Pet Sitting in Winter Harbor Haven

“Holli took excellent care of our two dogs! She was very attentive and kept us updated. We loved the pictures she sent. One of our dogs needs medication and she didn't mind at all. We definitely recommend her and she will be our go to for any future trips.”

Katerina A.

“Claire is absolutely awesome! It’s difficult any time you leave your fur babies at home for a prolonged period, it’s hard to know who to trust and if they will get along with that person too, but we truly were fortunate to have found Claire! My pups looked ecstatic every day they spent with her, her communication and pictures sent daily, make that time away less difficult. She spent time with them and was on time with all her check ins. We are so grateful to have her in our lives. You can tell how passionate she is about animals. Thanks for caring for our babies, like they were your own!”

Brandi N.

“Reliable, including on several last minute requests! Chelsea has helped me tend to my dog Jill on numerous occasions. Very attentive and supportive. Had no problem adjusting to my loving but anxious dog’s ways :) She’s also been very flexible and receptive of my detailed needs/requests. Jill and I appreciate you!!”

Beverley B.

“I highly recommend using Avery to care for your pets. She was great at communicating the whole time we were out of town and sent us lots of great photos of our pets. I will absolutely be using Avery for any future trip we have.”

Kim K.

“Linda really put me at ease and was great with my dogs too. We had a great meet and greet and my dogs warmed right up to her. Even my standoffish dog was more at ease around Lina than she is with most people coming to the house. Linda really knows her way around dogs and having someone you can trust with your furbabies is a lifesaver!”

Donna B.

“Catherine is a gem!! She's wonderful with Sierra and really loves watching her. Very reliable, considerate and friendly. Would highly recommend!”

Anne W.

“We are so happy with Rebecca! She took great care of Willow and she was happy when we arrived home. It was my first time leaving Willow since we welcomed her to our family but after meeting Rebecca my mind was at ease. You can instantly see the love she has for all fur babies!! Highly recommend and we will definitely be seeing her again!!!😊”

Julie H.

“Travis is a very good petsitter for my cat! I appreciate that my cat is calm and happy after Travis' caretaking visits.”

Jill W.

About: Hi! I’m Tiffany,, a lifelong dog lover with 5 years of experience caring for dogs of all breeds, sizes, and energy levels. Whether your pup loves long walks, belly rubs, or just a cozy cuddle on the couch, I’m here to provide the love and attention they deserve while you’re away. I treat every dog like family — because they are. I’m reliable, detail-oriented, and always happy to follow your dog’s specific routine, medical needs, dietary needs, and quirks. From high-energy puppies to mellow seniors, I’ve cared for them all. Let’s make sure your dog feels safe, happy, and loved while you’re gone. I’d love to meet you both! 🐾 I do have a full time job that I work M-F 8-5. I am available to to swing by before or after work, as well as stop by on my lunch break so long as your house is in close proximity to my job. I am willing to stay at your home during the week as well to give your pet the attention and care they need around working hours. I have open a availability on weekends! With my home being small I am only able to accommodate inquiries that have me coming to your home. I will care for your home and pet as if they are my own! I ask that you leave me any specific details regarding routine (feeding times, medication times, etc.) to make the process easy and comfortable for your fur baby!

About: I have taken care of animals since I was a child, I have always had a dog of my own as well as cared for cats and hamsters. I grew up with a mother that ran an animal sanctuary so I have seen and cared for them all! I love to stay active and would love to add a fur friend to that activity either on a walk or run! I work full time however I am home daily after 330pm and on weekends. I am available to have your fur baby stay in my home with a potty break mid day and lots of love after work or for a drop in and walk at your home. I have 2 dogs of my own, one is 5 years old and the other is 1 year old. Both boys are very friendly and love having other dogs to play with. I keep a gate on hand to separate them from our guest if need be because sometimes they just can’t stop playing and our guest need a break to relax.

“Melanie was fantastic taking care of my cat, Jimmy. I went out of state for Christmas and had her come twice a day for a week to feed him and clean his litter box. She sent me pics, videos and notes the whole time which was comforting since I had never left him for more than 2 days before this trip. She even took my trash and cleaned out the sink of his bowls. I can definitely recommend Melanie!”

Michele Q.

About: I've loved animals since I was a kid and have cared for many throughout my life! I was tasked with raising my family dog since she was a puppy when I was in high school, and I helped my college roommate with her puppy! I have walked/boarded many dogs and cats since moving to Virginia! Being in the military, my coworkers travel a lot so I have become the workplace's go-to "pet auntie." I genuinely love to spoil pets and providing them with a safe and homey environment while their loved ones are out! I have a fairly flexible work schedule so I can come back to my home or to your home to take care of your pet! Early morning, lunch, and evenings are especially free, so I can work around that depending on your needs. I do not own pets, so they will be here as a single child in the case they are boarded! Crates, food, litter boxes, etc will need to be provided as I don't own those things. I have access to many parks around my neighborhood, so walkability is not an issue!

“Thank you for taking care of Milo and Raider :)”

Sarah D.

“Thank you so much!!!”

Mae K.

About: I have owned, trained and taken care of a huge variety of breeds, temperaments and sizes. My current dog is a 120lb Shiloh Shepherd. My last was a 7lb Rat Terrier, Chihuahua mix! I'm currently in school online and self employed, so I can modify my schedule to fit your needs! From early mornings, to late in the evening, I have you covered! Pets are part of your family and as such, will be treated with the utmost care, respect and diligence. It is a big leap to trust a stranger with a family member, and I strive to provide the best care for you pet!

“Meredith did such a great job with our pups! Our rescues are very hesitant with anyone new, but she was able to get them to open up. Highly recommend!”

Kathryn E.

“Leann is very attentive to our dogs. Always sends pics and lets us know how the visit went . Our frenchie is special needs with ivdd and Leann with all her experience always makes sure she is safe and well . Cash our other little pup always looks forward to her visits .”

Rebecca M.

“Kelley is the absolute best! My husband and I have never left our cats with anyone before so we were hesitant to leave them but we are so thankful that we found someone like Kelley! She was so sweet and comforting and kept us updated throughout the week with pictures of our fur babies? If you want someone who really is going to take care and love your pets, Kelley’s your girl! 10/10 recommend her!”

Gina M.

About: I have loved animals all my life. I currently have the pleasure of caring for 3 dogs, a bird and an outdoor cat in my home. 1 of my dogs is senior and requires medication daily. I love birds and would board your bird in a heartbeat! I think pets just make life better. Until you need to find pet care and it’s super expensive! I offer low cost pet care in my home on the weekends so that you can go on a weekend trip. One day when I retire I hope to open that up to everyday of the week, but for now I work full time. My house has a large fenced backyard where dogs can roam and play. I also have a husky/border collie and a corgi mix who would love to be a companion to your dog for the weekend. They love when friends come to play. I currently care for my moms dog every time she goes on vacation and thought, hey, why don’t I start up this little pet sitting business on the side since I enjoy having furry buddies around. Everytime Brownie comes she gets treated like a queen with lots of attention and love. Don’t you want that for your dog, instead of a cold crate at the vet? Just hire me and your dog will feel like it’s on vacation too. I work full-time so a weekend situation would be best if you want your pet to have attention all day. Otherwise, I get home at 3 everyday and would be open to boarding during the week if you were okay with that. My dogs get let out around 10 am by my husband and just lounge and sleep all day until 3 pm when I get home. It works for us :) I have a fenced yard and 2 friendly dogs that can keep your dogs company. My other dog is senior and is separated from the bunch due to her being blind and deaf. She’s still loved like family, just in her own doggy play pen for safety. If you need senior dog care, I’m your sitter, as I have plenty of experience with my own shitzhu, Beauty. I always make sure there’s fresh water, and give snacks during the day. I dental bone a day and two meals. Whatever your dog’s food preferences are, I can do. I am used to giving medication daily as well.

About: I have taken care of animals since I was 15. I started working for a groomer as a bather for 7 years and have worked at Animal Care of Gloucester for 7 years. I am very well experienced in the their well being, animal behavior, walking, feeding, medicating, bathing. I would love to be able to help take care of animals in my free time. From puppies to seniors I have worked with them all. I am currently working looking for work but I would love to spend my free time taking care of animals. I do have my son every other weekend, so I will be available for pet sitting overnight every other weekend. I live at the end of a quarter mile dirt road off of the main streets, I do not have a fenced in yard but am able to leash walk as many times a day as needed. I have 5 babies of my own, 1 dogs, 2 cats, and a cockatiel that are very friendly and live other animals. I can easily crate if needed and provided and have a pet safe home. I am currently looking for work so anytime is perfectly fine. I do take & pick my son up from school everyday at 8:30am and 3:30pm. I can easily crate pets if needed. I live at the end of a quarter mile dirt road so there is very little traffic and plenty of space for walks.