Pet-friendly holiday rentals in Keystone

4.99 out of 5 average rating, 210 reviews

A rustic cabin is set against a backdrop of tall pine trees. A wooden deck displays neatly stacked firewood. A weathered barrel sits on an expansive grassy area, while a gentle stream flows nearby, surrounded by smooth stones and natural landscaping.

Cabin in Blue River

Cozy Creekside Cabin on 1 acre & minutes to Breck

The Creekside Cabin truly is the best combination of privacy, convenience and access to the great outdoors. It is located on a rare 1.5 acre lot, just minutes from the heart of Breckenridge and is even on the free commuter bus route with a stop across the street. This is an authentic cabin that was one of the first built in the area and has been lovingly restored with attention to detail and a cozy ambiance. 1 pet is allowed w/ $20 nightly fee. AWD required Oct-June. STR License #LR20-000015

4.98 out of 5 average rating, 164 reviews

A wooden deck railing frames the view of rolling mountains and lush pine trees. A cozy chair, draped with a soft blanket, is positioned to enjoy the serene landscape. The atmosphere is calm, highlighting the natural beauty surrounding the cabin.

Cabin in Alma

Heavenly Views| 12M to Breck| Hot Tub| Game Room

12 miles to Breckenridge & 6 miles to Fairplay! Enjoy the most breath-taking views in all of Colorado while only being a short drive to Breck! Bask in the awe of nature at this gorgeous, cabin tucked in the pines on a quiet 3.5 acres. Spend your mornings listening to the hum of the creek that flows through the property or watch the family play & explore the creeks! Or enjoy panoramic views from the Hot tub! This is the perfect place for a family vacation, reunion, wedding, or even workation!

4.9 out of 5 average rating, 136 reviews

A spacious mountain cabin is set against a clear blue sky, featuring a wooden exterior and a green roof. The porch extends outward, providing scenic views of the surrounding landscape, which is adorned with grass and a few trees.

Cabin in Fairplay

Sweet Mtn Cabin With Hot Tub and Picturesque Views

Enjoy this unique and tranquil Mountain Cabin getaway.Two bedroom two bath spacious oasis with 3 TVs and free wifi. If you are looking to unplug and enjoy the wilderness, look no further. 35 miles to Breckenridge, close to Boreas Pass, Kenosha Trailhead and Pass, Jefferson lake, and Taryall Reservoir. Minutes from the famous South Park where you can tour a restored mining town. Enjoy hiking, biking, skiing, ice skating, ice fishing, fishing, rafting, tubing, horse back riding and more.

4.94 out of 5 average rating, 116 reviews

The exterior of a charming wooden home is surrounded by greenery, showcasing a spacious deck and steps leading to the entrance. A car is parked nearby, and the sturdy fence provides a sense of privacy. The backdrop features a clear blue sky and tree-covered hills.

Home in Dillon

4 miles to Keystone Resort - Kid and Pet Friendly!

Discover the charm of our 4-bed, 2.5-bath family and pet-friendly home. Enjoy cozy nights indoors by the gas fireplace and entertainment with a foosball table and flat-screen TV. The fully-equipped kitchen and dining area make meals a breeze. Upstairs, find comfortable sleeping arrangements for 8 guests and pet companions. A washer/dryer adds convenience. No AC up in the mountains. The serene surroundings make for a delightful getaway for families or friends seeking a relaxed vacation.

4.94 out of 5 average rating, 171 reviews

A two-story vacation rental is set against a backdrop of pine trees, with a spacious deck supported by wooden pillars. The ground level features outdoor seating and entrances to the apartment. Lush greenery and boulders enhance the natural surroundings.

Guest suite in Fairplay

Aspen Haven - 25min to Breck, Pet Friendly!

*4WD/AWD REQUIRED DURING THE MONTHS OF NOV-APRIL This vacation rental is the ideal hub for Colorado's long list of all-season activities - conquer towering 14ers nearby, fish for trout in the 'Fishing Capital of Colorado', or ski at any of the 4 world-class resorts! Spend those in-between moments at this updated apartment featuring all of the comforts of home and breathtaking Rocky Mountain views. Just 25 minutes from Breckenridge, 10 minutes from Fairplay, 4 Minutes from Alma

4.92 out of 5 average rating, 263 reviews

An A-frame cabin is surrounded by tall pine trees, showcasing a sloped roof with orange and green accents. Large windows provide natural light, and two outdoor chairs are placed on a grassy area in front of the cabin.

Cabin in Silverthorne

Silverthorne Cabin in the woods, views of mnts!

Cozy Cabin in the woods. Views of mountains from hot tub and outdoor picnic area. Located just 70 minutes from the Denver area, so perfect for a weekend get a way, or stay for a week! We offer 10% discount for a week or more stay. We also offer a discount for Veterans, law enforcement or firefighters ( please message me for details ) Walking distance to new fourth street crossing area, bike/walking path along the river , numerous restaurants, Rec center and free bus route.

4.99 out of 5 average rating, 194 reviews

A snowy landscape showcases a charming A-frame cabin nestled among tall evergreen trees. The dark exterior contrasts with the white snow covering the ground. A spacious deck extends from the cabin, providing a serene view of the surrounding wintry scenery.

Cabin in Fairplay

A-Frame! Relax, Hot tub, Breckenridge, Views!

El Alma"The Soul" is our beautiful A-frame,located high in the Rockies,tucked into the woods near the tiny town of Alma,yet just 13 miles from Breckenridge.El Alma has all the #cabinvibes from outside but is modern and comfortable on the inside.We have Starlink wifi, so streaming is great.Skiing, biking, fishing and hiking, it's all at out the front door.Hot tub, fire table, gas fireplace...doesn't get cozier! For more info follow us on IG @elalmaaframe. STR Lic 22STR00452

4.95 out of 5 average rating, 685 reviews

A secluded cabin is nestled among trees with expansive mountain views in the background. Green grassy areas surround the cabin, dotted with pine trees. Snow-capped peaks rise in the distance under a bright blue sky, creating a tranquil outdoor setting.

Cabin in Como

Creekside Como cabin, offgrid, with amazing views!

Secluded, well-appointed cabin right on Tarryall Creek, with wifi, more than 5 acres of solitude, and 360-degree mountain views. This is our dream place to escape, unwind, and listen to the creek. It's remote and quiet, but accessible year-round: 2 hours from DIA, 1.5 hours from downtown Denver, and 50-mins from Breckenridge. Large kitchen (w/ fridge and antique stove), barnwood accents, huge 400sf deck, and historic decor from Como's gold rush. Dogs welcome, too.

A cozy living area features a comfortable light gray sofa and a black leather ottoman. A wood-burning stove is nestled in the corner, next to a mounted television. The kitchen area includes a full refrigerator, stove, and wooden cabinetry, with natural light filtering through the windows.

4.93 out of 5 average rating, 137 reviews

Charming Private Cabin • Walk to slopes • Pets Ok

Tucked away off of quiet High Street in the heart of Historic Downtown Breckenridge, this renovated old mining cabin is a wonderful way to enjoy all Breck has to offer. Centrally located just 4 blocks from Main St, 0.7 miles from the Peak 9 base area, and two blocks from Carter Park, you can park your car in the driveway and enjoy Breck on foot. Relax in front of the gas fireplace in the evening, cook a meal in the full kitchen, and enjoy the foam mattress at bedtime!

4.93 out of 5 average rating, 252 reviews

A mountain cabin is surrounded by a blanket of snow, featuring a stone exterior and large windows allowing natural light to enter. A wooden railing frames the property, and mountains rise in the background under a partly cloudy sky.

Home in Dillon

Janie's Happy Haven

Janie’s Happy Haven is your cozy mountain base for a real Rocky Mountain Experience. Come to work or play. With great memories to remember! You'll rub elbows with locals and have easy access to ski areas, concerts. Think skiing, biking, fishing, rafting, and great night skies! You're a short distance away from great food and drinks, plays and more. Warm winter nights and cool summer sleeps are the best! Coyotes chirp and howl at night under the moon!

4.92 out of 5 average rating, 144 reviews

The living room features a stone fireplace with a wooden mantle, surrounded by a warm wood ceiling and flooring. A leather sectional sofa and armchair offer seating, complemented by a glass coffee table. A large screen television is mounted on the wall.

Townhouse in Keystone

Blissful Mountain Condo with Slope Views

530 Tennis Club is a fully remodeled, newly furnished end unit townhouse located within walking distance Keystone Conference Center, Lakeside, and just a short, free shuttle ride to the slopes! The four spacious bedrooms are tastefully decorated and outfitted with high quality mattresses. Enjoy views of the mountains from every window and watch the ski slopes from the upstairs bedrooms.

4.94 out of 5 average rating, 243 reviews

A wooden patio features two rocking chairs and a round table, surrounded by tall trees. Bright sunlight filters through the branches, highlighting the natural wood grain of the furniture and the rustic charm of the outdoor space.

Flat in Dillon

Keystone Trappers Crossing

Great and quite townhouse located few minutes from Keystone Village Center. Just minutes away from ski lifts, shops and restaurants. Free shuttle that stops next to the Trappers Crossing entrance can take you anywhere in Keystone to your summer and winter activities. You can enjoy great views on sunny patio, or you can hang out by communal hot tub that is located across parking lot.

Popular amenities for Keystone pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.95 out of 5 average rating, 103 reviews

A private hot tub is situated on a wooden deck, overlooking a lush mountainous landscape and Lake Dillon. The area features diverse trees in autumn hues, and expansive views of the surrounding hills and valleys can be enjoyed from this outdoor space.

Home in Wildernest

Rocky Mountain Dream Vista Chateau

4.96 out of 5 average rating, 106 reviews

An aerial view of Villa Panda showcases its spacious structure nestled among snow-covered terrain. The landscape features gentle hills and valleys beneath a bright sky, enhancing the home's isolated hilltop location. The circular driveway leads to an outdoor seating area, emphasizing a serene winter retreat.

Home in Summit County

Stunning Mtn Views; next to Ski/hike/fly fishing

An aerial view of the mountain home reveals a spacious wrap-around deck equipped with seating areas and a private hot tub. Surrounded by pine trees, the property is integrated into the natural landscape, with a stone pathway leading towards a cozy outdoor seating area.

4.94 out of 5 average rating, 145 reviews

Blue Moose Cabin -Amazing views of ski resort!

A spacious living area showcases a large L-shaped couch with colorful accents. Natural light floods through multiple windows, revealing scenic views. A rustic chandelier hangs above a dining table with seating for eight, complementing the wooden decor and stone flooring.

4.85 out of 5 average rating, 107 reviews

Tranquil 4BR on Peak 7 w/ Hot Tub, Dog Friendly!

A two-story brown house is nestled among snow-covered terrain, showcasing large windows on the upper level that provide views of the wooded hillside. The deck features wooden railings and is accessed by stairs leading down to a snowy expanse.

4.92 out of 5 average rating, 149 reviews

Breck home sunny deck view of slopes

4.85 out of 5 average rating, 115 reviews

The modern townhome exterior showcases a blend of wood and metal siding, with multiple stories and large windows. The surrounding area is well-maintained, featuring landscaping and nearby street views. A secondary building with a distinctive roofline complements the townhome's contemporary design.

Home in Silverthorne

New 3 Bedroom Townhome, Private Hot Tub with view!

4.93 out of 5 average rating, 197 reviews

The exterior of a modern lodge is presented, featuring a blend of wood and stone materials. Large windows are seen reflecting warm hues from the sunset. A spacious driveway leads to a two-car garage, surrounded by greenery and a scenic mountainous backdrop.

Home in Wildernest

Beautiful 5 Level Luxury Lodge

Superhost

A cozy seating area features wooden rocking chairs positioned near large windows, providing an expansive view of the surrounding mountains and trees. Natural light illuminates the space, enhancing the connection to the outdoor landscape.

4.88 out of 5 average rating, 454 reviews

Breathtaking view @ 10,300ft 3bed/2bath

Pet-friendly home rentals with a pool

Apartment in Breckenridge

A spacious living area features a sectional leather sofa facing a modern stone fireplace and a wall-mounted flat-screen TV. Behind, a kitchen with wooden cabinets and stainless steel appliances is visible. Abstract artwork adorns the walls, complemented by soft lighting from above.

4.86 out of 5 average rating, 132 reviews

Downtown, Mountain View, Hot Tub, Walk To Gondola

Superhost

A charming chalet features a warm wood exterior and large windows, allowing natural light to fill the space. A welcoming entrance is flanked by steps leading to the front porch, surrounded by snow-covered ground and aspen trees, creating a serene winter scene.

Chalet in Breckenridge

4.85 out of 5 average rating, 245 reviews

Northpole cozy mountain Chalet!

Apartment in Breckenridge

A spacious living area is furnished with a brown sofa and a coffee table positioned over a light-colored area rug. Large sliding glass doors lead to a balcony, providing views of the surrounding greenery. Side lamps on wooden tables enhance the inviting atmosphere.

4.9 out of 5 average rating, 100 reviews

Cozy King Studio • Ski-In + Hot Tubs • Dogs OK

4.89 out of 5 average rating, 150 reviews

A modern kitchen is showcased with natural wood cabinetry and granite countertops. Stainless steel appliances are prominently featured, along with a dining table surrounded by four chairs. Soft lighting creates a warm atmosphere, enhancing the functionality of the space.

Apartment in Dillon

2 Bed 2 Bath Family Ski Condo (Pet Friendly!)

4.93 out of 5 average rating, 376 reviews

A living room is featured with leather couches and a wooden coffee table on a patterned rug. Large windows provide natural light, showcasing a view of the outdoors. A fireplace with a decorative mantel and a chandelier are also visible, enhancing the cozy environment.

Townhouse in Keystone

Large Keystone Mountain Townhouse/ Sleeps 8

4.92 out of 5 average rating, 196 reviews

A spacious living area features large windows that allow natural light to fill the room. A flat-screen TV is mounted above a wooden mantle, with a cozy fireplace below. Comfortable seating options include a sectional sofa and a lounge chair, complemented by a wooden coffee table.

Apartment in Keystone

Bright and Spacious Heart of Keystone Condo!

Townhouse in Breckenridge

The exterior of the townhome showcases a charming facade with red and green accents. Attached garages feature wooden doors with decorative patterns. A grassy area is visible, along with a small tree providing a touch of greenery. The entrance to the unit is accessible from the driveway.

4.85 out of 5 average rating, 303 reviews

Main Street Junction-A Breck Retreat-Dogs Welcome!

4.85 out of 5 average rating, 144 reviews

A serene winter landscape is captured with a vibrant sunset sky displaying hues of orange and purple. Snow blankets the ground, while a gentle stream flows nearby, bordered by rustic wooden seating. The chalet's warm exterior is visible, nestled among trees.

Chalet in Breckenridge

New chalet at waterfall. Good dogs welcome.

Private, pet-friendly home rentals

5 out of 5 average rating, 38 reviews

A cozy cabin is nestled among tall trees, surrounded by a blanket of snow. Soft lighting from the exterior highlights the warm wooden deck and leads to a private hot tub. The night sky above is filled with stars, creating a serene mountain atmosphere.

Cabin in Alma

Cloud 9 Cabin|Hot Tub|25min to Breck

4.84 out of 5 average rating, 55 reviews

The living area features a comfortable sectional sofa and a classic tufted couch, facing a wood-burning fireplace with a rustic mantle. A large area rug adds warmth, while natural light enters from the windows. A dining area and kitchen are visible in the background.

Flat in Keystone

Dog Friendly Fireplace/Pool/Hot Tub/Free Shuttle

5 out of 5 average rating, 71 reviews

Cabin in Fairplay

Star Net|Hot Tub|Close to Breck

5 out of 5 average rating, 28 reviews

A spacious living area features large windows allowing natural light to illuminate the space. Comfortable seating includes two vibrant orange chairs and a neutral-toned sofa. A stone fireplace serves as a focal point, accompanied by a wooden coffee table on a colorful area rug.

Home in Keystone

Loppet Lodge - Keystone

5 out of 5 average rating, 53 reviews

An open-concept living area features a comfortable brown leather sofa and a light gray sofa, positioned around a rustic wooden coffee table. Large windows provide natural light and views of the surrounding landscape, while a fireplace and modern kitchen with teal cabinetry complete the inviting space.

Home in Jefferson

Modern Mountain Retreat

4.84 out of 5 average rating, 55 reviews

A cornhole board is positioned on a snow-covered surface, featuring a vibrant design with red and yellow circles. Three colored bags are placed on the board, with a backdrop of snow-draped trees and distant mountains under a partly cloudy sky.

Cabin in Silverthorne

Big Eagle Ski Haus | <30 min Breck-Keystone-Copper

5 out of 5 average rating, 56 reviews

A rustic wooden cabin is set against a backdrop of snow-covered mountains, with tall evergreens framing the scene. The bright blue sky contrasts with the white snow, creating a serene winter landscape. A path leads to the cabin entrance, marked by fresh snow.

Guest suite in Fairplay

Wildlife & Mountain Vistas