Pet-Friendly Rentals in Winter Park, CO: Compare 10+ Sites & Save

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402 Best Pet-Friendly Rentals in Winter Park (Starting from $189)

Bullseye Retreat
Bullseye Retreat
House
Winter Park, CO, USA
0.1k from Winter Park center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$758
Average price / night
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VIP Concert Hot Tub - Walkable 5BR - Kids Ski Gear Free
VIP Concert Hot Tub - Walkable 5BR - Kids Ski Gear Free
House
Winter Park, CO, 80482, United States
0.1k from Winter Park center

Dryer, Fireplace, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

5 Bedrooms12 Guests
10.0

Exceptional

61 reviews

$933
Average price / night
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Riverside Reserve
Riverside Reserve
House
Winter Park, CO, USA
0.1k from Winter Park center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$345
Average price / night
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Pet friendly 2 bedroom, walk to Main Street, forest view
Pet friendly 2 bedroom, walk to Main Street, forest view
Condo
Winter Park, CO, 80482, United States
0.1k from Winter Park center

Arcade, Balcony, Barbecue, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms6 Guests
9.8

Exceptional

25 reviews

$447
Average price / night
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Trailhead Lodges 821
Trailhead Lodges 821
House
Winter Park, CO, USA
0.1k from Winter Park center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom4 Guests
8.8

Fabulous

4 reviews

$336
Average price / night
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Downtown WP Event Center Loft 92 I Rooftop Hot Tub I Great Views I Discounted Attractions
Downtown WP Event Center Loft 92 I Rooftop Hot Tub I Great Views I Discounted Attractions
House
Winter Park, CO, 80482, United States
0.1k from Winter Park center

Arcade, Balcony, Barbecue, Business Services, Crib, Dryer, Fireplace, Free Parking, Heater

4 Bedrooms8 Guests
9.4

Superb

23 reviews

$935
Average price / night
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Trailhead Lodge 621 condo
Trailhead Lodge 621 condo
Apartment
CO, USA
0.2k from Winter Park center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Hot tubs, Places to stay, Ski resorts

2 Bedrooms8 Guests
New to Booking
$236
Average price / night
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Downtown WP Event Center Loft 96 I Rooftop Spa I Great Views I Discounted Attractions
Downtown WP Event Center Loft 96 I Rooftop Spa I Great Views I Discounted Attractions
House
Winter Park, CO, 80482, United States
0.1k from Winter Park center

Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms14 Guests
10.0

Exceptional

14 reviews

$962
Average price / night
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Arrow at Winter Park Unit 274
Arrow at Winter Park Unit 274
House
Winter Park, CO, USA
0.2k from Winter Park center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms20 Guests
New to Booking
$441
Average price / night
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Cozy condo by Hideaway Park w/ hot tub
Cozy condo by Hideaway Park w/ hot tub
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park center

Arcade, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking

2 Bedrooms8 Guests
9.6

Exceptional

7 reviews

$460
Average price / night
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Arrow at Winter Park Unit 286
Arrow at Winter Park Unit 286
House
Winter Park, CO, USA
0.2k from Winter Park center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom9 Guests
9.0

Fabulous

1 reviews

$441
Average price / night
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Spacious 3BR, Perfect Downtown location w/ Pool, Hot tub, & Shuttle Access
Spacious 3BR, Perfect Downtown location w/ Pool, Hot tub, & Shuttle Access
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park center

Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
10.0

Exceptional

15 reviews

$357
Average price / night
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Arrow Townhome 276 by Stay WinterPark
Arrow Townhome 276 by Stay WinterPark
Villa
Winter Park, CO, USA
0.2k from Winter Park center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

6 Bedrooms20 Guests
New to Booking
$497
Average price / night
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Downtown WP Townhome 124 I Private Hot Tub I Great Views I Bunk Room I Discounted Attractions
Downtown WP Townhome 124 I Private Hot Tub I Great Views I Bunk Room I Discounted Attractions
House
Winter Park, CO, 80482, United States
0.2k from Winter Park center

Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms10 Guests
7.6

Good

4 reviews

$439
Average price / night
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Trailhead Lodges Building 101 Unit 131
Trailhead Lodges Building 101 Unit 131
House
Winter Park, CO, USA
0.2k from Winter Park center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms9 Guests
8.0

Good

1 reviews

$470
Average price / night
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NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground
NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground
Condo
winter park, CO, 80482, United States
0.2k from Winter Park center

Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms9 Guests
9.6

Exceptional

10 reviews

$422
Average price / night
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Basecamp Luxe
Basecamp Luxe
House
Winter Park, CO, USA
0.3k from Winter Park center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Ski resorts

4 Bedrooms10 Guests
New to Booking
$592
Average price / night
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The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
Apartment
Winter Park, CO, 80482, United States
0.2k from Winter Park center

Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
10.0

Exceptional

229 reviews

$189
Average price / night
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Trailhead Lodges Building 401 Unit 422
Trailhead Lodges Building 401 Unit 422
House
Winter Park, CO, USA
0.3k from Winter Park center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Hot tubs

2 Bedrooms6 Guests
9.7

Exceptional

3 reviews

$320
Average price / night
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Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground
Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park center

Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms7 Guests
9.8

Exceptional

46 reviews

$418
Average price / night
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Pet Friendly | Trailhead Lodges 134 | Pool, Hot Tub & Fitness Center | Sleeps 10
Pet Friendly | Trailhead Lodges 134 | Pool, Hot Tub & Fitness Center | Sleeps 10
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park center

Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

66 reviews

$546
Average price / night
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✔ Check! PET-FRIENDLY | Walk To Downtown | Close To Skiing | Trailhead Lodges 811
✔ Check! PET-FRIENDLY | Walk To Downtown | Close To Skiing | Trailhead Lodges 811
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park center

Arcade, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking

1 Bedroom4 Guests
9.8

Exceptional

48 reviews

$213
Average price / night
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☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More
☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More
Condo
Winter Park, CO, 80842, United States
0.2k from Winter Park center

Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms8 Guests
10.0

Exceptional

42 reviews

$341
Average price / night
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Fantastic Condo in the center of Downtown Winter Park!
Fantastic Condo in the center of Downtown Winter Park!
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park center

Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$698
Average price / night
Check Availability
Trailhead 212 Downtown walk to bars, restaurants
Trailhead 212 Downtown walk to bars, restaurants
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park center

Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

1 Bedroom4 Guests
9.4

Superb

31 reviews

$196
Average price / night
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Trailhead 812 Pet Friendly Downtown Winter Park
Trailhead 812 Pet Friendly Downtown Winter Park
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park center

Arcade, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms7 Guests
9.4

Superb

43 reviews

$278
Average price / night
Check Availability
Downtown WP Penthouse 282 I Private Rooftop Hot Tub I Great Views I Discounted Attractions
Downtown WP Penthouse 282 I Private Rooftop Hot Tub I Great Views I Discounted Attractions
House
Winter Park, CO, 80482, United States
0.2k from Winter Park center

Arcade, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

4 Bedrooms10 Guests
9.8

Exceptional

65 reviews

$764
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Pet-Friendly Rentals in Winter Park.

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Winter Park Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 402 verified pet-friendly rentals in Winter Park. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in Winter Park vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $189 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Winter Park may have weight or breed restrictions, while others are more flexible. It’s recommended to review the property’s house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in Winter Park include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in Winter Park may include amenities such as Pet Friendly, Fireplace/Heating, and Laundry. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.