Dog Boarding Windermere Woods
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 238 pet parents in Windermere Woods have booked dog boarding
Windermere Woods, 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.
“This was my first time using Rover. My search was last minute! Tanisha responded quickly to my initial inquiry about availability. She answered my questions, took the time to meet me virtually, showed me where my fur baby would relax, play, rest, and eat which put me at ease. From the drop of to pick up, I knew my Basil was in great hands. I also loved the personal touch with pictures, short videos, and updates on Basil. Tanisha is the BEST!! She has certainly gained a client!!!!”

About: Animals have always been an important part of my life. I’ve cared for dogs and cats of different breeds, sizes, and personalities, including pets belonging to family, friends, and neighbors. I understand that every pet has unique needs, and I take the time to provide personalized attention, exercise, playtime, feeding, and companionship. I pride myself on being dependable, patient, attentive, and communicative so pet parents can feel confident their pets are in caring hands. I have a flexible schedule that allows me to dedicate quality time and attention to the pets in my care. Whether your pet needs walks, playtime, feeding, medication reminders, companionship, or overnight care, I strive to maintain their normal routine and provide consistent, reliable care. I respond promptly to messages and provide regular updates, photos, and videos so you can have peace of mind while you’re away. Your pet’s safety and comfort are my top priorities. I carefully follow all care instructions, maintain a clean and secure environment, and pay close attention to each pet’s behavior and needs. I take time to build trust with every animal, ensure they receive plenty of supervision, and provide updates throughout their stay. I treat every pet as if they were my own and work hard to create a calm, loving experience.
“Emily was amazing!!! I had the opportunity to have my dog Milo stay with Emily twice within on week. See treated Milo like he was part of the family. She kept me updated with pictures and videos. She also gave me trips for training. I HIGHLY recommend Emily and plan to use her service in the near future.”

“Victoria was great. She looked after my boys for 3 nights. She was very welcoming at drop off and at pickup. My boys were bathed and they were not anxious like they always were with my previous sitter. They seemed to want to stick around and this let me know that they were taken care of properly. I will definitely use Victoria again in the near future. Thank you Victoria!!”

About: My name is Kacia I have a labradoodle myself , his name is bailey , very sweet and playful .I spend spend a lot of time with him I’m free 7 days a weeks , I am available All day Friday and Saturday..over night on. Weekends absolutely . Thank you so much . L I have a fence yard and one sweet dog , I can adjust to clients demands , and is very big on safety, thank you
“Morgan is a great sitter, she offers many options for watching your dog, is reasonably priced, accommodates special requests and is interested in providing safety, care, and fun for your pups! I’d definitely trust her with my babies again!👍👍👍”

About: Dog parent for 4 years with experience caring for small dogs, maintaining routines, and providing loving, attentive care. All small Adult Dogs and Puppy’s welcomed 💕🐾🐶🦴 I work full-time remotely during the week, so I currently offer boarding for small dogs and puppies weekdays and weekends. Drop-off is available any day after 5:00 PM, and pickup is any day during the evening. During your pet's stay, they'll receive plenty of attention, playtime, walks, and a safe, comfortable environment. I provide regular updates and photos so you can enjoy your day knowing your furry friend is well cared for. As a dog parent of 4 years, I understand the importance of providing a safe, loving, and stress-free environment. I follow each dog's normal routine for feeding, potty breaks, exercise, and rest. I only accept a limited number of pets at a time so I can give each dog plenty of attention. My goal is to make every dog feel comfortable, secure, and right at home while their family is away.
“Chyanne was amazing with Piper! She sent the sweetest updates and photos, and Piper looked like she was having the best time. She absolutely loved playing with Chyanne’s dogs and settled in right away. I felt totally at ease knowing she was in such good hands. I’ll definitely book with Chyanne again — highly recommend! ❤️❤️”


“Jesus did such a great job caring for my Mega. His communication was great as well as his flexibility. Additionally, he sent me lots of pics and Mega clearly enjoyed his stay. Will definitely book again. Highly recommend!!”
“Kristen was wonderful! Very communicative, very thorough, super kind, attentive, and my very anxious dog took to her right away which is the ultimate test. Really happy to have found Kristen!”

“My dog was well cared for and enjoyed every minute of his stay as well as his two furry friend playmates and the sitter! I was kept abreast with photos and videos from day one. The the home atmosphere was just what wanted for my pup. I have found his future sitter!”

“Love her services. This was my first time using this service and she definitely made sure I was updated with my dog and sent plenty of pictures to make me feel comfortable. Also she was every understanding when my flight got delayed and she was very accommodating”

“Lilieka was wonderful! She communicated promptly throughout the entire stay and took such great care of my fur baby. My pup seemed to feel right at home with her from the start, and the photos she sent made it clear that she was comfortable, happy, and well loved. I would absolutely recommend Lilieka to anyone looking for a caring and reliable pet sitter, and I’ll definitely be booking with her again the next time I travel out of town!”


“Tammy & John did a great job watching Shelly over the holidays! They sent us an update with photos every single night. Our girl can be a bit overbearing at times and they handled her so well. I would absolutely recommend them to any dog owner and they will be my first choice when we need a sitter!”

“They always take such great care of our dog. We get constant photos and videos showing what a great time she is having. She's always excited to go stay with her friends for a weekend.”

“Denise was amazing and took great care of our dog. He’s never been boarded before or away from family so we were nervous he’d be stressed out. Denise sent pictures everyday of him having so much fun. We will definitely use her again for our next trip.”

“Royal had a great time and Keebah was great with sending pictures and updating me on how he was. Very good with communication even when I had to adjust the times because of my job. Royal will definitely be back.”

The median cost per night for dog boarding in Windermere Woods is $45
Dog parents share their Rover experiences - Windermere Woods
My dog Toby stayed with Victoria for a couple days. I was sent pictures of his stay and he certainly looked engaged with the other dogs. Home was clean and there was a separate room for the dogs. Victoria was personable and I felt at ease leaving Toby in her care. Will certainly use her services again

Asante was absolutely amazing with Gwen. She cared for her as if she was her own pupper. We pulled up to pick Gwen up and they had actually just come out for a walk. Before they noticed us we were able to see how much Gwen was enjoying her time. Asante was very communicative and sent a bunch of pictures throughout the stay. She was accommodating when our plans changed and we had to extend her boarding for an additional day. Her positive attitude and willingness to work with us made us feel so comfortable with her watching our baby. We will definitely use her again!

Thank you for taking great care of Rowdy and Riley! They enjoyed thier time and they were well taken care. I truly enjoyed the ability for them to have access to backyard play with other dogs. They needed a day to recover but was ready to play outdoors after. Thank you for taking good care of my fur babies and we look forwrad to the next play date.

Natasha was absolutely fantastic with Novi! She was flexible, an excellent communicator, and provided exceptional care from start to finish. She kept me updated with photos, videos, and thoughtful messages throughout the stay, including checking in whenever she had a question or concern. That level of communication gave me so much peace of mind. It’s clear she genuinely cares about the dogs she watches and goes above and beyond to make sure they’re safe, comfortable, and well cared for. At no point did I ever worry that Novi wasn’t in great hands. I would absolutely trust Natasha with Novi again and highly recommend her to anyone looking for a reliable, attentive, and compassionate sitter!

Timothy has watched Marley twice now, and we absolutely love him! He is kind, reliable, and truly cares about the dogs he watches. Every time Marley stays with him, I know he’s in great hands. Timothy always keeps me updated with messages and photos, which gives me so much peace of mind. He’s attentive to Marley’s needs, makes sure he’s comfortable, and treats him like one of his own. Marley always comes home happy and well cared for. I highly recommend Timothy to anyone looking for a trustworthy, caring, and dependable pet sitter. We’ll definitely continue booking with him whenever we need someone to watch Marley. Thank you again, Timothy, for taking such amazing care of Marley!

This is my first time using Rover.com service. I'm very pleased with the service. I was given a choice for dog sitters. I chose Shronda. She was only 3 miles form me. She took very good care of my granddaughters Yorkie. She provided me with pictures. Shronda provided good care for Cookie for 8-9days. Thank you again Shronda and Rover.

Ruben did a great job taking care of my dog, Max. He kept me updated throughout the day on how Max was doing and sent pictures, which I really appreciated. It gave me peace of mind knowing Max was in good hands. I highly recommend Ruben to others—definitely a five-star experience. I will be booking with him again in the future.

This is the 10th time I believe that Mary has watched our pups. This trip was almost 2 weeks and they did great. Mary sends pictures and videos so we know how the pups are doing. When we get close to her house the pups start barking with excitement because they know they will be staying with Mary. We appreciate her so much. We never worry when she cares for our pups.

Absolutely a 10-star experience from start to finish! I was gone for a week on a cruise, and she made the entire time stress-free. She went above and beyond in every single way. She did everything I asked and even surprised us with a complimentary bath for our dog at the end — he came home smelling fresh and happy! Her home was spotless and perfectly prepared, truly a safe and cozy place for our baby to sleep, wake up, play, and relax. She took him on multiple walks every day, keeping him active, loved, and well cared for. Communication was perfect — she sent us pictures and videos throughout the day and checked in at least twice, sometimes three times. It gave us total peace of mind the entire week. Everything was perfect. Highly, highly recommended!

Breanna did an excellent job taking care of my dog! She made him feel safe and welcome within just a few minutes if meeting her. He adjusted so well with being in her home and quickly became comfortable with Breanna and her pups. He even made new friends! I’m so grateful for the care and attention she gave him. Highly recommend!

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 - Windermere Woods
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windermere Woods average 12 repeat dog boarding clients
FAQs for Dog Boarding - Windermere Woods
Frequently asked questions about Rover
The average cost of Dog Boarding in Windermere Woods is $28 per night as of November 2026. Most bookings cost between $25 and $33 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 3,139 sitters on Rover offering Dog Boarding across Windermere Woods. 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.
96% of sitters in Windermere Woods 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 Windermere Woods 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 Windermere Woods.
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 Windermere Woods. On Rover:
- 88% of sitters can help with special care needs
- 94% 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.
You and your Windermere Woods 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 GA 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.

