Dog Boarding Westchester Gardens

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Over 34
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: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
93 reviews
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Duane and Lauren were wonderful to work with and took great care of our two dogs!!! Their communication was terrific and they were very flexible. We would love to have our dogs stay with them again!!

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Dave W.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

Ronalisa is very kind. She has a really nice yard for Spunky and Boss to run around. Very responsive. My dogs enjoyed their staycation with her and her fur babies. Spunky and Boss came home tired and happy. Recommend her 10/10.

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Marceilla T.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
85 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith is a fantastic! My dog Maxx absolutely loves spending time with her. She keeps me well informed with regular updates and photos, so I never worry when I’m away. Edith is also very flexible with my schedule and has been very accommodating. I feel completely comfortable leaving Maxx in her care. Being new to Madison, we were lucky to have found her.

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

Erik and family took great care of Copper. They sent pictures and updates and cared for him like he was a member of the family. I’ll definitely be rebooking with them the next time I need someone to watch Copper.

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

Our 2 dogs stayed at Sarah's for about a week earlier this month. The stay was great! We got daily updates, including photos and videos. They have a fantastic large fenced in yard where they could safety run and play. They had lots of playtime, but also lots of snuggles and love. They were both clearly enjoying their own vacation at Sarah's while we were gone on ours. It was so refreshing to know they were so well cared for while we were away- we have already rebooked them for our next trip!

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Lisa W.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
92 reviews
28 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Paula was wonderful, took great care of Phoenix. Paula sent me updates and photos of Phoenix while I was on vacation. Without hesitation, I highly recommend Paula as a dog sitter.

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

Our puppy Daisy enjoyed her stay with Skye and Switch! They played along really well and Amanda took care of her nicely. They sent photos and videos to us every day to make sure she is doing well. I would definitely consider staying again in the future.

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Moyu L.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
46 reviews
12 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!

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Angel B.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
29 reviews
10 repeat clients
18 years of experience
Madison, WI, 53704

Stephanie was great! She was easy to work with, took fantastic care of our pup. Our girl wasn't sure she wanted to leave. She sent lots of pictures and provided a fun and active environment. Would highly recommend!

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Holli H.
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
279 reviews
150 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Val and his wife were able to take our dog, Ollie, on very short notice. They were kind, knowledgeable, and took excellent care of our family member while we were gone. They provided frequent updates on how our dog was doing through near-daily texts and photos. If we ever have to leave our dog with a sitter in the future, they will be our first choice.

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Catherine G.
Sitter Profile Image: Jennifer J.
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Jennifer J.
Star Sitter
from
$35
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
6 years of experience
Lake Edge, Madison, WI, 53716

Lucy had a great weekend with Jennifer! She got along great with Oscar. Tick season is pretty bad this year and Jennifer made sure to look over Lucy and keep her tick-free!

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Chuck S.
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
8 repeat clients
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Easy pickup and drop off, friendly, updates with pictures of my dog during her 1 week stay with them. They got her to eat her breakfast every morning and play and she's a shy nervous girl!

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Rebecca D.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
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: Erika M.
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Erika M.
Star Sitter
from
$43
per night
4.9 out of 5 stars
147 reviews
80 repeat clients
13 years of experience
Sun Prairie, WI, 53590

This was Baylee's first boarding experience since I adopted her and she seems very happy and healthy. She loves walks and Erika provided multiple daily walks. Baylee's medication and feed requirements were met. I couldn't expect more than a happy dog!

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Patti P.
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
37 reviews
5 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert took great care of my two dogs. They sent lots of updates, and communicated clearly with us. I’d highly recommend them, and will reach out to them when I need someone to watch our dogs again.

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Patrick W.
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
49 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: Derek & Yoki S.
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Derek & Yoki S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
75 reviews
27 repeat clients
7 years of experience
Lake Edge, Madison, WI, 53716

Excellent host! They send daily pictures and updates. My dogs looked so happy being in their home and backyard. Great communication and very flexible and accommodating.

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Ben G.
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
10 reviews
3 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: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
33 reviews
8 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

We love Margaret & so does our pup, she’s at ease whenever she gets to the house and sees her favorite dog sitter. She’s the only Rover we choose and we couldn’t be happier with her excellent care!

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Hayley J.
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

I was very nervous to leave my dog Bailey. 1. I had never left her and 2.She had a small issue with her paw just before my vacation. When informing him about the issues and the shedding problem , there were no hesitations on what needs to be done to keep up with the grooming. You should have no worries when you hire this person. The communication, the pictures,the condition of my dogand the level of care were outstanding. I was very lucky to find somebody on short notice and appreciate the sensitivity and kindness. Thank you, Shawn, for all your help and for making Bailey such a happy girl for the days I was gone.

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jamie e.
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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

Alicia was great with Ginger! Since Ginger is a senior dog, I wanted her to stay in a caring home rather than a kennel. Alicia kept me updated and sent lots of pictures, and I could tell my girl was happy and comfortable. I really appreciated the great care she gave her and would definitely book again.

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Julia T.
Boarding
5.0 out of 5 stars

First time using Rover, and it was incredibly easy. Our dog was hyper at first but calmed down quickly and the stay seemed amazing. Would definitely recommend!

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Michael R.
Boarding
5.0 out of 5 stars

My 6 year old aussie, Frankie, had a great 4 night stay with Brandon and Katy! He loved playing with their aussie, Appa, and running around their backyard with the herding ball. He has been exhausted since picking him up yesterday! Brandon and Katy were very accommodating when I screwed up my dates and had to bring Frankie one day early. I received a daily pic update and a video and a nice review from Brandon during pickup. While I have tried two other sitters on Rover recently, Brandon and Katy offered the exercise, warmth, and cleanly environment that I wanted for Frankie. They will def be our dogsitters going forward!

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Tori S.
Boarding
5.0 out of 5 stars

Nico came home happy and bringing toys to me as soon as we got home after a 12 day stay. I will definitely try to book with Korie again.

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David E.
Boarding
5.0 out of 5 stars

Always a pleasure having Sadie stay over with Ben. Ben is very accommodating, very responsive and easy to work with. We get daily updates and pictures and are informed of any concerns.

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Patrick L.
Boarding
5.0 out of 5 stars

Annie is always amazing! She is my go to sitter and Ollie loves her so much. She always provides great updates and takes the best care of my pup.

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Angi K.
Boarding
5.0 out of 5 stars

Jessica was absolutely wonderful!! She took amazing care of my dog Maisie. My dog had so much fun with her and the other dogs. Jessica helped manage her allergies and was in contact with me everyday with updates, pictures, and videos. Would definitely book with her again. You can tell she cares a lot n treated my dog as her own she was in such good hands. I could enjoy my vacation without worrying. She’s so wonderful!!! Cant thank her enough for taking care of my baby girl.

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Jennifer D.
Boarding
5.0 out of 5 stars

Excellent experience. Very kind hosts who took care of our dog like their own. We will return without hesitation. Thank you!

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A B.
Boarding
5.0 out of 5 stars

Our pup had another great stay! They treat her like 1 of their own. She always looks happy & well taken care of. Highly recommend!

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Michelle M.
Boarding
5.0 out of 5 stars

We are very appreciative of Jesse for taking our sometimes anxious Coco and providing her with a safe and comfortable place to staff while we were away. Jesse is great at communication and always responds to requests and comments very quickly. Thanks, Jesse!

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Cheryl Or Mark S.
Boarding
5.0 out of 5 stars

Shawn is the best! Second booking with him and it went perfect. Caspian is always so happy in his photo updates 😁

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Hannah T.
Boarding
5.0 out of 5 stars

Jen took SUCH good care of our pup! She was so caring and thoughtful. She was everything you’d want from someone watching your dog - communicative, responsible, kind. Our dog comes with some specific instructions/medication and she handled it all with ease. We hope to book with Jen again soon!

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Lydia W.
Boarding
5.0 out of 5 stars

Elizabeth and her family were wonderful with my dog! She sent great updates and he seemed a total part of the family while he was there. She had excellent communication and I’d be more than happy for her to have my dog anytime!

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Abbey K.
Boarding
5.0 out of 5 stars

Julie accepted a short notice booking request and was happy to care for our boy Kuzco. He seems like he has a lot of fun when staying!

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Nick S.
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

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

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

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

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
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