
Vacation rentals with a kayak in Winter Park
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Top-rated kayak rentals in Winter Park
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Modern/Rustic 2-bedroom Townhouse + Bonus Loft
Newly renovated modern/rustic three-story A-Frame townhome on the free shuttle route. Small and cozy, this 2 bedroom (+ loft) space can comfortably accommodate 5, but it should be noted that there's only 1 full bathroom! The location is perfect: it's quiet and serene while only being minutes from downtown Winter Park and two miles from the WP Resort. Vasquez Road is .4 miles from the front door to access everything the National Forest has to offer (hiking, snowshoe excursions, mountain biking)

Riverfront Cabin : Fire Pit, Priv. River & Hot Tub
Experience Rocky Mountain tranquility in a 4-bed, 4-bath historic fishing lodge minutes from downtown Granby. The property has a large, fully fenced yard that backs up to over 100ft of majestic Fraser River frontage. Featuring mountain views and a wraparound deck accessible from all 4 bedrooms, this classic cabin is family-friendly with Edgewater community amenities including playground, river sand beaches, walking paths, paddle boats, multiple stocked fishing ponds, swimming pool, and hot tub.

3BD 2.5BA Dog Friendly Ski Golf RMNP Lake Granby
Our 2-story, 3bd, 2.5 ba, 1440 sqft townhouse is located in Granby, Colorado at the Grand Elk Golf Course. Featuring a private deck with mountain and open space views, quartz countertops, stainless steel appliances, w/d, detached garage, fireplace, and sleeper sofa. 2-min drive to the Golf Course. 25-min to Winter Park, Grand Lake, Rocky Mountain National Park, 5-min to Ski Granby and 15-min to Hot Sulphur Hot Springs. Sleeps 8. Dog and kid-friendly. Walking distance to two Lift Bus stops.

Winter Park Area Cabin, Hot Tub & Mountain Views!
A relaxing mountain retreat awaits your group at this 3-bed, 2.5-bath Fraser cabin in the exclusive Rendezvous neighborhood! Only 5 miles from Winter Park, you'll have easy access to ski slopes through the complimentary shuttle. Follow days on the mountain with a glass of wine in the private hot tub or look for wildlife from your covered deck. Whether you're planning a hike, spending time with family, or relaxing by the fireplace, this is the ideal vacation rental for your Colorado escape!

Pet Friendly 2 Bedroom Bearclaw Cabin
Sun Outdoors Rocky Mountains is the place your mountain adventures begin! This is a two-bedroom mountain cabin featuring a full kitchen and small dining area, a queen-size bed in the main bedroom, and a twin bunk over a full-size bed in the second room, and a full-size sofa sleeper in the living area. The cabin can accommodate up to six guests, is pet friendly, and non-smoking. Linens are provided. Cable, Wi-Fi, heat/AC, BBQ grill, porch, picnic table, and fire pit are all included.

Achonee Cabin
Relax in this peaceful cabin and enjoy the tranquility, scenery, and wildlife at Arapaho Valley Ranch. The Achonee Cabin was named after Mt. Achonee in the Indian Peaks Wilderness. The cabin has a beautiful private deck and gazebo overlooking Little Indian Lake. You can almost fish from the deck; it’s so close to the pond. The views from the cabin are some of the best at AVR. Perfect for romantic getaways or a family of four.

Hot Tub | Mountain Views | Steps to Trails
Experience mountain luxury at BEAR HAUS, a stunning 3-bedroom, 3.5-bathroom townhouse located in the coveted Bear Crossing community. With breathtaking mountain views, a cozy fireplace, a private hot tub, and all the modern amenities, this mountainside retreat is just minutes from downtown Winter Park and the slopes of Winter Park Resort.

The Ultimate Escape: Hot Tub, Fire Pit, and Views
Winter Park Short Term Rental Registration NO. 007550 Snowblaze offers amenities such as a shared hot tub, pool, and exercise equipment. In the summer, enjoy the fire pit and corn hole games.

Ski In Out Lux Condo 3425 I Discounted Attractions
Fraser Crossing Ski In/Out Luxury Condo 3425

Ski In Out Condo 2507 I Discounted Attractions
Zephyr Ski In/Out Luxury Condo 2507

Slopeside Condo 97 A I Discounted Attractions
Slopeside Village Luxury Chalet 97A

Resort Villa 607 I Hot Tub I Discounted Attraction
Lakota Trailside Luxury Villa 607
Popular amenities for Winter Park kayak rentals
House rentals with a kayak

Resort Villa 301 I Hot Tub I Discounted Attraction

River Villa 236 I Hot Tub I Discounted Attractions

Luxury Villa 114 I HotTub I Discounted Attractions

Silver Lining Lodge I Discounted Attraction

Luxury Condo 1209 I HotTub I Discounted Attraction

New Luxury Villa 1219 I Discounted Attractions

Luxury Condo 2203 I HotTub I Discounted Attraction

Luxury Chalet 75 I HotTub I Discounted Attractions
Cabin rentals with a kayak

Sagebrush Chalet (Hot tub + Mountain + Lake Views)

Scenic Mountain Retreat in Idaho Springs

SkyLodge: A Unique Lake House

Quiet Little Lake Cabin in Lyons Colorado!

Mountain Cabin! Lake, Kayak, Hot Tub, Sauna, Hike!

Mountain Cabin with Tree House Feel + Hot Tub

“Lakefront Lodge” Stunning views of Lake Granby

Modern Log Cabin
Other vacation rentals with a kayak

Slopeside Chalet 113 D I Discounted Attractions

Luxury Loft 307 I Hot Tub I Discounted Attractions

Pole Creek Home 2940 I Discounted Attractions

Ski In Out Lux Condo 4657 I Discounted Attractions

Slopeside Villa 136 I Discounted Attractions

Luxury Loft 219 I Hot Tub I Discounted Attractions

New Rooftop Villa 85 I Discounted Attractions

Rooftop River Villa 110 I Discounted Attractions
Quick stats about vacation rentals with a kayak in Winter Park

Total vacation rentals
Explore 170 vacation rentals in Winter Park

Nightly prices starting at
Winter Park vacation rentals start at ﺩ.ﺇ404 per night before taxes and fees

Verified guest reviews
Over 2,810 verified reviews to help you choose

Family-friendly vacation rentals
170 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
170 of Winter Park vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winter Park rentals

4.8 Average rating
Winter Park stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a hot tub Winter Park
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- Rentals with a kayak Grand County
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- Rentals with a kayak United States
- Breckenridge Ski Resort
- Rocky Mountain National Park
- Beaver Creek Resort
- Coors Field
- Vail Ski Resort
- Red Rocks Park and Amphitheatre
- Winter Park Resort
- Keystone Resort
- Granby Ranch
- Arapahoe Basin Ski Area
- Fillmore Auditorium
- Denver Zoo
- Elitch Gardens
- City Park
- Pearl Street Mall
- Denver Botanic Gardens
- Water World
- Ogden Theatre
- Loveland Ski Area
- Golden Gate Canyon State Park
- Ski Cooper
- Arrowhead Golf Course
- Downtown Aquarium
- Carousel of Happiness