House Sitting Westmorland

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Over 96
pet parents in Westmorland have booked house sitting

Westmorland, 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
95 reviews
26 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and her daughter Samantha are wonderful. I had to book them last minute, they were flexible, on time, and respectfully did what I asked them to do! They are very patient with my 7 yr old lab and my 9 week old lab puppy (we all know how naughty and energetic they can be). I received several updates during their overnight stay, and both of my girls were very content when I got home from work. Definitely would recommend them!

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Jennifer V.
Sitter Profile Image: Dustin K.
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Dustin K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
10 years of experience
Greenbush, Madison, WI, 53715

Great dog sitter — would definitely use again. Appreciated the communication, great photos, and attention to detail. Misha was happy and content when we came home. Thanks, Dustin!

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Raphaella F.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!

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Sarah G.
Sitter Profile Image: Christian O.
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Christian O.
from
$28
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Summit Woods, Madison, WI, 53711

About: Currently in medical school so looking to make some extra money. I’m always the first one asked to watch pets for friends, family, and classmates. I’ve got my own fur babies but I can never get enough and love to help ensure other peoples pets are well taken care of when they are away. I love to send photos to update owners. I’m currently in school with a reduced schedule for the summer so I’m able to have a flexible schedule right now. Come fall things will be different I’m used to working with pets who have all manner of needs and personalities. I’ve always been good about making a good bond with new pets and respecting their personal space while also keeping them entertained and safe.

Sitter Profile Image: Mia S.
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Mia S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
3 years of experience
Regent, Madison, WI, 53705

Mia stayed with our dog and cat for the weekend and was great! We got pictures and updates throughout the weekend which was awesome. Highly recommend her!

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Gillian 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
12 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!

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Matthew B.
Sitter Profile Image: Alexandra B.
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Alexandra B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
6 years of experience
Capitol, Madison, WI, 53703

Alexandra was great! She provided us with regular updates so we knew our pets were getting the care they need. We can tell they had a good weekend with her. We will definitely be booking again. Thanks, Alexandra!

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Megan E.
Sitter Profile Image: Jesse T.
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Jesse T.
from
$30
per night
4.9 out of 5 stars
32 reviews
14 repeat clients
1 year of experience
Madison, WI, 53705

Once again, Jesse is incredible with our pets. She cares for them just like we would, and I couldn’t leave them with anything less than that level of love and care. Thank you Jesse for being awesome!

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Seb A.
Sitter Profile Image: Oliver A.
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Oliver A.
from
$50
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Bram's Addition, Madison, WI, 53713

Oliver did an excellent job taking care of our dog! Great communication while we were away and sent lots of cute pictures.

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Keelin M.
Sitter Profile Image: Anna H.
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Anna H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
7 years of experience
Middleton, WI, 53562

Anna is great. This is the second time we’ve used her and once again our dogs were happy and well taken care of. She leaves the place spotless as well.

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Karen B.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$60
per night
5.0 out of 5 stars
8 reviews
30 years of experience
Fitchburg, WI, 53711

Asked question about the girls to get to know them. Provided a lot of pictures while we were gone.

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Barb R.
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

Tatyana is a reliable and caring sitter. She stayed at our house with our 11.5-year-old German Shepherd and provided excellent care, and tremendous peace of mind for us. Having worked at a kennel previously, she is comfortable around all types of dogs (and ours is a big boy). She sent periodic updates and followed our instructions well. We highly recommend her for short or extended care.

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Marlys M.
Sitter Profile Image: Katie T.
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Katie T.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Madison, WI, 53713

Katie was wonderful and took excellent care of my cat, dog, and house during a weekend away. She was very communicative and sent lots of photos, which I really appreciated.

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Cydney N.
Sitter Profile Image: Briana L.
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Briana L.
Star Sitter
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 !

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Amy K.
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
4 repeat clients
10 years of experience
Madison, WI, 53704

We could not be happier with the care Samantha provided Harley while we were out of town for a couple of nights. Our dog was under the weather and Samantha graciously handled medication and extra trips outside. She was very communicative and shared helpful updates. I highly recommend her for in home overnight care.

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Sarah B.
Sitter Profile Image: Stella J.
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Stella J.
from
$28
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: Amy U.
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Amy U.
Star Sitter
from
$90
per night
5.0 out of 5 stars
21 reviews
5 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: Jacob S.
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Jacob S.
from
$22
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
11 years of experience
Capitol, Madison, WI, 53703

Jacob is exactly who you want watching your animals. I have four dogs and two cats, which is a lot to hand off to anyone, and he handled the whole crew like a pro. Communication was on point the entire time, he sent pictures without me having to ask, and he was flexible when things shifted on my end. Every single one of my fur babies was happy and settled when I got home, which is honestly the best review I can give. I’d book him again in a heartbeat.

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Amanda K.
Sitter Profile Image: Julia M.
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Julia M.
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Madison, WI, 53706

Julia was great in every way possible. Very responsive, flexible and communicative. Chip and Beau loved her. She sent many pictures of them enjoying her visit.

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Adam D.
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 followed all my instructions perfectly and left copious notes about her time with the dogs. My dogs can be challenging but she handled them like a pro! My house was just as I left it when I returned.

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Katie S.
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The median cost per night for house sitting in Westmorland is $50

Pet parents share their Rover experiences - Westmorland

1 / 1
5.0 out of 5 stars

Tucker took good care of our pups and he was very respectful in our home. He sent periodic pictures and updates while he was sitting for us and arrived on time.

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Danny W.
House Sitting
5.0 out of 5 stars

Teagan has watched my dogs numerous times and has always done an amazing job! I can enjoy vacation knowing my dogs are in good hands! I'll definitely be using Teagan again!

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Brian M.
House Sitting
5.0 out of 5 stars

Katie was a great caretaker for our elderly cat! She was super communicative and gave our kitty the attention she needed. Would definitely recommend her to others!

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Lauren M.
House Sitting
5.0 out of 5 stars

Erin is such a wonderful sitter! She took such great care of our dog and cat while we were on a long vacation. She takes the time to give each pet special attention and care!

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Kalena C.
House Sitting
5.0 out of 5 stars

Allegra is amazing! She stayed with our Japanese Akita while we were traveling for our wedding outside of the country. She went above and beyond and we never had any doubts about him being in good hands.

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Jennie T.
House Sitting
5.0 out of 5 stars

Ellen is great with cats. My senior kitty absolutely adored her and she was attentive to his special needs and paid attention to little details during her stay. She gave me daily updates and photos and I was able to fully relax and enjoy vacation because I knew Ellen was taking good care of my cat. I highly recommend her!

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Emily T.
House Sitting
5.0 out of 5 stars

Once again Maureen was fantastic with our dog, Ria! She does an excellent job sending updates and pics, keeping our dog on her schedule and walking her multiple times a day. Our dog was calm and happy when we got home, the plants were watered and the house was clean. I’m not sure what more you could ask for!

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Nicole H.
House Sitting
5.0 out of 5 stars

As always, Dustin is a pleasure to work with! He's wonderfully communicative and our pup always seems happy and tired after Dustin stays with him! Dustin is always our top choice for a rover sitter!

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Kait B.
House Sitting
5.0 out of 5 stars

Even after only a short introduction, I immediately felt at ease leaving my 9‑year‑old Yorkie, Zoey, in Malia’s care for four days. She exceeded every expectation—responsible, attentive, and genuinely caring. Zoey was happy and well‑loved, and my apartment was spotless when I returned. I’m incredibly grateful for her help and would recommend her without hesitation. I hope to see Malia again soon. Thanks so much, Malia!

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Kelly G.
House Sitting
5.0 out of 5 stars

Brenda did a wonderful job taking care of our 4 cats and a bearded dragon while we were away. She picked up on our cats' personalities as soon as she met them! While some communications were a little slow, Brenda sent us updates and pictures while we were away which was much appreciated. I would hire her again.

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Jenny F.
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

Zachary went above and beyond while watching our 10 month old puppy, taking him to the dog park, or dropping him off at doggy daycare everyday we were away. It is obvious that our pup loves his time with him and we appreciate the excellent communication and updates we get during our time away from home.

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Layla C.
House Sitting
5.0 out of 5 stars

Ruby always does a wonderful job! Even came back to let our furry friend out when our flight was delayed!

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Kim & David K.
House Sitting
5.0 out of 5 stars

Hannah did an excellent job! We got regular updates, she kept all our babies happy and well exercised, and left the house in a spotless condition!

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Diksha A.
House Sitting
5.0 out of 5 stars

Louisa was wonderful with our little Jynx! She stayed in contact throughout the day stopping in a number of times to feed, walk, and just let Jynx enjoy the beautiful weather sitting outside. Jynx can have some anxiety when we are gone but she was content and relaxed when we got home! Great experience and I highly recommend Louisa!! Thank you!!

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Mary N.
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

As always, Marri took great care of our pups so we could take a day trip and explore. Excellent care and communication. Our boys love her. 💕

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Tamara M.
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

River was an exemplary cat and house sitter! We received the perfect amount of detailed updates and pictures to give us peace of mind, but still enjoy our vacation. We will definitely be rebooking with River in the future.

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Katie S.
House Sitting
5.0 out of 5 stars

McKenna was wonderful once again! Our dogs love when she comes and stays with them. She is very responsive and gives quite a few updates. Would definitely book her again.

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Ashley B.
House Sitting
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