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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1. Julie-Anne

Animal-loving Girl with Experience!

Dwight, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Julie did a great job! My dog enjoyed spending time with her and I didn't have to worry about him or my home. (more)"

2. Jacqualyn

Doggies need sleepovers, too!

Branford, CT, 06405

House Sitting, Drop-In Visits, Dog Walking

35 repeat clients

"Jackie went out of her way to help us with our somewhat separation-anxious dog and did a great job. We will definitely continue to work with her if she's ava... (more)"

3. Aimee

Active & Flexible 56yr + Dog Lover!

Westville, New Haven, CT, 06515

House Sitting, Drop-In Visits, Dog Walking

About: I've had only 4 dogs (Irish setter, Shepard, terrier, and golden retriever) in 56+ years but each lived a long, active, and happy life. I work fr... (more)

4. Brittany

Responsible, experienced dog lover!

East Rock, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Did a great job, would definitely ask Brittany to sit for my 2 dogs again! (more)"

5. Tess

I'll keep your dog busy!

West River, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

"You could not find a better sitter than Tess! I have known Tess for years and her commitment and love for animals is obvious from the moment she meets them.... (more)"

Confirmed Holiday Availability
6. Miranda

Playtime and Cuddles!

West Haven, CT, 06516

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

10 repeat clients

"Miranda has been terrific in looking after Tucker. She has stayed with him twice thus far, including over a week-long vacation. She is enthusiastic and commu... (more)"

7. Tara

Dogs - Prepare to be loved!

East Rock, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Tara was outstanding! She stayed in my home with both my dog and cat for a week while I was away. She was communicative, responsive, responsible, reassuri... (more)"

Confirmed New Years Availability
8. Dana

Your pup will get their steps in!

Hill, New Haven, CT, 06519

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Amazing!!!! So kind to our pups/ family! Went above and beyond!!!! Definitely will ask for his help again in future! Thank you so much Dana! (more)"

9. Tyler

Passionate animal-lover

East Rock, New Haven, CT, 06511

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Tyler was great with Luke. Took him on walks, runs, played and wrestled with him, fed him. All in 4 hours. Our boy was very tired after Tyler's dog sitting a... (more)"

10. Russell

Classical Musician and a Dog Lover

Dixwell, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Russell was an amazing dog sitter for our pup when we went away to California. He was very easy to work with, and bonded with our dog right away. My dog seem... (more)"

11. Crystal

Bow Wowing the night away !!

Amity, New Haven, CT, 06515

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Crystal was such a delight to work with. She answered our inquiry within an hour. She agreed to a meet and greet before the stay and kept in contact until we... (more)"

12. Justine

A yard in a dog friendly area.

East Rock, New Haven, CT, 06511

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"Justine is an excellent dog caregiver! She walked my chocolate lab and dog-sat my sister's Maltese. She was very respectful, punctual and communicative the w... (more)"

13. Jason

Your substitute dog's best friend

West Rock, New Haven, CT, 06515

House Sitting, Drop-In Visits, Dog Walking

"Jason has cared for my beloved Black Lab/Weimaraner rescue, Moonshine and his feline brother, Chip for several years. My pets are my children and I am very c... (more)"

14. Arieliz

College-Dog Lover-Fun-Adventurest

west haven, CT, 06516

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Arieliz loves dogs. She owns a chihuahua, I often saw Arieliz taking her dog (KiKi as she name her) to the park and given her lots of affection. (more)"

15. Rachel

Outdoor fun and cuddle pal

East Rock, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rachel is a fantastic sitter--- I can't recommend her highly enough! During my trip, she took such great care of Kenzy, and was especially patient with her w... (more)"

Confirmed Holiday Availability
16. Gabby

A dogs life !

Fair Haven, New haven, CT, 06513

House Sitting, Drop-In Visits, Dog Walking

"Gabby is an enthusiastic and energetic young person. She has been passionate about all animals since very young age. She has take Good care of her own dogs f... (more)"

17. Meghan

An energetic & adoring dog lover!

Dwight, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

"Meghan creates a friendship with every animal that she comes in contact with, whether that be human or pet. She is responsible, trustworthy and loving showin... (more)"

18. Betsy

Dogs love me

West Haven, CT, 06516

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Dogs and Betsy are like cake and ice cream. When the two are together there is certain to be a celebration for all. And there may even be extra frosting. (more)"

19. Melissa

Long walks with your pup

Wooster Square, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

About: Your furry friends need love, attention, and care from someone who is patient, calm, and gentle (aka me!). Having these characteristics goes a long... (more)

20. Jamie

Freelance Dog Lover- Home Full Time

Dwight, New Haven, CT, 06511

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: My name is Jamie, I am in my mid 20's and I have had dogs for basically the entirety of my life. Not only do I have experience being around dogs fr... (more)

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: