Waterfront holiday rentals in Winter Park

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Top-rated waterfront rentals in Winter Park

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

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Top guest favourite
Apartment in Winter Park
4.99 out of 5 average rating, 107 reviews

2.5 BR Near Winter Park Base & Gondola, Riverfront

Charming two-and-a-half-bedroom, 1300 SF condo nestled in the pines on the Fraser River, a short walk or ride from the Winter Park base area. Sunken living room makes for great gathering. Heated private garage for ski/bike storage. Located in The Trademark neighborhood at Old Town, an 8-minute walk (or two-minute bus ride) to the Gondola. The Fraser River Trail begins at the parking lot and is a nature-filled, two-mile bike, walk or ski into the town of Winter Park. Winter Park STR Lic#007000

Guest favourite
A secluded chalet is surrounded by towering trees and located next to a gently flowing river. The dark wood structure features large windows and a spacious deck, inviting a connection with nature and providing serene views of the natural landscape.
Home in Winter Park
4.96 out of 5 average rating, 166 reviews

Winter Park Creekside Chalet with Hot Tub

Experience nature in this scenic 4-bedroom, 3-bathroom chalet that is secluded amongst the trees and river yet close to everything. Choose having your morning beverage nestled in front of the fireplace or in a hot tub overlooking the river. The property is perfectly situated with downtown just 1 mile away or Winter Park Resort within a 10 minute drive and located on the Lift bus route too. Or, stay around the house with access to beautiful hiking and mountain biking trails just 1 block away!

Guest favourite
A spacious log cabin features a combination of natural wooden beams and stone accents. The structure is topped with a steeply pitched roof and includes multiple gabled sections. The front porch, supported by sturdy columns, invites relaxation with outdoor seating options.
Cabin in Granby
4.97 out of 5 average rating, 155 reviews

“Lakefront Lodge” Stunning views of Lake Granby

Savor stunning views of Lake Granby framed by the Never Summer range beyond at Lakefront Lodge . Enjoy all Colorado’s third largest body of water has to offer just across the street, with endless outdoor recreation. Warm up by the floor to ceiling rock fireplace as you enjoy the custom log architecture and 30ft vaulted Aspen ceilings. Sip coffee or wine as you prepare meals in the top of the line chef’s kitchen with 6 burner Wolf range. Relax on the covered decks or patio with built in firepit.

Guest favourite
The rustic cabin exterior is framed by tall aspen trees and features a wooden door. Bright flower boxes, filled with white and red blooms, add a pop of color in front of the porch area. A grill is positioned nearby on the deck.
Cabin in Winter Park
4.84 out of 5 average rating, 619 reviews

Cozy Cabin in Perfect Location

You've found the perfect cabin for your trip to Winter Park. Cozy, w/a queen bed & a single, pull-out couch. Small kitchen or -on a nice day- grill on back deck near creek. Electric fireplace adds ambiance. Tiny kitchen w/appliances, Keurig &dishes. STEPS away from Cooper Creek Town Square restaurants & Hideaway Park’s concerts. The City of Winter Park has trains going through the town, which adds to the charm. We love pets/dogs! 2 or more dogs require extra $10 per dog one-time cleaning fee.

Top guest favourite
A bright living area is highlighted by large windows allowing natural light to fill the space. A stone fireplace sits below a wall-mounted TV, with a comfortable leather sofa arranged in front. A coffee table rests on a plush area rug, enhancing the cozy atmosphere.
Cabin in Granby
5 out of 5 average rating, 140 reviews

Riverfront Cabin! Skiing • Fly-Fishing • Hiking

If you're seeking a relaxing family-friendly getaway, look no further than this 3-bed, 2.5-bath vacation rental cabin! Located in the Edgewater community and sitting right on the Fraser River, this cozy cabin offers sleeping arrangements for 7. Spend your days skiing at Granby Ranch, only 5 minutes away or Winter Park, 25 minutes away. Enjoy the thrill of downhill tubing or snowmobiling within 20 minutes. This cabin is centrally located to enjoy a vacation filled with outdoor adventure!

Top guest favourite
Cabin in Tabernash
4.98 out of 5 average rating, 117 reviews

Private Zen Retreat for Couples in Devil’s Thumb

ZEN LUXURY ADULT GETAWAY!! (REQUIREMENT OF AGES 30+) UNFORTUNATELY NOT DESIGNED FOR CHILDREN OR TEENAGERS. Designed for those who wish to UNPLUG, RELAX, RECONNECT, and HEAL the SOUL with PRIVACY, PEACEFUL SOUNDS OF NATURE. Enjoy our ZEN wellness program: Outdoor Jacuzzi, Outdoor Austrian Sauna, wrap around deck, and panoramic mountain views. Luxury Add-Ons available: Private Masseus and/or Private Sommelier/Chef -Wine Paring (extra charge and advanced booking required).

Top guest favourite
A spacious wooden cabin features large glass windows showcasing mountain views and an outdoor deck. The deck includes an umbrella and railing made of timber. The surrounding landscape is neatly landscaped with grass and decorative plants.
Home in Fraser
4.92 out of 5 average rating, 100 reviews

Luxury Home w/Hot Tub & Winter Park Ski Mtn Views!

This luxurious 6-bed, 5.5-bath Fraser vacation rental house can host up to 14 guests with ease throughout 4,341 square feet! This spectacular residence includes countless upgrades, such as a private hot tub, in-floor radiant heated floors on all levels including the garage, remote control blinds, and granite countertops. With a massive interior, spectacular mountain views from the deck, and the free shuttle stop less than 1 block away, experience mountain living in style!

Top guest favourite
The cabin's exterior is showcased, featuring multiple levels and a spacious deck. A large flat stone patio includes several seating options. Nearby, the landscape is landscaped with gravel and grass, surrounded by a community of similar structures.
Cabin in Granby
4.97 out of 5 average rating, 115 reviews

Cozy Cabin on the Fraser River

Cozy & comfortable cabin located on the Fraser River. You can hear the peaceful river from the Master Bedroom or Living Room. The trout filled Frazer river is 50 feet away! You are twenty minutes from Winter Park or Grand Lake and ten minutes to Hot Sulfur Springs. Granby has a large grocery store a mile down the road and several nice restaurants and local shops. Granby Ranch has a fun ski resort in town to ski, board or tube. Short Term Rental Permit #006388

Guest favourite
A spacious living area is highlighted by a large gray sectional sofa, wooden coffee table, and two cozy armchairs. Sunlight enters through wide windows, illuminating the stone fireplace. A round dining table is positioned nearby, completing this welcoming open-concept design.
Cabin in Granby
4.81 out of 5 average rating, 119 reviews

3BR Cabin on Fraser River, Fish, Hike, Golf

Welcome to this riverside retreat in Granby, Colorado! Ideal for 7, this home offers: -Features: Modern kitchen, gas fireplace, Smart TV, patios, deck w/ grill, parking -Primary Bedroom: King bed, en suite bath, balcony -Bedroom 1: Queen bed, washer/dryer -Bedroom 2: Twin triple bunk bed -Main Floor: Pull out couch -Two full bathrooms, one 1/2 bath -Community Amenities: Pool & hot tub (see other things to note for availability), playground, pedal boats, fly fishing

Top guest favourite
Cabin in Granby
4.95 out of 5 average rating, 167 reviews

Cozy 3BR Riverfront Cabin, Family Friendly

Set alongside the Fraser River and backdropped by the Rocky Mountains, this scenic spot is the Granby getaway your group is looking for! Come for the stunning alpine scenery and stick around for the abundant activities Grand County has in store. Fun for the whole family awaits at this charming mountain property, complete with a full kitchen, open-concept living area, kid-friendly amenities and all the comforts you’ll need after a full day outdoors!

Top guest favourite
A serene view from the deck showcases the expansive Fraser River, surrounded by lush greenery and trees. The space features a long bar-style counter, ideal for outdoor relaxation. A grass area leads down to the river where individuals can be seen enjoying the natural setting.
Cabin in Granby
4.97 out of 5 average rating, 134 reviews

Cozy Cabin! Ski Winter Pk & Granby Ranch

Amazing family-friendly cabin on the Fraser River and in the heart of Granby, CO. Ten minutes to the lodge at Granby Ranch or 25 minutes from Winter Park! Close to Rocky Mountain National Park, Sulphur Hot Springs, and the YMCA of the Rockies. River access and ponds on the property for fishing! This cabin is stocked with all you need (and more!). We host another cabin across the street. Message me about booking both for a larger group!

Guest favourite
A cozy seating area features a dark sofa adorned with soft pillows, positioned beside large windows with yellow curtains. A wooden coffee table is set with a plate of fruit and a book, while a warm light fixture hangs overhead, enhancing the inviting ambiance.
Apartment in Granby
4.87 out of 5 average rating, 407 reviews

Cozy Studio~Mtn Views~Salt Water Pool & Hot-Tubs

Must be 21 or over, No Smoking, No Pets Resort was built in 1982, the common areas reflect that. Disinfecting professional housekeeping service. WalkOut Studio (one room) w/patio, Pond, fountain and Mtn views, 495 sq ft, fireplace, full kitchen, full bath, 55 inch FS TV, WiFi, and cable. Resort offering many amenities. Queen Murphy Bed and Queen Sofa Bed. Heated pool, hot tubs, Sauna, fitness center, RB, and tennis courts.

Popular amenities for waterfront rentals in Winter Park

When is the best time to visit Winter Park?

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Avg. price$299 SGD$295 SGD$291 SGD$161 SGD$161 SGD$166 SGD$223 SGD$215 SGD$230 SGD$230 SGD$268 SGD$319 SGD
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Quick stats about waterfront rentals in Winter Park

  • Total holiday rentals

    Explore 70 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Winter Park holiday rentals include wifi 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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