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. Erica

In Home Pet Sitting Services

West Haven, CT, 06516

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

"Even though we were outside the area she usually services, Erica came out (for a VERY reasonable fee) to walk, feed and play with my pup on my wedding day, s... (more)"

2. Ben

Shepherd of Hounds

West River, New Haven, CT, 06511

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

39 repeat clients

"Ben knows -- and so few dog trainers/sitters do!! -- how to interact with fear-aggressive dogs. During our initial meet-and-greet, my fearful American Eskimo... (more)"

3. Brandi

Dog Trainer! Energetic! Companion!

Hamden, CT, 06514

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"great visit! (more)"

Available this weekend
4. Kelly

Trusted and Reliable Pet Sitting Service

Hamden, CT, 06514

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

12 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)"

Available this weekend
5. Emily

Reliable & kind animal lover

Branford, CT, 06405

House Sitting, Drop-In Visits, Dog Walking

4 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. Jessica

Flexible-scheduled doggy companion

East Rock, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jessica dropped in each day to look after my cat, Eliot, while I was away for a long weekend. She was great! Very quick to communicate, took the job on sho... (more)"

7. Patty

And God created dogs on the 8th day

Wooster Square, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

2 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)"

8. Alexandra

Massive amounts of experience!

East Haven, CT, 06512

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Ali did a great job. She took care of both my puppy and my cat for 5 days. When we came home the house was clean, did not smell like a barnyard and my animal... (more)"

9. Jacqualyn

Doggies love sleepovers,too!

Branford, CT, 06405

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

33 repeat clients

"Jackie is an amazing person and sitter that my pups adore. She has gone above and beyond to work with my spontaneous schedule, and to be there when I need he... (more)"

10. Rachel

Outdoor fun and cuddle pal

East Rock, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

"Rachel was an absolute pleasure to work with. Super sweet and loving with the dogs. Very courteous and prompt - she came by exactly when she said she would. ... (more)"

11. Miranda

Playtime and Cuddles!

West Haven, CT, 06516

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

7 repeat clients

"Miranda was great! I had a very last minute request and she answered promptly! My dog was well cared for and happy. She even fixed our water bottle on his cr... (more)"

12. Eric

Dog's best Friend. Woof woof!

orange, CT, 06477

House Sitting, Drop-In Visits, Dog Walking

"Eric was great with Gracie! He's great with dogs, especially with 4 of his own. He made sure Gracie was well taken care of each visit, including plenty of pl... (more)"

Available this weekend
13. Crystal

Bow Wowing the night away !!

Amity, New Haven, CT, 06515

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Crystal was wonderful as before. She was responsive and adoring on the dogs. We completely trust her with our home and four-legged babies. (more)"

14. Gayle

I love dogs!!

Annex, New Haven , CT, 06512

Dog Boarding, Drop-In Visits, Dog Walking

"Gayle is a very caring and loving person. She would make a great dog walker. Pets out a part of our families and we would never want them in the wrong hands.... (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. Rebecca

Animal Rescuer Raised with a Rottie

Wooster Square, New Haven, CT, 06511

Drop-In Visits, Dog Walking

"Becky has been loving dogs for a long time - her dog Monty is 15 years old. Besides dogs Becky is a responsible, loving owner of a rabbit and a mouse, and re... (more)"

17. Betsy

Dogs love me

West Haven, CT, 06516

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

1 repeat client

"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)"

18. Ariana

I'll happily run with your dog!

Dixwell, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

"Our 4 dogs love Ariana! She has watched over our Great Dane, Bernese Mountain Dog, Standard Poodle, and Lhasa apso with great care. My family found Ariana to... (more)"

19. Marie-Magdelene

woof! Woof!

East Rock, New Haven, CT, 06511

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

About: Happy, and Friendly animal lover. Open to care, and befriend all kinds of pets. Ensuring Safety and Nurture. Preparing Nutritious and Meals an... (more)

20. Maria

5-Stars, they will LOVE it here!

Mill River, New Haven, CT, 06511

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

2 repeat clients

"I have known Maria for quite some time and have never had anyone else watch Jake but Maria. I have to say she is insanely loving and very responsible with pe... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: