Pet Sitting & Drop In Visits in Wingdale, NY

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

Confirmed Holiday Availability
1. Haley

A dog's best friend!

New Milford, CT, 06776

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

11 repeat clients

"Haley was awesome- very responsive, reliable and communicative! We have an elderly dog and she had no trouble giving him his medications. I would highly reco... (more)"

Confirmed Holiday Availability
2. Julee

Daily walks in the Macedonia park!

Kent, CT, 06757

Dog Boarding, Drop-In Visits

3 repeat clients

"Julee was wonderful. I felt very comfortable leaving my baby with her. I knew he was being taken care of and getting tons of attention. I will use Julee for ... (more)"

3. Bob

Safe, happy, cared for with love

New Milford, CT, 06776

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Bob is awesome plain and simple he is amazing with animals he's respectful to my home and he goes out of his way to make you feel at peace when you can't be... (more)"

Confirmed Holiday Availability
4. Trygve

I love dogs, Punctual, Professional

sherman, CT, 06784

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I am 21 and have always had dogs in my house growing up. I currently have a miniature poodle named Bosco, we go for walks once per day. I have had ... (more)

5. Jennifer

Dogs and animals are my life.

Wingdale, NY, 12594

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Missy loves Jennifer! (more)"

6. Bria

**10% OFF New Clients + Grooming**

Millbrook, NY, 12545

House Sitting, Drop-In Visits, Dog Walking

About: Does your pooch need a play date? Are they bored all day by themselves? Are you going away and don't want to stick them in a kennel for a week at ... (more)

Confirmed Holiday Availability
7. Kelci

An experienced sitter for 11 years!

Pawling, NY, 12564

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Great dog walker! (more)"

8. Caity

dogs are my spirit animals

Pleasant Valley , NY, 12569

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

About: I have a history with dog watching and walking. Despite currently being on crutches, I am fairly active. I own one dog but she is very friendly tow... (more)

Confirmed Holiday Availability
9. Kayla

The tail will always be wagging!

Holmes, NY, 12531

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

1 repeat client

"We used Kayla for about 2 months and our Lou Lou thoroughly enjoyed being with her. Due to some scheduling conflicts we can not use Kayla as often as we like... (more)"

10. Sylvia

Dog walking & house sitting!

New Milford, CT, 06776

House Sitting, Drop-In Visits, Dog Walking

About: I'm totally obsessed with small dogs, but love and care for dogs of all sizes! I've been caring for dogs since I was 12 years old. I started pro... (more)

Confirmed Holiday Availability
11. Jenna

Home full time

Pawling, NY, 12564

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

About: My name is Jenna and I stay home full time. I am trustworthy and reliable and an avid dog lover. I have a very flexible schedule. I will sit, play... (more)

12. Shirley

vet tech, home full time on days of

Hopewell Junction, NY, 12533

Drop-In Visits, Dog Walking

About: I have been an animal lover my whole life, so much that I went to school to become a vet tech. I started with guinea pigs, and when allowed, I fost... (more)

Confirmed Holiday Availability
13. Brittany

Run with your dog/take on hikes!

Millbrook, NY, 12545

House Sitting, Drop-In Visits, Dog Walking

"TO WHOM THIS MAY CONCERN,      THIS LETTER IS IN REGARD TO BRITTANY KEENAN.  BRITT IS A FOSTER OF MINE AT RESCUE DOGS ROCK NYC.  FOSTERS MUST BE OF A CERTAI... (more)"

Confirmed Holiday Availability
14. Jennifer

"Love is a four - legged word"

Holmes, NY, 12531

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

About: Hi my name is Jennifer I am developing my exciting career in dog sitting and walking. I have 2+years of experience caring for dogs and currently en... (more)

15. Terrease

Terrease's Pet Care Services

Poughquag, NY, 12570

House Sitting, Drop-In Visits, Dog Walking

About: **About me** Hi there! I am here to efficiently support your beloved pet's needs! My previous experience has been caring for my own adopted dog fo... (more)

16. Amanda

Eager to dogsit!

New Milford, CT, 06776

Drop-In Visits, Dog Walking

"Amanda is such a fantastic dog sitter. She loves dogs of all sizes and has some experience with many different breeds. Shes honest, trustworthy, reliable, re... (more)"

Confirmed Christmas Availability
17. Erin

Energetic dog lover!

New Fairfield, CT, 06812

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

2 repeat clients

"Erin is always very kind and caring with our dog. Our dog loves visiting with Erin at her house. At Erin’s house she always receives lots on love, play and a... (more)"

Confirmed Holiday Availability
18. Carolyn

professional horse/dog trainer

Kent, CT, 06757

Dog Boarding, Drop-In Visits, Dog Walking

About: I am ultra professional, patient, loving and extremely responsible. Have rescued, managed and trained both dogs and horses all my adult life. For... (more)

19. Kristen

Flexible schedule and ready to run

Hopewell Junction, NY, 12533

Drop-In Visits, Dog Walking

About: I have had and cared for dogs and cats since I was 5 years old. I love animals and I am a very active person. I currently own 3 large dogs but have... (more)

Confirmed Holiday Availability
20. Don

professional service 24/7 Since1997

Pawling, NY, 12564

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

"My experience with Don has been wonderful! I have a 5 year old Yorkie, and a 5 1/2 month old Lab! I called apon Don when my new pup arrived home at the age o... (more)"


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Wingdale pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Wingdale, NY, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Wingdale pet sitters and avoid the kennel.