Pet Sitting & Drop Ins in Wooster Square, New Haven, CT

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Maddison D.
Full time work from homeEast Rock, New Haven, CT, 06511
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Maddison is great with dogs! She has lots of previous experience with dogs of her own. She is knowledgeable about various dogs' needs and is very dependable. No… (more)

from
$20
per visit
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Molly J.
2.
Loving Pet Care 🥰East Rock, New Haven, CT, 06511
Drop-In Visits, Doggy Day Care, Dog Walking

Molly was excellent in taking care of my cat for multiple days! Her daily updates were detailed and precise, made my time away much more comfortable and in peac… (more)

from
$25
per visit
Confirmed availability: Memorial Day
Liz W.
3.
Liz 
Verified Enhanced Background Check
Recent Grad Loves Pets!Wooster Square, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

Liz was so amazing and came over last minute to do a meet and great for a last minute trip I was taking the next day. Took such great care of my two big fur bab… (more)

from
$18
per visit
Confirmed availability: Memorial Day
Carrie S.
4.
Spoiling your pet when you can’tWestville, New Haven, CT, 06511
Drop-In Visits, Dog Walking
30 years of experience

About: For the last 40 years, I’ve always had a pet or two. Currently, I’m pet mom to a mastiff, tabby cat, and a few chickens. I’ve worked extensively with… (more)

from
$15
per visit
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Alexis B.
5.
Psychologist and dog-loverWooster Square, New Haven, CT, 06511
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Thanks so much for another great visit! Alexis is always communicative, sends great pictures, and, most importantly, Rockley loves having her over !! (more)

from
$25
per visit
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6.
Leo 
Verified Enhanced Background Check
Luxury walks and lots of petting!East Rock, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

Leo is one of the most caring, considerate and responsible people I know so any pets in his care would be in good hands. Growing up, he and his family had a dog… (more)

from
$20
per visit
Confirmed availability: Memorial Day
7.
Loving & Safe Pet Care 💜West Haven, CT, 06516
Drop-In Visits

Holly is dependable & a pleasure to work with. She has now provided multiple drop-in services for my kitty while I was away, and I know I will continue to reque… (more)

from
$40
per visit
8.
Dog mom with lots of love to give!Wooster Square, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

Ashley does a wonderful job taking care of my two dogs. She takes them on frequent walks and makes time to play with them. The dogs seem to really enjoy her. I … (more)

from
$40
per visit
Confirmed availability: Memorial Day
9.
Cat and Dog walker/ sitterEast Shore, New Haven, CT, 06512
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Bianca is an amazing young woman with a heart for pets. She loves animals and cares for them with lots of TLC. She spent some time training with and caring fo… (more)

from
$20
per visit
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10.
Will share your love for your pets!Downtown, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

For the past year Joon has been taking care of my cat while I’m occasionally out of town. He is great at playing and interacting with my cat and always gives my… (more)

from
$15
per visit
Confirmed availability: Memorial Day
11.
Here for you and your pets!Wooster Square, New Haven, CT, 06511
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rachel is extremely reliable and kind, and took excellent care of my kitty Henry while I was away, visiting him at the same time each day to play, feed him and… (more)

from
$25
per visit
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Dog mom who works from home :)Wooster Square, New haven, CT, 06511
Dog Boarding, Drop-In Visits, Dog Walking

Caroline is all-around wonderful! As a dog owner herself, Caroline is responsible, patient, and incredibly helpful. I’d trust Caroline with any pet because… (more)

from
$40
per visit
Confirmed availability: Memorial Day
Works from home~Walk/Board/TrainProspect Hill, New Haven, CT, 06511
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Elizabeth is kind, punctual, and clearly great with dogs. We highly recommend her! (more)

from
$30
per visit
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14.
animal-loving lawyer!East Rock, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

Rachel is the best dog (and cat!) sitter a pet parent could ever ask for. She has watched my and my partner's 1.5 y/o goofy and active great pyrenees mix rescue… (more)

from
$20
per visit
15.
Like You Never Left home!Dwight, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

I’ve hired Karitza a couple of times and she’s been super nice and communicative about my dog. She kept me updated and sent me pictures. Really recommend her! (more)

from
$28
per visit
Calendar Recently Updated
16.
Downtown New Haven Pet LoverDowntown, New Haven, CT, 06510
House Sitting, Drop-In Visits, Dog Walking

Dave is awesome! We are lucky to have his help taking care of our new puppy. Does a great job. (more)

from
$12
per visit
Calendar Recently Updated
17.
Lover of all breeds and sizesDowntown, New Haven, CT, 06510
Drop-In Visits, Dog Walking

I would recommend Katie to anyone looking for a reliable person to walk or take care of their dog. She was excellent with Maya while we were away for a few day… (more)

from
$15
per visit
18.
Reliable & friendly pet lover!East Rock, New Haven, CT, 06511
Drop-In Visits, Dog Walking

Macy is an excellent and responsible worker, and a wonderful dog caregiver. She loves animals, and has had lots of experience taking care of dogs. In addition t… (more)

from
$15
per visit
Confirmed availability: Memorial Day
What’s life without dogs?Hill, New Haven, CT, 06519
House Sitting, Drop-In Visits, Dog Walking
4 years of experience

About: I am a Marine and Army veteran with a passion for dogs. I love all dogs no matter what size they are. I’m a decent sized guy so hyperactive or strong… (more)

from
$20
per visit
Calendar Recently Updated
20.
Attentive Yale grad studentEast Rock, New Haven, CT, 06511
Dog Boarding, Drop-In Visits, Dog Walking

Jonah did an amazing job with Otter during my trip! He sent me pictures of my boy, and made sure I was updated throughout the day! This was the first time I'd… (more)

from
$18
per visit

In Wooster Square, New Haven, CT, dog lovers trust Rover.com for their pet sitting needs. Over 210 pet owners have reviewed pet sitters in New Haven, giving them an average rating of 5.0/5 stars. Booking pet sitting in Wooster Square can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in New Haven on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Wooster Square, New Haven drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Wooster Square, New Haven . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Wooster Square, New Haven donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in New Haven.

We're proud to support over 200 organizations across the nation, including: