Dog Boarding in Woodwind Estates, MD
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Top rated Woodwind Estates dog boarders
“We had a great experience with Faith! She was able to accommodate us on a few days’ notice, and was flexible when we had to change our pickup time. Charlie came home happy & healthy & sleepy. Will definitely book again!”
“Madalyn and her family are the best! This was our first time boarding our dog with her and after our meet and greet I knew that our dog was going to be in the best care. Madalyn kept us updated throughout the stay with texts and pictures. We loved this family so much that we already booked with them for another stay.”
“We are so grateful to have someone take such loving care of our dog. Liz sent us pictures and updates often. After arriving home Nola was calm and happy. We will definitely be asking Liz to watch Nola again :)”
“We could not be more happy that we found Stephanie to care for our little guy while we were away. Our Buddy was treated like a member of the family and loved his home away from home. I was so nervous about leaving our 1 year old boy, as we have never left him before for longer than a few hours. Stephanie alleviated that nervousness within the first 2 hours by sending a photo of Buddy settled in on the couch with her kids. She sent updates and photos every day and was flexible when we knew we would be a little later returning than expected. We will definitely book with Stephanie for care again. Thank you, again so much! Stacy & Jamey Modlin (and Buddy)”
“Lori, is wonderful! She cared for my little Sienna as if she were her own. She provided several updates daily including photos. I was always informed of Sienna’s activities. I’ll absolutely book Lori again!”
“Pax had another fun time staying with Denise and Andy. He couldn’t wait to get into her home when we arrived and scratched at the door to get in. I will definitely try to rebook with her in the future.”
“Diane was amazing. She offers a welcoming environment for all types of dogs. My poodle was very comfortable and had all the amenities of home. Diane adapted her home for long boarding periods and she made sure my poodle sent me an update everyday via text! We received lots of pictures and were stress free. Diane deserves 20 Stars!”
“Kiwi loves going to Auntie Kelly and Uncle Maurice’s house! She is always receiving love and lots of play time with Dallas, Meeko and the kids. I can’t say Auntie Kelly’s name at home without her getting excited. Truly a gift to have found this family for our pet care needs.”
“Monica was a great caretaker for our Levi. She sent multiple photos a day, was very communicative, and even had a report card at the end of each day. Levi got plenty of exercise and got so comfortable there. Would definitely book again!”
“Bianca is awesome! Simply the best! I will be leaving my dog here all the time! Bianca sent updates and pictures for me everyday.I was a bit nervous about leaving my dog because this is the first time in a long time I had to leave my dog because I was going out of town on a business trip. Bianca assured me my dog was in great hands! Truly my dog was in great hands! My dog made herself at home, had a wonderful time, and made some new friends! Bianca is a nice person and I can tell she cares about the dogs she watches and has a ton of experience taking care of dogs! I highly recommend Bianca to care for any dog!”
“Jen and Mike treated my dog like a princess. They went above and beyond any other pet sitter we've had. We never had to ask for an updat as to how are dog was doing. She kept us updated several times during the day and sent pictures and video. I highly recommend Jen!”
“Lindsey was amazing! I’ve never boarded my dog and was a little nervous, but Lindsey took great care of her. She has a lovely home and her kids treated Daisy like she was a member of the family. Would definitely book again!”
“Excellent!!!! I was very impressed with LaTarsha!!! From the first hour of dropping off my dog, received photos and videos on how he was doing the entire time! This made me feel comfortable especially since this was his first time away from us. I can’t put into words how thankful to have found such a loving and caring person to take care of our dog!!!”
“Denise was wonderful. Very sweet and caring personality. Her home was clean and beautiful. She sent pictures daily and took great care of our baby. I would definitely recommend. 10 outta 10.”
“Excellent care and service, kept my corgi entertained and well cared for, enjoyed the daily updates and pictures/videos. Will definitely use your service again. Thank you.”
“Yiqiuxi and Nick were great with my two dogs. They always responded quickly which helped put me at ease that my babies were cared for, and sent great pictures. My frenchie can be a little hard headed but they cared for him well”
“Leticia was wonderful with my Frenchie, Arya. She sent many updates with pictures and it was obvious that Arya was happy and well taken care of. I truly felt that Leticia treated Arya as one of her own and I will be using her services again!”
“Our dog truly enjoyed his stay with Donna & Brian! We appreciated their willingness to do a last minute boarding request for us, the picture updates, and support in extending our booking when we accidentally did it incorrectly 😅 also super helpful that they provide crates so you don’t have to bring your own! Thank you so much—will definitely book again!”
“I had a fantastic experience with Kathryn for my toy poodle, Prince! She was attentive and caring, and Prince came back happy. Kathryn kept me updated with photos and messages, which eased my mind. Highly recommend!”
Loving dog boarding sitters in your neighborhood
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Faith M.Star Sitter
“We had a great experience with Faith! She was able to accommodate us on a few days’ notice, and was flexible when we had to change our pickup time. Charlie came home happy & healthy & sleepy. Will definitely book again!”
Madalyn M.Star Sitter
“Madalyn and her family are the best! This was our first time boarding our dog with her and after our meet and greet I knew that our dog was going to be in the best care. Madalyn kept us updated throughout the stay with texts and pictures. We loved this family so much that we already booked with them for another stay.”
Elizabeth G.Star Sitter
“We are so grateful to have someone take such loving care of our dog. Liz sent us pictures and updates often. After arriving home Nola was calm and happy. We will definitely be asking Liz to watch Nola again :)”
Stephanie M.Star Sitter
“We could not be more happy that we found Stephanie to care for our little guy while we were away. Our Buddy was treated like a member of the family and loved his home away from home. I was so nervous about leaving our 1 year old boy, as we have never left him before for longer than a few hours. Stephanie alleviated that nervousness within the first 2 hours by sending a photo of Buddy settled in on the couch with her kids. She sent updates and photos every day and was flexible when we knew we would be a little later returning than expected. We will definitely book with Stephanie for care again. Thank you, again so much! Stacy & Jamey Modlin (and Buddy)”
Lori W.
“Lori, is wonderful! She cared for my little Sienna as if she were her own. She provided several updates daily including photos. I was always informed of Sienna’s activities. I’ll absolutely book Lori again!”
Denise S.Star Sitter
“Pax had another fun time staying with Denise and Andy. He couldn’t wait to get into her home when we arrived and scratched at the door to get in. I will definitely try to rebook with her in the future.”
Diane T.Star Sitter
“Diane was amazing. She offers a welcoming environment for all types of dogs. My poodle was very comfortable and had all the amenities of home. Diane adapted her home for long boarding periods and she made sure my poodle sent me an update everyday via text! We received lots of pictures and were stress free. Diane deserves 20 Stars!”
Kelly & Maurice G.Star Sitter
“Kiwi loves going to Auntie Kelly and Uncle Maurice’s house! She is always receiving love and lots of play time with Dallas, Meeko and the kids. I can’t say Auntie Kelly’s name at home without her getting excited. Truly a gift to have found this family for our pet care needs.”
Monica L.Star Sitter
“Monica was a great caretaker for our Levi. She sent multiple photos a day, was very communicative, and even had a report card at the end of each day. Levi got plenty of exercise and got so comfortable there. Would definitely book again!”
Bianca T.Star Sitter
“Bianca is awesome! Simply the best! I will be leaving my dog here all the time! Bianca sent updates and pictures for me everyday.I was a bit nervous about leaving my dog because this is the first time in a long time I had to leave my dog because I was going out of town on a business trip. Bianca assured me my dog was in great hands! Truly my dog was in great hands! My dog made herself at home, had a wonderful time, and made some new friends! Bianca is a nice person and I can tell she cares about the dogs she watches and has a ton of experience taking care of dogs! I highly recommend Bianca to care for any dog!”
Jen B.Star Sitter
“Jen and Mike treated my dog like a princess. They went above and beyond any other pet sitter we've had. We never had to ask for an updat as to how are dog was doing. She kept us updated several times during the day and sent pictures and video. I highly recommend Jen!”
Lindsey Y.Star Sitter
“Lindsey was amazing! I’ve never boarded my dog and was a little nervous, but Lindsey took great care of her. She has a lovely home and her kids treated Daisy like she was a member of the family. Would definitely book again!”
Florine D.
“Flo was reliable and great with communication. Our puppy came back even better behaved after one night. We will definitely use Flo again.”
La Tasha T.Star Sitter
“Excellent!!!! I was very impressed with LaTarsha!!! From the first hour of dropping off my dog, received photos and videos on how he was doing the entire time! This made me feel comfortable especially since this was his first time away from us. I can’t put into words how thankful to have found such a loving and caring person to take care of our dog!!!”
Denise R.Star Sitter
“Denise was wonderful. Very sweet and caring personality. Her home was clean and beautiful. She sent pictures daily and took great care of our baby. I would definitely recommend. 10 outta 10.”
Kellyn G.Star Sitter
“Excellent care and service, kept my corgi entertained and well cared for, enjoyed the daily updates and pictures/videos. Will definitely use your service again. Thank you.”
Yiqiuxi & Nick L.Star Sitter
“Yiqiuxi and Nick were great with my two dogs. They always responded quickly which helped put me at ease that my babies were cared for, and sent great pictures. My frenchie can be a little hard headed but they cared for him well”
Leticia G.
“Leticia was wonderful with my Frenchie, Arya. She sent many updates with pictures and it was obvious that Arya was happy and well taken care of. I truly felt that Leticia treated Arya as one of her own and I will be using her services again!”
Donna & Brian G.Star Sitter
“Our dog truly enjoyed his stay with Donna & Brian! We appreciated their willingness to do a last minute boarding request for us, the picture updates, and support in extending our booking when we accidentally did it incorrectly 😅 also super helpful that they provide crates so you don’t have to bring your own! Thank you so much—will definitely book again!”
Kathryn W.
“I had a fantastic experience with Kathryn for my toy poodle, Prince! She was attentive and caring, and Prince came back happy. Kathryn kept me updated with photos and messages, which eased my mind. Highly recommend!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 645 sitters provided dog boarding in Woodwind Estates. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Woodwind Estates dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Woodwind Estates have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Woodwind Estates.
Rover makes it easy to find Woodwind Estates dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 645 dog boarding sitters in Woodwind Estates on Rover, so you’re sure to find the perfect match for your dog! In Woodwind Estates, 97% of sitters offer daily exercise, 97% offer medication administration, and 86% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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