At 5 Diamond Retreats, we believe in beautiful properties in beautiful places!  Whether it be the Smoky mountains, or the Rocky Mountains, we have a beautiful place for you!

Hill Street Hideaway is a beautiful home right in Gatlinburg, with 6 master suites!  This is the perfect home for family reunions and group trips!

Wanderlove at Breckenridge is one of the premier homes in Breckenridge!  4 bedrooms, AMAZING views, and only 5 minutes from world class skiing!

The Colorado Springs Retreat and The Family Home are both in Colorado Springs, and both have their own unique charm!

4 properties  


WanderLove at Breckenridge

4 Bedrooms • 3 Baths • Sleeps 7-11
Internet Fireplace River Mountain Forest Hot Tub

Perched among the trees backing to National Forest, this 4 bedroom, 3 bath vacation rental has picturesque views of all Breckenridge’s stunning peaks that form this popular ski resort. Convenient to Main Street, 5 minutes to the gondola, and hiking directly out the front door, there is something for everyone in every season.

License # STR21-01745

Max occupancy 12

Max# of cars is 4

Photos Details Inquire


Hill Street Hideaway

6 Bedrooms • 6 Baths • Sleeps 1-18
Allows pets Internet Fireplace River Mountain Forest Hot Tub

This is like no other vacation rental you have ever stayed in!  6 bedrooms, all with their own en-suite bathrooms!  No more sharing bathrooms with your kids or friends.  Every room is unique and beautifully appointed!  Walk in to Gatlinburg!  Don't drive and pay for parking!  Right across the street is a river stocked with fish every week!  Only 3 miles to the entrance to Smoky Mountain National Park.  Most rooms have their own TV, and a few are mini suites.  

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5 Bedrooms • 3 Baths (2 full, 1 half) • Sleeps 7-10
Allows pets Internet Mountain

Come and relax in this beautiful home in a wooded neighborhood! Deer are seen daily roaming the streets, and often camp out right in the front yard! Enjoy our spacious home and private and natural backyard, all just 2 minutes from I-25. Enjoy your morning coffee on the patio under the towering pine trees, and then head to the nearby hiking trails for some amazing views! Just minutes from Garden of the Gods, the Air Force Academy, Old Colorado City, and Manitou Springs! 


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The Family Home

3 Bedrooms • 3 Baths (2 full, 1 half) • Sleeps 4-8
Allows pets Internet Mountain

Our family-friendly home  is in a pretty and quiet neighborhood. Close to everything! Less than 20 minutes to Garden of the Gods, Manitou Springs, Old Colorado City, COS airport, and The Broadmoor! Let the kids enjoy the large, grassy backyard with huge trees and room to play. At night, retire to the romantic Master Bedroom and king-sized bed. Park INDOORS in the 2-car garage to keep your car warm and dry in the winter, and cool in the summer.


Photos Details Inquire