Dog Sitting in Winchester Estates

Dog sitters in Winchester Estates, Maryland who will care for your furry friend at home without any charges!

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There are 6,652 dog sitters near you

Sitter Profile Image: Cindy
Cindy

Winchester Estates, Maryland

40+ Five-Star pet sits; Columbia University faculty (teaching remotely)

5.0
• 57 reviews
Owner Image

It was a pleasure to have Cindy care for my cat Stella while I was away on an unexpected last-minute trip. Cindy sent frequent updates and photos, which provided a great comfort to me since I had only been home from a long trip 3 days before suddenly having to leave again. Stella seemed quite comfortable with Cindy's company! I returned home to a relaxed kitty and tidy apartment. Thank you, Cindy!

Sitter available from Oct 1
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Sitter Profile Image: Maureen
Maureen

Winchester Estates, Maryland

Never cancelled a sit, all boosters, non-smoker, traveling solo

5.0
• 55 reviews
Owner Image

Maureen was a treat from start to finish with our home and cat, Poppy! She is perhaps one of the most organized sitters we have encountered on zeewoi. Her resume speaks for itself. She was eager to sit, despite it being a somewhat short notice (about 10 days). Upon arrival we received pictures of Poppy to let us know that she was in good hands. We also got daily updates in the evenings, which we enjoy. Maureen stayed at our home during the coldest stretch of the year, and came prepared with heating blankets, etc, which we appreciated as we only have space heaters currently. We would be happy to host Maureen any time. Her communication and experience are certainly top notch and your pet will be in great hands!

Sitter available from Oct 1
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Sitter Profile Image: Olivia
Olivia

Winchester Estates, Maryland

Hi! I am Olivia, and my partner's name is Belrie. We look forward to meeting you

5.0
• 35 reviews
Owner Image

I am so fortunate because I had to cancel this sit at the last moment and Olivia and Belrie were extremely understanding. All our communications leading up to the sit were phenomenal, and I can't wait to have them stay with Pearl soon.

Sitter available from Oct 1
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Sitter Profile Image: Sharon
Sharon

Winchester Estates, Maryland

Traveling professional with a love for new experiences!

5.0
• 31 reviews
Owner Image

Sharon was just a wonderful sitter. She has an engaging, positive personality and is full of energy. We were happy with the updates and photos of 2 content Goldens, whether on a trail or chilling by her feet. It is so wonderful to go away knowing your fur babies are loved and cared for in their own home. Will need to come up with a trip so we can invite this special lady back.

Sitter available from Oct 1
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Sitter Profile Image: Amara
Amara

Winchester Estates, Maryland

Warm, responsible sitter. Equally a dog/cat and indoor/outdoor person.

5.0
• 27 reviews
Owner Image

Amara is so friendly to humans and dogs alike. It is clear she loves hanging with dogs and knows how to take care of them. She did a great job with my large dog for a week, sent regular updates and communicated consistently. She also treated the house well and left the place very clean. I hope to have her back soon, as does my pup!

Sitter available from Oct 1
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Sitter Profile Image: Judy
Judy

Winchester Estates, Maryland

Experienced pet and housesitter, trustworthy, conscientious and caring

4.97
• 38 reviews
Owner Image

Judy is clearly a pro at being a housesitter. She was super communicative and sent us frequent pictures. She kept our home tidy and took great care of Lola. In fact, on a last-minute notice, she was even able to stay an extra night due to a disruption in our travel plans. Five stars all around. 

Sitter available from Oct 1
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Sitter Profile Image: April
April

Winchester Estates, Maryland

Experienced animal loving solo traveler. Reliable and clean. Non-smoking.

4.91
• 53 reviews
Owner Image

Olive can be a bit shy with some new people but April quickly won her love. Can’t thank April enough for her care of Olive and our home. Great communication, left our place clean and tidy with a very happy pup. Would love to have her again anytime. Thank you, April!

Sitter available from Oct 1
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Sitter Profile Image: Olivia
Olivia

Winchester Estates, Maryland

Recent College Grads - One with Veterinary Experience & the other an Eagle Scout

4.83
• 30 reviews
Owner Image

Olivia and Joe are a delightful couple traveling the country between sits during a year before graduate school. They kept us well informed on our pets during their stays and both cats got plenty of attention. The house was immaculate on our return. We would definitely have them sit for us in the future if they could fit us into their busy schedules.

Sitter available from Oct 1
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Sitter Profile Image: Sinclair
Sinclair

Winchester Estates, Maryland

We hope to make the acquaintance of both you and your pets!

4.66
• 29 reviews
Owner Image

Nicole was amazing! This was the second time she sat for Leo and she was great again. She expertly navigated Leo dealing with digestive issues, was communicative, and took great care of Leo and my home. After her first time sitting, I reached out immediately to see if she was free for this sit.

Sitter available from Oct 1
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Sitter Profile Image: Abigail
Abigail

Winchester Estates, Maryland

Reliable and trustworthy pet lovers

4.66
• 29 reviews
Owner Image

Abby and Matt were so easy to work with and we immediately felt comfortable with them in our home and with our beloved fur babies. They were communicative and clear leading up to the visit. They stopped by our place the evening before the sit started to meet our pets and get the lay of the land. During the visit, they sent just the right amount of updates and photos to give us peace of mind. We returned to a clean home and happy pets and plants. Abby even agreed to change my hummingbird food a couple of times to keep our feathered friends happy and safe. I’d recommend them for anyone looking for friendly, responsible pet sitters.

Sitter available from Oct 1
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Reviews from Dog Owners

4.93
253,301 reviews
4.93
253,301 reviews
4.96 Organised 4.96 Reliable 4.95 Clean and tidy 4.97 Self-sufficient 4.91 Pet care
User
Christina
Maryna was an excellent pet sitter and houseguest! Communicating with her was easy, and she always responded to my messages quickly. She was also incredibly self-sufficient! Moreover, Maryna graciously agreed to check on my neighbor's cat for a couple of days as well. My dog bonded with her quickly and was happy and healthy when I returned. The house was also spotless. I would happily have Maryna sit for me again!
User
Nathalia
I was very happy with the love and affection that was very apparent when Travis and Shannon met the pups. I received one picture on my trip and was happy to see Shannon cuddled under a doggie pile. Nothing like seeing your dogs being loved by others as their own. Every thing was in its place when I return which was nice. I also received a welcome home gift handmade by them which was very lovely and made my day.  I highly recommend them as trustworthy and reliable pet sitters to anyone.
User
Lisa
Jasmine is a five-star sitter.  She is everything you want in a sitter when you go away and leave your beloved pet and home.  She is reliable, communicative, respectful, and flexible.  We had no worries about our dog or home while we were away, and will be having Jasmine sit for us again soon.  Our home was immaculate when we got home, and our dog was obviously well-cared-for.  Can't say enough good things about this wonderful human.
User
Nicole
We’re so grateful for the love and care Vanessa gave our two dogs while we were traveling for a weekend. During our trip, she sent us pictures and our dogs always looked happy and at ease. Even during a thunderstorm she cared for our scared older dog who unfortunately had a little accident, and she cleaned up with no complaint. We didn’t have to worry at all which let us truly enjoy our weekend away knowing our dogs were in the best hands!

Vanessa was clean and tidy. We returned home to a neat house and happy pups! She even did the laundry without us asking.

We would highly recommend Vanessa as a sitter for anyone. Thank you so much!!
User
shelly
Jerry gets a five star in every area! We actually connected on the phone before he ever arrived but once he got here, it was like we known each other forever! He was very thorough and how he was going to take care of the dogs and the house!! very friendly with the dogs, and they immediately connected with him!! dogs know when they are💖💖 he arrived early so he could become familiar with Circus and tinker and the house and we had a meal together and quickly became best friends! He sent pictures while we were away and updates. Every day. He was gone by the time we came back, but it honestly looked like he had never been in the house. Everything was perfect just like we left it.❗️❗️❗️ so if you’re looking for a Pet Sitter that is reliable in every way, and you know for sure is going to take good care of your pets this man is the one you want to have come to your home❗️❗️ you won’t be disappointed and I can promise you that💖🎉
User
Patti
Cleo is a very lucky puppy dog to have been cared for by Matt & Lisa!  We’ve had quite a few sitters over the last 2 years with TH, and I have no reservations saying that they were the best!

First, communication was fabulous from the start.  They put me at ease before they ever got here.  Throughout the sit, there were regular updates and pictures.  

They were so very attentive to Cleo, and even ventured out with her on trail walks (Cleo’s favorite thing in the world).    They handled her medications with no problem.

It was obvious that my nervous pup was at ease and loved them, as she ended up sleeping with them!

I’d have Matt & Lisa again in a heartbeat, and would recommend to anybody!
User
DAVID
This is our second time with Jamie and she’s really a great sitter for our dogs . She’s a trusted person, smart. You can leave her your house and pets. Can’t wait to have Jaimie back next summer
User
Koni
Robyn was a great pet sitter and house sitter.  She  went way over and beyond my expectations!!!! She sent a photo of her and my dogs and they were looking at her like they were in love.  And my cats are not very friendly, but she won them over also.  I would highly recommend Robyn as a pet sitter and house sitter.  She is a very sweet lady.  I would love to have her watch my babies again and again.
User
Cassandra
Jim sat for my extremely shy rescue pup and new kitten for two weeks -- my pup struggles with new people, and is very fearful of men in particular. And yet, Jim was more successful with her than any sitter I've ever had: I can't recommend him highly enough. He has wonderful patience, a calm energy, and is a great communicator. He consistently updated me with photos and videos of my sweet girls enjoying the world with him, taking my dog on hikes and adventures to her favorite streams. He went above and beyond both for her (in meeting her needs and taking the time to get to know her personality), and also in caring for my home. I returned to such a cozy environment, a repaired wood stove, an organized wood pile and an at-peace dog and cat. Choosing Jim as a sitter is ensuring that your pets and home are getting the best of care, and his actions exemplify his kindness, generosity and thought taken in consideration of others. I hope to have him return many times in the future; the experience was a privilege both for myself and my pets.
User
Sidney & Larry
Oh my Goodness!  Where to begin.  Linda was the perfect house sitter for us and the perfect pet sitter for Olivia!  She is one of the nicest people you will ever meet.  When we returned from out two week vacation all our plants were alive, the garden was alive, the birds and fish had been fed regularly, and the dog was alive and happy!  What more can you ask for, right?  Well with Linda you get all that and more.  Updates as you request - even videos of her morning walks with Olivia.  The house as spotless as we left it, maybe even better! Even the porches were clean!  Linda is a genuine treasure and our recommendation would be 10 stars if there were that many!!

House Sitting FAQs

Pet sitters on Zeewoi offer pet sitting free of charge.

The main reasons dog sitters join Zeewoi are:
- They can't have their own dog right now but want to share their love for animals by helping out locally.
- They are work from home professionalist and want to pet sit in different cities.
- Many retired teachers, nurses, firefighters, and others enjoy traveling and caring for dog on Zeewoi.

As of Aug 2024, there are 1,387 dog sitters in Winchester Estates, Maryland .
You can filter, sort, expand your radius to find the perfect pet sitter near me.
As a reminder, pet sitters joining Zeewoi must pass a background check for you and your dog safety.

Zeewoi makes it easy to reach out to multiple dog sitters about your booking.
Typically, 94% of Winchester Estates, Maryland dog sitters respond within 24 hours.
Once you create your profile, dog sitters can apply to care for your pets, and you can also invite them!

Yes! dog sitters joining Zeewoi must pass a background check before offering their services.