House Sitting in Cherokee Garden, Madison, WI

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

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Ashley E.
1.
Treating Your Furbabies Like My OwnOakbridge Community, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking

Ashley was wonderful! She was on time so we could take off for our trip. My two dogs absolutely loved her! She would respond right away to texts and sent pictur… (more)

from
$40
per night
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Vivian P.
2.
Trustworthy and always reliable!South Campus, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Vivian did an amazing job taking care of my pets and my home!! She took my dog on walks, sent lots of pictures, and gave my cat attention and love also. Vivian … (more)

from
$40
per night
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Alba R.
3.
Pet Whisperer for hire!Tenney-Lapham, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Alba did such an amazing job taking care of our cat and dog while we were out of the country for a week. She did trips to the dog park, plenty of walks, and sen… (more)

from
$40
per night
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Erika M.
4.
Experienced Pack Leader/TrainerSun Prairie, WI, 53590
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Erika stayed with out two dogs on the night of our wedding and we could not have been more pleased! We never had to worry about our fur kids because we saw they… (more)

from
$40
per night
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Michael D.
Trustworthy & always punctualMadison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

As an owner of 2 rescue dogs that came with much baggage (sadly), Mike has found a way to break thru their fears and they just love him! My little Cali is pet… (more)

from
$50
per night
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6.
Lover of Animals & Exercise!Vilas, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Emily is amazing! We loved receiving pictures everyday of Louisa having fun:) Emily has great communication and really loves what she does. We will definitely u… (more)

from
$45
per night
Confirmed availability: Memorial day
7.
Passionate animal lover!Bluff Acres, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Brea was great! She accommodated my last minute request and my girls loved her! It gave me such a piece of mind knowing that my ladies were in such good hands. (more)

from
$30
per night
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8.
Calm home with large fenced yardWaunakee, WI, 53597
Dog Boarding, House Sitting

I can’t say enough good things about Elyse! From the moment she met Spike at the meet and greet through her stay with him at our home, she was amazing! She un… (more)

from
$35
per night
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9.
Animal lover. Very reliable.Deforest, WI, 53532
House Sitting, Drop-In Visits, Dog Walking

She was amazing! (more)

from
$25
per night
10.
I volunteered in dog rescue.Windsor, WI, 53598
House Sitting, Drop-In Visits, Dog Walking

We were a little anxious leaving our girl with "a stranger" for the first time since she adopted us. Tina made the experience so much easier. She was calm and p… (more)

from
$35
per night
Confirmed availability: Memorial day
Nature Loving Easy Going Dog WalkerTenney-Lapham, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Great dog sitter. Responsible, caring, and flexible. Would recommend! (more)

from
$30
per night
Responsible & Loving Pet SitterHeistand, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Colleen was AMAZING. My dog is a little shy but she immediately took to Colleen and was cuddling with her and rolling over for belly rubs from the first time th… (more)

from
$50
per night
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13.
Animal Caretaker/ Vet Tech StudentMadison, WI, 53718
House Sitting, Drop-In Visits, Dog Walking

I was very nervous to leave my dog this weekend but Madisyn did a fantastic job house sitting! We loved the option of being able to have her come to our house i… (more)

from
$40
per night
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14.
Mia 
Verified Background Check
Pet resort/vet assistant experienceWaunakee, WI, 53597
House Sitting, Drop-In Visits, Dog Walking

About: Dogs of all breeds and sizes welcome! I have long-term experience working at a pet resort and doggy daycare managing a variety of animals and hand… (more)

from
$60
per night
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15.
15 Years of Pet Lovin'!Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jessica was fantastic! She stayed with our pup, Bruin and cared for him and his many quirks/needs perfectly. Made our weekend away relaxing, knowing he was in g… (more)

from
$50
per night
16.
Confident experienced dog loverEken Park, MADISON, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Emily was incredibly communicative and so obviously a pet lover. I was very anxious about leaving my fairly young kitten for such a long time, but really felt a… (more)

from
$40
per night
17.
I'm just as excited for walkies.Ridgewood, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Gigi was awesome!! On time,very friendly sent me a lot of updates and pictures!! You are the best!!!! Thank you again! (more)

from
$25
per night
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18.
Never met a dog who didn’t like me!Sherman, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Arielle was very sweet and professional. She sent us pictures and kept us updated. Our house was just as we left it and our dogs had a great weekend. (more)

from
$25
per night
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19.
Love them like my ownBluff Acres, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

My 2 Dalmatians love Sophia. She cares for them as I do. My one is 100lbs and he thinks he is a lapdog. Sophia is a very sweet person. I highly recommend her. (more)

from
$30
per night
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20.
I’ll ❤️ your pets as much as you doSheridan Triangle, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

We liked Ellen before we even met her. She had clearly reviewed our profile before she responded, she was quick to respond to us, and confirmed dates and times … (more)

from
$45
per night

Rover also offers House Sitting in:

Dog owners in Cherokee Garden, 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 Cherokee Garden.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Cherokee Garden house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Cherokee Garden, Madison, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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 Cherokee Garden, 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: