Dog Sitters in Winston, VA

Any sitter, one price
20$ per night

Loving sitters in Winston, VA

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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
Gregory
Due to a family emergency, I had to leave the country earlier than I had planned, and needed a sitter to fill in the gap between my departure and another sitter. Michele responded within minutes of my posting the sit, and then we spoke and confirmed the sit within hours. Her husband, Israel, was coming from Mexico to France, while she and her kids were to come from Sweden. When Michele’s travel plans changed, and she wouldn’t be able to come with her children, she assured me that Israel would still come to look after the house and dogs. To do this, for a stay of only five days, he flew to Paris, and then to the south of France, where he rented a car and drove the rest of the way to my place. As I was already traveling, the previous sitters filled him in on the various things that needed to be tended to: caring for two dogs, tending to hens, watering 90 young olive trees daily, as well as other things. The place is big and it took me 3-4 weeks when I first moved in to figure out where things were and what to do. Israel mastered everything upon his arrival, sent me daily updates with photos of my two VERY happy dogs. In addition to all the upkeep, he managed to hike with the dogs daily. I arrived home to find everything perfectly maintained, two fit and and Israel’s guest house cleaner than it was when he arrived. Immaculate. I cannot even express my gratitude for to both Michele and Israel for such a sacrifice and commitment to do that for me. It was a very difficult time, as I was dealing with the loss of both my son and my mother. I did not worry for one second while my dogs and home were in Israel’s hands. Thank you both, so, so much. You’re welcome back anytime, with the entire family, even just for a visit, maybe just a well-deserved holiday, with no dog- or house- sitting!
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
Jacqueline
The best house and dog sitters you could ever ask for! They love and take care of our dogs like we do and do the same with our home.
Thank you so much Ken and Jane!
You are very much appreciated and loved by us, Jules and Lexi ❤️😇🐶
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
Adrienne
We loved Misty!!!! She was absolutely the most perfect baby sitter for our dog and an amazing short term tenant at our house. Not only did she keep the house clean but she even washed everything she used before we got home. We even got a couple gifts from her. She is such a sweet human, kept in contact with us while we were gone and sent videos of the hikes and walks they went on. I would 100% ask her to stay at our house again
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
Emilie
Wendy was the perfect dog sitter and house sitter for us. She managed our house  and dog and in such a caring a responsible way. Wendy was prompt with communicating with us and managed situations that arose professionally. Our house was spotless and our dog happy  when arrived home. I knew everything thing was in good hands while we were away. I hope we can invited her to stay with us again.
User
sara
Lisa and Matt were absolutely fantastic sitters for us and our dog, Moose.  
Not only were they flexible when our flight was changed last minute, they also were able to stay an extra day to accommodate the changes.  They communicated with us promptly during the scheduling and planning process for the housesit.  They arrived on time on the (re)scheduled day.  They acclimated to our dog very quickly and gave us piece of mind as we left by taking him on a walk to avoid his separation anxiety.  We chatted every day and exchanged photos of Moose playing at the beach and in the yard.  He was so happy!  No problems were encountered with the house.  Even our neighbors commented on how friendly and kind Lisa and Matt both were and how they really cared for Moose.  
The house was spotless when we returned.  Everything in proper order, better than we left it.  
We can't thank them enough for the excellent experience!
User
Eddie & Alvin
Shannon and Travis stepped up at the last minute when an earlier sitter canceled. Shannon and Travis took care our our large brood of animals for two weeks while we were out of the country over the Christmas holiday. They kept us informed about what was happening with the animals and our home. Our dog Pepper doesn’t like most people, but loved Travis and Shannon immediately. I would not hesitate to welcome Shannon and Travis back for another sit. They are very honest and friendly people. Their dog Dime is also awesome.
User
Ruth
You could not ask for better house and pet sitters than Ken and Jane! 

Before the sit: Communicating with Ken and Jane prior to our scheduled week went smoothly. They were proactive about planning. They came out to the house prior to the sit and spent a couple of hours going over things about the house, meeting the pets, and getting familiar and comfortable with everything. They were delightful people to meet; I was wishing for a couple of days to just hang out and play tourist with them!

During the sit: Ken and Jane sent me daily updates and photos of their outings with my pups and with their interactions with my kitties. I appreciated how they chose the sit partly because of their love of exploring rural areas, because that's what I have here! They were perfectly suited to my home and pets. Ken absolutely loves cats and is an intuitive and experienced kitty-handler. Jane really bonded with one of my kitties; both of them made great progress with all three of my cats, each of which is pretty shy at first, and one can be a real problem child. They worked very hard to give love to each pet and ensure that each felt calm, happy, and cared for. They spend tons of time outdoors with my border collie/retrievers. The dogs had daily "spa time" after walks and outdoor playtime, having their long fur brushed on my front porch (which the dogs love!). They sent me happy photos every day. If anything came up, they just handled it. They really seemed to enjoy their adventures and the pets each day, which made my time away that much more enjoyable.

After the sit: I was thankful to have some time with Ken and Jane when I returned from my trip. All the pets were calm, happy, and healthy when I got home. Ken and Jane had left me a detailed note about that last day to make re-entry easy. They sweetly left a thank you note and a bottle of wine on the kitchen table also (a very sweet and unexpected surprise!). They seemed quite sad to leave my "kids;" Jane left with tears in her eyes, saying goodbye to my dogs. We've kept in touch since the sit. My whole house really misses them. Oh, and the house was immaculate and plants all watered (inside and out) when I got home! 

If you're looking for kind, competent, caring, organized and responsible people to care for your home and pets, invite Ken and Jane!

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 1373 dog sitters in Winston, Virginia .
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 Winston, Virginia 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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