What are the top rated Pet Friendly Vacation Rentals in Winter Park?

There are a lot of options in Winter Park. If you plan on staying in the Winter Park area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Winter Park: <a href="/property/the-trailhead-beautifully-furnished-modern-condo-in-downtown-winter-park/HA-321860748" class="class="static-page-link"">The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park</a> <a href="/property/newly-updated-topflr-views-of-foothills-river-private-balcony-hideaway-park/HA-3211989957" class="class="static-page-link"">Newly Updated TopFlr Views Of FootHills River Private Balcony Hideaway Park</a> <a href="/property/enjoy-a-front-row-seat-to-all-winter-park-downtown-activities/HA-1214585147" class="class="static-page-link"">Enjoy a front row seat to all Winter Park downtown activities!</a> <a href="/property/updated-winter-park-condo-w-indoor-heated-pool/HA-1219879645" class="class="static-page-link"">Updated Winter Park Condo w/Indoor Heated Pool!</a> <a href="/property/the-slopeside-building-on-the-mountian-ski-down-110-ft-to-the-gondola/HA-121234948" class="class="static-page-link"">THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!</a> <a href="/property/5th-floor-with-beautiful-views-full-kitchen-elegant-new-italian-sleeper-sofa/HA-321272814" class="class="static-page-link"">5th-Floor With Beautiful Views Full Kitchen Elegant New Italian Sleeper Sofa</a> <a href="/property/luxury-condo-414-i-pool-i-club-house-i-hot-tub-i-best-price-i-discounted-attractions/HA-1219883855" class="class="static-page-link"">Luxury Condo 414 I Pool I Club House I Hot Tub I Best Price I Discounted Attractions</a> <a href="/property/beautiful-two-bedroom-condo-in-winter-park-pool-hot-tub-free-transportation/HA-3211304932" class="class="static-page-link"">Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation.</a> <a href="/property/wp-base-zephyr-mtn-ldge-1br-ski-in-out-smart-tvs-solo-wifi-new-bath/HA-3211473926" class="class="static-page-link"">WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH</a> <a href="/property/zephyr-mtn-lodge-slopeside-true-ski-in-ski-out-at-wp-base-many-upgrades/HA-321872914" class="class="static-page-link"">Zephyr Mtn Lodge Slopeside - True ski-in/ski-out at WP base - many UPGRADES</a>

How many pet-friendly vacation rentals are available in Winter Park on Bettertrips?

There are more than 5 pet-friendly rentals available on Bettertrips. Check prices and availability in Winter Park and last updated on January 2026. Check an individual property if they have restrictions on the size or numbers of pets.

Which is the best dog-friendly place to stay in Winter Park?

There are many dog-friendly vacation homes available in Winter Park. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Winter Park: Timber Fox modern 1-bedroom condo in downtown Winter Park with WiFi, AC, hot tub Downtown Winter Park Gem – 3BR/3.5BA Townhome w/Private Heated Garage, Sleeps 8 Penthouse Studio Ski In-Out- Easy Access nResort amenities Pool Hot Tubs Gym Iron Horse Winter Wonderland Ski in/out studio Ski-In and Out Zephyr Mtn Lodge Condo with Hot Tub Access Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub! Convenient Winter Park, Colorado, Vacation Rental! Hi Country Haus - 1018 Condo

Do you have any luxury vacation homes that allow pets in or near Winter Park?

Most definitely! There are many luxury places to stay in Winter Park. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Winter Park. Though note, more expensive is not always better.