House Sitting Winsor Hills

Find a loving house sitter to watch over your pets and your home.

When are you returning?
Search

Over 13
pet parents in Winsor Hills have booked house sitting

Winsor Hills, Find top rated house sitting

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: Micah W.
Verified Enhanced Background Check
Micah W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
13 years of experience
Lochearn, MD, 21207

Micah did a wonderful job house sitting and caring for our cats, dog, and bird while we were away for a week! She actively communicated with us, sent great photos of all of our pets, spent lots of quality time with our pets, and paid thoughtful and careful attention to fluctuations in our pets’ appetites and activity levels and made adjustments to their routines as needed. She also did a great job handling daily oral medications for our dog and one of our cats. Our pets all seemed so content when we got home, which I do not take for granted—it’s proof they felt very well cared for by Micah! We highly recommend her!

Profile image
Katie B.
Sitter Profile Image: DEMI C.
Verified Enhanced Background Check
DEMI C.
from
$50
per night
4.9 out of 5 stars
34 reviews
14 repeat clients
20 years of experience
Mondawin-Walbrook Area, Baltimore, MD, 21216

Demi did a wonderful job caring for Dasha, my 2-month-old, 2-lb. Toy Poodle/Bichon Frisé mix while I worked from the office. She sent pictures of Dasha throughout the day and followed all my instructions. Dasha seemed to have loved being cared for by Demi!! Looking forward to having Demi care for my baby again!

Profile image
Laurianne G.
Sitter Profile Image: Brittney R.
Verified Background Check
Brittney R.
from
$60
per night
4.8 out of 5 stars
47 reviews
24 repeat clients
28 years of experience
Baltimore, MD, 21229

Brittney was wonderful with our pets and home! Everyone was happy and healthy when we returned. She kept in touch and we were very comfortable having her stay with our pets. We will definitely be back to rebook for long stays! Thank you!

Profile image
Sara W.
Sitter Profile Image: SJ J.
Verified Enhanced Background Check
SJ J.
Star Sitter
from
$63
per night
5.0 out of 5 stars
67 reviews
30 repeat clients
15 years of experience
Charles Village, Baltimore, MD, 21218

Sierra did a great job dogsitting my senior dog and housesitting while I was out of town for a long weekend! She sent updates and pictures, which was very reassuring!

Profile image
Leigh Z.
Sitter Profile Image: Asia N.
Verified Enhanced Background Check
Asia N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
24 reviews
12 repeat clients
7 years of experience
Lower Northwood, Baltimore, MD, 21218

Asia took great care of our pup, Juniper, as well as our house. She was really helpful and responsive to our messages. Our flights kept changing and Asia was flexible and made sure Juniper wouldn’t be left alone too long waiting, especially while there were thunderstorms (which scare Juniper). We came home to a happy healthy pup!

Profile image
Jennifer S.
Sitter Profile Image: Cashae H.
Verified Enhanced Background Check
Cashae H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
2 years of experience
Hunting Ridge, Baltimore, MD, 21229

Cashae was incredible!!!! She responded right away to my request as our trip was not planned. She made herself available for a quick meet and greet, booked, and took great care of our babies. We will definitely be using her services again. Thanks Cashae

Profile image
Thomas F.
Sitter Profile Image: Eileen P.
Verified Enhanced Background Check
Eileen P.
from
$55
per night
4.8 out of 5 stars
34 reviews
11 repeat clients
20 years of experience
Charles Village, Baltimore, MD, 21218

Great care for our little rescue guy. My dog instantly took to her. Eileen house sat and dog sat and was beyond responsible for both. We would 100 % call her when needed. She went out of hr way and I knew my guy was safe and happy.

Profile image
Jack B.
Sitter Profile Image: Tabitha S.
Verified Enhanced Background Check
Tabitha S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
127 reviews
39 repeat clients
30 years of experience
Halethorpe, MD, 21227

Tabitha took great care of our australian shepherd pup while we had a evening out together. Thank you so much for the help. Especially on such short notice.

Profile image
Richard F.
Sitter Profile Image: Sunshine E.
Verified Enhanced Background Check
Sunshine E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
12 years of experience
Midway-Coldstream, Baltimore, MD, 21218

Sunshine did so well with our senior dog and senior cat! They also kept our house clean and tidy as well as brought in mail and packages. Would highly recommend!

Profile image
Brendan G.
Sitter Profile Image: Bria W.
Verified Enhanced Background Check
Bria W.
from
$45
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
14 years of experience
Mondawin-Walbrook Area, Baltimore, MD, 21216

About: Hiya 👋🏾 Animal and nature lover over here!! I love the outdoors and moving through the world… why not add a cute lil fur baby to the mix!! I’m usually up and at em in the AM with my pup; Zazz OR cuddling up at home with my kitties… and we welcome more fun to the pawTY (see what I did there) 🤓 I have a plethora of day time availability due to working at night… and would love to house, exercise or briefly visit with your fur baby while you’re away. They’ll feel right at home 🤗 Along with pet parenting for the past five years… I’ve also worked as a dog trainer for two years 🐾 and understand the complexities of each pet’s personalities… Looking forward to meeting you and your loving pet 🖤🌻 I work in the evening so usually available early morning until early evening My schedule is quite consistent and gives me open availability to plan ahead with your needs in mind 🖤🌻 I understand each household views animal care in a particular way… and I will always respect the rules you’ve set with your pet. In MY home however… I believe in free roaming and lounging (if house broken) and nap time!! Prior to boarding or daycare… I will discuss in detail with you what your babie’s needs are and care preferences when they’re in new environments…

Sitter Profile Image: Samantha R.
Verified Enhanced Background Check
Samantha R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
37 reviews
17 repeat clients
15 years of experience
Halethorpe, MD, 21227

Samantha stayed in our home with our two girls. She updated me everyday and was a very respectful house guest! Everything was tidy and just where we had left it. The girls were happy and I doubt they missed us at all 😂. I would definitely recommend Sam!

Profile image
Jessica D.
Sitter Profile Image: Mary J.
Verified Enhanced Background Check
Mary J.
Star Sitter
from
$35
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
40 years of experience
Charles Village, Baltimore, MD, 21211

Mary was fantastic with our fur babies as we were out of town for our wedding weekend. She came over multiple times to bond with them before we left, and she took such good care of them while we were away. We had complete peace of mind knowing she was here with our babies. We would highly recommend her and will definitely be booking with her again.

Profile image
Lady N.
Sitter Profile Image: Emily J.
Verified Enhanced Background Check
Emily J.
from
$55
per night
5.0 out of 5 stars
4 reviews
7 years of experience
Baltimore, MD, 21230

Emily was wonderful with my pug puppy, Peaches! She watched her for the weekend, and I felt at ease knowing she was in great hands. Emily was communicative, prompt, and kept me updated with messages and photos. I highly recommend Emily to anyone looking for a trustworthy, caring, and reliable dog sitter. Would definitely book again!

Profile image
Kaitlyn U.
Sitter Profile Image: Mariah D.
Verified Enhanced Background Check
Mariah D.
from
$25
per night
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Winsor Hills, Baltimore, MD, 21216

About: We’ve always had dogs and cats growing up, so pet have always been a regular part of my everyday life! I know that sometimes this little things like walks or consistent feeding schedules can be the hardest part of having a pet! Allow me to take that weight from your shoulders! I have extensive experience with large dogs and puppies as well! I regularly housesit for homes with multiple animals and multiple species; dogs, cats, fish, bunnies, gerbils, and hamsters too! I’m currently working part time, but planning and scheduling are important to me. I am more often available in the mornings any day of the week. I value being consistent and reliable so I will only post availability that I’m sure will work! I will make sure to bring your pet everywhere with me! Clingy pets are my bread and butter! I have no problem hanging out as long as needed to always have an eye on your pets when they are in my care.

Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
Ashley M.
from
$31
per night
5.0 out of 5 stars
88 reviews
25 repeat clients
15 years of experience
Baltimore, MD, 21211

Ashley was scheduled to watch our three cats for three nights, but our plans suddenly went awry and she stepped in to save our bacon and extend her stay. She went above and beyond to make sure the house was ready for the sitter who would come after her, including washing linens. We were abroad when all this happened, so it was an immense relief to have someone considerate and reliable taking care of things. And our kitties were all in good nick when we returned! We would definitely call on her again.

Profile image
Barbara F.
Sitter Profile Image: jasmine a.
Verified Enhanced Background Check
jasmine a.
from
$50
per night
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Charles Village, Baltimore, MD, 21218

Jasmine did a great job watching Joey at our house for the weekend we were gone. She followed all instructions, was highly communicative, and we came home to a happy, healthy dog and a clean house. Highly recommend her!

Profile image
Nicole B.
Sitter Profile Image: Kathleen B.
Verified Enhanced Background Check
Kathleen B.
from
$63
per night
5.0 out of 5 stars
87 reviews
22 repeat clients
20 years of experience
West Baltimore, Baltimore, MD, 21223

Kathleen looked after our dog Luna for 3 nights and did a fantastic job. I get a little nervous about leaving Luna on trips, but Kathleen's updates, photos and videos erased those worries. Luna had a lot of fun and was in great hands. Highly recommended!!

Profile image
Matt C.
Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Emily S.
from
$60
per night
5.0 out of 5 stars
32 reviews
13 repeat clients
10 years of experience
West Baltimore, Baltimore, MD, 21223

Emily took such good care of my two senior dogs. Very kind and patient, and also left my house in great condition after house-sitting. I would definitely recommend and will contact for sitting in the future. Thanks, Emily!

Profile image
Chloe S.
Sitter Profile Image: Jenn D.
Verified Enhanced Background Check
Jenn D.
from
$25
per night
4.9 out of 5 stars
20 reviews
5 repeat clients
6 years of experience
Baltimore, MD, 21207

Jenn was AMAZING 🤩🤩🤩 My dogs can be a bit much, and Jenn bonded with them quickly. It makes traveling so much easier when you know your dogs are being well taken care of!

Profile image
Benjamin T.
Sitter Profile Image: Keira J.
Verified Enhanced Background Check
Keira J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
3 years of experience
Woodlawn, MD, 21244

Keira was great with our old pup Toby while we were out of town. She was knowledgeable about care and Toby was in great hands. She gave updates and photos throughout the stay.

Profile image
Morgan G.
1 / 1
View more

The median cost per night for house sitting in Winsor Hills is $50

Pet parents share their Rover experiences - Winsor Hills

1 / 1
5.0 out of 5 stars

Jenn is an excellent dog and house sitter. She is very professional, a great communicator, and caring. I appreciated her quick responses to my outreach and thorough twice daily reports on how our pup was doing. She left our house spotless and took care of everything. I will definitely hire her again and recommend her to all my neighbors!

Profile image
Lauren M.
House Sitting
5.0 out of 5 stars

Very attentive and caring. Really paid attention to our dogs needs and went above and beyond by bringing them toys and treats.

Profile image
Tyler N.
House Sitting
5.0 out of 5 stars

We just love Emily!! She came to our home to watch Bella as she was recovering from a minor procedure. Emily was always on time and took such good care of our Bella. I felt so relieved knowing that when i went to work, i had someone that I could trust and depend on.

Profile image
Hillery H.
House Sitting
5.0 out of 5 stars

Cashae was AMAZING with our two boys!! She took such great care of them and updated us regularly to let us know how they were doing! We highly recommend her!

Profile image
cash g.
House Sitting
5.0 out of 5 stars

As usual, Johnita went above and beyond! I swear that when I came home from my trip, my cat was disappointed it was me and not her - they’re besties now. I know I can always rely on her to give my girl the very best care.

Profile image
Jane Y.
House Sitting
5.0 out of 5 stars

Emily took excellent care of our dog and chickens. She left the house in better condition than she found it. She provided daily pet photos and had great communication. She even expertly handled a curveball from an unexpected vendor visit while we were gone.

Profile image
Alex N.
House Sitting
5.0 out of 5 stars

Eli was fantastic. I could tell he really cared about our animals. He gave our dog a ton of walks and made sure our cat was always comfortable. He made sure her litter boxes were clean when we came home. Our pets definitely give him two paws up!

Profile image
Caroline B.
House Sitting
5.0 out of 5 stars

Brittney took such great care of our cats and our apartment! She was communicative and really went above and beyond. I’d highly recommend Brittney.

Profile image
Katherine G.
House Sitting
5.0 out of 5 stars

Rosemary took great care of my dog while I was away for the weekend. Her communication throughout the whole process was great. Thanks!

Profile image
Emily K.
House Sitting
5.0 out of 5 stars

Kevin was excellent! He stayed in our home while caring for our dogs, and we couldn't have asked for a better sitter. He was respectful of our home, left everything clean and in great condition, and took wonderful care of our pups. His communication was excellent throughout our trip, giving us peace of mind while we were away. We came home to two happy dogs and a well-cared-for house. We'd absolutely book Kevin again and highly recommend him to anyone looking for a reliable, trustworthy house sitter!

Profile image
Marco O.
House Sitting
5.0 out of 5 stars

Julion was an amazing dog sitter! He took incredible care of our dog, Chance, our big 115-pound pup, while we were away. He was very attentive and even made sure to be mindful of the heat and hot pavement during walks, which we really appreciated. He sent us daily updates with lots of pictures, giving us complete peace of mind and letting us see how happy Chance was throughout our trip. When we got home, the house was spotless and exactly as we left it. It’s clear that Julion is responsible, trustworthy, and genuinely cares about both the pets and the homes he looks after. We would absolutely book Julion again and highly recommend him to anyone looking for a reliable, thoughtful, and caring dog sitter!

Profile image
Rachel D.
House Sitting
5.0 out of 5 stars

Truly the best cat sitter in the whole wide world- I think my cat loves her more than me 😂. I always come home to a clean house, a happy cat, and also a sweet note with a little treat 😭😭😭

Profile image
Traci S.
House Sitting
5.0 out of 5 stars

Madeline cared for my dogs wonderfully and was extremely communicative. I will definitely be working with her in the future

Profile image
Rachael C.
House Sitting
5.0 out of 5 stars

So meticulous and thorough! Sophie followed every direction I gave her, and took outstanding care of my dogs. Bravo!

Profile image
Maria M.
House Sitting
5.0 out of 5 stars

We're so grateful when Liz and hubby are available to take care of our fur babies. We know that they can handle anything, so we can relax and enjoy our travels!

Profile image
Dana S.
House Sitting
5.0 out of 5 stars

Ashley did a great job taking care of my dogs. She’s professional, flexible, and maintained great communication throughout. Would highly recommend.

Profile image
Sophie A.
House Sitting
5.0 out of 5 stars

We were happy to have Lyndsay back to take care of our pups! They were happy when we returned and our house was very clean!

Profile image
Emily L.
House Sitting
5.0 out of 5 stars

We were very happy with Sean as a pet sitter for Bruno, our American Staffordshire Terrier, who is very anxious with new people. Sean's patience and understanding helped Bruno relax quickly. Sean sent daily updates and photos of Bruno playing in the yard and chilling on the couch. Sean also finished giving Bruno the final doses of medication for an UTI developed just before our vacation. We will definitely use Sean in the future.

Profile image
Stacey M.
House Sitting
5.0 out of 5 stars

Trust them completely with our pups and our home. We have a two dog home that includes a senior dog who has mobility issues and medication needs. They’ve never had more exceptional care and are always happy and content when we arrive back home. Same goes for the house. House is clean and always well taken care of. My wife and I even came home to all our mail collected and our recycling put to the curb ❤️

Profile image
Anthony F.
House Sitting
5.0 out of 5 stars

Another great week of being able to count on Jhane and EmJay with no worries while we were gone for the week!

Profile image
Adam H.
House Sitting
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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  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

Popular requests for house sitting - Winsor Hills

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winsor Hills average 4
repeat house sitting clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge