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Darlington, MD 21034

Jill B


  • 38 Repeat Guests
  • Course 101 Graduate
  • Premium Insurance
  • Pack Leader
  • References Checked
  • Facebook Connected


Responds Within a Day

95% Response Rate

Last Updated: 2 Months Ago

Special Skills

  • Years Caring for Dogs: 34
  • Administer Oral Medication
  • Nieve

    Australian Shepherd

    F, Age 11

  • Bearly a Grizz

    Australian Shepherd

    M, Age 13

  • Maggie

    Australian Shepherd

    F, Age 11

» » Pawsitively Country Retreat

Pawsitively Country Retreat

Ready to book dog boarding? $25

Dog Boarding Nightly Rate . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . /night

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Dog Sitting Nightly Rate --

Daycare Rate $15/day

Checkups and Visits Rate --

Walking Rate(s) --

Training Rate $20/hour

Grooming Rate --

Bathing Rate $10/bath

Pick Up/Drop Off (within 20 miles)$10/one-way

Dog Boarding Rate $25/night

Property Type ranch

Outdoor Area large

24/7 Supervision Yes

Emergency Transportation Yes

Cancellation Policy flexible question bubble


• Full Refund w/3 Day Notice, 50% After


• Full Refund w/7 Day Notice, 50% After


• No Refunds

Last Minute Bookings Yes

Years Caring for Dogs 34

About Me

Animals are the joy of my life. I love to pamper and cater to their needs and desires. I offer a home away from home experience for your dog and/or cats. Your dog will get to choose from hanging out in the house with our family ( people and dogs) or romping or relaxing outside in one of our fenced yards. We have 3 medium size, well-socialized dogs who enjoy furry guests. I have 15 years experience as a dog trainer specializing in Agility. I have 34+ (adult) years experience caring for animals (horse, dogs, cats and assorted creatures). In my life I have worked for vets, run horse farms for other people and currently run my own farm.
Outdoor time: I have 3 fenced dog yards connected to our house. Our fencing is strong and secure. Dogs can ask to go outside during the day or evening for as long or as little of time as they choose. One yard is reserved for small or older/feeble dogs. It is 20 x 30 feet. The other two dog yards are about 1/3 of an acre each. Very active playful doggie guests can romp with two of my dogs in one of these yards, enjoy time with my old fella, or hang out all by themselves. I have many options. I can walk dogs on a leash on my 17 acre farm or down our quiet country road. I also have a half acre fenced agility training area. Dogs are never left outside on the occasion that all the humans are off the farm. Doggie guests and our horses never meet!
Indoor time: Basically my dogs like to be wherever I am at. Indoors or out, they follow me everywhere—yes, even the bathroom (they stand right outside the door). If I watch TV they are there. If I’m cooking they are more than there. If I’m cleaning they stand and stare until I settle down. You dog can join our dogs routine or be kept separate in our house. At night I prefer to crate doggie guests but am willing to make exceptions.
I also offer an indoor cat area that is away from the dogs.
It is better for your pets if they come with the food that their tummies are used to.
Our home is flea free and we appreciate it if our guests are on flea treatment.
If your pet/s need to get to a vet or emergency vet center, I will take the pet as long as arrangements for payment has been established between pet owner and the vet/business.
Please contact me if the web site will not let you book a date.
We do not take unaltered males and Pit Bulls or crosses.

Reviews (66)

Below are some reviews of Jill B from real dog owners who have used their services on!

Average Rating:
  • Our Holly had a terrific time!! Jill sent lots of adorable pictures of Holly having fun - some with her and other dogs just hanging out. When I picked Holly up, she didn't want to go home -- she was so comfortable with Jill and the other dogs, she wanted to extend her stay!! Will definitely be contacting Jill in the future for more "sleep-overs".

  • Outstanding as usual. No need for any anxiety attacks when Prancer is under Jill's care.

  • Jill is great!! She is like the dog whisperer!!

  • Jill is great, patient and very experienced with dogs, particularly our dogs, who requires some patience. Our dogs seem happy and exhausted when they come home. Thanks!

  • Very sweet, helpful and kind...highly recommended

  • As always Lady returns home spoiled.

  • Jake seems to be quite happy staying with Jill and her son, Daniel. We are confident he is getting good care. He has lots of time to run with other dogs in one of their three yards and is not crated. This is his third visit and we plan to use them in the near future if available.

  • this was my 2nd time leaving Memphis here. I wouldn't consider anywhere else!

  • I can not say enough good things about the care Jill gave Biscuit. The many updates she sent me were right on . She knew all of Biscuits good traits and not so good like chewing paper and wood . I was not comfortable about leaving Biscuit this long but every update from Jill assured me she was in good hands. We will definitely be back to visit Jill.

  • As usual, my dog returned home exhausted from weeks of fun. Jill is the best!

  • Jill is the best dog sitter!!! We have no worries when our Nala stays with her!

  • Once again Jill saved the day! My dogs love it at Jill's house. They come home happy and slightly more fit. I trust Jill as much as I trust my mother. I know my dogs are in great hands. I can't ever thank her enough and I couldn't recommend anyone more!

  • I live in Arlington, VA and was a little apprehensive of heading all the way out to Jill for my pet sitting needs. I have absolutely zero regrets and can assure you the hour and a half drive is absolutely worth it. My golden had an amazing time and is still exhausted and happily sleeping at my feet as I write this. I was away for 3 weeks and received updates and pictures all the time. I highly, highly recommend Jill.

  • She is wonderful - everyone in the house is very kind to Lady - Jill is very flexible in scheduling, drop off & pick up. I think Lady is happy when she stays there.

  • Midas had a great time with Jill and made lots of new friends! He was completely exhausted when he got home from all of the fun. It was the first time we have left our little guy for two weeks, but Jill was great and sent us updates, photos and videos. Jill is nearly 2 hours from us, but it was completely worth it to know Midas was in such good hands and having such a great time with the other pups.

  • Cheyenne had a wonderful time. Was totally exhausted when she got home. Is alway happy when we tell her she is "going to play with friends."

  • Jill is an animal lover and it shows! I would not hesitate to take Rudy and Annabelle to her again.

  • Another great experience. Jill treats Prancer as if one of the family. Keeps us posted with notes and pics.

  • Very caring home. Sixx had a great time and we did not worry about her care. Great place.

  • Jill and her family give their hearts and souls to their dog guests. As usual, my dog was a better behaved dog when he returned home.

  • Cinnamon was still exploring as we picked her up. She did not seem stressed, rather still curious. She slept with Jill. Beats worrying about her being alone and lonely in a kennel!

  • Jill is absolutely wonderful! My chihuahua is my fur child and I am very picky about who watches him and I completely trust Jill. He is more well behaved when he comes home than when I drop him off!!

  • I and my beagle Bentley really like Jill. She obviously loves dogs and gives each personal attention. She quickly identified Bentley's quirks and helped him to adjust to the new space. When we got home Bentley missed his friends! He slept and slept.

  • The whole experience was awesome. The meet and greet is a great way to get to know the dogs at the house. It was easy to make reservations. I loved getting photos of the dogs while away. I know my dogs had a great time!

  • Jill provides the best vacation my dog ever had! The environment is safe and nurturing. It's a pleasure to deal with Jill.

  • We are so happy to have found Jill and her family. Jake (our dog) seems to be quite content there and they seem very happy to have him. Best of all he is not crated or penned all the time, he can be out in her yards and allowed to run with other dogs. I would highly recommend Jill. Jake stayed with Jill one other time and he was quite excited when we arrived at the house this time - I think he remembered.

  • This was our 1st visit with Jill and my Golden who requires lots of exercise or play time came home exhausted.....a very good sign. Chose Jill because she was obviously qualified, great with animals, accommodating and had secure area to run. She also is very in tuned to the dogs personalities, pack mentality and their size, making sure they are introduced slowly.

  • Once again, Cheyenne enjoyed her stay. Enjoyed playing with her friends. Came home all tired out. She will be looking to stay again. Thanks to Jill and her husband.

  • Jill was great. She sent me awesome pictures of Leia having a great time. She put up with her barking and high energy. Leia seemed like a calmer dog when she came back home.

  • We could tell when Cheyenne got home that she had a great time because whe was exhausted!! All went well and we are sure that Cheyenne will be looking forward to her next stay with Jill.

  • This was Jake's first visit with Jill and her sons. All went very well and we are quite confident that he had good care. He will be returning later this season for an extended stay.

  • Jill was great with my dogs. I will book again.

  • Jill was fantastic! Guthrie had a great time playing with the other dogs and we highly recommend boarding your dog with Jill. We know we will book with her again!

  • I can't say enough nice things about Jill and her family! She treats our Nala like part of her family every time she's there. She knows so much about dogs too. She really gets to know their personality and treats them accordingly. We love Jill and will definitely go back!

  • Joy had a great time! Will go back again!

  • Wonderful, wonderful, wonderful! Those are the only words to describe Jill - and her family! I honestly think Gabby, my sweet old collie, prefers her house to mine. I used to take Gabby everywhere with me, including long trips, but she is no longer able and I was so stressed, worrying about her. Didn't want to put her in one of those kennels. Gabby loves the outdoors and would have been miserable. Jill took away all of that stress. Gabby can spend her days at Jill's lying under a huge old apple tree, enjoying the outdoors. And I know that Jill takes such good care of her. When Gabby comes home there is no trauma, no sign of stress. I could go on and on but suffice it to say Jill is my angel. Period!

  • Maizy really enjoyed herself! She is asleep next to me now. Jill is great to work with. I enjoyed getting pictures during the week. We will use her again.

  • Jill was great. Our difficult dogs were comfortable and felt safe at their stay.

  • Kayla enjoyed her visit even though she is normally a very nervous dog when away from her home. It is obvious Jill is very caring and loves animals, especially dogs.

  • Maizy had a great day today! Thank u.

  • We were so relieved to have the chance to leave our dogs with Jill and her family! We spoil our dogs at home with couch lounging, playing and fresh veggies and fruits, so I was thrilled to see in the pictures Jill sent that our pups were receiving the same treatment. They were happy to see us and they were ready for a good nap! We look forward to our next visit, just knowing they will be so loved, is a huge relief!

  • Jill was a wonderful hostess for Lily. She kept us up to date on how Lily was doing with pictures and it looked like Lily had a great time. Her property is great to let the dogs run around in multiple fenced in yards. I highly recommend Jill for other users to consider as their host!

  • Jill was a wonderful hostess for Lucy, thanks so much!

  • Lady had a very enjoyable & relaxing time. I think she was spoiled.

  • Jill was great with my Australian Shepherd and made him feel right at home. She updated us with a picture and I felt comfortable that he was having a good time as part of the family. She was also very willing to work with our time schedule.

  • Jill has been such a trooper! What was supposed to be a three week stay for our dog (we were moving and our temporary housing didn't allow dogs) turned into a 6 week stay. Jill took Rosie in and treated her as one of her own. She kept me informed at all times and updated with pictures every couple of days. Jill has a real heart for animals and I know that Rosie was in very capable hands during her entire stay.

  • Our elderly Great Dane Emma had a wonderful time with Jill & family. We received regular photos of her lounging on the leather couch and get petted. Normally after a trip we pick up Emma and she's lost weight and has a bad case of PTSD. This time when we picked up Emma was in great spirits and hadn't lost a pound! Which tells us that she was happy as a clam on her horse farm. We would love to take emma back to Jill's :)

  • Jill was fabulous, low key, likable and well informed about dog behavior and habits. She went above and beyond to provide outstanding care for my sometimes challenging dog. I highly recommend her services and will send my dog to her again anytime!

  • Jill is very knowledge about dogs and I feel totally comfortable leaving Guinness with her. I am sure that he had a wonderful time on the farm as he seems totally relaxed and mellow.

  • Jill was very accommodating to my adding an additional day to Guinness' stay at the last minute. She took great care of my dog and I will recommend her to all my friends.

  • Jill takes excellant care of our Nala. She treats her as part of her family. Thank you, Jill!

  • After a one-night stay with Jill, my dogs slept for 14 hours straight! They obviously had a great time with Jill's dogs and her other guests. Jill and her family are very welcoming. Jill truly understands a parent's concerns and is very responsive. She is excellent with dogs!

  • Jill is fantastic and our dog has a lovely time at her home. Lots of fresh air, plenty of playtime, and great supervision. She really loves what she's doing and it reflects in the way the dogs positively respond to her.

  • Jill's home was like a vacation resort for our girls. We received a photo every day of two very happy and adjusted guests. The girls were so comfortable there they almost didn't want to come home.

  • Nala had a great time! She loved having doggie playmates. I was very impressed that everyone in Jills family took part in Nala's care. We are going back very soon.

  • Prancer is on a restrictive diet and daily med routine. It would be the first time we would not be taking him with us on vacation and we were concerned about leaving him with a stranger for such a long period. However, after our meet-n-greet with Jill, our concerns were laid to rest. * Jill routinely gave us updates on Prancer. She also posted photos of Prancer's activities which made my wife and I feel even more comfortable with our decision. * Ron A

  • Jill is the best! Our dog spent 3 weeks with her and her dogs and came home very happy and very tired. Jill kept us posted with pictures and updates the whole time, and cared for our dog like her own. We'll never use a kennel again.

  • I can't thank Jill enough for the care she gave Liberty and Mo while we were on vacation. We are a military family and have moved several times with our dogs. We've always been content to find a safe, clean place for boarding but now I feel we have found a place with everything. Fun, love, safety, socialization, lots of indoor/outdoor space, photos, updates and best of all, a home away from home . . . the days of boarding in the standard chain link dog run are over for Liberty and Mojo!

  • Jill is the absolute best!! She was willing to keep my dogs even when she had others booked because she knew we were going on a mission trip. She took on extra work when she didn't have to. I am so grateful for Jill and her family. My doggies played so much that they are still lying around...........they are "dog tired"..........thanks Jill!!!

  • Our dogs have been enjoying weekly visits at Pawsitively Country Retreat to adjust for an extended stay next month. They enjoy it so much and adjusted so quickly that it became clear early on that this was the place for them. Jill clearly loves, understands and respects animals. She responds quickly to inquiries and asks questions to make sure pets and humans are pleased with the service she provides. I highly recommend Pawsitively Country Retreat.

  • I can't say enough wonderful things about Jill!! Our dog experiences anxiety, so I was worried about leaving him with anyone. This was his first night away from home and Jill really put my fears to rest. She went above and beyond, even researching anxiety in animals and welcomed the challenge. Her family also spent time making Kuba as comfortable as possible. Jill texted and even called me to ensure me that everything was going ok. I am so happy with Jill's loving nature, that we are boarding both of our dogs with her for 10 days and I feel totally comfortable with it! I give her my highest recommendation!!!

  • Jill has a great service! My dog had a great day at her place and I felt comfortable leaving her there. Jill's calm demeanor creates a great canine environment. I plan on returning a lot in the future.

  • Our dogs had a great dogvacay with Jill! Jill is the perfect host! She's super responsive, clearly loves animals and has a great setup for dogs on her farm. She kept us posted on how our dogs were doing throughout their stay. Our energetic puppy enjoyed playing with her dogs and our small dog was equally happy hanging out with Jill. They had just as much fun on their vacation as we did on ours. Highly recommend!

  • I cannot praise Jill enough! My dogs have never had such a fantastic experience while I was away. Jill truly cares, and they seemed very content in her home. I will look no further for someone to care for my dogs in the future. Jill is incredible, loving and trustworthy. Highest praise!

  • Jill is awesome. Rocko had so many friends to play with and Jill has kept me updated everyday with Rocko's activities. She has experience and a warm hospitable environment so you can feel comfortable leaving your loved pet with her and her family.

  • You don't have to wonder if your dog enjoyed himself, he will show it by sleeping all day once you arrive home from his vacation with Jill :)

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