Dog Boarding in The Highlands, MD
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated The Highlands dog boarders
“This vacation would not have been possible without Ryan and Sabrina! They loved Slate as one of their own and he has fallen in love with them. The daily updates were priceless for me!”
“Elizabeth took excellent care of our labradoodles over a long weekend - one who is 9 years old, and one who is still a pup at 6 months old. We received a daily picture and text updating us on their stay. She was able to administer medication to our older dog when a thunderstorm rolled in to make her more comfortable. Both pups came home well taken care of and sleepy from so much play time with Chief and Todd. We would happily use Elizabeth's services again. Thank you again Elizabeth for taking such good care of our doggos!”
“Sara cared for my baby Pluto on such short notice and she was so accommodating! She made sure to keep me updated with photos and gave me such wonderful stories about him at pickup! Pluto was so happy with her that he didn't want to leave!”
“I cannot say enough great things about Liz & Jeff. They treated my pup like one of their own his entire stay. They sent me so many pictures and video updates which was so reassuring since I had to go out of town super last minute. I was 30 minutes late picking my pup up due to traffic and they were so accommodating and understanding. 10/10 recommend them! I will definitely be using them again :) thanks again Liz & Jeff!”
“James is an awesome sitter! We felt super comfortable leaving our 100lb Corso with James and he sent us pictures every day (which is great for a worry wart like me). Definitely boarding our dog with James again!”
“Amazing!! First timer here and was very nervous about leaving our baby, but Megan made sure to send us videos and photos and keep us updated. She was very nice and she took great care of our fur baby!”
“I really liked the experience with Elizabeth. She was very professional, nice and courteous, and really great with my pet. She shared pictures, and kept me up to date with my pets boarding status on a daily basis, while I was away. I feel that she is a excellent sitter, and will definitely refer her to others searching for superb pet care.”
“Toby is a wonderful pet sitter that is reliable, trustworthy, and communicates very well.My pup is big, strong, and full of energy so I was a bit nervous she would pester his dog Millie, and the rest of his family, but their family and home are so welcoming and dog friendly. Toby is a knowledgeable dog lover that treats my dog as his own. She excitedly jumps out of the car upon arrival and dreads leaving when I pick her up. I love that she’s well cared for and loved while I’m gone and comes back to me happy and tired from all of the walks, playtime and swimming that she can never get enough of. So grateful for Toby and his sweet family!”
“Amanda does an amazing job caring for my Charlie. She provides picture and videos as well as updates frequently. Whenever my dog stays with her I know he is in good hands!!”
“This was our first time using Rover and leaving our 2 pups with someone else. We were nervous but Kelly and George did a good job easing our minds! They sent pictures of our boys and gave updates on how they seemed to be feeling. We definitely will be using them again”
“Robin was amazing!! She took such good care of my baby while I was away for Christmas and made sure my baby felt the holiday spirit. Highly recommend booking with her!”
“Another great pet sitting interaction with Kim!! My dog is always well cared for and I am given regular updates. Kim will always be our first choice for pet sitting.”
“Nadia took great care of my dog while I was out of town! She gave me updates and shared videos and pictures throughout her stay. I look forward to using her again in the future for my dog sitting needs! 10/10!”
“Demond is a great pet sitter. He communicated well, and sent lots of great pictures and videos of my furbaby while we were away!!! We will definitely be rebooking with him the next time we go out of town!”
“Simone and family were so great with Luke. I felt very comfortable being away knowing that he was in such caring hands. The scheduled updates with pictures really set my mind at ease that Luke was well and having a great time!”
“Booked Becca again, and glad I did. She took very good care of my dog Shady and it seems like Shady made herself at home with Becca. I can definitely say that she would a permanent dog sitter for Shady.”
“Naya is very kind with pets I feel happy that my dog bonded very well with her she always keeps me updated with pictures and videos of my dog every day ... he looks so comfy and happy with her ... I’m going to defenetly”
Loving dog boarding sitters in your neighborhood
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Sabrina & Ryan S.Star Sitter
“This vacation would not have been possible without Ryan and Sabrina! They loved Slate as one of their own and he has fallen in love with them. The daily updates were priceless for me!”
Makaela F.
“This is our 2nd time using Makaela! She is great! We received updates (with pictures) everyday we were away! We will definitely be using her services again!”
Elizabeth N.
“Elizabeth took excellent care of our labradoodles over a long weekend - one who is 9 years old, and one who is still a pup at 6 months old. We received a daily picture and text updating us on their stay. She was able to administer medication to our older dog when a thunderstorm rolled in to make her more comfortable. Both pups came home well taken care of and sleepy from so much play time with Chief and Todd. We would happily use Elizabeth's services again. Thank you again Elizabeth for taking such good care of our doggos!”
Sara H.Star Sitter
“Sara cared for my baby Pluto on such short notice and she was so accommodating! She made sure to keep me updated with photos and gave me such wonderful stories about him at pickup! Pluto was so happy with her that he didn't want to leave!”
Liz & Jeffrey C.Star Sitter
“I cannot say enough great things about Liz & Jeff. They treated my pup like one of their own his entire stay. They sent me so many pictures and video updates which was so reassuring since I had to go out of town super last minute. I was 30 minutes late picking my pup up due to traffic and they were so accommodating and understanding. 10/10 recommend them! I will definitely be using them again :) thanks again Liz & Jeff!”
James Oliver C.Star Sitter
“James is an awesome sitter! We felt super comfortable leaving our 100lb Corso with James and he sent us pictures every day (which is great for a worry wart like me). Definitely boarding our dog with James again!”
Megan H.Star Sitter
“Amazing!! First timer here and was very nervous about leaving our baby, but Megan made sure to send us videos and photos and keep us updated. She was very nice and she took great care of our fur baby!”
Elizabeth T.
Star Sitter
“I really liked the experience with Elizabeth. She was very professional, nice and courteous, and really great with my pet. She shared pictures, and kept me up to date with my pets boarding status on a daily basis, while I was away. I feel that she is a excellent sitter, and will definitely refer her to others searching for superb pet care.”
Toby G.Star Sitter
“Toby is a wonderful pet sitter that is reliable, trustworthy, and communicates very well.My pup is big, strong, and full of energy so I was a bit nervous she would pester his dog Millie, and the rest of his family, but their family and home are so welcoming and dog friendly. Toby is a knowledgeable dog lover that treats my dog as his own. She excitedly jumps out of the car upon arrival and dreads leaving when I pick her up. I love that she’s well cared for and loved while I’m gone and comes back to me happy and tired from all of the walks, playtime and swimming that she can never get enough of. So grateful for Toby and his sweet family!”
Peggy G.Star Sitter
“Peggy has boarded my 2 large dogs multiple times and she is a GREAT sitter. Would highly recommend her and her wonderful home, my pups are sad to leave every time!”
Amanda L.Star Sitter
“Amanda does an amazing job caring for my Charlie. She provides picture and videos as well as updates frequently. Whenever my dog stays with her I know he is in good hands!!”
Kelly & George B.
“This was our first time using Rover and leaving our 2 pups with someone else. We were nervous but Kelly and George did a good job easing our minds! They sent pictures of our boys and gave updates on how they seemed to be feeling. We definitely will be using them again”
Robin A.Star Sitter
“Robin was amazing!! She took such good care of my baby while I was away for Christmas and made sure my baby felt the holiday spirit. Highly recommend booking with her!”
Kimberly B.Star Sitter
“Another great pet sitting interaction with Kim!! My dog is always well cared for and I am given regular updates. Kim will always be our first choice for pet sitting.”
Nadia H.
“Nadia took great care of my dog while I was out of town! She gave me updates and shared videos and pictures throughout her stay. I look forward to using her again in the future for my dog sitting needs! 10/10!”
Demond B.
“Demond is a great pet sitter. He communicated well, and sent lots of great pictures and videos of my furbaby while we were away!!! We will definitely be rebooking with him the next time we go out of town!”
Simone S.Star Sitter
“Simone and family were so great with Luke. I felt very comfortable being away knowing that he was in such caring hands. The scheduled updates with pictures really set my mind at ease that Luke was well and having a great time!”
Tammy A.
“Chief looked happy well taken care of when I picked him up. Thank you for the treats for chief and taking care of him for me. Would have Tammy take care of chief again.”
Becca K.Star Sitter
“Booked Becca again, and glad I did. She took very good care of my dog Shady and it seems like Shady made herself at home with Becca. I can definitely say that she would a permanent dog sitter for Shady.”
Naya M.Star Sitter
“Naya is very kind with pets I feel happy that my dog bonded very well with her she always keeps me updated with pictures and videos of my dog every day ... he looks so comfy and happy with her ... I’m going to defenetly”
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, 2,780 sitters provided dog boarding in The Highlands. 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 The Highlands dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in The Highlands have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 The Highlands.
Rover makes it easy to find The Highlands 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 2,780 dog boarding sitters in The Highlands on Rover, so you’re sure to find the perfect match for your dog! In The Highlands, 96% of sitters offer daily exercise, 98% offer medication administration, and 89% 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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