Keystone Holiday Rentals

Book Vacation Rentals for Christmas and New Year's in Keystone, Colorado

56 properties available

Mon, Dec 21
Tue, Dec 22
Wed, Dec 23
Thu, Dec 24
Fri, Dec 25

This spacious 3-bedroom, 3.5-bathroom condo comfortably sleeps up to 10 guests and offers the perfect blend of comfort, convenience, and mountain charm. Featuring multiple living areas, a private outdoor saltwater hot tub, and peaceful treed and mountain views, this home is ideal for families and groups looking to relax after a day of adventure. Lo

Special

Early Bird Gets The Turns

Get a head start on ski season with 5% off winter stays when you book before Keystone opens. Book by October 31, 2026, for travel from October 31, 2026 through March 31, 2027, with no blackout dates.

Enjoy fresh mountain snow, cozy evenings after a day on the slopes, and savings that cover the holidays, spring break, and every powder day in between.

*Offer is valid on new online bookings when you book by October 31, 2026, to receive 5% off 2+ night stays from October 31, 2026 to March 31, 2027. No blackout dates apply. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Escape to this inviting 2-bedroom, 2-bathroom condo in the heart of Settlers Creek, thoughtfully designed to accommodate up to 6 guests. Featuring a king bed, queen bed, and queen sleeper sofa, this peaceful mountain retreat offers a private patio with forest views, stainless steel appliances, private laundry, and easy access to River Run Village.

Special

Early Bird Gets The Turns

Get a head start on ski season with 5% off winter stays when you book before Keystone opens. Book by October 31, 2026, for travel from October 31, 2026 through March 31, 2027, with no blackout dates.

Enjoy fresh mountain snow, cozy evenings after a day on the slopes, and savings that cover the holidays, spring break, and every powder day in between.

Nestled in Keystone's Mountain House Base Area, this inviting 3-bedroom condo offers the perfect combination of comfort, convenience, and scenic mountain surroundings. Sleeping up to 8 guests, the property features an updated kitchen, two private balconies with beautiful views, and easy access to the slopes via the nearby shuttle stop. Guests can a

Special

Early Bird Gets The Turns

Get a head start on ski season with 5% off winter stays when you book before Keystone opens. Book by October 31, 2026, for travel from October 31, 2026 through March 31, 2027, with no blackout dates.

Enjoy fresh mountain snow, cozy evenings after a day on the slopes, and savings that cover the holidays, spring break, and every powder day in between.

Welcome to this well-appointed studio ideally located between River Run Village and the Mountain House base area at Keystone. This convenient mountain retreat comfortably sleeps up to 4 guests and offers beautiful mountain views, air conditioning, and easy access to Keystone's skiing, dining, shopping, and year-round activities. Gateway Lodge provi

Special

Early Bird Gets The Turns

Get a head start on ski season with 5% off winter stays when you book before Keystone opens. Book by October 31, 2026, for travel from October 31, 2026 through March 31, 2027, with no blackout dates.

Enjoy fresh mountain snow, cozy evenings after a day on the slopes, and savings that cover the holidays, spring break, and every powder day in between.

Enjoy a peaceful lakeside retreat in this recently remodeled 1-bedroom condo, perfectly situated in Lakeside Village with direct access to Keystone Lake and surrounding mountain views. With a private walk-out patio leading toward the lake and close proximity to shops, dining, and year-round outdoor activities, this home offers the ideal blend of re

Special

Early Bird Gets The Turns

Get a head start on ski season with 5% off winter stays when you book before Keystone opens. Book by October 31, 2026, for travel from October 31, 2026 through March 31, 2027, with no blackout dates.

Enjoy fresh mountain snow, cozy evenings after a day on the slopes, and savings that cover the holidays, spring break, and every powder day in between.

Enjoy a cozy mountain retreat just minutes from River Run Village and the Mountain House base area. This well-located 1-bedroom condo offers comfortable accommodations for up to 6 guests, easy access to skiing and dining, and beautiful ski slope views, making it an ideal home base for year-round Keystone adventures.Featured Amenities:- Private balc

Special

Early Bird Gets The Turns

Get a head start on ski season with 5% off winter stays when you book before Keystone opens. Book by October 31, 2026, for travel from October 31, 2026 through March 31, 2027, with no blackout dates.

Enjoy fresh mountain snow, cozy evenings after a day on the slopes, and savings that cover the holidays, spring break, and every powder day in between.

Enjoy a comfortable Rocky Mountain getaway in this three-bedroom, three-and-a-half-bathroom townhome in Keystone, Colorado, accommodating up to six guests. This spacious retreat features a private balcony with mountain views, a fireplace, private entrance, and in-unit washer and dryer. Relax in the hot tub after a day of outdoor adventures, or take

Special

Early Bird Gets The Turns

Get a head start on ski season with 5% off winter stays when you book before Keystone opens. Book by October 31, 2026, for travel from October 31, 2026 through March 31, 2027, with no blackout dates.

Enjoy fresh mountain snow, cozy evenings after a day on the slopes, and savings that cover the holidays, spring break, and every powder day in between.

A well-appointed three-level townhome just a short walk from the Mountain House Base Area, this 3-bedroom, 3-bathroom retreat sleeps 6 and offers the perfect balance of space, comfort, and mountain convenience. With two separate living areas, a private hot tub, and both a balcony and lower-level deck, this home is designed for relaxing after a full

Special

Early Bird Gets The Turns

Get a head start on ski season with 5% off winter stays when you book before Keystone opens. Book by October 31, 2026, for travel from October 31, 2026 through March 31, 2027, with no blackout dates.

Enjoy fresh mountain snow, cozy evenings after a day on the slopes, and savings that cover the holidays, spring break, and every powder day in between.

Nestled in Lakeside Village, this beautifully updated 1-bedroom condo offers stunning views of Keystone Lake and the surrounding mountains. With modern finishes, abundant natural light, and easy access to lake activities, dining, shopping, and resort amenities, it provides the perfect setting for a relaxing mountain escape.Featured Amenities:* Keys

Special

Early Bird Gets The Turns

Get a head start on ski season with 5% off winter stays when you book before Keystone opens. Book by October 31, 2026, for travel from October 31, 2026 through March 31, 2027, with no blackout dates.

Enjoy fresh mountain snow, cozy evenings after a day on the slopes, and savings that cover the holidays, spring break, and every powder day in between.

Nestled at Tenderfoot Lodge, this inviting 2-bedroom, 2-bathroom condo offers a comfortable mountain retreat for up to 4 guests. Located just a short walk from the Mountain House Base Area or a quick free shuttle ride from River Run Village, the condo provides easy access to skiing, dining, and all that Keystone has to offer. A private balcony with

Special

Early Bird Gets The Turns

Get a head start on ski season with 5% off winter stays when you book before Keystone opens. Book by October 31, 2026, for travel from October 31, 2026 through March 31, 2027, with no blackout dates.

Enjoy fresh mountain snow, cozy evenings after a day on the slopes, and savings that cover the holidays, spring break, and every powder day in between.

Tenderfoot Lodge #2658

This spacious 3-bedroom, 2-bathroom Oro Grande condo offers a unique layout with room for up to 9 guests and stunning slope views from the private balcony. Located nearly equal distance from River Run Village and Mountain House Base Area, this renovated retreat features updated kitchens, bathrooms, and flooring, plus a private primary suite entranc

Special

Early Bird Gets The Turns

Get a head start on ski season with 5% off winter stays when you book before Keystone opens. Book by October 31, 2026, for travel from October 31, 2026 through March 31, 2027, with no blackout dates.

Enjoy fresh mountain snow, cozy evenings after a day on the slopes, and savings that cover the holidays, spring break, and every powder day in between.

Under new ownership, this top-floor retreat places you in the heart of River Run Village, just a 1-minute walk from the gondola, shopping, dining, and year-round village activities. Expansive southwest-facing windows showcase panoramic views of the Keystone ski slopes and surrounding valley, including a 16-mile western view toward Red Peak and view

Special

Early Bird Gets The Turns

Get a head start on ski season with 5% off winter stays when you book before Keystone opens. Book by October 31, 2026, for travel from October 31, 2026 through March 31, 2027, with no blackout dates.

Enjoy fresh mountain snow, cozy evenings after a day on the slopes, and savings that cover the holidays, spring break, and every powder day in between.

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