Pet-friendly holiday rentals in Dillon

4.96 out of 5 average rating, 127 reviews

A spacious mountain home is framed by tall trees and snow-covered ground, showcasing a private hot tub on the side. Large windows reflect natural sunlight, highlighting the wooden exterior. The multi-level structure offers outdoor access and invites relaxation in a tranquil setting.

Home in Breckenridge

Quiet Setting; Private Hot Tub;

Enjoy the ambiance of being in the mountain woods not far from the ski areas and Main St. This 3 bedroom/4.5 bathroom + den has 2500sqft and 3 levels is located in the Peak 7 neighborhood. Features an open floor plan, large kitchen, 2 gas fireplaces, 4.5 bathrooms, private hot tub, grill, two car garage, two decks, backyard. and private setting. Great for winter and summer. Heated floors. Easy access to free skier parking lot, to Keystone or Copper. Close to distillery/brewery. Two dogs allowed.

4.98 out of 5 average rating, 177 reviews

A charming log cabin with a dark blue exterior is framed by lush greenery. A pathway leads to the entrance adorned with flower planters, while large windows provide ample natural light to the interior. The welcoming porch features seating, perfect for enjoying the outdoors.

Cabin in Dillon

Pup ok- Original Lake Dillon Cabin 2 bed

Our place is great for couples, families, and anyone excited for a mountain adventure. WELL BEHAVED, non-barking dogs are welcome. We have an original Dillon cabin, that was built in 1934 and moved to Dillon Proper in 1970. It has rustic features and has been updated. This is a great place to stay with your family and friends and in a central location of Summit County. It's also within walking distance of downtown Dillon's restaurants, pubs, parks, Amphitheater, Dillon marina and beautiful lake.

4.86 out of 5 average rating, 154 reviews

A spacious deck features wooden rocking chairs and a round dining table, providing a perfect spot to enjoy panoramic views of Lake Dillon and the surrounding mountains. The sky is bright with scattered clouds, enhancing the serene outdoor setting.

Home in Silverthorne

10-Person HotTub | ViewHouse | Steps to Trail | WD

Hidden gem in Silverthorne — ski, hike & unwind ☞ 4 ski resorts within 20 min ☞ Hot tub + fire pit + private balcony ☞ Ptarmigan Trail right behind the house ☞ Fast WiFi + full kitchen ☞ 2 KingBed + 1 Futon + 3 FullBed ☞ Near Raven Golf Club & Keystone River Course ☞ Pet friendly ✭ “Beautiful spot, perfect for groups — we’ll definitely be back!” ✭ ☞ Renovated interior + Smart TV ☞ On-site 5-car parking + laundry room ☞ Outdoor cameras (entry & driveway facing hot tub) ☞ Close to dining, shops

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!

4.94 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.

4.97 out of 5 average rating, 165 reviews

A modern, single-story house is shown with a green exterior and snow-covered surroundings. Two lounge chairs are positioned on a wooden deck, and a circular firewood holder is visible. In the background, mountains rise against a clear blue sky.

Home in Silver Plume

Modern alpine basecamp

Your basecamp in the Rockies! Private setting in a small town. A perfect space for a couple or a single person looking to escape. Surrounded by Mtn views. Walkable to the Main St. Silver Plume, where you'll find Plume Coffee, Plume Provisions, Bread Bar + trails to wander. Stores are typically open Thur. thru Sun. Sauna coming this winter! 2 min to Georgetown, 10 min to Loveland Ski Area, 25 min to Summit Co. 7 miles to Mt. Bierstadt trailhead, 10 min. to Grays and Torreys

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.

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!

The family room features a large leather L-couch, two modern armchairs, and a coffee table. A flat-screen TV is mounted above a cozy fireplace. Natural light fills the room, highlighting the colorful artwork on the wall and the vibrant area rug on the wooden floor.

4.94 out of 5 average rating, 156 reviews

Fresh Design - Silverthorne 2Bedroom Cozy Condo

*Now booking Summer and Winter monthly discounts of 2025* 20 mins from all Summit County ski resorts. Thoughtfully remodeled condo in the heart of Wilderness neighborhood of Silverthorne, CO. This 2 bedroom, 1 bath, 3-bed unit in Aspen Shadows Experience the warm and cozy comforts of a traditional mountain cabin with brand-new modern features. Wake up to gorgeous Mountain View’s, stay in, or head out to ALL of Summit Counties' outdoor adventures.

Popular amenities for Dillon pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.98 out of 5 average rating, 173 reviews

A charming mountain home features a welcoming front porch with two blue chairs. The exterior combines wood accents and natural stone. A gently sloping walkway with steps leads to the entrance. Colorful autumn trees frame the house, enhancing the outdoor setting.

Home in Alma

Eclectic Alma House? Heck Yeah!

4.89 out of 5 average rating, 179 reviews

A cozy living area features a comfortable sofa adorned with decorative pillows. A set of shelves displays framed photos and plants, while natural light filters through the window with wooden blinds. A white armchair and a wooden coffee table are visible in the space.

Home in Frisco

Cool Frisco One Bedroom Home

4.93 out of 5 average rating, 137 reviews

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.

Home in Breckenridge

Charming Private Cabin • Walk to slopes • Pets Ok

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

4.93 out of 5 average rating, 169 reviews

A spacious living area features a cozy sectional sofa, a wood-burning fireplace, and large windows that offer natural light and views of the surrounding forest. A rustic dining table and a decorated Christmas tree enhance the warm ambiance of the space.

Home in Wildernest

Amazing Mountain Home w/ Private Hot Tub+Comforts

4.95 out of 5 average rating, 129 reviews

The modern kitchen features stainless steel appliances and wooden cabinetry, complemented by a spacious dining area. A decorative holiday tree stands nearby, and a window allows natural light to illuminate the room while offering views of the surrounding landscape.

Home in Dillon

Clean Cozy Pet Friendly Home w/ Hot Tub By Ski Bus

4.98 out of 5 average rating, 115 reviews

An outdoor hot tub filled with bubbling water is situated in the foreground, surrounded by trees and rugged terrain. The lodge, featuring a wooden exterior and a deck, is visible in the background under a clear blue sky with scattered clouds.

Home in Alma

Winter Escape | Mid-Century Vibes, Hot Tub, Games

4.92 out of 5 average rating, 149 reviews

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.

Home in Breckenridge

Breck home sunny deck view of slopes

Pet-friendly home rentals with a pool

4.96 out of 5 average rating, 50 reviews

A cozy living area is enhanced by wooden beams and includes a leather sofa with decorative pillows. A round coffee table sits atop a stylish rug. Large glass doors lead to a private balcony, with natural light illuminating the space.

Flat in Frisco

Creekside Penthouse Lounge in Frisco

4.85 out of 5 average rating, 245 reviews

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

Northpole cozy mountain Chalet!

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.

A welcoming living and dining area features a wooden dining table with several chairs, accompanied by a cozy couch. A wall-mounted TV is positioned above a rustic fireplace. Large windows invite natural light and showcase views of the surrounding landscape.

4.88 out of 5 average rating, 123 reviews

2BR/2BA Mountain Condo, pool & hot tub

Private, pet-friendly home rentals

A panoramic view captures snow-covered landscape with wooden structures nestled among trees. Majestic mountains are visible in the background, while a clear blue sky is adorned with soft clouds, enhancing the serene winter environment.

5 out of 5 average rating, 48 reviews

2BR/2BA Condo - Top Ski Resorts, Dillon Reservoir

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

4.97 out of 5 average rating, 62 reviews

The kitchenette features bright blue cabinetry with gold hardware, complemented by a white countertop. A stainless-steel fridge and sink are included, along with a wooden shelf displaying stacked dishes and glassware. Soft, warm lighting enhances the overall inviting ambiance of the space.

Guest suite in Frisco

Fun & Bright Après Lounge

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

4.65 out of 5 average rating, 106 reviews

A wooden deck is featured, showcasing a gas grill positioned against a green exterior wall. Surrounding snow-covered terrain and trees add a natural setting. Mountain views are visible in the distance, creating a serene outdoor space.

Home in Silverthorne

Silverthorne Home w/ Views: Walk to Trails!

5 out of 5 average rating, 89 reviews

A comfortable living area features a grey sofa with decorative pillows and a brown leather chair. A white coffee table is positioned in front, displaying a tray with items. A flat-screen television is mounted above a stone fireplace, and natural light fills the space through a nearby window.

Townhouse in Wildernest

Hemingway Haus: 🎿Ski, 🌄 Views, Sauna, ⛵️Lake Life

4.98 out of 5 average rating, 44 reviews

A welcoming living area showcases a stone fireplace framed by large windows, allowing natural light to fill the space. Two green chairs and a brown sofa create a cozy seating arrangement, while a round coffee table sits at the center. A stylish rug anchors the area.

Home in Silverthorne

Escape to Elevation in the Mountains

The entrance of a mountain cabin is shown, framed by snow-covered trees. A wooden porch with railings leads up to the front door, which is flanked by large windows. Snow blankets the steps and surrounding areas, creating a serene winter scene.