Cottage holiday rentals in Winter Park

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Top-rated cottage rentals in Winter Park

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Top guest favourite
The exterior of the cottage showcases a two-story structure with a blue facade, white railings, and a staircase leading to the upper level. A private hot tub is positioned beside a cozy seating area, framed by the surrounding landscape under a vibrant sunset sky.
Cottage in Estes Park
5 out of 5 average rating, 19 reviews

Cozy Cottage Near Downtown & Stanley w/ Hot Tub!

Welcome to Big Thompson Porterhouse! Experience history and modern comfort in our updated 100-year-old mountain cottage. This charming retreat features a private hot tub, unique spiral staircase, and inviting design. Enjoy plenty of in/outdoor space and stunning mountain views. Overlooking the historic Stanley Hotel, our home is a 7-minute walk to downtown Estes Park and minutes from Rocky Mountain National Park—ideal for families, couples, and adventurers looking for amazing Colorado memories!

Top guest favourite
An elevated view showcases a newly constructed blue cottage nestled among tall pine trees, surrounded by rocky outcroppings. A spacious front porch is visible, with the nearby whimsical Tiny Barn in the background. The landscape reveals scenic forested areas, suggesting a peaceful retreat.
Cottage in Estes Park
4.99 out of 5 average rating, 76 reviews

Scenic Modern Cottage; Hot Tub, Location, 420, EV

Licence # 22-ZONE3306 Welcome to ‘Carriewood’, a newly constructed cottage centrally located in the enchanted forest of Little Valhalla, Estes Park. Our contemporary & comfortable home sleeps 6, includes a Hot Tub, Rec Barn & BBQ. This property is shared with local wildlife & nestled in the rocks with views of ‘The Notch’ on Longs Peak & Eagle Cliff Mountain. We are only minutes from local restaurants, shopping, & attractions. Rocky Mt National Park is just footsteps from our front porch.

Top guest favourite
The charming cottage features a white exterior with a wraparound porch, providing a welcoming entry. Steps lead from the porch down to a stone pathway. The surrounding landscape includes trees that showcase autumn colors, enhancing the home's historic appeal.
Cottage in Silver Plume
4.98 out of 5 average rating, 57 reviews

Alpine Colorado Ski Retreat Miner's Cottage

Perched in the Historic and timeless town of Silver Plume. One is just feet from friendly hiking trails that take you to spectacular views of this Historic Silver mining country. The home is 50 miles west of Denver and a 12 minute drive (10 miles) to Loveland Ski Area, 30 minutes to Summit County with more skiing. This is great for a weekend getaway. Silver Plume is a Historic Victorian mining village, with an elevation is 9100 feet above sea level. The cottage was built in the 1860's.

Top guest favourite
A panoramic view of rolling hills and dense forests under a bright blue sky, featuring a distant range of snow-capped mountains. The lodge is positioned on the hillside, surrounded by lush greenery, with winding pathways visible in the foreground.
Cottage in Idaho Springs
5 out of 5 average rating, 30 reviews

Off the grid mid-century modern retreat

Kodiak Lodge is located up above Idaho Springs, Colorado, on a 4 acre plot bordering national forest land. Hiking trails start just across the private bridge. A warm, mid-century modern decor sets off the panoramic views of the mountains from both floors by day, and power shades give privacy at night. High end furnishings and creature comforts create a relaxing retreat. The bunk room features two queen and two twin bunks. The master features cozy parachute bedding.

Top guest favourite
A cozy living area showcases a dark sofa positioned across from a wooden coffee table. The space is illuminated by natural light from multiple windows and features decorative elements such as a rug and shelves. A dining area with a chandelier is visible in the background.
Cottage in Estes Park
4.96 out of 5 average rating, 273 reviews

Rock Nook Cottage, Mountain View, Downtown (#3454)

Located just one block from Downtown, and with Mountain Views of the Continental Divide from the deck, Rock Nook Cottage is the perfect location for your Estes Park getaway! Rock Nook has everything you need to enjoy a relaxing vacation with all the conveniences of home. Enjoy all the downtown shops and restaurants without having to find parking! Estes Park is the gateway to Rocky Mountain National Park and is just a short 5 minute drive to the entrance.

Top guest favourite
The cottage exterior features a green metal roof and light grey siding. Rock pathway leads to a covered front porch with two chairs. Flower boxes and vibrant landscaping enhance the entrance, surrounded by trees creating a natural setting.
Cottage in Rollinsville
4.91 out of 5 average rating, 474 reviews

The Cottage on South Beaver Creek

The Cottage on South Beaver Creek 420 friendly! Pet friendly! No pet fees! Come listen to the soothing creek just 7 miles from the Continental Divide. Located one mile off the scenic Peak to Peak Highway The cottage was built in the early 20th century. Bike, hike, Dirtbike, puff, snowmobiling, fishing, snowshoe, backpacking or just hunker down next to the creek for a getaway. 3BR, full kitchen, hot tub, fire pit, fenced yard for your pups.

Guest favourite
A rustic cottage is nestled among tall pine trees, featuring a light-colored exterior with large windows that invite natural light. The serene surroundings include rocky outcrops and gently rolling terrain, creating a peaceful outdoor setting. Scenic mountains form the backdrop.
Cottage in Estes Park
4.89 out of 5 average rating, 239 reviews

Cozy Estes Park Cottage - Reg 3461

Cozy EP cottage close to Main Street, the Stanley and Rocky Mountain National Park. 2 bedrooms 1 bath in a quiet neighborhood but close enough to enjoy downtown EP yet experience the wildlife of Estes. There is no smoking at the cottage either inside or out. If you, or one of your guests smoke please choose different accommodations. The cottage does have a garage/basement however parking in the garage is prohibited due to the tight fit.

Guest favourite
The cottage is a charming, single-story building featuring wood siding in a soothing blue hue. Warm light emanates from its large windows, and a welcoming red front door is visible. The surrounding area includes evergreen trees and views of mountainous terrain in the background.
Cottage in Estes Park
4.91 out of 5 average rating, 401 reviews

Dog friendly cottage near downtown & National Park

Bring your dogs and relax in this clean, rustic refuge in blocks off main street with views of Lumpy Ridge (Permit #3155). Built in 1923, Twin Owls Cottage mixes vintage appeal with modernization for a great trip for groups of up to 6. Speedy wifi, ample parking, and lots of amenities for cooking and entertainment. - Walk to downtown - 5 min drive to National Park - Outdoor seating for summer BBQs Enjoy this awesome retreat year round!

Guest favourite
A covered deck offers a scenic view of the Fraser River, framed by tall trees and distant mountains. Two green Adirondack chairs provide a cozy seating area, perfect for enjoying the serene surroundings.
Cottage in Granby
4.95 out of 5 average rating, 119 reviews

Shelton's Hideaway - Beautiful Mountain Life

This is the mountain retreat you've been looking for. Enjoy the peace and tranquility of the Fraser River while you explore Grand County from its heart - Granby. Centrally located about 20-30 minutes to Winter Park Resort, Grand Lake, Rocky Mountain National Park, and so much more. Edgewater Resort is a unique, family-friendly cabin community that will evoke memories of a simpler time - loads of hiking, fishing, and exploring await!

Guest favourite
A quaint cottage exterior is framed by a wooden deck with a railing, demonstrating a welcoming entrance. Bright flower decorations adorn the wall, and a shade umbrella is positioned beside the deck. The surrounding area features low vegetation and a clear sky.
Cottage in Estes Park
4.93 out of 5 average rating, 289 reviews

Mountain Views from private deck!

Our Evergreen Cottage is cozy and tastefully decorated. This is one of seven cottages on our property of River Rock Cottages. This cottage has a private 10'x16' deck with an outdoor table and seating for two. The cottage sleeps up to 4, including infants/children (1 King bed, 1 Full Sleeper Sofa). This is our smallest cottage at 325 sq ft. We're conveniently located 2 blocks from downtown Estes Park and 3.5 miles from RMNP.

Guest favourite
The cabin exterior features a log construction design with a green metal roof. A welcoming porch is framed by lush greenery and decorative plants. Red outdoor chairs are positioned near the entrance, offering a charming space for relaxation.
Cottage in Grand Lake
4.87 out of 5 average rating, 62 reviews

Walking Distance to Downtown and Grand Lake!

This cozy cabin is located on a quiet street, yet it has easy access to downtown and Grand Lake. The private courtyard with covered porch is a great place to enjoy and outdoor barbeque or s'mores over the firepit. If you choose to stay inside, smart tvs are available in the living room and master bedroom. The wood-burning fireplace with blower creates a cozy atmosphere. In the winter, a sledding hill is right outside!

Guest favourite
An outdoor seating area is positioned alongside a rushing creek, featuring two turquoise chairs and a dining set. Lush greenery and rocky landscaping complement the natural surroundings. Sunlight filters through nearby trees, creating a serene atmosphere for relaxation by the water.
Cottage in Georgetown
4.89 out of 5 average rating, 310 reviews

The Fair House, Ski Loveland, walk to Georgetown

One of a kind experience. Charming, historic, newly opened renovated cottage overlooking the rushing water of Clear Creek. Large open living, dining, kitchen. Bath for each bedroom. Pets welcome for a $50.00 fee. City fines for trash put outside. Store in the utility room outback or in the house.

Popular amenities for cottage rentals in Winter Park

Quick stats about cottage rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at £106 per night before taxes and fees

  • Verified guest reviews

    Over 90 verified reviews to help you choose

  • 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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