Dog Boarding Winsor Hills

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick up
Search

Over 155
pet parents in Winsor Hills have booked dog boarding

Winsor Hills, 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: Nautica E.
Verified Background Check
Nautica E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
50 reviews
14 repeat clients
11 years of experience
Forest Park, BALTIMORE, MD, 21216

Nautica was an excellent host for my busy little boy. She kept them an extra day because we've been having brownouts in my neighborhood. She even dropped him off and picked him up. I knew he was going to be spoiled rotten after enjoying a long weekend with the backyard. I will be using her again

Profile image
Lakita M.
Sitter Profile Image: De'Andre t.
Verified Enhanced Background Check
De'Andre t.
from
$35
per night
1 repeat client
8 years of experience
Hunting Ridge, Baltimore, MD, 21229

About: I have taken care of my own dogs and cats my entire life and cannot remember a time I didn't love them all. My cat is no longer with me but I still have dogs and would love to care for your pets as I currently do my own. I can handle big dogs and little dogs as well as am willing to clean out your cats litterboxes. I'm happy to tussle with big dogs and take naps with lap dogs anytime! I'm a college student looking for work over the breaks and any pet time over the semester as I'll be away from my own. I'm happy to work around my class schedule to be with your pets as much as possible. I have a mostly fenced yard with the only opening being the driveway but intend to do walks and keep pets leashed just for safety. My own home has two dogs that are great with other dogs, both of them being on the smaller side and great with people as well. When I'm up at school there will be no other pets up there and the space will be fully for your pets. I'm also able to do house sitting, walks, and drop-ins for your pets to make sure your pets are getting love and attention when you're away.

Sitter Profile Image: Alex G.
Verified Enhanced Background Check
Alex G.
from
$40
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
10 years of experience
Arbutus, MD, 21227

Alex took great care of my Mini Aussie Tango these last several days, including timely communication and updates! His place with the large enclosed grass yard was perfect for Tango to get her energy out. She really enjoyed her time with Alex’s dog Reese and came home happy and exhausted!

Profile image
Timothy L.
Sitter Profile Image: Felice & Ken & Tyler & Morgan T.
Verified Enhanced Background Check
Felice & Ken & Tyler & Morgan T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
262 reviews
148 repeat clients
50 years of experience
Catonsville, MD, 21228

So thankful for Felice & her family for watching Charlie! She was great and sent me plenty of updates & pictures. Charlie enjoyed playing with Coda & running in the backyard. He came home tired from a long weekend of fun!

Profile image
Abigail D.
Sitter Profile Image: Virginia & Steven G.
Verified Enhanced Background Check
Virginia & Steven G.
from
$34
per night
5.0 out of 5 stars
470 reviews
208 repeat clients
21 years of experience
Westgate, Baltimore, MD, 21229

Ginnie and Steven were really wonderful caretakers for my cat. They were very communicative and super accommodating when my plans changed and I needed to extend the time my cat stayed with them. My cat came home happy and healthy and I know she was well cared for. Definitely plan to reach out to them when I travel again!!

Profile image
Liana A.
Sitter Profile Image: Aida W.
Verified Enhanced Background Check
Aida W.
from
$45
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
6 years of experience
Midway-Coldstream, Baltimore, MD, 21218

Aida was a great sitter for my pup. She was very communicative with me and very attentive towards him. I was able to have peace of mind while on vacation as I was updated with pics and activities throughout each day I was gone. I highly recommend Aida for any of your dog sitting needs.

Profile image
Torrance P.
Sitter Profile Image: Nicole T.
Verified Enhanced Background Check
Nicole T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
48 reviews
25 repeat clients
3 years of experience
Lower Northwood, Baltimore, MD, 21218

Wonderful person and family. Provided lots of pics to ease my mind because this was our first time. Allowed us to do a meet and greet the day before and was so accommodating to his allergy needs. Will definitely use again.

Profile image
Kena D.
Sitter Profile Image: Brittanie & Ryan C.
Verified Enhanced Background Check
Brittanie & Ryan C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
122 reviews
41 repeat clients
10 years of experience
Catonsville, MD, 21228

Brittanie and Ryan took such great care of our pup. We really appreciated the updates and photos, as it put us at ease with it being her first time with a sitter. They were responsive and helpful, kept to our feeding schedule and loved on our furbaby. Thank you so much!

Profile image
Paige O.
Sitter Profile Image: Virginia O.
Verified Background Check
Virginia O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
47 reviews
20 repeat clients
25 years of experience
Catonsville, MD, 21228

Virgina watched my retired guide dog Harry in her home while I was traveling for business. She made sure everyone would get along beforehand and took time to meet and talk with me. This was the first time Harry was staying with someone he didn't know and I was worried he'd be anxious. He had a good time with her senior dog Chip. I'll likely book with her again.

Profile image
Steve F.
Sitter Profile Image: Robin & Tyrone & Maritta A.
Verified Enhanced Background Check
Robin & Tyrone & Maritta A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
121 reviews
46 repeat clients
40 years of experience
Halethorpe, MD, 21227

Robin was amazing!! She took such good care of my baby while I was away for Christmas and made sure my baby felt the holiday spirit. Highly recommend booking with her!

Profile image
Monique E.
Sitter Profile Image: Shakiyla H.
Verified Enhanced Background Check
Shakiyla H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
28 reviews
11 repeat clients
10 years of experience
Park Heights, Baltimore, MD, 21215

Shakiyla was very informative and pleasant to work with. She took excellent care of Zeus and I would recommend her to anyone and I’ll definitely will be using her services again.

Profile image
Daniel A.
Sitter Profile Image: Nikki B.
Verified Enhanced Background Check
Nikki B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
8 repeat clients
10 years of experience
Catonsville, MD, 21228

Our second time using Nikki. She really treats our little Archie like her own and we love that he loves her! Will definitely use her services again!

Profile image
Lorraine M.
Sitter Profile Image: Karla R.
Verified Enhanced Background Check
Karla R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
42 reviews
13 repeat clients
30 years of experience
Riverside, Baltimore, MD, 21230

Karla was wonderful! She cared for my pup as if he were her own and made sure he felt right at home. I loved receiving all the great photos while I was away - it gave me such peace of mind knowing he was safe, happy, and so well loved!

Profile image
Sarah Z.
Sitter Profile Image: Davida A.
Verified Enhanced Background Check
Davida A.
Star Sitter
from
$50
per night
4.9 out of 5 stars
92 reviews
40 repeat clients
26 years of experience
Winsor Hills, Baltimore, MD, 21216

I wanted to let anyone that really wants a person to take care of their child (dog) like it is their own Davida is the one to call. I'm very protective of my little baby and very particular about who takes care of her. She is 8 months and only weighs 4 pounds and she is a beautiful little Maltese. She is energetic and loves to play all day long. She loves to get plenty of attention. All of that was to tell you that she gets all of that from Davida and her family. She loves them and they love her. She gets excited every time we open up the gate to go to the door. When I pick her up and we go home she sleeps good from playing all day. She goes every week to Davida's and she loves it. Last week she had the runs and Davida gave her a full bath with hyper allergenic shampoo with oatmeal in it and she came home clean and smelling like I just took her to a groomer. She could have just cleaned off the areas that were dirty but she gave her the works and I really appreciated the extra care she took of my baby. Also did I mentioned she had very clean and spacious home and a huge front and backyard. She is the best sitter you could ever ask for. Thank you Davida!! ❤️

Profile image
Sharon M.
Sitter Profile Image: Cheryl C.
Verified Enhanced Background Check
Cheryl C.
from
$50
per night
5.0 out of 5 stars
37 reviews
16 repeat clients
20 years of experience
Gwynn Oak, MD, 21207

Excellent! Cheryl and her family did an awesome job watching my little girl on such short notice. I particularly enjoyed and appreciated how well Cheryl communicated with me during my dog’s stay. She sent valuable updates, pictures, and other related information pertaining to my little girl. Highly recommend.

Profile image
Miklhail J.
Sitter Profile Image: Kelly H.
Verified Enhanced Background Check
Kelly H.
from
$47
per night
5.0 out of 5 stars
48 reviews
13 repeat clients
13 years of experience
Catonsville, MD, 21228

Kelly and her husband are simply amazing. From booking to post-pick-up, their communication was clear and timely. During Leo's stay with them, Kelly sent me photos, videos, and update comments numerous times throughout the day. It made a huge difference for me and my daughter (9 yo) who missed Leo very much during our trip. They were so warm and kind to Leo, and I could tell that they truly cared for the pet they were looking after. They took Leo to exciting walks, let him play off leach in their backyard, and cuddled with him. I know they've done all of this because they send me so many pictures. Leo looked very comfortable and content in the photos and videos. I highly recommend Kelly and her husband!!!

Profile image
Eunhae G.
Sitter Profile Image: Danielle S.
Verified Enhanced Background Check
Danielle S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
50 reviews
10 repeat clients
17 years of experience
Rosedale, MD, 21237

Danielle took great care of my dog while I was away! Sadie was happy and well cared for when I picked her up. Danielle was responsive and sent me regular updates so I knew Sadie was happy and safe. I highly recommend Danielle!!

Profile image
Kate F.
Sitter Profile Image: Jessica D.
Verified Background Check
Jessica D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
99 reviews
46 repeat clients
15 years of experience
Belaire-Edison, Baltimore, MD, 21206

Jess is simply amazing with my elderly and very high maintenance Havanese. He has serious separation anxiety but I never worry about him when I drop him off. She’s very attentive and patient and will go out of her way to make him comfortable. She’s really the only one I trust with my baby 🥰

Profile image
Andrea I.
Sitter Profile Image: Sarah S.
Verified Background Check
Sarah S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
75 reviews
29 repeat clients
9 years of experience
Canton, Baltimore, MD, 21224

Sarah was great. My dog looked right at home & had lots of fun & snuggles. Sent great pics/updates. & was able to accommodate a last minute extra night due to flight delay. Def recommend!

Profile image
Kendra D.
Sitter Profile Image: Lingli Y.
Verified Enhanced Background Check
Lingli Y.
Star Sitter
from
$43
per night
5.0 out of 5 stars
144 reviews
71 repeat clients
15 years of experience
Inner Harbor, Ellicott City, MD, 21043

It was a pleasure having Lingli care for my fur baby while I was away. She was always very responsive and sent a lot of pics during my pup's stay. I will definitely be booking again.

Profile image
Lucy M.
1 / 1
View more sitters

The median cost per night for dog boarding in Winsor Hills is $50

Dog parents share their Rover experiences - Winsor Hills

1 / 1
5.0 out of 5 stars

Carolina was great with Buddha! She made sure he was comfortable, and kept me updated. Thank you Carolina!

Profile image
Tiffany A.
Boarding
5.0 out of 5 stars

Shakiyla was soo wonderful and helpful throughout this whole process. This was a last minute effort to find where my dog could board for a couple days and she was so flexible with me and really helpful. I’m so grateful and glad it worked out.

Profile image
Esther B.
Boarding
5.0 out of 5 stars

Nina was such a blessing to find as I was looking for last minute care for my pup! She welcomed Sweet Pea into her home and within the evening she was settled and I could tell she felt at home. She shared pictures throughout the stay and was super communicative which I appreciated greatly! She came home tired and so happy - couldn’t ask for more!

Profile image
Katie N.
Boarding
5.0 out of 5 stars

Nautica was amazing with our temperamental baby. She was patient and sent pics and updates regularly.

Profile image
Tami J.
Boarding
5.0 out of 5 stars

OMG!! What an absolutely fantastic dog sitter! I forgot everything, including dog food. So glad she was able to provide meals for my boy Max! Everything went perfectly, and my furry boy looked so happy and well cared for upon my return. I would absolutely book their services again and wholeheartedly recommend her to anyone in search of a trustworthy and compassionate dog sitter! Tae Said It!

Profile image
Therese E.
Boarding
5.0 out of 5 stars

Aaron was great. He communicated with me the entire time and sent plenty of pics! Dallas enjoyed his stay and came back as happy as can be!

Profile image
Kerrier M.
Boarding
5.0 out of 5 stars

It’s Carti’s second time with Robert and she is pretty much family! She even has a nickname now! ❤️ 😂

Profile image
CHAMARA J.
Boarding
5.0 out of 5 stars

Cheryl and her family were so kind and gentle with my pets. She was very accommodating to my pets, as well. Definitely recommend her to others!

Profile image
Karisha S.
Boarding
5.0 out of 5 stars

I’m so grateful that I found Kassandra to board my dog, Benji! The consistent updates and photos provided throughout, gave me such peace of mind while I was away. Kassandra and her adorable son will love your dog like their own to make the absence easier on your pup. Oh, and benji got spoiled with that amazing fenced in yard! 10/10 recommend.

Profile image
Tzila B.
Boarding
5.0 out of 5 stars

Melanie is a fantastic sitter for our little girl Luna ! She provides updates with plenty of pictures , which we appreciate greatly! Thank you for looking after our little Luna!

Profile image
Lisa L.
Boarding
5.0 out of 5 stars

Celeste had a wonderful stay with Erin! She was clearly very well cared for, and we felt completely at ease while we were away. Erin and Michael were kind, flexible, and great with communication. We’d absolutely book with them again.

Profile image
Cara M.
Boarding
5.0 out of 5 stars

Sean was great a fit for boarding my two girls Xena & Rogue! I went away for 10 days, they both got multiple daily trail walks, a quiet neighborhood, and a great living space on his ground floor. Sean would give a daily update most days with 1-2 photos so I could see they both looked well. I returned to two happy, healthy pups that seemed content being in Sean's home. Thank you Sean!

Profile image
James Oliver C.
Boarding
5.0 out of 5 stars

Another great stay for my little Tofu. Jhane and Emjay take good care of my little guy, send lots of photos and are great at communication. Highly recommend them.

Profile image
Tiffany G.
Boarding
5.0 out of 5 stars

This was Amada (cat) second time staying with Araba and Saint (dog) first time. We got daily pictures and the kiddos looked happy. Super nice person.

Profile image
Lidia G.
Boarding
5.0 out of 5 stars

We are so happy that we found Helen to take care of our "four legged baby". Our dog was taken care like a king, knowing that Helen did such a wonderful job with our dog gave us piece of mind, we were able to relax during the time away from our dog. Helen send us great pictures of our dog. Helen is just fantastic!

Profile image
Yuly H.
Boarding
5.0 out of 5 stars

Melanie was great with our 2 year old corgi! He seemed to have had a lot of fun :) Melanie was also very patient with us with our delayed schedule.

Profile image
Rosa L.
Boarding
5.0 out of 5 stars

P1 definitely had a great time, and we really appreciate the care you gave him. One small thing we noticed afterward was that all the food we prepared was gone, which ended up being a bit more than his usual amount. He had a couple more bowel movements than normal, so we think he may have been slightly overfed. Just wanted to mention this for future reference. Thank you again!

Profile image
Tongtong L.
Boarding
5.0 out of 5 stars

Whitley was wonderful with our girl and we didn't worry about her for a minute! She came home happy and healthy and we will definitely use Whitley in the future. Highly recommend!

Profile image
Shelley Z.
Boarding
5.0 out of 5 stars

Her page speaks for itself but I had to take the time to shout her out personally!! She took care of my Cali girl so well. This is my first time using River, but she created ease from start to finish. I even had a meet and greet prior to the boarding to break the ice and get acquainted beforehand. She has gained a forever customer.

Profile image
Jada S.
Boarding
5.0 out of 5 stars

2nd time watching Mika! Brittney is so easy to work with and kept my puppy safe over night on a holiday! Mika boarded at her home and had a great time playing with their puppy. Brittney is super easy to communicate with and very responsive to my texts or calls. I'm looking fwd to having her watch my girl again for sure!

Profile image
Jenny P.
Boarding
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Winsor Hills average 12
repeat dog boarding clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge