Pet Sitting & Drop Ins In Annex

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

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Kelli C.
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Kelli C.
from
$23
per visit
5.0 out of 5 stars
28 reviews
7 repeat clients
14 years of experience
Fair Haven, New Haven, CT, 06513

I really appreciated the notices of when Kelli was there to feed and check in on my cats. It gave me peace of mind knowing that they were cared for.

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Laurel T.
Sitter Profile Image: Joseph M.
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Joseph M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
30 years of experience
Hill, New Haven, CT, 06519

Joseph is great! This was our first time using Rover. Our cat Walter loved him! Joseph was always on time and sent us photos and updates promptly! Highly recommend

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Mandy L.
Sitter Profile Image: Bailee B.
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Bailee B.
from
$23
per visit
5.0 out of 5 stars
28 reviews
13 repeat clients
10 years of experience
Wooster Square, New Haven, CT, 06511

I couldn’t have been more thankful for the service Bailee provided. She is a very caring individual and you can tell she has a love for animals. I felt relaxed and comfortable while being away from my fur baby. As this was the first trip I have been able to take I will be definitely rebooking with Bailee in the future! She was an amazing provider and very informative! Followed all directions perfectly!

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Don L.
Sitter Profile Image: Sarah Y.
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Sarah Y.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
67 reviews
25 repeat clients
12 years of experience
New Haven, CT, 06513

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!

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Janyce M.
Sitter Profile Image: Emily D.
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Emily D.
from
$25
per visit
5.0 out of 5 stars
119 reviews
45 repeat clients
10 years of experience
East Shore, New Haven, CT, 06512

Emily was incredible! She took such good care of Luna, our new foster german shepherd when we had to go out of town for work. She was responsive, responsible, and brought her wealth of experience with dogs to her care. We would absolutely ask for Emily's services again.

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Elizabeth Z.
Sitter Profile Image: Olivia S.
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Olivia S.
from
$28
per visit
5.0 out of 5 stars
15 reviews
10 repeat clients
10 years of experience
New Haven, CT, 06513

This is the second time we’ve worked with Olivia and she’s lovely! She was super attentive to the kitties and the house - saved us a saga with burst pipes thanks to how thorough she is.

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Jonathan & Kate
Sitter Profile Image: Charlotte R.
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Charlotte R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
27 reviews
9 repeat clients
5 years of experience
Branford, CT, 06405

Charlotte is a great cat sitter for our cats, Maggie and Petals. She’s caring and reliable and our cats love seeing her. We use her every time we go away.

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Mary C.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
22 reviews
7 repeat clients
7 years of experience
New Haven, CT, 06511

Emily dropped in once a day to check on our two cats for several days while we were away. She is EXCELLENT with communication. We never had a doubt that our cats werent getting enough love with Emily. 10/10 would ask Emily to cat-sit again! Thanks Emily!

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Kristine P.
Sitter Profile Image: Grace F.
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Grace F.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Downtown, New Haven, CT, 06510

So appreciative of Grace and her care for my furbabies while I was away. I loved her check-ins and sweet photos she took of them and knew they were in great hands!!! Highly recommend!!

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Frances H.
Sitter Profile Image: Sandra D.
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Sandra D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
22 reviews
15 repeat clients
15 years of experience
North Haven, CT, 06473

Sandra was great!! My boy Logan is super skeptical with new people and it takes a little while for him to warm up, but she took her time with him and made him feel comfortable enough for their walk. I will definitely be reaching out to her in future! ☺️

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Angela B.
Sitter Profile Image: Jeanne F.
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Jeanne F.
from
$23
per visit
5.0 out of 5 stars
40 reviews
16 repeat clients
17 years of experience
East haven, CT, 06512

Jeanne was wonderful with our cat Ben! She sent photos each day and made our time away less stressful. Ben loved her!

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Dana H.
Sitter Profile Image: Kaprice B.
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Kaprice B.
from
$25
per visit
4.9 out of 5 stars
52 reviews
17 repeat clients
28 years of experience
West Haven, CT, 06516

Kaprice was kind and patient with our cat Dot while we were away. She followed our care instructions, left visit notes, and gave Dot lots of pets. I would recommend hiring her to care for your furry family member!

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Laurie F.
Sitter Profile Image: Karime G.
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Karime G.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
14 years of experience
New Haven, CT, 06513

About: I’ve grown up with all types of animals my entire life. From dogs and cats to birdies and bunnies, I love them all! I have been blessed to share life with my yorkie-poo for the past 14 years. I’ve had to learn how to give him daily oral medications, eye drops and ear drops to keep him healthy and lively! I’d give the same love, care and attention to your fur babies as well! I am a school bus driver so from the hours of 6-10:30am and 1:30-4:30pm I am unavailable. However, I am quick to respond to any availability scheduling questions you make have! I currently live in a house with a brick-fenced in yard with 1 social senior pup (who doesn’t mind to be crated if need be) however I would love to care for your pet wherever they feel comfortable!

Sitter Profile Image: Ashanty R.
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Ashanty R.
from
$15
per visit
4 years of experience
Fair Haven, New Haven, CT, 06513

About: Ever since I was little, i’ve taken care of dogs that are stray as my own, i’ve raised my own dogs of many types of breeds including shitzu, pitbull, yorkie, etc. and i’ve known to take care of them in the serious moments when they’re sick and know how to handle medication, and in the best moments in playtime with non stop energy! At the moment, I am out of school for the summer and I am working part-time but with no set schedule, so I have plenty of time to walk and play with your babies, and I offer drop-ins as well. Just send me a message and we can figure something out! We used to crate our dogs but we’ve recently stopped, but I can do that if those are your rules. I take care of my own cat switching her litter box every 1-2 weeks, feeding her 2 times a day, I brush her fur and have toys for her as well! With my dogs, they also get fed 2 times a day, they get walked most days, and they have their own grass potty area, and they have plenty of toys (lol).

Sitter Profile Image: Rebecca T.
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Rebecca T.
from
$15
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
East Rock, New Haven, CT, 06511

About: I've looked after animals since I was a kid. I love cats and dogs alike and would look after them for loved ones and neighbors. I have a flexible schedule right now. I am currently looking for a more stable job but I have lots of experience working with animals and I know how to handle them with respect and safety. I like to visit the dogs in there own homes and take them for walks. I let to dog tell me what they need usually depending on energy levels. If they have a lot of energy I'll take them out longer or if they don't want to move I would take them as long as it took for them to relieve themselves and then I will engage them in play.

Sitter Profile Image: Molly J.
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Molly J.
from
$23
per visit
5.0 out of 5 stars
122 reviews
47 repeat clients
20 years of experience
Dwight, New Haven, CT, 06511

Molly was a pleasure to work with. She quickly befriended our typically stranger-averse Shih Tzu and provided quality service. Molly was communicative and flexible - we will absolutely book again!

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Anders B.
Sitter Profile Image: Melissa K.
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Melissa K.
from
$14
per visit
5.0 out of 5 stars
269 reviews
100 repeat clients
8 years of experience
Prospect Hill, New Haven, CT, 06511

‏Great experience with Melissa! She took amazing care of Joey, gave him love and attention, and kept us updated with lots of photos. We felt totally at ease and she happily did everything we asked. Will definitely book her again! ❤️🐈

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Sapir Z.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$25
per visit
5.0 out of 5 stars
23 reviews
9 repeat clients
6 years of experience
East Rock, New Haven, CT, 06511

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!

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Leah D.
Sitter Profile Image: Jessica A.
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Jessica A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
42 reviews
11 repeat clients
4 years of experience
West River, New Haven, CT, 06511

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!

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Charlene R.
Sitter Profile Image: Jordan R.
Verified Enhanced Background Check
Jordan R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
45 reviews
20 repeat clients
8 years of experience
East Haven, CT, 06512

Jordan is an angel!! She did an extra check-in when my cat appeared as though she wasn’t feeling well… you can’t put a price on that kind of care!!

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Emily J.
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Over 83
pet parents in Annex have booked pet sitting

Annex pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Leah takes excellent care of our cats and always provided updates. She is incredibly reliable; we know our cats are in good hands when we go away!

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Samantha K.
Drop-In Visits
5.0 out of 5 stars

I can’t say enough good things about Mika! Having someone come into your home and care for your pets requires a lot of trust, and she have exceeded every expectation. Mika is reliable, communicative, and clearly have a genuine love for animals. Frank & Harold were happy, well cared for, and comfortable in their own environment while I was away, which gave me tremendous peace of mind. I appreciated the updates, photos, and attention to detail, and it was obvious that my dog received plenty of love and attention. Coming home to a happy pet and a well-cared-for home was the best feeling. I would absolutely recommend them to anyone looking for a dependable and caring pet sitter, and I will definitely be using her again!

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Amanda W.
Drop-In Visits
5.0 out of 5 stars

Kellyn is friendly, reliable, and great with our dogs! Looking forward to peace of mind and using her for future times away.

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Lara G.
Drop-In Visits
5.0 out of 5 stars

Joe is always prompt and good at communicating about pet visits. Our girl likes him and we'd have him back again!

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Catie P.
Drop-In Visits
5.0 out of 5 stars

Kelli is the best! We are happy repeat customers. She is respectful and caring. We really appreciate her communication and thoughtfulness.

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Samuel G.
Drop-In Visits
5.0 out of 5 stars

Wonderful to know there are special people to take care of my Mya when I am away! Thank you Yunwen!! ❤️🐾❤️

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Anna M.
Drop-In Visits
5.0 out of 5 stars

After a wonderful first experience with Melissa watching our two cats, I felt confident in booking with her again while we were out of town for a wedding. We will definitely check if she's available for all our upcoming summer plans and highly recommend her to others!

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Tarah H.
Drop-In Visits
5.0 out of 5 stars

Phoenix was incredible! Absolutely the best cat sitter that we've ever had! He was very attentive to our cat's needs, and he provided such detailed and thoughtful updates every day. Our cat bonded with him so easily. He fed her well, played with her, and kept her litter box very clean. More so, he's a really kind, considerate, honest, and communicative person. So grateful that we found him, and would 1000% recommend him to anyone looking for a pet sitter.

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Jordan F.
Drop-In Visits
5.0 out of 5 stars

Grace is super nice! She’s very responsive and timely. She took care of my pup no problems so my wife and I could have a fun day in the city. Thanks so much (:

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Jordan K.
Drop-In Visits
5.0 out of 5 stars

Jordan was amazing with my two cats. Reliable and prompt. She sent regular updates and the most adorable pictures. Cannot recommend her enough!

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Christina A.
Drop-In Visits
5.0 out of 5 stars

Lamisa was an excellent cat sitter. She was very friendly and easy to communicate with, and genuinely good with cats. She was consistently on time during each visit. I truly appreciated the reliability and care they provided and would absolutely recommend them to anyone looking for a dependable and kind pet sitter.

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Miranda S.
Drop-In Visits
5.0 out of 5 stars

Jassmyne went above and beyond caring for our two cats. She sent photos of her playing with them, cleaning up when that wasn’t even asked, and was extremely detailed in her report cards when leaving them for the day. I highly recommend her for any pet sitting service!

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Justin D.
Drop-In Visits
5.0 out of 5 stars

Sarah has been taking care of my kitties whenever I’m out of town for the past year, and I couldn’t be happier with her care. She is kind, thoughtful, and attentive, and her notes are always detailed and reassuring. I feel completely at ease knowing my cats are being so well cared for while I’m away. I recommend her 100%!

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Shi S.
Drop-In Visits
5.0 out of 5 stars

Zhiyu was great with communication and provided timely updates! Julius was also very comfortable around her!

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Rohana N.
Drop-In Visits
5.0 out of 5 stars

Mary Rose is the best ever! She really went above and beyond for my cat and was very communicative and proactive throughout. Highly recommended - thanks Mary Rose!

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Ji Y.
Drop-In Visits
5.0 out of 5 stars

Shelby was great! She was super communicative. She also helped us troubleshoot when we had an automatic feeder mishap that led to kibble being spilled all over the floor.

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Hagan H.
Drop-In Visits
5.0 out of 5 stars

Sara is very attentive and conscientious which makes her trustworthy. She was flexible in scheduling to meet everybody's needs. She took really good care of my cat. I could tell, because when my cat has had a good sitter, she is glad to see me when I get home but not frantic for my attention. Finally, Sara got my cat to play in a way I haven't been able to do (and still can't!) which goes to show that she is a true cat person. (I'm sure she takes good care of dogs, too.) I recommend Sara without hesitation.

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Barbara B.
Drop-In Visits
5.0 out of 5 stars

Christopher did a fantastic job taking care of Boomer over the past two days. He was reliable, communicative, and clearly cared about making sure Boomer was comfortable and happy. I really appreciated the updates and the attention he gave throughout the stay. I’d absolutely recommend Christopher to anyone looking for a trustworthy and attentive dog sitter!

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Joshua H.
Drop-In Visits
5.0 out of 5 stars

Carole is the very best! My cats adore her. She spends a ton of time playing with them and always goes above and beyond to send amazing pictures on their “report card.”

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Lauren P.
Drop-In Visits
5.0 out of 5 stars

Mads has been my go-to sitter for a while now and she’s done a great job checking in on Delta. Thanks for watching her while I was away for a weekend trip!!

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Jordan K.
Drop-In Visits
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  1. 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. 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. 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 $25

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    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Annex average 5
repeat pet sitting clients

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 Jun 2026 was about $25 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.

If you’re searching for a Annex pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 3,162 pet sitters in Annex. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Annex pet sitters respond in under an hour.

Pet sitters in Annex have an average of 16 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters 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

There are 3,162 pet sitters in Annex on Rover, so you’re sure to find the perfect match for your pet! In Annex, 95% of pet sitters offer daily exercise, 94% offer medication administration, and 94% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

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.