House Sitting Old Middleton Greenway

Find a loving house sitter to watch over your pets and your home.

End
Search

Over 85
pet parents in Old Middleton Greenway have booked house sitting

Old Middleton Greenway, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Anna H.
from
$75
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

Anna is great. This is the second time we’ve used her and once again our dogs were happy and well taken care of. She leaves the place spotless as well.

Profile image
Karen B.
Sitter Profile Image: Lydia S.
Verified Background Check
Lydia S.
Star Sitter
from
$52
per night
5.0 out of 5 stars
164 reviews
49 repeat clients
10 years of experience
Middleton, WI, 53562

Lydia was great with Jaxon! We so appreciated her communication and photo updates. It made the house stay process very comforting knowing she was there.

Profile image
Abbey S.
Sitter Profile Image: Brenda S.
Verified Enhanced Background Check
Brenda S.
from
$40
per night
4.9 out of 5 stars
33 reviews
12 repeat clients
9 years of experience
Waunakee, WI, 53597

We just got back from a trip and Brenda was our house and animal sitter. She always takes such great care of our pets (1 dog and 2 cats) and our home. I cannot say enough good things about her. We have already reserved her for our next trip. Thanks so much, Brenda!

Profile image
Diann B.
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
91 reviews
25 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

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!

Profile image
Judy M.
Sitter Profile Image: Amy U.
Verified Enhanced Background Check
Amy U.
Star Sitter
from
$65
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
30 years of experience
Regent, Madison, WI, 53726

It was so nice to know we had a reliable, kind and experienced pet sitter! Amy took care of our two dogs, cat, and gecko and sent great pictures during her stay. We were lucky to have her!

Profile image
Beth R.
Sitter Profile Image: Andrea P.
Verified Enhanced Background Check
Andrea P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

Andrea did a wonderful job taking care of Toby and was communicative with clear updates throughout the weekend!

Profile image
Akshay R.
Sitter Profile Image: Madalyn M.
Verified Enhanced Background Check
Madalyn M.
from
$50
per night
5 years of experience
Middleton, WI, 53562

About: I enjoy caring for energetic dogs and love keeping them active through games like fetch and tug-of-war. I am a dependable and attentive pet sitter who is comfortable administering medications and providing any additional care your pet may need. I strive to build trust with every pet I care for, and I’m proud that many of my clients have chosen me as their recurring pet sitter. My goal is to ensure every pet feels safe, comfortable, and well cared for while their owners are away. I am currently available through the beginning of August and am happy to discuss scheduling to find a time that works for you. Please feel free to message me with any questions about my availability. I typically provide care in your home to help keep your pets comfortable in their familiar environment. I can also welcome your furry family members into my home for stays of up to two days, if needed. While I do not have a fenced yard, I make sure every dog gets plenty of exercise through long walks and trips to local parks. If your dog enjoys socializing with other dogs and you approve, I’d be happy to take them to a dog park for additional play and enrichment. Your pet’s safety is always my top priority. I carefully follow your care instructions and make sure every dog in my care receives plenty of love, attention, exercise, and responsible supervision. My goal is for every pet to feel safe, happy, and well cared for while you’re away.

Sitter Profile Image: Katie T.
Verified Enhanced Background Check
Katie T.
from
$60
per night
5.0 out of 5 stars
43 reviews
9 repeat clients
5 years of experience
Westmorland, Madison, WI, 53711

Katie took excellent care of our dogs and our home. We felt very comfortable with her and the dogs took to her right away. She took them for walks and sent pictures too! Thank you Katie!

Profile image
Dawn S.
Sitter Profile Image: Yvonne L.
Verified Enhanced Background Check
Yvonne L.
from
$75
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
16 years of experience
Middleton, WI, 53562

Yvonne has been absolutely AMAZING! Not only do my dogs love her, but she takes amazing care of them AND the house while I’m gone. I had a cancelled flight the night I was supposed to be back, and she graciously took care of my pups an additional day than planned, and she also picked me up from the airport! I could not recommend her enough 🙂 10/10

Profile image
Andrea F.
Sitter Profile Image: Megan B.
Verified Enhanced Background Check
Megan B.
from
$65
per night
5.0 out of 5 stars
10 reviews
8 years of experience
Madison, WI, 53719

Megan took excellent care of my pups while I was away. One of my dogs became ill right before I left. She kept me updated on his condition and her concerns, as well as handling my sassy girl! I will definitely use her services again! My pups loved her.

Profile image
Leah H.
Sitter Profile Image: Julia M.
Verified Background Check
Julia M.
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Madison, WI, 53706

Julia was great in every way possible. Very responsive, flexible and communicative. Chip and Beau loved her. She sent many pictures of them enjoying her visit.

Profile image
Adam D.
Sitter Profile Image: Ann A.
Verified Enhanced Background Check
Ann A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
129 reviews
48 repeat clients
10 years of experience
Madison, WI, 53719

Ann did a fantastic job dog sitting our very high energy and dog-reactive pup in our home for five days! She sent so many pictures and we could tell our pup was content/happy and so well taken care of. Ann also reached out to ask clarifying questions when needed and was very responsive. I highly recommend Ann!

Profile image
Claire G.
Sitter Profile Image: Tucker S.
Verified Enhanced Background Check
Tucker S.
from
$48
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!

Profile image
Sarah G.
Sitter Profile Image: Ruby K.
Verified Enhanced Background Check
Ruby K.
from
$62
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
6 years of experience
Madison, WI, 53704

Ruby was very accommodating for some last minute schedule changes that occurred on my end for a weekend away! My dog and I appreciate her so much!

Profile image
Alex S.
Sitter Profile Image: Samantha M.
Verified Enhanced Background Check
Samantha M.
Star Sitter
from
$62
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
10 years of experience
Madison, WI, 53704

Samantha was phenomenal! She provided great communication and provided good updates with my dog. She took amazing care of him. I had her housesitting for me and she was extremely respectful of my apartment as well. I would absolutely have Samantha help me out again!

Profile image
Daria D.
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
Allegra R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
139 reviews
55 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra was AMAZING at pet sitting our dog and cat while we were gone for 5 nights. She sent updates and phots as often and was great at communicating. We returned to happy and healthy pets. I felt very confident leaving my somewhat high needs cat with her. 10/10 would recommend!

Profile image
Kia H.
Sitter Profile Image: Jesse T.
Verified Enhanced Background Check
Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
27 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

Once again, Jesse is incredible with our pets. She cares for them just like we would, and I couldn’t leave them with anything less than that level of love and care. Thank you Jesse for being awesome!

Profile image
Seb A.
Sitter Profile Image: Grace H.
Verified Enhanced Background Check
Grace H.
from
$50
per night
5.0 out of 5 stars
42 reviews
5 repeat clients
6 years of experience
Madison, WI, 53711

Grace is an awesome dog sitter! She is very communicative, respectful, and most importantly, loves dogs. She stayed at our house to watch our dog, Scout, and I came home to a very happy dog even though he usually has separation anxiety. Couldn't recommend Grace enough!

Profile image
Sarah L.
Sitter Profile Image: Christina K.
Verified Enhanced Background Check
Christina K.
Star Sitter
from
$28
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
25 years of experience
Marquette, Madison, WI, 53704

Christina was great! She was punctual, communicative and ensured our girls were comfortable and safe throughout her stay. She gave periodic updates and asked questions as needed. We came home to happy girls! Thanks again, Christina

Profile image
Ariel N.
Sitter Profile Image: Amy F.
Verified Enhanced Background Check
Amy F.
from
$40
per night
5.0 out of 5 stars
17 reviews
1 repeat client
30 years of experience
Meadowood, Madison, WI, 53711

We couldn't have asked for a better experience with our recent Rover sitter! She was absolutely fantastic while watching our dog, Scooby, for the week. From the start, she excelled at being adaptable, seamlessly adjusting to Scooby’s routine and needs without any issues. We also truly appreciated the frequent, reassuring text messages and photos she sent throughout the week, which gave us total peace of mind while we were away. Most importantly, she provided Scooby with an incredible amount of love, affection, and exercise—he was a very happy pup when we returned. We highly recommend her services to anyone looking for a caring and reliable sitter!

Profile image
Zachary M.
1 / 1
View more

The median cost per night for house sitting in Old Middleton Greenway is $50

Pet parents share their Rover experiences - Old Middleton Greenway

1 / 1
5.0 out of 5 stars

Ben did a great job and taking care of Raven! Lots of pictures were sent to confirm activity and confirm happiness of my pup. She took care of her in every way and am happy he was there for her the entire time as she was having some separation anxiety at the time. Highly recommend.

Profile image
Katie T.
House Sitting
5.0 out of 5 stars

Kaitlyn was great with our older dog and kitten, sent us updates regularly! We returned to happy pets and a tidy house!

Profile image
Jessica C.
House Sitting
5.0 out of 5 stars

Louisa did a great job watching our Great Dane while we had an overnight trip. She provided frequent updates, and you can tell from talking to her how passionate she is about taking great care of the pets she watches. We came back to a clean and well taken care of home. We will definitely be having her watch Gracie again. Thanks Louisa!

Profile image
Isaac W.
House Sitting
5.0 out of 5 stars

Julia is a fantastic find! She was so wonderful with our very elderly, blind and deaf Newfoundland, and lived up our cat (and fish!) as well. We found her last minute and she was amazingly responsive. We’ll be calling her again!

Profile image
Lolly M.
House Sitting
5.0 out of 5 stars

As always, Jolie did an excellent job taking care of my dogs while I was away. Appreciate her thoughtful care!

Profile image
Erick S.
House Sitting
5.0 out of 5 stars

Ruby again took great care of our boys and our home while we were on a 5 day trip. Everything went well.

Profile image
Larry S.
House Sitting
5.0 out of 5 stars

My pets had a great time with Devon, who was communicative with any questions and reported on how they were doing. When I returned, all 3 pets were happy and rested. I am definitely contacting him again.

Profile image
Wendy B.
House Sitting
5.0 out of 5 stars

Andrea did a wonderful job taking care of Toby and was communicative with clear updates throughout the weekend!

Profile image
Akshay R.
House Sitting
5.0 out of 5 stars

Shaina is simply amazing. The best pet sitter we have ever had and I’ll never book anyone else if I can help it! My animals all adore her, even my shy cat, and she is fully self sufficient and impeccable at handling all the house responsibilities

Profile image
Grace K.
House Sitting
5.0 out of 5 stars

Allegra gave us so many updates and photos while we were away. She made our pets be so safe and comfortable while we were away on vacation.

Profile image
Holly F.
House Sitting
5.0 out of 5 stars

Isabel was wonderful! She sent a lot of great pictures to keep us up to date on how the cats were doing. She also took wonderful care of the house. Don't hesitate to book Isabel!

Profile image
Amy W.
House Sitting
5.0 out of 5 stars

Joel was excellent with our dogs and even made them a pillow fort when they were scared of the fireworks. We will definitely book with him again!

Profile image
Travis T.
House Sitting
5.0 out of 5 stars

Julia did an amazing job watching my dogs and I would highly recommend her. Her communication was great and she even sent me pictures of my happy dogs throughout the week.

Profile image
Sara S.
House Sitting
5.0 out of 5 stars

Anna is the best! She’s a great communicator and our cats love her. That’s why she’s been our go-to sitter for several years now!

Profile image
Claire W.
House Sitting
5.0 out of 5 stars

My dogs both were very happy in Jesse's care. She communicates frequently with pictures. Would use again.

Profile image
Brenda W.
House Sitting
5.0 out of 5 stars

Helen stayed at our home and took wonderful care of our pets. She was a great communicator before, during and after her stay. We received regular updates and photos of our pets, which was really comforting. Helen was conscientious and careful about following the instructions we provided. She left our house and animals in great condition! We'd love to have her back to sit again!

Profile image
Susie M.
House Sitting
5.0 out of 5 stars

Alliyah did a great job with our furbabies while we were on a 2 week vacation. We appreciate returning to our home and knowing they were cared for. Thank you!

Profile image
Heather R.
House Sitting
5.0 out of 5 stars

Yvonne - she was very responsive friendly on-time and our dog and her got along good. She keep us Informed. She was flexible and cheerful. I do highly recommend her.

Profile image
Paula and Russell N.
House Sitting
5.0 out of 5 stars

We are so glad to have met Sophie! In addition to being a strong communicator, Sophie has a genuine desire to ensure your fur baby is well taken care of. She asks great questions, is detail-oriented, and is great about sending updates while you're away. I highly recommend Sophie and would definitely book her again!

Profile image
Aisha B.
House Sitting
5.0 out of 5 stars

Thank you for taking great care of JJ! He was so happy while his regular humans were away. We appreciate the professionalism and detail that you put into your work. Take care and see you next time!

Profile image
Katie B.
House Sitting
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Old Middleton Greenway

Select a filter and find qualifying sitters offering house sitting.

Sitters in Old Middleton Greenway average 4
repeat house sitting clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge