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.

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Top guest favorite
An open living area showcases a black leather sectional couch arranged around a circular wooden coffee table adorned with greenery. Wooden accents highlight the walls, while soft lighting illuminates the adjacent kitchen and dining space visible in the background.
Townhouse in Winter Park
4.98 out of 5 average rating, 173 reviews

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)

Guest favorite
Cabin in Granby
4.96 out of 5 average rating, 25 reviews

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.

Guest favorite
Townhouse in Granby
4.93 out of 5 average rating, 86 reviews

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.

Guest favorite
An outdoor dining area is presented on a covered deck, featuring a table set for two with elegant glassware and plates. A comfortable chair and decorative cushions add to the inviting scene, framed by lush trees and expansive mountain views in the background.
Home in Fraser
4.88 out of 5 average rating, 94 reviews

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!

Cabin in Granby
4.78 out of 5 average rating, 40 reviews

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.

The Achonee Cabin is showcased with a wooden exterior and a spacious deck that wraps around the front. Large glass doors provide views of the interior, while surrounding trees and mountains contribute to the natural setting.
Cabin in Granby
4.8 out of 5 average rating, 5 reviews

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.

Guest favorite
A mountain townhouse exterior is displayed, featuring a blend of wood and stone, with snow gently resting on the ground. The front door is framed by two garage doors and symmetrical windows, inviting guests into a winter retreat.
Apartment in Winter Park
5 out of 5 average rating, 18 reviews

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.

Superhost
A cozy living area features a large sectional sofa surrounding a central coffee table. A fireplace, framed by a stone facade, provides warmth. Large windows allow natural light and views of the outside. Wall-mounted artwork adds character to the space.
Condo in Winter Park
4.7 out of 5 average rating, 43 reviews

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.

Superhost
Home in Winter Park
4.83 out of 5 average rating, 30 reviews

Ski In Out Lux Condo 3425 I Discounted Attractions

Fraser Crossing Ski In/Out Luxury Condo 3425

Guest favorite
Home in Winter Park
4.85 out of 5 average rating, 33 reviews

Ski In Out Condo 2507 I Discounted Attractions

Zephyr Ski In/Out Luxury Condo 2507

Guest favorite
A custom mountain chalet features a striking wooden exterior, highlighted by large windows allowing light to flood the interior. The multi-level structure is surrounded by snow-covered trees, with balconies offering outdoor seating. A spacious driveway is visible, leading to the garage.
Home in Winter Park
4.91 out of 5 average rating, 56 reviews

Slopeside Condo 97 A I Discounted Attractions

Slopeside Village Luxury Chalet 97A

Guest favorite
The exterior of a custom mountain home is shown, featuring a combination of stone and wood elements. The setting is surrounded by tall trees and mountainous terrain, while a driveway leads to a large garage. A colorful sunset fills the sky in the background.
Home in Winter Park
4.92 out of 5 average rating, 86 reviews

Resort Villa 607 I Hot Tub I Discounted Attraction

Lakota Trailside Luxury Villa 607

Popular amenities for Winter Park kayak rentals

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!

Destinations to explore

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