House Sitting Westchester Gardens

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

End
Search

Over 20
pet parents in Westchester Gardens have booked house sitting

Westchester Gardens, 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: Samantha M.
Verified Enhanced Background Check
Samantha M.
Star Sitter
from
$59
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
10 years of experience
Madison, WI, 53704

Samantha is a very good worker. She is very responsable and she is always on time. She took care of Rokko very well and Rokko was very happy since the first moment. We appreciated her work very much.

Profile image
Sonia M.
Sitter Profile Image: Ruby K.
Verified Enhanced Background Check
Ruby K.
from
$62
per night
4.9 out of 5 stars
23 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: Elizabeth K.
Verified Enhanced Background Check
Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
46 reviews
15 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Elizabeth was amazing with my dog while I was traveling for work. She sent daily updates and many pictures. I would definitely use her services again.

Profile image
Fernanda R.
Sitter Profile Image: Krista I.
Verified Enhanced Background Check
Krista I.
from
$58
per night
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Sun Prairie, WI, 53590

Krista was great! She asked thorough questions and sent pictures throughout the day - no complaints!

Profile image
Erin D.
Sitter Profile Image: Cassandra B.
Verified Enhanced Background Check
Cassandra B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

Cassandra was great! So nice to have someone stay with Leo while we were gone. Way less stressful for him and us. Thanks Cassie, we’ll be rebooking for our next trip!

Profile image
Matthew B.
Sitter Profile Image: Robert L.
Verified Background Check
Robert L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
270 reviews
52 repeat clients
40 years of experience
Capitol, Madison, WI, 53703

Robert did such a good job sitting for my dog Ozzie at my condo. He was very attentive to detail, asked good questions, sent me lots of photos and seemed to really enjoy spending time with Ozzie. Made my trip worry-free!

Profile image
Karen R.
Sitter Profile Image: Tonisha A.
Verified Background Check
Tonisha A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
50 reviews
12 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Tonisha took a last minute job with an even more last minute extra dog added due to family arriving in town with their dog. She took great care of the animals and was responsive and reliable throughout the process! We got lots of photos and videos.

Profile image
Laura B.
Sitter Profile Image: Victoria U.
Verified Enhanced Background Check
Victoria U.
from
$50
per night
22 years of experience
Madison, WI, 53718

About: I love dogs of all ages and temperaments! I have lots of experience walking dogs, playing fetch and tug-of-war, and cleaning up any messes along the way! I’m currently working part-time, so I have plenty of time to take care of pups! My schedule changes weekly, so I’m available for lots of walks, and can be available for plenty of house-sitting with enough notice! I prefer to dog sit in clients homes rather than my own since I’m in an apartment. I’d also love to bring my own dog if your pup is open to making a new friend!

Sitter Profile Image: Renee L.
Verified Background Check
Renee L.
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Renee was ABSOLUTELY AMAZING! So accommodating, GREAT communication and just a really great person to work with. You know your dog is getting 100% attention and love when you come home and they're completely worn out. At an energetic year old, Asha NEVER gets worn out from playing...that is until she met her match in Renee! This was out first time using Rover and it was last minute and I had my concerns just because we had to trust this person in our home for the first time without ever meeting her. Every concern was gone as soon as I met Renee! I can't recommend her highly enough! She's amazing!!!

Profile image
Theresa F.
Sitter Profile Image: Mary M.
Verified Enhanced Background Check
Mary M.
from
$45
per night
5.0 out of 5 stars
63 reviews
13 repeat clients
6 years of experience
Madison, WI, 53718

Mary was wonderful. It was obvious my dog, Cedar, was at ease with her and well cared for. Mary left notes about Cedar’s meal times and bathroom breaks as well as sending pictures and comments in the app. Everything went 110% smoothly and I didn’t have any concerns or worries at all while away which is a great feeling. Thank you! We hope to book again in the future.

Profile image
leah k.
Sitter Profile Image: Louisa S.
Verified Enhanced Background Check
Louisa S.
from
$70
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Heistand, Madison, WI, 53714

Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!

Profile image
Angi K.
Sitter Profile Image: Tina B.
Verified Background Check
Tina B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
78 reviews
22 repeat clients
38 years of experience
Windsor, WI, 53598

Tina is so pleasant and accommodating. She was extremely patient with our fearful dog and kept us updated the entire time away. She was excellent at providing recommendations to help us figure out better ways to make our time away easier on our puppy.

Profile image
Mel W.
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check
Stephanie H.
from
$28
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

Stephanie took excellent care of my diabetic dog who had some surprise additional restrictions after a tooth removal earlier that week. Additionally, she left my house spotless.

Profile image
Margaret W.
Sitter Profile Image: Nate G.
Verified Background Check
Nate G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
218 reviews
76 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Our most trusted sitter. Our pup loves him! He gives him lots of exercise and attention. Whenever I'm out of town, Nate is the first person I think of to watch my dog. Can't recommend him enough

Profile image
Anaelys B.
Sitter Profile Image: Ashley H.
Verified Enhanced Background Check
Ashley H.
Star Sitter
from
$60
per night
4.9 out of 5 stars
18 reviews
3 repeat clients
7 years of experience
Madison, WI, 53716

Ashley was wonderful - came all the way to us for a meet and greet and gave good vibes right away. Before our event, she came on time and provided updates and we felt very reassured. Our pup also loved her right away. Would recommend!

Profile image
Rachel M.
Sitter Profile Image: Karina M.
Verified Background Check
Karina M.
from
$45
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

Karina was amazing with our pup! She sent frequent updates and pics and even bought her little treats. She was incredibly flexible with our dates and times, and went above and beyond any sitter we’ve ever had- both for our dog and kids. And super affordable. Highly recommended!!!

Profile image
Tony P.
Sitter Profile Image: Kayden L.
Verified Enhanced Background Check
Kayden L.
from
$30
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
Madison, WI, 53704

Kayden was communicative and respectful of our space. He took the time to come meet us and Charley before the scheduled house sit which we really appreciated. We came home to a happy and chilled out pup. Would recommend Kayden!

Profile image
Tyler R.
Sitter Profile Image: Rebecca B.
Verified Enhanced Background Check
Rebecca B.
from
$68
per night
5.0 out of 5 stars
39 reviews
4 repeat clients
20 years of experience
Deforest, WI, 53532

Becca does such a great job with my senior lab. She takes care of all my dog’s needs and she is always excited to see Becca. She also does a wonderful job communicating and keeping me informed about how the days are going.

Profile image
Angela S.
Sitter Profile Image: Emma R.
Verified Enhanced Background Check
Emma R.
from
$35
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Sun Prairie, WI, 53590

Emma was communicative, kind, and took great care of our dogs while we were away!

Profile image
Valerie W.
Sitter Profile Image: Isaac T.
Verified Enhanced Background Check
Isaac T.
Star Sitter
from
$45
per night
4.9 out of 5 stars
19 reviews
7 repeat clients
5 years of experience
Cottage Grove, WI, 53527

Isaac was very good with our critters, including our 20 year old cat. The dogs seemed to have a great time too. He was considerate with the house, cleaning up after himself and brought in a package that was delivered early without me needing to ask. We would rebook with Isaac.

Profile image
Michelle M.
1 / 1
View more sitters

The median cost per night for house sitting in Westchester Gardens is $50

Pet parents share their Rover experiences - Westchester Gardens

1 / 1
5.0 out of 5 stars

Thanks so much for taking care of our pets! Stephanie provided updates and made sure to let us know how our pets were doing while we were away.

Profile image
Megan E.
House Sitting
5.0 out of 5 stars

Ayomi was so amazing!! She stayed at my apartment with my attention needy angel and gave me the best peace of mind while I was away on vacation. Sending pictures and updates daily and was always prompt to respond if I had any questions. She also made a point to ask questions and take notes during our initial meet and greet. Would highly recommend!!

Profile image
Ivy H.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Annmarie, once again, did a fantastic job taking care of our pup. Her understanding and calming presence helps our anxious boy while we're away from home. Thank you for making us feel comfortable being out of town!

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

Kirsten was AWESOME! She did a fantastic job! Our Maizey loved her and was so comfortable with her. Plus she was very communicative so we felt we could talk to her at any time. She was also great about sending us info every day, sometimes multiple times/day, as well as great photos and videos. I would highly recommend her!

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

Edwin took care of Cosmo for the second time overnight and he did great. Very good care for our pup. Good communicator.

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

Baylee was amazing with our pets. She was very communicative with us when we were out of town and our pets loved her!

Profile image
Alyssa G.
House Sitting
5.0 out of 5 stars

Alicia stayed with our dog Hazel for a long weekend and we will definitely book her again! Hazel sometimes struggles to warm up to new people but she loved Alicia immediately during our meet & greet. Alicia asked lots of good questions to make sure she was prepared to care for Hazel, and she sent us photos every day.

Profile image
Elise & Kyle
House Sitting
5.0 out of 5 stars

Nia and Lauren were so wonderful to our pups!!! It was great to have such peace of mind during our trip knowing these two were caring for our dogs. We’ll definitely be rebooking in the future!

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

Sylvia was great. Our dog is people shy & Sylvia earned her trust quickly, she communicated with us daily which helped us have peace of mind while we were away. She respected our space. We are glad we found her.

Profile image
Hex H.
House Sitting
5.0 out of 5 stars

Josh really went above and beyond for our 2 dogs while house sitting. We felt relaxed and comfortable knowing they were well taken care of. Will definitely request his services again.

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

Lizzie was a great in-home option for us while we were away for a few nights. I wasn’t concerned about our dogs while we were away and appreciated coming home to happy dogs! Thanks, Lizzie!

Profile image
Ellyssa E.
House Sitting
5.0 out of 5 stars

Sabrina is amazing! Contacted her on pretty short notice (ahead of a holiday weekend nonetheless!) and she was quick to respond and be available. Additionally, she came for a meet and greet and hung out long enough to really get to know Eddie. She was so so flexible, kind and caring and left my place looking perfect.

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

We love it when Cassie stays with Leo. She’s great with him and it’s always reassuring that he’s in good hands while we’re gone.

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

Maricel was great with Oreo and kept me uptodate with walks and activities. She took great care of Oreo and he was a happy dog when I got home!!!

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

I booked Jen to sit my senior dog who is very sweet but particular, and she did a fantastic job. Super clearly asking about his needs and his schedule so I could go on a family trip with no worries about my boy. Super timely and clear updates with fantastic pictures that made me feel immediately comforted. I’m looking forward to booking with Jen again when Peanut needs some extra care.

Profile image
Marian A.
House Sitting
5.0 out of 5 stars

Kristina was fantastic! Great communication leading up to and during the booking. We always appreciate knowing our pets are going to be truly CARED for, not just "watched" and Kristina did a great job. Will definitely book again if they're available!

Profile image
Joce G.
House Sitting
5.0 out of 5 stars

Anna is very communicative about how each visit went leaving detailed notes and sending great photos. My pups love her to bits! Planning on hiring her again in the future!

Profile image
Emily P.
House Sitting
5.0 out of 5 stars

Adeline watched our dog Ruby during an overnight visit in our house. She went above and beyond in communication by sending text and picture updates and we felt confident Ruby was very safe in her hands. We will definitely book Adeline again!

Profile image
Kayla A.
House Sitting
5.0 out of 5 stars

Katie was wonderful! She kept me updated and all of my pets were well taken care of. I appreciated it so much especially since it was a last minute booking. I will definitely be booking Katie again.

Profile image
April W.
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 near you

Select a filter and find qualifying Westchester Gardens sitters!

Sitters in Westchester Gardens average 4
repeat house sitting clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge