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, 176 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
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, 95 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.

Superhost
Chalet in Fraser
5 out of 5 average rating, 3 reviews

Endless Vistas | Luxury Retreat

Peakview Paradise - Luxurious 4BR Winter Park home in Rendezvous w/ breathtaking Byers Peak & resort views! - Gourmet chef's kitchen, private hot tub, in-floor radiant heat, smart home tech - 2 ensuite bedrooms, vaulted wood ceilings, custom floors, heated 2-car garage w/ storage. - Ideal for families & groups seeking upscale comfort near skiing, hiking & downtown. - Part of Elysian's exclusive collection: expect exceptional service! Book your summer escape now!

The exterior of a newly constructed stone house is presented, featuring a combination of natural stone and wooden accents. Large windows and a distinctive double garage door add character. The surrounding landscape includes open fields and distant mountains, under a clear blue sky.
Home in Granby
5 out of 5 average rating, 4 reviews

Buckhorn Lodge-Grand Elk

This 2,594 sq ft, 5 bed/3.5 bath 2022 new build backs up to a completely dedicated open space; private back deck boasts unobstructed views of the surrounding wilderness, pond and mountain range. The property is quiet and cozy, with ample room to spread out, with all the modern amenities included to make your family reunion, birthday party or gathering of friends feel like your home away from home. Town of Granby STR License#: 007786 Active as of September 2023

Guest favorite
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
4.83 out of 5 average rating, 6 reviews

Granby - 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, 20 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.

Guest favorite
An open living space features a spacious sectional sofa adorned with decorative pillows, facing a modern coffee table. A vibrant piece of wall art adds color to the room, while large windows allow natural light to fill the area. A dining table and chairs are positioned nearby.
Home in Winter Park
4.91 out of 5 average rating, 32 reviews

Slopeside River Condo 15 I Discounted Attractions

Slopeside River Front Luxury Condo 15

Guest favorite
Home in Winter Park
4.86 out of 5 average rating, 35 reviews

Ski In Out Condo 2507 I Discounted Attractions

Zephyr Ski In/Out Luxury Condo 2507

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, 87 reviews

Resort Villa 607 I Hot Tub I Discounted Attraction

Lakota Trailside Luxury Villa 607

Guest favorite
Home in Winter Park
4.89 out of 5 average rating, 18 reviews

Ski In Out Loft 103 I View I Discounted Attraction

Chill Ski in/Out Luxury Condo 103

Top guest favorite
The mountain townhome showcases a modern architectural design. Large windows frame the glowing interior, while a spacious deck offers views of the surrounding landscape. Snow blankets the ground, highlighting the well-maintained exterior and inviting entryway leading into the home.
Home in Winter Park
5 out of 5 average rating, 12 reviews

Resort Villa 502 I Hot Tub I Discounted Attraction

Lakota Reserve Luxury Villa 502

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!

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