Cabins at Overlook


Properties Available 278 properties available
Welcome to your alpine haven in Keystone, Colorado! This inviting 1-bedroom condo with a loft in the Flying Dutchman complex offers a cozy retreat with a touch of mountain charm. Nestled in the heart of the Rockies, this rental provides an ideal home base for year-round adventures.Step inside, and you'll find a thoughtfully designed living space th
Hot HOT 12
Flying Dutchman 1145
Condo
Starting at:  $49 / per night
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (14 Reviews)
Enjoy your Breckenridge vacation in this bright and comfortable retreat just a short walk from Main Street. Located within easy walking distance to the lifts at Peak 9 and the Snowflake lift to Peak 8, this one bedroom, plus loft, condo has all the comforts of home featuring a full kitchen, modern furnishings, and a private balcony. You can relax a
Hot HOT 15
Sundowner Tonopah 14
Condo
Starting at:  $49 / per night
Bedrooms 1 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (30 Reviews)
Welcome to our Decatur condo, your ideal Keystone retreat nestled in the heart of Colorado's Rocky Mountains. This charming 4-bedroom, 3-bathroom vacation rental is perfect for families and friends seeking a cozy escape, just steps from the ski lifts. The spacious two-level floor plan offers a blend of rustic charm plus gorgeous views from the larg
Decatur 1792
Condo
Starting at:  $99 / per night
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 12 guests
 New Property!
Welcome to your perfect mountain getaway in the heart of Breckenridge! This spacious 3-bedroom, 2-bath condo offers the ideal blend of comfort, convenience, and stunning views—just 2 blocks off Main Street and minutes from the slopes.Sleeps 6 comfortably – Featuring a primary bedroom with en-suite bath, a second queen bedroom, and a third bedroom w
Ridge St Bliss
Condo
Starting at:  $200 / per night
Bedrooms 3 bedrooms
Bathrooms 1 Full
Guests 8 guests
 New Property!
This three bedroom plus loft accommodation, Tyra Summit Townhome, is the perfect place to experience true ski-in / ski-out access. The popular 4 O'clock ski run is located just steps from your back door with access to skiing in the winter and hiking/biking trails in the summer. Featuring a spacious floor plan, large dining area, fireplace, and flat
Hot HOT 27
Tyra Townhome 900
Townhome
Starting at:  $79 / per night
Bedrooms 3 bedrooms
Bathrooms 4 Full
Guests 8 guests
Rating 5 (12 Reviews)
Top Reasons to Book The Ponds 180Reason #1: Perfectly located in Silverthorne—central to world-class skiing at Copper Mountain, Keystone, and Breckenridge.Reason #2: A true outdoor-lover’s sanctuary with the Blue River right out back for summer fishing, plus immediate access to the community pond for stand-up paddleboarding and other warm-weather a
Hot HOT 30
The Ponds 180
Townhome Pet Friendly
Starting at:  $250 / per night
Bedrooms 4 bedrooms
Bathrooms 3 Full, 1 Half
Guests 10 guests
 New Property!
Walk to historic Main Street in Breckenridge for dining, shopping and nightlife, or take a quick walk to the base of Peak 9 from this luxury 2 bedroom, 2 bathroom condo. Beautifully decorated with modern mountain furnishings along with stainless steel appliances, this condo includes panoramic views of the mountains, and access to outdoor hot tubs.L
Hot HOT 13
Corral 203S
Condo
Starting at:  $69 / per night
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (31 Reviews)
Top Reasons to Book:Reason #1: Walkable to shops, dining, and local attractionsReason #2: Cozy mountain retreat with updated finishes and inviting décorReason #3: Dedicated parking + in-unit washer/dryerLodging and LocaleThis charming Frisco home offers a warm and welcoming mountain retreat perfect for families or groups seeking both adventure and
Hot HOT 14
Heart of Frisco
Duplex
Starting at:  $125 / per night
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (8 Reviews)
This two bedroom unit is located on the south end of town two blocks from Main Street and 200 yards from the Quicksilver chairlift. The location is convenient to the slopes, nightlife and shopping on Main Street. Complete with a beautiful kitchen, nicely remodeled bathrooms, smart TV in the living room, TV's in both bedrooms, featuring a huge sunny
Mountainwood 104
Condo
Starting at:  $59 / per night
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (18 Reviews)
Remodeled with a new kitchen and granite counter tops, this unit brings you back to the nice comfortable feeling of being in the mountains. Watch the television with the fire going and remember why you came out here. This two bedroom unit comes equipped with free Wi-Fi, washer and dryer, new kitchen and appliances and a covered parking space. Sawmi
Sawmill Creek Condo 211
Condo
Starting at:  $100 / per night
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (26 Reviews)
Welcome to your own slice of mountain paradise, Frisco 8 Townhomes #4! This charming rental property offers the perfect blend of comfort, convenience, and breathtaking natural beauty. Whether you're an outdoor enthusiast or simply seeking a serene getaway, this townhome is sure to exceed your expectations.The property is nestled in the heart of the
Frisco 8 Townhomes #4
Townhome
Starting at:  $79 / per night
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (29 Reviews)
Enjoy a relaxing aspen and pine tree setting in an envious location on the top of Ski Hill Road. Our Peak 8 Village Condo is just 2 minutes from the Peak 8 Ski area on the free Breckenridge Shuttle route. Last stop prior to Peak 8 base and first stop leaving Peak 8, so you won't have to take the scenic route back to your vacation condo. Free shuttl
Hot HOT 15
Peak 8 Village 43
Condo
Starting at:  $69 / per night
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 6 guests
Rating 5 (15 Reviews)

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