Pet Friendly Lodging In Winter Park

Skip the kennel on your next vacation and bring the entire family along! We have a wide selection of Winter Park pet friendly lodging options that allow you to bring your dogs with you. Our pet friendly rentals include both private homes and dog friendly condos in Winter Park and the Fraser area. Our rules and policies for pet friendly lodging can be found at the bottom of this page. We hope you choose to bring Fido on you next Winter Park vacation, and we look forward to seeing you and your furry friends soon!

Properties Available 16 properties available
Lakota Reserve is a beautifully designed custom home tucked within the exclusive Lakota neighborhood in Winter Park. Boasting sweeping mountain views, luxurious design, and unbeatable location directly across from Winter Park Resort. Large groups love the spacious floor plan that offers six bedrooms and six and a half bathr
Hot HOT 40
Private Hot Tub
Resort Views
Lakota Reserve
Lakota Reserve 2
Lakota Reserve 3
Lakota Reserve 4
Lakota Reserve 5
Prev
Next
Lakota Reserve
Home Pet Friendly
Bedrooms 6 bedroom
Bathrooms 6.5
Guests 18 guests
Rating 4.9 (117)
View Property
Experience a true luxurious mountain retreat at Ranch Creek Lodge. Situated just a short drive from the town of Fraser and close to Winter Park, this beautiful, private mountain home takes you far from the hectic hustle and bustle of modern day life. Offering pure privacy, this home was built to help you & your dog (one allowed) enjoy the
Hot HOT 32
Private Hot Tub
Ranch Creek Lodge
Ranch Creek Lodge 2
Ranch Creek Lodge 3
Ranch Creek Lodge 4
Ranch Creek Lodge 5
Prev
Next
Ranch Creek Lodge
Home Pet Friendly
Bedrooms 6 bedroom
Bathrooms 4.5
Guests 14 guests
Rating 4.9 (70)
View Property
Base Camp 462 is a luxurious townhome nestled amongst the pines that boasts high-end amenities, luxury design & decor and a ski in / ski out location that can't be beat. Head inside the the main level living room and soak into the ample couches that are the perfect place to relax after a fun day on the slopes & trails. Warm up by the fi
Hot HOT 26
Ski In Ski Out
Private Hot Tub
Base Camp 462
Base Camp 462 2
Base Camp 462 3
Base Camp 462 4
Base Camp 462 5
Prev
Next
Base Camp 462
Townhome Pet Friendly
Bedrooms 4 bedroom
Bathrooms 4.5
Guests 12 guests
Rating 4.9 (68)
View Property
Bear Pause is a professionally designed cabin that's set in the privacy of the Winter Park pine trees while just being minutes from downtown and the Resort. Set with a mountain modern feel throughout, this is the perfect landing spot for your next vacation. Plus, this home is pet friendly so bring Fido with you to explore Winter Park with you!S
Hot HOT 28
Private Hot Tub
Bear Pause
Bear Pause 2
Bear Pause 3
Bear Pause 4
Bear Pause 5
Prev
Next
Bear Pause
Home Pet Friendly
Bedrooms 4 bedroom
Bathrooms 3.5
Guests 12 guests
Rating 4.9 (78)
View Property
Love life in Lakota, the perfect Winter Park location for all seasons and activities. Just across from the ski resort and two miles from downtown Winter Park, Lakota Antlers 300 offers fantastic views, fun amenities, lavish decor and is pet-friendly for one dog.Walk into the the main level with the great room taking center
Hot HOT 19
Private Hot Tub
Resort Views
Lakota Antlers 300
Lakota Antlers 300 2
Lakota Antlers 300 3
Lakota Antlers 300 4
Lakota Antlers 300 5
Prev
Next
Lakota Antlers 300
Townhome Pet Friendly
Bedrooms 4 bedroom
Bathrooms 3.5
Guests 12 guests
Rating 4.9 (107)
View Property
Step into rustic paradise at Lakota Dreamcatcher 133; The perfect retreat for your next luxury mountain getaway. Spend the days in the outdoors, enjoying time on the slopes or tucked away in the trails, then spend the evenings nestled away in your home away from home. Wrap up each day of your vacation cozied up in
Hot HOT 15
Private Hot Tub
Resort Views
Lakota Dreamcatcher 133
Lakota Dreamcatcher 133 2
Lakota Dreamcatcher 133 3
Lakota Dreamcatcher 133 4
Lakota Dreamcatcher 133 5
Prev
Next
Lakota Dreamcatcher 133
Townhome Pet Friendly
Bedrooms 4 bedroom
Bathrooms 3.5
Guests 10 guests
Rating 4.9 (123)
View Property
Enhance your Winter Park vacation by staying downtown at Sawmill Station 217. This pet-friendly home has a large central living space and four bedrooms split over three levels and allows for all the family time or the privacy you need. On the main level find a huge sectional that can seat six comfortably and a lar
Hot HOT 18
Private Hot Tub
Downtown
Sawmill Station 217
Sawmill Station 217 2
Sawmill Station 217 3
Sawmill Station 217 4
Sawmill Station 217 5
Prev
Next
Sawmill Station 217
Townhome Pet Friendly
Bedrooms 4 bedroom
Bathrooms 4
Guests 10 guests
Rating 4.9 (82)
View Property
Experience refined mountain living at The Owl’s Nest, a stunning four bedroom lodge perfectly positioned in Winter Park and ready to welcome families or large groups. This stand alone home offers the ultimate group escape across two spacious levels, featuring plush lounge areas, a game room, a gourmet kitchen, expansive multi-level decks, and
Hot HOT 13
Private Hot Tub
The Owl's Nest
The Owl's Nest 2
The Owl's Nest 3
The Owl's Nest 4
The Owl's Nest 5
Prev
Next
The Owl's Nest
Home Pet Friendly
Bedrooms 4 bedroom
Bathrooms 4.5
Guests 13 guests
Rating 5 (20)
View Property
Trailhead Lodges 134 is a modern three bedroom condo perfectly placed in downtown Winter Park, just steps to the Rendezvous Event Center, downtown playground, skate park, and the best of Winter Park's shopping and dining. Walk into the third level condo and immediately take in the big views of the park and walk out onto the large deck that the
Hot HOT 23
Year Round Pool
Clubhouse
Trailhead Lodges 134
Trailhead Lodges 134 2
Trailhead Lodges 134 3
Trailhead Lodges 134 4
Trailhead Lodges 134 5
Prev
Next
Trailhead Lodges 134
Condo Pet Friendly
Bedrooms 4 bedroom
Bathrooms 3
Guests 10 guests
Rating 4.9 (110)
View Property
Willows at Grand Park 210 is a modern, stylish townhome that boasts colorful updated decor, mountain vistas, plentiful outdoor space, and four plush bedrooms all within one of Winter Park's coolest neighborhoods. Plus, this one a pet-friendly home for one dog so make sure to bring Fido on your next trip to Winter Park!From the large entryway to
Hot HOT 14
Private Hot Tub
Willows at Grand Park 210
Willows at Grand Park 210 2
Willows at Grand Park 210 3
Willows at Grand Park 210 4
Willows at Grand Park 210 5
Prev
Next
Willows at Grand Park 210
Townhome Pet Friendly
Bedrooms 4 bedroom
Bathrooms 3.5
Guests 12 guests
Rating 4.9 (52)
View Property
Bear Crossing 1390 is a perfectly placed three bedroom townhome perched above downtown Winter Park and features breathtaking views from multiple vantage points throughout the home. Step into the open living room and check out the stunning vistas from the picture windows or settle in by the fire to watch the snow fall. The open layout allows for gro
Hot HOT 18
Private Hot Tub
Valley Views
Bear Crossing 1390
Bear Crossing 1390 2
Bear Crossing 1390 3
Bear Crossing 1390 4
Bear Crossing 1390 5
Prev
Next
Bear Crossing 1390
Townhome Pet Friendly
Bedrooms 3 bedroom
Bathrooms 3.5
Guests 10 guests
Rating 4.8 (127)
View Property
Bright, modern, and cleverly designed, this downtown condo seems custom made for family vacations. Trailhead Lodges 133 is located in the highly popular Trailhead Lodges community in downtown Winter Park. Enjoy full access to the modern clubhouse with outdoor pool, hot tub, and shared outdoor grill. Plus, you're in close proximity to fun &
Hot HOT 13
Year Round Pool
Clubhouse
Trailhead Lodges 133
Trailhead Lodges 133 2
Trailhead Lodges 133 3
Trailhead Lodges 133 4
Trailhead Lodges 133 5
Prev
Next
Trailhead Lodges 133
Condo Pet Friendly
Bedrooms 3 bedroom
Bathrooms 2
Guests 7 guests
Rating 4.9 (94)
View Property

Tell us what you're looking for and someone will contact you with available options.

I agree

By 'Pet-friendly' we mean dog-friendly and only dogs. We ask that guests be responsible for their pets when in the property and also pick up after your dog in any outdoor grounds areas. Dogs should not be left in the property alone if there is any chance that damage may occur, or if the dog displays excessive barking. There is a required $25 nightly fee for one dog, which will be added to your balance after booking online or included in the total price when booking with a reservationist.

Please be advised that there will be a charge if housekeeping has to spend extra time "de-furring" the property, or has to wash bedspreads, blankets or dust ruffles when cleaning after your departure. Feel free to ask to borrow a vacuum or ask for extra "dog sheets" for your vacation property, which we will be happy to provide.

Copyright © 2026 • Winter Park Lodging Company

All Rights Reserved.