House Sitting In Old Middleton Greenway

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Top rated Old Middleton Greenway house sitters

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Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
126 reviews
52 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

I interact with you very well, and vice versa. You are our go-to sitter of all time, now with Teddy as with Cindy. You are so tender and wise with our dogs.

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Dietrich G.
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
15 years of experience
Madison, WI, 53705

Katy is so wonderful that I have to leave a second review. We’ve been going through a big transition and Katy continues to meet each of my boys where they are at. Her hyper awareness, consideration, and kindness allow me to travel and not stress about any of the boys.

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Robyn S.
Sitter Profile Image: Anna H.
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Anna H.
from
$75
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

Anna is a fantastic dog sitter who goes above and beyond for her clients. Before having Anna sit for us for the first time, she made the effort to come by and visit our pup. This was so important for there reasons: 1. Gave our pup the opportunity to become friends with Anna; 2. Allowed our dog to feel comfortable in her home with this new friend; and 3. Gave us the opportunity to show Anna where the important things for our dog are in the house. Anna is prompt and communicative. She gave us photo and text updates throughout her visit. She is clearly a kind and respectful person and dogs seem to love her immediately. I will most definitely reach out to Anna again for any dog sitting/house sitting occasions.

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Lesli M.
Sitter Profile Image: Raymar F.
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Raymar F.
from
$40
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Madison, WI, 53705

Ray did a great job with both our dogs, but especially with our older thunder-phobic dog during a week in which many storms were predicted and a few happened. Her willingness to communicate, and her good questions made her a great choice for our dogs. And our dogs were clearly happy, comfortable and well-cared for in our absence. We would definitely book her again.

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Karen L.
Sitter Profile Image: Lydia S.
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Lydia S.
Star Sitter
from
$52
per night
5.0 out of 5 stars
159 reviews
47 repeat clients
10 years of experience
Middleton, WI, 53562

Lydia really stepped in when I needed her. She was not only flexible when I had a sitter that didn’t work out last minute, but she was very quick and clear with communication. She sent lots of pictures and my dog was very happy with her.

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Taylor J.
Sitter Profile Image: Robert L.
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Robert L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
269 reviews
52 repeat clients
40 years of experience
Capitol, Madison, WI, 53703

Robert was our first experience here at Rover and he was great to work with. He offer to come to our house earlier to meet with our guys, even though our booking was kinda last minute. Our dogs suffers from separation anxiety and are very vocal, but Robert was very patient with them and won them over. We would definitely recommend him to anybody looking for somebody reliable to watch over their pets and we would love to work with him again!

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Inga B.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
88 reviews
24 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and her daughter did a great job of communicating with me, though their stay was short. My cat loved the attention they gave her. Her coat was beautifully soft and clean from all the brushing. I would definitely schedule them again when I am out of town.

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Judy B.
Sitter Profile Image: Ruby K.
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Ruby K.
from
$60
per night
4.9 out of 5 stars
18 reviews
4 repeat clients
6 years of experience
Madison, WI, 53704

Ruby was great! We got back a tired, happy pup and a house as clean as we left it. We’ll definitely hire her again when we need a house sitter.

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Scott K.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$65
per night
5.0 out of 5 stars
19 reviews
3 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!

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Beth R.
Sitter Profile Image: Julia M.
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Julia M.
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
University Apartments, Madison, WI, 53705

Julia was so pleasant and professional! She asked great questions to prepare for her time with Princeton, and you could tell she really cared - Princeton warmed up to her immediately :) I highly recommend Julia and would definitely hire her again!

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Aisha B.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$40
per night
4.9 out of 5 stars
31 reviews
11 repeat clients
9 years of experience
Waunakee, WI, 53597

Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!

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Alicia S.
Sitter Profile Image: Sidney M.
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Sidney M.
from
$50
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
6 years of experience
Madison, WI, 53711

Sidney was amazing! She sent me pics and updates of my pup and took great care of him while I was away, I would 100% recommend her!!

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Hannah M.
Sitter Profile Image: Katie T.
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Katie T.
from
$60
per night
5.0 out of 5 stars
42 reviews
9 repeat clients
5 years of experience
Westmorland, Madison, WI, 53711

Katie was wonderful with my dog and a great communicator. She sent lots of updates and I could tell she was taking great care of him. She went above and beyond! I would definitely utilize her again.

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Susana S.
Sitter Profile Image: Nate G.
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Nate G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
216 reviews
76 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Glad I chose Nate to stay at my house for a week while I was on vacation. He went out of his way and bought a new leash for my dog Lacy after it snapped. He is very good with communication and sent me pictures of how she was holding up. Highly recommend and will be having him do it again.

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Tommy S.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$82
per night
5.0 out of 5 stars
120 reviews
42 repeat clients
10 years of experience
Madison, WI, 53719

Ann (again) did a great job watching our dog and house while we were on an 8 day vacation!! She sent us plenty of pictures along the way and we have high confidence in her to do it again for us next time we need her.

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Gregory B.
Sitter Profile Image: Julia G.
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Julia G.
from
$30
per night
5.0 out of 5 stars
9 reviews
3 years of experience
Middleton, WI, 53562

Julia did a great job caring for my dog, Louie, and cat, Callie! They both have health issues that require medication and Julie reviewed everything and gave them everything they needed. She also sent daily updates and pictures. I came home to healthy and happy pets and a clean home. I would definitely book with Julia again!

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Hailey L.
Sitter Profile Image: Hannah S.
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Hannah S.
from
$50
per night
5.0 out of 5 stars
53 reviews
20 repeat clients
15 years of experience
Madison, WI, 53705

Hannah house and dog sat for us for a week over the holidays while we were away. She was very responsive when setting up the arrangements - and we came home to happy pups and a clean house! She sent us several photos and updates during her stay and we always felt they were in great hands.

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Kate K.
Sitter Profile Image: Sierra P.
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Sierra P.
Star Sitter
from
$85
per night
5.0 out of 5 stars
9 reviews
7 repeat clients
2 years of experience
Greenbush, Madison, WI, 53715

About: I’ve been surrounded by and taken care of animals since I was a toddler. I grew up with all sorts of animals in the home from Guinea pigs and bunnies to dogs and birds! I’ve pet sat on occasion including dogs and cats as well as chickens and horses! I’m currently self employed and am taking on work through Rover to support my business as I’ve experienced a transition with work over the past few months. This makes me very flexible during the week and weekends. I want to provide an experience that makes you feel comfortable and your pet cared for when you aren’t able to be there. Creating an environment that reflects the care that you give your pets is my priority as a pet owner myself.

Sitter Profile Image: Maureen H.
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Maureen H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
20 years of experience
Madison, WI, 53705

Maureen left our pup and house better than when we headed off for vacation. Great communication — responsive, but also gave us space to focus on our trip. I recommend her.

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Raphaella F.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

About: I love animals and truly enjoy taking care of dogs and cats. I make sure they’re well-fed, walked, and have plenty of playtime, giving them lots of love and attention. I treat every pet as part of my family, making sure they feel comfortable, safe, and happy while under my care. I’m available to care for dogs and cats on weekends. I can provide feeding, walks, and loving companionship with care and responsibility. My available hours are from Friday at 6:00 p.m. until Sunday at 9:00 p.m. I live in an apartment with my two daughters, who are very sweet and loving with animals. We have a spacious and comfortable area where your pet can feel relaxed and happy. There are plenty of natural areas nearby where I can take your dog for walks to enjoy the outdoors and nature. I’m available on weekends, from Friday at 6:00 p.m. to Sunday at 9:00 p.m., to provide loving, responsible, and personalized care for your pet.

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Over 78
pet parents in Old Middleton Greenway have booked house sitting

Old Middleton Greenway pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We have booked Steph many times to sit for our dog and she takes excellent care of both our pup and house. She is reliable, attentive, and prompt to reply to messages. She is our go to Rover and the first person we reach out to when we need a dog sitter.

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Lexi D.
House Sitting
5.0 out of 5 stars

Allegra was great with our dog! Very responsive, genuine care, left our dog happy and home clean and tidy. Can’t wait to have her back!

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Abbey L.
House Sitting
5.0 out of 5 stars

Sophie is the Best! She was able to come on short notice to dog-sit while we were out for a long evening. She was very responsive to our texts with directions and timing. Our spirited 15 month old doodle immediately connected with her. Although we didn't expect her to, Sophie took him out for a walk to work off some of his energy. Afterward, she sent us a photo of him relaxed and content. Five stars for Sophie!

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Maree E.
House Sitting
5.0 out of 5 stars

Ray did a great job with both our dogs, but especially with our older thunder-phobic dog during a week in which many storms were predicted and a few happened. Her willingness to communicate, and her good questions made her a great choice for our dogs. And our dogs were clearly happy, comfortable and well-cared for in our absence. We would definitely book her again.

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Karen L.
House Sitting
5.0 out of 5 stars

Julia is the best! She watched our pup while we were out of town and was so good with her! She was super communicative and took such great care of our dog!

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Elise F.
House Sitting
5.0 out of 5 stars

Ruby was great! We got back a tired, happy pup and a house as clean as we left it. We’ll definitely hire her again when we need a house sitter.

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Scott K.
House Sitting
5.0 out of 5 stars

Had Sophia chill with our velcro kiddos at our hotel while we went to dinner. She updated us and was patient with their anxiety about us leaving. Will be booking with her again next time we are in town.

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Kaylyn R.
House Sitting
5.0 out of 5 stars

Julia did a great job caring for my dog, Louie, and cat, Callie! They both have health issues that require medication and Julie reviewed everything and gave them everything they needed. She also sent daily updates and pictures. I came home to healthy and happy pets and a clean home. I would definitely book with Julia again!

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Hailey L.
House Sitting
5.0 out of 5 stars

Thanks to Helen for taking wonderful care of Keon while we were gone! Helen did a great job communicating, shared tons of photos of Keon, and it was obvious that Keon was feeling happy and relaxed.

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Brandon F.
House Sitting
5.0 out of 5 stars

Hannah met our Ziggy on short notice and provided excellent care of him and our home while we were away. We highly recommend Hannah and hope she will house sit for us in the future.😁

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John H.
House Sitting
5.0 out of 5 stars

Corinne was wonderful - great updates, pictures, and came home to a happy pup. Love that she was with him during the work day too.

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Kelsey T.
House Sitting
5.0 out of 5 stars

Our home & animals were well cared for and the place was left in better shape than we left it. Daily pics and happy animals. We’re sad Kaitlyn isn’t staying in the area for long because we’d definitely book her again.

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Forrest D.
House Sitting
5.0 out of 5 stars

Isabel did a great job with our somewhat challenging dog. She was positive when giving us updates and sent lots of pics while we were gone. We would definitely use her again.

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Jenifer R.
House Sitting
5.0 out of 5 stars

Jessica did an amazing job with our dogs in our home. We will definitely have her back. Pictures everyday. Updates on their eating - they are picky eaters when we are away. She knew exactly what to do and try. Lisa

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Lisa S.
House Sitting
5.0 out of 5 stars

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.

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Leah H.
House Sitting
5.0 out of 5 stars

Jesse was great while she stayed overnight with my cat while I was on vacation. She sent pictures and videos, kept my place clean, and washed the sheets when she left. Thanks, Jesse!

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Chelsea B.
House Sitting
5.0 out of 5 stars

It’s important to find someone you trust to take care of your pets. Hannah is that person! She communicates frequently, follows the pets routines and gives them lots of love and attention. She will be our go-to for our petsitting needs.

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R H.
House Sitting
5.0 out of 5 stars

Wonderful care for our sweet golden retriever. Great communication and very attentive. We will definitely book with Alliyah again!

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Rebekah Z.
House Sitting
5.0 out of 5 stars

Ashley was an incredible sitter for our dog Ziggy while we were out of town. Ziggy is a senior dog who has recently lost his vision and also requires insulin injections, so we needed someone we could trust. Ashley handled everything with such kindness, responsibility, and attention to detail. She stayed at our home and kept us updated with thoughtful messages and photos, which gave us so much peace of mind while we were away. It was clear that Ziggy was comfortable, well cared for, and getting lots of love. We’re so grateful to have found someone we trust with Ziggy’s more complex needs. Ashley went above and beyond, and we would absolutely recommend her to anyone looking for a reliable, compassionate sitter, especially for pets who need a little extra care. Thank you!

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Monique A.
House Sitting
5.0 out of 5 stars

Kaitlyn is absolutely incredible!! We left our pup with her for 2 weeks while we were on vacation, and she was so well cared for! We got regular updates and photos, great communication, and our dog had an absolute blast with Kaitlyn! Couldn’t recommend her enough, she is our go-to sitter!!

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Elise F.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Old Middleton Greenway average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Old Middleton Greenway on Rover as of Jun 2026 was about €50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

As of Jun 2026, there are 821 house sitters in Old Middleton Greenway. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of Old Middleton Greenway house sitters respond in under an hour.

House sitters in Old Middleton Greenway have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Old Middleton Greenway.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Old Middleton Greenway house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.