Pet-friendly holiday rentals in Keystone

The Little Red Cabin in Bill's Ranch STR21-02035

If your style is more "rustic cabin" than "condo" & you're looking for that sweet mountain getaway, the Little Red Cabin is your place! The LRC is a 60s era fishing cabin with an open floor plan so it feels spacious and light. The kitchen and living area flow together so you and your fellow guests can all enjoy an apres ski (or hike/bike/snowshoe) cocktail. Less than a 5 minute drive or a 10-15 minute walk to Frisco's main street, the LRC is a cozy option for those who want a true mountain vibe.

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

Walk to Main St. & Mountain - Duplex with Hot Tub

Experience the best Breckenridge has to offer in this charming 2-bed, 3-bath vacation rental. With plenty of options for sleeping arrangements, this home is sure to fit your needs. Located in town, shops and restaurants are one block away, and it is an easy walk to Peak 9 to hit the slopes. There are two parking spaces available, and the free Breck shuttle stops on the corner. With a private terrace, hot tub, and grill off the main room, this picturesque mountain house is sure to entertain.

Large Keystone Mountain Townhouse/ Sleeps 8

This large townhouse sleeps up to 8, and is less than 50 feet away from the free Bus that will take you directly to Keystone Ski Resort. It is also adjacent to National forest with Hiking and Biking trails. Heated pool and hot tub are just a short walk away. Porch with mountain view. Great for families, big groups, or anyone looking to get up into the mountains. Pets welcome, but please leash and clean up after them! 2 king beds, 2 single cots, 1 loft bed, 2 couches STR # BCA-48498

Edgewater 1442- Heated pool/Hot tubs/Sauna/Lake +

Comfortable pet friendly studio in Keystone. Studio has a gas fireplace, WiFi, TV w/ cable & streaming, free heated garage parking, elevator, & free shuttle to the slopes. Located steps to hiking trails, bike path, & the Snake River. Located on Keystone Lake w/ ice skating in the Winter, & water activities in the Summer. Enjoy the amenities which include 2 hot tubs, large heated indoor/outdoor pool, steam room, sauna, spa w/ services, & fitness area. Awesome location for any season!

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.

Spacious Breckenridge Home*2 Family Rooms*Hot Tub!

Planning your 2026 mountain vacation? 🏔️ Our popular home in Breckenridge is booking fast! Secure your family’s spring or summer retreat before the calendar fills up! Just minutes from downtown Breckenridge and surrounded by a bevy of scenic trails, Paradise Peaks places adventure and relaxation right at your doorstep. Stroll along Breckenridge’s charming Main Street, hike through breathtaking alpine landscapes, or dive into the area's many summer activities.

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!

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.

Mountain Wander-land; Private Rooftop Hot Tub!

Decorated for Christmas! Stylish Silverthorne Mountain Wanderland! 2 BR/2.5 BA premium townhome with attached garage in Silverthorne. Walk to town/drive to slopes. Sleeps 6: King bed, queen bed, queen sleeper sofa. Beautiful kitchen, rooftop deck, hot tub, Wi-Fi, coffee bar, gas fireplace, Sonos, Amazon Alexa and Echo Show. Every detail was considered when outfitting this place for your comfort.

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.

Tiny Home, BIG Views!5 Min Drive to Main St/Trails

Nestled in the mountainside, two miles above downtown Breckenridge, the Blue Jay Nest is a truly unique getaway. This cozy, boho-chic home is a one of a kind gem offering sweeping views of the forest and ten mile range. Skip the monotony of condos and hotels, and enjoy an unforgettable stay at your own private retreat. Pets welcome (SEE FEE DETAILS BELOW).