Pet Setting & 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.

1. Ben

Shepherd of Hounds

West River, New Haven, CT, 06511

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

87 repeat clients

"Ben was amazing! Our dog Leonidas goes everywhere with us...he is our child. This is the first trip we have not been able to take him on, so we had some sepa... (more)"

2. Julie-Anne

Animal-loving Girl with Experience!

Dwight, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Julie-Anne was amazing and so thorough with our dogs. We have two younger pups, 1 and 2 years old, and we are currently living with an older 13 year old lab... (more)"

3. Brittany

Responsible, experienced dog lover!

East Rock, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Great visit! Brittany quickly picked up on behavioral cues from my dog and was able to make quick progress with my fearful dog!! Will certainly be booking ag... (more)"

4. Patty

And God created dogs on the 8th day

Wooster Square, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Patty must have had a good time with my dog while I was away because my dog was really happy when we came home. We will hire her again. (more)"

5. Emily

Reliable & kind animal lover

Branford, CT, 06405

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Emily was fantastic with Rocco! She dropped in 2x per day to play with him, feed him and walk him and he was in great spirits when we returned home. We felt ... (more)"

6. Alexandra

Empty pet-nest syndrome!

East Rock, new haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

About: I miss my pets, and want to give your four- (sometimes 3) legged friend the attention I'm unable to give mine. I've had dogs and cats since I was a... (more)

7. Erin

Animal-loving postdoc in New Haven!

Dwight, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I have known Erin for over 7 years now. One of her first jobs was at a pet store! Erin is extremely patient and caring towards animals in general. She is an ... (more)"

8. Angela

Your pups will have a great time!

Hamden, CT, 06514

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"I’m so glad I connected with Angela to drop in on my dog Bella and also walk her. I was worried about leaving Bella for an extended stay but Angela took all ... (more)"

9. Dana

Your pup will get their steps in!

Hill, New Haven, CT, 06519

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Dana took very good care of Cooper while we were out of town for 9 days. He showed up consistently in the same morning and afternoon windows of time that we ... (more)"

10. Christine

Experienced animal lover!

East Haven, CT, 06512

Drop-In Visits, Dog Walking

5 repeat clients

"Great job and will book again! Christine was on time, delivered on her word, and took great care of our pups while we were away. We own a small business and ... (more)"

11. Tyler

Outdoorsy and energetic dog lover

New Haven, CT, 06520

House Sitting, Drop-In Visits, Dog Walking

"Tyler has done a fantastic job caring for my dog Hannah, a small toy poodle, while I work during the week and occasionally on weekends. My hours for work ten... (more)"

12. Kelly

Trusted and Reliable Pet Sitting

Hamden, CT, 06514

Drop-In Visits, Doggy Day Care, Dog Walking

17 repeat clients

"Kelly was great taking care of our cat Oscar while we were out of town. She was very communicative and conscientious about making sure she understood our nee... (more)"

13. Katherine

I can teach a new dog old tricks!:)

Wooster Square, New Haven, CT, 06511

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

3 repeat clients

About: I've been owned by 2 wonderful dogs over the last 15 years. They had very different personalities, and I loved them both, sometimes FOR their Idios... (more)

14. Betsy

Dogs love me

West Haven, CT, 06516

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

3 repeat clients

"Betsy is probably one of the kindest persons I know. She took really good care of her own two puppies, and handled my babies like a sweet loving pro. She ... (more)"

15. Tierra

Wag-N-Maid

West Haven , CT, 06516

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

About: I have expierence handling dogs of all sizes and breeds. I have always had a love for dogs and after receiving my first pup at the age of 5 I knew ... (more)

16. 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)

17. Devorah

I love to hike by 'Pack' or single!

hamden, CT, 06517

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

"Devorah is the absolute best there is to look after pets. She is the only person I'd trust for their care and enjoys them as much as they enjoy her. She has... (more)"

18. Hannah

Loves all no judgement

Edgewood, New Haven, CT, 06511

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

1 repeat client

About: I’ve had a wonderful dog my whole life and multiple cats as well. I’ve gotten the chance to meet and take care of some amazing animals. Since my do... (more)

19. Tara

Dogs - Prepare to be loved!

East Rock, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I'm a graduate student at Yale and absolutely love playing with dogs, but it would be difficult with my travel schedule and income to give a pup th... (more)

20. Michael

My chihuahua can out bark your dog.

East Rock, New Haven, CT, 06511

Drop-In Visits, Dog Walking

"Michael is such an excellent pet sitter / Caretaker. You can immediately tell he is a dog person— and even the shyest puppy falls immediately in love with ... (more)"

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: