Dog Sitters in Winfield, MD

Any sitter, one price
$20 per night

Loving sitters near me

Rose
4.98
• 61 reviews
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Rose and mark were fantastic. Very professional and caring sitters. I never felt that I needed to worry about anything. They left my home in the condition as if they had never been there. I, absolutely couldn't have been more impressed and pleased.

Sitter available from Oct 1
Annie
5.00
• 51 reviews
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Annie sat for our cat, Tuna, over a long weekend. She was extremely kind and self-sufficient. When we arrived home, Tuna was relaxed and happy and our apartment was as clean and tidy as we had left it. Annie would be welcome to sit for us again any time, we'd highly recommend her.

Sitter available from Oct 1
Jordan
5.00
• 49 reviews
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I could not have asked for a better first experience with zeewoi! Jordan and Nataki were great at communicating from the very start, and they sent me pictures and updates every day. I didn’t have to worry for a moment that my cat Anya was feeling lonely because I could tell she warmed up right away, even though she’s usually quite shy! They also went above and beyond making sure my apartment was tidy for when I got home. So grateful and would definitely be honored for them to sit for me again any time!

Sitter available from Oct 1
Francesco
5.00
• 43 reviews
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Francesco has been taking care of my furry babies and my place while I'm away for well over a year now, and I couldn't appreciate him more. He is a joy to communicate with, and the most reliable person one could hope for. Being able to count on him while I'm traveling makes a world of difference, because I know I don't need to worry about anything while I'm away. Benny and Zumba love him and are very well taken care of. I know because I come home to two very relaxed and happy kitties. I am super grateful to have found Francesco!

Sitter available from Oct 1
Patti
5.00
• 24 reviews
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Everything was great even though they were here for some unfortunate circumstances (hurricane and extended power outage). Sent frequent updates and our cat seemed to like them.

Sitter available from Oct 1
Hannah
4.86
• 28 reviews
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Hannah and Joseph were so kind, so communicative, and clean! Kevin seemed so happy in all the photos they sent. Not only did they wash my sheets and towels they used (without my requesting it, simply out of the kindness of their hearts), they ALSO then put my fresh sheets on the bed! 🥹❤️ Such incredible sitters. 10 stars!

Sitter available from Oct 1
Misti
5.00
• 26 reviews
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Misti was wonderful! She was able to come by before I left town to meet my dog, Grace, which I really appreciated. She sent daily pics or videos and made sure that Grace got tons of snuggle time, which is a major requirement to keep my dog happy :) Cats and skateboards are evil enemies to Grace and it sounds like Misti experienced both and handled it flawlessly! Misti was a great communicator, left everything tidy for me when I got home and Grace was super mellow and relaxed, which tells me she got all the care she needed while I was gone. I highly recommend Misti - I'll definitely be asking her to sit again!

Sitter available from Oct 1
Lilly
4.87
• 38 reviews
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Lilly and Thomas stayed at our house and cared for our dogs for a month. I think they took the dogs to the beach nearly every day. Seeing pictures of our dogs on the beach made our time away from them feel so much better. Our house was immaculate when we returned, and we felt so fortunate to have such kind and loving people step in for us in our absence. Anyone would be super lucky to have them in their home.

Sitter available from Oct 1
Gwynn
4.93
• 58 reviews
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Gwynn was wonderful! She was super communicative, flexible to come to our house beforehand to get oriented, and attentive to details. She connected with our pup, Scout, immediately and we felt so assured that he would be well cared for with her. We hope Gwynn can come stay again another time!

Sitter available from Oct 1
Courtenay
5.00
• 18 reviews
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I was thrilled to have Courtenay as our sitter. We had a few last minute changes and she was very accommodating. She is a very pleasant, well spoken person who bonded very quickly with our dog, Pepe. We were in Europe and Courtenay keep us we’ll informed via internet, pictures and all. We came home to a clean house, a happy pet and a delicious pie she left for us in the refrigerator. You would be very pleased to have her as your sitter. Lucy Hottle

Sitter available from Oct 1
Wendy
5.00
• 24 reviews
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Wendy was great, she kept us updated on the dogs and all the fun she had hiking with them on the mountain. I returned home to a very tidy house. My dogs just loved her. I will definitely have Wendy sit for me again and would be very lucky to have her do a sit for you.

Sitter available from Oct 1
Julian
4.94
• 47 reviews
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Julian and Susan were amazing, we came home to happy healthy creatures and a clean, tidy home and yard. They communicated with us during our vacation, both about anything unusual and just to let us know when things were going well (as they were the majority of the time). They are very adaptable and capable people, I highly recommend them for your home and pet needs.

Sitter available from Oct 1
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Reviews from Dog Owners

4.93
4.93
4.96 Organised 4.96 Reliable 4.95 Clean and tidy 4.97 Self-sufficient 4.91 Pet care
User
Alaina
Sharon was an excellent sitter who I knew was taking great care of my two dogs while away. She walked them, was a clean guest, and sent regular pictures and updates. I’d recommend her to anyone.
User
Michelle
Brian was a wonderful sitter for our 11 year old dog and also took great care of our home. He sent me pictures every day and let me know how Macklin was doing which always helps ease my mind. Our home was clean and tidy when we returned and everything in its place. I'd recommend Brian to anyone looking for excellent care by a friendly person!
User
SOPHIA
I've always been lucky with my sitters through zeewoi, and this time was no exception. George, Larissa and their four lovely children were the absolute perfection in house guests and I cannot praise this wonderful family too highly. 

They did all the usual things you'd expect, gave my beautiful girls all the love and care I could wish, walked them at least once every day despite the best the British weather could throw at them, and sent me regular updates and photos so I could see how much love they were getting. 

They also left the house cleaner and tidier than I think I've ever seen it! I'm a bit worried that all they did for the week was walk and play with the dogs and then clean the house - I'm beyond grateful, the place looks amazing!

They really are the very nicest people too, George has a hilarious sense of humour (thanks for the funny texts George!) and Larissa is calm, kind and an inspiration as a mother. 

I really can't wait to have them back to look after the girls again in the summer and wish the whole family a wonderful trip until then. 

If they come and house sit for you then you are in for a real treat!
User
Tabitha
Such a great family! George, Larissa and their crew were a fantastic bunch. Our large senior dog got an eye infection right before we left for our trip and so we had to ask them to do some extra eye care. When it was clear that it wasn’t getting better they were willing to load up Lorax and take him to a vet appointment and then apply the prescribed ointment for the next week and a half. Definitely above and beyond care that we really appreciated!
Our house was left in great shape, our pets were super well cared for, and George and Larissa were great communicators. We have had many many sitters over the past 3 years but this was the first family. Nothing to worry about, they were terrific and we would happily have them back again. 
Thanks for taking such good care of our fury family and our home!
User
Jacqueline
If we could give 10 out of 5 stars for Candace, Brian, and Chris, we would!  They were amazing house and dog sitters for Brown Dog and Scout. They were so accommodating with our timeline and had read our welcome guide to a tee!  It was so reassuring being gone for 2 weeks and knowing our pups were in amazing hands. They sent us daily updates and pictures and it was clear the dogs were so well cared for!  They left the house very clean and even had all of our bedding and towels washed for us when we arrived home. Would absolutely recommend them for a sit and would love to have them back again any time!
User
Megan
Stephanie was fantastic! Very organized and left our house sparkling clean. She also sent daily pictures/messages which we loved receiving. She took great care of our dog and our house. One of the best sitters we’ve had!
User
Sally & Andy
Lori is the best of the best! I would recommend her 100 times over! Lori is great at communicating and our dogs were extremely happy. She was very attuned to our dog’s anxiety and did a great job making the dogs feel safe and loved. The house was spotless when we returned. Lori also had the job of taking care of my numerous plants. I have to say the plants look better when I got home than they did before I left😂 Lori has a green thumb. Lori is so kind and just a wonderful person. Rest assured if you choose her as your sitter your dog and home are in the best hands. Thank you again, Lori! Blessings!
User
Linda
They took very good care of my pets which involved feeding cats twice daily, fish once or twice a day and filling up fountain for birds. Animals were healthy and happy when I returned. Nothing was lost or broken, and Diane even found a lost grinder part that had fallen into the cats food while I was using it. They are a pleasant couple. 

They were invited from Wednesday to Sunday.  They arrived on Monday so had 3 days instead of one to learn the pets routine. They also informed me that they wouldn't be leaving until Monday morning, but that worked out well since I was mistaken about the end date of my cruise and couldn't get home until Monday. Everything was left neat, but I had minor housekeeping to do (clean sink, fingerprints off glass table, sweep floor). They are older than stated on the profile, which they said only allows 65 as a top age. 68 and 73. Bruce has health problems that requires he sleeps sitting up in a chair that has a leg lift, which luckily I had, so he slept in my living room. They are fine caring for cats, but my friend with a dog decided to find another sitter rather than leave him with them (she was going to pay) because they seem somewhat frail.
User
Caroline
We were so happy with Lynda's care for our senior pup. 

Lynda was extremely accommodating with the key hand over situation we had considering our early flights out of Berlin. She was easy to coordinate with and made this part of the holiday very smooth.

We could also tell Sesame was in the best care. We received updates and photos of Sesame on walks and getting cuddles. We know Sesame can be sassy sometimes but Lynda was great with her little attitudes and handled her with ease. It was also really heart warming to see that Lynda truly enjoyed her time with Sesame and created a strong bond with her. We love to know that our dog is loved and treated with the care we would give her if we were home. 

Both my partner and I were able to fully enjoy our holiday as we knew from updates that Sesame and Lynda were doing well. Our apartment was clean and tidy when we returned and the sheets had also been washed. We would definitely have Lynda back and would recommend her to anyone else looking for an experienced sitter to stay with your pet.
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 Sittsy offer pet sitting free of charge.

The main reasons dog sitters join Sittsy 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 Sittsy.

As of Aug 2024, there are 3474 dog sitters in Winfield, Maryland .
You can filter, sort, expand your radius to find the perfect pet sitter near me.
As a reminder, pet sitters joining Sittsy must pass a background check for you and your dog safety.

Sittsy makes it easy to reach out to multiple dog sitters about your booking.
Typically, 94% of Winfield, 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 Sittsy must pass a background check before offering their services.

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