House Sitting In Westhaven Trails

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Westhaven Trails house sitters

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: Ann A.
Verified Enhanced Background Check
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

Great experience with Ann watching our dogs and house for two nights. Very responsible, shared updates with photos, would hire again without hesitation.

Profile image
Benjamin L.
Sitter Profile Image: Sidney M.
Verified Enhanced Background Check
Sidney M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
5 reviews
4 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!!

Profile image
Hannah M.
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
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 Sammy are a great team! They are very caring and conscientious pet sitters. They give our 6 month old puppy lots of love, attention and playtime. Our pup just loves them! Thank you for the great care and peace of mind it gives us while we are away!

Profile image
Ben D.
Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Anna H.
from
$38
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
2 years of experience
Verona, WI, 53593

Anna did an outstanding job of caring for and entertaining our energetic 5 month old yellow lab puppy. She even took time to work on commands with our girl! Our pup is always excited and happy to see Anna. Thanks!

Profile image
Ben D.
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
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

Allegra was absolutely wonderful when house sitting our dog franklin over a long weekend. She took on the additional challenge of caring for him when he was on heartworm treatment and did a great job attending to his special medication and low exercise needs. We came back to a happy dog and we know he was well cared for. She sent multiple picture updates each day. We will definitely contact her again in the future to watch franklin!

Profile image
Kelsey K.
Sitter Profile Image: Kaitlyn J.
Verified Enhanced Background Check
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

Kaitlyn accommodated a last minute request for us, which really helped us out. She did an amazing job with our energetic puppy, he was happy and well taken care of. Our house was in left great shape. Would love to use her services again.

Profile image
Elizabeth H.
Sitter Profile Image: ariel s.
Verified Enhanced Background Check
ariel s.
from
$47
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
20 years of experience
Madison, WI, 53711

Ariel was such a great sitter. She sent lots of updates and photos. It was clear that my cat adored her and had a great time with her.

Profile image
Monica O.
Sitter Profile Image: Jacki J.
Verified Enhanced Background Check
Jacki J.
from
$40
per night
5.0 out of 5 stars
5 reviews
25 years of experience
Maple-Prairie, Madison, WI, 53719

Jacki is amazing!!!! I cannot say enough good words about her! She provides constant updates with great information about the my pets and lots of very cute photos! She made me feel super confident that my pets are well taken care of so I don’t have to worry about them. There’s always an update coming my way right when I wanted to check. She also has great attention to details and noticed that I had a perishable package delivered. She checked in with me to get my permission for next steps and I really appreciate how she approached that situation. It is an amazing experience having Jacki as a sitter. I would highly recommend her to anyone considering.

Profile image
Maggie L.
Sitter Profile Image: Michelle S.
Verified Background Check
Michelle S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
135 reviews
55 repeat clients
4 years of experience
Madison, WI, 53719

Michelle was great with our 2 Goldens!! She was truly concerned with their needs and routine!! Asked questions and kept us informed of their well-being while we were away!! We will definitely be asking her to come back! ??

Profile image
Julie L.
Sitter Profile Image: Tucker S.
Verified Enhanced Background Check
Tucker S.
from
$38
per night
10 years of experience
Verona, WI, 53593

About: I have had dogs since my childhood and have worked with breeds of different sizes and backgrounds, including some with special needs. In my home life, I have two cats that I adore and spend much of my free time with. I’m available all day on weekends, as well as from 5:30pm onward on weekdays (typically). If you have specific requirements for your animal let me know and we can create a schedule that works best for you! I can perform any specific needs that your pet may need. One of my own pets has special medical requirements, so I am familiar with taking care of animals that need extra care.

Sitter Profile Image: kylie l.
Verified Enhanced Background Check
kylie l.
from
$58
per night
5.0 out of 5 stars
87 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.

Profile image
Sean P.
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: Ann M.
Verified Enhanced Background Check
Ann M.
from
$28
per night
5.0 out of 5 stars
3 reviews
2 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.

Profile image
Kyle T.
Sitter Profile Image: Jess B.
Verified Enhanced Background Check
Jess B.
Star Sitter
from
$74
per night
5.0 out of 5 stars
56 reviews
17 repeat clients
10 years of experience
Madison, WI, 53719

Our pup and kitty absolutely loved Jess and so did we! Jess was very communicative, sent multiple pictures, and took such good care of our fur babies. I contacted Jess with very last minute notice because our sitter canceled, but I am so happy things worked out as they did. We will definitely book with Jess in the future and would recommend her to anyone needing pet sitting.

Profile image
Anna B.
Sitter Profile Image: Katie T.
Verified Enhanced Background Check
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 great with my dog. You can tell she really cares about my guy and appreciates his quirkiness! I will definitely have Katie watch him again. In fact, she is watching him again next weekend!

Profile image
Micha M.
Sitter Profile Image: Evelin C.
Verified Enhanced Background Check
Evelin C.
from
$41
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
3 years of experience
Verona, WI, 53593

This was our first time booking Evelin, and she did a fantastic job house sitting for our two Labrador puppies. They were clearly excited to see her when she arrived, which immediately put us at ease. Evelin spent plenty of time playing with them in the yard, which is one of their favorite activities, and made sure they received lots of attention and exercise. We returned home to happy, tired, and well cared for puppies. We will definitely book with her again.

Profile image
Ben D.
Sitter Profile Image: Briana L.
Verified Enhanced Background Check
Briana L.
from
$40
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Madison, WI, 53711

Excellent, kind, considerate dog sitter. Briana sent us pictures daily of our dog, she walked him extensively and also helped to work on some training with him. Briana knew how to handle our dog who has some reactivity and anxiety. She was respectful of our home, prompt and great with communication and care !

Profile image
Amy K.
Sitter Profile Image: Kyra H.
Verified Enhanced Background Check
Kyra H.
from
$50
per night
4.9 out of 5 stars
18 reviews
2 repeat clients
9 years of experience
Verona, WI, 53593

We are so extremely pleased with the petsitting services Kyra provided while staying overnight to care for our 11 year old 60 lb lab mix Macy who had surgery three weeks prior. Kyra is so very kind and wonderful with our dog and she administered Macy’s daily arthritis meds. I know Macy misses Kyra already and so do I. Do not hesitate to have Kyra assist with your house and petsitting needs. She’s wonderful and we highly recommend her!

Profile image
Tammy & Mike S.
Sitter Profile Image: Nicholas & Lauren R.
Verified Enhanced Background Check
Nicholas & Lauren R.
from
$75
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
38 years of experience
Fitchburg, WI, 53711

Lauren and Nia were great with our pets and us! This was our first time using pet sitters and they really helped put us at ease through the process. With picture and video updates we knew our dogs and cats were having a good time and being well cared for. Highly recommend using them!

Profile image
Jessica F.
Sitter Profile Image: Tatyana K.
Verified Enhanced Background Check
Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
72 reviews
23 repeat clients
4 years of experience
Fitchburg, WI, 53713

Tatyana did a great job with our three dogs who range in size from a 90 lb German shepherd down to a 25 lb mutt. She sent pictures and videos, and with it being the first time she watched our dogs, it made me feel 100x more comfortable. We also had one dog who needed to take medication that she ensured was administered.

Profile image
Paige S.
1 / 1
View more sitters

Over 14
pet parents in Westhaven Trails have booked house sitting

Westhaven Trails pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Amy took great care of our pups..she stayed with them and left out house as clean as when she got there. She gave us periodic reports and pictures and was willing to be flexible when we thought our flight would be canceled.

Profile image
Rory Hemp B.
House Sitting
5.0 out of 5 stars

Azaria agreed to take over care of our pets very last minute, when our booked sitter was delinquent and couldn’t be reached for more than 12 hours. She was very communicative and took good care of our pets from there on. Kept our house in good condition as well for the stay! Would definitely recommend.

Profile image
James W.
House Sitting
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.

Profile image
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!

Profile image
Abbey L.
House Sitting
5.0 out of 5 stars

Emma was a great sitter! We will definitely use her again! She sent lots of updates and our guy was very happy the whole time. She also kept our house very clean.

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

Super communication and easy to work with. Kept us updated through text messages and pictures. Would love to work with her again and highly recommend!

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

Ann took great care of our dogs over a long weekend, including our elderly dog. Would definitely hire again!

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

Jacki is amazing!!!! I cannot say enough good words about her! She provides constant updates with great information about the my pets and lots of very cute photos! She made me feel super confident that my pets are well taken care of so I don’t have to worry about them. There’s always an update coming my way right when I wanted to check. She also has great attention to details and noticed that I had a perishable package delivered. She checked in with me to get my permission for next steps and I really appreciate how she approached that situation. It is an amazing experience having Jacki as a sitter. I would highly recommend her to anyone considering.

Profile image
Maggie L.
House Sitting
5.0 out of 5 stars

Annalesse did so great with our 2 cats and 2 dogs. She is reliable and came on time. An expert at following instructions; everyone got their supplements with meals and treats daily. She sent us picture updates every day & was able to medicate and take time to let our shy/finicky cat eat as well which meant a lot. 10/10 would book with her again!

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

Great job with our two dogs. Spent lots of time at our house over a long weekend. Sidney was flexible with our schedule (even when I scheduled for the wrong weekend). 10/10 would book again.

Profile image
Duncan P.
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.

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

Maria did a great job. We needed a last minute house sitter for our 2 German Shepherds, who are sweet but not low maintenance :). We came home to happy non-anxious doggos, and the house seemed in better shape than we left it. Thanks Maria!

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

James was great! He came over to meet our 3 cats before his overnight stay which helped us feel more comfortable. He swept and cleaned, everything is just as we left it! He was great at communicating check in and questions , provided photos which was so cute and much appreciated! 10/10 would recommend and book again

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

This was my second time booking with Monica and she delivered wonderful care to my large pack once again! Highly recommend!

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

Kira is awesome! She took great care of my pets and sent lots of updates with pictures. The pets were happy and the house was clean when we got back. Highly recommend Kira if you’re looking for a reliable sitter!

Profile image
Laura D.
House Sitting
5.0 out of 5 stars

Mandi was excellent! Her communication was impeccable something that we have struggled with past sitters. She was a natural with our two small dogs and gave us the peace of mind we have been looking for. We will definitely use her again!!

Profile image
Tracy Y.
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.

Profile image
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!

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

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!

Profile image
Ben D.
House Sitting
5.0 out of 5 stars

Robert saved the day! Well, a few days actually. I am very grateful that he was able to watch my pups after another sitter cancelled pretty close to my trip. He was very forthcoming right from the beginning about how he would be able to help and what wasn't realistic for his schedule and we were able to sort something out that worked for all involved. My dogs (including the more timid one) seemed to respond well to him right away upon meeting. During the trip, he sent updates and loads of pictures, which was very much appreciated. And left the light on for my late return without me having to ask, which was great because I wouldn't have remembered to ask! I felt really good about this experience and would happily recommend Robert.

Profile image
Heather D.
House Sitting
1 / 1
Find pet care near you

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 Westhaven Trails 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 Westhaven Trails 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 Westhaven Trails 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.

If you’re searching for a Westhaven Trails house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 820 house sitters in Westhaven Trails. 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 Westhaven Trails house sitters respond in under an hour.

House sitters in Westhaven Trails 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 Westhaven Trails.

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. Westhaven Trails 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.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.