Dog Boarding in Winchester

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Sitter Profile Image: Sarah W.
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Sitter Profile Image: Sarah W.
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1. Sarah W.

Star Sitter
Welcoming all ages and sizes
Richmond, KY, 40475
17.0 mi. away
Boarding
from
$25
per night
4.8 out of 5 stars
88 reviews
38 repeat clients
Profile image

Took very good care of my dogs, one of which has separation anxiety and had only ever been left with family prior. If you need a caring and professional sitter, she will not disappoint. Very highly recommend.

Availability updated 15 days ago
Sitter Profile Image: Shelby B.
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Sitter Profile Image: Shelby B.
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2. Shelby B.

Star Sitter
Unleashing Your Pup’s Potential!
Lexington, KY, 40509
12.6 mi. away
Boarding, Doggy Day Care
from
$38
per night
4.9 out of 5 stars
129 reviews
49 repeat clients
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Shelby was awesome! She was available on a short notice and sent pictures and updates all throughout my dogs stay. Will definitely be using her again!

Availability updated yesterday
Sitter Profile Image: Andrew C.
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Sitter Profile Image: Andrew C.
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3. Andrew C.

Star Sitter
FENCED YARD, HOME EVERY DAY
Nicholasville, KY, 40356
22.2 mi. away
Boarding, Doggy Day Care
from
$35
per night
5.0 out of 5 stars
23 reviews
7 repeat clients
Profile image

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.

Availability updated yesterday
Sitter Profile Image: Erin S.
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Sitter Profile Image: Erin S.
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4. Erin S.

Star Sitter
Fun, dog-loving home!!
Lexington, KY, 40515
16.0 mi. away
Boarding, Doggy Day Care
from
$35
per night
5.0 out of 5 stars
82 reviews
35 repeat clients
Profile image

Erin and her husband were amazing!! They took excellent care of our dog, Nash, while we were traveling. He got numerous walks while staying with them and came home ready to nap (which is always nice when we are also coming back from traveling)! Would highly recommend and Nash absolutely cannot wait to stay with his new friends again!

Availability updated 33 days ago
Sitter Profile Image: Voss L.
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Sitter Profile Image: Voss L.
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5. Voss L.

Star Sitter
Treating animals with value & love.
Lexington, KY, 40514
21.6 mi. away
Boarding, Dog Walking
from
$25
per night
5.0 out of 5 stars
14 reviews
7 repeat clients
Profile image

Voss did a great job with my dog!! She was happy when I picked her up and not stressed at all! You can tell Voss loves animals and takes pride in taking good care of them. Will definitely use Voss again!

Availability updated 17 days ago
Sitter Profile Image: Kath & Jordan R.
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Sitter Profile Image: Kath & Jordan R.
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6. Kath & Jordan R.

Animal lovers w/ large backyard!
Duncan Park, Lexington, KY, 40508
17.0 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
31 reviews
14 repeat clients
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Kath and Jordan were excellent! Max felt right at home with them. They sent pictures daily and the communication was stellar. Highly recommend!

Availability updated 57 days ago
Sitter Profile Image: Amy H.
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Sitter Profile Image: Amy H.
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7. Amy H.

Murray's Home, I Just Live Here!
Mount Vernon-Hollywood-Montclair, Lexington, KY, 40502
17.3 mi. away
Boarding, Doggy Day Care
from
$40
per night
5.0 out of 5 stars
11 reviews
1 repeat client
Profile image

Our Bibi had the best time with Amy and Murray. We received lots of updates and photos. Amy treated Bibi like one of her own and we will definitely re-book with her, the next time we travel. If I could leave SIX STARS, I would.

Availability updated 2 days ago
Sitter Profile Image: Sarah R.
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Sitter Profile Image: Sarah R.
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8. Sarah R.

Fur Baby Fun, One Dog At A Time!
Lexington, KY, 40515
17.5 mi. away
Boarding, Doggy Day Care
from
$40
per night
5.0 out of 5 stars
32 reviews
8 repeat clients
Profile image

sarah was just fabulous with 🐶🥰. she was loving, attentive, followed our guidelines, reported often with photos and personable in addition. we highly recommend her and will certainly request her in the future. thks sarah.

Availability updated yesterday
Sitter Profile Image: Jordan L.
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Sitter Profile Image: Jordan L.
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9. Jordan L.

Fun loving active dog momma
Jamestown, Lexington, KY, 40517
17.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$34
per night
4.9 out of 5 stars
32 reviews
5 repeat clients
Profile image

Jordan is Fiona’s best sitter so far. She is very communicative and sends lots of cute photos and updates, I didn't even have to ask. I enjoyed my trip to Istanbul knowing Fiona was in safe hands. Also loved seeing Fiona around her family and other dogs. ❤️

Availability updated 3 days ago
Sitter Profile Image: Kristin F.
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Sitter Profile Image: Kristin F.
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10. Kristin F.

Star Sitter
Dog Boarding
Georgetown, KY, 40324
25.6 mi. away
Boarding, Doggy Day Care
from
$29
per night
5.0 out of 5 stars
118 reviews
38 repeat clients
Profile image

Thank you Kristin and family. I didn’t worry about Asher and Luna while in your care, and that is a blessing! They must have had fun because they are zonked out!

Availability updated 3 days ago
Sitter Profile Image: Elena S.
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Sitter Profile Image: Elena S.
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11. Elena S.

Star Sitter
Happy Healthy Pets are My Priority.
Richmond, KY, 40475
14.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
Profile image

Elena is amazing. This isn’t the first time she has cared for our babies and they love her. She is great with them and sends pictures all the time to keep us updated while we are away. We will definitely use her again when we travel.

Availability updated today
Sitter Profile Image: Madison A.
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Sitter Profile Image: Madison A.
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12. Madison A.

Reliable animal lover
Winchester, KY, 40391
4.8 mi. away
Boarding, Doggy Day Care
from
$35
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
Profile image

Madison was amazing!!! Ranger is a very energetic pup and he had the best time with her and her dogs. She worked with all my requests and sent tons of pictures. I would give 10 stars if I could!!! I will definitely recommend her.

Availability updated 65 days ago
Sitter Profile Image: Jennifer B.
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Sitter Profile Image: Jennifer B.
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13. Jennifer B.

Rover 101
Your Pet's Home Away From Home
Lexington, KY, 40515
15.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per night
4.9 out of 5 stars
113 reviews
55 repeat clients
Profile image

Jennifer is so thorough, and she and her dog have provided a delightful environment for Lulu to play, rest and enjoy herself! Lulu highly recommends her! (Told me so herself!)

Availability updated 2 days ago
Sitter Profile Image: Micki O.
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Sitter Profile Image: Micki O.
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14. Micki O.

Star Sitter
We have a 80 acre farm-dog heaven
Paris, KY, 40361
16.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5.0 out of 5 stars
30 reviews
16 repeat clients
Profile image

I was a little worried about how Buckeye would do because he does not socialize a lot. He was a little nervous at 1st but quickly got to know the other dogs and had so much fun!! Micki was great and sent me pictures of how he was settling in on the 1st day when I was really worrying about him. She is extremely comfortable around animals and I am so glad to know there's a great place to take Buckeye whenever I need to leave town!

Availability updated 4 months ago
Sitter Profile Image: Sarah G.
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Sitter Profile Image: Sarah G.
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15. Sarah G.

Star Sitter
On maternity leave,
Clay City, KY, 40312
13.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$26
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
Profile image

What a great sitter! They took my dog while we were in Brazil for two weeks. She sent photos and our dog seemed so happy. She even schedule and took her to a groomer since she need it so bad and I didn’t have the time to take her. Lovely experience. Book with her!

Availability updated 11 days ago
Sitter Profile Image: Brian C.
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Sitter Profile Image: Brian C.
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16. Brian C.

Caring reliable animal lover
Southeastern Hills, Lexington, KY, 40515
16.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
Profile image

Communication and understanding and ability to accommodate on the fly was outstanding. Nova came back to me happy and relaxed. Would definitely recommend Brian to anyone and will definitely rebook.

Availability updated 2 days ago
Sitter Profile Image: Cheyenne C.
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Sitter Profile Image: Cheyenne C.
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17. Cheyenne C.

Star Sitter
Your pets home away from home 💕
Richmond, KY, 40475
14.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$45
per night
5.0 out of 5 stars
35 reviews
11 repeat clients
Profile image

Can't rave enough about this Rover. Pups are always so well taken care of! Truly their home away from home with the added benefit of furry buddies to play with. Cheyenne is super flexible willing to work with your needs, communicates promptly, and handles all aspects of the pups. Highly recommend.

Availability updated 22 days ago
Sitter Profile Image: Amber W.
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Sitter Profile Image: Amber W.
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18. Amber W.

I’ve worked in the animal industry.
Blueberry Hill-Brigadoon-Stoneybrook-Baralto, Lexington, KY, 40517
18.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$34
per night
5.0 out of 5 stars
46 reviews
15 repeat clients
Profile image

Amber was a great sitter for our dog Lola, and we would definitely choose her again! Throughout our week-long vacation, we enjoyed getting pictures and updates of Lola having fun with Amber's other dogs. Loved that they have a fenced yard and are home a lot. Also, when our plane was canceled and we had to extend our booking by a whole day, Amber was super sweet and accommodating. Definitely recommend her to watch your pup!

Availability updated 16 days ago
Sitter Profile Image: Jennifer G.
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Sitter Profile Image: Jennifer G.
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19. Jennifer G.

Star Sitter
#1 Dog Lover!
Mount Vernon-Hollywood-Montclair, Lexington, KY, 40502
17.3 mi. away
Boarding, Doggy Day Care
from
$40
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
Profile image

Jennifer was very nice and kept me updated on Tito the whole time I was away. Very nice home and Tito was wore out the day I picked him up! Can’t wait for Tito to visit her again!

Availability updated 47 days ago
Sitter Profile Image: Ebony H.
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Sitter Profile Image: Ebony H.
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20. Ebony H.

Your New Bonus Fur Mom 🥰
Winchester, KY, 40391
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
38 reviews
3 repeat clients
Profile image

Our girl Amelia had a great time with Ebony are her furbaby! We got pics and updates on how was doing as it was her first time staying with anyone!

Availability updated 54 days ago

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