House Sitting Cherokee Garden

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Cherokee Garden, 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.

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Sitter Profile Image: Brenda S.
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Brenda S.
from
$40
per night
4.9 out of 5 stars
33 reviews
11 repeat clients
9 years of experience
Waunakee, WI, 53597

⭐️⭐️⭐️⭐️⭐️ Brenda was absolutely wonderful! Her communication was great from start to finish, and she sent us pictures of our pups while we were away, which we really appreciated since we missed them so much. It gave us such peace of mind knowing they were happy and in good hands. Honestly, they weren’t even overly excited to see us when we got home — which tells me they were very well cared for and totally comfortable with Brenda! Our dogs are pretty rambunctious and full of energy, so I know she had her hands full, and we’re so grateful for the patience and care she showed them. We would 100% book with Brenda again and highly recommend her to anyone looking for a trustworthy, attentive sitter!

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Melissa W.
Sitter Profile Image: Ruby K.
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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 did a great job taking care of our two labrador puppies (9 weeks and 9 months old). The pups seemed very happy and content when we came home.

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Ben D.
Sitter Profile Image: Samantha M.
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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.

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Sonia M.
Sitter Profile Image: Elizabeth K.
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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.

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Fernanda R.
Sitter Profile Image: Tina B.
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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.

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Mel W.
Sitter Profile Image: Krista I.
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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!

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Erin D.
Sitter Profile Image: Cassandra B.
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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!

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Matthew B.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
26 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

We had an amazing experience with Jesse! She took wonderful care of both our dog and our cat while we were away for two weeks. She was incredibly attentive, super kind with our pets, and clearly loved spending time with them. She even surprised our dog with some plush toys before she left, which meant so much to us. When we came back, both of our pets were completely relaxed and happy, which says everything about the level of care they received. On top of pet care, she was a huge help with things around the house when they came up and shared really helpful advice for managing our dog’s allergies. We truly felt supported the entire time we were away. We couldn’t be happier with her care and will absolutely be booking her again for our next trip. Highly recommend.

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Seb A.
Sitter Profile Image: Rebecca B.
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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.

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Angela S.
Sitter Profile Image: Nate G.
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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

Nate did an excellent job watching our pup while we were gone for a week. He was patient and affectionate with her and took her with him when he went out and about. He even was cool with starting super early in the morning and finishing late at night! We’ll definitely be calling on him again.

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Ravelle R.
Sitter Profile Image: Tonisha A.
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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.

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Laura B.
Sitter Profile Image: Karina M.
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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!!!

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Tony P.
Sitter Profile Image: Kayden L.
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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!

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Tyler R.
Sitter Profile Image: Julia M.
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Julia M.
from
$60
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
8 years of experience
University Apartments, Madison, WI, 53705

Julia was so pleasant and professional! She asked great questions to prepare for her time with Princeton, and you could tell she really cared - Princeton warmed up to her immediately :) I highly recommend Julia and would definitely hire her again!

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Aisha B.
Sitter Profile Image: Stephanie H.
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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 our 4 year old poodle, bonding with him immediately and taking him on nice walks and keeping him happy while we were gone. She even brought her own long leash so he could run around at the park while she made sure he couldn’t take off. Very kind, conscientious sitter!

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Ruth C.
Sitter Profile Image: Victoria U.
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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: Karyanna M.
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Karyanna M.
from
$25
per night
10 years of experience
Madison, WI, 53704

About: multi-dog household my whole life! schooling and certified experienced grooming 4+ years, as well as 3 years of dog lodging and day care worker. Reliable and safe pet sitting for friends, family and clients for 10+ years. Years of professional experience administering medications and special service requests to animals. Just a deep passion for animals and want to continue working with them outside of work! currently working part time so availability for me looks like Wed-sat 8am through 9pm availability. I am flexible with starting and ending times! Overnight stays if requested! willing to be flexible and accommodating for owners! following proper safety measures, perfecting personal care routines, protocols and tasks. having transparent, accurate and effective communication with owners to ensure dependency and proper safety of their loved ones is being carried out. Following directions requested by owners. They know their pets needs better!

Sitter Profile Image: Ashley H.
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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!

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Rachel M.
Sitter Profile Image: Lisa T.
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Lisa T.
from
$75
per night
5.0 out of 5 stars
2 reviews
2 years of experience
Madison, WI, 53701

Lisa did a terrific job with our fur babies! She was very careful and caring with them, kept us posted with the right amount of details, and kept the home really clean. Would definitely have her sit for us again!

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James W.
Sitter Profile Image: Mary M.
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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 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.
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The median cost per night for house sitting in Cherokee Garden is $50

Pet parents share their Rover experiences - Cherokee Garden

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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

Sophie did a great job, the pets were happy and well cared for during our trip! The home was clean and tody as well. It was wonderful having Sophie here, we got to have a relaxing vacation without worrying about our home and fur-family

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Steph L.
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

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!

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Chantal M.
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.

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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!

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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.

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Haley M.
House Sitting
5.0 out of 5 stars

Sarah did a great job. Our dog is shy and she went the extra mile to make her comfortable. She also communicated with us daily. Sarah stayed overnight at our house and left everything in great condition. I would definitely book her again.

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Colin B.
House Sitting
5.0 out of 5 stars

Ou boys loved Sammie and she was great with our boys! Very communicative and friendly to work with. Would definitely recommend and book again.

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Amanda U.
House Sitting
5.0 out of 5 stars

Tessa is incredibly responsible, responsive, and most important, our dog Humphrey seems to love her!

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Rebecca P.
House Sitting
5.0 out of 5 stars

Salem was wonderful! She was so attentive to Clementine and she communicated very smoothly and easily.

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Shana H.
House Sitting
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Sitters in Cherokee Garden average 4
repeat house sitting clients

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