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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Kelly

Trusted and Reliable Pet Sitting Service

Hamden, CT, 06514

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

6 repeat clients

"This was my first time using rover.com so I was a little nervous picking a sitter. Kelly was great to work with and put my fears at tease. She regularly chec... (more)"

Confirmed New Years Availability
2. Emily

Reliable & kind animal lover

Branford, CT, 06405

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Emily was there when she said she would be and gave our girls the love and attention they are use to getting. I would definitely request her again for our f... (more)"

Confirmed Holiday Availability
3. Jacqualyn

Doggies love sleepovers,too!

Branford, CT, 06405

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

21 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)"

Confirmed Holiday Availability
4. Colleen

Loving the dog days of summer!

West Haven, CT, 06516

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

3 repeat clients

"Colleen has been around dogs her entire life and it shows that she loves dogs. She has watched my dogs when I am away on vacation (first a mellow 4 yr. old... (more)"

Confirmed Holiday Availability
5. Grace

Dog's deserve to be loved too!!

Quinnipiac, new haven, CT, 06513

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

About: I have been a pet sitter for the past three years and it's something that I absolutely love doing. I run my business from home and I offer boarding... (more)

Confirmed Holiday Availability
6. Megan

Vet tech offering professional care

Westville, New Haven, CT, 06515

House Sitting, Drop-In Visits, Dog Walking

"Megan gave my family all the piece of mind that we were seeking and more. We started out as a two dog family, with one dog with special needs. Between the ... (more)"

7. 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)"

8. Sarah

Energetic, responsible dog walker!

East Rock, New Haven, CT, 06511

Drop-In Visits, Dog Walking

1 repeat client

"Sarah provided a drop in visit for our dog and we will definitely ask for her help again in the future. She was extremely reliable and caring with our dog. W... (more)"

Confirmed New Years Availability
9. Alexandra

Massive amounts of experience!

East Haven, CT, 06512

House Sitting, Drop-In Visits, Dog Walking

"I first met Alexandra at a dog daycare we worked together at. I immediately noticed how much she loves animals, and how positively they responded to her. Not... (more)"

10. Amanda

Lifelong dog lover & volunteer

West Haven, CT, 06516

Drop-In Visits, Dog Walking

"I am very positive that whomever coined the term "dog lover" was talking about Amanda. She loves everything about dogs and is a fantastic mommy to her boy Ze... (more)"

11. Crystal

Bow Wowing the night away !!

Hill, New Haven, CT, 06519

Drop-In Visits, Dog Walking

"Crystal was available last minute for a last minute trip I needed to make and through a tough situation she was there to bring light into a dark place. Not o... (more)"

Confirmed Holiday Availability
12. Lori-Ann

Awesome Doggie "Grandma"

West Haven, CT, 06516

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

"I have known Lori-Ann since 2001. She is an extremely supportive and responsible person. She has had at least one and often multiple dogs during the entir... (more)"

Confirmed New Years Availability
13. Rachel

Vet Tech offering Pet Sitting

Dixwell, New Haven, CT, 06511

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Rachel did a great job taking care of Buster. She was on time, and provided updates on what she did including sending a 'report card'. (more)"

14. Sara

ANIMAL LOVER IN A LOVING HOME!

East Haven, CT, 06512

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

18 repeat clients

"Sara was wonderful! She provided regular updates and pictures of walks, ball play and belly rubs that put me totally at ease during our trip. I've never seen... (more)"

15. Lisa

Professional Dog Lover

Wooster Square, New Haven, CT, 06511

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

6 repeat clients

"Lisa is a loving and sensitive dog sitter. She looked after my two and a half year old dog for ten days and sent me updates and pictures everyday. I did miss... (more)"

16. Caylie

I have a true love for all animals!

Mill River, New Haven, CT, 06511

Drop-In Visits, Dog Walking

"I highly recommend Caylie for your pet sitting and dog walking needs! She took care of my 3 cats and my roommate's large Labrador while I was away for the we... (more)"

Confirmed Holiday Availability
17. Shaira

Your new WOOF friend!

West Haven , CT, 06516

House Sitting, Drop-In Visits, Dog Walking

About: I've been a rescuer helper and foster parent for dogs and cats and a volunteer for a non-profit organization in Old San Juan, PR for the past 5 yea... (more)

18. Tierra

Wag-N-Maid

Beaver Hills, New Haven, CT, 06511

House Sitting, Drop-In Visits, 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)

Confirmed Holiday Availability
19. Calvin

Gentle, patient, and kind dog-lover

East Rock, New Haven, CT, 06511

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"I have known Calvin for over a year. He has over 23 years of experience taking care of dogs and is one of the most responsible and caring people I have known... (more)"

20. Arabeliz

best doggy petcare

Hill, New Haven, CT, 06519

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

2 repeat clients

About: I always had a love for dogs since I was little. I love taking care of them and playing with them. I've had dogs around me since forever. I love an... (more)

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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: