Holiday rentals with a kayak near Winter Park Resort

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Top-rated rentals with a kayak near Winter Park Resort

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A charming mountain chalet is nestled among tall trees, showcasing a steeply pitched roof and warm outdoor lighting. A wooden deck surrounds the entrance, inviting guests to enjoy the natural surroundings. Vibrant yellow flowers are visible in the foreground, adding a touch of nature.
Chalet in Idaho Springs
4.97 out of 5 average rating, 123 reviews

Beautiful 4Bd Chalet w Hot Tub & Mtn Views

Make memories at this one-of-a-kind beautiful mtn getaway! This 2800 sqft home with it's nordic hygge vibe is perfect as a base camp for adventures or as a quiet nature escape! Now w Hot Tub! The St Mary's "Moose" Chalet is only 60 mins from Denver and boasts endless mountain views and peaceful star-filled nights. Easy access to skiing, hiking, biking, 4 wheeling and Denver city life! Walking distance to the St Mary's Glacier trail head, 2 private lakes, numerous alpine lakes and so much more!

Top guest favourite
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 favourite
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!

Top guest favourite
Home in Idaho Springs
5 out of 5 average rating, 65 reviews

Mtn Winter Retreat w Hot Tub, Fireplace, Mtn Views

Welcome to Glacier House! A quiet and cozy high-mountain getaway nestled in picturesque St Mary’s Glacier CO. A memorable escape from life's hustle and bustle. Enjoy this peaceful and relaxing retreat to connect with nature. Our rustic-chic 3BR hillside A-Frame offers incredible views of St Mary’s Glacier, epic hikes, scenic drives, and kayaking and fishing. After activities, take a deep soak in our outdoor hot tub. Includes private lake access thru October. Just 1 hr drive from Denver.

A modern rental cabin features a covered porch with steps leading up to the main entrance. Large windows allow natural light to fill the interior. Surrounding landscapes include gentle hills and a clear blue sky, creating a serene environment.
Cabin in Granby
4.83 out of 5 average rating, 36 reviews

Pet Friendly Foxtail Studio with Loft

These beautiful rentals feature open floor plans. They are pet-friendly & provide a king-size bed & full-size sleeper sofa, plus a queen-size bed in the loft area. Each includes a full bathroom with a walk-in shower, linens, heat, and air conditioning, plus cable & WiFi for your entertainment. The kitchenette comes with a compact refrigerator, microwave, &coffee maker. There is also a covered porch outside, as well as a picnic table (seasonal) and fire pit (seasonal) for your enjoyment.

Superhost
An outdoor hot tub is positioned amidst tall pine trees, with a clear blue sky above. The hot tub features multiple seating areas with jets visible, inviting relaxation in a natural setting. The area is surrounded by rocky terrain, integrating seamlessly with the landscape.
Cabin in Idaho Springs
4.77 out of 5 average rating, 35 reviews

3 Peaks MTN Hideaway - Hot Tub & 30mi to ski

3 PEAKS CABIN » A getaway awaits you and even your furry pals when you book this 2-bedroom(+loft), 3 bath vacation rental! Just a half-mile from the infamous Saint Mary’s Glacier hike, this secluded yet cozy cabin boasts vaulted ceilings, a fully equipped kitchen, a washer/dryer, a front porch perfect for relaxing and taking in the views, hot tub, and a newly remodeled abode. After a day shredding the slopes or hiking in the Rockies, return home to make a meal or relax in the hot tub.

Top guest favourite
A serene view of a red cabin surrounded by lush green trees, nestled beside a calm lake reflecting fluffy clouds and blue skies. The scenic landscape showcases the tranquil beauty of nature, inviting relaxation and outdoor exploration.
Cabin in Saint Mary's
4.99 out of 5 average rating, 72 reviews

Lakefront Luxury | Hot Tub+Sauna | Near Skiing

Discover the magic of the Rockies at this lakefront cabin near St. Mary’s Glacier, just 1 hour from Denver! This 3BR/2BA retreat sits at 10,428 ft and features a private hot tub, sauna, firepit, canoe, kayak, and endless mountain views. Minutes to Echo Mountain, Loveland, Winter Park, and downtown Idaho Springs for dining, breweries, and hot springs. The perfect all-season getaway for hiking, skiing, fishing, and stargazing under crisp alpine skies.

Top guest favourite
A warm, inviting living area features high wooden ceilings and large windows that bring in natural light. A wood-burning stove is positioned on a stone hearth, providing warmth. Comfortable seating includes two armchairs and a sofa, with a wooden coffee table centered in the space.
Cabin in Idaho Springs
5 out of 5 average rating, 129 reviews

SkyLodge: A Unique Lake House

Welcome to SkyLodge! Situated on a private lake at 10,300' above sea level, this updated cabin is your quiet, romantic and cozy home away from home. Whether you're visiting for outdoor activities; an escape from the city; or just to get lost in a good book, we want to give you a special place to stay that has been specifically curated not to feel like your typical Airbnb.

Guest favourite
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.
Flat 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.

Top guest favourite
A charming cabin is set against a backdrop of majestic mountains and lush forests. Surrounding pine trees add to the natural beauty, while a serene lake can be seen in the distance, reflecting the clear blue sky.
Cabin in Idaho Springs
4.97 out of 5 average rating, 62 reviews

Cheerful Mountain Oasis with Hot Tub

Welcome to our charming 5-bedroom, 2-bathroom cabin nestled in the breathtaking beauty of Idaho Springs! Perfectly situated for those seeking a peaceful mountain retreat, our cozy cabin offers a blend of rustic charm and modern comfort to ensure an unforgettable stay.

Guest favourite
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 favourite
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 rentals with a kayak near Winter Park Resort

Quick stats about holiday rentals with a kayak near Winter Park Resort

  • Total holiday rentals

    Explore 40 holiday rentals in Winter Park Resort

  • Nightly prices starting at

    Winter Park Resort holiday rentals start at $169 SGD per night before taxes and fees

  • Verified guest reviews

    Over 770 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    40 of Winter Park Resort holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Park Resort rentals

  • 4.8 Average rating

    Winter Park Resort stays are highly rated by guests – averaging 4.8 out of 5!