Pet Sitting & Drop In Visits in Windsor, VT

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

1. Stella

Playtime while you're busy!

Killington, VT, 05751

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

1 repeat client

"Stella was great and a huge help. She took care of Harper for the day while we skied at Killington. It was super convenient to the slopes and Harper had a ... (more)"

2. Corey

Treat your pets like I treat my own

Quechee, VT, 05059

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Our dog gets treated like a Queen so why can't yours! Look forward to taking extra care of your dogs for you. Day visits, full day hang outs, walks... (more)

3. Sarah

Experienced Doggie Foster Mom

West Lebanon, NH, 03784

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

8 repeat clients

"Sarah was great. She was reliable and sent us a report card with Kato' s visit details and a photo. So nice to see my puppy in the middle of the day if I can... (more)"

4. Rachel Eileen

I am 100% about the best care <3

Norwich, VT, 05055

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

8 repeat clients

"Rachel was so great! I booked her very last minute to check in on my high-anxiety cat and she responded immediately, took great care of Ajax, and eased my wo... (more)"

5. Saskia

A Loving Companion for Your Dog

N. Hartland, VT, 05052

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

1 repeat client

"Saskia has had an excellent and caring manner while caring for my dog. She treats all dogs with utmost respect, has great intuition about them, and is very c... (more)"

6. Kelli

I would love to meet your fur baby!

Windsor, VT, 05089

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs and been around dogs for my whole life. I have 3 fur babies. My oldesr fur baby Bingo is blind and mostly deaf due to old age so ... (more)

7. Cassidy

Keep your fur baby comfy at home!

White River Junction , VT, 05001

House Sitting, Drop-In Visits

1 repeat client

"Cassidy has been a true life-saver. We have a 7.5-year-old Springer who was not adapting well to life following our move to the Upper Valley. While acknowled... (more)"

8. Ashley

Home Full-time; Will get attention!

Claremont, NH, 03743

Dog Boarding, Drop-In Visits, Dog Walking

About: Hi! I’m Ashley. I am new to dog sitting but I have always had dogs of my own. I am fairly flexible with scheduling as I am a full-time stay-at-home... (more)

9. Keely

Happy Tails!

Canterbury, NH, 03224

House Sitting, Drop-In Visits, Dog Walking

" My husband and I wanted to go on a week long trip to a reunion in Ohio. We were very concerned about leaving our dogs, as we have a high energy German S... (more)"

10. Celia

Caring for your dog like my own

Warner, NH, 03278

Drop-In Visits, Dog Walking

"Absolutely fantastic! She updated me on arrival and departure, it was a last minute booking and she nailed it! Thank you so much!!! (more)"

11. Kathleen

Experienced dog sitter + hiker :)

Chester, VT, 05143

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

7 repeat clients

About: ​Hello! My name is Kathleen. I have been house/pet sitting for 7 years now. I grew up with dogs, cats, and some farm animals. Animals deserve respe... (more)

12. 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)

13. Catherine

Often found on floor cuddling dogs

Woodstock, VT, 05091

House Sitting, Drop-In Visits

"Catherine is a diligent, loving dog caregiver. She gives every dog the love and attention it needs while it is in her care. She adjusts her schedule to fit t... (more)"

14. Yunna

Home full-time. Daily hikes!

Lebanon, NH, 03766

House Sitting, Drop-In Visits, Dog Walking

"Yunna is by and large the most compassionate person I know, especially when it comes to animals. She has really trained her dog Tuna, who was initially quite... (more)"

15. Nina

Pupper Kisses Welcome.

Chester, VT, 05143

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

"Our several dogs and cats loved Nina when she took care of them and our home for both short and longer stays. As a veterinarian, many of my pets needed speci... (more)"

16. 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)

17. 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)"

18. 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)

19. 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)"

20. Taylor

I go the extra mile... on walks!

Grantham, NH, 03753

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Taylor is wonderful. She took care of 2 of my dogs while I went out of town. Everything was fine. I would recommend Taylor for dog sitting. (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 Windsor 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 Windsor, VT, 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 Windsor pet sitters and avoid the kennel.