Dog Boarding In Windsor Farms

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Top rated Windsor Farms dog boarders

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: Michelle T.
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Michelle T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
49 reviews
13 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

My dog had an amazing time with Michelle and Milo - She liked it so much it seemed she didn’t want to leave! Seriously, Michelle took great care of my girl and made sure all of her needs were taken care of.

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Adele C.
Sitter Profile Image: Matt M.
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Matt M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
266 reviews
84 repeat clients
25 years of experience
Northern Barton Heights, Richmond, VA, 23222

Our 5 year old lab had a great time staying with Matt. He enjoyed playing with Matt’s dog plus the way other guests. He came home happy and TIRED. Next time we need someone to watch him we’ll definitely hope he can stay with Matt again.

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Alex H.
Sitter Profile Image: Julie W.
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Julie W.
Star Sitter
from
$48
per night
5.0 out of 5 stars
70 reviews
12 repeat clients
30 years of experience
Carillon, Richmond, VA, 23221

Julie and Eric were fantastic! They were so understanding, kind, and gentle with my relatively new rescue dog. They provided a very safe, calm, and loving environment. I most highly recommend them for great trusted care, and would certainly use them again.

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Eric P.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$28
per night
5.0 out of 5 stars
315 reviews
84 repeat clients
30 years of experience
North Chesterfield, VA, 23236

Always above and beyond care for your dog. It’s a real big plus to see daily photos of your dog, along with someone treating them as your own.

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Emerald S.
Sitter Profile Image: Alexandra O.
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Alexandra O.
from
$45
per night
5.0 out of 5 stars
72 reviews
24 repeat clients
15 years of experience
Westover Hills, Richmond, VA, 23225

Dylan came hone happy, healthy, clean, and tired from Alexandra O.'s with no complaints (other than we think he misses his new doggie friends)!

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Shelton F.
Sitter Profile Image: Jeffrey H.
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Jeffrey H.
Star Sitter
from
$33
per night
5.0 out of 5 stars
94 reviews
22 repeat clients
34 years of experience
The Fan, Richmond, VA, 23220

Jeffery, as advertised, is chill and he is WONDERFUL. Definitely a dog lover and really cared for our pup. Perfect with communication and sending pics and updates.

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Treesa G.
Sitter Profile Image: Cyndi M.
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Cyndi M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
189 reviews
70 repeat clients
45 years of experience
Richmond, VA, 23228

Cyndi was so good with our small, skittish, anxious dog that doesn’t like to be away from his people and who is dog reactive. She provided regular updates and photos and answered any questions before the stay.

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Kristin F.
Sitter Profile Image: Amanda E.
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Amanda E.
from
$42
per night
5.0 out of 5 stars
33 reviews
21 repeat clients
17 years of experience
The Museum District, Richmond, VA, 23221

Amanda was the greatest puppy sitter while we were out of town for a week. We looked forward to her texts with photos and videos every day. My 2 had a great time with her 2 ❤️ We will definitely have Amanda watch our babies again. Thank you!!

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Sarah W.
Sitter Profile Image: Nadia J.
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Nadia J.
Star Sitter
from
$60
per night
5.0 out of 5 stars
34 reviews
14 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

I had a great experience with this sitter and would absolutely book again. They were reliable, professional, and clearly cared about my dog’s comfort and well-being. Communication was consistent throughout, and I appreciated the updates and attention to detail. My dog came back happy, well cared for, and in great condition, which says everything. It’s not easy trusting someone with your pet, but they made the whole process smooth and stress-free. Highly recommend to anyone looking for a dependable and attentive sitter.

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Luis G.
Sitter Profile Image: Aaren & Jordon D.
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Aaren & Jordon D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
6 years of experience
Swansboro, Richmond, VA, 23224

Aaren and Jordon are practically family now. This is the second time they have watched my girl and they take the BEST care of her. They love on her, make sure she is getting fresh air, and even take her on outings. I almost hesitated to write this review because I don’t want yall to know how great they are and then start taking all to spots - just kidding! I can’t be selfish! Everyone deserves to feel the peace I feel when my pup stays with them ❤️.

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Jessica F.
Sitter Profile Image: Pamela & Paul H.
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Pamela & Paul H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
52 reviews
21 repeat clients
41 years of experience
Henrico, VA, 23229

Great sitters for our 3 lb Yorkie for 2 weeks. He wasn’t feeling great 3days before our trip but they gave him his meds and got him back to his usual playful self well before we got home. Sent photos every day to see how he was doing. Will always book them as our first choice

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Steve Z.
Sitter Profile Image: Michaela Z.
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Michaela Z.
from
$45
per night
5.0 out of 5 stars
23 reviews
11 repeat clients
5 years of experience
Upper Shockoe Valley, Richmond, VA, 23223

Michaela was AMAZING! So sweet and attentive to Violet, and sent lots of updates and pictures throughout the stay, which gave us so much peace of mind. She administered Violet’s medications and special food three times a day with no issues and made everything feel effortless. Michaela was also very easy to schedule with and super responsive with communication. We’re so grateful to have found her and will definitely be booking with her again!

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Kayla E.
Sitter Profile Image: Amy M.
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Amy M.
from
$35
per night
5.0 out of 5 stars
560 reviews
219 repeat clients
6 years of experience
Glen Allen, VA, 23060

Amy 🐾 took really good care of my dog and she was very communicative which I did appreciate and I really am thankful she watched her over this holiday season.

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Neil S.
Sitter Profile Image: Hilary R.
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Hilary R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
217 reviews
73 repeat clients
20 years of experience
Reedy Creek, RICHMOND, VA, 23225

Hilary was great! My pup was well loved and taken care of. Photos were sent daily keeping my heart happy knowing he was in good hands. 10/10 recommend!

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Morgan A.
Sitter Profile Image: Myrna C.
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Myrna C.
Star Sitter
from
$41
per night
5.0 out of 5 stars
54 reviews
30 repeat clients
40 years of experience
Oakwood, Richmond, VA, 23223

Excellent sitter. She was so professional and caring. She walked him she played with him. I got pictures everyday. Bruno got along with her baby. They became good buddies. I can tell Bruno miss Snoop her pet. When I have to go away again I definitely want Myrna to be the sitter. You will feel good about leaving your pet with her

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Sharon F.
Sitter Profile Image: Jesse D.
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Jesse D.
from
$45
per night
5.0 out of 5 stars
47 reviews
13 repeat clients
32 years of experience
Henrico, VA, 23228

Jesse has done a wonderful job taking care of my 7 year old Samoyed! He provides good photo updates, his dogs are friendly, and drop-off/pick-up is always easy. I would highly recommend, and look forward to using his services again in the future.

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Teresa M.
Sitter Profile Image: Ross & Ava T.
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Ross & Ava T.
from
$38
per night
5.0 out of 5 stars
75 reviews
19 repeat clients
16 years of experience
Blackwell, Richmond, VA, 23224

They took great care of our large dog and followed extra care precautions he needed. We were never worried as we got a picture daily with an update. Thanks again and we will use you again soon!!

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

Laura had my dog nova for a week.Great with keeping you updated on your pet.Nova had a blast will definitely use Laura again.My dog was sad to go home that’s how much fun she had

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Wini P.
Sitter Profile Image: Sheri J.
Verified Background Check
Sheri J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
98 reviews
31 repeat clients
7 years of experience
Richmond, VA, 23229

Sheri is amazing, amazing and even more amazing! She took care of my little pal just like I would. I received daily pics and updates and I can't say enough great things about her care. Thanks again for everything!

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Josh J.
Sitter Profile Image: Amy M.
Verified Enhanced Background Check
Amy M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
308 reviews
114 repeat clients
20 years of experience
Richmond, VA, 23228

Huck had a blast at Amy’s house playing with other pups and frolicking in her yard. Amy sent frequent pictures and updates, and was a pleasure to work with!

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Marisa S.
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Windsor Farms dog parents share their Rover experiences

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5.0 out of 5 stars

Booked last minute with Tiffany B. she accepted my Pup and also taught her some manners In the process lol. Overall experience was great, I will definitely be rebooking.

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Jason K.
Boarding
5.0 out of 5 stars

Allie always has such a great time with Teresa - she doesn’t want to leave at the end. We’ve had Teresa as a sitter many times and we feel so safe and comfortable with her. She’s a great communicator and takes the best care of our girl!

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Annie Z.
Boarding
5.0 out of 5 stars

Very kind sitter. She took very good care of my dog and gave her all the necessary scheduled medicines.

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Freny L.
Boarding
5.0 out of 5 stars

Katharine was kind enough to board my fur baby on short notice. It was my first time using her service. She sent pictures and text messages daily. I would highly recommend her as a reliable dog sitter.

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Leigh L.
Boarding
5.0 out of 5 stars

Mich was awesome! Our dog felt welcomed and comfortable during her stay. Mich’s dog, Milo, was a good companion/ host. Great back yard. Mich sent pictures and regular updates. Couldn’t have asked for a better experience.

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Michael G.
Boarding
5.0 out of 5 stars

Very kind, professional and knowledgeable. We have a 2 year old German shepherd who is huge and reactive and they were patient and kind with him. We will definitely be sending Rocky back

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Tia F.
Boarding
5.0 out of 5 stars

Amanda was the perfect sitter for our high maintenance angel! Sent lots of photo updates and took great care of Willie! Thank you so much!!

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Adam S.
Boarding
5.0 out of 5 stars

Jeffrey was fantastic - we received so many updates and pictures of our pup when we were out of town, which I'm very grateful for. We always felt confident that Nap was getting the absolute best care. We'll definitely reach out if we need a pet sitter again!

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Emily B.
Boarding
5.0 out of 5 stars

Moose had a great stay at his vacation home, aka Nathaniel’s. He seemed like he didn’t want to leave, and was well cared for. Nathaniel is phenomenal with Moose and was flexible when we came back early. Would absolutely book with him again.

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Molly O.
Boarding
5.0 out of 5 stars

Allison is the best! This is the second time we’ve used her and she’s nothing short of wonderful. She lives on our baby like they’re her own and she updated us so consistently that we felt like he was with us. I’ve used sooo many dogsitters in the past having had dogs my whole life & none compare to her level of service !

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Madison R.
Boarding
5.0 out of 5 stars

Ariel and family were great with our Zoey! They spent tons of time with her, treated her like one of their own and kept us updated with plenty of pictures while we were away. Highly recommend!

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Justin C.
Boarding
5.0 out of 5 stars

Zach was great! He made sure Hank got plenty of love and exercise! Hank’s extra needy but they seemed to have a great time. Thank you!

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Savannah L.
Boarding
5.0 out of 5 stars

Wowww the amount of love and gratitude Ms.Frances showed my furbaby was everything ❤️He Really enjoyed himself I was so happy with all the videos and pictures. She most definitely will be seeing Rj again.

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Shanquanequa C.
Boarding
5.0 out of 5 stars

Coco had a great time with Kailey. Really apricated the time, attention and love Kailey given to my dog Coco. For sure the next time we will ask Kailey again.

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Harald H.
Boarding
5.0 out of 5 stars

As always, thanks for taking care of our wonderful princess and for making us feel at ease leaving her in your care.

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Ashley R.
Boarding
5.0 out of 5 stars

Niely took great care of our elderly, sick dog in her home for the weekend. He had great walks, enjoyed the backyard and chickens, and was well cared for. Thank you!

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Meredith H.
Boarding
5.0 out of 5 stars

Christian was very attentive with Champs and I’m very pleased with him. I would highly recommend and will be using him again in the future

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Ashley B.
Boarding
5.0 out of 5 stars

Carolina was very professional and helpful with my new puppy. She also sent pictures and updates on my puppy, which I appreciated very much considering this was my first time leaving my pup with a stranger. I would definitely use Carolina again and highly recommend her.

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Eric H.
Boarding
5.0 out of 5 stars

We are so grateful for all the love Aaren & Jordon gave to Dexter while we were out of town! They treated Dex like he was their own and we feel so lucky to have found them. 10/10 recommend!!

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Jen R.
Boarding
5.0 out of 5 stars

Davina took great care of Ivy and communicated with me thoroughly through out the stay! Very kind and careful with dogs. One of the best!

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Miguel B.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Windsor Farms dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Windsor Farms.

Rover makes it easy to find Windsor Farms dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.