House Sitting Middlebury

Find a loving house sitter to watch over your pets and your home.

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Over 23
pet parents in Middlebury have booked house sitting

Middlebury, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Hunter N.
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Hunter N.
from
$75
per night
5.0 out of 5 stars
• 27 reviews
9 repeat clients
4 years of experience
Naugatuck, CT, 06770

“As always, Hunter was great with our babies! One of them got sick and she was so kind as to clean the mess and buy him and give him the medicine he needed to get better. She kept us informed and sent us pictures. I had to made a last minute change to our reservation, and she was great at accommodating our new time. We, and our babies, love her!”

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Paola M.
Sitter Profile Image: Billie-Jean S.
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Billie-Jean S.
from
$50
per night
5 years of experience
Watertown, CT, 06779

About: I have years of hands-on pet care experience, starting with caring for family dogs and continuing professionally at a doggy daycare. I work with dogs of all sizes, energy levels, and temperaments, ensuring safe play, proper routines, and individualized attention. As a dog owner myself, I understand the trust involved in pet sitting and treat every dog with patience, consistency, and care. I can do Mornings from 5:30 or 6am to 11am, I work from 12-6 pm so after work I can do 6:30pm-whenever is needed. from Monday-Friday. Weekends I can do anytime. I always make sure that the pets are safe, are always feed, always have water, and I take them out on walks very frequently. If the parents are ok with it I also like to take them to dog parks to learn socialization and to be able to run around and have fun without possibly breaking anything in the house.

Sitter Profile Image: Taylor M.
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Taylor M.
from
$55
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
23 years of experience
Prospect, CT, 06712

About: I have a great, rambunctious 6-year-old Golden Retriever named Cobie, and previously had another wonderful, loving Golden Retriever named Max, who we cared for well into his old age--17! I have taken care of dogs for friends and family all throughout my life, and always shower them with all the love in the world! I am currently in graduate school, but I am available for late afternoons or evenings and nights during the week, and anytime during the weekend! I always ensure safety of the dog and the home, whether that be crates, blocking off parts of the house, and following set rules and routines. Just as important is love and gentleness, doing my best to build a dog's trust.

Sitter Profile Image: Danine C.
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Danine C.
from
$50
per night
25 years of experience
Naugatuck, CT, 06770

About: I am passionate about animals, taking care of them, loving them, especially since they are not able to communicate for themselves. Dogs are amazing creatures and full of unconditional love and being with them every day is a pure joy and doesn't feel like a job. I go above and beyond to take care of these animals, which are family. I am very loving, kind, reliable, dependable and enjoy being with dogs, petting them, being affectionate with them and taking care of them is very rewarding. This is not just a job for me, it is a passion and a joy to be with dogs of all kinds, walking with them, taking care of them, talking to them is very rewarding. Thank you very much. I’m available for pet care because pet care is my full time job and it’s my passion for the past decade and I love it I will care for them as you tell me too. I give lots of love and care and petting. Animals love to be pet continually

Sitter Profile Image: David P.
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David P.
from
$85
per night
5.0 out of 5 stars
• 37 reviews
13 repeat clients
20 years of experience
Cheshire, CT, 06410

“Dave took excellent care of my dog. He asked great questions to get to know her, facilitated all her favorite activities, and provided a detailed report of their time together. I highly recommend booking services with Dave, he is my first choice for pet care!”

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Jaclyn W.
Sitter Profile Image: Lauryn E.
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Lauryn E.
from
$65
per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
17 years of experience
Oxford, CT, 06478

“Lauryn stayed at our place to take care of our Lab. Lauryn did a great job walking and caring for our pup, and the house was clean when I arrived and our dog was happy. Highly recommend! .”

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Chuck M.
Sitter Profile Image: Zach Z.
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Zach Z.
from
$55
per night
5.0 out of 5 stars
• 38 reviews
10 repeat clients
19 years of experience
Seymour, CT, 06483

“Zach was the perfect choice for our dog and cat. After meeting with Zach, we immediately felt relief and comfort that he would be watching over our animals. Zach is responsible, friendly, and great with animals. It was clear that he had a good read on our dog and that they would be a good fit for each other. He kept us updated with what was happening along with pictures and videos, both of which made it clear that our pets were happy, enjoying themselves, and well cared for. I can't recommend Zach enough. Thanks for taking such good care of our animals!”

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Jeffrey B.
Sitter Profile Image: Kadriya B.
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Kadriya B.
from
$100
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
8 years of experience
Oakville, CT, 06779

About: I have owned a cat for seven years, and I enjoy brushing him, feeding him, giving him treats, cleaning the litter box, and cuddling. Sometimes he comes into my room, jumps on my bed, and sleeps with me. I also walk a puppy, a bulldog, named Buckiss. I clean up after him, and enjoy spending time rubbing his belly, and playing catch. At the end of our walk, I bring him back to his house, feed him, and give him water. I follow strict feeding instructions on how much food to give, and what kind of food he's allowed to have (no more than 2 treats a day). When walking in the winter, I make sure Buckiss has dog booties so his feet don't get hurt. I’m currently working part time so I have plenty of time in my schedule to care for your pet! I have a pretty flexible schedule. When I come to take care of a pet in my client’s home, I make sure that they are cared for with love and I do everything I can to make them feel safe, happy, and comfortable with me. I also make sure that when I end the stay, the client’s home is in the same or better condition than when I first came. I will make sure to clean after myself and leave the place looking as spotless as I can. I try to be a considerate and clean house guest.

Sitter Profile Image: Pippa L.
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Pippa L.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
5 years of experience
Cheshire, CT, 06410

“Pippa took great care of our dogs! She was communicative and made sure the dogs were well cared for :)”

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Sara H.
Sitter Profile Image: Marina H.
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Marina H.
from
$65
per night
5.0 out of 5 stars
• 9 reviews
6 repeat clients
7 years of experience
Trumbull, CT, 06611

“Marina was fantastic caring for our dog for our long trip! The daily pics and videos of how happy she made our doggie were great. We would absolutely book again!”

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Myles D.
Sitter Profile Image: David P.
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David P.
from
$55
per night
20 years of experience
Beacon Falls, CT, 06403

About: I Fell in love with pets since I was a kid. I've taken care of family & neighbors dog for more then two decades, including my own pets I'm available week days, weekends, days and nights. a week in advanced will be need to be booked prior to schedule any pet sitting request. Provide the best and friendly environment for all pet. focus on a structured schedule that ensures their safety, physical and emotional well being follow standard procedures & costumer directions/instructions.

Sitter Profile Image: pauline g.
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pauline g.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 127 reviews
28 repeat clients
20 years of experience
East Rock, New Haven, CT, 06511

“Wonderful as always, took care of our two cats and our big needy dog while we were away for five days, excellent communication and caring sitter! Pets are always delighted to see her and even our very shy cat comes out to greet her.”

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Catherine E.
Sitter Profile Image: Madi C.
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Madi C.
from
$100
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
18 years of experience
Watertown, CT, 06795

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

Sitter Profile Image: Liliana M.
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Liliana M.
from
$25
per night
7 years of experience
Sandy Hook, CT, 06482

About: Hi there! My name is Liliana Meleshkewich and I have had experience with all kinds of pets starting from when I was really young. Currently I own a dog, cat, lizard, and snake so I don’t shy away from any kind of animal. I have dog sat in the past and have cared for many different breeds of dogs. I have always loved spending time with dogs and any other kind of animal. I also am very active and would love to go on a run or hike with your dog. I would love the opportunity to get to know you and your dog and to help out when needed! Thank you so much for considering me and please don’t hesitate to reach out with any questions you may have! I’m currently working Tuesdays-Saturdays starting at 1, so morning care I have available! Mondays and Sundays are free. My schedule is flexible and I’m able to adjust when needed if discussed beforehand. I have the ability to travel to you when needed and can easily crate your dog if needed as well. I am experienced in leashing dogs as well.

Sitter Profile Image: Allison R.
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Allison R.
from
$130
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
13 years of experience
Waterbury, CT, 06708

About: My name is Allison, and I live in Litchfield with my two adorable dogs - Jackson, who is a 12-year-old Boston Terrier, and Mojo, who is a 12-year-old Boston Terrier/Pug mix. I have been providing pet care services for more than a decade now, and I take great pride in offering compassionate and loving care to all animals. It all started in 2010 when I launched my own Pet Sitting and Dog Walking business. Through this business, I have been able to offer pets superior care services in the comfort of their own homes. Five years ago, I decided to expand my knowledge and education on the canine mind, and I became a certified dog trainer. My training is focused on using positive reinforcement to improve the quality of life of both the four-legged fur babies and their two-legged parents. I would like to be able to share my love and compassion for animals with you and your fur babies. Wags, Allison My business is working with animals and as a dog trainer I love to enrich the lives of other animals in any way I can. Compassionate Canine Care is my goal with every animal. I believe in establishing a genuine connection with all the animals I train or take care of. Providing them with the best possible care is crucial to me, as it helps them lead a happy and healthy life for as long as they are with us.

Sitter Profile Image: Olivia H.
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Olivia H.
from
$32
per night
5 years of experience
New Britain, CT, 06053

About: I’ve been taking care of the family pets for as long as I can remember! Now I’m the dedicated friend and family pet sitter. I am currently in between jobs at the moment so I would love to dedicate as much time as possible taking care of your precious pets In clients home I offer endless love and patience I love going on walks and cuddling with pets if they allow haha. I have experience administering medication as well.

Sitter Profile Image: Stephanie S.
Verified Enhanced Background Check
Stephanie S.
from
$30
per night
1 repeat client
10 years of experience
Hamden, CT, 06518

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.

Sitter Profile Image: Alexis W.
Verified Enhanced Background Check
Alexis W.
from
$65
per night
22 years of experience
Watertown, CT, 06779

About: With a lifetime of experience caring for my own dogs and a deep love for all animals, I’m dedicated to providing your pets with the best care possible! From playful pups to gentle giants, I believe every animal deserves love, respect, and attention. My passion extends beyond dogs to horses and other animals, as I see their innocence and the joy they bring to our lives. You can trust me to treat your furry friends like family, ensuring they’re happy, safe, and loved while you’re away! As a college student with a flexible schedule, I have plenty of time to dedicate to dog sitting. My classes are spaced out, giving me availability throughout the day and evenings to care for your pets. Whether it’s daily walks, check-ins, or overnight stays, I can accommodate a variety of needs. I’m organized and reliable, so you can trust that your pets will always be well cared for, even with my studies. I’m here to make sure your furry friends are happy and comfortable whenever you need me! In my home or yours, I prioritize creating a safe, comfortable, and loving environment for your pets. I adapt to their individual needs, whether it’s sticking to their usual routines, providing plenty of playtime, or ensuring quiet moments for rest and relaxation. In your home, I maintain cleanliness and respect your space, keeping things just as you left them. In my home, pets have plenty of room to roam and enjoy attention while staying safe and secure. I provide regular walks, feeding, and lots of love and cuddles to ensure your pets feel happy and cared for while you’re away!

Sitter Profile Image: Jeff P.
Verified Enhanced Background Check
Jeff P.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
12 years of experience
Southington, CT, 06444

“Kind, responsible, and trustworthy! Katsu loved Jeff, and it was a very good first experience for me with the platform. Thank you! 🙏🏼”

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Mira S.
Sitter Profile Image: Roderick M.
Verified Enhanced Background Check
Roderick M.
Star Sitter
from
$25
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
8 years of experience
Bristol, CT, 06010

About: I have a 8 year old dog of my own that I've had since she was 6 months old. Fully capable for the job. Also in my 20s and is able to handle any dog. Dog walks early mornings till 4 pm, Boarding whatever time works for both of us. Pet care is daily in my life, from walking Storm 3 times a day to playing fetch in the backyard understand how important pet care is, and I look forward to making your pet happy like my own I treat every dog like their my own dog Storm. They've got to be treated like their family and that's what I always do with dogs I meet.

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The median cost per night for house sitting in Middlebury is $60

Pet parents share their Rover experiences - Middlebury

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5.0 out of 5 stars

Keleigh is always fantastic! Our Milo adores her, and it gives us such peace of mind to know that someone so wonderful is taking care of him! We always recommend her!!

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Katie C.
House Sitting
5.0 out of 5 stars

Cole was great. Reliable. Our pups and house were obviously well-looked after. Will definitely use him next time we are able to get away.

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John S.
House Sitting
5.0 out of 5 stars

I cannot say enough wonderful things about Steph! This was my first time ever leaving Happy with someone I didn’t know and allowing anyone into my home while I was away, so I was definitely nervous. Steph COMPLETELY put my mind at ease from day one. She kept me updated every single day with pictures and messages, and I could tell Happy was happy, comfortable, and so well cared for. He even took his medication on a regular basis for her which at times he can be very stubborn about. Steph truly went above and beyond—not only taking amazing care of Happy, but also bringing in my mail and packages every day and even making sure my garbage cans were brought back in. Those little things meant so much to me while I was away! I was able to actually relax and enjoy my trip knowing Happy and my home were in such good hands. I’m so grateful to have found someone I can trust and will absolutely be booking with Steph again. Happy and I can’t wait to have her back! ❤️🐾

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Tiffany M.
House Sitting
5.0 out of 5 stars

Our cat Lucy had the most superior care with Aliana + Nick! They were incredibly communicative, sending updates every day with photos and videos. We would give them more than five stars if we could!

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Amy M.
House Sitting
5.0 out of 5 stars

Maria did a wonderful job taking care of my girl Birdie while I was away on vacation. My dog is a little wary of new people, but she took to Maria right away and the two of them became good buddies! I got lots of photos and updates of them playing and having fun, so I was able to relax and enjoy my trip knowing that my dog was in good hands. Maria has a great personality and made me feel comfortable right from the start. I highly recommend her and will use her again!

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Ryan W.
House Sitting
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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?

  • Cashless payments

    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 house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for house sitting - Middlebury

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Sitters in Middlebury average 3
repeat house sitting clients

FAQs for House Sitting - Middlebury

Frequently asked questions about Rover

The average cost of House Sitting in Middlebury on Rover is $79 per night as of October 2026. Most bookings cost between $40 and $128 per night. 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 1,718 sitters on Rover offering House Sitting across Middlebury. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Middlebury walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Middlebury maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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 .

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.

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
  • 93% 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.

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