Dog Sitters in Winter Harbor Haven, VA

Any sitter, one price
20$ per night

Loving sitters in Winter Harbor Haven, 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
Leslie
I’m sure most folks say the nicest things about their sitter, but honestly, if there were a “super star” status available then Denise would win the prize as sitter of the year!

From the start, Denise was an excellent communicator.  While we were still in the decision phase, Denise was always available to chat either by FaceTime, telephone or text.  It was so easy to choose Denise; as you can see from her countless 5 star reviews, she truly is the only pet sitter you’d ever need and the one everyone hopes to have.  

Denise came to our house eager to meet us, our pets and the quirks of our house.  Denise has an excellent sense of humor and immediately put us all at ease.  Our pets took to her as if she was a long lost friend (even our finicky Siamese cat was loving on her from the start).  

While we were gone, our dog had a non-emergency health issue come up and just like that Denise was taking her to our vet, and administered the dog’s meds like a champion (Denise is also a nurse BTW).  Additionally, Denise brought our pup to her scheduled groom appointments and even made future appointments for us to make our return home as seamless as possible.

Denise was even above and beyond helpful to our neighbors and they appreciated her giving them access to our refrigerator when theirs broke down on Thanksgiving Eve!  

When we got home we were super impressed by how perfectly immaculate our house was!  Most sitters leave the house clean, but Denise met and may have even exceeded our military standards of clean and orderly.  Seriously, our house felt like we never left it.  Everything was spotless, shinny and clean.  She didn’t miss a beat!!  Our pets were so happy to see us but honestly, I felt like our pup and kitty were disappointed when we walked in the door (I believe they were expecting to see Denise!).  Haha.  

If you are ever fortunate enough to have Denise apply for any of your sits then I can’t recommend her enough.  Seriously, you can stop reviewing applicants and just go with Denise.  She was awesome in every sense of the word and I hope she’ll come back and stay with our pets again.
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
Anna
Cindy is an absolutely fantastic sitter and we feel very lucky to have had her care for our dog and our home whilst we went on our family holiday. Her communication before and throughout our sit was fantastic, and she even took our dog to the vet when he needed an unexpected checkup. She took great care of him and sent daily updates including videos and photos of their time together. We could tell that he felt very relaxed in her company. Thank you so much Cindy - it is a real godsend to have someone so kind and caring to take care of your pets and home and we would be delighted to have Cindy back again in future.
User
Courtney
Wendy sat for us on three occasions this Summer and I can’t say enough good things about her. The dogs were well taken care of and she was, organized, tidy, and responsible. It’s great to find a house/pet sitter that you can rest easy knowing everything is taken care of. We are hoping she will want to spend more time in the PNW!
User
JoAnn
Hamsa was very quick to respond in all communication.  She was prompt on her arrival and listened carefully to our detailed instructions about the house and dogs.  While we were away the amount of communication between us was just right.  When we arrived home the dogs were happy and the house was in order.  A good sign that a dog sitter paid lots of attention to the pups is when we see a bit of depression set in after a dog sitter departs - this did occur after Hamsa left our home  She is a very caring and nurturing individual.
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.
User
Daniella
Charlie was again an outstanding sitter for us whilst we were away at a wedding. This is the second time having Charlie and although we have not met face to face we completely trust her with our home and of course our cat, Nala. Charlie left the house spotless which is amazing to come home to after a long day of travelling. She is reliable, good at communicating and trustworthy and we would not hesitate to recommend her enough. Thanks again Charlie, we hope you come back again and there might even be a dog next time😁
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!!
User
Kristin
Melissa and Chris are amazing.  We are very picky about our dog sitters, and we chose them because they have been doing this for a long time and track your wants and needs carefully and follow through with utmost care and integrity.   They offered to come the day before we left to meet Winnie so that we could rest in that she would trust them and connect to them.  Honestly, we would hire them as our only dog sitter all of the time if we could.  I cannot thank them enough and say enough good things about them.  They also took very good care of our house and  plants.
User
June
I cannot thank Jenny and Geoff enough for stepping in at the last minute after the original sitter cancelled. They are a great couple, friendly , organised and extremely capable. Also they LOVE animals.  My dog and cat have clearly been given a great deal of care and attention in my absence. 
Jenny kept in touch with notes and lovely photos, Geoff cut my grass and I came home to a spotlessly sparkling house ! Thank you so much! 
Jenny and Geoff are welcome back anytime and I would not hesitate to recommend them as excellent sitters.

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 1035 dog sitters in Winter Harbor Haven, 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 Winter Harbor Haven, 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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