House Sitting Westchester Gardens

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

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Over 25
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.
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Samantha M.
Star Sitter
from
$62
per night
5.0 out of 5 stars
16 reviews
5 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.

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Sonia M.
Sitter Profile Image: Mary M.
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Mary M.
from
$45
per night
5.0 out of 5 stars
66 reviews
13 repeat clients
8 years of experience
Madison, WI, 53718

Mary is a very responsible sitter. She had great communication and left me very detailed notes of Gracie’s schedule while I was away to let me know that Gracie was very well taken care of. I would highly recommend Mary.

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Isaac W.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
51 reviews
20 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.

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Fernanda R.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$37
per night
5.0 out of 5 stars
40 reviews
12 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: Jen C.
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Jen C.
from
$55
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
10 years of experience
Eastmorland, Madison, WI, 53714

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.

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Marian A.
Sitter Profile Image: Kylie U.
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Kylie U.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Westchester Gardens, Madison, WI, 53704

About: I am a seasoned vet assistant, actively working towards my technician license. Fear free and pet CPR certified (BLS and ALS), as well as dog obedience and groomer certified. I am experienced with administering injectable, transdermal, and oral medications. I have been working with animals for over 10 years, and have been in the veterinary setting for 5. I have experience with fearful, reactive, fractious, and friendly animals. I am knowledgeable on the care/support of neonate and geriatric dogs, cats, reptiles, and pocket pets. I have a pet sitting service called RamBam’s Kritter Kare. I will ask for permission to post pets to promote my services. You can absolutely say no. Feel free to reach out on Facebook or Instagram with inquiries as well! I work overnight, so I will have time to care for your animals in the morning and in the evening. Depending on my work schedule, I may be able to accept afternoon appointments, but reach out to me personally to see my availability. I can do house visits and go for walks up to three times a day. My schedule is usually pretty open, so I can take time to get to know your pet, so we can build trust for future visits.

Sitter Profile Image: Joshua D.
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Joshua D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
10 years of experience
Hawthorne, Madison, WI, 53704

Josh was great! He was responsive to our needs. Athena was very at ease with him and he took her on a couple of runs. We will definitely use Josh the next time we leave town!

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Jennifer L.
Sitter Profile Image: Emma R.
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Emma R.
from
$45
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Sun Prairie, WI, 53590

Emma was extremely helpful and took great care of the house and our kitten. The pictures she sent were greatly appreciated. We felt very comfortable with our home in her care.

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Gretchen M.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$65
per night
4.9 out of 5 stars
138 reviews
48 repeat clients
18 years of experience
Reston Heights, Madison, WI, 53718

Samantha was a fantastic house sitter for our wild 10mo old puppy and two kitties. We just got home and all the animals are so happy and healthy, we couldn’t ask for more. Thanks again Sam!

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Ally D.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
57 reviews
16 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Tonisha has taken care of our pups before for drop in visits and walks. This service was for overnight and as usual, she did an outstanding job! My pups love her so we know they are always well cared for:)

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Jennifer H.
Sitter Profile Image: Louisa S.
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Louisa S.
from
$70
per night
5.0 out of 5 stars
9 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!

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Angi K.
Sitter Profile Image: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
9 reviews
1 repeat client
32 years of experience
McClellan Park, Madison, WI, 53718

About: I have had pets my entire life. I know how to care for their unique needs and help them feel safe, comfortable, and cared for. I have availability in the evenings and weekends, along with work from home Wed/Thurs/Fri. I'm usually able to make plenty of time to be present with your pet. There's a park across the street from me for time outside and I enjoy active, long walks for energetic dogs. Plenty of dog parks nearby and trails. Home space can be accommodated for pet

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

Renee was wonderful with our 2 puppies. One even had an accident and she called us to find out what she should do. We have a shampooer. She asked how to use it and actually shampooed their floor for us. She treated our puppies so good. Playing outside and walking. I would hire her again.

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Mark M.
Sitter Profile Image: Tina B.
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Tina B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
82 reviews
22 repeat clients
38 years of experience
Windsor, WI, 53598

We were a little anxious leaving our girl with "a stranger" for the first time since she adopted us. Tina made the experience so much easier. She was calm and patient and kept us informed while we were away about how our girl was doing. Our house was kept clean and nothing was out of place. We will use Tina's comforting services again!

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Erin C.
Sitter Profile Image: Talia & Stephanie S.
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Talia & Stephanie S.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Madison, WI, 53704

About: I know firsthand how hard it can be to find reliable care for your pets—I have my own pup, Reggie, and often help care for the dogs and cats of friends, neighbors, and family. My partner and I would love to help look after your furry family members so you can enjoy stress-free time away. I work from home 3 days a week so I have a very flexible schedule. I am able to do morning, evening and local drop-ins at lunch. I am very experienced with managing reactive dogs on walks as well as managing emergency situations. With clear instructions, I'm happy to accommodate any of your pets quirks!

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
25 repeat clients
4 years of experience
Fitchburg, WI, 53713

Absolutely wonderful experience! Our pups were happy and calm when we returned home from a long afternoon/evening away. Tatyana definitely understands how to handle large, rambunctious (and love and adorable) dogs. She sent me pics throughout the evening as well, which was so lovely to receive.

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Tamara M.
Sitter Profile Image: Sierra M.
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Sierra M.
from
$50
per night
5.0 out of 5 stars
3 reviews
26 years of experience
Madison, WI, 53703

Sierra was fantastic! She saved us when our planned arrangement fell through and was very caring and responsible with our anxious poodle. When he got sick from worry she took him to the vet, gave him lots of extra care, and even organized a playdate with a new friend they met at the dog park. Definitely went above and beyond!

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Ruth C.
Sitter Profile Image: Audrey V.
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Audrey V.
from
$50
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
10 years of experience
Madison, WI, 53718

Audrey is the best! We have 2 dogs and one has anxiety so she doesn’t do well in the kennel. Audrey was able to ‘win her over’ and keep her calm and relaxed which is no easy task. We already booked another weekend with Audrey?

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Kate L.
Sitter Profile Image: Stella J.
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Stella J.
from
$32
per night
5.0 out of 5 stars
3 reviews
12 years of experience
Tenney-Lapham, Madison, WI, 53703

I don’t know how to adequately express how grateful we are that we hired Stella. If you want the short version without the saga: Stella is THEE best dog sitter EVER. I will hire her again and again!! Smudge loved her immediately at our meet and greet, and we felt completely comfortable leaving him with her. Then, just before our trip, Smudge had X-rays on his leg and became very sick afterward. We were worried sick. I had Stella come over a second time so I could walk her through the probiotics and instructions from our vet, hoping he would be back to himself in a few days. We had to leave the next day. What happened after we left was something none of us could have imagined, and I cannot imagine what we would have done if Stella hadn’t been the person caring for him. She tried everything to get Smudge to eat and kept us regularly updated on how he was doing. When she became concerned that he wasn’t improving, she proactively told us she thought he needed to go to the emergency vet. She packed his bed into her car so he’d be comfortable and took him. When the first treatment of fluids and anti-nausea medication didn’t work, she took him back to the ER, where he ultimately had to be hospitalized. Stella took a day off work to care for him. When Smudge came home, she dealt with vomit and accidents, did laundry, cleaned up after him and continued caring for him through all of it. She never once complained or made us feel like any of this was an inconvenience. And after Smudge finally started getting better, Stella herself got sick. She cared for our boy as though he were her own dog. She advocated for him when he needed more care, and I truly believe she saved his life. You would be crazy not to hire this amazing human to care for your pets. Stella is 100% part of our family now. If she ever needs anything from us, I hope she knows she can ask. We will never forget what she did for Smudge, and we will be forever grateful to her.

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Rebecca S.
Sitter Profile Image: Breawna S.
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Breawna S.
from
$45
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Sherman, Madison, WI, 53704

Breawna was incredibly communicative from start to finish and accommodating in meeting the needs for our dog. She sent us a nice nightly report with pictures at the end of each day going over how our dog was doing, which I greatly appreciated. I would definitely recommend her to others.

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Michael T.
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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

I’m so glad that Katie was available for my last-minute booking! She was able to work with my busy, last-minute plans. Katie “got” my dog Jasper right away and took excellent care of him. Tons of pictures, videos, and updates kept me informed and worry-free on my trip. She also took great care of my home while I was away too. My dog has some reactivity needs, and Katie was great with accommodating him and giving him lots of exercise, love, and care. I strongly recommend her services! 10/10!

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Samantha S.
House Sitting
5.0 out of 5 stars

Hannah took great care of my two energetic cats while I was away! She sent daily updates and pictures which was appreciated :)

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Lindsay L.
House Sitting
5.0 out of 5 stars

Christina really seemed to get along with Greyson. She was pro-active in purchasing some food when she ran out of his favorite. I always loved getting photos of him and his quirky behaviors.

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Pamela R.
House Sitting
5.0 out of 5 stars

Lizzie was such a great sitter for our dog, Oliver, while we were gone for 9 days. She sent daily updates, followed care instructions perfectly and kept our pup well entertained and cared for while we were away. She kept our house clean and even stripped the bed before locking up on the last day. Will definitely be keeping her in mind for future dog sitting needs.

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Erin M.
House Sitting
5.0 out of 5 stars

Jen was great with my dog. Super attentive, sent me pictures and updates every day, and left my apartment in great condition. I would definitely use her services again.

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Fernanda R.
House Sitting
5.0 out of 5 stars

Great as always to have them hang with Fred! We always feel confident Fred and our home will be well taken care of when you’re here.

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Mary R.
House Sitting
5.0 out of 5 stars

Breawna was incredibly communicative from start to finish and accommodating in meeting the needs for our dog. She sent us a nice nightly report with pictures at the end of each day going over how our dog was doing, which I greatly appreciated. I would definitely recommend her to others.

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Michael T.
House Sitting
5.0 out of 5 stars

Josh is always kind and diligent and obviously loves my dogs. I always come home to my house just as I left it. He’s great about communication.

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Bonnie H.
House Sitting
5.0 out of 5 stars

Sonora was great with my two anxious pups! I felt at ease leaving them in her care. I would definitely book with Sonora again!

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Avi I.
House Sitting
5.0 out of 5 stars

Very caring. My cat has some chronic illnesses and Stephanie handled multiple medications my cat needs, no problem.

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Rose B.
House Sitting
5.0 out of 5 stars

Jess did an amazing job watching our two black labs while staying at our house. She was incredibly responsive throughout the entire booking, keeping us updated and giving us complete peace of mind. Not only were our dogs happy and well-cared for, but Jess also left our house absolutely spotless when she left. We highly recommend her and will definitely book her again!

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Shana W.
House Sitting
5.0 out of 5 stars

Ella took such good care of our dog and home! She is so sweet and communicated often while we were gone.

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Morgan W.
House Sitting
5.0 out of 5 stars

Appreciated Cassandra's thoroughness, meeting with us twice before her stay to make sure she knew all our pets' needs. I felt confident my pets and home were safe in her hands!

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Kayla A.
House Sitting
5.0 out of 5 stars

We are so thankful that Alicia agrees to take care of our high maintenance Chihuahuas while we vacation! Complete piece of mind knowing they are safe and cared for 💟

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Cara M.
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!!

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Ivy H.
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!

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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!

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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.

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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!

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Alyssa G.
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.

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Hex H.
House Sitting
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