Dog Sitters in Windward Side

Any sitter, one price
$ per night

Loving sitters in Windward Side

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 & Nataki
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 & Thomas
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 & Susan
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
Lauren
Kathleen was a fantastic sitter and Olive and Noodle miss her already.  She was great about sending pictures and updates - never had to ask anything, she always beat us to it.  She didn't assume anything that wasn't clearly stated - always asked us beforehand.  She was great with our dogs - they immediately bonded with her and didn't want to leave her side.  We really appreciated being able to go away and not worry about our pets' welfare, we knew immediately they were being so well taken care of.  We hope to host Kathleen again soon!!
User
Lainie
Brian is absolutely amazing.  This was his third time sitting for us and the dogs love him, he left the house immaculate, and is totally reliable and communicative.  We can’t imagine a better sitter and hope he’ll come visit and stay in touch now that he has moved to the area.
User
Barbara
This is our second time welcoming Michele and we were so happy to have her back! Our dogs Pedro and Samantha love her and it is clear she loves them! Our house was immaculate upon our return and Michele made her famous lemon chicken recipe which we gobbled up and then we asked for the recipe. We can't say enough great things about her and hope you are lucky enough to get her as a sitter for your pets.
User
Ellie
Our dog loved Angela, as did we! She was friendly, efficient, handled our large, happy bernadoodle effectively and with love...we could not have asked for a better dog sitter and would be happy to have her back.
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
Ruth
Cindy was great, couldn’t have asked for a better sitter experience! Communication was great both before and during the sit. Cindy was really helpful and flexible with arrival and departure arrangements. I came back to a happy dog and a well cared for house, can thoroughly recommend 🙂
User
Stephanie
Duha was such a light to have in our home while we were away. She kept us updated with beautiful photos of our dogs throughout her stay and didn’t leave their side once. I’ve never felt so comfortable with any other sitter and I truly hope this won’t be the last time she sits for us.
User
Debra
Jamie was a lifesaver!  Our confirmed sitter canceled just greater than 2 weeks out from our trip, and after just a short chat I could tell that she was ideal for our home and dogs.  When we had a Covid exposure just before leaving for our trip Jamie didn't miss a beat.  We did a hand-off of the dogs and home outdoors to keep her safe.  We unfortunately had another exposure just before returning home, so were bummed that we couldn't spend some time with Jamie before she left us.
     Jamie is dependable, organized, and flexible with scheduling.  She is an excellent communicator and sent us the cutest pictures of our dogs.  We knew Teddy and Bella were in very capable hands while we were away. Jamie left our house very clean and with all the linens washed.  She even left a plant and thank you card, so thoughtful!  We would love to have Jamie back at any time to sit for us.  I give her the highest recommendation!
User
Kathleen
Lisa was a terrific sitter for our sweet Rosie.  She arrived the evening before the sit, and we immediately could tell how much love and attention Rosie was to get.  She provided updates and pictures which we were delighted to read, and we could tell Rosie was happy and well-cared for with Lisa on their walks and fetching sessions, on their car rides, and during Rosie’s many daily naps.  Lisa left the house in great condition, she’s very tidy and clean. Lisa’s experience with dogs and her friendly, sweet personality makes her an excellent sitter taking good care of animals while also being easy to communicate with.  I would recommend her and would gladly invite her back.
User
Sarah
Stephanie, Brian and baby Martin took fabulous care of our home and pets for two weeks. 

From the outset, communication was quick, smooth and friendly and it was clear that both Stephanie and Brian are reliable, professional and warm sitters who take all the various elements of a sit seriously.

They kept us up to date with photos and messages, dealt proactively and competently with any unexpected issues that popped up, and most importantly showered our dogs and gerbils with attention and care throughout the time we were away. We returned to a spotlessly clean home (with thoughtful touches of fresh milk, bacon and bread waiting for us) and happy, settled pets. 

In short, we would recommend Stephanie and Brian to anyone looking for reliable, attentive and proactive sitters for their pets and home. We would be delighted to welcome them back for another sit, should they ever find themselves in the area again.

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 2447 dog sitters in Windward Side, Bonaire Saint Eustatius And Saba .
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 Windward Side, Bonaire Saint Eustatius And Saba 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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