***This giveaway is now closed – see who won below!***
And the lucky winner chosen at random who will receive a cheerful custom pet portrait is Kirstin, who asked for a portrait of Lola, her adorable Boston Terrier/English Bulldog mix. Congratulations to Kirstin and Lola! UPDATE: Kirstin sent us a photo of Lola—she’s an absolute heartbreaker.

We recently celebrated a six-year-old pup around here, and to mark the occasion we teamed up with our friend and fellow Virginian Lesli Devito to host a special pet portrait giveaway. Lesli has a talent for transforming a snapshot of your pet into a bright, lively custom painting that brings personality and color to any room. If you’ve been wanting a custom pet painting or a one-of-a-kind pet portrait to hang on your wall, this giveaway was a perfect chance to win a 20″ x 20″ handmade pet portrait valued at $500.
- PRIZE: One custom pet painting from Leslie Devito Paintings up to 20″ x 20″ in size (estimated $500 value)
- HOW TO ENTER: Comment on this post using the exact phrase “PAINT MY PET!” and tell us a little about the pet you’d like painted.
- BONUS QUESTION: In your comment, include what pet you’d want painted and one thing that makes your pet especially lovable, quirky, loyal, or fun to have around—small personal details help the artist capture your pet’s character.
- DEADLINE: Giveaway closes Wednesday, October 3rd at 8:00 PM EST or when entries reach 10,000, whichever happens first.
- WINNERS: One winner will be selected.
- SHIPPING: Prize ships to the United States and Canada.
- DISCOUNT: All readers receive 15% off any Lesli Devito Paintings order when you mention YHL with your order (valid through October 15th).
- STANDARD TERMS: One entry per email address. The winner will be selected at random using random.org and announced as an update to this post on Thursday—be sure to check back here for the announcement.
To make your entry stand out, try to include a clear, high-resolution photo of your pet and a brief description of the personality traits or small quirks you’d like the artist to highlight. Whether your companion is a playful pup, a dignified senior dog, a mischievous cat, or another beloved animal, a good photo and a few personal notes help create a pet portrait that truly captures their spirit.
This custom pet painting giveaway is ideal for anyone who wants a lasting, colorful piece of pet art—perfect for living rooms, hallways, offices, or a special spot where you display meaningful family photos. A 20″ x 20″ painting makes a bold statement and can be a focal point on a gallery wall or above a mantel.
Please note: we are not paid or otherwise compensated for hosting this giveaway. We run occasional giveaways simply to thank our readers for their support. For details about how we handle giveaways and selections, see our Giveaway FAQ page. Photos courtesy of Lesli Devito.
Good luck to everyone who entered. If you didn’t win this time, remember that you can still order a custom pet portrait directly from Lesli for a unique piece of pet art—don’t forget the limited-time 15% discount by mentioning YHL if you place an order before October 15th. And if you’re looking for more tips on photographing your pet for a portrait, consider using bright, even lighting, getting down to your pet’s eye level, and capturing a moment that shows the expression or behavior you love most about them.