Pet Sitting & Drop Ins in Annex, New Haven, CT
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
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Top rated Annex pet sitters
“Lisa took such great care of my shy cat while we were away, and her daily updates helped calm my anxiety of leaving my cat. She followed my instructions carefully and left the house in the same condition we left it. Plus, she watered the plants! I will be using her again!”
“I had a great experience with Anna! She took great care for my two kitties and showed them lots of love. I really appreciate that she was able take care of them despite my last minute request.”
“Chris was a lifesaver! I needed a cat sitter last minute and he promptly responded, went to see my cat, fed her, played with her, and sent me pictures. Thank you Chris!”
“Katelyn took great care of my cat and bunny while we were away. They are both quite needy with attention and I could tell they were both very happy for her visits. Definitely recommend!”
“This was my second time booking with Jessica, and once again she did a great job! My cats were well cared for, and I appreciated the updates while I was away. Highly recommend!!”
“Melissa did a really good job taking care of my cat during the holiday week. She even offered to clean up the litter that my cat kicked everywhere which was much appreciated!”
“Jess was available with only a few days notice and was very prompt with all responses while scheduling. While last minute isn’t how I like to roll, our holiday plans changed unexpectedly. She did a great job with my instructions caring for our senior cat and left everything in perfect order. I’d recommend her without hesitation!”
“Jen took wonderful care of my cat! She was very communicative and helpful, and I know my kitty was very grateful for her company (as the many great videos Jen sent over proved!). I would certainly book her services again.”
“Stephanie did a great job with our husky Maya while we went away for a couple of days. She messaged us with updates and pictures which gave me peace of mind. We came home to a happy dog, I will definitely use her services again.”
“Sarah was an amazing pet sitter for my two cats. She left detailed notes after each visit and sent plenty of pictures, which I really appreciated. I was especially grateful that she cleaned the litter boxes daily. Her daughter’s sweet interactions with one of my cats were absolutely adorable. I’ll definitely be booking with her again!”
“Mary rose was amazing!!! She took care of khaleesi and loved her like she was her own. She hung out with her for way longer than requested and snuggled her. My girl has a lot of separation anxiety and I feel so much better knowing she had someone to cuddle with while I was away. Highly recommend Mary rose!!!”
“Olivia was fantastic! Don't hesitate to use her to watch any of your furry friends! She was quick to respond to any requests, very responsive and sent me pics of my dog each time she came. Highly recommend!!”
About: Hello! I am a graduate student looking to make a little extra spending money! I truly enjoy pets of all shapes and sizes, and appreciate the opportunity to spend some time caring for them. I love to get outside, so I’m available for walking or trips to the dog park. If you choose to have me come to your place, I would be more than happy to help with chores around the house. I have many years of experience caring for my own three dogs and cat, and have been described as thoughtful, reliable, and responsible. Looking forward to meeting you! I’m a full time graduate student but would love to find a regular lunchtime dog walking gig, and am available for weekend house stays if you’re going away on summer vacation! I ensure that all the pets I care for are loved while with me. I make sure to follow the owner’s instructions closely and keep them updated.
About: I’ve had several large breed dogs since I was a child. I am comfortable handling dogs that pull and are like little tanks. My rottie used to stop and sniff everything, and he set our pace on walks. I’m an adjunct English professor, so I can also help your pets with their college admission essays.I am open all summer, but will be teaching in the evenings this fall. I can’t currently care for your pets in my apartment, because my cats said no, but I will be respectful and careful in your home.
About: I have had cats my whole life and a family dog. I am an approved dog foster and enjoy getting to know pets and making them feel loved :) I am a remote learning student! Which gives me plenty of time to go out and spend time with pets. Not usually available on the weekends. I have 3 sweet cats which can be separated from pets if needed. My priority will always be to keep your pet safe and comfortable!
Loving pet sitters in your neighborhood
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Charlotte R.Star Sitter
“Charlotte went above and beyond what we asked of her in her care for our two cats! She was always on time and sent the best pictures. Would highly recommend!!”
Lisa B.Star Sitter
“Lisa took such great care of my shy cat while we were away, and her daily updates helped calm my anxiety of leaving my cat. She followed my instructions carefully and left the house in the same condition we left it. Plus, she watered the plants! I will be using her again!”
Anna R.
“I had a great experience with Anna! She took great care for my two kitties and showed them lots of love. I really appreciate that she was able take care of them despite my last minute request.”
Christopher P.
“Chris was a lifesaver! I needed a cat sitter last minute and he promptly responded, went to see my cat, fed her, played with her, and sent me pictures. Thank you Chris!”
Katelyn W.
“Katelyn took great care of my cat and bunny while we were away. They are both quite needy with attention and I could tell they were both very happy for her visits. Definitely recommend!”
Jessica H.Star Sitter
“This was my second time booking with Jessica, and once again she did a great job! My cats were well cared for, and I appreciated the updates while I was away. Highly recommend!!”
Melissa K.
“Melissa did a really good job taking care of my cat during the holiday week. She even offered to clean up the litter that my cat kicked everywhere which was much appreciated!”
Sarah H.Star Sitter
“Sarah is fantastic—responsive, flexible when some of my plans changed at the last minute, and so sweet with my cat. Can’t wait to rebook with her!”
Jessica A.Star Sitter
“Jess was available with only a few days notice and was very prompt with all responses while scheduling. While last minute isn’t how I like to roll, our holiday plans changed unexpectedly. She did a great job with my instructions caring for our senior cat and left everything in perfect order. I’d recommend her without hesitation!”
Jen N.Star Sitter
“Jen took wonderful care of my cat! She was very communicative and helpful, and I know my kitty was very grateful for her company (as the many great videos Jen sent over proved!). I would certainly book her services again.”
Stephanie C.
“Stephanie did a great job with our husky Maya while we went away for a couple of days. She messaged us with updates and pictures which gave me peace of mind. We came home to a happy dog, I will definitely use her services again.”
Sarah Y.Star Sitter
“Sarah was an amazing pet sitter for my two cats. She left detailed notes after each visit and sent plenty of pictures, which I really appreciated. I was especially grateful that she cleaned the litter boxes daily. Her daughter’s sweet interactions with one of my cats were absolutely adorable. I’ll definitely be booking with her again!”
Mary Rose H.Star Sitter
“Mary rose was amazing!!! She took care of khaleesi and loved her like she was her own. She hung out with her for way longer than requested and snuggled her. My girl has a lot of separation anxiety and I feel so much better knowing she had someone to cuddle with while I was away. Highly recommend Mary rose!!!”
Olivia S.Star Sitter
“Olivia was fantastic! Don't hesitate to use her to watch any of your furry friends! She was quick to respond to any requests, very responsive and sent me pics of my dog each time she came. Highly recommend!!”
Olivia R.
“Olivia is our go-to for overnight stays for our sensitive 55 pound hound Daisy Mae. Daisy Mae runs quickly to Olivia looking forward to their time together and loves the exercise and attention Olivia lavishes on her. We can enjoy our time away without guilt or worry!”
Michelle L.
“Michelle was wonderful! Communicative, easy to work with and professional. We highly recommend her!”
Diana A.
“Diana was great. We did a virtual meet and greet; but it went well! She showed up and took great care of the dogs and even fed them! Would definitely book again!”
Jeanne F.
“Jeanne is great! Excellent communication, shows concern and is perfectly punctual!”
Joseph M.
“Joe is an incredibly dedicated and caring person whose passion for animals is second to none. Joe goes the extra mile for everyone in his life and is sure to do the same for your loved ones.”
Marie B.
“Marie has been caring for my kitties as if they are her own for multiple years. She treats them with the utmost care and love and I can always trust that they will be well taken care of! She is also great with dogs and every other animal I've seen her with. I've personally witnessed her walking, playing with, and caring for little and big dogs alike! She has the energy and desire to keep up - and bonus, she enjoys the rain and snow!”
Annex pet parents share their Rover experiences
Natalie was amazing with my cat! My cat could seem hard to understand because she needs to come to you on her own terms. Natalie was so patient and caring that my cat trusts her completely! My cat loves her and adores spending time with her. I will book Natalie any time!
Will 100% book Angela again! She was flexible in accommodating my request after another sitter cancelled last minute and she did great with my cats. She had no issue administering medication to my geriatric guy and even bonded with my more skittish girl. She also took great photos :-)
Sarah is the most loving and attentive caretaker for your fur babies. She meticulously monitored how our 19 year old Jiggs was eating and drinking while making sure our three year old Rosie was given what he also needed. Her daughter is the sweetest assistant, doling out treats and pets. You will rest easy when Sarah looks after your precious ones!
Stephanie was very responsible and communicative. She is very patient and I felt very confident with having her care for Maya. It was the first time Maya had someone come into her home to let her out and everything worked perfectly!I will definitely use Stephanie again!
Thanks for taking care of Colt and Ripley, including giving medications. Each visit included multiple pictures and updates about concerns I had previously expressed (medications, not eating, etc.). Marisa was very easy to work with and communicative. I would definitely rebook!
Mikayla and Justin are simply great. They took great care of my dog Thelma, who can be very skiddish as she is a rescue. Mikayla and Justin spent ample time letting Thelma warm up to them before taking her out for a walk. I would 10/10 recommend them for any pet care and I will definitely be booking them again for Thelma!
Popular requests near you
Select a filter and find qualifying Annex sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. 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 pet sitting in Annex is $19
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 pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Annex on Rover as of Aug 2025 was about $19 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Annex.
Rover makes it easy to find Annex pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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