Pet Sitting & Drop In Visits in Chester, VT

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. Kelli

Would love to walk your dog!

Windsor, VT, 05089

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs and been around dogs for my whole life. I currently have open avaliability to meet you and your pets needs. My fur baby Bingo is b... (more)

2. Dee

Active and outside with dog lover!

Manchester Center, VT, 05255

Drop-In Visits, Doggy Day Care, Dog Walking

"Dee went out of her way to make us and Bacho feel welcome. I feel so fortunate to have found her! Thanks, Dee for such a wonderful experience! (more)"

3. Emily

Fun, friendly, fur loving!

South Newfane, VT, 05351

House Sitting, Drop-In Visits

1 repeat client

"Emily has taken care of my Yorkiepoo and Boston Terrier mix while we have been traveling. She is very nice and very responsible. The dogs have seemed to re... (more)"

4. Catherine

Often found on floor cuddling dogs

Castleton, VT, 05735

House Sitting, Drop-In Visits, Dog Walking

"Catherine cares for my two Golden Retrievers, George and Henry, when we travel. She is attentive and loving. I know when we are not home, Catherine will give... (more)"

5. Molley

Exercise and Fun from your Own Home

Townshend, VT, 05353

House Sitting, Drop-In Visits, Dog Walking

About: Hello there! My name is Molley :) Growing up here in Southern, VT I have always been around dogs, grew up with them and have been in the pet sitti... (more)

6. Gabrielle

Grad student, flexible and reliable

belmont, VT, 05730

Drop-In Visits, Dog Walking

About: Hi Rover community, I am a full time grad student at green mountain college, studying 100% online so my schedule is very flexible. I recently mo... (more)

7. Greer

Dog lover born and raised in VT

Putney, VT, 05346

Drop-In Visits

1 repeat client

"Greer has been around dogs since she was born. She is a very responsible young woman who would provide loving care to any beloved pet. (more)"

8. Jennifer

Loving, Reliable, In-Home Pet Care!

Claremont , NH, 03743

House Sitting, Drop-In Visits, Dog Walking

About: Are you looking to go out of town for the weekend or for a weeks vacation, but don't want to stress your pet(s) by boarding them? I would be happy ... (more)

9. Rachel

Keep your pets happy at home

Hartland , VT, 05048

Drop-In Visits, Dog Walking

About: Leaving your dog can be stressful, have less stress knowing your dog is happy at home with a caring dog person like me. I have always had dogs in m... (more)

10. Jennifer

Reliable,trustworthy,in-home sitter

Walpole, NH, 03608

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

1 repeat client

"I recommend Jennifer for pet sitting. She did a wonderful job with my Sammy Dawgs (more)"

Confirmed Holiday Availability
11. Kathleen

Experienced dog sitter + hiker :)

Chester, VT, 05143

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

4 repeat clients

About: ​Hello! My name is Kathleen. I believe all dogs are angels. They mean the world to me, all animals truly do. I have been house/pet sitting for 6 ye... (more)

12. Jill

Available for weekend care!

Springfield, VT, 05156

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

About: I have had dogs my whole life and have worked in veterinary hospitals and shelters! I have also worked at a doggy daycare in Burlington, VT, so I h... (more)

13. Chelsea

Flexible and reliable dog sitter

Charlestown, NH, 03603

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Chelsea,was wonderful. We left our fur babies in her care for two weeks. Chelsea did three drop in visits a day. She played with Phoebe and Abby and took p... (more)"

14. Jennifer

Dog trainer w/customizable options

Woodford, VT, 05201

House Sitting, Drop-In Visits, Dog Walking

About: I've worked in several kennels over the past 7 years and worked behind the scenes at a veterinary hospital. For the past 3 1/2 years I worked as a ... (more)


Rover.com is the simple, savvy way to find and book Chester 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 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 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Chester. 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.