Dog Boarding Cumberland Head

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Cumberland Head, 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.

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Sitter Profile Image: Savannah O.
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Savannah O.
from
$55
per night
5.0 out of 5 stars
• 58 reviews
13 repeat clients
15 years of experience
Colchester, VT, 05446

“Savannah was amazing!! She took care of my baby so well and was honestly just a genuine and kind person. You can tell she really loves animals and that’s what matters so much. My first time doing this with my cat and she made me feel so much better about leaving her. I highly recommend her to anyone, and especially if you are anxious about leaving your baby!”

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Bronwyn H.
Sitter Profile Image: Julian & Jocelyn B.
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Julian & Jocelyn B.
from
$55
per night
5.0 out of 5 stars
• 35 reviews
11 repeat clients
20 years of experience
Burlington, VT, 05401

“Another wonderful stay with Julian and Jocelyn for my Brooklyn, this time it was 16 days. I was traveling internationally, and would have otherwise been incredibly nervous to leave my baby as this was the longest I had left her, had it not been that she was completely comfortable and smitten with this lovely couple. During the stay, Julian and Jocelyn were super considerate of me being in a different time zone and sent update every single day such that I always woke to adorable updates of my baby. Not once did I have to reach out to them for updates of my baby, the updates came like clockwork. It would not have been such a wonderful vacation for me, had Julian and Jocelyn not been such a superb host for my baby. I could tell that they really love dogs and cared for Brooklyn. They even exercised my little chubber and provided training to my silly girl. This couple has been a Godsend and I am so glad I have found them! ”

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Lan L.
Sitter Profile Image: Catherine G.
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Catherine G.
from
$60
per night
5.0 out of 5 stars
• 14 reviews
1 repeat client
10 years of experience
Burlington, VT, 05408

“Catherine was an amazing pet sitter! Joey had a great time with her, and I loved receiving lots of photos and videos while I was away. I honestly think Joey enjoyed his time with her just as much as she enjoyed having him. Catherine was flexible, responded promptly to messages, and made the whole experience stress-free. I would highly recommend her to anyone looking for a caring and reliable pet sitter.”

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Sean E.
Sitter Profile Image: Chelsey Y.
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Chelsey Y.
from
$75
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
Milton, VT, 05468

“Elsie had a wonderful time with Chelsey and her family. Chelsey sent us lots of pictures. Elsie spent a lot of time outside playing and loved the family dog. We will happily use Chelsey in the future!”

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Mary Lee B.
Sitter Profile Image: Rosan A.
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Rosan A.
Star Sitter
from
$59
per night
5.0 out of 5 stars
• 63 reviews
15 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.”

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Jaclyn S.
Sitter Profile Image: Hailey C.
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Hailey C.
from
$29
per night
4.9 out of 5 stars
• 107 reviews
25 repeat clients
9 years of experience
Milton, VT, 05468

About: I have taken care of all sorts of animals from farm animals to house pets. I have owned many dogs and cats in the past and now. I currently have 2 huskies and 2 cats of which I completely take care of. I also have work experience when I had a job in Texas working at a doggy daycare, I learned basic training methods along with gaining the proper experience to understand dog behavior. I have a relatively open schedule, I do work two other part time jobs one being mostly night time shift and the other is whenever I choose to work. Please know I try my best to help anyone even last minute requests, but sometimes I may not be available if asked to late! I always am happy to try to be available for everyone. This makes me pretty much 24/7 available, but it’s usually best if you schedule at least a few days to a week in advance. Prices for all of my services are not negotiable, depending on the service/details. To ease your comfort I offer a free meet-and-greet visit before any paid service is handled. This isn’t required before services, and I’m usually confident enough to go without one, but it can help answer any questions you have and ensure your pet is comfortable with me. If issues were to arise while I take care of your pets their safety is the first priority to me. I will be gentle and patient with any pet cared for.

Sitter Profile Image: Hannah M.
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Hannah M.
from
$35
per night
5.0 out of 5 stars
• 29 reviews
8 repeat clients
1 year of experience
Jericho, VT, 05465

“Hannah and her family took great care of Bailey while we were gone. If we should venture away again, we will definitely use Hannah again to watch Bailey.”

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Richard M.
Sitter Profile Image: Peter P.
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Peter P.
from
$55
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
Jericho, VT, 05465

“I left my dog with Peter for 6 days and I am very appreciative of the service he provided! He was very kind to my dog, gave her plenty of walks and the communication was perfect. He made sure to verify the important things and provided me with well timed updates without my asking which I thought was extremely kind and well thought out. This man clearly knows what he is doing and cares about the clients he takes on. I would 10/10 recommend him to any one looking to board their dog for an extended amount of time!”

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John N.
Sitter Profile Image: Patrick Y.
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Patrick Y.
from
$29
per night
15 years of experience
South Burlington, VT, 05403

About: I am the proud dog dad of our lovable goofball labradoodle Buddy. We have had him since 2025 via a rescue organization. Other than that,I have had dogs since I was a kid and have taken care of friends and family dogs regularly. I enjoy taking my own dog out for daily walks and consider myself a creature of habit. Would be happy to take on dog walks or help take care of doggies while folks are out of town. I have a full time job but I am 100% remote and it is quite flexible. I could take dogs on a set schedule or impromptu. I typically take my own dog, Buddy, on 3 walks per day! I have a fenced yard. I can handle most dogs and really love interacting with new dogs. I consider my dog as part of the family. My dog, Buddy, pretty much gets along with any dog and would enjoy having a friend to play with!

Sitter Profile Image: Dylan & Kaileen H.
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Dylan & Kaileen H.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Burlington, VT, 05408

“Dylan was great with Bode when he watched him over the weekend! Plenty of pictures, walks, and adventures during his stay. Will definitely be booking with Dylan again in the future.”

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Nate G.
Sitter Profile Image: Julia W.
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Julia W.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Jericho, VT, 05465

“Hobbs had a great time with Julia at her home. The backyard is large and the fence is very sturdy and high. Julia clearly enjoys her time with animals.”

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Janis D.
Sitter Profile Image: Cate L.
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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: Alejandra L.
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Alejandra L.
from
$60
per night
5.0 out of 5 stars
• 10 reviews
17 years of experience
Burlington, VT, 05401

“Highly recommend!!! Our dog Isla had so much fun and attention on her 2-week vacation with Ale and Paul. Isla came home relaxed and happy. We are so grateful!”

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Jacci W.
Sitter Profile Image: Riley A.
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Riley A.
from
$50
per night
10 years of experience
Winooski, VT, 05404

About: I grew up around dogs, and my family has always had at least one dog in our home. Being around dogs my whole life has given me experience caring for dogs at all stages of life, with different personalities, energy levels, and needs. I've also regularly dog-sat for families over the past 6 years, which has helped me become comfortable meeting new dogs and adapting to their individual routines. I understand that every dog is different, and I always make sure they feel safe, comfortable, and well cared for while their owners are away. I'm currently in graduate school, and pet care fits naturally into my daily and weekly routine. I enjoy getting outside to walk, play, and spend quality time with dogs, which is also a great way to take a break from studying. I understand the importance of maintaining each dog's regular routine, including feeding schedules, walks, playtime, and time to relax at home. I do my best to plan around my school schedule so each dog gets the attention, care, and companionship they need. I live in a quiet neighborhood with a backyard where dogs can get outside and enjoy fresh air. Although my yard isn't fenced, I always supervise dogs and keep them on a leash when outside to ensure their safety. Whether I'm caring for pets in my home or a client's, I do my best to maintain their normal routines so they feel comfortable and relaxed. I follow any specific instructions regarding feeding, walks, medications, and other daily needs. I understand every dog is different, so I make sure they get plenty of attention, exercise, and care. I also keep owners updated with pictures and messages so they can feel confident their pets are in good hands.

Sitter Profile Image: Brooke C.
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Brooke C.
from
$79
per night
5.0 out of 5 stars
• 166 reviews
32 repeat clients
15 years of experience
Essex Junction, VT, 05452

“I was desperate to find a place for Abby, a 3 year old Shepherd mix with high anxiety and separation issues. I needed to find overnight care so I could help my parents move here from Beverly, MA. I was afraid of boarding as I've only had her 6 months and she came from a high kill shelter in TX. My fear was that she would regress in an overnight facility. She can go for a short day stay, but overnight would be stressful. Brooke was kind and understanding of her needs and issues. We did an overnight trial, and she kept me posted and sent me pictures with reports of how she was doing. I wouldn't hesitate to recommend Brooke to anyone- she went above and beyond and I will definitely be booking Abby for the time I need in the future!”

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Nancy U.
Sitter Profile Image: Matt C.
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Matt C.
from
$85
per night
5.0 out of 5 stars
• 35 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!”

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Jacob R.
Sitter Profile Image: Hannah F.
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Hannah F.
from
$60
per night
5.0 out of 5 stars
• 21 reviews
4 repeat clients
10 years of experience
Burlington, VT, 05401

“Hannah took wonderful care of our miniature dachshund for the day. We had a ski trip planned and needed to have someone watch our shy girl while we were away. She was attentive, took her on multiple walks, and made pick up and drop off very easy. I definitely recommend Hannah and would have her pet sit again.”

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Seth H.
Sitter Profile Image: Victoria B.
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Victoria B.
from
$85
per night
5.0 out of 5 stars
• 46 reviews
13 repeat clients
15 years of experience
Hinesburg, VT, 05461

“Victoria was so great with our puppies. Communicated often and sent great pictures!! They were very well taken care of and loved! It was so nice knowing someone was taking such good care of them and we didn’t have to worry! Would definitely book with Victoria again.”

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Jenelle E.
Sitter Profile Image: Eric D.
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Eric D.
from
$100
per night
5.0 out of 5 stars
• 67 reviews
23 repeat clients
12 years of experience
Burlington, VT, 05401

“Eric was flexible when we needed to make a scheduling change and very accommodating overall. We have one big young dog and one little old dog. Their energy and personality needs are very different, and Eric did a great job helping them both feel safe and comfortable - not easy! Communicative and kind, we are very grateful to Eric. Highly recommend”

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Gina A.
Sitter Profile Image: Kelly B.
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Kelly B.
from
$60
per night
15 years of experience
Shelburne, VT, 05482

About: We recently lost our beloved golden retriever to cancer, and our house feels far too empty without him. While we're not quite ready for another dog of our own, I'd love to share some of that love and affection with yours! We live on a beautiful property with lots of land, trails, and a pond. Some of my favorite parts of having a dog were long walks in the woods, swims in the pond, and taking breaks from my computer for a game of frisbee. I work remotely and am home throughout the day, so your dog would have plenty of companionship, exercise, and attention. I know firsthand how hard it can be to find someone you trust with your pet, and I'd care for yours like a member of our family. We have two children under five who absolutely adore dogs. They're at daycare during the day, but we'd want to make sure your dog is comfortable around young children. Our golden slept in our bedroom every night, but I'm happy to accommodate your dog's usual routines and sleeping preferences. I'm also comfortable administering medications and caring for dogs with additional needs. Most of all, I'd love to give your dog a happy, loving place to stay with plenty of fresh air, activity, and affection! I currently work from home so have plenty of time for pet care. I was used to the routine of caring for our energetic golden and am feeling the void of the companionship and the responsibility. I do not have a fenced yard but have three acres that bumps up to a 50 acre field. There are miles of private trails that I can walk on (leash or no leash).

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FAQs for Dog Boarding - Cumberland Head

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Cumberland Head home-away-from-home, 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 Cumberland Head.

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

You and your Cumberland Head 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 , 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 .

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 NY 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.

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