Dog Boarding in Windsor View, MD
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Top rated Windsor View dog boarders

“We have two English Mastiffs and this was our first experience with Boarding. Our girls have always been watched at home and they’re a big pair of ladies to accommodate, so we were a bit apprehensive. At our meet and greet Heather was fantastic. Her experience shined through; she was easygoing and patiently answered all of our questions. We decided to have a “dress rehearsal” overnight and it was a hit! The girls had a great time, we received loads of pictures and updates and when I arrived for pickup our girls were both relaxing in the den. If our girls were at ease then we’re at ease. We highly recommend Heather.”


“Brian was very flexible with my last minute booking! We did a meet and greet beforehand to make sure Athena got along with the dog in residence, which went very well though Merlin ended up not being there during Athenas stay. Brian was very responsive when I checked on him and Athena everyday. And Athena was clearly well taken care of even with her 4 month old puppy energy! I highly recommend Brian as a Rover caretaker.”


“Evangelina was great, she sent pics and had great communication with us. Biscuit had a good time, was happy and relaxed when we picked him up. Would definitely use her again ! Thanks for taking good care of Biscuit for us !!”


“Emily was so kind and gentle with our senior dogs. Really appreciated her patients with our pups. And she sent pictures and updates. We will for sure have her watch our pups again.”


“Rodney and his family always take such good care of my pup! They are flexible with some of her unique care needs. They’re communicative while I’m away, and I feel very confident she’s well taken care of!”


“Bruno and his family are so friendly and he communicated so fast and always sent me updates everyday. He was very willing to meet my dog ahead of time and we were overall very happy with Bruno. Would reccomend him!!”


“Simon had a great day with Lonnie and the other dogs. He was so tired from playing, he didn't even hop on the couch with us that night. Lonnie was quick to reply, sent pictures and you can really tell he just loves dogs like his own. He also sat with Simon in a quiet space so S could eat his dinner. He has a tendency to not eat when he's busy busy with other doggies, so we really appreciated that. Would definitely recommend!”


“Katie and her family were wonderful to our Dolly. She would love to spend more time with them. We enjoyed seeing all the pics sent during her stay. Thank you Katie and Ben for the excellent communication.”


“This was my very 1st time being away from my fur baby & Carla made the process smooth. Very caring & kept me updated. The pictures helped a lot as well. Thank you so much again. This overall experience was a 10/10.”


“We can’t say enough amazing things about Renee, she was truly our angel during a very stressful moment while we were on vacation in Florida. The place where our dog was staying unexpectedly call us and rudely demanded that we pick up our dog immediately. Being out there of state with no one nearby to help, we were completely panicked and heartbroken. My husband remember about Rover and he find Renee, she responded very quickly asking the situation and accept our booking. Without hesitation, she stepped in and went out of her way to pick up our dog for us. She was incredibly sweet, caring, and compassionate, exactly what we needed in that moment. She treated our puppy with so much love and care, like he was her own, and kept us updated and send us pictures of him smiling and acting like he is at home. We are beyond grateful for her kindness and will never forget what she did for us. Thank you, dear Renee, you are truly one of a kind!❤️🐾”


“Great communication and even tho we couldn’t meet up, it was great talking to Dan on the phone. He was very flexible with drop off and pick up and my pup loved playing with his dog in their big fenced in yard! We had a tired happy dog after three days of being away!”


“Ren and his family did a great job taking care of Remy while we were on vacation. He made sure he got plenty of play time and made sure to send us regular updates. We'll definitely come back to Ren for future dog sitting for our dogs!”



“This was my dog Miles’ first stay with Jim and Mary, and it was wonderful! They looked after him like he was their own, and I’ve never seen our dog so at ease with a boarding stay. He came home relaxed and refreshed. I’m pretty sure he didn’t want to leave. Jim and Mary were very accommodating and made everything easy and stress free. They sent lots of pictures of Miles each day, which I always looked forward to! Our experience with Jim and Mary was fantastic and I look forward to having Miles stay with them again in the future!”


“Kacy and Justin took excellent care of our anxious senior dog and kept us throughly updated with pictures. Will definitely keep them as one of our go to options for boarding.”


“Jess looked after my dog for an extended time period. She is extremely kind, understanding and responds without delay! Jess genuinely cares for the wellbeing of your pet. Highly recommended - don't hesitate to reach out and book her!”


“Megan and her family could not be better. I got so many pictures and updates, and I could tell that she wasn’t only being cared for, but truly loved. I’ve never had so much peace of mind leaving my dog. Thank you Megan!!”


“Asani is awesome. She took care of my Violette like she was her own fur baby. She sent pics and videos throughout the weekend and most importantly, my dog didn't seem anxious with her at all. Will definitely book with Asani again!”

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Heather D.Star Sitter

“We have two English Mastiffs and this was our first experience with Boarding. Our girls have always been watched at home and they’re a big pair of ladies to accommodate, so we were a bit apprehensive. At our meet and greet Heather was fantastic. Her experience shined through; she was easygoing and patiently answered all of our questions. We decided to have a “dress rehearsal” overnight and it was a hit! The girls had a great time, we received loads of pictures and updates and when I arrived for pickup our girls were both relaxing in the den. If our girls were at ease then we’re at ease. We highly recommend Heather.”


Brian M.Star Sitter

“Brian was very flexible with my last minute booking! We did a meet and greet beforehand to make sure Athena got along with the dog in residence, which went very well though Merlin ended up not being there during Athenas stay. Brian was very responsive when I checked on him and Athena everyday. And Athena was clearly well taken care of even with her 4 month old puppy energy! I highly recommend Brian as a Rover caretaker.”


Evangelina S.

“Evangelina was great, she sent pics and had great communication with us. Biscuit had a good time, was happy and relaxed when we picked him up. Would definitely use her again ! Thanks for taking good care of Biscuit for us !!”


Emily A.
Star Sitter


“Emily was so kind and gentle with our senior dogs. Really appreciated her patients with our pups. And she sent pictures and updates. We will for sure have her watch our pups again.”


Rodney & Marissa O.
Star Sitter


“Rodney and his family always take such good care of my pup! They are flexible with some of her unique care needs. They’re communicative while I’m away, and I feel very confident she’s well taken care of!”


Curtis & Lindsay G.

“Curtis and Lindsay took impeccable care of our high energy dog for the holidays! They treated Maddie like family and we hope we can use them again soon!”


Bruno D.Star Sitter

“Bruno and his family are so friendly and he communicated so fast and always sent me updates everyday. He was very willing to meet my dog ahead of time and we were overall very happy with Bruno. Would reccomend him!!”


Lonnie P.Star Sitter

“Simon had a great day with Lonnie and the other dogs. He was so tired from playing, he didn't even hop on the couch with us that night. Lonnie was quick to reply, sent pictures and you can really tell he just loves dogs like his own. He also sat with Simon in a quiet space so S could eat his dinner. He has a tendency to not eat when he's busy busy with other doggies, so we really appreciated that. Would definitely recommend!”


Kristin R.
“Kristin took great care of my dog! Provided me with lots of photos and updates while I was away and had a great property for him to run around on. I highly recommend!”


Katie M.Star Sitter

“Katie and her family were wonderful to our Dolly. She would love to spend more time with them. We enjoyed seeing all the pics sent during her stay. Thank you Katie and Ben for the excellent communication.”


Carla H.Star Sitter

“This was my very 1st time being away from my fur baby & Carla made the process smooth. Very caring & kept me updated. The pictures helped a lot as well. Thank you so much again. This overall experience was a 10/10.”


Renee D.Star Sitter

“We can’t say enough amazing things about Renee, she was truly our angel during a very stressful moment while we were on vacation in Florida. The place where our dog was staying unexpectedly call us and rudely demanded that we pick up our dog immediately. Being out there of state with no one nearby to help, we were completely panicked and heartbroken. My husband remember about Rover and he find Renee, she responded very quickly asking the situation and accept our booking. Without hesitation, she stepped in and went out of her way to pick up our dog for us. She was incredibly sweet, caring, and compassionate, exactly what we needed in that moment. She treated our puppy with so much love and care, like he was her own, and kept us updated and send us pictures of him smiling and acting like he is at home. We are beyond grateful for her kindness and will never forget what she did for us. Thank you, dear Renee, you are truly one of a kind!❤️🐾”


Dan L.Star Sitter

“Great communication and even tho we couldn’t meet up, it was great talking to Dan on the phone. He was very flexible with drop off and pick up and my pup loved playing with his dog in their big fenced in yard! We had a tired happy dog after three days of being away!”


Ren W.
Star Sitter


“Ren and his family did a great job taking care of Remy while we were on vacation. He made sure he got plenty of play time and made sure to send us regular updates. We'll definitely come back to Ren for future dog sitting for our dogs!”




James & Mary H.
Star Sitter


“This was my dog Miles’ first stay with Jim and Mary, and it was wonderful! They looked after him like he was their own, and I’ve never seen our dog so at ease with a boarding stay. He came home relaxed and refreshed. I’m pretty sure he didn’t want to leave. Jim and Mary were very accommodating and made everything easy and stress free. They sent lots of pictures of Miles each day, which I always looked forward to! Our experience with Jim and Mary was fantastic and I look forward to having Miles stay with them again in the future!”


Jesse M.

“Jesse and her family were amazing. My puppies were well taken care of. They enjoyed the belly rubs and cuddles. I would definitely recommend Jesse as a sitter.”


Kacy R.Star Sitter

“Kacy and Justin took excellent care of our anxious senior dog and kept us throughly updated with pictures. Will definitely keep them as one of our go to options for boarding.”


Jess G.Star Sitter

“Jess looked after my dog for an extended time period. She is extremely kind, understanding and responds without delay! Jess genuinely cares for the wellbeing of your pet. Highly recommended - don't hesitate to reach out and book her!”


Megan B.

“Megan and her family could not be better. I got so many pictures and updates, and I could tell that she wasn’t only being cared for, but truly loved. I’ve never had so much peace of mind leaving my dog. Thank you Megan!!”


Asani L.

“Asani is awesome. She took care of my Violette like she was her own fur baby. She sent pics and videos throughout the weekend and most importantly, my dog didn't seem anxious with her at all. Will definitely book with Asani again!”
Windsor View dog parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Windsor View sitters!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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Windsor View is $48
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.
Sitters in Windsor View average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 872 sitters provided dog boarding in Windsor View. 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, 91% of Windsor View dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windsor View have an average of 16 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 Windsor View.
Rover makes it easy to find Windsor View 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 872 dog boarding sitters in Windsor View on Rover, so you’re sure to find the perfect match for your dog! In Windsor View, 91% of sitters offer daily exercise, 98% 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.
