Regent, Madison, WI, 53726
4.4 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 23 days ago
Sitter Profile Image: Julie Z.
Verified Enhanced Background Check
Sitter Profile Image: Julie Z.
Verified Enhanced Background Check

17. Julie Z.

I let dogs be dogs!
Sunset Village, Madison, WI, 53705
3.4 mi. away
Boarding, Doggy Day Care
from
$43
per night
5 out of 5.0 stars
5 reviews
2 repeat clients

Julie is calm and compassionate with people and pets alike, which makes her an incredibly reassuring presence for both animals and their owners. She’s fair, friendly, and consistently responsive—qualities that have earned my complete trust when it comes to caring for my dogs. Julie takes the time to understand each pet’s unique personality and needs, and it shows in the way my dogs light up when they see her. She’s reliable, patient, and genuinely loves animals, which gives me total peace of mind when I’m away. I couldn’t recommend her more highly to anyone looking for a caring, responsible, and trustworthy pet sitter.

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

18. Cleda W.

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

Cleda was very accommodating with some last minute changes to my dog's stay. Loved the pictures she sent and the report card when I picked Chloe up. Thank you!

Availability updated yesterday
Sitter Profile Image: Edith S.
Verified Enhanced Background Check
Sitter Profile Image: Edith S.
Verified Enhanced Background Check

19. Edith S.

Star Sitter
Small Dog Boutique Experience
Waunakee, WI, 53597
9.6 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
32 reviews
16 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: Priyanka "Pri" T.
Verified Background Check
Sitter Profile Image: Priyanka "Pri" T.
Verified Background Check

20. Priyanka "Pri" T.

Poodle Paws love and care for pups!
Madison, WI, 53719
1.8 mi. away
Boarding, Doggy Day Care
from
$59
per night
5 out of 4.8 stars
172 reviews
70 repeat clients
Profile image

Pri was amazing! Penny loved her time here. We would definitely use again, as Pri was super helpful and thoughtful when it came to Penny's visit

Availability updated yesterday
Confirmed availability for Memorial Day Weekend

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