Dog Boarding Westchester Gardens

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Over 29
pet parents in Westchester Gardens have booked dog boarding

Westchester Gardens, Find top rated dog boarding

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: Brandon & Katy S.
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Brandon & Katy S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

Brandon and Katy are lovely! They were very helpful moving my dog's crate and getting him settled. Sammy had a great time playing and cuddling.

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Kara B.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
123 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

Estrella loved going to Sarah's house! She always has a fun time playing with Sarah's dogs and she met a new friend in the regular daycare dog they host. We got lots of adorable pictures and videos and Estrella came home tired and happy!

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Poushali G.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
18 years of experience
Madison, WI, 53704

I can't recommend Stephanie highly enough! She recently watched our dog, Hazel, and she was truly wonderful from start to finish. From the moment we dropped Hazel off, Stephanie provided excellent and frequent updates, including photos and videos, which really put our minds at ease. It was clear that Hazel was having a great time and felt completely comfortable in her care. Stephanie was incredibly reliable, easy to communicate with, and genuinely treated Hazel like her own family. Hazel came home tired, happy, and clearly well-loved. If you're looking for a trustworthy, loving, and professional sitter on Rover, book Stephanie—we certainly will be booking her again!

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Michael K.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica is the best sitter I have ever had on Rover!!! She took great care of my Mickey and provided lots of updates throughout each day. Will definitely book with her again, my dog had a great time with her and her dogs!!

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Allison M.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
77 reviews
26 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith was so amazing. We knew right from the beginning that she would take care of our baby. We wouldn't hesitate to come back again. Everything went so smoothly, I wouldn't worry one bit about booking. Thank you again! -Anne & Anthony

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Anthony T.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
6 years of experience
Madison, WI, 53704

Ronalisa put our minds at ease when we were out of town for a week. Our dogs were well cared for and we received regular picture and video updates!

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Charity P.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$20
per night
5.0 out of 5 stars
88 reviews
27 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Duane and Lauren are always so accommodating and flexible when we book with them! Our pup is always exciting to stay with them and it makes me happy to know she likes to be there! Thank you so much Duane and Lauren for always taking care of Stormi!

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Jazmine C.
Sitter Profile Image: Alexander & Hannah K.
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Alexander & Hannah K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
31 reviews
7 repeat clients
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Al and Hannah were phenomenal! They were very responsive and sent a lot of updates through my dog's stay. It made me feel very comfortable leaving Cas with them, and I absolutely will again if the need arises. Highly recommend!

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Hannah T.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$46
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

Margaret was beyond sweet and accommodating, she took excellent care of my senior pup and gave her plenty of attention, care, and exceptional feedback. We’re new to the area and will only book with her, she's earned a trusted client. Highly recommend Margaret for any pet sitting needs!

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Hayley J.
Sitter Profile Image: Regine T.
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Regine T.
Star Sitter
from
$38
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Sun Prairie, WI, 53590

Refine and her family were great hosts! Communication was great and I felt comfortable leaving Blaze with them! If Blaze gets better with potty training I would love for them to keep him again! He was wore out coming home this morning for sure!

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Jasmine J.
Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
35 reviews
4 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert were great. Boomer seemed to have a great time with them. He slept in the car the entire car ride home, hour and a half. He will definitely be there again.

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Barb M.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$55
per night
5.0 out of 5 stars
96 reviews
25 repeat clients
10 years of experience
Worthington Park, Madison, WI, 53714

We are SO grateful to Alicia for all the consistent care & love she provides our lil’ guy, Modi, each time he stays with her. Our dog is a senior and quite sensitive to changes in routine. Alicia is a “natural” with him & we always know he is enjoying himself and very well cared for with her at her place. 5+ ⭐️!

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Lori H.
Sitter Profile Image: Erik R.
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Erik R.
from
$30
per night
4.9 out of 5 stars
35 reviews
12 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Erik and his family were able to accommodate my last minute overnight dog sitting request. My dogs were so excited to greet their family. They were so kind and welcoming to me as well. They have a lovely fenced yard that my dogs just loved. I will absolutely be using them again.

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Catherine C.
Sitter Profile Image: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
275 reviews
149 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Val provided excellent care for my lab 9 month old puppy. He communicated well and kept me updated with pictures. Penny seemed very happy and comfortable with Val. I definitely would recommend Val for your dog boarding needs. He is great!

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Jean K.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
188 reviews
61 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Amanda and her family were extremely accommodating and took care of my dog like he was their own. It was my first time using the app and I was nervous but she put that at ease with updates and pictures. Would definitely book again!

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John S.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
88 reviews
27 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Paula went above for my senior dog. She even slept on the couch with her when she wouldn’t sleep in her crate! I’d definitely have her watch daisy again, maybe not overnight next time though ??

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Amy K.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
from
$50
per night
5.0 out of 5 stars
4 reviews
15 years of experience
Madison, WI, 53718

Great communication for booking, through their stay, and when we needed to adjust our pick up time. We received pictures of our ladies several times, which brightened our day and helped us feel at ease when we were away. They were very attentive to the different food and medication needs our ladies have. We will definitely use them again for future boarding.

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Cole O.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!

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Meghan D.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
43 reviews
12 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi took incredible care of our girl! She was always responsive and sent us frequent updates where I could see how happy Kiwi was. She is very knowledgeable about pet care and I would trust her with Kiwi anytime! Thank you again for giving so much love to Kiwi!!

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Gigi F.
Sitter Profile Image: Jesse L.
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Jesse L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
16 reviews
6 repeat clients
12 years of experience
Emerson East, Madison, WI, 53704

Jessie was great. He's expensive, but absolutely worth it. My dog came down with an illness a week before a planned vacation, I needed to board her with someone that could administer her meds and where she was isolated with other dogs. Jessie was able to handle her situation, and spoiled the heck out of her as well. I'd definitely book with him again.

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Mark N.
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The median cost per night for dog boarding in Westchester Gardens is $45

Dog parents share their Rover experiences - Westchester Gardens

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5.0 out of 5 stars

Jesse was super welcoming to my pup! He had stellar communication and was sure to make my dog comfortable during his stay.

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Abbey K.
Boarding
5.0 out of 5 stars

Margaret took great care of Mellie, was flexible with pick up, and provided updates throughout Mellie’s stay!

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Kaycee S.
Boarding
5.0 out of 5 stars

Julie has been fantastic. We’ve used her for several years, and appreciate how she loves on our dog while we’re gone, and her flexibility for drop off and pick up!

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Rachel W.
Boarding
5.0 out of 5 stars

Shawn was great! Sent picture updates and Caspian looked so happy and relaxed! He was super flexible and even worked with me as I needed to have a friend pick Cas for scheduling reasons. Thank you Shawn!

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Hannah T.
Boarding
5.0 out of 5 stars

Jen watched Gus at her place for 5 nights and Gus seemed to have the best time in the world! She was communicative about their day, made sure he got his medication, and spent lots of time safely exercising him despite the overly hot weather. She seems like she really genuinely loves watching dogs and it made me feel better knowing he was in such good hands. Jen is so nice and thoughtful and I’d recommend her to anyone.

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Alex E.
Boarding
5.0 out of 5 stars

Korie was great, she kept us updated daily on our dog so we knew he was being well cared for. We highly recommend her services!

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Susan L.
Boarding
5.0 out of 5 stars

Marlene was great! She took great care of our dog Dora. She was great at communicating and kept me updated on how Dora was doing throughout her stay. I will definitely reach out to her again next time.

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Brian C.
Boarding
5.0 out of 5 stars

Suellen took such good care of my one year-old puppy. I was a little nervous to leave her since I just adopted Winnie three months ago and she has isolation anxiety, but she had a wonderful time staying with Suellen. You can tell she really loves dogs by the way she interacts with them. Her backyard is the perfect set up for dogs to play. Winnie really enjoyed the other two dogs in the house. I received regular updates which helped ease my worries while away. I would highly recommend Suellen!

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Leah S.
Boarding
5.0 out of 5 stars

Really thankful for their willingness to help at last minute! They checked in often while I was away and sent pics! Was a great experience for my pups to get play time with theirs! Would use again if needed! Thanks !!

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Sheila P.
Boarding
5.0 out of 5 stars

Ayomi took great care of my dog Tinker. She is kind and sweet and the two seemed to bond almost immediatley.

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Chris G.
Boarding
5.0 out of 5 stars

This was the first time I left my two pups with Kaycee & Robert, having recently moved to Madison. We did a meet and greet in advance, which went well. They did a great job of communicating and taking care of my two little wild ones. It's a relief to have found Kaycee & Robert, and I definitely would use them again.

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Sue W.
Boarding
5.0 out of 5 stars

Jess took excellent care of our old girl! We received photos throughout the weekend and updates on how she was doing. She took extra care to make sure she was comfortable during the Fourth of July fireworks and took her on lots of walks. Thank you, Jess!

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Jayme B.
Boarding
5.0 out of 5 stars

Brandon and Katy are lovely! They were very helpful moving my dog's crate and getting him settled. Sammy had a great time playing and cuddling.

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Kara B.
Boarding
5.0 out of 5 stars

Great care, frequent communication with photos, and dog walking, which Riley just loves! I give her a 10 out of 10!!

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Marcy L.
Boarding
5.0 out of 5 stars

Such a great host family for our dog! She got loads of attention and exercise while she was there. Definitely returning and recommend highly.

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Theran M.
Boarding
5.0 out of 5 stars

Ruby had a great time overnight with Ben and his pack. Ruby needed the break to play and run around with Lotus and Budha in the big fenced in yard. Ruby slept all afternoon after we picked her up. Thanks Ben!

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Julie t.
Boarding
5.0 out of 5 stars

Alexandria took such good care of Bambi. She sent lots of photos and even got Bambi to go and have some fun at her dog park. I will definitely use her when I return next year!!!

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Cathy C.
Boarding
5.0 out of 5 stars

Christina (and her dog Beira) were so great for our dog. She was especially responsive and accommodating. Since our dog is somewhat anxious with new people, we asked Christina to make time for a meet and greet at her home so our dog could sniff it out and meet the resident dog a week before boarding her there. She was especially receptive to that and we think it made for a great experience as we could get all our questions out of the way ahead of time!

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Michelle Z.
Boarding
5.0 out of 5 stars

Joan is a great sitter! My dog Grizzy had a great time at her house. I appreciated her photo updates and great communication

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Meghan D.
Boarding
5.0 out of 5 stars

We always know Lola is in great hands when Alicia watches her! So thankful Alicia works from home and can hang with Lola while we are away to help ease Lola's anxiety! =)

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Melissa S.
Boarding
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Sitters in Westchester Gardens average 11
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