House Sitting in Wooster Square, New Haven, CT

Find a loving dog sitter to watch your dog overnight in your home.

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

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Alexis B.
1.
Psychologist and dog-loverWooster Square, New Haven, CT, 06511
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alexis is AMAZING! She was so thoughtful and responsible and most importantly treated our dog like the king that he thinks he is. Alexis will be my go to person… (more)

from
$60
per night
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Ben C.
2.
Ben 
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Slightly obsessed with the woofer.West River, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

Ben did a fantastic job taking care of our dog and cat for the weekend. He was caring, communicative, and responsible. He took great care of our babies and our … (more)

from
$50
per night
Leo S.
3.
Leo 
Verified Enhanced Background Check
Luxury walks and lots of petting!East Rock, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

Took great care of two dogs, a cat and a house! Pets were very happy, house was left in better shape than when he came. Sent photos of the dogs and cat. Highly … (more)

from
$50
per night
Confirmed availability: Memorial Day
Joon L.
4.
Will share your love for your pets!Downtown, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

We hired Joon as a dog sitter when we were traveling last summer and he stayed in our house while we were away. Joon is trustworthy and made sure we were never… (more)

from
$32
per night
Connor W.
5.
Your pet will trust me, just wait!East Rock, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

Connor did a great job with our very energetic dog. He was communicative, thoughtful, and responsible and left our home in great shape and our pup tired and hap… (more)

from
$75
per night
6.
Dog mom with lots of love to give!Wooster Square, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

If you are looking for a kind, responsible, and attentive pet sitter, look no further than Ashley! Ashley stayed in our home and cared for our almost 15 year ol… (more)

from
$60
per night
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7.
Experienced dog owner of 21+ years.East Haven, CT, 06512
House Sitting, Drop-In Visits, Dog Walking

The best pet sitter you can find! Patient, understanding, and very flexible for you and your fur babies! She has owned dogs her whole life and has over 5 years … (more)

from
$60
per night
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8.
A Dog Will Teach U Unconditional <3West Haven, CT, 06516
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Italy did a wonderful job house-sitting our dog and our cat while we were away for a weekend. She is very friendly and communicative, and we appreciated that sh… (more)

from
$29
per night
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 did an amazing job house-sitting our dog while we were out of the country for a week. She was very communicative, sent lots of updates and pictures, and… (more)

from
$80
per night
10.
animal-loving lawyer!East Rock, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

Rachel did an amazing job with our overly enthusiastic pup! She was incredibly accommodating and gracious and our dog took right to her. We would recommend her … (more)

from
$35
per night
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11.
Friendly Pet Sitter/WalkerWest Rock, New Haven, CT, 06515
House Sitting, Drop-In Visits, Dog Walking

She did and excellent job house sitting for 4 days while we were away. Everyone was happy and well taken care for and stayed with my dogs till we came home. Def… (more)

from
$32
per night
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12.
Absolute Dog-Lover Hoping to Help!Dwight, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

Janalie was outstanding - she read our unnecessarily long instructions and took amazing care of the house, dog, and guinea pigs. She sent photos every day and y… (more)

from
$25
per night
Confirmed availability: Memorial Day
13.
Reliable, communicative, friendlyEast Rock, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

Abby was great with Leia. I came back home to a happy pup. She even took Leia out for a run on a cold winter day and left the apartment in a clean state. Really… (more)

from
$50
per night
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14.
Versatile and Kind Animal CarerDixwell, New Haven, CT, 06511
House Sitting, Dog Walking

Ileana was communicative, clean and responsible! She took great care of our cats even though it was over a holiday, and I did not have to worry at all that they… (more)

from
$38
per night
Calendar Recently Updated
please let me pet your dog!East Rock, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

KT took great care of Kiba for a week while we were away. It was our first time leaving him and we were nervous about it but she kept us updated with messages a… (more)

from
$30
per night
Confirmed availability: Memorial Day
16.
Genuine love for all dogs!Downtown, New Haven, CT, 06510
House Sitting, Drop-In Visits, Dog Walking

Leila has been an avid pet lover ever since she could sit up on her own and interact with them, at the tender age of 6 months! She would make an amazing dog sit… (more)

from
$35
per night
17.
Experienced animal loverDwight, New Haven, CT, 06511
House Sitting, Drop-In Visits, Dog Walking

When we moved to the area we couldn’t go anywhere for a while because we needed to find the absolute right person to take care of our precious little girls. One… (more)

from
$90
per night
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
$70
per night
Confirmed availability: Memorial Day
19.
Former Vet Assistant/Yale PhDDowntown, New Haven, CT, 06510
House Sitting, Drop-In Visits, Dog Walking

Ashley is extremely talented - she is so calm, patient, and attentive to the needs of the dogs I've had her look after. Her background in veterinary medicine ma… (more)

from
$65
per night
Confirmed availability: Memorial Day
20.
Let me love your animal!Wooster Square, New haven, CT, 06511
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alev was great. She was communicative and clear with logistics on short notice. (more)

from
$30
per night

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 210 owners have reviewed sitters in Wooster Square, New Haven, CT, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Wooster Square house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Wooster Square, New Haven, CT on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 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. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Wooster Square house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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: