Dog Boarding in New Windsor, MD
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated New Windsor dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
âCurtis 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!â

âWe have two English Mastiffs and this was our first experience with Boarding. Our girls have always been watched at home and theyâre 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 âdress rehearsalâ 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 weâre at ease. We highly recommend Heather.â

âLonnie was fantastic with our dog and very accommodating. He has a great yard for dogs to run and play with them and you can certainly help loves having them around. 10/10 would recommend and use again.â

âEmily and her family were amazing when they took care of our Onyx in the beginning of March! Emily sent me frequent updates which we greatly appreciated and reassure us that Onyx was doing well â¤ď¸ We will definitely have Onyx stay with them in the future!â

âThey were very accommodating to a last minute request! The communication was fantastic and thorough. We got a lot of great pics. Overall it was a great experience and would definitely use them again in the future.â

âMy two high-energy Weims stayed with Way and his very friendly family for 2 nights. Communication was excellent throughout the stay with updates and photos. My dogs had a great time playing with Halo and running around Wayâs amazing yard. My dogs were completely exhausted when they got home. This was a great experience and I definitely recommend Way. I will be sure to ask them to board my dogs in the future.â

âEllen was amazing! She sent me daily updates with pictures and videos, which I really appreciated. Pearl was clearly happy and comfortable; she absolutely loved being on the farm, seeing the other animals, and making new friends. Iâll definitely be booking with Ellen again!â

âRenee was very communicative, friendly and prepared! It looked like Mae really enjoyed herself during her stay, I would definitely recommend her as a dog-sitter to anyone.â

âJena was AMAZING! My dog thoroughly enjoyed himself the week he stayed with Jena. She sent lots of pictures throughout his stay and kept in contact with us. I highly recommend her. She also has a very spacious backyard and there was a ton of play time and time outdoors. Cannot recommend her enough. We definitely will be booking with her in the near future.â

âWow! My family and I felt and knew we left our pups in great hands with Michelle. She sent daily updates and photos. One photo looked like my dog was literally smiling. I would book again in a heartbeat with Michelle!â

About: Experience with multiple breeds of dogs ranging from Toy Poodles, Rottweilers, Shepards, Mastiffs, etc. experience with other animals as well ex. Goats, baby pigs, ferrets, etc. I have a work from home schedule, with an occasional in office day during the week, so majority of my time is spent at home. I have a fenced in yard with room to play, along with two of my own friendly dogs. Relaxing environment and great area to take walks in the neighborhood if your pet likes to be active.Based off your preference of your pets being allowed on furniture beds/couches I will go by to make them feel as close to home as possible.
âKristin was amazing! She was able to accommodate us on such short notice. She responded quickly and sent us updates daily (twice a day) on Kaijus well being. She would send us pictures of our pup which we really loved and appreciated as we were really nervous about leaving our puppy with someone we didnât really know but she made us feel so comfortable. I would absolutely recommend her, will definitely be boarding our pup with her again!â

âLora was amazing and treated our two dogs like her own. It was our first time ever leaving our dogs anywhere for a weekend being as they are still pups. She sent lots of pictures and updates through out their stay which put us at ease. We will definitely be using her in the future. Highly recommend!â

âMarieliz made me feel so at ease while I was away! Mealla has never stayed at a âstrangerâsâ house before and Marieliz definitely made it a comfortable and enjoyable experience for the both of us. She sent lots of pictures, updates throughout the day, and a recap of each day every night. Mealla got to play with Marielizâs two dogs, got lots of attention from Marieliz and her family, and definitely came home tired and happy. Iâll definitely be leaving Mealla with her in the future!â


âDiana is officially Bruce's second mom. Judging by the pictures she sent me, he had a great time with Samson and Diana's family. She welcomed Bruce into her home with open arms and treated him as one of her own. We will certainly use Diana again!â

âWe had a wonderful experience with Jingminh! She took care of our German Shepherd, Tandy, for the weekend and went above and beyond in every way. From the moment we dropped Tandy off, we could tell she was in great hands. Jingminh was incredibly considerate, responsible, and genuinely passionate about caring for dogs. She kept us updated throughout the stay with messages, photos and video clips, and it was clear that Tandy was relaxed and happy in her care. When we picked Tandy up, she was calm, well-cared-for, and clearly had a great time. Itâs such a relief to know we have someone we can trust completely to look after our dog. Weâre so grateful to have found Jingminh and will absolutely book with her again in the future!â

âMariya and her husband were incredibly kind and caring with my dog, even though he caused them quite a bit of trouble since it was his first long stay away from our family. They were so patient and understanding with my puppy, which really put me at ease. They took him on long daily walks and shared pictures and videos every day, which I truly appreciated. I would definitely recommend Mariya for dog boardingâ

Over 122 pet parents in New Windsor have booked dog boarding
New Windsor dog parents share their Rover experiences
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1. Search
Read verified reviews by dog parents like you and choose a boarder whoâs 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 youâre away
3. Book & Pay
All payments are processed through Roverâs secured platform and your booking is backed by 24/7 support. Itâs that easy!
The median cost per night for dog boarding in New Windsor is $50
Why Choose Rover?
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Book and pay through Roverâs secured platformâno cash or checks required.
Reservation protection
It doesnât happen often, but if your dog boarding sitter has to cancel, weâll work with you to find a new dog boarding sitter.
World-class support
Weâre friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in New Windsor average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Feb 2026, the median cost of dog boarding in New Windsor is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most New Windsor dog boarding rates can be found as low as $32 to as high as $66 per night.
As of Feb 2026, 963 sitters provided dog boarding in New Windsor. 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 dogâs safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of New Windsor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in New Windsor have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 New Windsor.
Rover makes it easy to find New Windsor 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 youâre awayâwhether itâs 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 whoâd love to socialize with their sitterâs pets
There are 963 dog boarding sitters in New Windsor on Rover, so youâre sure to find the perfect match for your dog! In New Windsor, 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 dogâs 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 itâsometimes 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 sitterâs cancellation policy.




