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. Sarah

Experienced Doggie Foster Mom

West Lebanon, NH, 03784

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

12 repeat clients

"Sarah was responsive, on-time, friendly and professional. She's clearly had a lot of experience with dogs and ours were very comfortable with her. She walke... (more)"

2. Stella

Playtime while you're busy!

Killington, VT, 05751

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

2 repeat clients

"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)"

3. Sara

Wicked Reliable Pet Care (WRPC)

Athens, VT, 05143

Drop-In Visits, Dog Walking

"Sara has been a lifesaver. Our homestead includes a dog, a cat, and several chickens. She has provided in home pet care that always exceeds our expectations.... (more)"

4. Cassidy

Keep your fur baby comfy at home!

White River Junction , VT, 05001

House Sitting, Drop-In Visits

2 repeat clients

"Cassidy did a great job with my 6 mon old puppy. She told me everything that went on during her visits and she was very accommodating. Will definitely be cal... (more)"

5. Ali

Can play and cuddle with your pet

Springfield, VT, 05156

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

About: I have been watching and caring for animals for years. I dog sit a handful of times during the year for friends and family and will keep your furr... (more)

6. 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)

7. Anne

Dog loving Retiree, Home Full Time

lebanon, NH, 03766

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

"Anne is so great! She's very sweet and loving to all animals. She has fostered many friends' dogs and makes them feel comfortable and at home. She lovingly t... (more)"

8. 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)"

9. 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)"

Confirmed Memorial day Availability
10. 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)"

11. Holly

Home full time, have had pets 20yrs

Claremont, NH, 03743

Dog Boarding, Drop-In Visits, Doggy Day Care

"Holly is very caring with animals. Over the years she has had several different kinds from dogs, to cats, to turtles. She especially likes small dogs like pu... (more)"

12. 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)

13. 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 am a HUGE animal lover. I have been house/pet sitting for 7 years now. I grew up with dogs, cats, and farm animals. ... (more)

14. Saskia

A Loving Companion for Your Dog

N. Hartland, VT, 05052

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

1 repeat client

"Saskia is one of the few people I trust completely with my dog, Abigail. She's a 55lb boxer mix rescue who is dog-reactive and Saskia just gets how to read t... (more)"

15. Kellee

Animal lover

Charlestown, NH, 03603

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

About: I treat animals as if they were my own and I will make it a fun experience for them! :) I assure you that they will be in good hands and well taken... (more)

16. Matt

Your dogs are in good hands.

Claremont, NH, 03743

House Sitting, Drop-In Visits, Dog Walking

"Matt has always been fantastic with all animals, especially dogs. I couldn't teach my dogs to do anything, but he had them doing all kinds of tricks in no ti... (more)"

17. 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)

18. 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 oldest fur baby Bingo is blind and mostly deaf due to old age so ... (more)

19. 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)

20. Yunna

Home full-time. Daily hikes!

Lebanon, NH, 03766

House Sitting, Drop-In Visits, Dog Walking

"Yunna is a an exemplary dog-sitter and owner. She has taken care of my Golden Retriever and Cocker Spaniel on several occasions. Yunna is very patient and ca... (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.