House Sitting in Greystone, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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1.

Ann V.

Animal Lover and Law Student
Marquette, Madison, WI, 53703
9.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
3 repeat clients
from
$50
per night

Ann does an absolutely wonderful job with my two dogs! While they are very different, she attends to both of their needs amazingly and my dogs are comfortable enough around her to relax and nap! She handled my high energy puppy well as well as my older dog with special needs

Confirmed availability: Easter Weekend
Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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2.

Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
33 reviews
12 repeat clients
from
$60
per night

Louisa and her daughter treated our 2 dogs and 2 cats like their own! I received regular updates and pictures on how they were doing and when we got home they didn't even seem to miss us. Our dogs received daily walks which was awesome! It was my first time having Louisa care for our pets, but she asked lots of good questions beforehand so I was completely comfortable leaving them under her care and she did not disappoint. I would not hesitate to use her services again!

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Sitter Profile Image: Devon G.
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Sitter Profile Image: Devon G.
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3.

Devon G.

Keep pets safe and happy
Madison, WI, 53711
7.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$28
per night

Devon was great with my dog! This was my first time leaving Hank and he has bad separation anxiety but she able to make him comfortable while I was gone. Will definitely be booking with Devon again!

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Sitter Profile Image: Genevieve H.
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Sitter Profile Image: Genevieve H.
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4.

Genevieve H.

Pet caretaker & force free trainer
Bay Creek, Madison, WI, 53715
7.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$70
per night

Genevieve was great! She came over before our trip to meet our pup and learn about his quirks and things to know about our house. She left our house in great condition and our dog was well taken care of. Our dog is reactive so we are always a bit nervous leaving him with new people but Genevieve seemed to do a great job with him and checked in with us daily to give an update. Already have her booked for our next trip!

Confirmed availability: Easter Weekend
Sitter Profile Image: Annika V.
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Sitter Profile Image: Annika V.
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5.

Annika V.

twenty something cat lover
Madison, WI, 53719
5.2 mi. away
House Sitting, Drop-In Visits
3 reviews
1 repeat client
from
$75
per night

Annika has helped with my cats and dog many times. She pays close attention and is very caring! I would highly recommend her for whatever you need. (:

Confirmed availability: Easter Weekend
Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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6.

Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$85
per night

Jess was fabulous. We felt so confident leaving our pets in her care and were not disappointed. We are looking forward to our next trip and being able to work with Jess again.

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Sitter Profile Image: Bailee B.
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Sitter Profile Image: Bailee B.
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7.

Bailee B.

Time with pets is time well spent.
Sauk Creek, Madison, WI, 53717
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$80
per night

Bailee was fantastic! She made sure to learn about our dog Vito's needs and took great care of him and our home while we were away! Vito took to Bailee as if they had known each other for years ♥️ she sent us many sweet photos during their time and kept us updated. Would definitely recommend and will surely book again!

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Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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8.

Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$70
per night

This was the first time I've used Rover and found Sara. Communication was great from the get-go. As this was the first time I let someone else watch Iris (8 months old), rightfully so to be nervous and hesitant. Sara was very understanding and attentive as I went through what Iris needed, how her demeanor is, and all of the in-between. You could tell that Sara genuinely cares and enjoys caring for pets as a side gig. Sara was fantastic and we'll definitely book again.

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Sitter Profile Image: Peyton D.
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Sitter Profile Image: Peyton D.
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9.

Peyton D.

Eat. Play. Love.
Cross Plains, WI, 53528
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
18 repeat clients
from
$50
per night

Peyton did an awesome job taking care of our crew, which consists of our senior dog, cat and gecko. They all were very happy while we where away 😊

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Sitter Profile Image: Stacy J.
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Sitter Profile Image: Stacy J.
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10.

Stacy J.

Pawsitively Perfect Pet Sitting
Madison, WI, 53717
1.6 mi. away
House Sitting
1 review
from
$75
per night

Stacy is amazing with our dog, Charlie. He is very sensitive and hates to be away from us, but since having Stacy stay with him he is no longer stressed when he sees us packing our bags. I know that she loves him like we do and they have a great time together. He even fell ill at one point during one of her stays and she took him to the vet for us and reported back. She really loves dogs (and our cat Millet) and we LOVE having her.

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Sitter Profile Image: Kate K.
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Sitter Profile Image: Kate K.
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11.

Kate K.

Rover 101
Cared for as if you were home
Middleton, WI, 53562
4.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
34 reviews
15 repeat clients
from
$55
per night

Kate has taken care of our pets several times in the past, but this was our first time leaving our newly-adopted dog with a sitter, and Kate was fabulous! She took excellent care of him, and kept us updated with pictures. And she took great care of our house, too. We enthusiastically recommend Kate!

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Sitter Profile Image: Claire D.
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Sitter Profile Image: Claire D.
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12.

Claire D.

Creature and Critter Carer
Middleton, WI, 53562
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$35
per night

Claire is an avid animal lover and cares deeply about the wellbeing of those she meets. She has demonstrated responsibility, affection, and patience with various animals like kittens and rabbits. I'm confident that with her experience and love for animals Claire would make an exceptional pet caregiver.

Sitter Profile Image: Taylor R.
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Sitter Profile Image: Taylor R.
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13.

Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
4 repeat clients
from
$65
per night

Taylor made us feel more comfortable than any previous pet sitter we have used. She was great at communicating. She took the time to make our very anxious dog feel comfortable. We would be happy to hire her again.

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Sitter Profile Image: Elissa S.
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Sitter Profile Image: Elissa S.
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14.

Elissa S.

Lover of all animals!
Madison, WI, 53719
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
3 repeat clients
from
$60
per night

Elissa did great house sitting our two pups when we were gone for a long weekend. She was very communicative, sent pictures, and made sure they got a walk in 1-2 times a day. We would love to use her again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jacob L.
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Sitter Profile Image: Jacob L.
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15.

Jacob L.

Animals > Humans, it’s just fact!
Madison, WI, 53719
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$25
per night

Jacob is a very great and loving pet owner/caregiver. He has a keen sense for all animals and they all seem to love him. He has cared for my cat and my dog in the past and it has gone great. He sends lots of pictures which is always greatly appreciated! I would highly recommend jacob for all animals as he truly loves and cares for them. They seem to love him just the same! Give Jacob a try for sure!!!

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Sitter Profile Image: Isabelle B.
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Sitter Profile Image: Isabelle B.
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16.

Isabelle B.

Lifelong pet caretaker since 6
Madison, WI, 53719
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
19 years of experience
from
$32
per night

About: I grew up with a cat and a yellow lab. I have experience introducing new animals to existing pets and new environments. I like to think I can interpret their body language and spoken cues closely, and know how to interact accordingly. I have experience with training behavioral concerns in cats, administering oral and eye medications, cleaning ears, grooming and skin care, and general feeding and play, including the difficult task of serving up wet food to impatient kitties. I am currently working part-time, so my schedule is open and flexible outside of my work schedule. I would find overnight stays and daytime check-ins easily manageable and can prioritize your pet in my schedule. At this time, I am only offering client home services, but I would be sure to spend time playing with and caring for any companions I am charged with to ensure quality time for the pet and the owner.

Confirmed availability: Easter Weekend
Sitter Profile Image: Destiny P.
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Sitter Profile Image: Destiny P.
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17.

Destiny P.

Pawsitively Passionate Dog Walker
Blackhawk, madison, WI, 53717
0.3 mi. away
House Sitting, Dog Walking
1 review
from
$28
per night

Destiny has provided such love for our Yorkie Poo Ranger. She is extremely respectful and responsible and shows exceptional care. Destiny takes the time to show such compassion for your pet, either through walks or fun puppy snacks. She really goes above and beyond our expectations. I highly recommend her for any pet, she’s fun and any pet would absolutely love her.

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Sitter Profile Image: Alisyn L.
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Sitter Profile Image: Alisyn L.
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18.

Alisyn L.

Veterinary Technician & Adventurer
Walnut Grove, Madison, WI, 53717
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
13 repeat clients
from
$60
per night

Alisyn is such a wonderful person and an exceptionally responsible dog/house sitter. The personal attention she pays towards Miles, especially when he was sick is so appreciated. We love her!

Sitter Profile Image: Raven P.
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Sitter Profile Image: Raven P.
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19.

Raven P.

Lover of all dogs
Junction Ridge, Middleton, WI, 53562
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$85
per night

Raven took great care of my boys. Send lots of pics and communicated well.

Sitter Profile Image: Juan Ignacio B.
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Sitter Profile Image: Juan Ignacio B.
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20.

Juan Ignacio B.

Funny with paws
Middleton, WI, 53562
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$55
per night

Kind and patients with dogs, took care of my American bully and did a great job. Canela had a great time with Juan’s pets and always want to come back.

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Pet parents in Greystone, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Greystone house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Greystone, Madison who can provide the care your dog needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Greystone, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including:

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