Doggy Day Care in Highlands Community, Madison, WI

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Top rated Highlands Community doggy day care sitters

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Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$30
per day
5 out of 5.0 stars
147 reviews
46 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie took great care of Zara for us. We appreciated the added walks during her stay!

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Grace H.
Sitter Profile Image: Andrew L.
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Andrew L.
Star Sitter
from
$42
per day
5 out of 5.0 stars
168 reviews
62 repeat clients
25 years of experience
Greenbush, Madison, WI, 53715

Andrew took great care of our active dog. I can tell she got a good mix of snuggles and walks throughout the day. Great communication. Look forward to booking again!

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Lisa B.
Sitter Profile Image: Elena A.
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Elena A.
from
$30
per day
5 out of 5.0 stars
114 reviews
35 repeat clients
10 years of experience
Madison, WI, 53719

Elena has a great system in place to make sure us pet owners and our pets feel safe and well taken care of. The updates provided are such a highlight through my day!

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Tori E.
Sitter Profile Image: Lidan Y.
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Lidan Y.
from
$25
per day
5 out of 5.0 stars
2 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

About: I’ve always loved dogs and have been best friends with many of my friends’ and family’s pups over the years. I haven’t been able to have one of my own because I already have four sweet, healthy cats at home, but my heart has plenty of room for dogs, too. I follow dog videos every day on Instagram and TikTok and “virtually” care for so many pups through Reels—it’s my favorite part of the day. I’m excited to use Rover to finally spend time with dogs in real life, give them love, care, and fun walks, and make them feel safe and happy. I truly treat every pet like family, and I’d be honored to be your dog’s sitter or walker! I’m currently home full time, so I have a very flexible schedule for pet sitting and drop in visits. I’m available for morning, afternoon, and evening care every day, including weekends and holidays. I’ll always make time to give your pet lots of love, attention, and play! I live in a calm, pet friendly home with four sweet and well behaved cats. I make sure every pet feels safe, relaxed, and loved. I follow your care instructions closely and always provide a clean, quiet space. I’m attentive, gentle, and treat every pet as if they were my own.

Sitter Profile Image: Gen A.
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Gen A.
Star Sitter
from
$35
per day
5 out of 5.0 stars
320 reviews
191 repeat clients
7 years of experience
Middleton, WI, 53562

Gen was very responsive. She answered questions quickly and sent a lot of great pictures. My dog actually had a healthy amount of play and sleep instead of being overstimulated all day like she would at a traditional day care.

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Yujia H.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$35
per day
5 out of 5.0 stars
18 reviews
8 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.

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Jeff K.
Sitter Profile Image: Julie Z.
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Julie Z.
Star Sitter
from
$36
per day
5 out of 5.0 stars
23 reviews
8 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

Julie let me know a new dog would be present at the same time as my dog, and she made sure to attempt to make introduce successful with a 3rd dog. She let me know she was able to keep dogs in separate areas as needed, let dogs have space from each other, and make sure my pup was safe and comfortable.

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Shelby L.
Sitter Profile Image: Michelle F.
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Michelle F.
from
$25
per day
5 out of 4.9 stars
31 reviews
10 repeat clients
10 years of experience
Leopold, Fitchburg, WI, 53713

I needed to leave town for the day and left my dog with her. She sent photos videos of my dog through out the day .i would recommend her .She took very good care of my dog Max . I will be using her services all the time .

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

Polyanna was good with communicating throughout the day with text, pictures, and videos. She also was able to watch our dog with a 3 days notice.

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Emalie S.
Sitter Profile Image: Isabel K.
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Isabel K.
from
$30
per day
1 repeat client
2 years of experience
Verona, WI, 53593

About: I am a dog lover who work from home, so your pup will always have care and attention. My own sweet dog Nila loves having canine friends over to play or relax with! I pride myself on being highly communicative—expect lots of photo and video updates throughout the day :) Your pup will never be left alone for long stretches and can enjoy frequent potty breaks, walks, and play sessions throughout the day. We usually start the morning with a potty break and outdoor time. Midday includes more walks, visit to dog park, or play with Nila. We wrap up the evening with another outdoor break and wind-down time. Whether your dog is playful or prefers a quiet spot to relax, we’ll adjust the routine to meet their needs. We live in a quiet, dog-friendly residential area surrounded by parks, grassy trails, and trees. We live on the first floor, with quick and easy access to the outdoors, including a dog run.

Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$36
per day
5 out of 5.0 stars
129 reviews
44 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Bobby was great! He send me lots of photos and updates throughout the day. I knew she was well cared for. I was apprehensive to try this app, but Bobby alleviated my anxieties by providing Sadie with awesome care!

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Katie H.
Sitter Profile Image: Jiayi H.
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Jiayi H.
from
$30
per day
5 out of 5.0 stars
48 reviews
14 repeat clients
2 years of experience
Verona, WI, 53593

Benny seems to really enjoy his time with Jiayi, he always perks up with excitement when he realizes where he’s going. Jiayi is very responsive and sends lots of pictures and videos throughout the day.

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Angel C.
Sitter Profile Image: Bevin R.
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Bevin R.
from
$25
per day
8 years of experience
Madison, WI, Madison, WI, 53717

About: I've had dogs all my life, of all shapes and sizes. Happy to work with you to meet all the needs of your little critter. I work from home so I am quite flexible and can come visit most times of the day. I also stay up late so late night visits are fine. Honestly, I am happy to work with you. Each pet is different, so if your pet has specific needs, I'm happy to do what will make them comfortable and happy.

Sitter Profile Image: Christine N.
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Christine N.
Star Sitter
from
$36
per day
5 out of 4.9 stars
91 reviews
52 repeat clients
27 years of experience
Prairie Hills, madison, WI, 53711

Christine is great! Our big rambunctious pup has so much fun there playing with the hang, he comes home good and tired. She takes great care of him, even gave him some of her homemade dog food when he wasn’t eating well (with permission of course). She really knows dogs well and we trust her completely with our pup.

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Kathy D.
Sitter Profile Image: Holly T.
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Holly T.
from
$40
per day
5 out of 4.5 stars
12 reviews
3 repeat clients
20 years of experience
Middleton, WI, 53562

Holly was very receptive to caring for our dog on short notice when we had to be in Madison for a family member’s hospitalization. The home, fenced in yard, companionship of their dog Mocha was wonderful for our little guy. I could tell he was exercised and loved while in her care.

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Denise F.
Sitter Profile Image: Carli D.
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Carli D.
from
$30
per day
5 out of 5.0 stars
99 reviews
41 repeat clients
10 years of experience
Westmorland, Madison, WI, 53711

It was my first time using rover but I’m so glad I did! Carli was amazing and made me feel comfortable (and happy) by sending pics of Senna throughout her stay.

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Trisha D.
Sitter Profile Image: Helen S.
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Helen S.
Star Sitter
from
$28
per day
5 out of 5.0 stars
19 reviews
6 repeat clients
5 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Goose had so much fun! Helen and her mom were the best at making goose feel comfortable and sending lots of updates! I will definitely be rebooking.

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Audrey B.
Sitter Profile Image: Benjamin J.
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Benjamin J.
from
$38
per day
5 out of 5.0 stars
4 reviews
8 years of experience
Madison, WI, 53705

Benjamin was absolutely wonderful! We had an emergency, and he was flexible and understanding. Our dog had a great time with him, and we would definitely trust him to look after her again!

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Sophie A.
Sitter Profile Image: Nathan O.
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Nathan O.
from
$60
per day
1 repeat client
15 years of experience
Madison, WI, 53705

About: I’ve cared for dogs of all ages, from energetic puppies to sweet senior dogs who need a little extra attention. I grew up with a golden retriever named Amber who had multiple health issues (seizures and cancerous growths), so I’m very comfortable administering medication, recognizing signs of discomfort, and providing calm, consistent care. Whether your dog loves playtime or prefers a slow stroll and quiet company, I adapt to their needs and make sure they feel safe and loved while you’re away. I work from home full-time so your pup will have plenty of attention throughout the day. I'm home for morning walks, midday potty breaks, playtime, and evening cuddles. Your dog won’t be left alone for long - just lots of love, care, and a consistent routine. Whether caring for pets in my home or at a client’s, I always prioritize safety, comfort, and routine. I follow each pet’s schedule closely - feeding times, walks, medications, and playtime to make sure they feel secure and cared for. In my home, pets have plenty of supervised attention since I work remotely. When I’m in a clients home, I treat it with the same respect and care I would my own, keeping the environment calm, clean, and consistent for your pet.

Sitter Profile Image: Rebecca & Clara A.
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Rebecca & Clara A.
from
$50
per day
5 out of 5.0 stars
22 reviews
5 repeat clients
22 years of experience
Madison, WI, 53705

Rebecca and Clara could not have been nicer or more conscientious. They sent updates, photos and videos throughout the night. They seemed to really bond with my dog, and I am sure my dog had a great time playing with their dogs both in and outside, as well as snuggling with caregivers. Highly recommend and will be using often!

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Barbara B.
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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
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$30
per day
5 out of 5.0 stars
147 reviews
46 repeat clients
Profile image

Natalie took great care of Zara for us. We appreciated the added walks during her stay!

Availability updated 6 days ago
Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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Andrew L.
Rover 101
Star Sitter

Looking for a fur baby to love! 💜
Greenbush, Madison, WI, 53715
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per day
5 out of 5.0 stars
168 reviews
62 repeat clients
Profile image

Andrew took great care of our active dog. I can tell she got a good mix of snuggles and walks throughout the day. Great communication. Look forward to booking again!

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

Elena A.

Loving Canine Care
Madison, WI, 53719
4.1 mi. away
Boarding, Doggy Day Care
from
$30
per day
5 out of 5.0 stars
114 reviews
35 repeat clients
Profile image

Elena has a great system in place to make sure us pet owners and our pets feel safe and well taken care of. The updates provided are such a highlight through my day!

Availability updated 21 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lidan Y.
Verified Enhanced Background Check
Sitter Profile Image: Lidan Y.
Verified Enhanced Background Check

Lidan Y.

Your Furry Friends’ New Best Friend
Verona, WI, 53593
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
2 reviews
2 repeat clients

About: I’ve always loved dogs and have been best friends with many of my friends’ and family’s pups over the years. I haven’t been able to have one of my own because I already have four sweet, healthy cats at home, but my heart has plenty of room for dogs, too. I follow dog videos every day on Instagram and TikTok and “virtually” care for so many pups through Reels—it’s my favorite part of the day. I’m excited to use Rover to finally spend time with dogs in real life, give them love, care, and fun walks, and make them feel safe and happy. I truly treat every pet like family, and I’d be honored to be your dog’s sitter or walker! I’m currently home full time, so I have a very flexible schedule for pet sitting and drop in visits. I’m available for morning, afternoon, and evening care every day, including weekends and holidays. I’ll always make time to give your pet lots of love, attention, and play! I live in a calm, pet friendly home with four sweet and well behaved cats. I make sure every pet feels safe, relaxed, and loved. I follow your care instructions closely and always provide a clean, quiet space. I’m attentive, gentle, and treat every pet as if they were my own.

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

Gen A.
Rover 101
Star Sitter

Not your average pet care service!
Middleton, WI, 53562
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
320 reviews
191 repeat clients
Profile image

Gen was very responsive. She answered questions quickly and sent a lot of great pictures. My dog actually had a healthy amount of play and sleep instead of being overstimulated all day like she would at a traditional day care.

Availability updated today
Confirmed availability for Labor Day Weekend
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
3.3 mi. away
Boarding, Doggy Day Care
from
$35
per day
5 out of 5.0 stars
18 reviews
8 repeat clients
Profile image

Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.

Availability updated 8 days ago
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
2.2 mi. away
Boarding, Doggy Day Care
from
$36
per day
5 out of 5.0 stars
23 reviews
8 repeat clients
Profile image

Julie let me know a new dog would be present at the same time as my dog, and she made sure to attempt to make introduce successful with a 3rd dog. She let me know she was able to keep dogs in separate areas as needed, let dogs have space from each other, and make sure my pup was safe and comfortable.

Availability updated 4 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
4.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 4.9 stars
31 reviews
10 repeat clients
Profile image

I needed to leave town for the day and left my dog with her. She sent photos videos of my dog through out the day .i would recommend her .She took very good care of my dog Max . I will be using her services all the time .

Availability updated today
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
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5 out of 5.0 stars
35 reviews
9 repeat clients
Profile image

Polyanna was good with communicating throughout the day with text, pictures, and videos. She also was able to watch our dog with a 3 days notice.

Availability updated yesterday
Sitter Profile Image: Isabel K.
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Sitter Profile Image: Isabel K.
Verified Enhanced Background Check

Isabel K.

WFH + Social Pup + Updates!
Verona, WI, 53593
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
2 reviews
1 repeat client

I couldn’t be more grateful for the care and love Isabel gives to pets! She’s incredibly attentive and genuinely passionate about animals. She takes care of everything, from meals and playtime to the little quirks that make my Luna unique. It’s such a relief knowing my pet is in loving, capable hands. I can clearly see how much Luna adores her, and that kind of bond doesn’t happen by chance. It comes from kindness, patience, and true affection. I highly recommend Isabel to anyone looking for someone who will care for their pet as if it were her own!

Availability updated today
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
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$36
per day
5 out of 5.0 stars
129 reviews
44 repeat clients
Profile image

Bobby was great! He send me lots of photos and updates throughout the day. I knew she was well cared for. I was apprehensive to try this app, but Bobby alleviated my anxieties by providing Sadie with awesome care!

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

Jiayi H.

Welcome to Pooch Paradise!
Verona, WI, 53593
4.1 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
48 reviews
14 repeat clients
Profile image

Benny seems to really enjoy his time with Jiayi, he always perks up with excitement when he realizes where he’s going. Jiayi is very responsive and sends lots of pictures and videos throughout the day.

Availability updated 12 days ago
Sitter Profile Image: Bevin R.
Verified Enhanced Background Check
Sitter Profile Image: Bevin R.
Verified Enhanced Background Check

Bevin R.

Any pet is ok.
Madison, WI, Madison, WI, 53717
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$25
per day
8 years of experience

About: I've had dogs all my life, of all shapes and sizes. Happy to work with you to meet all the needs of your little critter. I work from home so I am quite flexible and can come visit most times of the day. I also stay up late so late night visits are fine. Honestly, I am happy to work with you. Each pet is different, so if your pet has specific needs, I'm happy to do what will make them comfortable and happy.

Availability updated 3 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
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$36
per day
5 out of 4.9 stars
91 reviews
52 repeat clients
Profile image

Christine is great! Our big rambunctious pup has so much fun there playing with the hang, he comes home good and tired. She takes great care of him, even gave him some of her homemade dog food when he wasn’t eating well (with permission of course). She really knows dogs well and we trust her completely with our pup.

Availability updated 9 days ago
Sitter Profile Image: Holly T.
Verified Background Check
Sitter Profile Image: Holly T.
Verified Background Check

Holly T.

Dog lover my whole life!
Middleton, WI, 53562
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$40
per day
5 out of 4.5 stars
12 reviews
3 repeat clients
Profile image

Holly was very receptive to caring for our dog on short notice when we had to be in Madison for a family member’s hospitalization. The home, fenced in yard, companionship of their dog Mocha was wonderful for our little guy. I could tell he was exercised and loved while in her care.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Carli D.
Verified Background Check
Sitter Profile Image: Carli D.
Verified Background Check

Carli D.

Home full time pet lover
Westmorland, Madison, WI, 53711
2.6 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
99 reviews
41 repeat clients
Profile image

It was my first time using rover but I’m so glad I did! Carli was amazing and made me feel comfortable (and happy) by sending pics of Senna throughout her stay.

Availability updated 17 days ago
Sitter Profile Image: Helen S.
Verified Enhanced Background Check
Sitter Profile Image: Helen S.
Verified Enhanced Background Check

Helen S.
Star Sitter

Flexible Madison sitter😸❤️
Hill Farms-University Neighborh, Madison, WI, 53705
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$28
per day
5 out of 5.0 stars
19 reviews
6 repeat clients
Profile image

Goose had so much fun! Helen and her mom were the best at making goose feel comfortable and sending lots of updates! I will definitely be rebooking.

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

Benjamin J.

Happy tails, happy hearts!
Madison, WI, 53705
2.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per day
5 out of 5.0 stars
4 reviews
Profile image

Benjamin was absolutely wonderful! We had an emergency, and he was flexible and understanding. Our dog had a great time with him, and we would definitely trust him to look after her again!

Availability updated 7 days ago
Sitter Profile Image: Nathan O.
Verified Enhanced Background Check
Sitter Profile Image: Nathan O.
Verified Enhanced Background Check

Nathan O.

Playful, Safe & Trusted Dog Care
Madison, WI, 53705
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$60
per day
1 review
1 repeat client

I couldn’t have asked for a better experience! Nate took such great care of my dog. It was clear from the start that they genuinely love animals. He sent regular updates and photos, which gave me total peace of mind while I was away. My pup came home happy, relaxed, and clearly well-loved. I’m so grateful to have found someone so responsible and kind, and I’ll definitely be booking again. Highly recommend!

Availability updated 2 days ago
Sitter Profile Image: Rebecca & Clara A.
Verified Background Check
Sitter Profile Image: Rebecca & Clara A.
Verified Background Check

Rebecca & Clara A.

Dogs deserve great vacations
Madison, WI, 53705
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per day
5 out of 5.0 stars
22 reviews
5 repeat clients
Profile image

Rebecca and Clara could not have been nicer or more conscientious. They sent updates, photos and videos throughout the night. They seemed to really bond with my dog, and I am sure my dog had a great time playing with their dogs both in and outside, as well as snuggling with caregivers. Highly recommend and will be using often!

Availability updated 4 days ago

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