Dog Boarding Headland
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 77 pet parents in Headland have booked dog boarding
Headland, Find top rated dog boarding
“Ashley is an awesome sitter! She sends wonderful pictures, so we know how our furbabby is doing. And we don't have to worry. Ashley is very easy to communicate with, and understanding! We have used her multiple times, and would recommend her to anyone!”
“Teresa and Paul were fantastic with my 2 dogs for an extended weekend trip! My son was nervous about leaving them but they kept us informed with updates and pictures about how they were doing. My dogs were very comfortable with them and enjoyed their time!”
“Some people you just know you can trust early on when you meet them and Ramona is one of those people. She asks the questions you expect an experienced sitter to ask and has a safe and comfortable place for your pooch to stay.”
“Jennifer was great with my little buddy ‘Valentine’. She shared photos throughout his stay and sent him home with a bag of bacon strips. (A bag he chewed through later that night to indulge himself - caught him with a strip hanging out his mouth!!🤪)”
“I had such a great experience boarding Priscilla here! They were wonderful with her—so sweet, attentive, and genuinely caring. Communication was great throughout her stay, which gave me a lot of peace of mind knowing she was in good hands. Everyone was incredibly kind and welcoming, and Priscilla was clearly well taken care of. I would absolutely trust them with her again and highly recommend them to anyone looking for someone to care for their pup! ❤️🐾”
“I left my two dogs with Savannah for a long weekend and they both came back happy and tired from a weekend of playing. She took great care of them, I would absolutely recommend Savannah.”
“Chelsea was absolutely amazing with Simba! He had a blast with her and her family. I received frequent updates with lots of pictures and videos! Chelsea really treated Simba as if he were her own, which was so comforting while I was away for a week. She administered meds, made sure he got plenty of playtime & cuddles and even gave him a bath! I literally couldn’t have asked for a better sitter. We will definitely be back!”
“Stephen took wonderful care of both of our senior citizen pups. He sent lots of photos and kept us up to date on what was going on with our girls. I can’t say enough about how compassionate and kind he is. He went above and beyond to make sure our pups were comfortable and felt loved.”
“Fantastic care. My dog at first didn’t care I was there when I picked her up because she was having a good time. Her kids are gentle and sweet with the dogs. The place was very clean and tidy which is a plus. She was very flexible with pick up and drop off 10/10 would rover again.”
“We used Elizabeth again because she did such a great job the first time. She sent pictures of a walk and we were so happy to see our dog having fun. Elizabeth is very dependable and good. We are so glad we connected with her through Rover and will definitely use her again. Our dog really likes her!”
“Dex and Chase came home happy, healthy, and clearly well-cared for. I really appreciated the messages and photos that showed them playing, relaxing, and enjoying their stay. It gave me peace of mind knowing they were in such good hands.”
“I love the peace of mind I have leaving our pups with Sage and knowing that they will be in great care! She sends pics and updates throughout their stay. She's knowledgeable about our Frenchie's limitations. Sage is flexible with our schedules and our pups seem to make themselves right at home when we drop them off. So glad we found such a reliable sitter!”
“Danielle was so great!! She sent pictures every day so I wouldn’t have to worry about my pupper and always updated me when he was getting meals and how his day was going. We will definitely be using her every time we need a sitter.”
“I cannot say enough good things about Cassidy! We left our 6 month old hyper puppy with Cassidy for 6 days and it did not phase her. My husband and I were able to fully enjoy our trip as Cassidy sent us updates and promptly responded to any messages. She was thoughtful with introducing our dog to the other animals and made drop off/pickup feel smooth and comfortable. I am so glad we found Cassidy and we’ll definitely be using her again soon!”
“Katie and her family were fantastic! We took my dad’s dog who is very skittish and she did great at Katie’s house. We are so appreciative. She sent pictures daily. ❤️”
About: I treat every pet like they are part of my own family. I am reliable, patient, and attentive to each animal’s routine, personality, and comfort level. I also have experience caring for geriatric pets and animals that need medication, so I understand the importance of patience, consistency, and close attention to detail. Whether your pet needs walks, playtime, feeding, basic reinforcement of good habits, or extra care, I focus on making them feel safe, comfortable, and well cared for while you are away. Pet care fits naturally into my daily and weekly routine because I am already used to being responsible, organized, and consistent with my time. I make sure pets receive dependable care, attention, walks, feeding, medication if needed, and companionship without feeling rushed. I understand that animals do best with routine, so I work hard to follow each owner’s instructions and keep their pet’s schedule as normal and comfortable as possible. I focus on keeping their routine as normal, safe, and comfortable as possible. I follow the owner’s instructions closely for feeding, walks, medication, potty breaks, crate use, playtime, and any special care needs. I make sure pets have a clean, calm environment, fresh water, regular attention, and plenty of patience. I also pay close attention to behavior, energy level, appetite, and comfort so I can quickly notice if something seems off. My goal is to give each pet dependable care while giving the owner peace of mind.
“Chris and his family were wonderful! We booked last minute and we couldn’t have asked for anyone better. Super communicative and loved on our pups like they were his own. We Will be booking with Chris whenever we need a sitter.”
The median cost per night for dog boarding in Headland is $40
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.
Meet local sitters who will treat your dogs like family
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 - Headland
Select a filter and find qualifying sitters offering dog boarding.Sitters in Headland average 6 repeat dog boarding clients
FAQs for Dog Boarding - Headland
Frequently asked questions about Rover
The average cost of Dog Boarding in Headland on Rover is $44 per night as of October 2026. Most bookings cost between $27 and $51 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 69 sitters on Rover offering Dog Boarding across Headland. Enter your ZIP code to see which available sitters are closest to your home.
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.
100% of sitters in Headland 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 Headland 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 Headland.
<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 Headland 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 AL 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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