Cat Sitting in Winter Harbor Haven
Book a cat sitter to stop by your home to feed and play with your cat.

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Top rated Winter Harbor Haven cat sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


“Holli has been fantastic with our cats! She is very sweet and goes the extra mile. We have had the best experience with her and we will absolutely continue to book her in the future.”


“Claire was just outstanding. She took care of my kitty like she was her own. She went above and beyond to interact with her, scratch her, let her spend extra time outside on the sunny days, and was all-around a great sitter. I would have Claire watch Smudge again in a heartbeat.”


“Chelsea was great with our special needs kitty, Minnie. She took a real interest in our care instructions and took excellent care of Minnie. We really appreciated the updates and photos. We plan on re-booking her the next time we travel.”


“Avery was fantastic! Super friendly and a great communicator. I really appreciated all the photos and updates that I got while I was away. I’d absolutely recommend her and will be booking with her again.”


“It was a holiday weekend and stressful to begin with, especially finding care for Maxx. Rebecca made that the least of my worries. She was really great with Maxx (he is a big boy and can be a handful) and the high points of my days away were her comments and pictures of what they did together and how he was doing. She also did a lot of little things she really didn't have to: taking him for a little walk, scooping my cat's box, taking out the trash, etc. I really could not have made a better choice! Thanks Rebecca!”


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!

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 a great help with our two cats while we were away! She took lots of pictures and gave a report for each drop in visit. Everything was perfect when we came back and the cats were well looked after.”


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 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!

“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 .”


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.

“Kelley is so great! Very flexible and even helped me by coming an extra day when my travel plans changed due to a storm. Snacks is a shy kitty but came to greet her at mealtime and even allowed her to photo him. He knows a good thing when he sees it! I would 13/10 recommend Kelley for pet care needs. She really loves animals and treated my fur-kid with respect and care.”


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.
Loving cat sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.




Holli A.Star Sitter

“Holli has been fantastic with our cats! She is very sweet and goes the extra mile. We have had the best experience with her and we will absolutely continue to book her in the future.”


Claire P.Star Sitter

“Claire was just outstanding. She took care of my kitty like she was her own. She went above and beyond to interact with her, scratch her, let her spend extra time outside on the sunny days, and was all-around a great sitter. I would have Claire watch Smudge again in a heartbeat.”


Chelsea C.

“Chelsea was great with our special needs kitty, Minnie. She took a real interest in our care instructions and took excellent care of Minnie. We really appreciated the updates and photos. We plan on re-booking her the next time we travel.”


Avery C.

“Avery was fantastic! Super friendly and a great communicator. I really appreciated all the photos and updates that I got while I was away. I’d absolutely recommend her and will be booking with her again.”


Catherine L.


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


Rebecca M.

“It was a holiday weekend and stressful to begin with, especially finding care for Maxx. Rebecca made that the least of my worries. She was really great with Maxx (he is a big boy and can be a handful) and the high points of my days away were her comments and pictures of what they did together and how he was doing. She also did a lot of little things she really didn't have to: taking him for a little walk, scooping my cat's box, taking out the trash, etc. I really could not have made a better choice! Thanks Rebecca!”


Travis B.

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


Jenna A.

“Jenna was very conscientious and always kept us updated on Missy's appetite which can be a problem but she did great.”


Yuna L.
“Yuna is an amazing dog sitter and walker! My husband and I have had her keep our somewhat anxious and reactive dog Morty 3 or 4 times and every time Morty comes back to us content and ready to continue life at his normal pace and schedule without needing to be retrained on anything! She’s the best.”


Rebecca P.
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.


jessie l.

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


Melanie H.

“Melanie was a great help with our two cats while we were away! She took lots of pictures and gave a report for each drop in visit. Everything was perfect when we came back and the cats were well looked after.”


Tiffany M.
“I believe Tiffany is actually overqualified in regard to taking care of your fur babies. She goes above and beyond to care for your beloved fur babies. She does everything and more, and I can’t thank her enough for what she’s done for mine.💓 I couldn’t recommend Tiffany enough!!”


Connor D.

“Thank you so much!!!”


Samuel J.
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 N.

“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!”


LeeAnn R.

“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 .”


Jessica S.
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.


Kelley B.

“Kelley is so great! Very flexible and even helped me by coming an extra day when my travel plans changed due to a storm. Snacks is a shy kitty but came to greet her at mealtime and even allowed her to photo him. He knows a good thing when he sees it! I would 13/10 recommend Kelley for pet care needs. She really loves animals and treated my fur-kid with respect and care.”


Melissa C.
“Melissa did a tremendous job taking care of my dog in my home while I was away. When I returned my dog acted as if I had never left. Once you meet Melissa it is apparent the great love and care she has for all pets. I have utilized her multiple times and recommended her to friends. They all had great things to say about her care for their family pets.”
How Rover works
1. Search
Read verified reviews by cat parents like you and choose a sitter who’s a great match for you and your cat2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your cat while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for cat sitting in Winter Harbor Haven is $20
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your cat sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total cat fanatics. You can get in touch with us anytime.
Sitters in Winter Harbor Haven average 10 repeat cat sitting clients
Cat Sitting FAQs
Frequently asked questions about Rover
Cat sitters on Rover are free to set their rates. The median cost to hire a cat sitter in Winter Harbor Haven on Rover as of Aug 2025 was about $20 per night, after factoring in Rover’s service fees. A cat sitter’s rate may also change as you customize your booking to fit your and your cat’s needs.
As of Aug 2025, there are 159 cat sitters in Winter Harbor Haven. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.
Rover makes it easy to reach out to multiple cat sitters about your booking. Typically, 89% of Winter Harbor Haven cat sitters respond in under an hour.
Cat sitters in Winter Harbor Haven have an average of 18 years of experience. Cat sitters with repeat customers have an average of 10 repeat clients. Experience can vary from cat sitter to cat sitter, but you can view reviews, years of experience, and number of repeat clients when you compare cat sitters in Winter Harbor Haven.
Do you simply need someone to stop by and play, feed, and scoop? Winter Harbor Haven cat sitters are happy to take care of your cat while you’re at work, on vacation, or unavailable for the day, even if all you need is a quick drop-in! Your cat sitter will stop by to feed, play with, and snuggle your cat as many times a day as you like. And the best part? Your cat gets to stay on their home turf.
There are 159 cat sitters in Winter Harbor Haven on Rover, so you’re sure to find the perfect match for your cat! In Winter Harbor Haven, 98% of cat sitters offer daily exercise, 95% offer medication administration, and 98% have experience with senior cats and cats with special needs. We know each cat is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.
Yes! Cat sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your cat sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your cat sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your cat is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your cat sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your cat sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your cat sitter’s cancellation policy.
