Dog Boarding Middlesex

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

Over 11
pet parents in Middlesex have booked dog boarding

Middlesex, Find top rated dog boarding

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

1 / 1
Sitter Profile Image: Sarah A.
Verified Enhanced Background Check
Sarah A.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 52 reviews
19 repeat clients
20 years of experience
Waterbury, VT, 05676

“Sarah was wonderful to work with, very communicative. We were able to do a meet and greet in advance to make sure our dogs would get along (they did!). Sarah sent a picture or video daily (sometimes multiple times a day). It was nice to get updates on how our dog was doing, so we didn't have to worry on vacation. We will definitely use Sarah again!”

Profile image
Jillian N.
Sitter Profile Image: Adrian D.
Verified Enhanced Background Check
Adrian D.
from
$60
per night
25 years of experience
Montpelier, VT, 05602

About: I grew up with cats and dogs, and have owned pets throughout my life. I've owned a very reactive dog, so I have experience with helping animals feel comfortable around new people. My girlfriend and I don't currently own pets, so doing Rover will help fill that void in my life. Hope I can provide you with some relief that your pet is comfortable and being properly cared for. I'm a travel nurse and am currently on a break between contracts. So, I've got plenty of free time throughout the week to watch your pets! Happy to swing by and take your pets for a walk, or just simply provide them with a little attention or playtime. I'm a big believer in leaving a place as good or better than how you found it. So, if you need me to stay at your place, you can rest assured that you'll return to it in good condition.

Sitter Profile Image: Samantha L.
Verified Background Check
Samantha L.
from
$35
per night
4.9 out of 5 stars
• 208 reviews
109 repeat clients
15 years of experience
Chelsea, VT, 05038

“We are so grateful to have found Samantha! Our dogs seem to have such a great time with her. She is our first choice anytime we need a sitter for our pups!”

Profile image
Cassie Z.
Sitter Profile Image: Amber K.
Verified Enhanced Background Check
Amber K.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
20 years of experience
Montpelier, VT, 05602

“Amber was a fabulous dog-sitter! She sent me the cutest pictures on Rupert, clearly enjoying his stay. It enabled me to enjoy my journey, knowing he was well-cared for. I will gladly book with Amber again.”

Profile image
Sarah C.
Sitter Profile Image: Jyotidipta R.
Verified Enhanced Background Check
Jyotidipta R.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
1 year of experience
South Burlington, VT, 05403

“JD and his family took excellent care of my two dogs, Dot and Tot. They were caring, meticulous about schedules, and communicative to me throughout the weekend. Their house is located next to a large park with a variety of hiking trails - an excellent location providing plenty of walking and exercise opportunities. I highly recommend them and will definitely use them again when I come back up!”

Profile image
Richard D.
Sitter Profile Image: Brittany L.
Verified Background Check
Brittany L.
from
$62
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
20 years of experience
Randolph, VT, 05060

“Brittany was super easy to work with, the pups loved her, and her set up is perfect for the active boys we have, they hardly noticed we left. Her pups were great greeters and playmates. We were traveling far so our timing was quite questionable and Brittany made us feel right at home and worked with us and the unpredictability of Boston!”

Profile image
Amanda T.
Sitter Profile Image: Rosan A.
Verified Enhanced Background Check
Rosan A.
from
$59
per night
5.0 out of 5 stars
• 64 reviews
17 repeat clients
1 year of experience
South Burlington, VT, 05403

“Rosan gave consistent updates and photos to keep me fully informed about my dogs stay. My pup had a lot of fun playing with their dog and was well taken care of.”

Profile image
Jaclyn S.
Sitter Profile Image: Joselyn D.
Verified Background Check
Joselyn D.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Essex Jct, VT, 05452

“Joselyn did a PHENOMENAL job with my large senior baby! Buddy had a wonderful time with her and her sweet fluffy dog, Jack. He felt at home immediately and she did a wonderful job with keeping me updated and sent photos regularly every day! I will be using her services every time I need someone to watch my animals. I recommend her services 100%!”

Profile image
Sara C.
Sitter Profile Image: Anna F.
Verified Enhanced Background Check
Anna F.
from
$85
per night
5.0 out of 5 stars
• 38 reviews
7 repeat clients
20 years of experience
Montpelier, VT, 05602

“Anna was an outstanding pet and house sitter. She was professional, responsive, and incredibly patient with all of my nervous pet-mom questions throughout the stay. She arrived right on time, took wonderful care of my pets, and left my home in immaculate condition. She even washed all of the bedding without being asked, which was such a thoughtful and appreciated gesture. I came home to happy pets and a house that looked wonderful. I would not hesitate to recommend Anna and would gladly book her again.”

Profile image
Kathryn R.
Sitter Profile Image: Savannah O.
Verified Enhanced Background Check
Savannah O.
from
$55
per night
5.0 out of 5 stars
• 59 reviews
14 repeat clients
15 years of experience
Colchester, VT, 05446

“Savannah was ready to jump in on short notice and our dog had a great weekend. She was very flexible about dropoff and pickup times, and from all outward indications our pooch was super happy.”

Profile image
Matt T.
Sitter Profile Image: Pete L.
Verified Enhanced Background Check
Pete L.
from
$96
per night
4.9 out of 5 stars
• 10 reviews
1 repeat client
10 years of experience
Stowe, VT, 05672

“Great communication and the dogs were happy!”

Profile image
Vijay S.
Sitter Profile Image: Danielle C.
Verified Enhanced Background Check
Danielle C.
from
$60
per night
5.0 out of 5 stars
• 37 reviews
7 repeat clients
17 years of experience
Jericho, VT, 05465

“Danielle was lovely and our 14-year-old Westie had a great stay with 3 other dogs. Danielle was patient and understanding when Joey had some accidents. Her tiny home is small but dog friendly with lots of space outside for walks and runs. She is a great and prompt communicator. Highly recommend her!”

Profile image
Karen O.
Sitter Profile Image: Aaron K.
Verified Enhanced Background Check
Aaron K.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Burlington, VT, 05401

“Aaron was a great fit for our dog - Miso loved spending the week with him. It took a few days for Miso to adjust to his first ever sitter and Aaron handled it well - checking in with us when he noticed that Miso wasn't eating and seemed a little home sick. By the end of the week, Miso seemed to be having a great time. Aaron sent pictures and updates throughout the week, which was really appreciated. We would highly recommend Aaron. He was open to meeting with us before we left on vacation and asked great questions (vet info, local contacts, likes and dislikes, etc). We usually leave Miso at a boarder, but since our trip was going to be longer than usual we were hoping to find someone local that could give Miso more personal attention and affection - Aaron made us feel comfortable leaving Miso with him for an extended period of time. Thanks for taking such good care of Miso for us, Aaron!”

Profile image
Barbara B.
Sitter Profile Image: Cate L.
Verified Enhanced Background Check
Cate L.
from
$29
per night
5.0 out of 5 stars
• 3 reviews
19 years of experience
Winooski, VT, 05404

About: I grew up with many dogs normally two at a time. I grew up with a great pyrenees and bernese mountain dog. We have a french bulldog now and a pit bull so I am good with any breed!! My mom used this same platform to watch dogs for a while and i would help her! I am home for college right now, and am in desperate need for a job! I love dogs and animals and have always works extremely well with all sorts of breeds of dogs. I am available any time! I will follow every instructions the owners give. I will care for the animal as if they were my own and show them immense amounts of love and affection!

Sitter Profile Image: Jessica & Kevin & Michael M.
Verified Enhanced Background Check
Jessica & Kevin & Michael M.
from
$60
per night
25 years of experience
Essex Junction, VT, 05452

About: As a lifelong dog owner, animals have always been a huge part of my life. I’ve owned four Labrador Retrievers over the years and currently have one lovable lab, Ellie Bear, who absolutely loves making new furry friends. My experience goes far beyond basic pet care — my first dog, Nala, had a litter of 8 puppies, giving me hands-on experience with canine pregnancy, birthing, newborn puppy care, feeding schedules, socialization, and raising puppies in a safe, loving environment. I understand the importance of patience, routine, exercise, affection, and making pets feel comfortable and secure while their owners are away. Whether your pup loves playtime, cuddles, or simply having companionship, I treat every dog like family. 🐾 🐾 Availability & Care Schedule 🐾 Your pup will never be left alone — someone will always be home 24/7, whether it’s myself, Pep, or Kevin. We provide a safe, loving, family-style environment where dogs receive constant attention, care, and companionship. Each day includes: • Plenty of playtime and exercise • Snuggles, affection, and personalized attention • Potty breaks and outdoor time • A cozy, stress-free environment where your dog is treated like family 🐻🐾 I am currently available for: • Weekend boarding • Extended stays when needed • Flexible scheduling depending on availability My goal is to make every pup feel comfortable, loved, and right at home while you’re away! Your pup’s safety, comfort, and happiness are my top priorities. We provide a loving, family-style environment where dogs are treated like one of our own. We have a large fenced-in yard perfect for running, playing, fetch, and getting lots of energy out safely. Our chocolate lab, Ellie Bear, absolutely loves making new friends, chasing tennis balls, and cooling down afterward in the pet pool on warmer days! 🐻💦 For boarding stays, I can easily accommodate your dog’s sleeping preferences. If your pup is crate trained, I’m happy to crate them when needed, or they can relax in a cozy dog bed for bedtime. And if your dog is used to extra snuggles and sleeping close to their humans, we don’t mind cuddles in bed either — we want them to feel as comfortable and at home as possible. Most importantly, your dog will never be left alone. Someone will always be home 24/7 — whether it’s myself, or Kevin — so your pup will always have supervision, companionship, love, and care.

Sitter Profile Image: Matt C.
Verified Background Check
Matt C.
from
$85
per night
5.0 out of 5 stars
• 36 reviews
10 repeat clients
20 years of experience
South burlington, VT, 05403

“Matt accepted our last-minute boarding request and took excellent care of our high-maintenance dog for an entire weekend. We appreciated how he accommodated her eccentric behavior with a smile, and we look forward to booking him again!”

Profile image
Jacob R.
Sitter Profile Image: Meghan M.
Verified Background Check
Meghan M.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
15 years of experience
Huntington, VT, 05462

“Jenny had a great time with Meghan and was well taken care of!”

Profile image
Kristofer A.
Sitter Profile Image: Brooke M.
Verified Enhanced Background Check
Brooke M.
from
$56
per night
5.0 out of 5 stars
• 2 reviews
9 years of experience
Wolcott, VT, 05680

“My first time ever leaving my little one. She did an awesome job and would highly recommend her to anyone.”

Profile image
Doreen M.
Sitter Profile Image: Eva Ü.
Verified Background Check
Eva Ü.
from
$70
per night
5.0 out of 5 stars
• 61 reviews
33 repeat clients
10 years of experience
Essex Junction, VT, 05452

“Another awesome overnight for my pooch, who always comes back happy and exhausted. Eva has a very large, enclosed yard where the dogs run and explore, and she took my pup on nature walks.”

Profile image
Andrew H.
Sitter Profile Image: Alister & Lika C.
Verified Enhanced Background Check
Alister & Lika C.
from
$89
per night
5.0 out of 5 stars
• 288 reviews
136 repeat clients
10 years of experience
Newbury, VT, 05051

“Lika was so lovely and kind to my older pooch. Let my pup kiss her, lounge on the couches, and get lots of scritches 🥰 I was traveling during unfortunate time times and Lika made everything so easy with her flexibility and towards my doggo and me. She was so well equipped with treats and bowlssking drop off/pick up so easy. It’s very clear that she is a dog lover and I felt so at ease seeing all the pics and videos. Thank you Lika!!”

Profile image
Shoshana E.
1 / 1
View more

The median cost per night for dog boarding in Middlesex is $60

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 dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Middlesex

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Middlesex average 7
repeat dog boarding clients

FAQs for Dog Boarding - Middlesex

Frequently asked questions about Rover

The average cost of Dog Boarding in Middlesex is $45 per night as of November 2026. Most bookings cost between $34 and $55 per night. 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 November 2026, there are 153 sitters on Rover offering Dog Boarding across Middlesex. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

95% of sitters in Middlesex can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Middlesex home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Middlesex.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in Middlesex. On Rover:

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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.

You and your Middlesex sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 Rover Guarantee, 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 Rover's Trust & Safety page.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in VT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge