Dog Sitting Middlebury
Book a Middlebury dog sitter to watch your dog in your sitter’s home or yours.
Over 34 pet parents in Middlebury have booked dog sitting
Middlebury, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have grown up with large dogs (Dobermans, Pitties, Mastiffs) my entire life. I have been rescuing Pitties for over 20yrs and am currently on my fourth rescue. I am experienced with medication administration, special needs and, all ages of dogs from newborn to senior. I have an hour lunch break and, am free after 3pm daily and, all day every other wknd! I care for my 3 pets and can't wait to get home and see them! I work 7-3 most days but, my dog is yard trained so, can be let out multiple times when I am not at home. Once I do get home, we head out for a walk and then, its dinner time! All of my animals are allowed on my furniture and, choose who's bed they sleep in each night!
“Laura did a fantastic job dropping in our two pups! We came home to find our guys sleeping contently after her visit. They were fed, walked, and received a bunch of loving attention during Laura’s visit. No wonder that we came home to a couple of peaceful, sleeping pups who got all their needs taken care of for the day. Thanks so much Laura!”
“Molly is a phenomenal sitter. She went above and beyond to make sure I was comfortable leaving my kitten and to ensure my kitten was safe and loved while I was away. I recommend Molly completely and will be requesting her services again in the future! Thank you, Molly!”
About: I've been taking care of dogs since I was 8 years old and got my very first dog. I love all types of dogs, I can even handle aggressive dogs with ease! I always love to spend my free time with animals. Any availability I have is used to to go towards my pets and hopefully yours! I never let animals I don't know very well be off leash outside without my supervision, it is dangerous to me to be careless like that. I never take it too fast and id love to scedule a meet and greet.
About: I've grown up with animals since I was born and have gained the largest appreciation for pets of all shapes and sizes. Besides this, I have watched numerous pets for friends, family, and neighbors and ensured all pet's needs were met. Whether this was special diets, long walks, hours of play time, I love spending any and all time with animals. I do work a full time job usually M/W/F/Sun from 4 until about 12:30pm. I am also a full time student working on getting her bachelors. I always make plenty of time for drop ins to care for pets. Saturdays are usually always free so I have the time to really care for your pets needs! I’m willing to discuss what availability you’re looking for. I am open to almost all special requests you might need for you pet! Whatever practices/care needs you are looking for, I am willing to adjust to.
About: I’ve taken care of cats, dogs, birds, chickens, fish, and horses since I was little. Anything from feeding to exercise to medical needs I can handle. As I am taking online classes for college as well as commuting from home, my schedule is super open and I’m ready to care for your animals! I have a large fenced in yard with a park right next door for easily accessible walks and exercise. I also have two dogs who are very friendly and love to be around others. I can easily separate if necessary
About: Hey guys! My name is Lauranmarie. Short background on me.. I graduated from Mercy college with a Bachelors degree! I am looking to make some extra money doing something that i love, and i absolutely love animals! I am very outgoing and energetic! My whole life i’ve taken care of different types of animals and it brings a smile on my face! I have had dogs my whole life ranging in different sizes / breeds.. so i am pretty comfortable with all! Recently we had to put down my boxer “Deezul” and i was very upset losing him.. he was a part of our family for a long time and it was very hard to go through that process. We have two dogs at home named Milo and Koda..Milo is a King charles Cavalier, Koda is a boxer mix! They both usually get along with other dogs, Koda gets a little territorial, and may bark a lot, but once he is used to you and your dog there is never a problem! I hope you enjoyed a little bit about who i am and i hope to hear from you and your furry one soon(: Currently pet care is the only thing I am doing, so I will have plenty of time to watch you’re pet! They are in a great home at Laws Paws I have an unfenced yard, so walking them on a leash is necessary! However, I have a wrap around deck outside that is gated so the dogs can play outside on a nice day! I currently am doing this full-time… I have plenty of time to board your furry friend in the comfort of my home! They will be in good hands! I am home with the dogs all day long… Constantly playing with them taking them out for walks and updating owners with videos and pictures daily so you feel comfortable with them here while you’re away
“Kejda was great and so good with our puppy! I felt comfortable and trusted her with her and Roxie had a great time. 10/10 would recommend & have her watch our animals again!”
About: I’ve taken care of dogs since I was in high school. I am known as the dog-sitter in my neighborhood. When my neighbors go on vacation or away, I am always the first one called to watch their animals. While they are away, I feed and walk the dogs. I also have experience staying over night at various houses to dog sit. I’m currently working as a teacher, but we are off during the Summer. I have a lot of free time to take care of all of your pets needs. I am available Monday through Sunday. I will follow all of the instructions of the pet’s owner. I am available to walk, feed, play, and dog sit overnight. I will spend quality time with the pets.
About: Big dogs and little dogs are all happy dogs. I enjoy taking care of and spending time with animals. I have had experience since my childhood I will be more active in my life physically walking them and taking care of them. It’s a perfect job cute animals and taking care of them for money. It’s perfect. I will take the best care of your pet at your home. Just let me know if they need something or have a certain routine and I got it!
“Melissa was great with my boys! Super reliable, excellent communication, and friendly. I was so happy to see that they seemed comfortable with her from the photos she sent. Definitely recommend her to anyone needing drop ins for kitties!”
“Ashley was great- communicative, extremely helpful, and managed all the cat care throughout blizzard conditions! My cat was totally relaxed and happy when we came home. Thank you Ashley!”
“Kate was amazing! She kept us updated throughout the entire visit, which gave us peace of mind knowing our dog was in good hands. We truly appreciate her care and communication.”
About: I have been watching animals since I was 12 years old. Taking the neighbors pets for a walk, feeding them, or just checking in on them. I also have my Animal Control License and have been an ACO for 2 years now. I love it. I have a passion for animals and will do anything to make sure your fur babies are well kept and safe. I do work full time during the day M-F so midday check-ins are a little hard but morning and nighttime services are always easy for me to accomplish! I typically watch the animals in their own home just so they can stay within their routine. I never want to make the owner or animal feel uncomfortable ever.
About: Hello! I’m a Yale graduate student and a lifelong animal lover. I’ve raised my English Pointer since he was a puppy, so I’m experienced with house-training, exercise, feeding, and general care. I’ve cared for high-energy breeds like Pointers, Labradors, and Australian Shepherds, as well as being a gentle, patient companion for older dogs and cats. I’d love the chance to meet and care for your furry friend! I love staying active with daily workouts, and I’m a painter and artist with a flexible schedule. That means I have plenty of time and energy to play with, exercise, feed, and care for your pet! I have years of experience caring for both dogs and cats, in my own home as well as clients’ homes. I always make sure pets stay on their regular feeding schedule, that their environment is safe and pet-friendly, and most importantly, that they’re having fun!
The median cost per visit for dog sitting in Middlebury is $25
Dog parents share their Rover experiences - Middlebury
I booked Stephanie for second time because of her love and care of my kitties. This time I added my in laws dog and she was more than happy to help with them. She feed them, play with them and cuddle with them. She's very respectful and friendly also very helpful and knowledgeable and courteous and caring. And I'll ask for her service anytime time I need her.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog sitting
1. Search
Browse profiles of sitters near you who offer dog sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog sitting - Middlebury
Select a filter and find qualifying sitters offering dog sitting.Sitters in Middlebury average 5 repeat dog sitting clients
FAQs for Dog Sitting - Middlebury
Frequently asked questions about Rover
The average cost of Dog Sitting in Middlebury is $25 per visit as of October 2026. Most bookings cost between $16 and $33 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,755 sitters on Rover offering Dog Sitting across Middlebury. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Middlebury choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Middlebury with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Middlebury. On Rover:
- 90% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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