House Sitting in Woodlands, 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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Search Results

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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1.

Maggie P.

Young professional who loves pets!
Tenney-Lapham, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
3 repeat clients
from
$35
per night

Maggie is wonderful! She did a meet and greet with my two dogs before she stayed the weekend with them. She was great with communication and took excellent care of my girls. I will definitely continue to book her. Highly recommend!

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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
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
31 reviews
12 repeat clients
from
$60
per night

This was our second time using Louisa for pet sitting in our house and both her and her daughter were amazing with our 2 dogs and 2 cats! One of our cats is very shy and typically doesn't come out with strangers in our house but she came out for them! I would not hesitate to recommend them and use them again.

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Sitter Profile Image: Valerie H.
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Sitter Profile Image: Valerie H.
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3.

Valerie H.

Joyful care for your critters!
Madison, WI, 53703
House Sitting, Drop-In Visits
5.0
10 reviews
6 repeat clients
from
$81
per night

Valerie has been absolutely wonderful!! Very communicative and really helped assuage my anxieties about leaving my pups. She’s been great with the dogs and super flexible with the plans!

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Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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4.

Lydia S.

Here to help with your schedule
Middleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking
5.0
22 reviews
7 repeat clients
from
$35
per night

Lydia was excellent from the first contact. Very responsive with all our questions and concerns. We had her take care of our 2 cats and 1 dog who all are getting old and have high needs. We feel our fur babies were given top notch care while we were gone for 7 days. Lydia sent pictures and communicated with us daily. The animals seemed relaxed when we returned as if we never were away. And house was as it was when we left. We highly recommend Lydia as a care provider. Thanks Lydia

Sitter Profile Image: Erin N.
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Sitter Profile Image: Erin N.
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5.

Erin N.

Lifelong Pet Owner & Biologist
Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$40
per night

Erin was great with our dog and cat! We highly recommend her.

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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6.

Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53726
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
103 reviews
46 repeat clients
from
$89
per night

Andrew watched our dogs at our house for a week, and our babies LOVED the time with him. Lots of snuggles and attention, and Andrew kept us updated with lots of pictures. We have an older dog who needed some extra TLC, and Andrew was fantastic with his medical needs. House was in great shape when we got back, and we couldn't have asked for a better experience. Highly recommend this pet sitter.

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Sitter Profile Image: Katlin S.
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Sitter Profile Image: Katlin S.
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7.

Katlin S.

Professional dog lover!🐶🩷
Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$50
per night

We love having Katlin over to watch our two pups. She has always been reliable and is always excited to see our dogs. I never have to worry about if they are being cared for. I would highly recommend her!

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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
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
4 repeat clients
from
$65
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.

Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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9.

Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
25 reviews
8 repeat clients
from
$85
per night

Jess was very friendly and willing to work with our difficult dog (and show equal love to our not-as-difficult dog!) She was also great communicating with us before and during the stay, and took good care of our pup and house.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Fanny M.
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Sitter Profile Image: Fanny M.
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10.

Fanny M.

Attentive, caring and compassionate
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
1 repeat client
from
$75
per night

If you found someone who loves animals more than Fanny, I'd be surprised. She has her own dogs, cats, and chickens to take care of and has still found time to help with our dogs. She provided loving care for our senior dog, who struggled to go down the stairs, and mostly just needed some good company. She's also great with our new puppy, who's full of energy and needs someone who can play hard. She's the first person I think of when we need pet care! Highly recommend.

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Sitter Profile Image: Anna O.
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Sitter Profile Image: Anna O.
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11.

Anna O.

Will treat your sweet pet as my own
Verona, WI, 53593
House Sitting, Drop-In Visits
5.0
1 review
from
$50
per night

Anna was very prompt at responding to messages and was great meeting my dogs who can be nervous with strangers. She was able to keep my dogs calm and content while I was away, I’d definitely recommend her!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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12.

Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$95
per night

Hello it is with great pleasure that I provide this reference for Shaina. It is rare that you will find someone who is so dedicated to the health and safety of all animals. She is that person who stops on the road to pick up an abandoned bird and locate help She has a vast amount of experience taking care of all types of animals with dogs and cats being the most common. She has many times given our pets medication‘s and special food with no problem at all. She is very responsible and punctual. I think she would be a great asset to anybody’s furry family. I highly recommend her as an animal caretaker.

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Sitter Profile Image: Raven P.
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Sitter Profile Image: Raven P.
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13.

Raven P.

Lover of all dogs
Junction Ridge, Middleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
from
$150
per night

About: I currently own a 3 year old German Shepherd Border Collie mix, who continues to keep me on my toes. I have experience with small dogs and large dogs! I currently work 7-3 Monday-Friday and am willing to walk dogs in the afternoon following work and I am available most weekends for pet care. I am willing to walk dogs throughout the Madison area. I am also willing to do home visits and play with the dogs inside or outside of your home!

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Sitter Profile Image: Lora S.
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Sitter Profile Image: Lora S.
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14.

Lora S.

EXPERIENCED, ACTIVE, DOG OWNER ´ᴥ`
Middleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking
5.0
19 reviews
7 repeat clients
from
$250
per night

Lora has done a wonderful job training her dog Nova to be smart, and respectful. She is constantly educating herself on new training techniques and loves to take classes with Nova. She enjoys working with Nova on tricks and they love exploring new areas on their free time. Lora and Nova are one of my grooming clients and I know Lora takes a lot of pride keeping up with Novas behavior and appearance. She has done a lot of research on diet and exercise as well. My Bernese Mountain Dog, Smokey loves when he gets to see Lora. He knows he’ll get a good walk in and some extra TLC. She just knows how much he loves a good rub down.

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Sitter Profile Image: Kagen D.
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Sitter Profile Image: Kagen D.
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15.

Kagen D.

Rover 101
Enthusiastic Dog Lover
Prairie Hills, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
60 reviews
31 repeat clients
from
$30
per night

Kagen housesat for Rayna for the first time & it went well. I received a picture update and she kept us updated as to how Rayna was doing & behaving. I appreciated Kagen also taking her for a walk. Rayna was relaxed when we arrived home. We would definitely book with Kagen in the future.

Sitter Profile Image: Taylor R.
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Sitter Profile Image: Taylor R.
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16.

Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
19 reviews
4 repeat clients
from
$65
per night

Taylor took great care of my pups and kept me up-to-date in how they were doing with pictures! My pups were clearly very happy and comfortable with her. :)

Sitter Profile Image: Kate K.
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Sitter Profile Image: Kate K.
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17.

Kate K.

Rover 101
Cared for as if you were home
Middleton, WI, 53562
House Sitting, Drop-In Visits
5.0
32 reviews
15 repeat clients
from
$55
per night

First time user. Kate stepped up and did a fabulous job with my dog with starting in my home. She's put my mind at ease and I was able to get away for the first time ever without my baby. Contact was phenomenal. Reassurance from Kate made this long over due family gathering the best I have had in a long time because I didn't feel any worries. Thank you Kate. You are appreciated so much for doing this.

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Sitter Profile Image: Sarah T.
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Sitter Profile Image: Sarah T.
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18.

Sarah T.

Trustworthy, available pet lover!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
3 repeat clients
from
$28
per night

Sarah was very calm and understanding when meeting our anxious and nervous dog Halla for the first time. Halla took treats from her and let her pet him, which usually doesn’t happen when he meets a new person. During our walk outside Halla was a bit of a jerk but she handled him very nicely. Hopefully Halla behaves better next time and matches Sarah’s calmness and kindness.

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Sitter Profile Image: Emma C.
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Sitter Profile Image: Emma C.
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19.

Emma C.

wet kisses cold noses wagging tails
Parkwood Village, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$35
per night

Emma did a wonderful job with our pups! She interacts with each of them amazingly. You can tell she has experience and she is super comfortable with different pups, sizes, breeds and personalities all at once which os a plus for our pack of 3. Thank you Emma!!!

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Sitter Profile Image: Alisyn L.
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Sitter Profile Image: Alisyn L.
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20.

Alisyn L.

Veterinary Technician & Adventurer
Walnut Grove, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
29 reviews
13 repeat clients
from
$60
per night

Alisyn is awesome. This was the first time that my dog was away from me for a week and this was the first time I used a service like this. She took excellent care of Myla (my dog), my fish, my house plants, and my gardens. She sent me amazing pictures of Myla as well. I will definitely use her again when I go on my next vacation. I highly recommend Alisyn :)

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Dog owners in Woodlands, Madison, WI love booking house sitting with sitters on Rover.com. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Woodlands.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Woodlands, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Woodlands, Madison, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Woodlands house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Woodlands, Madison, WI for your dog: people who'll treat him like family.

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 Woodlands, 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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