House Sitting in Greentree, 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: Juneteenth Weekend
Sitter Profile Image: Louisa M.
Sitter Profile Image: Louisa M.
1.
Your Weekend Sitter/Walker!
Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Louis and her family took good care of my dog. He seemed very happy the entire time and enjoyed their company. She made sure to send lots of pictures and check … (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Ashley E.
Sitter Profile Image: Ashley E.
2.
Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley was so great with our two pups. She shared pictures and updates during our time away and was really patient with our energetic puppy and also made sure … (more)

from

$55

per night
Calendar Recently Updated
Sitter Profile Image: Bhairvi M.
Sitter Profile Image: Bhairvi M.
Homely, fun and loving pet boarder
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

So grateful we found Bhairvi! She took care of our large breed dogs over the weekend when we were in a pinch. We came home to two happy dogs and a well cared fo… (more)

from

$70

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Kate K.
Sitter Profile Image: Kate K.
4.
Cared for as if you were home
Middleton, WI, 53562
House Sitting, Drop-In Visits

Kate took great care of Farrah and sent daily updates. Our house was in the same condition when we got home, too. We would book her again the next time we trave… (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Ash K.
Sitter Profile Image: Ash K.
5.
Ash 
Verified Background Check
No Paws Left Behind!
Madison, WI, 53705
House Sitting, Drop-In Visits

We're so glad to have found Ash! Our nervous and sometimes reactive dog way well cared for and the house in great shape when we return. We also get lots of ph… (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Nicole M.
Sitter Profile Image: Nicole M.
6.
Passionate pet sitter and vet tech
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking

Nicole spent the day with my 3 Keeshonds, while I was gone, and it went great! Nicole is friendly, positive and was awesome with the dogs. I will definitely b… (more)

from

$55

per night
Calendar Recently Updated
Sitter Profile Image: Chalee T.
Sitter Profile Image: Chalee T.
7.
Happy and tuckered out dogs
Leopold, Fitchburg, WI, 53713
House Sitting, Drop-In Visits

Chalee did a wonderful job staying with our two dogs. She sent us lots of pictures of the dogs while we we away which I loved. She is a great dog sitter! (more)

from

$50

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Sara J.
Sitter Profile Image: Sara J.
8.
I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking

Sara is the best! Wonderful with our two dogs, communicative, and trustworthy. Will definitely book again. (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Jenny P.
Sitter Profile Image: Jenny P.
9.
Furbaby is family, insured
Fitchburg, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

We had a fantastic experience with Jenny, definitely the best pet sitter we have ever had!! We could tell from the very start that she was trustworthy and relia… (more)

from

$85

per night
Sitter Profile Image: Sarah N.
Sitter Profile Image: Sarah N.
10.
Always up for a game of fetch!
Greenbush, Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

Sarah was great watching my dogs this weekend! They are both pretty shy, and they warmed up to her on the first night! I received multiple updates and was able … (more)

from

$45

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Mary C.
Sitter Profile Image: Mary C.
11.
Experienced, Responsible Dog-lover!
Madison, WI, 53719
Boarding, House Sitting

Mary was great with Roscoe! We will definitely be asking her to house sit for us again. (more)

from

$44

per night
Sitter Profile Image: Camille M.
Sitter Profile Image: Camille M.
12.
Active, outgoing, dog lover!
Middleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Camille was a calm, patient, positive influence on my young, driven spaniels Bertie. She was resourceful in dealing with a challenging barking situation. On my… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Kelly M.
Sitter Profile Image: Kelly M.
13.
Flexible evening/weekend schedule
Dudgeon-Monroe, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Kelly is an extremely reliable and trustworthy petsitter. When Kelly looked after my cat Dipsy, I was certain that Dipsy was getting all of the care and love th… (more)

from

$55

per night
Sitter Profile Image: Brenna W.
Sitter Profile Image: Brenna W.
14.
Home is where the dog is.
Verona, WI, 53593
Boarding, House Sitting, Dog Walking

Brenna was fantastic!!! I always appreciate getting updates and pictures and we got a bunch when Brenna watched our pup. We’ll definitely use her help again! (more)

from

$35

per night
Sitter Profile Image: Stephanie O.
Sitter Profile Image: Stephanie O.
Energetic dog walker
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

This was our first time using a dog sitter who wasn’t family and Stephanie was so helpful, putting us at ease with her daily updates and photos. Our dog can be … (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Taylor R.
Sitter Profile Image: Taylor R.
16.
Ready to be your dogs best friend!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Taylor watched our dogs over the weekend while we were away and did a fantastic job. We came home to some very happy pets! We would happily book with Taylor aga… (more)

from

$48

per night
Calendar Recently Updated
Sitter Profile Image: Katie & Jonathan H.
Sitter Profile Image: Katie & Jonathan H.
Experienced Pet Sitter
Madison, WI, 53715
House Sitting, Drop-In Visits

Katie house-sat for our dog over the weekend, and all went well! He’s an older guy who needs daily meds and some company (especially overnight). Katie sent dail… (more)

from

$50

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Lynn H.
Sitter Profile Image: Lynn H.
18.
Attentive and Communicative
Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Lynn was awesome! Super communicative and took great care of Goose (more)

from

$60

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Bree C.
Sitter Profile Image: Bree C.
19.
Not-So-Crazy Cat Lady
Madison, WI, 53711
House Sitting, Drop-In Visits

Bree took care of our five month old pup for five days! She is very professional and clearly experienced. She worked with us to outline a care plan for our pup … (more)

from

$60

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Sarah M.
Sitter Profile Image: Sarah M.
20.
Cat lover and responsible worker
Verona, WI, 53593
House Sitting, Drop-In Visits

Sarah stayed with our three kitties at our house for a weekend. She gave us peace of mind, knowing that they and the house were taken care of. She is profession… (more)

from

$45

per night

When it comes to house sitting, dog owners in Greentree, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of house sitting in Greentree may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Greentree house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Greentree, Madison, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Greentree house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Greentree, 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:

House Sitting