House Sitting Westhaven Trails

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Over 28
pet parents in Westhaven Trails have booked house sitting

Westhaven Trails, 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: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
94 reviews
26 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and Sammy did an excellent job of taking care of our 7 month old puppy! They spent time playing with her and working with her on training so she is prepared for her puppy class tomorrow! Thank you!

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Ben D.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$37
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

Cassandra was a great fit for our family and dog! She gave great updates and went above and beyond with what was needed for the week. We appreciated the great communication and care she took.

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Erin S.
Sitter Profile Image: Marianne C.
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Marianne C.
from
$95
per night
5.0 out of 5 stars
27 reviews
2 repeat clients
20 years of experience
Madison, WI, 53703

Marianne watched our dog Stella and our cat Star while we were away. Both were so well taken care of -- I wasn't worried about them one bit in Marianne's care. She took Stella on long, sunny walks. Both pets got plenty of attention, and we got to have a relaxing weekend away. Thank you Marianne!

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Amy B.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
145 reviews
55 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: Ann A.
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Ann A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
136 reviews
52 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!

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Claire G.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

Hanna was awesome with all the doggies while we were away, she kept us updated every day with photos and comments. Thank you for taking care of them!

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Mik R.
Sitter Profile Image: Sydney W.
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Sydney W.
Star Sitter
from
$27
per night
5.0 out of 5 stars
43 reviews
14 repeat clients
4 years of experience
Oregon, WI, 53575

Sydney was great! The dogs loved her and they were well taken care of. We got pictures of them being their loving (needy) selves. The house was taken care of as well.

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Don C.
Sitter Profile Image: Meta M.
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Meta M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
52 reviews
10 repeat clients
25 years of experience
Verona, WI, 53593

Meta took great care of our 2 pugs. I felt totally comfortable leaving for 5 days and her caring for the dogs. We came home and the house was very clean. She even made us a delicious quiche. I am not saying everyone should expect a quiche, but that was very thoughtful! would deinately use Meta in the future. I highly recommend her.

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Denise R.
Sitter Profile Image: kylie l.
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kylie l.
from
$58
per night
5.0 out of 5 stars
88 reviews
26 repeat clients
1 year of experience
Madison, WI, 53719

Kylie was very communicative and really helped us out with a last minute booking on a holiday. She was punctual, sent great updates, and instantly put our senior dog at ease. We were nervous using Rover for the 1st time, but we would highly recommend her services and will absolutely call her again the next time we need someone.

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Sean P.
Sitter Profile Image: Poorna D.
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Poorna D.
from
$55
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
12 years of experience
Verona, WI, 53593

Poorna was so kind and accommodating! She was super patient with my anxious pups, and made sure to send daily pictures and updates. Will definitely rebook in the future!

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Rachel V.
Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
78 reviews
24 repeat clients
4 years of experience
Fitchburg, WI, 53713

Tatyana was great with my pups! She provided the perfect amount of updates and even left me flowers and a note congratulating me on my first home purchase ☺️

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Samantha K.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
30 years of experience
Fitchburg, WI, 53593

Ann was wonderful with our puppy. She was very responsive to our messages and flexible when we needed to change things. We felt our puppy was in great hands when we were away and she even taught her a few commands. Will definitely recommend her to others.

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Kyle T.
Sitter Profile Image: Zachary M.
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Zachary M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
31 years of experience
Vilas, Madison, WI, 53711

This is our second experience booking. We had another wonderful experience. Our dog Nova was so happy and relaxed. We received detailed updates, photos, and videos. Our house was well cared for. We highly recommend and will definitely work with him again!

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Nicole S.
Sitter Profile Image: Evelin C.
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Evelin C.
from
$42
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
3 years of experience
Verona, WI, 53593

Great experience! Our sitter took wonderful care of our two Labrador puppies—playing with them in the yard, giving them a special treat, and keeping them happy and content. We loved receiving photos of them playing and resting peacefully. Highly recommend!

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Ben D.
Sitter Profile Image: Annalesse B.
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Annalesse B.
from
$35
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
5 years of experience
Madison, WI, 53719

Annalesse did a great job taking care of my dog while I was out of town at a wedding. It was my first time leaving my dog with stranger and I was nervous but annalesse did a great job of ensuring Bandit was well cared for! I received plenty of pictures and my girl had a great time!

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Jett M.
Sitter Profile Image: Teagan R.
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Teagan R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
97 reviews
31 repeat clients
12 years of experience
Westmorland, Madison, WI, 53711

Have had Teagan stay with our two pups a few times and we always come home to happy pups and a spotless house. Great communication and lots of pictures.

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Hanna E.
Sitter Profile Image: Austin M.
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Austin M.
from
$65
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
29 years of experience
Park Ridge, Madison, WI, 53719

About: Caring for dogs isn't just something I do. It's something I'm genuinely passionate about. I have experience caring for dogs of all ages, personalities, and energy levels, from young puppies learning routines to senior dogs who need a little extra patience and attention. I understand that every dog is different, and I take the time to get to know each pet's unique needs. I'm comfortable with feeding schedules, administering oral medications, crate training, basic puppy training, leash walking, playtime, and providing plenty of love and attention. I'm also attentive to changes in behavior or health and believe it's important to catch anything unusual early and communicate it with owners right away. I know how stressful it can be to leave your pet with someone else, so I make it my priority to provide a safe, clean, and calm environment where they feel comfortable. Whether your dog loves long walks, playing fetch, or simply relaxing with company, I'll make sure they receive the care and attention they deserve. Communication is very important to me. I'll provide regular updates, photos, and messages so you can enjoy your time away knowing your pet is in good hands. My goal is to care for every pet as if they were my own and give owners complete peace of mind. Pet care is already a major part of my daily routine. My day is structured around caring for dogs, so adding walks, drop-in visits, daycare, or boarding fits naturally into my schedule. Because I'm already following consistent routines for feeding, exercise, potty breaks, playtime, and cleaning, I'm able to provide dependable, attentive care throughout the day. I have a flexible schedule that allows me to give pets the time and attention they deserve rather than leaving them alone for long periods. Whether your pet needs a consistent routine, extra exercise, medication, or simply companionship, I'm committed to making sure they feel safe, comfortable, and well cared for while you're away. Safety and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I make sure every pet is in a clean, secure, and calm environment where they can feel relaxed and stress-free. I follow each pet’s routine closely, including feeding schedules, potty breaks, exercise, and any special instructions provided by the owner. I pay close attention to behavior and overall well-being so I can quickly notice if something seems off and communicate right away. In my care, pets are never left unattended for long periods. I supervise interactions, provide structured playtime, and ensure a safe environment at all times—especially when introducing pets to new surroundings or other animals. I also respect the client’s home fully when providing in-home care, keeping everything clean, secure, and exactly as I found it. I understand how important trust is when someone allows you to care for their pet or enter their home, and I take that responsibility seriously. My goal is to make sure pets feel safe, loved, and comfortable, while giving owners complete peace of mind through clear communication and reliable care.

Sitter Profile Image: Chelsea G.
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Chelsea G.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
23 years of experience
Middleton, WI, 53562

About: My whole life I’ve grown up with dogs and cats, having 3 different dogs and 10 cats over the years. I’ve been one of the main caretakers in my family of our pets. Walking, feeding, bathing, and cutting nails are examples of some of the things I’ve grown up doing for our pets. I worked in a veterinary clinic for the past year and I will be a first year student in veterinary school starting this fall. I’m entirely free this summer until classes start! Once the fall hits and I start veterinary school my availability will become more limited but as of now I’m super free. I use extreme care for any animals I’m taking care of and I’m a very attentive person to their needs and what they want and enjoy. I have a lot of experience with taking care of dogs and cats from growing up with pets, volunteering, and working in veterinary clinic. I’ve gained a lot of knowledge on how to properly care for your pet whether that be in a home or on a walk. I have a huge passion for animals and always pour so much love into any pet that is around me and under my care.

Sitter Profile Image: Magan E.
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Magan E.
from
$40
per night
5.0 out of 5 stars
34 reviews
15 repeat clients
13 years of experience
Madison, WI, 53719

Magan watched our pup Indie at our house while we were out of state for a few nights. She was amazing, posted lots of updates to her instagram for us to see, and Indie definitely loved her! He had plenty of playtime while we were gone ?.

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Allison S.
Sitter Profile Image: Emma W.
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Emma W.
from
$85
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
12 years of experience
Madison, WI, 53719

Emma did an amazing job sitting for our dogs! She was communicative, detail-oriented, and left the house looking great. We will definitely book with her again!

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Alex P.
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The median cost per night for house sitting in Westhaven Trails is $50

Pet parents share their Rover experiences - Westhaven Trails

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5.0 out of 5 stars

Jesse was absolutely amazing with Snowy! Her communication was great, and I loved getting all the frequent picture updates while I was away. She was super punctual, paid really close attention to Snowy's routine, and showered her with love. I couldn't have asked for a better sitter and will 100% be booking with her again!

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Elaine P.
House Sitting
5.0 out of 5 stars

Austin took great care of our bulldog, Uecker and provided us updates throughout about how he was doing!

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Allison B.
House Sitting
5.0 out of 5 stars

Amy took great care of my new puppy, and her passion for fur babies really shone through. She was communicative, attentive, and shared some fun photos with me while I was away. I would definitely use her again!

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Janice B.
House Sitting
5.0 out of 5 stars

Annalesse was so sweet and attentive while caring for our 15yr old beagle. We received plenty of updates and pictures and our mind was at total ease knowing she was there! She asked good questions and left the house nice and clean for us! We will most definitely be rebooking, thanks annalesse!!!!

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Kelly R.
House Sitting
5.0 out of 5 stars

Ann was so communicative, patient, and respectful of our home and pets. I am so grateful to have found her!

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Vidya G.
House Sitting
5.0 out of 5 stars

Melvin stepped in on very short notice and took great care of my two big dogs. He stayed at the house and left it in great shape when he left. The dogs liked him and were in great shape when I got home. Thanks to Mel for saving the weekend for us.

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ann s.
House Sitting
5.0 out of 5 stars

Justine took good care of our two dogs and home while we were away for two weeks, including an unexpected necessary visit to the vet for one of our dogs. Highly recommend.

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Lauren L.
House Sitting
5.0 out of 5 stars

Azaria did a great job house sitting with Ollie. This was my first experience with Rover, and it was nice to meet Azaria before we left on our trip. She sent daily pictures and updates. The house was very tidy when we returned. Will definitely choose her again.

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Maureen L.
House Sitting
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.

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Katie T.
House Sitting
5.0 out of 5 stars

Anna took great care of our pup and our home! She applied eye medication and was great about communication. We would love to have her back again sometime.

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Allison B.
House Sitting
5.0 out of 5 stars

I'd give Emma 10 stars if that was an option. Emma stayed at my home for 6 nights, to care for my 6.5 year Frenchie who required special attention and Tess, the newest member of my pack weighing in at 11lbs at only 3 months. Emma clearly understood my concerns with leaving a new pup and resident pooch who were still getting acquainted, and gave both pups the love they were accustomed to, collectively and on a solo basis. Emma vacuumed and made sure my home was clean and in the same condition I left it for her, my plants were watered and the garbage was taken out. Yay! Both pups seem very happy and stress free when I got home, for which I couldn't be more happy. Side note: I'm sure there's a bit of sticker shock with Emma's fee, but her premium is well deserved and earned and I have no hesitation to contact Emma for future house and puppy/dog sitting needs.

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Susan D.
House Sitting
5.0 out of 5 stars

Hanna was awesome with all the doggies while we were away, she kept us updated every day with photos and comments. Thank you for taking care of them!

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Mik R.
House Sitting
5.0 out of 5 stars

Camille did a great job taking care of Sandy and my home! She kept in touch as requested and helped me feel confident that Sandy was in good hands while we were out of the country(and out of touch at times). I was comfortable trusting Camille with Sandy's daily care for several weeks and also medical care if needed. Camille is welcome back in my home and I will invite her to take care of Sandy the next time we need a sitter. Thank you!

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Rita W.
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!

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Erick S.
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

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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.

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Holly F.
House Sitting
5.0 out of 5 stars

Evelin was an absolute rockstar. She sat for our two older dogs and a rambunctious young one. We joked that the dogs are going to have unrealistic expectations of us now because Evelin was SO attentive with them. She sent constant pictures, and they were clearly loving the attention and love. She clarified any questions she had, and we felt totally confident that the dogs were in great hands—she followed up that she was following our instructions for feeding and meds. We would hire Evelin again immediately, and I’d recommend her to any pet parents, even if your dogs have some extra needs. If we go on a trip again, she’s our first call!

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Lauren G.
House Sitting
5.0 out of 5 stars

Maya did a wonderful job with our very senior dog. She took care of all his needs while we’re gone and even did a nail trim. Communication was great. Looking forward to having her help us out again.

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Karen R.
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!

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Claire 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!

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Susie M.
House Sitting
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