Dog Boarding Cuttyhunk
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Cuttyhunk, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Total rock star sitter - could not recommend Kari any more highly! This was only Sadie‘s second time boarding in someone else’s home without me…I learned from my first experience that Sadie does not do great with other pets in the house… and, even though Kari’s was pet free, I was still trepidatious about trying another boarding situation in a strange (to my pup) home. My fears were immediately alleviated upon meeting and seeing Kari interact with Sadie and how she let Sadie explore around her wonderful home. Physical relief was all I felt when I left Sadie with her. Kari kept me informed each day with reports and pictures of what she and Sadie were doing, and I was never worried that Sadie was anxious or anything but completely comfortable. Seriously will make sure that Kari is available anytime I plan anything where I need to leave Sadie with someone for any reason! I think my girl had a great time and definitely was very well cared for. Cannot thank Kari and her family enough! ❤️❤️❤️”
“Melissa is AWESOME! Jagger always has a blast. He runs right to her when she picks him up. I feel very comfortable knowing Jagger is with her, safe, and having so much fun!!!”
“Mike was recommended to me from a coworker who raved about him! I can see why- my dog was VERY HAPPY with his stay- they sent me pictures so I could see how comfortable he was with them!”
“We couldn’t have asked for a better person to care for our dog, Pippa, than Tara! She watched Pippa for 10 days and treated her like part of the family. Tara was reliable, thoughtful, and clearly loves animals — Pippa absolutely adored her. We got regular updates and photos that showed just how happy and comfortable Pippa was. It gave us complete peace of mind knowing she was in such loving hands. Tara went above and beyond in every way — we came home to a happy dog. Highly recommend her to anyone looking for a trustworthy and caring pet sitter.”
“Fantastic dog sitter! She is compassionate and takes fantastic care of your pet. My dog was happy and comfortable the entire time she was away and the level of care is even better than a professional facility. She even sends daily pictures and videos and that is great when missing your pup. Next time I need to leave my dog I will definitely be sending her back over Nathalias!!”
“Taylor was great! She provided updates each day Clover was there and Clover warmed up to her quickly! Taylor is so kind and reliable. I'm looking forward to bringing Clover back and, hopefully, my pup, Flora!”
“My dogs were taken care of like they were a part of the family! This was their first time being away and I was super nervous but after receiving pictures of them enjoying their time, I had no fear. I would let Brian watch my dogs again, with no hesitation.”
“Amanda’s love for animals, attention to detail, and excellent communication gave me peace of mind while out of the Country. I knew Camden was safe and very comfortable. I particularly appreciated the enrichment time and daily updates with photos.”
About: I am a lifelong dog lover with hands on foster experience and a deep passion for giving every pup a safe, happy home. Whether I am helping a nervous rescue decompress or welcoming a high-energy playmate into my routine, my background in fostering has taught me patience, adaptability, and how to read a dog's unique body language. Dogs are my absolute world, and I bring that same fierce, nurturing love to every dog I care for. At home, my beloved dog, Molly, shares my passion for making new canine friends and helps keep our space warm and welcoming. Your furry family member will be treated with the exact same devotion, safety, and endless belly rubs that I give to Molly. Thank you:) ! I just started a nursing program that is mostly online, so I am home and ready to keep someone's pup good company! I am flexible, can come to you if needed, and very easy going when it comes to walks and other needs you may have! Welcome to my home, where your dog will find a safe, trustworthy environment built on constant companionship and love. While I do not have a fenced-in yard, your dog will never be left to wander alone; instead, they will have a dedicated sitter to supervise, watch, and play with them every moment they are here. I treat every guest like a member of my own family, ensuring they get plenty of supervised outdoor exercise, interactive playtime, and continuous attention. Trust me, attention won't be a problem. You can rest easy knowing that your dog is in reliable hands, surrounded by people who are fully committed to keeping them happy, engaged, and completely secure.
“Justine was a phenomenal sitter! We had a bit of a last minute need for a sitter and couldn’t be more happy with our experience. Justine was attentive, helpful, and incredibly friendly. We had so much peace of mind while we were away. Our dog Violet got along so well with her Piper, and they definitely became fast friends. Cannot recommend her enough!”
“Jen and her family took excellent care of our dog while he was staying with them. She took him for walks, played frisbee and let him run with her dog all day long. Our lab loved it there! They were very friendly, sent lots of pictures and were easy to coordinate pick up and drop off with. We are so grateful to have found her and will definitely be boarding our dog with her again. She was wonderful!”
“Ruby was wonderful with our dog, Moose. We were able to leave town and not worry about him. She also sent us some great photos and videos of Moose playing with other dogs in her care. I highly recommend her!”
“100% satisfied with Victoria couldn't ask for any one better to watch my dog. Ty is an 18 year old morkie who requires alot of care he is completely blind and wears a diaper and Victoria went above and beyond with my dog. I knew ty was in good hands with Victoria. I will definitely leave ty with Victoria if I ever need a dog sitter again. Thank you Victoria 😊 10 stars from me ❤️”
“An enormous thank you to Michelle for her kindness and care of our aging Maggie. It was just a short week later that we discovered Maggie would have to be put down due to discovery of her advanced cancer. MIchelle provided a safe, loving environment for Maggie to visit when we needed some help. We are so gratefull and were touched by her compassion.”
“Superb! Mary was very welcoming to my dog and provided her lots of affectionate attention during her visit. Additionally, Mary was very accomodating to my schedule which was very helpful. I highly recommend Mary!!”
“Donna watched our Dexter for two weeks. She made us feel so comfortable with pictures and video’s every day! Dexter had such a great time with Donna and her family. We would highly recommend Donna’s services to anyone!”
The median cost per night for dog boarding in Cuttyhunk 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. Search
Browse profiles of sitters near you who offer dog boarding.
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 boarding - Cuttyhunk
Select a filter and find qualifying sitters offering dog boarding.Sitters in Cuttyhunk average 10 repeat dog boarding clients
FAQs for Dog Boarding - Cuttyhunk
Frequently asked questions about Rover
As of November 2026, there are 281 sitters on Rover offering Dog Boarding across Cuttyhunk. 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.
94% of sitters in Cuttyhunk 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 Cuttyhunk 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 Cuttyhunk.
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 Cuttyhunk. On Rover:
- 92% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 94% 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 Cuttyhunk 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 MA 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.
Rover offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Cuttyhunk, MA dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Cuttyhunk, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.
The price of dog boarding in Cuttyhunk, MA might not be as much as you thought. Whatever your price range, you'll find a dog sitter on Rover for almost any budget. Interested in finding out what the typical Rover dog sitter expects as a dog boarding fee? Visit our average dog boarding rates report to see the general fees before checking out an individual dog sitter's hourly rates.
If you need to book a great dog sitter on the go, you'll love the Rover dog boarding app. You can browse hundreds of pre-reviewed, trusted dog sitter in minutes from your phone, and rebook your favorite sitter with just a few taps. You'll get photo updates from your dog sitter which can be shared via the Rover dog boarding app in real time, and the app's cashless payment feature allows you to pay your dog sitter easily and securely, without worrying about cash, checks or tips.
Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Wickliffe, LA. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?
In short, when you use Rover to find a dog sitter in Cuttyhunk, MA, you can rest easy knowing that your dog is having a great time.
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