Dog Boarding Holiday Hills

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Over 981
pet parents in Holiday Hills have booked dog boarding

Holiday Hills, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Andrew C.
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Andrew C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
58 reviews
16 repeat clients
40 years of experience
Nicholasville, KY, 40356

Andy did a great job helping Nate feel at home. Nate got snacks he likes and outside breaks that were on his schedule. Andy sent a lot of updates with pictures. Besides the cute pictures, Andy sent me a picture that showed Nate feeling relaxed. Frankly, I was glad Nate still wanted to come home! Andy understands dogs, has an appreciation for the variety of normal dog behavior, and really does love dogs. His daughter also really loves dogs. Although I found Andy through Rover, a mutual friend confirmed that he’s a dog lover and would trust him with her dogs. Knowing that we had mutual friends was literally an answer to prayer. I would definitely trust this family with Nate again.

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Katie P.
Sitter Profile Image: Valerie T.
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Valerie T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
26 reviews
10 repeat clients
10 years of experience
Lexington, KY, 40511

Valerie and Brian have a peaceful and clean home. They were kind and communicative. I appreciated the pics of our dog during his stay. He gets nervous around other dogs and did very well with their sweet dog Ollie! Wonderful sitters! Highly recommend!

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Stella L.
Sitter Profile Image: Martha W.
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Martha W.
Star Sitter
from
$44
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
7 years of experience
Holiday Hills, Lexington, KY, 40504

10/10!! I can’t say enough great things about Martha! She is a very attentive, loving, and experienced sitter. She cared for my dog, Journey, as if she were she own. I loved that she’s also a dog mom, has a fenced backyard, and sends LOTS of updates and pictures. Can’t wait to book with her again in the very near future!!!!

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Edomoni Y.
Sitter Profile Image: Ana M.
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Ana M.
from
$25
per night
5.0 out of 5 stars
9 reviews
9 years of experience
Lexington, KY, 40511

Ana was great with my Maltese/shih Tzu. This is the first time she’s stayed with anyone more than two days, so we (me & dog) were both a little nervous for this weeklong stay. But Ana sent me a picture and video so I was able to relax and enjoy my time away. I’ll definitely use her again. Very pleased!

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Maxine L.
Sitter Profile Image: Kelsey E.
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Kelsey E.
Star Sitter
from
$34
per night
4.9 out of 5 stars
63 reviews
21 repeat clients
20 years of experience
Southland-Deerfield-Open Gates, Lexington, KY, 40503

Once again Kelsey was amazing! She takes the best care of our girl! She took her to the pet store and bought her a new stuffed animal and a treat. Kelsey is very responsive and sends updates.

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J C.
Sitter Profile Image: Kimberly G.
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Kimberly G.
from
$35
per night
5.0 out of 5 stars
5 reviews
1 repeat client
46 years of experience
Holiday Hills, Lexington, KY, 40504

About: I have had dogs for 46 years. I currently have three spayed female cocker spaniels that are 1.5, 3, and 3-years-old. They are very used to other dogs as we go to the dog park everyday. I lost my 12-year-old cocker spaniel to CHF. I know how important it is for medication to be given at exactly the right times at precisely the right amounts. I pay attention to detail, and make sure your dog is always safe. We go to the dog park everyday and can take any dog who is used to that environment and does well with others. I work from home with a flexible schedule. I am an early riser, and I will always be there when I say I will. Your dog will always be a priority. Beginning August 1st 2026 I'm available every day of the week. So long as the dogs are friendly and potty trained and are not destructive, they have full run of the house. Please no heavy shedders.

Sitter Profile Image: Maria A.
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Maria A.
from
$28
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Lexington, KY, 40511

My dog really enjoyed his time and was well taken care of when I had to book a Rover on short notice. Received many photos and Maria was very good about reaching out in a timely manner with any questions or concerns!

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Gage Y.
Sitter Profile Image: Ann S.
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Ann S.
from
$35
per night
4.8 out of 5 stars
27 reviews
7 repeat clients
25 years of experience
Lexington, KY, 40515

Ann, was awesome. She was able to accommodate my last minute request. She also met me and picked up Charly. She sent some regular updates and even took some great pictures of Charly.

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Enrique S.
Sitter Profile Image: Aubreyanna R.
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Aubreyanna R.
from
$30
per night
4.6 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
lexington, KY, 40511

She is now my first choice when choosing a sitter. My dog is friendly, but she really took to Aubreyanna right away. Every time I checked in she was immediately available and I didn't have to worry. Top notch service!

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Sheila D.
Sitter Profile Image: Laura P.
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Laura P.
Star Sitter
from
$44
per night
5.0 out of 5 stars
47 reviews
11 repeat clients
10 years of experience
Virginia Ave, Lexington, KY, 40511

Laura and her dog Koda did a great job with the energetic and playful Mr. Darcy. I got consistent and detailed updates and pictures. I think he may even have improved his leash training after his week with Laura, I may need some tips! Would definitely book again

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Abby H.
Sitter Profile Image: Winnie W.
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Winnie W.
from
$38
per night
5.0 out of 5 stars
2 reviews
14 years of experience
Southland-Deerfield-Open Gates, Lexington, KY, 40503

Winnie was great watching my dog while I was out of town. He came home happy and relaxed. She sent pictures and was very communicative and flexible with pick up and drop off. The whole process was really easy and stress-free. Thank you so much.

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Linda K.
Sitter Profile Image: Erin S.
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Erin S.
from
$35
per night
5.0 out of 5 stars
94 reviews
40 repeat clients
20 years of experience
Lexington, KY, 40515

Erin as very accommodating. Responded promptly to all messages. Sent pictures and took very good care of our little puppy. I was very thankful to have her watch our fur baby and when we go out of town again she will be our first choice!!

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Adele M.
Sitter Profile Image: Rylee W.
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Rylee W.
Star Sitter
from
$25
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
9 years of experience
Lexington, KY, 40514

Rylee took amazing care of my baby while I had to work.

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Shameka L.
Sitter Profile Image: Nathan B.
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Nathan B.
from
$35
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
40 years of experience
Indian Hills-Stonewall Estates-Monticello, Lexington, KY, 40503

Accommodated me on short notice. Nathan has strong attentiveness. Inquired about my preferences and if I had specific requests like wanting photos / my pups schedule in order to provide optimal care to him during their time together.

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Porscha H.
Sitter Profile Image: John K.
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John K.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Central Downtown, Lexington, KY, 40507

John was an amazing sitter who kept us updated multiple times a day with pictures and updates, even when we couldn’t be as responsive. He offered Teddy healthy treats on the regular and treated him like his own. Five stars! We will definitely be reaching out to him again for future sitting needs.

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Adam K.
Sitter Profile Image: Alex & Martha M.
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Alex & Martha M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
3 years of experience
Lexington, KY, 40511

Alex and Martha are great! Communication is excellent. They spent a lot of time with our dog and she had a blast playing with their dog. We were worried about leaving her with a sitter for the first time but we had absolutely no issues at all. Will definitely use them again for our next trip!

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Kelci H.
Sitter Profile Image: Morgan E.
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Morgan E.
from
$32
per night
5.0 out of 5 stars
15 reviews
1 repeat client
9 years of experience
Cardinal Hill-Pine Meadow, Lexington, KY, 40504

Morgan is so sweet! She took excellent care of my baby and sent lots of pics and updates. Highly recommend!!

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Jessica F.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$25
per night
4.9 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Kenawood-Rockwood, Lexington, KY, 40505

Went well, my pup seems happy and well taken care of. A little hard to communicate, but they were flexible with my pickup and drop off times. They took him to the dog park and on multiple walks.

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Annalise D.
Sitter Profile Image: Haley W.
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Haley W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
48 reviews
14 repeat clients
23 years of experience
Blueberry Hill-Brigadoon-Stoneybrook-Baralto, Lexington, KY, 40517

Haley made me feel so safe leaving my dog with a stranger. I was updated with pictures and activity through the day and it made it so relieving.

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Bailey V.
Sitter Profile Image: Kath & Jordan R.
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Kath & Jordan R.
from
$40
per night
5.0 out of 5 stars
52 reviews
21 repeat clients
20 years of experience
Duncan Park, Lexington, KY, 40508

Kath and Jordan took wonderful care of our pup. They were so kind and communicative throughout his stay. Luigi is a very high energy little guy and they welcomed him with open arms! We would 100% not hesitate to rebook.

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Lauren H.
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The median cost per night for dog boarding in Holiday Hills is $38

Dog parents share their Rover experiences - Holiday Hills

1 / 1
5.0 out of 5 stars

Brooke was absolutely wonderful. I don’t have enough nice things to say about her and the care she provided for our dogs. Wouldn’t highly recommend!

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Perry D.
Boarding
5.0 out of 5 stars

Booker and Milo had a wonderful time staying with Kelsey. She gave updates daily letting us know that they were doing great!

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Tyler S.
Boarding
5.0 out of 5 stars

Ana was great with our 14 year old dog! She took such good care of him. She watched him for 2 weeks and he was so happy being with her. Definitely recommend!

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Holly G.
Boarding
5.0 out of 5 stars

Emily was an awesome pet sitter and took the best care of our dog. Her communication is great and she sent lots of photos and videos to keep us updated. An added bonus is that she has 2 sweet dogs that kept our dog great company! We will definitely use her again :)

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Stephen S.
Boarding
5.0 out of 5 stars

Lauren took great care of our dog! We appreciated the updates and photos. Lauren has a kind and gentle manner. Her dog is the same and our nervous pup seemed comfortable in her home. It was a great experience! Highly recommend!

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Stella L.
Boarding
5.0 out of 5 stars

Maria did a great job taking care of Onyxx and keeping me updated. Shes very responsible and kind. 100% recommend

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Jaqualeen W.
Boarding
5.0 out of 5 stars

10/10!! I can’t say enough great things about Martha! She is a very attentive, loving, and experienced sitter. She cared for my dog, Journey, as if she were she own. I loved that she’s also a dog mom, has a fenced backyard, and sends LOTS of updates and pictures. Can’t wait to book with her again in the very near future!!!!

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Edomoni Y.
Boarding
5.0 out of 5 stars

Morgan is so sweet! She took excellent care of my baby and sent lots of pics and updates. Highly recommend!!

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Jessica F.
Boarding
5.0 out of 5 stars

Wonderful sitter! Checked in often, sent pictures, and followed care instructions perfectly! Highly recommended!!! Our meemaw doxie was in great hands!!

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Lacey R.
Boarding
5.0 out of 5 stars

Excellent!! These are the NICEST people to take care of my dog!!! I will always check with them first! Polite, considerate, accommodating, reliable and professional.

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Rebecca K.
Boarding
5.0 out of 5 stars

. Crystal was wonderful! She kept me updated on how Ms. Sophie was doing and sent plenty of pictures, which gave me so much peace of mind. Sophie even made a new friend while she was there! Crystal was also very accommodating when it came to arranging a convenient time and place for drop-off and pick-up. I especially appreciated that she prioritized safety by suggesting we meet in a public place. If Crystal doesn't retire from pup sitting, I would absolutely book with her again. I highly recommend her! 🐾💕

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Heather
Boarding
5.0 out of 5 stars

Aubrey: we are so grateful for your help with Finn. What a wonderful twist of fate that brought us all together. We would recommend you HIGHLY to anymore. Have a wonderful summer.

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Courtney G.
Boarding
5.0 out of 5 stars

Nicole took wonderful care of our Millie! She sent pictures and updates every day. It's much nicer to travel when you know your furbaby is well-cared for!

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Joni B.
Boarding
5.0 out of 5 stars

Emily u definitely deserve all the stars.. This was coco’s first official dog sitter besides family, and the first couple of hours were a little rough separation anxiety. But what eased my mind was that Emily got coco calm and relaxed. She was gentle and has the patience of Job… Emily communicates with you and also send pictures to make it worth while. Even with the short notice she was Dope. If u have these needs for your babies.. She is the one Looking forward to booking you again Thank again babes

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Donica S.
Boarding
5.0 out of 5 stars

Mingo had a great stay! She took wonderful care of him, and it was clear he was happy and well looked after the entire time. Even though we didn’t have phone service and couldn’t communicate during the stay, everything went smoothly and we felt confident he was in good hands. We really appreciated the care and attention she gave him. We would absolutely book with her again and highly recommend her!

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Laura H.
Boarding
5.0 out of 5 stars

I cannot say enough great things about Delaney keeping our two dogs! From the beginning she met with us and let our dogs meet hers to make sure they were going to get along! Every day she sent me multiple pictures of the girls and kept me updated with all the fun they were having! At the last minute she let me add an extra night to their stay! I will definitely be using her again!!! Our dogs are our entire world and she made me feel so comfortable and at ease with her keeping our dogs- she loved them just like we do!! Thank you again Delaney for being so amazing!!

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London B.
Boarding
5.0 out of 5 stars

Nicole was an excellent choice for us! Barkley was well loved and cared for while we were away! Nicole sent us daily pics and updates! It was a comfort knowing Barkley was left in such great care!

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Norma D.
Boarding
5.0 out of 5 stars

Our pups favorite place to stay when not at home - I’ve lost count at how often we’ve used Sheena at this point!

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Alisha W.
Boarding
5.0 out of 5 stars

Our dog Boo loves staying with Amber! He comes home tired and happy from running around the farm all day.

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Shannon G.
Boarding
5.0 out of 5 stars

Brittany is the literal best. We have a senior dog who requires some delicate attention as well as a heeler who is just chaos. We’ve taken several international trips and every time Brittany not only takes great care of our pups, but also keeps us updated so we can relax and enjoy our trip. 20/10 stars!!

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Erin & Anthony C.
Boarding
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Sitters in Holiday Hills average 11
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