Dog Boarding Windsor

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Windsor, 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: Ayme Z.
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Ayme Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 624 reviews
185 repeat clients
12 years of experience
Oak Grove, Richmond, VA, 23224

“Ayme was awesome. You always feel apprehensive leaving your pup with a stranger the first time but she sent me pictures multiple times a day and I could clearly tell that Delilah was comfortable in her home. If I ever need someone again she’ll definitely go back to Ayme’s.”

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Jessica D.
Sitter Profile Image: Aaren & Jordon D.
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Aaren & Jordon D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 34 reviews
10 repeat clients
6 years of experience
Swansboro, Richmond, VA, 23224

“Aaren and Jordon are great! Communicative and sent regular updates during the stay. You can tell they are dog people and truly care for the pets during their stay. Dale and Cyrus had a great time staying over and they'll be looking forward to their next staycation!”

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Christian M.
Sitter Profile Image: Ross & Ava T.
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Ross & Ava T.
from
$39
per night
5.0 out of 5 stars
• 87 reviews
24 repeat clients
16 years of experience
Blackwell, Richmond, VA, 23224

“Our Golden made fast friends with Ross & Ava & there gentle Great Dane, George. They were very responsive and reasonable. Will use again when visiting in Richmond.”

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Lyn Y.
Sitter Profile Image: Raye J.
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Raye J.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 234 reviews
103 repeat clients
10 years of experience
Oakwood, Richmond, VA, 23223

“Raye is one of a kind! She is very attentive and punctual. My pup loves and enjoys her stay each and every time. Raye sends tons of photos and videos which is helpful when away from my baby. We will choose Raye each and every time!”

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Alex H.
Sitter Profile Image: Zach K.
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Zach K.
from
$45
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
9 years of experience
Reedy Creek, Richmond, VA, 23225

“I always know that my dog is safe, comfortable, and taken care of with Zach. Ardo loves hanging out with him while I’m at work, and when I went out of town for the first time, it eased my anxiety knowing he’d be somewhere he was loved and cared for. Zach did an amazing job of keeping me updated and checking in, and was very flexible when my flight home got delayed.”

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Rebekah B.
Sitter Profile Image: Emily B.
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Emily B.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Newtowne West, Richmond, VA, 23220

“Emily was a great sitter for my fur baby! She was very thorough, from the initial booking to picking up my dog. I received updates and pictures daily. I will definitely be booking her again!”

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Jordan M.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
13 years of experience
Fulton, Richmond, VA, 23231

“Stacey took great care of my dog and made me feel at ease leaving her for a week. I knew she understood my concerns and was on the same page about safety and making sure my dog got along well with hers. I got plenty of updates while I was gone, and my dog had a great time with no stress, which is exactly what I was looking for! Can’t thank her enough!”

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Evelyn P.
Sitter Profile Image: Laura C.
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Laura C.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
16 years of experience
Richmond, VA, 23236

“Laura was absolutely amazing! This was my first time leaving Bandit with someone other than friends, family, or a boarding facility, so I was super nervous. However, receiving pictures and updates helped ease my anxiety so much. Bandit definitely had a great time, and I truly appreciate Laura and her family treating him like one of their own. He was completely exhausted when we got home and went straight to sleep, which is a good thing!”

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Helena B.
Sitter Profile Image: Amanda E.
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Amanda E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 42 reviews
27 repeat clients
17 years of experience
The Museum District, Richmond, VA, 23221

“Amanda did an amazing job of taking care of my dog for a week. I have a small dog that recently went blind and Amanda was very well versed in taking care of older dogs and dogs with disabilities. Her house is well set up for taking care of older/disabled dogs and communications with her were always instant. Amanda is also an incredibly nice and personable person in general. I highly recommend Amanda to anyone needing a dog sitter.”

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Matthew C.
Sitter Profile Image: Deven & Tyreek C.
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Deven & Tyreek C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 33 reviews
17 repeat clients
15 years of experience
North Chestefield, VA, 23237

“We had an amazing experience boarding our dog with Deven and Tyreek from start to finish! They treated Riot just like their own; he was happy, comfortable and loved! Their communication was excellent, especially the frequent updates they sent with pictures and videos to show us how much fun Riot was having. We (Riot included) are grateful for the care they provided and would absolutely book them again in the future!!”

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Tenae W.
Sitter Profile Image: Shay & Jake W.
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Shay & Jake W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 39 reviews
9 repeat clients
30 years of experience
Henrico, VA, 23231

“Quick and easy drop off. Lily is a rescue, been with us for six months, but opened up quickly to her and her family. (Sorry that she’s a Velcro dog!) Sent daily photos, but frequency could drop—I was admittedly nervous. I appreciate Shay’s patience and accommodations.”

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Sophia V.
Sitter Profile Image: Kourtney D.
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Kourtney D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 92 reviews
22 repeat clients
17 years of experience
North Chesterfield, VA, 23234

“Kourtney was very easy to communicate and book with. We were away on a long trip but felt very reassured and comfortable as we received updates and pictures while away. Our boys had a great time staying with Kourtney and Jake!”

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Christian M.
Sitter Profile Image: angelica s.
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angelica s.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
16 years of experience
Brookhaven Farms, Richmond, VA, 23224

“Agelica took care of Queso and she was awesome, super responsive, she kept me informed of his behavior in a detailed way. She has access to a very nice backyard which is fenced and safe for dogs. I am very happy with my experience with her.”

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Juan Sebastian P.
Sitter Profile Image: Maggie & Josh M.
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Maggie & Josh M.
from
$45
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Maymont, Richmond, VA, 23220

“Maggie and Josh were phenomenal! It was our first time leaving our pup with sitters, so we were a bit nervous, but we couldn't have asked for a better experience. They were incredibly friendly and communicative, sending photo and video updates of our boy daily, which we REALLY appreciated. This helped put us at ease. Our pup seemed extremely happy in every single photo and video—we joked that he probably didn't want to leave because he was having so much fun! I could tell he had a great time, and Maggie and Josh seemed to enjoy him as well. They took such great care of him, and we'll definitely book them again in the future. I'm sure our pup would love that too!”

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Christopher L.
Sitter Profile Image: Jerimah H.
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Jerimah H.
from
$45
per night
4.6 out of 5 stars
• 9 reviews
5 years of experience
Richmond, VA, 23223

“I didn’t know I needed a fairy dog mama until I booked with Jerimah!!! SHE IS THE ABSOLUTE BEST!! From the initial inquiry until I picked up Bishop, she was great. She provided constant communication, sent photos, and even shared highlights of their time together. I have already stated raving about how great she is. 10 out of 10, I would definitely recommend!!!”

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Cary G.
Sitter Profile Image: Nicole B.
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Nicole B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 128 reviews
51 repeat clients
15 years of experience
North Highland Park, Richmond, VA, 23222

“Nicole was great! She communicated very well and had a very fast response time. She allowed me to book my pup super last minute and was very sweet and understanding. She sent photos of bear while I was away as well. She was very sweet over all, and I would definitely book her again.”

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Amari B.
Sitter Profile Image: Lisa C.
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Lisa C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 71 reviews
22 repeat clients
40 years of experience
North chesterfield, VA, 23237

“We were incredibly anxious to leave our Dharma puppy. She has never been without us since joining our family at 10 weeks. But we had to go out of town and Lisa was extremely communicative, she sent pictures, and reassured us every chance she got. We are really happy and highly recommend Lisa.”

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Tara M.
Sitter Profile Image: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 20 reviews
2 repeat clients
20 years of experience
Westlake Hills, Richmond, VA, 23225

“Coco had a wonderful weekend with Elizabeth! She kept me updated on what Coco was doing and sent pictures daily. I would absolutely rebook with Elizabeth in the future!”

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Andrea G.
Sitter Profile Image: Dawn B.
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Dawn B.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 272 reviews
92 repeat clients
20 years of experience
Huguenot, Richmond, VA, 23235

“Dawn was fantastic! She was very responsive and accommodating to our moving schedule. Sent lots of updates and photos. Jackson came home happy and enjoyed his stay.”

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Lisa P.
Sitter Profile Image: Starlynn H.
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Starlynn H.
from
$38
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
7 years of experience
Chamberlayne Industrial Center, Richmond, VA, 23222

“She was wonderful with my nervous boy Tony! She was a pleasure to work with, communicated updates and shared pictures, accommodated my last minute change to sitting itinerary and is very caring to others. 10/10 my dog sitter from now on ❤️”

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Kontouri A.
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The median cost per night for dog boarding in Windsor is $45

Dog parents share their Rover experiences - Windsor

1 / 1
5.0 out of 5 stars

Maggie & Josh were amazing! They were so kind, responsive, and kept us updated with photos throughout Lucy’s stay. We would absolutely recommend them and would love for Lucy to stay with them again!

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Brooke S.
Boarding
5.0 out of 5 stars

Joyce was wonderful. Alpha didn’t even want to leave. Will book again. Thank you for taking care of him.

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Adrieanna G.
Boarding
5.0 out of 5 stars

Hilary is fantastic! Very communicative and took great care of my pup. I would definitely recommend her dog sitting services 🐕‍🦺❤️

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Emma S.
Boarding
5.0 out of 5 stars

Absolutely wonderful!! So happy to find someone that loves our dogs like their own. We felt completely at ease knowing they were in good hands. Thanks again!!

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Carey E.
Boarding
5.0 out of 5 stars

Maya had a great time and Emily gave lots of updates with photos. I will definitely book her again in the future.

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Pam L.
Boarding
5.0 out of 5 stars

Easy picks and drop off, with flexible times. Gesso seemed to enjoy hanging out and going on walks. She seemed very happy with Ross and ava.

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Kim P.
Boarding
5.0 out of 5 stars

Raven is the absolute best!! Our girl is shy, but she feels so comfortable with Raven and is always so well cared for!

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Sarah W.
Boarding
5.0 out of 5 stars

Our pups just had a trial date with Aaren and Jordon. They stayed for 2 nights. Aaren and Jordon communicated well, sent lots of pics and updates, and weren’t afraid to ask questions.

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Ashley R.
Boarding
5.0 out of 5 stars

Very communicative and sweet! Accepted my booking very close to the date needed which we were sooo grateful for!!!

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Anna F.
Boarding
5.0 out of 5 stars

Zach was fantastic. Communication was prompt and clear, and we felt great leaving our dogs with him.

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Bethany M.
Boarding
5.0 out of 5 stars

Triston was wonderful! I have a very nervous and reactive pup and he met her where she was. Let us come for a meet & greet, stayed in touch with me when I was away, and cared for Stella just as I would've. Definitely recommend :)

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Julianne R.
Boarding
5.0 out of 5 stars

Took amazing care of my dog Flea! Good communication, clean home, just overall a very good experience.

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Olivia G.
Boarding
5.0 out of 5 stars

Amelia was wonderful! She was able to accommodate a short notice booking and took great care of my baby, Coconut! Communication was easy, and I felt comfortable knowing Coconut was in good hands.

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Shannon S.
Boarding
5.0 out of 5 stars

Lilly was great! Oliver had a great visit, she was flexible with delayed travel, and communicative. Would book again! Thank you!

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H Andrew W.
Boarding
5.0 out of 5 stars

Chris was great with Walter! He sent pictures through and even took him to his dog club to get some energy out. He dealt with his health issues, especially some sudden ones, before we dropped him off. I would absolutely have Chris watch Walter again!

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Stephanie M.
Boarding
5.0 out of 5 stars

Imani was very communicative during my boy’s stay. She was mindful of the heat and made sure he got plenty of exercise and attention. My baby loves her!

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McKenzie C.
Boarding
5.0 out of 5 stars

Evie is amazing and so loving on our girl! She has even knitted a cute bandana and provided extra treats and foods when our pup stays with her.

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Lindsey K.
Boarding
5.0 out of 5 stars

Deanna did an excellent job boarding our pup. She was easy to communicate with and very accommodating. Your pet is in good hands with Deanna!

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Jonathan S.
Boarding
5.0 out of 5 stars

I couldn’t have asked for a better dog sitter! From the very beginning, I felt completely confident that my dog was in loving and capable hands. Tiffany provided excellent care, attention, and affection, and it was clear that my dog was happy, comfortable, and well cared for. She was reliable, responsible, communicative, and attentive to every detail. I especially appreciated the updates and knowing that my dog was being treated like family while I was away. Her genuine love for animals really showed. I highly recommend her to anyone looking for someone they can trust completely with their beloved pet. I will definitely use her again! 🐾❤️ Thank you for taking such wonderful care of my fur baby!

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Grace T.
Boarding
5.0 out of 5 stars

Noel was amazing to work with! She responded quickly after a rover cancelled. We got a quick meet in and greet in and it was perfect! Her home has a nice back yard and her and her boyfriend provided so much love and attention! Great people and a beautiful home, can’t recommend enough.

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Joshua K.
Boarding
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