Breckenridge The Highlands Rentals


Properties Available 157 properties available
A stunning mountain retreat! This well-cared-for, tri-level home (managed by Ski Country Resorts Vacation Rentals) boasts breathtaking views and is nestled at the end of a tranquil cul-de-sac, surrounded by a majestic stand of Lodge Pole Pines and the Four OClock Ski Run, offering an exceptional ski-in location. Also just a short stroll to Downtown
Four O'Clock Chalet
House
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 4.9 (190 Reviews)
Step into your home away from home in this charming second-floor ski in / ski out unit, offering the perfect blend of comfort and convenience in the heart of Breckenridge's picturesque ski town. With 560 square feet of living space, this one-bedroom retreat at Trails End Condominiums (managed by Ski Country Resorts Vacation Rentals) promises an unf
Trails End 204
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 4.9 (197 Reviews)
Welcome to Tannenbaum II Condominiums, a captivating retreat nestled amidst the picturesque beauty of the Colorado wilderness. This sought-after destination offers an unparalleled experience, combining the convenience of its proximity to the ski area with the tranquility of being surrounded by majestic Blue Spruce trees and serene mountain stream,
Tannenbaum 33
Condo
Bedrooms 2 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 4.8 (85 Reviews)
Escape to this stunning mountain getaway just outside of Breckenridge. This pet friendly 4-bedroom, 3 bath plus bonus room is perfect for families or groups looking to relax in style. Enjoy breathtaking scenery from an expansive deck, a private hot tub, as well as a bonus room for extra relaxation. Inside, there is an abundance of space to recharge
Calle de Plata 136
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 Full, 1 Half
Guests 10 guests
Rating 5 (16 Reviews)
Enjoy affordable luxury and unparalleled convenience at Park Meadows Lodge, nestled in the heart of Breckenridge. A gateway to adventure and exploration, discover for yourself what makes Park Meadows more than just a place to stay but, rather, a destination.Experience the elegance and modernity of this bright one bedroom unit, 8C (managed by Ski Co
Park Meadows 8C
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 4.8 (294 Reviews)
Ascend to alpine ambiance and rejuvenate your spirit in this meticulously appointed penthouse unit (managed by Ski Country Resorts Vacation Rentals). Nestled on the top floor of Breckenridge's popular ski in ski out Trails End Complex, this multi-level gem invites you into 1,200 square feet of rustic elegance fused with modern comforts.In the kitch
Trails End P2
Condo
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 12 guests
Rating 4.6 (101 Reviews)
Experience true luxury on your Rocky Mountain Getaway at this Mainridge Townhome (managed by Ski Country Resorts Vacation Rentals). Boasting a prime location just off of Main Street, a total renovation that finished December 2025, this spacious two-level townhome is situated directly across from Breckenridge's Main Street Station with convenient w
Mainridge D
Townhouse Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 4.8 (350 Reviews)
**4WD Vehicle Needed to Access Home for Winter Access**Welcome to the breathtaking world of Big Timber Lodge, an exquisite four-bedroom sanctuary nestled in the heart of the Highlands neighborhood. This is no ordinary getaway; it's a mountain retreat that strikes the perfect balance between seclusion and proximity, just three miles from the vibrant
Hot HOT 23
Big Timber Lodge
House
Bedrooms 4 bedrooms
Bathrooms 4 Full, 1 Half
Guests 11 guests
Rating 5 (123 Reviews)
Discover the perfect blend of comfort, convenience and alpine charm at Park Meadows Lodge, unit 2B (managed by Ski Country Resorts Vacation Rentals) - a true hidden gem in Downtown Breckenridge. The Park Meadows complex, a favorite among many Breckenridge aficionados, is nestled amidst majestic pines and a picturesque mountain stream, while being m
Park Meadows 2B
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 4.6 (134 Reviews)
Welcome to this budget-friendly Double Eagle condo (managed by Ski Country Resorts Vacation Rentals), nestled along the Four O'Clock ski run for convenient ski in access. With its impressive beam and stone work, this recently updated condo offers a cozy retreat for ski and snowboard enthusiasts. Just a short stroll away from the Snowflake Chairlift
Double Eagle A12
Condo
Bedrooms 2 bedrooms
Bathrooms 1 Full, 1 Half
Guests 7 guests
Rating 4.5 (185 Reviews)
Welcome to Tannenbaum By The River Condominiums, where you'll discover an idyllic retreat nestled in the heart of Colorado's scenic beauty. This stunning vacation rental (managed by Ski Country Resorts Vacation Rentals) is strategically located near the ski area, offering unrivaled convenience and breathtaking views that will leave you in awe.At Ta
Tannenbaum 303
Condo
Bedrooms 2 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 4.8 (213 Reviews)
Enjoy a comfortable stay in this charming 2-bedroom, 1-bathroom unit, perfect for your Breckenridge getaway. The spacious living room features a large TV, ideal for unwinding after a day of adventure. Bedroom 1 offers a twin-over-full bunk bed, while Bedroom 2 includes a cozy queen bed. The well-equipped full kitchen makes dining in a breeze, and y
Now Colorado Ct. Unit A2
Condo
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 5 guests
Rating 5 (5 Reviews)

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